We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Woodstock Vacation Rentals

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
Check In Check Out
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    View Map
    Price
    per night
    $283 Average
    |||
    |||
    $0$1,000+
    Suitability
    More filters
    Travelers to Woodstock are booking August dates now. Secure your vacation rental today, and have the perfect trip.
    All 127 Rentals in Woodstock
    Sort by:
    Default
    Got Renovated Modern Home in Prime Woodstock w/ Heated Pool1 / 80
    (3)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Pet Friendly Cabin Doh-Ray Up At 1450 ft1 / 30
    (5)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Woodstock Cottage: walk to Town1 / 22
    (1)Excellent
    2 Bedrooms, Sleeps 4 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Private Yard
    • Parking
    • Private Outdoor Pool (Heated)
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ”. The home is a classic saltbox contemporary and sits on approx. 5 private acres. The area is dotted with waterways and rock outcroppings that are part of the local landscape. This is a beautiful time of year to be here. The summer months are special and the area has a wonderful assortment of...
    View all property information
    Location Information
    Woodstock, Catskill Region 12401
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Inquiry
    Woodstock-Pool, Hot Tub, Stream; 7 Acres; Hike&Ski1 / 31
    (5)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor Pool (Heated)
    • Washer
    • DVD Player
    • Satellite TV
    • Air Conditioning
    • Mountain Views
    • Wi-Fi
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 14, 2015
    This was the perfect weekend getaway for me and my family. My 3 year old loved seeing the family of Blue Herons and a family of deer right from the back porch. 5 min drive to...
    Reviewed May 14, 2015
    Our family really enjoyed our stay here at this spacious lovely home. It's tucked away in the woods so there is a lot of privacy but just minutes away from the bustling downtown...
    See all reviews
    About this property
    Luxurious 3 BR / 3 BA, handmade craftsman style home, in the heart of Woodstock! Pamper yourself with a private pool, spa and stream. Enjoy serenity and privacy, as this property is located on 7 acres, at the end of a private road, yet is still only 5 min to the heart of town. Tastefully...
    View all property information
    Location Information
    Woodstock, Catskill Region 12498
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Inquiry
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Parking
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    --------Authentic 18 foot Sioux Tipi, handmade and painted by the artists at Nomadics Tipi Makers in Oregon. The tipi overlooks a waterfall on the Sawkill Creek that runs through our estate. Across the river is Comeau Park, with a 2 mile walking trail. The center of Woodstock Village [and...
    View all property information
    Location Information
    Woodstock, Catskill Region 12498
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Inquiry
    4 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Wi-Fi
    • Washer
    • Private Outdoor Pool (Heated)
    • Private Yard
    • Satellite TV
    • Air Conditioning
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Say hello to your perfect vacation home! Bright and airy Woodstock home with all the amenities you will need. Located only 4 minutes from the Village of Woodstock. Four-bedroom house with 3 full bathrooms located on private roadway perfect for walking & running around neighborhood. The house...
    View all property information
    Location Information
    Woodstock, Catskill Region 12498
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 11
    Make Inquiry
    Mid Century Ranch-Hot Tub-Minutes to Center ofTown1 / 41
    (4)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    other travelers have booked this property
    Certificate of Excellence
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Washer
    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Patio
    • Grill
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 2, 2016
    The house is beautiful, interesting, spacious, and cozy, with so many different places to sit, gather, read, perfect for our group of 8 consisting of 3 generations including 4...
    Reviewed June 23, 2016
    Nestled appropriately on a street called Holiday Street, Casa Real was a homey vacation rental for our family of 7, some of whom travelled from India for this staycation. a 15...
    See all reviews
    About this property
    Welcome to "Casa Reál" this Spanish style ranch is tastefully decorated with mid-century modern furnishing. It's got large open spaces, good flow and contemporary floor plan. This home also features a sunken living-room, formal dining room, sunken family room with wood-burning fireplace and a large...
    View all property information
    Location Information
    Woodstock, Catskill Region 12498
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Make Inquiry
    Woodstock Secluded MT Top Home with  Swimming pool1 / 9
    (4)Excellent
    6 Bedrooms, 3 Bathrooms, Sleeps 15 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Mountain Views
    • DVD Player
    • Washer
    • Internet Access
    • Patio
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 8, 2015
    The Pictures of this Glorious....Peaceful Place does not do it justice as too how Stunning it truly is......The house was Immaculate......The Swimming Pool was not just inviting...
