We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Some info has been automatically translated. Show original language

Airbnb your place

House vacation rentals in Chatham

Find and book unique houses on Airbnb

Top-rated house rentals in Chatham

Guests agree: these houses are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

The exterior of a charming house is showcased, featuring a sloped roof and front steps leading to a door. Lush green grass surrounds the home, while various potted plants and a shaded seating area with a red umbrella enhance the inviting atmosphere.

4.88 out of 5 average rating, 156 reviews

Charming private cape house in Woodstock

Charming 3 bedr. house(3queensize beds,1 Futon) with 2 full baths, kitchen, living/dining room, front & back decks, front & backyards. Open feel with lots of windows that let the sun shine in. Close to Woodstock village, Bellaeyre, Hunter, Minnewaska State Park, Kaaterskill fall etc. Outdoor activities such as hiking, biking, skiing, swimming, fall foliage, music, art galleries, theatre, unique shopping and dining. All people are welcome! Se habla español. On parle francais. Si parla italiano.

Top guest favorite

A light-filled living area features large windows with views of the lake. A modern gray sectional sofa is positioned near a circular wooden coffee table, which holds a decorative box. An outdoor patio is visible through sliding glass doors, accompanied by a red umbrella.

Home in Pittsfield

4.97 out of 5 average rating, 115 reviews

Berkshire Lake- Modern and Updated-close to skiing

Lakefront Home for Rent. This home has been 100% remodelled! With a beautiful spot directly on Pontoosuc, the new kitchen, bathrooms, fireplace, and glass enclosed family room all benefit from the idyllic scenery. The home has 5 bedrooms and a convertible playroom with a futon for even more space. 2 bedrooms have bunk beds plus a full size bed in them. 2 bedrooms have king size beds and 1 has a queen. The master suite has an en-suite bathroom and a balcony overlooking the lake. Many upgrades!

Top guest favorite

A spacious retreat is seen from above, featuring a large deck with seating and modern design elements. Surrounding foliage displays vibrant autumn colors, while a gravel pathway leads to the house. The serene landscape emphasizes the property's natural setting.

Home in Round Top

4.96 out of 5 average rating, 196 reviews

Escape in the Catskills w/hottub

Escape to the Catskills: Your Mountain Retreat No Cleaning Fee! Immerse yourself in the breathtaking beauty of the Catskills. Our cozy retreat offers the perfect blend of relaxation and adventure, whether you're seeking a romantic getaway, a peaceful remote work haven, or an exciting outdoor adventure. Unwind in the hot tub while enjoying stunning world-class panoramic views. Conveniently located near charming towns with unique shops, delectable dining options, and hidden antique treasures.

A two-story home is depicted featuring a stone chimney and large windows, allowing natural light to fill the interior. A wrap-around deck encircles the house, complemented by a well-maintained lawn and nearby trees, providing a peaceful outdoor setting.

4.92 out of 5 average rating, 118 reviews

Lake house, 700 ft waterfront - from every room

Panoramic views from the wrap-around deck offers privacy and 700 feet of lake frontage from this comfortable home. Enjoy the sunrise and sunsets views of the lake from EVERY room. Two kayaks, canoe, paddle board to be enjoyed from its private beach. The great room has full lake view, heated floors and two large decks. This home offers 4 bedrooms, 2 and 1/2 baths, a finished lower level that features game room with private deck, ping pong table, giant Jenga, home gym, and large 55in TV.

Home in Kingston

4.92 out of 5 average rating, 252 reviews

This New House Two

Custom built new home built purposefully for Airbnb quests. This house offers a distinctive design with a large loft bedroom and a fully tiled bathroom. The loft overlooks the downstairs living area which has an open living room, dining area, and kitchen. The second bedroom and bath are located on the first floor. Granite, slate, and soapstone accentuate the countertops, vanities, and shower areas. You will also see unique pieces of furniture, accent tables and artwork throughout the house.

A waterfront home with a unique tower design is reflected in the calm waters of Bantam Lake. The house features multiple outdoor decks, large windows, and is surrounded by trees, providing a serene setting. A private dock extends into the lake, inviting exploration.

