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.

Castleton Vacation Rentals

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
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
    Location
    Any Distance
    from
    Price
    per night
    $155 Average
    |||
    |||
    $0$1,000+
    Suitability
    More filters
    Don't let other travelers get your favorite Castleton area vacation rental. You're so close to securing your perfect getaway. Book today.
    All 18 Rentals in Castleton
    Sort by:
    Default
    Castleton
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    The following rentals are within 10 miles of Castleton.
    Popular Cabin on Sunset Lake in Benson VT1 / 33
    (32)Excellent
    Benson
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    ROSE'S  COZY  MOUNTAINVIEW  - B -1 / 18
    (18)Excellent
    Rutland
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Unique Luxury Church near Killington - sleeps 10!1 / 27
    (1)Excellent
    Pittsford
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 2, 2017
    The place is amazing. You have everything you need there. Only a short drive from Killington mt. Rutland is 15 mins away, so you don't have to worry about groceries or anything...
    See all reviews
    About this property
    Our home is a historic Methodist church built in 1837 which we converted into the most beautiful home you can imagine! With 3 bedrooms and 2 1/2 baths and the biggest great room/living room filled with 8 huge stained glass windows, the original organ and alter area and even the working bell this is...
    View all property information
    Location Information
    Pittsford, Vermont 05763
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 10
    Make Inquiry
    Fair Haven
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Washer
    • Grill
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lake front camp, converted 1955 motor home, set on Lake Hortonia in the Vermont Lake Region.This camp has 2 bedrooms and will sleep 4. One bedroom has a full size bed the other bedroom is a bunk room, with 2 single beds. (These beds are best for someone under 5'10' tall.) Full bathroom with...
    View all property information
    Location Information
    Fair Haven, Vermont 05743
    Cabin - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Inquiry
    ROSE'S COZY MOUNTAINVIEW - A -1 / 25
    (5)Excellent
    Rutland
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • Balcony
    • DVD Player
    • Grill
    • Wi-Fi
    • Mountain Views
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 25, 2017
    We had such a great time staying here for a long weekend. Chris was an awesome host, very accommodating! The house is very close to trails, lakes/ponds, and several ski resorts...
    Reviewed February 14, 2017
    Chris was very kind and accommodating. House had plenty of room for us to relax and sleep. Very cozy and spacious. Would definitly recommend!
    See all reviews
    About this property
    This side of my Duplex is my actual home.A cozy & comfortable place to unwind, relax & enjoy Vermont's beauty. Lovely views,serene,spacious and bright 2 bedroom home on 1&1/2 acre.Lawn,woods,small brook,Apple trees,grapes.Large new driveway. 1-mile walk to bus. QUIET,PRIVATE,PEACEFUL! Guest...
    View all property information
    Location Information
    Rutland, Vermont 05701
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Make Inquiry
    HOMESHARE at  ROSE'S COZY MOUNTAINVIEW  duplex1 / 26
    (8)Excellent
    Rutland
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
    other travelers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • Grill
    • Parking
    • Internet Access
    • DVD Player
    • Mountain Views
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 27, 2017
    Chris is very welcoming and makes sure you are comfortable during your stay. He has a great location about 20 minutes from Killington. I have stayed with him multiple times and...
    Reviewed January 25, 2017
    We came for the foliage last year and snowboarding last weekend because Chris's house is so convenient and he's such a great host and friend. The room is cozy and well decorated...
    See all reviews
    About this property
    This listing is currently my home.I am offering it as a homeshare with me and my friendly dog. This is for people looking to short term homeshare or folks who want a cheap,clean and quick base for Hiking,Kayaking,Spelunking,Antiquing,SKIING/SNOW BOARDING/SNOWSHOEING. It is the 'A'-side of my...
    View all property information
    Location Information
    Rutland, Vermont 05701
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 3
    Make Inquiry
    Florence
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Parking
    • DVD Player
    • Air Conditioning
    • Mountain Views
    • Washer
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    VERMONT LOG CABIN, Brandon, Vermont Located in the ``unhurried, unspoiled and unforgettable`` town of Brandon, our Vermont Log Cabin is a perfect location for a getaway any time of the year. This comfortable, well-equipped, log cabin is sequestered among the whispering pines and offers privacy and...
    View all property information
    Location Information
    Florence, Vermont 05733
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Inquiry
    Rutland
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    other traveler has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Internet Access
    • Parking
    • Hot Tub
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Surround yourself with the bucolic landscape of western Vermont with a stay at this charming Rutland vacation home! Located just a short drive from Pico Mountain and Killington, this elegant home features a hot tub and two large decks with tranquil views of a pond and seasonal waterfall. This home...
    View all property information
    Location Information
    Rutland, Vermont 05701
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Inquiry
    Rutland
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Skiing: Property Is In A Ski Resort
    • Central Heating
    • Grill
    • Parking