    Reviewed July 29, 2015
    I don't often right reviews but I really wanted to share with everyone how wonderful this location is. This is our third year renting homes as a family of 15 and this house was...
    See all reviews
    About this property
    This home has 3600 sq ft of space 6 bedrooms, 3 baths, an extra sunroom that can be used as another bedroom and can accomodate a group of 12-15 or an average size family . Though it is very private on 15 acres its just 1 and half mile to the center of Woodstock.The village of Woodstock has many...
    View all property information
    Location Information
    Woodstock, Catskill Region 12498
    Rental Home - 6 Bedrooms, 3 Bathrooms, Sleeps 15
    Make Inquiry
    50 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Private Yard
    • Parking
    • Grill
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Originally built in the 1870's as a small barn on the estate. The cottage was fully renovated, new bath, new kitchen, refinished hardwood floors, pillow top mattress in the sleeping loft, and a queen size Murphy bed if you prefer not to use the sleeping loft. This is a petite one room studio...
    View all property information
    Location Information
    Woodstock, Catskill Region 12498
    Rental Home - 50 Bedrooms, 1 Bathroom, Sleeps 4
    Make Inquiry
    List your property for free!
    List your vacation rental where TripAdvisor travelers can find it.
    Add a Listing
    Woodstock In-town cottage1 / 23
    (45)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    other travelers have booked this property
    Certificate of Excellence
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Satellite TV
    • Secure Parking
    • Hot Tub
    • Mountain Views
    • Patio
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 22, 2016
    Ellen could not have been more accomodating or gracious a hostess. She met us in the parking lot, saving us a spot - all smiles and happy energy. She put some basic...
    Reviewed October 31, 2016
    The cottage is located right in the center of town, yet it is entirely secluded. It is extremely quiet and you feel like you're in your own little world. The cottage was...
    See all reviews
    About this property
    Located right in the middle of Woodstock, this recently renovated cottage with a cozy, open floor plan affords you both privacy and convenience. There's no need for a car. Walk to everything, including the NYC bus stop, Woodstock's unique shops and galleries, or hiking trails. Cook your own meals...
    View all property information
    Location Information
    Woodstock, Catskill Region 12477
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Inquiry
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Wi-Fi
    • Mountain Views
    • Patio
    • Grill
    • Washer
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Salutations from this sunlit, solar powered house with mountain views! We are little over a mile to the village green/Woodstock central! Four bedrooms (two master suites) sleep eight comfortably, with one king bed, two queens and two twin beds (ACs in each bedroom in the summer). Two and a half...
    View all property information
    Location Information
    Woodstock, Catskill Region 12498
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Inquiry
    Coldbrook B&B 2 hours North of NYC Woodstock, NY1 / 16
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Porch
    • Wi-Fi
    • Mountain Views
    • Parking
    • Satellite TV
    • Outdoor Dining Area
    • Central Heating
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 14, 2015
    We found this B&B through a friend and were so pleased with our visit we will be back as often as our host, Mark, will let us! This is the perfect place to get away from it...
    See all reviews
    About this property
    Coldbrook B&B is exclusively a Bed & Breakfast and located 2 hours north of New York City in the heart of the Catskill Mountains and 10 minutes to the center of famous Woodstock, NY. Peace and quiet are abundant with the option to peruse the charming shops in the quaint and artsy town of...
    View all property information
    Location Information
    Woodstock, Catskill Region 12409
    Private Room - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Inquiry
    Zen den1 / 24
    (4)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Secure Parking
    • Wi-Fi
    • Air Conditioning
    • Private Yard
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    Awesome, quaint apartment. Minutes from everything. Owners were very quick to respond to emails with any questions. We will definitely be back next time we come to town. We...
    Reviewed 3 weeks ago
    The "Zen Den" is exactly as it is described and pictured. Comfortable and easily accessed. You can park your car and forget about it-there are so many delightful...
    See all reviews
    About this property
    Welcome to the Zen Den! Enjoy our beautiful, newly constructed, 2 story apt 60 seconds from the heart of town. Free parking, covered porch in the expansive back yard, full kitchen, full bathroom, BBQ, perfect for enjoying your stay in Woodstock! Enjoy this sweet and cozy retreat IN TOWN. Located...
