East Chatham Vacation Rentals
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5 km
45 rentals in East Chatham.
Birds’ Nest Bungalow
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 4
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Newly Renovated Cabin in the Country
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
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Comfortable and charming 3 Bedroom Retreat-Enjoy Hudson Valley & Berkshires
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
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Welcome to WIndswept Acres in the Berkshire Mts!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 4
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Secluded Family-Friendly Home
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
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Hudson Valley Chalet with hot tub minutes to Chatham
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
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The following properties within 32 kms of East Chatham match all your filters:
Berkshire Country Estate: Enjoy beautiful 60 acre estate for a special vacation!
Holiday Rental House
8 bedrooms
5 bathrooms
Sleeps 16
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Star Gazer Farm
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
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Suite 5 - Quiet and private accommodations in a country setting.
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
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Suite 1 - Quiet and private accommodations in a country setting.
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
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Suite 3 - Quiet and private accommodations in a country setting.
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
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Suite 4 - Quiet and private accommodations in a country setting.
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
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Foggy Bottom Studio
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Charming 1871 farmhouse retreat, wooded views in the historic village of Chatham
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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Suite 2 - Quiet and private accommodations in a country setting.
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 2
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Welcome to the Red Bridge Cottage!
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 2
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Spacious Serviced Apartment above Chatham Staple
Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 5
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A 200 year old center hall colonial between the Berkshires and the Hudson River
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
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Private Cottage, Come Enjoy Nature!
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
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The Pinetop Cabin | Modern ∙ Surrounded by Trees ∙ Sustainably-built
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
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Fog Hill Cabin is a peaceful retreat set in a forest landscape. Stargazing Bliss
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
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Home Sweet Home in a Best Place to Live Locale
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
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Cozy Chatham Retreat
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Hudson River Valley/Berkshires Rural Retreat
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 9
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2,000 sq ft loft located "downtown" with access to dining..shops...movie theater
Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
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Nordic Cabin: your summertime haven
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
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Gorgeous large renovated historic home on 10 acres with pool
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 14
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Charming 1800s home with fenced in yard and bucolic farm views !
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 7
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La Petite Maison, Chatham, NY
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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9 acres of elegant gardens, rolling lawns, wooded paths and a private pool
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
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Best of the Berkshires & Hudson Valley
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Haddock + Cotter - Chic Farmhouse and Barn w/ Pool
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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Restored historic farmhouse on 25 private acres
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
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Berkshire Rural Retreat
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 9
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Private home on a Beautiful lake. Large deck for entertaining
Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 8
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Secluded House with Picturesque Views in Historic Old Chatham, NY
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Private Tennis court, hot tub & pool Berkshires 13 acre Estate 4 bedrooms
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 6
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Best of the Berkshires & Hudson Valley
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
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A Country Retreat with Pool and Spacious Grounds
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
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Beautiful Estate w/ Arcade, Library, Gym, Trails etc. Ask about Private Chef!
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Award-winning architectural gem, 17 acres, swimming pond, sited in state forest
Holiday Rental House
4 bedrooms
6 bathrooms
Sleeps 4
Match: Sleeps
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Berkshires Lake House With Private Dock and Chefs Kitche
Holiday Rental House
6 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Modern home w/Pool and Views near Chatham and Hudson
Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps
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Peaceful Berkshires Year-Round Home - Fabulous mountain and lake views, sunsets
Holiday Rental House
7 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Spectacular All Seasons Retreat with Amazing Views
Holiday Rental House
7 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Showing results 1-45 of 45
Frequently Asked Questions about East Chatham
- Yes, here are some popular vacation rentals in East Chatham that have a pool:
- Birds’ Nest Bungalow
- Newly Renovated Cabin in the Country
- Comfortable and charming 3 Bedroom Retreat-Enjoy Hudson Valley & Berkshires
- Yes, here are some popular vacation rentals in East Chatham that have internet access:
- Birds’ Nest Bungalow
- Newly Renovated Cabin in the Country
- Comfortable and charming 3 Bedroom Retreat-Enjoy Hudson Valley & Berkshires
- Some of the most popular kid friendly rentals in East Chatham are:
- Birds’ Nest Bungalow
- Newly Renovated Cabin in the Country
- Comfortable and charming 3 Bedroom Retreat-Enjoy Hudson Valley & Berkshires
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