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Browse Select Pawling Cottages

Dainty New Preston Cottage w/ Dock & Lake Views!
Relax by the fire pit surrounded by trees and a serene body of water.

Dainty New Preston Cottage w/ Dock & Lake Views!

9.0 out of 10, Wonderful, (36)
"Loved our time at this cozy cottage by the lake!! Beautiful views and great antique decor in the cottage!!"
Dainty New Preston Cottage w/ Dock & Lake Views!
Two Bedroom Cottage Close To Town
Equipped with a refrigerator, microwave, oven, and dishwasher, this kitchen offers ample space for meal preparation.

Two Bedroom Cottage Close To Town

9.2 out of 10, Wonderful, (23)
"We enjoyed three nights at the cottage. It's beautifully decorated, comfortable, warm and welcoming - a perfect home base for nearby hikes and exploring the area. The large yard was perfect for playing soccer with our child. Renters note: we also had a fabulous meal at nearby restaurant Fern. "
Two Bedroom Cottage Close To Town
Idillic summer getaway in Litchfield Hills, CT.
Surrounded by lush greenery, this house features a gabled roof and a prominent chimney.

Idillic summer getaway in Litchfield Hills, CT.

10.0 out of 10, Exceptional, (13)
"Great spot close to Limerock Raceway - private, cute, and a perfect spot to stay! The owners are so nice and accommodating - I couldn’t say nicer things about this place and will be back!"
Idillic summer getaway in Litchfield Hills, CT.
Cozy 2-bedroom Cottage with Access to Bantam Lake
Stroll through the lush garden, surrounded by vibrant greenery and colorful flowers, to a serene outdoor space with a wooden fence and inviting bench.

Cozy 2-bedroom Cottage with Access to Bantam Lake

9.6 out of 10, Exceptional, (18)
"Even with horrible weather, we had a wonderful stay!"
Cozy 2-bedroom Cottage with Access to Bantam Lake
Pet-friendly Cottage at Historic Millbrook Farm Estate
Traditional dresser with ornate carvings and multiple drawers, featuring a mirror above and a decorative candelabra.

Pet-friendly Cottage at Historic Millbrook Farm Estate

9.4 out of 10, Exceptional, (8)
"Stayed in this renovated farmhouse for a very snowy weekend. Nicely redone and furnished with spacious living/dining area. Could have fit 2 more adults or 2-3 kids. Hosts were lovely and introduced us to the goats. Too snowy and icy to get outdoors or explore much but local village has shops and kitchen was stocked with pantry staples and bottled water, milk/creamers for coffee so arrival day grocery run was not needed. Bonus large picture window let us enjoy the abundant snow from the warmth of...
Pet-friendly Cottage at Historic Millbrook Farm Estate
Be in Nature at this Gorgeous Riverfront Cabin
Relax in this stylish living room with a sofa, armchair, and coffee table, offering a view of lush greenery.

Be in Nature at this Gorgeous Riverfront Cabin

10.0 out of 10, Exceptional, (18)
"Property was as advertised. Clean and nearby places we wanted to visit while, still being out of the way and quiet."
Be in Nature at this Gorgeous Riverfront Cabin
Waterfall, Back Yard, Patio, Fire pit, and Grill!
Exterior

Waterfall, Back Yard, Patio, Fire pit, and Grill!

Waterfall, Back Yard, Patio, Fire pit, and Grill!
Sweet Dotti's Cottage on Candlewood Lake - 60M NYC
Relax in a serene patio setting surrounded by lush greenery and a calm lake view.

Sweet Dotti's Cottage on Candlewood Lake - 60M NYC

9.6 out of 10, Exceptional, (14)
"Situated right on the lake. Easy to get to, nice working fireplace, lots of fun stuff for the kids and comfortable furniture. We really enjoyed our stay."
Sweet Dotti's Cottage on Candlewood Lake - 60M NYC
Magnificent Lake View
Property grounds

Magnificent Lake View

2.0 star property
The price is CA $538
CA $870 total
includes taxes & fees
Aug 9 - Aug 10
Magnificent Lake View
Lakeview property in private community. Lake & beach access. Swim/Kayak all day!
Charming single-story house with a gabled roof and inviting front porch.

Lakeview property in private community. Lake & beach access. Swim/Kayak all day!

9.4 out of 10, Exceptional, (10)
"The owners freshly love this place"
Lakeview property in private community. Lake & beach access. Swim/Kayak all day!
Pet-friendly Hopewell Junction Home w/ Pool
Enjoy cooking in this well-equipped kitchen with a sink, ample counter space, and a large island for extra workspace.