    View all property information
    Location Information
    Woodstock, Catskill Region 12498
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Inquiry
    Woodstock Village  Serene &  Spacious1 / 10
    (5)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Air Conditioning
    • DVD Player
    • Porch
    • Washer
    • Outdoor Dining Area
    • Satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 15, 2016
    I highly recommend Woodstock Village Serene & Spacious. This was my second stay there and I love it! The location is perfect and the owner keeps the place immaculate. The...
    Reviewed June 29, 2016
    This stay comprised one house divided into two. Our cottage was Citrus the other Plum. Ours was on the darker side which was good in summer as it was hot. But Plum would have...
    See all reviews
    About this property
    Choose from two newly renovated private two bedroom suite/deplex apartments ( Citrus and Plum) in a turn of the century country Victorian designed to make your stay in Woodstock memorable. Unplug and leave your worries behind. You can walk to all destinations on Tinker Street. It is a 5 minute...
    View all property information
    Location Information
    Woodstock, Catskill Region 12498
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Make Inquiry
    Margaret's Cottage in Woodstock Village1 / 22
    (3)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Outdoor Dining Area
    • Air Conditioning
    • Balcony
    • Patio
    • Grill
    • Satellite TV
    • Secure Parking
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 24, 2016
    Nice owners who have been living in the area for years gave us everything we needed. Pantry was well-stocked. They gave us their bbq gas when ours ran out mid-cooking!
    Reviewed August 29, 2015
    I stayed here with my mom and my 4-year-old son. Mary helped to make the visit perfect for all three generations. She set up a wading pool and fire pit in the beautiful back...
    See all reviews
    About this property
    Margaret's Cottage Located the in the village of Woodstock , stroll to restaurants, Tinker St movie theater, take a dip in the Millstream, or follow the Comeau trail past the steam through the woods to the meadow with the best mountain vista in town. On the NYC bus route Two bedroom cottage ,...
    View all property information
    Location Information
    Woodstock, Catskill Region 12498
    Cabin - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Inquiry
    Aspects Inn & Spa --A Sensual Retreat in Woodstock1 / 13
    (12)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Sauna
    • Mountain Views
    • Internet Access
    • Satellite TV
    • Private Indoor Pool
    • DVD Player
    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 21, 2015
    What a wonderful get away. Thank you to Lio and Sharon for providing such a wonderful retreat! The spa area was absolutely perfect and afforded us a truly relaxing and...
    Reviewed April 15, 2014
    My husband and I were in need of a relaxing and quiet getaway. Aspects Inn and Spa seemed like a great choice. This stay surpassed all our expectations. The apartment is clean...
    See all reviews
    About this property
    Aspects Inn & Spa in the heart of Woodstock, NY offers a unique retreat with a two apartment 2 bedroom each w/ full kitchen and all amenities with direct access to our indoor spa with 40' saline pool, ionized Jacuzzi and infrared sauna. at the rate of $250 per night 1 couple...
    View all property information
    Location Information
    Woodstock, Catskill Region 12498
    Condo/Apartment - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Inquiry
    Orange Door Retreat1 / 10
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Washer
    • Grill
    • Internet Access
    • Parking
    • Air Conditioning
    • DVD Player
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a two bedroom modern house on a small hill. The location is perfect, walking distance to downtown Woodstock, easy access to community swimming holes, town events, galleries, shops & restaurants. You can enjoy the peace and quiet in the woods, and only 10 minutes walking, you are in the...
    View all property information
    Location Information
    Woodstock, Catskill Region 12498
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Inquiry
    Woodstock Stone Cottage Swim Lake 3 ski resorts fishing hiking biking music arts1 / 21
    (1)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Skiing: Property Is In A Ski Resort
    • Mountain Views
    • Satellite TV
    • Internet Access
    • Patio
    • Housekeeping Included
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *****PLEASE SEE THE PAGE WITH ALL DETAILS JANNA RITZ DOTT COME****quintessential woodstock stone cottage with original large 11 ft artist window and stone fireplace. completely gutted and new everything but with cottage flair. new kitchen huge thermador pro range, baths, plumbing, electric,...
    View all property information
    Location Information
    Woodstock, Catskill Region 12457
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Inquiry
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Yard
    • Secure Parking
    • Wi-Fi
    • Air Conditioning
    • Satellite TV
    • Shared Indoor Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 days ago
    Beautiful private spa, salt water pool and sauna! Unique experience. Cordial owners! The 2 bedroom downstairs apartment was ok. Bring your own bedding for better experience...
