
House holiday rentals in Pawling
Find and book unique houses on Airbnb
Top-rated house rentals in Pawling
Guests agree: these houses are highly rated for location, cleanliness and more.

Lux Bungalow on the Lake
Beautiful, light flooded, waterfront home 1 hour from New York City. The 2 bedroom home is on picturesque Lake Carmel. Wake up, eat, sleep and relax to the tranquil view of the glistening water - truly an oasis! Take in a sunset while eating a meal at home, explore the shops and restaurants in a cute nearby town, take a walk around the lake, read a book by the cozy fireplace, hike, cook, kayak, ski, or just sit and enjoy. Centrally located close to Hudson Valley, Westchester and Connecticut.

This New House
Unique custom built new home constructed 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, dinning area, and kitchen. The second bedroom and bath are located on the first floor. Granite, slate, and soapstone accentuate the countertops, vanities, and floors. You will also see plenty of natural pine, hickory, and local cedar throughout the house.

Boulder Tree House
Boulder Tree House 🌲🌲🌲 FRESH AIR • SMOKE FREE • ALLERGY FREE Early Check In & Late Check Out! Boulder Tree House is an Inhabitable Work of Art, created by owner architects. The design is based on organic and innovative blending of natural elements and environmentally conscious technology, creating a happy and healthy living space. Boulder Tree House is ideal for a couple looking for a exciting, romantic and unique experience. The space can also comfortably accommodate a 3rd person.

Renovated, one level home in an excellent location
Guests are sure to enjoy a memorable time in this beautiful fully furnished 3 bedrooms and 2 bathroom house. The house has been recently renovated to maximize comfort and overall experience. Excellent location close to major stores, restaurants and at walking distance to Candlewood Lake and Candlewood Lake Point private beach. Highlights: Free WIFI, Roku TV with Youtube TV, towels & beach towels, bed linens, and a beautiful deck with dining table, propane grill, and patio furniture.

The Farmhouse
Enjoy staying at our charming Farmhouse in the heart of our working dairy farm. Our farm sits on some of the most beautiful hills in Cornwall with the famous Gateway to Cornwall view where you can see our dairy cows grazing in the grandeur of nature. Come say hello to the cows in the barn during milking or watch the herd cross the road evoking sites you might expect to see in small European farming villages. You'll likely see us on our tractors bringing hay and water to our cows!

Comfortable home away from home- near everything
Price includes Airbnb fees. Cozy, pet-friendly cottage in a peaceful setting just 70 miles from NYC and minutes from I-84 (Exit 8 or 9). This clean & comfortable retreat features 3 bedrooms (2 queens, 1 full), and pull-out couch. Portable A/C's in summer, and fireplace for cozy nights. The greenhouse adds plenty of natural light, the yard is perfect for kids, the front deck is great for morning coffee, and the gas grill great for cooking out. High-speed WiFi and 3 smart TVs.

DeMew House in Historic Kingston
PRIVATE, ELEGANT ONE KING BEDROOM HOME! DeMew House is an exclusive renovated 1850s brick home, a block from the historic Kingston waterfront. Enjoy total privacy in an elegant, transitional two-story home with an open floor plan that is inviting, warm and intimate. The home, across from a marina, has a king bedroom, a pull-out sofa bed, an en suite bathroom with two-person shower and double vanity. A full kitchen, ac, private driveway and gazebo frame this discerning getaway...

Lady Montgomery
Enjoy our trendy and comfortable home overlooking the Hudson river. Lady Montgomery is set in the perfect family-friendly neighborhood, walking distance to the bridge trail to Beacon and Newburgh waterfront. Perfect for friends and couples who want to explore all that the Hudson Valley has to offer like shopping, hiking or dining. Equipped with an outdoor patio, fireplace, fire pit and 2 bikes to help you explore. Everyone will enjoy their time in this comfortable artistic home!

Beautiful Lakefront Retreat with Private Dock
Relax on the lake at this beautiful, one of a kind 3 bedroom, 2.5 bath DIRECT waterfront home in a private community on peaceful Squantz Pond, adjacent to Candlewood Lake. Enjoy spectacular views across the lake of unspoiled Pootatuck State Forest from the deck or screened in porch. Swim, fish, or just relax on the private dock. Kayak and paddleboard rental nearby. The home is central air-conditioned with a fully equipped kitchen. Our special place is waiting for you!