    • Washer
    • Mountain Views
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2 Bedroom Unit available - fully equipped for a few nights away to enjoy all Vermont has to offer EVERY season. Unit has maple hardwood flooring, furnished for comfort, beds with quality linens. Unit(s) can be stocked upon arrival. Lovely back yard with BBQ area - quiet space - enjoy a...
    View all property information
    Location Information
    Rutland, Vermont 05701
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Inquiry
    Save time - get the best Castleton rentals sent straight to your email!
    Get the List
    Bomoseen
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Wi-Fi
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our rustic three acre camp consists of three cottages, (two guest cabins) a small boathouse and an authentic Native American Tipi at the end of a dead-end dirt road. We have 200 feet of direct shoreline on Lake Bomoseen, the largest natural lake in Vermont. The lake is approximately 6 miles long by...
    View all property information
    Location Information
    Bomoseen, Vermont 05732
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Make Inquiry
    Rutland
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    • Grill
    • Shared Yard
    • Mountain Views
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cozy One bedroom, full eat -in kitchen, living room, full bath and bonus room/ office space, maple hardwood floors, with garage parking. Convenient location*, great back yard for entertaining or relaxing. Getaway to Vermont for a weekend this summer - boating, hiking, mountain biking - or just...
    View all property information
    Location Information
    Rutland, Vermont 05701
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Inquiry
    Bomoseen
    3 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Mountain Views
    • Parking
    • Grill
    • Patio
    • DVD Player
    • Wi-Fi
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Available: Birch Cabin: 2 Bedroom $800 per week. Saturday to Saturday only Spruce Cabin: 3 Bedroom $900 per week. Saturday to Saturday only Spring/Fall rates: minimum 2 nights Our rustic three acre camp consists of three cottages, (two guest cabins) a small boathouse and an authentic Native...
    View all property information
    Location Information
    Bomoseen, Vermont 05732
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 4
    Make Inquiry
    Rutland
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    https://photos.app.goo.gl/a2DUNfkoomCBnNRZA - please click on the link to see additional photos and read additional information Located in downtown Rutland, walking distance to restaurants, shops, theater, and train station, 20 minutes by car to the largest ski resort on East Coast, lakes,...
    View all property information
    Location Information
    Rutland, Vermont 05701
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Inquiry
    3 bedroom lakefront home1 / 25
    (1)Excellent
    Poultney
    3 Bedrooms, 1 Bathroom, Sleeps 9 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Wi-Fi
    • Cable/satellite TV
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 16, 2018
    Two friends and I decided to take a quiet weekend away and found Mary's house at Lake St. Catherine. First of all, Mary was the consummate host -- very communicative and...
    See all reviews
    About this property
    Relax in rustic charm in this lakefront three bedroom home. Great location to escape the hustle and bustle of city life. Located directly on Lake St. Catherine in southern Vermont,the house is located 30 miles from Bromley Mountain and approximately 40 miles from Pico, Killington and Stratton...
    View all property information
    Location Information
    Poultney, Vermont 05774
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 9
    Make Inquiry
    Bomoseen
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Mountain Views
    • Private Yard
    • Waterfront
    • Wi-Fi
    • Housekeeping Included
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Vermont Lake Rental Relax and enjoy the outstanding views and simplicity of a lakefront vacation. This delightful cottage offers a wonderful opportunity for a family spring/summer/fall getaway. Lake Bomoseen welcomes all sorts of recreation including boating, sailing, kayaking and hiking; with...
    View all property information
    Location Information
    Bomoseen, Vermont 05732
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Make Inquiry
    Rutland
    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Central Heating
    • Cable/satellite TV
    • Skiing: Property Is In A Ski Resort
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience all that Rutland has to offer from this 4-bedroom, 1.5-bathroom vacation rental townhome! Including original woodwork, quaint architectural elements, and all the comforts of home, this getaway is the perfect home base for groups of 7. Whether you're hiking through the surrounding...
    View all property information
    Location Information
    Rutland, Vermont 05701
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 7
    Make Inquiry
    Rutland
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Cable/satellite TV
    • Grill
    • Washer
    • Parking
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautifully maintained and dog-friendly home is a perfect example of suburban Vermont, from the Red Maple trees in the front yard to the serene four season porch in the back. Enjoy the peace and quiet of the neighborhood with the conveniences of a private washer and dryer, as well as a...
    View all property information
    Location Information
    Rutland, Vermont 05701
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 7
    Make Inquiry
    Castleton Flight and Weather Info
    Low airfares recently found by TripAdvisor travelers
    |
    Local Weather
    Powered by Weather Underground
    71° 52°
    August
    63° 45°
    September
    51° 35°
    October
    39° 26°
    November

    Additional Castleton Info

    Go to map view
    • Local time: 03:33 AM (EDT)
    List your property
    Owner log in