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Holiday Homes and Apartments Chatham, NY and nearby

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All 22 Rentals in the Chatham Area
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From
$140
/ Night
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1 / 10
Chatham
2 Bedrooms / 2 Bathrooms / Sleeps 4
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From
$370
/ Night
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1 / 13
Chatham
3 Bedrooms / 2 Bathrooms / Sleeps 6
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The following rentals are within 25 kilometres of Chatham, New York.

From
$299
/ Night
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1 / 9
4.5 of 5 stars (3) Very good
Valatie
3 Bedrooms / 3 Bathrooms / Sleeps 5
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From
$185
/ Night
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1 / 14
5 of 5 stars (1) Excellent
Ghent
1 Bedroom / 1 Bathroom / Sleeps 4
travellers have booked this property
Overview Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Grill
  • Internet Access
  • Mountain Views
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Enjoy a newly renovated and furnished, one bedroom guest cottage, in an enchanting and quiet area. Located behind a stone castle on a park-like property it's a beautiful place to vacation. You also have access to a very large swimming pool and the large wooden decks of the main house. The... View all property information
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5 of 5 stars Reviewed 7 August 2013
This was the perfect location for a base camp from which to explore the Hudson River Valley area. We took in a Tanglewood concert (40-minute drive) and explored the backroads full...
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From
$370
/ Night
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1 / 23
5 of 5 stars (5) Excellent
Athens
2 Bedrooms / 2 Bathrooms / Sleeps 5
travellers have booked this property
Overview Reviews (5) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Mountain Views
  • Shared Outdoor Pool...
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Renew your spirit at this country cottage on Sleepy Hollow Lake in Athens, NY, 2 hrs. from NYC and north central NJ. Kayaking, swimming, fishing, tennis, grilling and relaxation await. You may never want to leave the waterfront, but if you do, there are endless activities nearby. Explore the... View all property information
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5 of 5 stars Reviewed 2 September 2014
This home is located on a quiet cove on Sleepy Hollow Lake. It is immaculate and the amenities are similar to those found in an expensive bed and breakfast. We arrived to find...
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From
$493
/ Night
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1 / 17
5 of 5 stars (2) Excellent
Hudson
3 Bedrooms / 2 Bathrooms / Sleeps 8
Overview Reviews (2) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Mountain Views
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
New Country Chalet /Ranch home nestled on 24 private acres. Hardwood floors through out entire interior, granite counter tops, stainless steel appliances, ceiling fans in all rooms, central air, covered trex porch, large trex backyard deck with optional, electric awning. 15 Minutes outside... View all property information
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From
$370
/ Night
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1 / 12
5 of 5 stars (3) Excellent
Austerlitz
4 Bedrooms / 2 Bathrooms / Sleeps 9
travellers have booked this property
Overview Reviews (3) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dryer
  • Grill
  • Internet Access
  • Mountain Views
  • Safe
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This amazing house on 16 private acres on a dirt road is 15 minutes away from the Berkshires with all its amazing cultural events and great food. Skinny dip in your own 1/2 acre private pond and bbq on a deck secluded from all other houses, then go out to a great meal, and hear the Boston Symphony... View all property information
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From
$487
/ Night
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1 / 19
5 of 5 stars (12) Excellent
Hudson
4 Bedrooms / 3 Bathrooms / Sleeps 8
Overview Reviews (12) Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Mountain Views
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This award winning house has been recently restored and renovated with an unflinching eye on style and comfort by architect and interior designer. Not your typical rental. High ceilings, beautiful original moldings and details. House offers ample reception space on the ground floor including a... View all property information
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5 of 5 stars Reviewed 4 November 2014
We, a party of 8, stayed at Villa Sofia for 3 days. It was not long enough. As the reviews below also make clear, this is an exceptionable property, and 3 days was insufficient...
5 of 5 stars Reviewed 10 October 2014
i cannot recommend this property, experience, or Juan highly enough for a Trip Advisor review. My (now) wife and I rented this property for our wedding weekend as we were...