Hudson Valley Hygge House~ comfort in the country!
Experience the cozy charm of hygge at the farmhouse by a tranquil pond in Rosendale. Nestled in the Hudson Valley, just minutes from Kingston, Stone Ridge, and High Falls—and only 90 miles from NYC—this retreat offers pure serenity. Located on a quiet country road, enjoy the sounds of birdsong, evening frog lullabies, and a gas fireplace for a cozy winter escape. Set on over 3 acres, nature abounds here. Come and enjoy all the Hudson Valley has to offer!

Secluded modern forest cabin with private brook
Renovated cozy cabin (orig 1930s) with modern interior. Two bedrooms, new kitchen & bathroom, overlooking a beautiful private brook and forested hill. Minutes drive to the general store & Kent Falls, 10 minutes from fantastic restaurants, Mohawk Ski Resort & summer activities like swimming & kayaking. Great hiking trails and close to the Appalachian Trail. High speed internet, Netflix, and a deck with outdoor seating. Instagram @GunnBrookCabin

Tranquil Tree-House on the beautiful Hudson River
Take it easy at this unique and tranquil getaway. I look forward to hosting you. Enjoy a private room with a queen size bed and a large screen smart tv. The full bathroom is located across the hallway. Enjoy a warm fire in the sitting area. There is a work area and a high table to enjoy some tea/coffee or wine with dinner while enjoying the view of the Hudson through the large windows and sliding door.
Popular amenities for house rentals in Pawling
House rentals with a pool

Private Hudson Valley Country Retreat

Spacious Winter Retreat Near Woodstock Village

midcentury mod * HOT TUB * walk out trail 2 mohonk

Gorgeous Villa MntnViews, nr SKI, firepl, hot tub!

Scenic River View Escape | New Paltz

Peaceful Light-Filled Guesthouse 1 Hour From NYC

Stunning Views, Bucolic Bliss in 1790s Farmhouse

Beacon Beauty 4/2, Hot Tub,Pool,Wifi,1.5m to Town
Weekly house rentals

Farmhouse Oasis in the Hudson Valley, Stream Views

Farmhouse & private yard

Cozy cottage

Slice of Paradise in the Country

Millstone Manor with East Mountain View

Hilltop Retreat- Lakefront with Dock

Harlem Valley Hideout: Artsy ~ Pool ~ Tennis

Private Lake House, Retreat
Private house rentals

OWL's PERCH Candlewood Lakefront Rustic Cottage!

Dog & Family Friendly A-Frame - Private and Cozy

Dutchess Chalet - Hudson Valley Home w/ Hot Tub!

The cabin by the Lake! Come enjoy Candlewood Lake

The Art House: 5-Acre Getaway w/ Fireplace

Charming Home in Kent

Pet Frndly Lake House w/Fireplace & Fire Pit W/D

A nice place to getaway
Quick stats about house rentals in Pawling

Nightly prices starting at
Pawling holiday rentals start at $155 SGD per night before taxes and fees

Verified guest reviews
Over 60 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Pawling rentals

4.9 Average rating
Pawling stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
- Plainview Holiday rentals
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- Long Island Holiday rentals
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- East River Holiday rentals
- Hudson Valley Holiday rentals
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- Yale University
- Fairfield Beach
- Rye Beach
- Thunder Ridge Ski Area
- Minnewaska State Park Preserve
- Rowayton Community Beach
- Walnut Public Beach
- Rye Playland Beach
- Catamount Mountain Ski Resort
- Brownstone Adventure Sports Park
- Woodmont Beach
- Sunken Meadow State Park
- Silver Sands Beach
- Hudson Highlands State Park
- Bash Bish Falls State Park
- Jennings Beach
- Wildemere Beach
- Kent Falls State Park
- Seaside Beach
- Brotherhood, America's Oldest Winery
- Ringwood State Park
- Campgaw Mountain Ski Area
- Bushnell Park
- Rye Town Beach