4.87 out of 5 average rating, 150 reviews

Bantam Lake Waterfront Retreat with Private Beach

Waterfront home on Bantam Lake, 3BR/2BA. Relax on the deck, enjoy the sunrise, swim at your private beach. Kayaks available for use (4); bring your boat or jet ski. Minutes away from hiking, snow skiing, vineyards, biking, and so much more. The area offers great restaurants and family friendly activities that are minutes away. BBQ on the gas grill, enjoy the fire pit on the beach. House is great for couples, individuals & families. Please check first if you plan to bring a boat. 7 maximum.

A charming two-story blue house is framed by lush greenery and a manicured lawn. Soft light emanates from the yellow windows, creating a welcoming glow. A red door stands as a vibrant focal point, inviting guests into the comfortable space.

Home in Litchfield

4.84 out of 5 average rating, 375 reviews

Rustic - Modern - Hot Tub - Mohawk Mountain - BBQ

Enjoy the comfort of home with air conditioning, heating, dedicated workspace, TV, and Wi-Fi. Cook your meals in the fully-stocked kitchen with all the essentials. Pamper yourself in the private bathtub or shower with provided body soap, shampoo and conditioner. Relax in the hot tub or lounge in the backyard with an outdoor dining area, bbq, patio, and fire pit. 3 Min - Litchfield Town 4 Min - Arethusa Dairy farm 5 Min - White Memorial Conservation Center 16 Min - Mohawk Mountain Ski Area

A well-lit bedroom features a black wooden bed with a plush blanket layered over crisp white linens. A small bedside table holds a lamp, and framed photos adorn the walls. A window with a blackout shade allows natural light while a wooden chair adds a touch of warmth.

Home in Sheffield

4.91 out of 5 average rating, 117 reviews

Wow! Best BERKSHIRE SnowHome #1 Private SuperClean

"238 Main" has two rentals. Only one rental is rented at a time. Rental #1 has 2 bedrooms, FULLY EQUIPPED KITCHEN and is SUPERCLEAN! (SEE THE 1 BEDROOM LISTING #2!) We are conveniently located between Butternut and Catamount ski stations. Fully renovated, large garden, private entrance, terrace and parking space. Queen size beds. High Speed WiFi. Bathroom has radiant floor heat, towel warmer, plush bathrobes, hairdryer and toiletries. We are in the heart of the Berkshires come visit!

A charming front porch features white railings and vibrant blue accents. Lush flower beds filled with colorful blooms surround the porch, while a red car is parked nearby. Well-maintained greenery adds to the inviting appearance of the home.

4.84 out of 5 average rating, 170 reviews

A Victorian "Lady"

Enjoy an old-fashioned vacation right across the street from the Hudson river. Watch the tides, boats, and barges pass by. Dining, kayaking within walking. Historic Hudson, Olana just 10 min. drive. This is a house to relax, use as a base for other activities. It is not intended as a place to party.. It is a quiet neighborhood. I expect my guests to respect that. There is a weekend special. If you book friday/saturday or saturday/sunday the price is $350.00 for the 2 nights. Thanks

An open dining area features a large, rustic wooden table surrounded by soft, upholstered chairs. Natural light filters through the windows, highlighting a potted plant at the center. In the background, a cozy seating area includes a blue armchair and decorative artwork on the walls.

Home in Catskill

4.94 out of 5 average rating, 109 reviews

Catskill Village House close to dining shops

New for winter 2025 outdoor heated igloo. Quiet street with private parking. Large outdoor deck. Close to Hudson, Hunter and Woodstock. Nearby skiing and hiking. Windham and Hunter ski areas. And north lake. Numerous restaurants, breweries cafes in the bustling Village of Catskill. Short walk to Hudson River and two waterfront parks Need more space. Property is adjacent to https://www.airbnb.com/h/studiocatskillvillage https://www.airbnb.com/h/catskillwaterviewhouse

Home in Averill Park

4.98 out of 5 average rating, 174 reviews

Lake House in Averill Park, NY (age 30+ excl kids)

Our lake house is on Glass Lake in Averill Park, NY. In case you want to venture off, it is close to Saratoga (race season!), the Berkshires MA, Albany NY, and Vermont. Incredibly private with spacious property. Our lake house is great for families with kids and couples, and handicap accessible. It is great for any season (leaves, skiing, fishing, swimming). Kayaks, row boat.....and the lake!! Age requirement of at least 30 years old for guests (except kids).

