Pawling Cottages

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Cottages in Pawling

Wappinger Cottage - Scandinavian retreat on a creek

Poughkeepsie NY

With a stay at this cottage in Poughkeepsie, you'll be on a river, within a 15-minute drive of Culinary Institute of America and Overlook Drive-In Theater.

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

Bethlehem CT

When you stay at this cottage in Bethlehem, you'll be on a lake, within a 5-minute drive of Bellamy-Ferriday House and Garden and Old Bethlehem Historical Society Museum.

Great Fall pricing! Magical Views & Peaceful Vibes; private dock, kayaks, firepit, office!

Newtown CT

When you stay at this cottage in Sandy Hook, you'll be on the waterfront, within a 5-minute drive of Housatonic River and Rocky Glen State Park.

Two Bedroom Cottage Close To Town

Sharon CT

Located in Sharon, this cottage is a 4-minute drive from Bodhi Tree Gallery and 7 minutes from TriArts Sharon Playhouse.

Cozy 2-bedroom cottage in peaceful Danbury with AC

Danbury CT

With a stay at this cottage in Danbury, you'll be within a 10-minute walk of Candlewood Lake and Hatters Park.

Tranquil 1 bedroom cottage with King size bed & Fireplace in charming Bethel, CT

Bethel CT

Located in Bethel, this cottage is a 5-minute drive from Blue Jay Orchards and 6 minutes from Bethel Plaza Shopping Center.

Walk-to-Lake Cottage With Paddleboards for Peaceful Summer Days

Putnam Valley NY

Located in Putnam Valley, this cottage is on a lake, within a 5-minute drive of Oscawana Lake and Clarence Fahnestock State Park.

Escape to Bantam Lake. Waterfront!

Morris CT

With a stay at this cottage in Morris, you'll be steps from Bantam Lake and a 3-minute drive from Camp Columbia State Park.

Cozy Lake Community Cottage with private beach & hot tub - ideal for long stays

New Fairfield CT

With a stay at this cottage in New Fairfield, you'll be a short 3-minute walk from Candlewood Lake and within 2 minutes by car from Squantz Pond State Park.

Charming tiny home in delightful Beacon, 2 blocks from main st. Private patio

Beacon NY

Located in Beacon, this cottage is within a 5-minute drive of Madam Brett Homestead and Dia Beacon.

Magnificent Lake View

Holmes NY

With a stay at this cottage in Holmes, you'll be on the waterfront, just steps from Whaley Lake and a 4-minute drive from Lake Dutchess.

Cozy 2-bedroom Cottage with Access to Bantam Lake

Morris CT

With a stay at this cottage in Morris, you'll be on a lake, just steps from Bantam Lake and a 2-minute drive from Camp Columbia State Park.

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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.