Town of Chatham, New York Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Town of Chatham, New York on RentalSaver.com!

Town of Chatham Rentals

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VRBO
Charming 1871 farmhouse retreat, wooded views in the historic village of Chatham
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Large dining room, spacious kitchen with cozy sofa and chairs in from of wood burning stove, 2 bedroom, library/ yoga / ...
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VRBO
From $225 per night (USD)
Expedia
Welcome to the Red Bridge Cottage!
Bedrooms:
1
Bathrooms:
2
Sleeps:
2
The Cottage is a 2 minute walk to a Hudson River estuary known as the Kinderhook Creek. The cottage itself has the comfo ...
From $225 per night (USD)
Expedia
From $625 per night (USD)
VRBO
Charming Farm House on 460 Acre Working Farm
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Pond House is a late 19th century farmhouse, completely restored in 2010. Set amidst a 460 acre working farm on a qu ...
From $625 per night (USD)
VRBO
From $374 per night (USD)
Expedia
9 acres of elegant gardens, rolling lawns, wooded paths and a private pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Explore 9 private acres of elegant gardens, rolling lawns, meadows, and wooded paths, complete with an (unheated) privat ...
From $374 per night (USD)
Expedia
From $195 per night (USD)
VRBO
Heaven Cant Wait, On Beautiful Kinderhook
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Hello again repeat and new guests! Thank you for a very enjoyable 2022. All of you were great! We are looking foward to ...
From $195 per night (USD)
VRBO
From $275 per night (USD)
VRBO
The Hudson 2 bedroom bungalow apartment at the Wilbur Estate
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
If the dates are showing not blocked - this means that these dates are available and we are accepting bookings . This b ...
From $275 per night (USD)
VRBO
$Beautiful Estate w\/ Private Pool etc. Discounted rates for available 2024 dates\n$
From $950 per night (USD)
VRBO
Beautiful Estate w\/ Private Pool etc. Discounted rates for available 2024 dates\n
Bedrooms:
5
Bathrooms:
8
Sleeps:
16
Bellavista Country Estate is a one-of-a kind, beautiful & special estate property. Privately located on 60 acres with po ...
From $950 per night (USD)
VRBO
From $1400 per night (USD)
VRBO
Beautiful 6+ Bedroom Farmhouse On 460 Acre Working Farm
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
6 Bedrooms, Sleeping Porch, 5 Full Baths, 1/2 Bath. Sleeps 12. The Farmhouse is a late 19th century house, completely r ...
From $1400 per night (USD)
VRBO
From $185 per night (USD)
VRBO
Beautifully Renovated Exposed Beam Bungalow
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
If the dates are showing not blocked - these dates are available and we are accepting bookings. One of the few brick G ...
From $185 per night (USD)
VRBO
From $183 per night (USD)
VRBO
La Petite Maison, Chatham, NY
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Quiet, country setting one mile from downtown Chatham Village with private parking. Enjoy a very comfortable stay with m ...
From $183 per night (USD)
VRBO
From $454 per night (USD)
VRBO
Nordic Cabin: cozy winter haven
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: The White Mills Nordic Cabin is a mid-century, Scandinavian-inspired home on 6-acres of woods on a quiet countr ...
From $454 per night (USD)
VRBO
From $306 per night (USD)
VRBO
Stunning Newer Lakefront Home Near Berkshires wGourmet Kitchen
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Upscale centrally air-conditioned lakefront cottage with 75 feet of lakefront property and a Landlord who lives to make ...
From $306 per night (USD)
VRBO
From $275 per night (USD)
VRBO
Home on Malden Bridge, Columbia County, New York
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Come stay at our beautiful, historic, late 19th century home situated in the center of the small hamlet of Malden Bridg ...
From $275 per night (USD)
VRBO
From $650 per night (USD)
VRBO
Samuel Wilbur Estate ~ Established 1810
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
If the dates are showing not blocked - this means that these dates are available and we are accepting bookings. The Sam ...