    See all reviews
    About this property
    Aspects Inn and Spa! Lio and Sharon invite you to their Aspects Inn and Spa in the heart of the historic artists colony of Woodstock, NY. Nestled in the gentle streams and valleys of the ancient Catskill Mountains, Woodstock is just a two hour scenic drive up the thruway from NYC or a...
    View all property information
    Location Information
    Woodstock, Catskill Region 12498
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Inquiry
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • DVD Player
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    . This is an 1870's post and beam barn. For 20 years, before we owned it, the barn was a Montessori school. After we purchased the property, we converted the school to a guest cottage. The hand hewn beams you see in the photos are preserved in their original condition, as are the hardwood...
    View all property information
    Location Information
    Woodstock, Catskill Region 12498
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Inquiry
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Satellite TV
    • Washer
    • DVD Player
    • Air Conditioning
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Woodstock New York--- Sunset cottage is an award winning vacation home. This home has been featured in NY Magazine and architectural Digest It is fully furnished, has a completely equipped stainless steel kitchen, wifi, cable TV DVD, AC & HEAT, tile bathroom with tub & shower, hand hewn beams,...
    View all property information
    Location Information
    Woodstock, Catskill Region 12498
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Make Inquiry
    Woodstock Retreat, Sauna, Steam Shower, Decks1 / 21
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Mountain Views
    • Wi-Fi
    • DVD Player
    • Satellite TV
    • Air Conditioning
    • Patio
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 30, 2016
    The accommodations were very comfortable even with 3 kids. Location was very private with lots of skylights and scenic views. We enjoyed the sauna and steamy showers and...
    See all reviews
    About this property
    Restore yourself at this lovely vacation home while you explore Woodstock, the Hudson Valley and the Catskills. You will be surrounded by woods, mountains and hundreds of acres of public land, and visited often by deer and turkeys -- but you are 10 minutes from the center of Woodstock, a lively,...
    View all property information
    Location Information
    Woodstock, Catskill Region 12495
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Inquiry
    Stunning Vacation Country & Ski House1 / 23
    (3)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Balcony
    • Satellite TV
    • Porch
    • Internet Access
    • Patio
    • Central Heating
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 12, 2016
    We had a great time. It's secluded so no worries about bothering the neighbors. House was very clean. Kitchen is fully stocked. We spent the whole weekend on the shaded back deck.
    Reviewed November 4, 2013
    My friends and I went there for a relaxing birthday weekend and that's exactly what we had! The house is super private and beautiful! We had a blast! We didn't even leave the...
    See all reviews
    About this property
    This NON SMOKING country home is privately nestled within 15 unspoiled wooded acres overlooking picturesque seasonal trout stream. With sunny, open floor plan the open kitchen / living room / dining room make for great family together time. High quality appliances, comfortable furniture and...
    View all property information
    Location Information
    Woodstock, Catskill Region 12463
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Make Inquiry
    Cozy & Serene Cottage in Woodstock1 / 13
    (3)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Housekeeping Included
    • Patio
    • Balcony
    • Air Conditioning
    • Satellite TV
    • Wi-Fi
    • Mountain Views
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    V's place was cozy, clean, and very quiet. The deck was our favorite! Lovely spot to sit and enjoy the country -- especially the outstanding view of Overlook Mountain. It was...
    Reviewed 3 weeks ago
    Fascinating artistic community with unique shops, great restaurants and beautiful mountain vistas.This was my first trip to Woodstock and I can’t wait to come back to the...
    See all reviews
    About this property
    Cozy, clean & light-filled cottage designed for all-season comfort, relaxation & rejuvenation set on serene landscaped grounds & woods. Cottage is perfect for romantic weekends, country getaways, or solo retreats. Dreamcatcher is unique. The cottage sits on a beautiful 4.5 acre property but is less...
    View all property information
    Location Information
    Woodstock, Catskill Region 12498
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
    Make Inquiry
    2 BR Cabin, Hot Tub, Fireplace, Heart of Woodstock1 / 20
    (2)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Porch
    • Internet Access
    • Washer
    • DVD Player
    • Air Conditioning
    • Satellite TV
    • Hot Tub
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the heart of Woodstock (Glasco Tpyk & Ricks Rd.) this cabin is the perfect romantic getaway. With 6 acres of of forest and open land as your back yard. Newly renovated, 2 bedrooms 1 bath, with wood-burning fireplace, Soak in the private hot tub and watch deer meander, wild turkey...
