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Vacation Rentals in Middletown, NY and nearby

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All 27 Rentals in the Middletown Area
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The following rentals are within 20 miles of Middletown, New York.

From
$250
Per Night
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1 / 19
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Monticello
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
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From
$300
Per Night
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1 / 5
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Monroe
3 Bedrooms, 3 Bathrooms, Sleeps 6
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From
$175
Per Night
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1 / 11
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Vernon, NJ
3 Bedrooms, 1 Bathroom, Sleeps 8
Bookings
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From
$139
Per Night
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1 / 19
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Vernon, NJ
1 Bedroom, 1 Bathroom, Sleeps 4
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Mountain Views
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • ?
About this property
Welcome to the community of Black Creek Sanctuary in Mountain Creek Four Seasons Getaway Resort, it is Mountain Creek only gated neighborhood . The community is situated just across the street from the ski resort where you can ski and snowboard, snow tube, mountain bike, zoom zip lines, or visit... View all property information
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From
$119
Per Night
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1 / 19
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Vernon, NJ
1 Bedroom, 1 Bathroom, Sleeps 4
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Hot Tub
  • Mountain Views
  • Shared Outdoor Pool...
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Welcome to Unit 406 at The Appalachian Lodge in the beautiful mountains of Vernon NJ. This year round resort offers the areas best skiing, golfing, water park, mountain biking and lots of family friendly activities. This fully furnished unit offers you the highest ceilings of any other floor,... View all property information
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From
$120
Per Night
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1 / 7
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Vernon, NJ
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (1) Make Inquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Fireplace
  • Gym
  • Hot Tub
  • Internet Access
  • Mountain Views
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
1 Bedroom apartment in the Appalachian condotel (Mountain -Creek Four season resort). Best Ski Slopes and Summer Waterpark in NJ. The apartment is fully furnished, with a gas fireplace, balcony and a well-equipped kitchenette. The hotel amenities include a heated outdoor pool, a hot tub, a gym, a... View all property information
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5 of 5 stars Reviewed July 9, 2014
My wife and I were meeting some freinds for a weekend getaway. We had not stayed in North Jersey as we are traditional beach people in the summer. Our freinds suggested using...
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From
$99
Per Night
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1 / 27
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Vernon, NJ
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (5) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Gym
  • Hot Tub
  • Internet Access
  • Mountain Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
About this property
Welcome to The Appalachian Hotel, a 4 season ski-in/ski-out luxury hotel on the mountain. When you rent by owner, you enjoy the same Suites as the Hotel with all amenities included for a much lower price. This 1 bedroom Suite (Additional Studios and One bedrooms are also available) sleeps 4 and... View all property information
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5 of 5 stars Reviewed January 3, 2015
This is the 3rd unit I've rented from Joe and it won't be the last. We had a great time, the condo is very cozy and impeccably clean. It's so nice to be able to eat in or out...
5 of 5 stars Reviewed December 15, 2014
Joe accommodated my boyfriend and I last minute for a quick getaway. Everything was great. Room was very comfortable, homey and clean. The staff was great with recommendations...
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From
$135
Per Night
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1 / 26
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Vernon, NJ
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (1) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dryer
  • Fireplace
  • Gym
  • Hot Tub
  • Internet Access
  • Mountain Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
1 BR luxury condo, come with a cozy electric fireplace, fully equipped kitchenette,dininng room area for 6 and 2 LCD TVs, free cable, free internet, wifi, dishwasher,Mini-fridge, 2 burner cooktop, microwave, central AC. Granite countertops, and all feature private balconies overlooking the... View all property information
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5 of 5 stars Reviewed July 11, 2014
One of our best vacations ever. The condo was clean, the whole resort was clean as well. No hassels as far as checking in because we went through tripadvisor and the owner of the...
