Pawling Cottages

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Check dates for Pawling hotels

Cottages in Pawling

Wappinger Cottage - Scandinavian retreat on a creek

Poughkeepsie NY

Located in Poughkeepsie, this cottage is on a river, within a 10-minute drive of Overlook Drive-In Theater and Vassar College.

Kitchen

Washer

Idillic summer getaway in Litchfield Hills, CT.

Sharon CT

When you stay at this cottage in Sharon, you'll be on a river, within a 5-minute drive of Housatonic Meadows State Park and West Cornwall Covered Bridge.

Kitchen

Washer

Scenic Hudson Valley Getaway • Farms & Vineyards

Marlboro NY

Located in Marlboro, this cottage is within a 5-minute drive of Live At The falcon and Marlboro Free Library.

Washer

Dryer

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.

Kitchen

Washer

Charming & Great Location!

Verbank NY

Located in Millbrook, this cottage is on the waterfront, within a 15-minute drive of Institute of Ecosystem Studies and James Baird State Park.

Kitchen

Washer

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.

Kitchen

Washer

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.

Kitchen

Free WiFi

Serene Holmes Cottage Near Lakes & Trails!

Holmes NY

Located in Holmes, this cottage is a 1-minute drive from Wonder Lake State Park and 9 minutes from Thunder Ridge Ski Resort.

Pool

Kitchen

Pet-friendly Cottage at Historic Millbrook Farm Estate

Millbrook NY

Located in Millbrook, this cottage is within a 5-minute drive of Institute of Ecosystem Studies and Orvis Sandanona Shooting Grounds.

Kitchen

Washer

Squantz Pond Oasis, charming cottage, Firepit and lake view

New Fairfield CT

With a stay at this cottage in New Fairfield, you'll be within a 10-minute drive of Candlewood Lake and Squantz Pond State Park.

Washer

Dryer

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.

Kitchen

Washer

3 Mi to Kent Falls: Nature Escape w/ Deck & Garden

Cornwall Bridge CT

With a stay at this cottage in Cornwall Bridge, you'll be within a 10-minute drive of Lake Waramaug State Park and Lake Waramaug.

Kitchen

Pet friendly

Don't see what you're looking for?

See all available properties in Pawling

View all properties

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.