Pet-friendly Hopewell Junction Home w/ Pool

3.0 star property
10.0 out of 10, Exceptional, (1)
"This house was so incredible. Not only was it in a quiet nice neighborhood the inside was incredible too. Pool table as well as a pool it was perfect for my stay to have fun and enjoy our time. They were very communicative and welcoming to their house. Everything was comfortable and clean. Can’t say any bad things about this place. Definitely going to book again. I already miss it. "
Pet-friendly Hopewell Junction Home w/ Pool
Lakefront Brewster Vacation Rental w/ Private Dock
Relax in this stylish living room with a high ceiling, sofa set, armchairs, and a coffee table, offering a view of the surrounding greenery.

Lakefront Brewster Vacation Rental w/ Private Dock

10.0 out of 10, Exceptional, (7)
"Felt relaxed from first step in the door! Wonderful view, comfortable beds, helpful management, great kitchen! Loved the heated tile floor in main bath! Lots of birds to enjoy with books and binoculars for identifying. "
Lakefront Brewster Vacation Rental w/ Private Dock
Peaceful Cottage with Grill | Walk to Lake
Interior

Peaceful Cottage with Grill | Walk to Lake

9.8 out of 10, Exceptional, (19)
"This property was great. Clean, roomy and about 1/2 hour from West Point."
The price is CA $258
CA $686 total
includes taxes & fees
Aug 3 - Aug 4
Peaceful Cottage with Grill | Walk to Lake
Charming 3bdr Magnolia cottage with heated saltwater pool, AC and WiFi in Amenia
Relax by the serene pool surrounded by lush greenery and shaded lounge chairs.

Charming 3bdr Magnolia cottage with heated saltwater pool, AC and WiFi in Amenia

10.0 out of 10, Exceptional, (1)
"This was the perfect size cottage for 5 of us, with two rooms with queen size beds and one small room with a twin. The setting was very pretty, and the salt water heated pool was a good size and my grandchildren enjoyed swimming in it. We were within walking distance of the small town, and I would recommend staying there."
Charming 3bdr Magnolia cottage with heated saltwater pool, AC and WiFi in Amenia
Charming, private 2-bedroom cottage on classic New England farm in Washington CT
Two rustic barns stand adjacent to a white picket fence, surrounded by trees and open land.

Charming, private 2-bedroom cottage on classic New England farm in Washington CT

10.0 out of 10, Exceptional, (4)
"Four of us were in town for a family party and really enjoyed our stay at the cottage. It’s peaceful, cozy, very well appointed, and wonderfully decorated. We also enjoyed a visit with the goats! "
Charming, private 2-bedroom cottage on classic New England farm in Washington CT
Serene Holmes Cottage Near Lakes & Trails!
Cottage (2 Bedrooms) | Front of property

Serene Holmes Cottage Near Lakes & Trails!

3.0 star property
Serene Holmes Cottage Near Lakes & Trails!
Cozy Lakefront Cottage on Candlewood- swim, relax, hike, wineries 90min from NYC
Relax on the lakeside dock with Adirondack chairs and enjoy the tranquil surroundings.

Cozy Lakefront Cottage on Candlewood- swim, relax, hike, wineries 90min from NYC

10.0 out of 10, Exceptional, (7)
"Loved staying at this spot when dropping our daughter off for school!"
Cozy Lakefront Cottage on Candlewood- swim, relax, hike, wineries 90min from NYC
Fire Pit + On-site Pond: Hudson Valley Home!
House (4 Bedrooms) | Interior

Fire Pit + On-site Pond: Hudson Valley Home!

3.0 star property
Fire Pit + On-site Pond: Hudson Valley Home!
Dreamy Hudson Valley Cottage w/ State Park Views
Relax in this spacious living room with a fireplace, comfortable seating, and a flat-screen TV.

Dreamy Hudson Valley Cottage w/ State Park Views

3.0 star property
10.0 out of 10, Exceptional, (1)
"The house was amazing with great amenities. The kitchen was stocked with all the utensils and cutlery. The patio was a good addition. Overall great stay! "
Dreamy Hudson Valley Cottage w/ State Park Views
Summer Escape on Candlewood Lake – Private Beach, Hot Tub & Cozy Cottage!
Cozy bedroom with a bunk bed and single bed, featuring a flat-screen TV and air purifier.

Summer Escape on Candlewood Lake – Private Beach, Hot Tub & Cozy Cottage!

Summer Escape on Candlewood Lake – Private Beach, Hot Tub & Cozy Cottage!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Pawling Hotel Reviews

La Quinta Inn & Suites by Wyndham Danbury

La Quinta Inn & Suites by Wyndham Danbury

10/10 Excellent
"Overall the experience was outstanding "
Kimberly 1-night trip
Posted 17 hours ago
La Quinta Inn & Suites by Wyndham Danbury