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Holiday villas in Chester, NY

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All 18 Rentals in the Chester Area
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The following rentals are within 25 kilometers of Chester, New York.

From
€96
Per Night
1 / 7
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Vernon, NJ
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (1) Make Enquiry
From
€88
Per Night
1 / 27
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Vernon, NJ
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
Details Reviews (1) Make Enquiry
From
€108
Per Night
1 / 21
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Vernon, NJ
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (1) Make Enquiry
From
€994
Per Night
1 / 12
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Cornwall on Hudson
5 Bedrooms, 3 Bathrooms, Sleeps 14
Booking
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Housekeeping...
  • Internet Access
  • Mountain Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
About this property
We are 60 minutes from Manhattan ..yet totally secluded . Heated in ground swimming pool Lots of historic things to see here . Also can rent kayaks to cruise the River 20 Minutes from Woodbury Commoms world famous out let stores. Huge fire place and skiing near by. Walking distance to places... View all property information
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From
€79
Per Night
1 / 27
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Vernon, NJ
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (3) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Garden
  • Hot Tub
  • Housekeeping...
  • 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 16 October 2014
a wonderful find...clean, well furnished, would recommend it to anyone; did not use any of the properties amenities,, but the outdoor pool looked inviting
5 of 5 stars Reviewed 14 January 2014
Couldn't have asked for a better weekend out of town! Clean, cozy, and quiet. The perfect home away from home!
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From
€240
Per Night
1 / 5
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Monroe
3 Bedrooms, 3 Bathrooms, Sleeps 6
Bookings
Details Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Fireplace
  • Garden
  • Housekeeping...
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Caren House Bed and Breakfast is located 3 miles from Woodbury Commons Premium Outlets in Harriman, NY. We provide transportation to and from the Commons. We are also close to West Point Military Academy, a Jack Nicklaus Golf Course, the Applachian Trail, wineries, Orange County Choppers. We are... View all property information
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From
€140
Per Night
1 / 11
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Vernon, NJ
3 Bedrooms, 1 Bathroom, Sleeps 8
Booking
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Hot Tub
  • Housekeeping...
  • Mountain Views
  • Safe
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Fall is rapidly approaching and the Winter Ski Season is just around the corner. Skiing, Golf, Horseback Riding, Minerals Spa, The Water park and more......Book Now!!!!! Fully furnished Condominium in Great Gorge Village @ Mountain Creek Resort The first floor consists of a Living room, Dining... View all property information
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From
€1,442
Per Night
1 / 7
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Campbell Hall
6 Bedrooms, 5 Bathrooms, Sleeps 20
Details Make Enquiry
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
€104
Per Night
1 / 25
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Monroe
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
Details Make Enquiry
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
€180
Per Night
1 / 12
Vernon, NJ
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (1) Make Enquiry
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
€100
Per Night
1 / 12
Vernon, NJ
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (4) Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Gym
  • Hot Tub
  • Mountain Views
  • Satellite TV
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 6 May 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 1 March 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
€156
Per Night
1 / 24
Vernon, NJ
3 Bedrooms, 2 Bathrooms, Sleeps 7
Bookings
Details Reviews (15) Make Enquiry
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
  • 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 11 September 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
€76
Per Night
1 / 24
Payment Protection
Warwick
4 Bedrooms, 2 Bathrooms, Sleeps 8
Details Make Enquiry
Amenities & Details
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
View the video of this pool home at The Manors, Westridge subdivision Additional amenities include: game room, ˇ a local management company will be available to offer any assistance you may need whilst in residence, ˇ linens and towels will be provided and all electricity, gas etc is included in... View all property information
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From
€180
Per Night
1 / 16
Stanfordville
Studio, 1 Bathroom, Sleeps 2
Details Make Enquiry
Amenities & Details
  • Fireplace
  • Garden
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Our Hudson Valley Cabin is a secluded log cabin, designed for only 2, that sits on the shore of its very own 3.5 acre lake shared with no one else. The cabin and lake are on 85 acres of varied and interesting terrain - forest, meadows, streams, and even a 40" gorge. Rent the cabin and you are... View all property information
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From
€200
Per Night
1 / 24
Washingtonville
3 Bedrooms, 4 Bathrooms, Sleeps 20
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Garden
  • 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
€973
Per Night
1 / 7
Tuxedo Park
6 Bedrooms, 5 Bathrooms, Sleeps 12
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Welcome to 'Ary-Brynn' the majestic Tuxedo Park villa built for Consuelo, the Duchess of Manchester, in 1890, a magnificent edifice whose singular views still preside over 1600 acres of gloriously landscaped parkland. Among the Park's Italianate palazzi and French chateaux, this exquisitely... View all property information
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From
€160
Per Night
1 / 9
Warwick
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Forest Knolls Greenwood Lake, NY Why we love the log cabin The moment we walked into the log cabin we fell in love. The chef’s oven made us dream of pancakes in the summer and hot brownies in the winter time. To sit at the kitchen table in the morning with a cup of coffee and the newspaper... View all property information
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From
€1,242
Per Week
1 / 26
Otisville
7 Bedrooms, 2 Bathrooms, Sleeps 8
Details Make Enquiry
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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  • Smoking allowed (1)

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