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Old Chatham, NY Villas and Apartments
Holiday Rentals
USA
New York (NY)
Old Chatham, NY Villas and Apartments
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Old Chatham
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Internet or Wifi (47)
Air Conditioning (42)
Grill (38)
Washer/Dryer (38)
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Suitability
Kid friendly (44)
Pet friendly (15)
Smoking allowed (2)
Wheelchair access (0)
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Holiday Rental House (45)
Condominium/Apartment (2)
Cabin Holiday Rental (0)
Private Room (0)
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Distinctive Features
Waterfront (4)
Boat Available (2)
Private Chef (0)
Private Beach (0)
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Distance from
5 km
Sabba Vineyard
Old Chatham Sheepherding Creamery
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47 rentals
in Old Chatham.
Berkshire Country Estate: Enjoy beautiful 60 acre estate for a special vacation!
22
Holiday Rental House
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8 bedrooms
5 bathrooms
Sleeps 16
Match:
Sleeps
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A 200 year old center hall colonial between the Berkshires and the Hudson River
11
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 5
Match:
Sleeps
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Haddock + Cotter - Chic Farmhouse and Barn w/ Pool
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
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Amazing, Private Estate! Pool, Pond, In-House Gym, Arcade, Barn, Trails, Library
1
Holiday Rental House
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4 bedrooms
4 bathrooms
Sleeps 8
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Spectacular All Seasons Retreat with Amazing Views
10
Holiday Rental House
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7 bedrooms
4 bathrooms
Sleeps 14
Match:
Sleeps
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Renovated Country Retreat, 11+ Acres by Evergreen Home
Holiday Rental House
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4 bedrooms
4 bathrooms
Sleeps 7
Match:
Sleeps
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Mountain View Retreat in Hudson Valley near Berkshire Attractions
5
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
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Spectacular 73 Acre, 6 Bedroom Estate, Large Heated Pool, 2 Gourmet Kitchens
7
Holiday Rental House
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6 bedrooms
6 bathrooms
Sleeps 12
Match:
Sleeps
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A charming private 3-bedroom country house with scenic views and sprawling lawn
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
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Charming historic home surrounded by woods in Old Chatham
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
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The following properties within 32 kms of Old Chatham match all your filters:
Star Gazer Farm
13
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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Escape for the weekend!
5
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 6
Match:
Sleeps
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Charming 1871 farmhouse retreat, wooded views in the historic village of Chatham
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 4
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Sleeps
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A Haven of Rest in Stately Historic Home Cozy 2nd floor Suite.
11
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
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Martin Van Buren lake Cottage 2
3
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
Match:
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Cozy Cottage in the Woods
3
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
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Welcome to the Red Bridge Cottage!
1
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 2
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Spacious 3 BR Apt, near Rail Trail, porch/grill
2
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 7
Match:
Sleeps
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Quiet Get Away on the Lake! Kayaks,life vests ,Fishing Equipments ,golf clubs
52
Holiday Rental House
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3 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
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As seen on
Hudson River Valley/Berkshires Rural Retreat
10
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 9
Match:
Sleeps
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2,000 sq ft loft located "downtown" with access to dining..shops...movie
9
Condo/Apartment
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Home on Malden Bridge, Columbia County, New York
10
Holiday Rental House
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2 bedrooms
3 bathrooms
Sleeps 4
Match:
Sleeps
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As seen on
Welcome to WIndswept Acres in the Berkshire Mts!
10
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
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Nordic Cabin: your summertime haven
2
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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Charming 1800s home with fenced in yard and bucolic farm views !
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 7
Match:
Sleeps
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Escape to Lakefront Leisure—Hudson, Berkshires, Amazing Views!!!