    View all property information
    Location Information
    Woodstock, Catskill Region 12498
    Cabin - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Make Inquiry
    Romantic Country Barn By the Stream1 / 26
    (16)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Satellite TV
    • Internet Access
    • DVD Player
    • Grill
    • Patio
    • Air Conditioning
    • Porch
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nestled between two streams, a large, cozy private barn, on five acres of wooded land, and large lawn. A smaller stream just outside your window. Comfortable, with modern accommodation and beautiful artistic details. A perfect place for a peaceful romantic getaway, soak yourself in the outdoor...
    View all property information
    Location Information
    Woodstock, Catskill Region 12457
    Cabin - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Inquiry
    Privacy & Luxury @  Heart of Woodstock w/ Hot Tub1 / 19
    (5)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Satellite TV
    • DVD Player
    • Parking
    • Washer
    • Internet Access
    • Hot Tub
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 21, 2017
    I came here to celebrate my 25th birthday with my boyfriend, brother, and sister-in-law..as soon as we stepped foot into the cabin we were speechless! The cabin is BEYOND...
    Reviewed April 13, 2015
    We stayed here for my boyfriend's 30th birthday and had a blast! The home looks the exact way it does in the photos. The owner was very helpful and gave great suggestions for...
    See all reviews
    About this property
    Perfect romantic getaway, totally private. Beautiful 1600 sq. ft modern house, newly constructed, 2 bedrooms/2 baths, tucked away in the woods on a 6 acres lot, at the heart of enchanted Woodstock, in the historic Byrdcliffe area. Enjoy your private hot tub, relax and watch the meandering deer....
    View all property information
    Location Information
    Woodstock, Catskill Region 12498
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    IMAGINE WOODSTOCK  FIELD STUDIO1 / 15
    (16)Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Parking
    • Patio
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Woodstock, Catskill Region 12498
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
    Make Inquiry
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Yard
    • Air Conditioning
    • Wi-Fi
    • Parking
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located 150 miles from New York City is one of the most beautiful vacation homes in the Catskill region. You and your loved ones will be able to relax in this beautiful mountainous area which was made famous by Washington Irving when he published the famous short story of Rip Van Winkle in 1819....
    View all property information
    Location Information
    Woodstock, Catskill Region 12463
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    NEW! Rock City Writer's Studio: Bucolic Setting,1 / 13
    (20)Excellent
    Studio, 2 Bathrooms, Sleeps 2 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Sauna
    • Internet Access
    • Central Heating
    • Satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Woodstock, Catskill Region 12498
    Condo/Apartment - 2 Bathrooms, Sleeps 2
    Make Inquiry
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Mountain Views
    • Patio
    • Grill
    • Hot Tub
    • Washer
    • Wi-Fi
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This special home is a converted barn with the original 1790's foundation. We want our guests to feel at peace and have a relaxing vacation! The house is filled with unique collectibles and folk art. You'll find an eclectic collection of original paintings throughout the house. Each room has a...
    View all property information
    Location Information
    Woodstock, Catskill Region 12498
    Rental Home - 5 Bedrooms, 2 Bathrooms, Sleeps 10
    Make Inquiry
    Charming Artist's Cottage1 / 18
    (68)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Mountain Views
    • Porch
    • Patio
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 days ago
    We have stayed at many cabins in upstate NY each one had its own charm, this one is quite and and a short drive up an inclined dirt road. Its located right off the main paved...
    Reviewed May 29, 2017
    The cabin was absolutely perfect! Just what we were looking for. Simple and peaceful!! We are returning in August for a longer stay and can't wait. Thank you Jon and Ann for...
    See all reviews
    About this property
    Two bedroom family year round cabin, the original summer home of local Woodstock artist Joseph Garlock. Newly renovated and decorated with his original artwork. Very private location nestled at the foot of Overlook Mountain on six acres of wooded land with brook running by. Unique stone fireplace...