From $650 per night (USD)
VRBO
From $1499 per night (USD)
VRBO
Spectacular All Seasons Retreat with Amazing Views
Bedrooms:
4
Bathrooms:
7
Sleeps:
14
Gorgeous 6000 square foot home with stunning views on 26 secluded acres. It's the perfect retreat for family gatherings ...
From $1499 per night (USD)
VRBO
$2,000 sq ft loft located \downtown\ with access to dining..shops...movie theater$
From $356 per night (USD)
VRBO
2,000 sq ft loft located \"downtown\" with access to dining..shops...movie theater
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Located on Main Street in “downtown” Chatham, chathamLoft75 is a 2,000 sq ft fully furnished second floor space that has ...
From $356 per night (USD)
VRBO
From $214 per night (USD)
VRBO
Secluded House with Picturesque Views in Historic Old Chatham, NY
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Take a break from the rat race at our cozy three-floor home nested on nine serene acres in Columbia County’s Old Chatham ...
From $214 per night (USD)
VRBO
From $175 per night (USD)
VRBO
Hudson Old Chatham Loft
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
If the dates are showing not blocked - this means that the dates are available and we are accepting bookings. When you ...
From $175 per night (USD)
VRBO
From $214 per night (USD)
VRBO
Pond View Cottage in Old Chatham WEEKLY & MONTHLY DISCOUNTS OFFERED!!!!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Sweet retreat perfectly located for exploring Columbia County, the Berkshires, or simply lazing on the lawn with lemonad ...
From $214 per night (USD)
VRBO
From $266 per night (USD)
VRBO
A 200 year old center hall colonial between the Berkshires and the Hudson River
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
This property is located on an acre in a small village within easy walking distance of a gourmet country store, a tavern ...
From $266 per night (USD)
VRBO
$Estate w\/Chef Prepared Dinner w\/ your stay! Pool, Arcade, Gym, Library!$
From $799 per night (USD)
VRBO
Estate w\/Chef Prepared Dinner w\/ your stay! Pool, Arcade, Gym, Library!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
To see our nearly one hundred 5 star reviews on this property, please visit Listing # 387726. Please note that guest l ...
From $799 per night (USD)
VRBO
From $250 per night (USD)
VRBO
Camp Kinderhook Lake House
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
This house is on a quiet cove on Kinderhook lake. It has been newly renovated within the past two years. And has a great ...
From $250 per night (USD)
VRBO
From $337 per night (USD)
VRBO
Renovated Chatham Home ~ Half Mi to Downtown!
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Discover a quiet retreat in this stunning 4-bedroom, 2.5-bath vacation rental in Chatham, NY. Unwind and enjoy the charm ...
From $337 per night (USD)
VRBO
From $180 per night (USD)
VRBO
Charming historic home surrounded by woods in Old Chatham
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to our historic and charming home, tucked away on 50 acres of beautiful, serene woodland. Built in 1840, our 220 ...
From $180 per night (USD)
VRBO
$BLUSH: Boutique TINY home w\/ private spa. Walk to New York's cutest village.$
From $258 per night (USD)
VRBO
BLUSH: Boutique TINY home w\/ private spa. Walk to New York's cutest village.
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Cozy in at this PRIVATE OASIS & just steps from quintessential Main Street. Indulgences abound in this one-of-a-kind cur ...
From $258 per night (USD)
VRBO
From $309 per night (USD)
Expedia
Charming 1800s home with fenced in yard and bucolic farm views !
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Bucolic views of farmland in both the front and backyard, this charming home maintains its 1800s character while updated ...
From $309 per night (USD)
Expedia
From $275 per night (USD)
VRBO
Serenity on Stony Kill: 3BR Creek Front Cottage
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
The whole group will be comfortable in this bright, stunning, spacious, and unique rustic and renovated cottage on 10 ac ...
From $275 per night (USD)
VRBO
From $127 per night (USD)
Expedia
Cozy Cottage in the Woods
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The Cottage is an idyllic private one-bedroom cottage nestled in the woods. The place is equipped with a private queen-s ...
From $127 per night (USD)
Expedia
From $605 per night (USD)
VRBO
Elegant Upstate Sanctuary on 20 Acres
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Welcome to Mariposa Hill: a hidden gem in the Hudson Valley, approximately 2 hours from NYC. Set on 20 remarkable acres, ...