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From
$200
Per Night
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1 / 8
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Ellenville
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
Details Reviews (1) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Grill
  • Internet Access
  • Washer
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Cozy 2 bedroom 1 bath cottage, sleeps 6, is available for summer rental. Beautiful wooded property leading to your private beach. Swim, fish or boat in a pristine 100 acre lake. The house is fully furnished, enclosed porch and a deck with lakeviews. Lots of hiking trails nearby. Ideal for... View all property information
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From
$117
Per Night
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1 / 8
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Forestburgh
5 Bedrooms, 3 Bathrooms, Sleeps 10
Booking
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Amenities & Details
  • Dishwasher
  • Dryer
  • Fireplace
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
Woodsy Catskill Summer House in Merriewold. Merriewold is a private enclave of summer homes dating back to the late 1890's. The house was built in 1931 by John Moody, the financier. The house is in a mature pine forest, surrounded by ferns and mountain laurel. Merriewold is entirely private,... View all property information
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From
$130
Per Night
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1 / 25
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Monroe
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Situated on 7 wooded acres, a one-bedroom cottage with full kitchen, and bath. The cottage is one of two dwellings on the property. Our family lives full time in the main house. Located near major highways, just 55 miles north of New York City. Also only 10 minutes from the world famous... View all property information
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From
$110
Per Night
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1 / 27
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Vernon, NJ
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
Details Reviews (2) Make Inquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Hot Tub
  • Internet Access
  • Mountain Views
  • Satellite TV
  • Shared Indoor Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
This vacation rental is in a desirable location near the Mountain Creek Ski Area/ Water Park, within walking distance of Minerals Sports Club and Elements Spa, Action Park, as well as proximity to the 7 golf courses of Crystal Springs Resort. Access to Minerals Sports Club is an additional fee,... View all property information
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4 of 5 stars Reviewed December 3, 2014
We stayed in Esteban's condo in October. The master bed was very comfortable. It was a cold night and we turned the heat on and it was fine. Clean condo. A bit sparse. But it was...
5 of 5 stars Reviewed September 9, 2014
Place was spotless. I say all the amenaties on the Listing so I brought food with me even though it was one quick stay. Wish I had more time to enjoy the hotel and awesome pool...
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From
$250
Per Night
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1 / 24
Washingtonville
3 Bedrooms, 4 Bathrooms, Sleeps 20
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Garden or Yard
  • Grill
  • Hot Tub
  • Internet Access
  • Mountain Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
The perfect vacation home nestled in storybook woods just 60 miles from New York City. Find yourself surrounded by luxury within and lush greenery without. Spacious yet cozy, fully-furnished rooms are ideal for relaxation: TV and home entertainment system, kitchen with breakfast area, formal... View all property information
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From
$325
Per Night
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1 / 5
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Matamoras, PA
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Reviews (2) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Internet Access
  • Mountain Views
  • Satellite TV
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Very private 3+ acre property with two bedrooms, 1 bath and a 400 square foot Great Room. Wood covered walls, lots of windows, expensive leather furniture, unique art throughout, cable TV with ProLogic sound system, Wi-Fi. Two miles into town. There are many restaurants and stores and a brand new... View all property information
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From
$1,800
Per Night
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1 / 7
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Campbell Hall
6 Bedrooms, 5 Bathrooms, Sleeps 20
Details Make Inquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Set at the end of an upscale neighborhood. Our home has great space for entertaining and/or meeting space. We are minutes away from Brotherhood Winery, Woodbury Common Premium Outlets, West Point, Bear Mountain, Skiing and Golfing. We have a large great room, sunporch, back deck overlooking 18... View all property information
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From
$145
Per Night
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1 / 13
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Wallkill
1 Bedroom, 3 Bathrooms, Sleeps 2
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Fireplace
  • Grill
  • Housekeeping...
  • Mountain Views
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Spa B&B of the Hudson Valley is a boutique vacation destination that combines everything you expect from an upscale bed and breakfast, clean airy rooms, lovely living areas, and delicious breakfasts with the opportunity to benefit from spa treatments at the in-house Miracles Day Spa. Spa B&B of the... View all property information
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From
$245
Per Night
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1 / 12
Vernon, NJ
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (1) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Hot Tub
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Shhh! The secret is out, but not everyone knows it yet. There is finally an all year round resort that caters to the sports person providing skiing, snowboarding, mountain biking at Diablo Park, water park activities, and other fun such as golf at 7 championship courses, horseback riding and ice... View all property information
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From
$145
Per Night
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1 / 12
Vernon, NJ
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (4) Make Inquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Gym
  • Hot Tub
  • Internet Access
  • Mountain Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
The Appalachian at Mountain Creek offers year round vacation excitement by owner at discount rates. Ski in, ski out or snowboard in winter. Other seasons use the nearby Water Park, Freeride Mountain Biking Park, golf at seven championship courses, horseback ride or use the exciting new Zip line.... View all property information
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5 of 5 stars Reviewed May 6, 2014
Bill was great to communicate with and was very responsive to my initial contact as well as follow up emails. Our trip was last minute and he went out of his way to help us. The...
4 of 5 stars Reviewed March 1, 2012
We went for a holiday ski weekend. Although the ski conditions are not good this year, we all had a great time. The condo was large, clean and comfortable. The lodge next door...