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From
$308
/ Night
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1 / 16
Columbiaville
2 Bedrooms / 2 Bathrooms / Sleeps 5
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Complete renovation with privacy. This rural mill worker's cottage has been upgraded with midcentury touches while leaving antique finishes. Overlooking the Kinderhook Creek rapids on a private paved road. Minutes to Hudson and Kinderhook, NY. This 1400 sf home is on three levels with laundry in... View all property information
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From
$368
/ Night
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1 / 6
East Chatham
5 Bedrooms / 3 Bathrooms / Sleeps 15
Overview Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This rustic very private property, built in 2011 has sleeping accommodations for up to 15 people in the house. The cedar wood sauna and the grecian inground pool, as well as exquisite main cathedral hall makes the experience one of a kind. We have the following rooms 2 Bedrooms with queen size... View all property information
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From
$246
/ Night
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1 / 18
Austerlitz
3 Bedrooms / 2 Bathrooms / Sleeps 6
traveller have booked this property
Overview Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Mountain Views
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
This 3 Bedroom 2.5 bathroom recently constructed home sits on 40 wooded, secluded acres in Austerlitz, Columbia County, just 4 miles from the Massachusetts border. It offers stunning views of the Catskills, peace and quite and plenty of nature to watch from the back porch. Chatham, NY is 15 minutes... View all property information
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From
$185
/ Night
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1 / 7
Hudson
2 Bedrooms / 1 Bathroom / Sleeps 4
travellers have booked this property
Overview Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
The apartment is located on Warren Street—a mile long stretch of shops and restaurants. The space was recently renovated and is fully furnished and decorated with a modern aesthetic. There is plenty of natural light and an airy feel with views of the park across the street. The apartment was... View all property information
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From
$246
/ Night
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1 / 8
Hudson
Studio / 1 Bathroom / Sleeps 2
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Situated on the beautifully revived Warren Street, this loft-style studio apartment is bright and airy. Perfect for a quiet weekend for two or for entertaining guests, our spacious studio apartment is prepared and fully stocked for whatever your weekend entails. View all property information
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From
$308
/ Night
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1 / 25
Athens
4 Bedrooms / 3 Bathrooms / Sleeps 9
Overview Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Newly-renovated, rustic contemporary home with 25-foot ceilings with tons of glass and sunshine. The main floor is a large open space with wide-plank, antique pine hardwood floors and floor-to-ceiling windows throughout the living and dining areas. The fully-equipped kitchen has an open floor plan... View all property information
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From
$1,208
/ Week
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1 / 9
Albany
2 Bedrooms / 1 Bathroom / Sleeps 4
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This second floor apartment has two bedrooms, one with 2 twin beds and the other with a queen sized bed. There is a utility room with washer and dryer, iron and ironing board. There is a fully equipped kitchen containing pots, pans, dishes, glassware, utensils and silverware,a full sized gas stove... View all property information
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From
$431
/ Night
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1 / 34
Athens
4 Bedrooms / 3 Bathrooms / Sleeps 10
traveller have booked this property
Overview Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Hot Tub
  • Safe
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Peaceful,tranquil + breathtaking views over the lake + located in one of the most desirable + private coves in all of private lake. This sunny,4 season,lakefront home offers expansive wide open views + is fully equipped + comfortable. Over 300' of beautiful shoreline in deep water cover perfect... View all property information
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From
$493
/ Night
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1 / 9
Hudson
3 Bedrooms / 2 Bathrooms / Sleeps 6
Overview Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Our house is a fully renovated, brick, italianate freestanding building on one of the best residential streets in Hudson, one block south of the main shopping street. Everything, including the train station is in walking distance. You can have the closeness of town with the proximity to two major... View all property information
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From
$154
/ Night
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1 / 1
Valatie
4 Bedrooms / 2 Bathrooms / Sleeps 6
Overview Make Enquiry
Amenities & Details
  • Grill
  • Internet Access
  • Satellite TV
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Homey A frame house filled with multiple items and family pictures collected over the years and during trips primarily to Africa and Asia. Directly on Kinderhook Lake in Town of Chatham, off private road with three other homes. Good for swimming and fishing. Halfway between Hudson with its... View all property information
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From
$739
/ Night
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1 / 18
Hudson
6 Bedrooms / 3 Bathrooms / Sleeps 12
Overview Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Safe
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This 19th Century townhouse in downtown Hudson was recently renovated and is in walking distance to everything in town. The house is one block from the Saturday Farmer’s market and Warren Street’s restaurants, galleries, shops, and cafes. The house has an incredibly well stocked gourmet chef’s... View all property information
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From
$431
/ Night
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1 / 12
Austerlitz
2 Bedrooms / 2 Bathrooms / Sleeps 4
Overview Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dryer
  • Grill
  • Internet Access
  • Mountain Views
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
This will be an amazing place to spend your vacation getaway! Close to all Berkshire cultural events. Total privacy and seclusion, yet bright and sunny with wide open fields where you can be a part of nature. Come dance with the moon! View all property information
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From
$246
/ Night
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1 / 9
Hudson
1 Bedroom / 1 Bathroom / Sleeps 2
Overview Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
With spacious living room and bedroom areas, generous closet space, and a private office area with views of Hudson's Downtown, this roomy one-bedroom apartment is the perfect weekend getaway. View all property information
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1 / 18
Hudson
3 Bedrooms / 1 Bathroom / Sleeps 6
Overview Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Garden
  • Internet Access
  • Safe
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Light, airy first-floor apartment in an 1870s home steps from the center of town in a lovely, safe neighborhood. From this peaceful ground-floor oasis you can walk to it all: restaurants, wine bars, art, music, antiques, the train, and the banks of the Hudson. Wi-fi, basic cable, full kitchen.... View all property information
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