Chatham Vacation Rentals
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50 rentals in Chatham.
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CLOSE TO SKIING /HOT TUB /FIBER OPTIC WIFI/ 1NIGHT CANYON RANCH CHEF AVAILABLE
Rental Home
3 bedrooms
4 bathrooms
Sleeps 6
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HOLIDAYS at the PETITE MAISON
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Relax in the Country - Peace, quiet and family friendly
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
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Home Sweet Home in a Best Place to Live Locale
Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
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Beauty in the Berkshires
Rental Home
6 bedrooms
5 bathrooms
Sleeps 16
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Spectacular All Seasons Retreat with Amazing Views
Rental Home
7 bedrooms
4 bathrooms
Sleeps 14
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Heaven Cant Wait, On Beautiful Kinderhook
Rental Home
2 bedrooms
1 bathroom
Sleeps 6
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Berkshire Country Estate: Enjoy beautiful 60 acre estate for a special vacation!
Rental Home
7 bedrooms
5 bathrooms
Sleeps 16
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Designer Home with Panoramic Views near Hudson
Rental Home
4 bedrooms
3 bathrooms
Sleeps 7
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Pond View Cottage in Old Chatham WEEKLY & MONTHLY DISCOUNTS OFFERED!!!!
Rental Home
2 bedrooms
1 bathroom
Sleeps 6
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Cozy yet spacious lakefront cottage, Ideal for all seasons
Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
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Quiet Get Away on the Lake! Kayaks and Fishing Equipments Provided
Rental Home
3 bedrooms
1 bathroom
Sleeps 6
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Escape to Lakefront Leisure—Hudson, Berkshires, Amazing Views!!!
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Welcome to WIndswept Acres in the Berkshire Mts!
Rental Home
3 bedrooms
1 bathroom
Sleeps 4
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A Beautiful Retreat In a Stunning Home and Landscaped Lawns
Rental Home
7 bedrooms
4 bathrooms
Sleeps 10
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The Home in Malden Bridge, Columbia County, New York
Rental Home
2 bedrooms
3 bathrooms
Sleeps 4
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Heavenly Kinderhook Lake!
Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
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Beautifully Renovated Exposed Beam House
Rental Home
1 bedroom
1 bathroom
Sleeps 2
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Historical Dutch Gem In The Hudson Valley
Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
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Carriage House Charmer
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
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Charming Farm House on 460 Acre Working Farm
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Modern Cozy Wooded Retreat On 30 Private Acres
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
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Book Your Summer Getaway Now! Pool, BBQ, Big Skies
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
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Hudson Old Chatham Loft
Rental Home
1 bedroom
1 bathroom
Sleeps 3
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Austerlitz , New York, Columbia County
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
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Secluded House with Picturesque Views in Historic Old Chatham, NY
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
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Long term availability Berkshire chalet with hot tub and fast WIFI
Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
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The hudson old chatham 2 bedroom bungalow
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
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Stunning New Construction All SeasonLakefront Home
Rental Home
3 bedrooms
3 bathrooms
Sleeps 5
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Pure Berkshire Country Charm! Cozy Winter Work From Home with 1GB WiFi
Rental Home
3 bedrooms
2 bathrooms
Sleeps 4
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Cozy apartment overlooking our small farm. Family Friendly.
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
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Secluded Family-Friendly Home
Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
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Roaring Rapids Cottage
Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
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Total Privacy! Tanglewood Retreat With Berkshire Views!
Rental Home
5 bedrooms
5 bathrooms
Sleeps 14
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Modern Cozy Wooded Retreat
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
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Stunning Newer Lakefront Home Near Berkshires wGourmet Kitchen
Rental Home
4 bedrooms
3 bathrooms
Sleeps 6
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NEW! Clean & Cozy Hillsdale Cabin, minutes to Catamount, Tanglewood
Rental Home
3 bedrooms
2 bathrooms
Sleeps 4
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Pet-friendly Cozy Farmhouse near Hudson, NY
Rental Home
3 bedrooms
3 bathrooms
Sleeps 7
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Hudson Valley Berkshires Cottage
Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
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Ski House -charming house near Catamount/Butternut/ Jiminy Peak
Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
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Charming Cape Cod in Hudson River Valley
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
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Serene Berkshires Family Vacation Rental on 45 Acres
Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
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Berkshires Hudson Valley View Cottage - Private & Quiet
Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
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Fox Hill Wedding & Events - Wedding And Private Event Venue
Rental Home
5 bedrooms
5 bathrooms
Sleeps 10
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Chalet near 4 ski resorts with hot tub
Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
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Spacious secluded yet close to everything
Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
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Tentrr Signature Site - WATER + WOODS
Rental Home
1 bedroom
1 bathroom
Sleeps 10
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Tentrr Signature Site - WATER + WOODS
Rental Home
1 bedroom
1 bathroom
Sleeps 10
Match: Sleeps
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Private Vacation Getaway - Berkshires
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful 6+ Bedroom Farmhouse On 460 Acre Working Farm
Rental Home
6 bedrooms
6 bathrooms
Sleeps 12
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1
Frequently Asked Questions about Chatham
- Yes, here are some popular vacation rentals in Chatham that have a pool:\n
- \n
- CLOSE TO SKIING /HOT TUB /FIBER OPTIC WIFI/ 1NIGHT CANYON RANCH CHEF AVAILABLE \n
- Relax in the Country - Peace, quiet and family friendly \n
- Home Sweet Home in a Best Place to Live Locale \n
- Yes, here are some popular vacation rentals in Chatham that have internet access:\n
- \n
- CLOSE TO SKIING /HOT TUB /FIBER OPTIC WIFI/ 1NIGHT CANYON RANCH CHEF AVAILABLE \n
- Relax in the Country - Peace, quiet and family friendly \n
- Home Sweet Home in a Best Place to Live Locale \n
- Some of the most popular kid friendly rentals in Chatham are:\n
- \n
- CLOSE TO SKIING /HOT TUB /FIBER OPTIC WIFI/ 1NIGHT CANYON RANCH CHEF AVAILABLE \n
- Relax in the Country - Peace, quiet and family friendly \n
- HOLIDAYS at the PETITE MAISON \n