From $605 per night (USD)
VRBO
From $643 per night (USD)
VRBO
Secluded home pool and hot tub Kinderhook. Ski slopes only 35 minutes away!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Come relax in this calm, stylish space. Located at the top of the hill above Kinderhook lake, this house offers a charm ...
From $643 per night (USD)
VRBO
$Haddock + Cotter - Chic Farmhouse and Barn w\/ Pool$
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VRBO
Haddock + Cotter - Chic Farmhouse and Barn w\/ Pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Haddock + Cotter is a beautifully restored chic + charming country home located in Old Chatham, NY. Built in 1834, the h ...
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VRBO
From $290 per night (USD)
VRBO
Historic home in country hamlet. 30 min to Tanglewood, Hudson, Berkshires + more
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Lovingly renovated charming house located in the peaceful historic hamlet of New Concord, NY. 2.5 hrs from NYC, 2 hrs fr ...
From $290 per night (USD)
VRBO
From $315 per night (USD)
VRBO
Birds’ Nest Bungalow
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Looking for a cozy winter getaway? Escape to Birds’ Nest Bungalow! This charming vintage 3-bedroom cottage is nestled al ...
From $315 per night (USD)
VRBO
From $250 per night (USD)
Expedia
Escape to Lakefront Leisure—Hudson, Berkshires, Amazing Views!!!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to this beautiful lake-front home on Kinderhook Lake, NY. Totally rebuilt in 2018, this home is designed to max ...
From $250 per night (USD)
Expedia
From $1586 per night (USD)
VRBO
Vic at Spring Hill Estate
Bedrooms:
6
Bathrooms:
7
Sleeps:
14
Located in the charming town of Kinderhook, New York is Vic Spring Hill, a beautifully transformed Georgian Colonial est ...
From $1586 per night (USD)
VRBO
From $160 per night (USD)
VRBO
Martin Van Buren lake Cottage 2
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Four saison cottage If you are into secluded Gem 💎 and a nature lover, then this place is for you ❤️ Back in the day ...
From $160 per night (USD)
VRBO
From $285 per night (USD)
VRBO
Heavenly Kinderhook Lake!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Lakefront home with dock and brand new added boat and swim lower dock. Deck for relaxing and sunning yourself or to unwi ...
From $285 per night (USD)
VRBO
From $181 per night (USD)
VRBO
Cozy Chatham Retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This charming house gives you a quiet sense of calm, while still being close enough to great places to dine, gain inspir ...
From $181 per night (USD)
VRBO
From $150 per night (USD)
VRBO
Chatham Cozy Quiet Country Getaway
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Bright, open concept, great room with living room, dining area, kitchen, two bedroom (you have to walk through smaller b ...
From $150 per night (USD)
VRBO
$The Lodge on the Lake\n$
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VRBO
The Lodge on the Lake\n
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Relax, revive, and rejuvenate. It's what we have been doing for many years at our house on Kinderhook Lake and now you c ...
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VRBO
From $350 per night (USD)
VRBO
Quiet Get Away on the Lake! Kayaks,life vests ,Fishing Equipments ,golf clubs
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Bring your family and relax along the Lake - private launch - Open floor plan with a large rear deck to enjoy the sunshi ...
From $350 per night (USD)
VRBO
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Expedia
Four Seasons Luxury at 'Summerhill', Chatham, NY
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
Listing description Enjoy our beautiful home perfectly located to experience the beauty of the Berkshires. Spend time on ...
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Expedia
From $220 per night (USD)
VRBO
Spacious Serviced Apartment above Chatham Staple
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Enjoy the privacy of this spacious, 3 bed serviced apartment with the convenience of a charming, full-service restaurant ...
From $220 per night (USD)
VRBO
From $700 per night (USD)
VRBO
A Country Retreat with Pool and Spacious Grounds
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Enjoy this updated Colonial on 4.6 acres of pastoral lands with sun-filled living spaces and verdant grounds to help you ...
From $700 per night (USD)
VRBO

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Town of Chatham Rentals

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Results: 44 Rentals