    View all property information
    Location Information
    Woodstock, Catskill Region 12498
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Inquiry
    Luxury Secluded Cabin In The Heart of Woodstock1 / 18
    (5)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Outdoor Dining Area
    • Grill
    • Wi-Fi
    • Patio
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    We celebrated our 12 year anniversary at Sage, what a perfect choice!! the cabin was off-the-floor clean. the bed supper comfortable. The location is great, a minute drive to...
    Reviewed August 24, 2016
    Secluded but not remote, modern but cozy, eat-off-the-floors clean with a well-stocked kitchen and a wrap-around deck with gorgeous views of rustling trees, Sage is a magical...
    See all reviews
    About this property
    Come for the perfect romantic getaway. Newly renovated, one bedroom, luxury cabin, in the heart of Woodstock. Secluded and private on 6 acres of forest and open land. Soak in the hot tub and watch deer meander, wild turkey and woodpeckers. Large deck to BBQ and entertain on. Stay connected with...
    View all property information
    Location Information
    Woodstock, Catskill Region 12498
    Cabin - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Inquiry
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Wi-Fi
    • Patio
    • DVD Player
    • Private Yard
    • Satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This comfortable and spacious family home (2,500sq ft) has four bedrooms upstairs and plenty of socializing space downstairs including a screened in porch, deck & bbq, a great room, playroom, fireplace room, surrounded by 80 ft pine trees and a level lawn. This spacious home, 5 mins drive into...
    View all property information
    Location Information
    Woodstock, Catskill Region 12498
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 9
    Make Inquiry
    4 Bedrooms, 5 Bathrooms, Sleeps 9 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Satellite TV
    • Mountain Views
    • Private Outdoor Pool (Heated)
    • Grill
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Two miles from the center of the renowned artist colony of Woodstock, New York, a long driveway off a peaceful country road leads you to the grace and charm of this turn of the century farm house.Set amidst acres of rolling meadows and magnificent pines, encircled by the Catskill Mountains, the...
    View all property information
    Location Information
    Woodstock, Catskill Region 12498
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 9
    Make Inquiry
    Woodstock Farmhouse Mountain Views and Hot Tub1 / 13
    (1)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 19, 2015
    We spent the long weekend of July 4th in the farmhouse. Very well maintained and furnished, lot of room for the 9 of us including 4 children. The spa was a big hit with the kids...
    See all reviews
    About this property
    Newly built 3-story cedar Farmhouse sleeps 9, secluded on 5+ acres of wooded land surrounded by mountains, mature trees and wildflowers. Finely decorated with antiques in bright airy rooms and pine wood floors. Every window has amazing views of nature yet The Woodstock Farmhouse is only an 8 minute...
    View all property information
    Location Information
    Woodstock, Catskill Region 12498
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 9
    Make Inquiry
    Marigold cabin by the stream -  heart of Woodstock1 / 27
    (5)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Patio
    • Porch
    • DVD Player
    • Wi-Fi
    • Balcony
    • Air Conditioning
    • Hot Tub
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    We had an amazing time. the place was clean, well designed. Everything we needed was there. The hot tub under the starts was a great treat. LOVED the covered deck, we were able...
    Reviewed 2 weeks ago
    The cabin is updated which is nice, enjoyed the red swivel chairs and tree stump tables. It was fairly clean but appeared to have not seen much activity. Many cobwebs and no...
    See all reviews
    About this property
    Located at the heart of woodstock (on Ricks Rd) this newly built cabin is a dream gateway. Spacious, with all modern amenities, free wi-fi, cable TV, Netflix enabled, Gas fireplace, whisper quiet AC, romantic outdoor hot tub, large covered deck with infrared BBQ grill. Great lounging chairs to...
    View all property information
    Location Information
    Woodstock, Catskill Region 12498
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Inquiry
    Secluded, Luxury Home with Hot Tub1 / 19
    (6)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • DVD Player
    • Patio
    • Parking
    • Wi-Fi
    • Grill
    • Washer
    • Hot Tub
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 1, 2017
    this place is perfect. the house has all the amenities you will need, its warm and welcoming. the owners were very communicative. its close to both Woodstock and Saugerties. we...
    Reviewed May 23, 2015
    Great communication with owner. House was clean and the kitchen had everything that we needed to make our own meals. Hot tub was perfect. Would have appreciated a king bed
    See all reviews
    About this property
    On the border line of Woodstock & Saugerties. 4.5 miles from the center of Woodstock village. Drive down a private country road to Saddle Hill where you will find a completely secluded retreat nestled, on 2.5 acres, between the Catskill Mountains and rolling fields. Beautifully renovated, spacious...
