Pawling Vacation Rentals

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

Vacation Rentals in Pawling

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Fishkill NY

$280 nightly

$316 total

Dec 8 - Dec 9

Total with taxes and fees

When you stay at this vacation home in Fishkill, you'll be within a 10-minute drive of Northeast Regional Epilepsy Group and SplashDown Beach.

Large,Cozy,Bright Apartment, Business Themed.

Newburgh NY

$406 nightly

$480 total

Dec 8 - Dec 9

Total with taxes and fees

When you stay at this vacation home in Newburgh, you'll be next to a golf course, within a 5-minute drive of Mount Saint Mary's College Newburgh and David Crawford House.

Peaceful Vintage Home with Private Lake in Redding, CT.

Redding CT

$671 nightly

$760 total

Dec 14 - Dec 15

Total with taxes and fees

Located in Redding, this vacation home is on a lake, a 1-minute drive from Putnam Memorial State Park and 6 minutes from Bethel Plaza Shopping Center.

Kitchen

Washer

The House In Highland- Secluded Retreat

Highland NY

With a stay at this vacation home in Highland, you'll be within a 5-minute drive of Hudson River and Walkway Over the Hudson State Historic Park.

Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake

New Fairfield CT

$470 nightly

$533 total

Dec 9 - Dec 10

Total with taxes and fees

With a stay at this vacation home in New Fairfield, you'll be a 1-minute walk from Candlewood Lake and 13 minutes by foot from Squantz Pond State Park.

Kitchen

Washer

Hickory on Willow Lake

Fishkill New York

$485 nightly

$552 total

Dec 29 - Dec 30

Total with taxes and fees

When you stay at this vacation home in Fishkill, you'll be on a lake, within a 5-minute drive of Hudson Highlands State Park and Van Wyck Homestead Museum.

Hudson Valley Hilltop Escape w/Hot Tub, 5private acres, near wine trail, orchard

Marlboro NY

Located in Marlboro, this vacation home is within a 10-minute drive of Live At The falcon and Marlboro Free Library.

Majestic RiverView Estate - Breathtaking Views

Beacon NY

With a stay at this vacation home in Beacon, you'll be within a 5-minute drive of Dia Beacon and Madam Brett Homestead.

The Queen City Cottage

Poughkeepsie NY

Located in Poughkeepsie, this vacation home is within a 5-minute drive of McCann Golf Course and Locust Grove.

Candlewood Lake - Family Getaway with direct lake access. 3775 sqft home.

Danbury CT

Located in Danbury, this vacation home is on the waterfront, within a 10-minute drive of Candlewood Lake and Danbury Duckpin Lanes.

Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

Carmel Hamlet NY

Located in Carmel, this vacation home is in the mountains, a 4-minute drive from Clarence Fahnestock State Park and 8 minutes from Chuang Yen Monastery.

FREE EV Charger/NEMA outlet. Mountain-top views.

Poughkeepsie NY

Located in Poughkeepsie, this vacation home is within a 10-minute drive of Richard L. Skimin Memorial Baseball Field and Culinary Institute of America.

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.