Top guest favorite

The charming house features a green exterior with decorative shingles and large windows. A vibrant red tree is situated in front, complementing the landscape. The property is positioned near the water, with a pathway leading to the entrance, inviting guests to explore.

4.99 out of 5 average rating, 110 reviews

Best River View, on Rail Trail in Collinsville!

This quaint and spotless home is perched on a knoll across the road from the Farmington River & Rails to Trails you can walk to restaurants, gift shops & antique shops; Canoe/Kayak/Paddleboard; go fishing; enjoy the Farmington River Rail Trail; hiking trails, and Ski Sundown close by; or just relax & enjoy the view! Enjoy the best view in Collinsville - one of "America's 10 Coolest Small Towns" by Arthur Frommer's Budget Travel Magazine. Beautiful year round!

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Cabins

Kick off your hiking boots at these rustic lodgings

Apartments

Convenient locations with everyday essentials

Popular amenities for Chatham house rentals

Free parking on premises

Air conditioning

House rentals with a pool

A modern entryway is highlighted by a circular mirror and potted plant, with a sleek console table underneath. A spiral staircase leads to an upper level, while natural light streams through nearby windows, illuminating the elegant hardwood floor and inviting blue sofa.

Home in Saugerties

4.94 out of 5 average rating, 68 reviews

Perfect Family Retreat•Pool•Volleyball•Firepit

A heated salt-water pool is surrounded by greenery, with lounge chairs positioned nearby. A bright yellow rubber duck floats on the water, while the pool is bordered by textured pavers. Tall trees provide a natural backdrop, ensuring privacy and tranquil views.

Home in Woodstock

4.86 out of 5 average rating, 211 reviews

Lux Woodstock Pool/ Pvt/Fireplaces /4 mins 2 town

A heated pool is surrounded by a spacious, patio area featuring lounge chairs and a shaded table set, providing a relaxing outdoor space. Lush greenery and fencing enhance privacy, while a comfortable seating area can be seen beyond the pool.

Home in Litchfield

4.99 out of 5 average rating, 84 reviews

Hilltop House w/POOL/SPA- HOST & Co.

Home in Kingston

4.83 out of 5 average rating, 70 reviews

Beaver | Pool, Firepit, Secluded, 10 acres

A central living space features a spiral staircase and high cathedral ceilings supported by wooden beams. Light streams through large windows, illuminating a mix of white sofas and chairs positioned on a natural fiber rug. The open layout connects to the kitchen area in the background.

Home in Stanfordville

5 out of 5 average rating, 5 reviews

The Round House w/ Heated Pool

Home in Woodstock

4.86 out of 5 average rating, 132 reviews

Gorgeous Villa Mntn Views, salt H2O pool, hot tub!

Home in New Paltz

4.93 out of 5 average rating, 133 reviews

Harrison Field Pool Bike2 Town FirePit Hike 10Acre

The image captures a clear, inviting salt-water pool surrounded by lush greenery and tall trees, with a bright blue sky overhead. The pool is framed by a well-maintained lawn, providing a spacious outdoor area suitable for relaxation and enjoyment.

Home in Colonie

4.97 out of 5 average rating, 37 reviews

Adorable house with pool

Weekly house rentals

The modern barn-style home is surrounded by lush greenery, featuring large windows that highlight its spacious interior. A wraparound deck with railings invites outdoor relaxation, while an inviting facade includes a prominent gabled entry. Soft lighting enhances the welcoming ambiance as dusk approaches.

Home in Mount Tremper

4.9 out of 5 average rating, 224 reviews

Stunning Modern Barn minutes from Woodstock 21N195

A spacious living area features a plush teal sofa and a cozy gray couch. A circular glass coffee table sits on a vibrant area rug. Natural light filters in through large windows, while unique artwork and modern decor enhance the inviting ambiance. A staircase leads to the upper level.

Home in Catskill

4.98 out of 5 average rating, 406 reviews

The Martin House, Catskills

The image captures a vibrant sunset reflected on the tranquil lake surface. Rich hues of orange, pink, and purple fill the sky, creating a striking contrast with the dark silhouettes of trees lining the shore. The calm waters mirror the colorful sky, enhancing the serene atmosphere.

Home in Ulster Park

4.88 out of 5 average rating, 227 reviews

Entire lake house to yourself. Great for groups

A two-story post-and-beam house is set in a lush, green landscape under a clear blue sky. The rustic exterior frames a welcoming front door, while a grassy lawn surrounds the structure, providing a sense of privacy and tranquility.