    View all property information
    Location Information
    Woodstock, Catskill Region 12477
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Wi-Fi
    • Parking
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This charming English Tudor Carriage House is the perfect retreat and located in a wooded setting on 10+ acres on a wooded estate only 1.5 miles to the center of Woodstock. It is a spacious 4 bedroom, 1 1/2 bath home with a lovely stone fireplace. The Carriage House is nestled at the foot of...
    View all property information
    Location Information
    Woodstock, Catskill Region 12498
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    Spacious Family Retreat - Under 2 Hours From NYC.1 / 8
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Satellite TV
    • Grill
    • Internet Access
    • Air Conditioning
    • DVD Player
    • Washer
    • Patio
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Woodstock, Catskill Region 12498
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 9
    Make Inquiry
    STUNNING MODERN VILLAGE 2BR LOFT1 / 14
    (4)Excellent
    5 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Balcony
    • Parking
    • Internet Access
    • Patio
    • Terrace
    • Satellite TV
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Woodstock, Catskill Region 12498
    Rental Home - 5 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Inquiry
    Country Cabin in Woodstock, NY- Cozy and Pet Friendly1 / 24
    (7)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Parking
    • Patio
    • Satellite TV
    • Grill
    • DVD Player
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Woodstock, Catskill Region 12498
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Inquiry
    Family-Friendly Retreat Close to Town w/ Heated Pool, Hot Tub on Nearly 3 Acre1 / 24
    (19)Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Satellite TV
    • Washer
    • DVD Player
    • Patio
    • Hot Tub
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Woodstock, Catskill Region 12498
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 9
    Make Inquiry
    Olive Oasis Luxury with Hot Tub, Woodstock Area1 / 26
    (8)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Patio
    • Air Conditioning
    • DVD Player
    • Hot Tub
    • Washer
    • Satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 18, 2014
    The place is as nice as promised, with the hot tub, grill, entertainment center, all in good working order. My only caveat, is that this rental is best for 2 couples. The...
    Reviewed June 25, 2014
    Me and my husband took our parents and our 5 month puppy for the very first family getaway. Dina (the owner) made it super easy for us. All the appliances are easily accessible...
    See all reviews
    About this property
    The perfect getaway for family and groups, artists, writers, yoga and meditation lovers all are welcome. Escape to a magical land- private and secluded with a hot tub out door, relax, hike, ski, meditate or create your new masterpiece. The place invoke your imagination and stimulate your...
    View all property information
    Location Information
    Woodstock, Catskill Region 12481
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    A Romantic Escape, Woodstock Barn by A Stream with Hot Tub1 / 24
    (13)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Satellite TV
    • Patio
    • Internet Access
    • Grill
    • DVD Player
    • Hot Tub
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Woodstock, Catskill Region 12457
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Inquiry
    Brookside Retreat: Streamside Patio, Fireplace, Writer's Studio, Walk to Villag1 / 18
    (18)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Satellite TV
    • Grill
    • DVD Player
    • Air Conditioning
    • Patio
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Woodstock, Catskill Region 12498
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    LOVE TO BE IN THE HEART OF WOODSTOCK? EASY STROLL TO SHOPPING, MUSIC, FOOD1 / 15
    (18)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Washer
    • Satellite TV
    • Air Conditioning
    • Patio
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Woodstock, Catskill Region 12498
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Make Inquiry
    Lovely Woodstock Retreat On Three Secluded Acres, Walkable To Village1 / 24
    (12)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Satellite TV
    • DVD Player
    • Patio
    • Grill
    • Washer
    • Housekeeping Included
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Woodstock, Catskill Region 12498
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Inquiry
    Peaceful Cottage By A Beautiful Stream And At The Edge Of A Woods.1 / 24
    (14)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Parking
    • Satellite TV
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Woodstock, Catskill Region 12457
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Inquiry
    Previous
    Woodstock Flight and Weather Info
    Low airfares recently found by TripAdvisor travelers
    |
    Local Weather
    Powered by Weather Underground
    76° 55°
    July
    75° 55°
    August
    67° 47°
    September
    55° 35°
    October

    Additional Woodstock Info

    Go to map view
    • Local time: 03:04 AM (EDT)
    List your property
    Owner log in