11
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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La Petite Maison, Chatham, NY
7
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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As seen on
Secluded Family-Friendly Home
2
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
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9 acres of elegant gardens, rolling lawns, wooded paths and a private pool
1
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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As seen on
Camp Kinderhook Lake House
58
Holiday Rental House
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5 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Stunning Newer Lakefront Home Near Berkshires wGourmet Kitchen
10
Holiday Rental House
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5 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps
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Hudson Valley Chalet
6
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 10
Match:
Sleeps
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4BR, 3.5BA Family House Great for Vacationing or Temporary Stays
4
Holiday Rental House
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4 bedrooms
4 bathrooms
Sleeps 8
Match:
Sleeps
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Dream getaway - mtn views, ski, pool, BBQ, Firepit, Kid friendly, Lakes, WFH
2
Holiday Rental House
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6 bedrooms
4 bathrooms
Sleeps 12
Match:
Sleeps
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Harmony House in Hudson Valley- Pet Friendly
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 12
Match:
Sleeps
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Charming 1-bedroom cabin w/ pond on 5 private acres near Tanglewood
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
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Secluded home pool and hot tub Kinderhook. Ski slopes only 35 minutes away!
1
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 10
Match:
Sleeps
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Elegant Upstate Sanctuary on 20 Acres
Holiday Rental House
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3 bedrooms
4 bathrooms
Sleeps 6
Match:
Sleeps
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Sugar Shack - 300 square feet of pure sweetness.
1
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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BLUSH: Boutique TINY home*private spa*walk to town
3
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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HunnyHAUS: Deluxe TINY*private spa*walk to town
5
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
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Hilltop House
Holiday Rental House
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4 bedrooms
5 bathrooms
Sleeps 9
Match:
Sleeps
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10 Acre Country Estate with Pool, Hot Tub & Views!
Holiday Rental House
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5 bedrooms
4 bathrooms
Sleeps 14
Match:
Sleeps
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Renovated Chatham Home ~ Half Mi to Downtown!
Holiday Rental House
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6 bedrooms
3 bathrooms
Sleeps 12
Match:
Sleeps
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Nordic Cabin: Light-Filled + Spacious w/Firepit
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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Hudson Valley Lakefront Gem: 6 Bedrooms & Private Waterfront
Holiday Rental House
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6 bedrooms
4 bathrooms
Sleeps 17
Match:
Sleeps
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Peaceful Berkshire Getaway Comfortable, Quiet, Lake Access, A/C, 4 bdrms, 2
4
Holiday Rental House
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5 bedrooms
2 bathrooms
Sleeps 8
Match:
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1
Showing results 1-47 of 47
Frequently Asked Questions about Old Chatham
Do any holiday rentals in Old Chatham have a pool?
Yes, here are some popular holiday rentals in Old Chatham that have a pool:
Berkshire Country Estate: Enjoy beautiful 60 acre estate for a special vacation!
A 200 year old center hall colonial between the Berkshires and the Hudson River
Haddock + Cotter - Chic Farmhouse and Barn w/ Pool
See all holiday rentals with a pool in Old Chatham on Tripadvisor
Do any holiday rentals in Old Chatham have internet access?
Yes, here are some popular holiday rentals in Old Chatham that have internet access:
Berkshire Country Estate: Enjoy beautiful 60 acre estate for a special vacation!
A 200 year old center hall colonial between the Berkshires and the Hudson River
Haddock + Cotter - Chic Farmhouse and Barn w/ Pool
See all holiday rentals in Old Chatham on Tripadvisor
What are the best pet friendly rentals in Old Chatham?
The best pet friendly rentals in Old Chatham are:
A 200 year old center hall colonial between the Berkshires and the Hudson River
Amazing, Private Estate! Pool, Pond, In-House Gym, Arcade, Barn, Trails, Library
Mountain View Retreat in Hudson Valley near Berkshire Attractions
See all pet friendly holiday rentals in Old Chatham on Tripadvisor
What are some great rentals in Old Chatham that are kid friendly?
Some of the most popular kid friendly rentals in Old Chatham are:
Berkshire Country Estate: Enjoy beautiful 60 acre estate for a special vacation!
A 200 year old center hall colonial between the Berkshires and the Hudson River
Haddock + Cotter - Chic Farmhouse and Barn w/ Pool
See all kid friendly holiday rentals in Old Chatham on Tripadvisor
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