4.8 out of 5 average rating, 112 reviews

Secluded Post-And-Beam Retreat

A cozy living area features a soft sofa and a leather chair, complemented by a round coffee table. A gas fireplace with a stone surround adds warmth, while large windows allow natural light to fill the space. A modern light fixture and decorative accents enhance the inviting atmosphere.

4.84 out of 5 average rating, 133 reviews

Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI

A modern black house nestled among lush green trees is visible, featuring a spacious driveway that leads to a well-maintained entrance. The property is surrounded by a carefully landscaped area with shrubs and stepping stones, blending harmoniously with the natural setting.

Home in Mount Tremper

4.97 out of 5 average rating, 155 reviews

Perfect Abbey Road Retreat

Top guest favorite

A modern living area features a pair of leather bean bags, an oval white chair, and a floor lamp. A large woven rug anchors the space, with greenery from potted plants adding a touch of nature. The open layout allows visibility into the adjoining rooms.

Home in Halcott

4.98 out of 5 average rating, 102 reviews

Modern Mountain Retreat with Views on 18 Acres

A private house is set against a backdrop of rolling mountains, partially covered by clouds. The surrounding landscape features lush green grass and a variety of trees, creating a serene atmosphere. A small gazebo is visible in the foreground, adding to the outdoor appeal.

Home in West Kill

4.93 out of 5 average rating, 121 reviews

Catskill Mountain Cabin Waterfall Retreat

Private house rentals

Top guest favorite

The guest house features a contemporary exterior with green paneling and wooden accents. An extensive patio surrounds the structure, furnished with lounge chairs and a dining set. Large glass doors and windows invite natural light, while views of the surrounding landscape are visible.

Home in High Falls

5 out of 5 average rating, 227 reviews

Our Place - A Big Little House

Top guest favorite

A modern kitchen features sleek cabinetry and a blue tiled backsplash. The countertop showcases a stainless steel sink with a polished chrome faucet. Nearby, a dining table is paired with black chairs, reflecting the natural light from the adjacent window.

Home in Schenectady

4.99 out of 5 average rating, 206 reviews

Bright & Clean ~Tons of Upgrades ~Office Space

A light-filled living area features large glass windows providing views of the surrounding nature. A plush seating area includes a sofa and decorative pillows, accompanied by a coffee table with intricate detailing. The dining area showcases a modern white table surrounded by transparent chairs, enhancing the open space.

4.75 out of 5 average rating, 60 reviews

Modern Glass House

Top guest favorite

The exterior of a newly constructed wooden home is framed by greenery, with natural stone accents enhancing its rustic appeal. A spacious porch is adorned with potted plants, and large windows invite light into the inviting interior. Access to the upper level is provided by exterior stairs.

Home in Wilmington

5 out of 5 average rating, 11 reviews

New Construction Ski/Lake home

A charming two-story wooden house is surrounded by lush greenery and colorful flower beds. The exterior features large windows, a balcony on the upper level, and a screened-in porch attached, providing a welcoming entrance set on a quiet country road.

4.96 out of 5 average rating, 72 reviews

Peaceful Berkshire Getaway (A/C, Lake Access)

The exterior of a light-colored house is surrounded by vibrant flowers and greenery. A small wooden deck is visible on one side, while a larger structure can be seen at the right. Lush trees provide shade, and a clear blue sky completes the serene landscape.

Home in Greenville

4.87 out of 5 average rating, 244 reviews

Beautiful Fall cabin, North Catskills/Greenville

A private house is framed by a white picket fence, with a gravel driveway leading to an entrance. Surrounding greenery and colorful trees hint at a natural, serene environment. The structure features a mix of siding and a chimney, suggesting a cozy, country aesthetic.

Home in Craryville

4.92 out of 5 average rating, 113 reviews

The Gatehouse at Raspberry Ridge

A modern guest house is set amidst lush greenery, featuring large windows that reflect soft interior light. A wooden dock extends into a serene pond, surrounded by gentle landscaping. Trails lead through the natural ground cover, inviting exploration of the private woods.

Home in Kerhonkson

4.91 out of 5 average rating, 46 reviews

Home Sweet Hudson: A Retreat - Pond House

Destinations to explore