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From
$195
Per Night
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1 / 24
Vernon, NJ
3 Bedrooms, 2 Bathrooms, Sleeps 7
Bookings
Details Reviews (15) Make Inquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dryer
  • Gym
  • Hot Tub
  • Internet Access
  • Mountain Views
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Private country setting with great mountain views. On premises you have 1 indoor & 2 outdoor pools, golf course, minerals spa, indoor tennis, indoor basketball, racketball, game room, 2 jacuzies, steam room, sauna, indoor track, exercise room & gourmet restaurant. Close by you have horse back... View all property information
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5 of 5 stars Reviewed September 10, 2013
Wasn't sure what to expect when we found it on the Internet, we had never been to Vernon New Jersey. Not a bad drive from Long Island and when we got there was pleasantly...
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From
$180
Per Night
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1 / 8
Ellenville
2 Bedrooms, 1 Bathroom, Sleeps 6
Details Reviews (38) Make Inquiry
Amenities & Details
  • Grill
  • Internet Access
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Emerald Forest Bungalows is an enchanted locatin tucked away in Ellenville, NY. The White Pine is our brand new Chalet style Cabin. This unit was designed to blend perfectly with our forested landscape (we have just under 75 acres to frolic in). Ellenville is just a 2 hour drive north of... View all property information
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5 of 5 stars Reviewed October 30, 2014
Trust me, you will not be disappointed! Beautiful area, wonderful chalet, great little town with plenty of restaurants, Mike/Jake is a great host, you could not ask for a more...
5 of 5 stars Reviewed October 7, 2014
My family and I needed a few days away and Jake's Place was the perfect get away! We were greeted by Mike (Jake) who was very warm and friendly and extremely helpful. He was...
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From
$500
Per Night
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1 / 24
Pine Bush
6 Bedrooms, 8 Bathrooms, Sleeps 16
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Grill
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This incredible, newly-built home is nestled on three sides by private old growth forest with a meadow on the southern side for maximum solar gain in winter. Large white oak trees hug the southern side providing natural cooling shade in summer. The radiant floor heat along with other energy... View all property information
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From
$450
Per Night
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1 / 10
Monticello
4 Bedrooms, 3 Bathrooms, Sleeps 10
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
The home is located in Monticello New York on Swinging Bridge Lake in the Catskills, just 10 miles from the Monticello Gambling Casino and Bethel Woods Center for the Arts. It is located adjacent to an eagle preserve as close to the water as you can get! This lake-house features a multilevel cedar... View all property information
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From
$148
Per Night
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1 / 16
Ellenville
1 Bedroom, 1 Bathroom, Sleeps 6
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Amenities & Details
  • Air Conditioning
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
The deluxe lodge is located on our amenity filled resort and includes a private bedroom with a queen-sized bed. An 8' x 12' carpeted loft for kids with 3 pull-out single mattresses. A full kitchen and living room with a double-bed futon sofa, hardwood floors and a 8' x 12' screened in porch! There... View all property information
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From
$400
Per Night
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1 / 3
Monticello
3 Bedrooms, 1 Bathroom, Sleeps 6
Details Make Inquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Idyllic Catskill romantic hideaway, 19 acres, private lake next to designer house, minutes from Monticello raceway and casino and Bethel Woods, 2-3 bedrooms, 90 minutes from Manhattan, Memorial Day to Labor Day, $12,000, no pets. View all property information
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From
$1,550
Per Week
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1 / 26
Otisville
7 Bedrooms, 2 Bathrooms, Sleeps 8
Details Make Inquiry
Amenities & Details
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This 7 bedroom 1920s Farmhouse style home has a dream wrap around, screened in porch which is 100 feet from the lake. Art deco wall sconces, a wood beam salon ceiling, and an open face wood stove set against an old stone fireplace add character to this rustic,charming old fashioned 1920s home. The... View all property information
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From
$750
Per Week
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1 / 17
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Florida
2 Bedrooms, 3 Bathrooms, Sleeps 4
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dryer
  • Internet Access
  • Washer
  • Waterfront
  • Water Views
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
This lovely condo is located directly at Boca Ciega Bay with wide open waterviews. Relax on your waterfront balcony and watch the birds and dolphins ! Very nice and quiet location in easy walking distance to the beach, to supermarket, shops and restaurants. Corner unit with 3 sides of windows.... View all property information
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From
$125
Per Night
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1 / 15
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Florida
2 Bedrooms, 3 Bathrooms, Sleeps 4
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Directly at the Boca Ciega Bay with wide waterviews . Walk to supermarket, Restaurants, Shops and the beach! 2 bedrooms, 2 baths, full kitchen, washer/dryer, large flat screen TV in living room & bedroom, free wireless & phone. Solar heated pool with pool deck to relax apart from the crowds.... View all property information
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