Pawling Cottages

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Cottages in Pawling

Wappinger Cottage - Scandinavian retreat on a creek

Poughkeepsie NY

When you stay at this cottage in Poughkeepsie, you'll be on a river, within a 15-minute drive of Vassar College and Culinary Institute of America.

Kitchen

Washer

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

Bethlehem CT

With a stay at this cottage in Bethlehem, you'll be on a lake, just steps from Long Meadow Pond and a 3-minute drive from Bellamy-Ferriday House and Garden.

Kitchen

Free WiFi

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.

Kitchen

Washer

Magnificent View on Whaley Lake

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.

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

Putnam Valley NY

$446 nightly

$492 total

Aug 31 - Sep 1

Total with taxes and fees

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

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

Washington CT

Located in Washington Depot, this cottage is in a rural location, within a 10-minute drive of Institute for American Indian Studies Museum and Research Center and Church Hill.

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.

Hot Tub

Kitchen

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

Amenia NY

With a stay at this cottage in Amenia, you'll be within a 15-minute walk of Amenia Free Library and Amenia Town Hall.

Scenic Hudson Valley Getaway • Farms & Vineyards

Marlboro NY

Located in Marlboro, this cottage is a 5-minute drive from The Falcon and 6 minutes from Quartz Rock Vineyard.

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 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.

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.

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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.