
House vacation rentals in Pawling
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Top-rated house rentals in Pawling
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Pawling house rentals
House rentals with a pool

Perfect Family Retreat•Pool•Volleyball•Firepit

The Getaway-HOST & Co.

Garden Level Suite with Beautiful Pool

Hilltop House w/POOL/SPA- HOST & Co.

The Round House w/ Heated Pool

Gorgeous Villa Mntn Views, salt H2O pool, hot tub!

Harrison Field Weekend GetAway FirePit Hike 10Acre

Woodland Country Retreat-Pool+FirePit-nearWineries
Weekly house rentals

Stunning Modern Barn minutes from Woodstock 21N195

Beautiful Lakefront Retreat with Private Dock

Riverfront Stone Cottage Private/ hot tub/ boats

Modern Upstate Gem Surrounded by Trees | Hot Tub

Hudson Valley Mountaintop Riverview

The Martin House, Catskills

Secluded Post-And-Beam Retreat

Perfect Abbey Road Retreat
Private house rentals

Mahali Petu - A Big Little House

Secluded Open Air Cabin

Entire Home (private pool), Event Friendly

Secluded Oasis w/ Fire Place In Stone Ridge

Large family house on the lake

Entire lake house to yourself. Great for groups

FOUR SEASON Huge Catskills Home-Secret Waterfall

Luxury/pool/private Villa Mariana Blackberry River
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- Fairfield Beach
- Yale University
- Rye Beach
- Rye Playland Beach
- Minnewaska State Park Preserve
- Catamount Mountain Ski Resort
- Walnut Public Beach
- Rye Town Beach
- Seaside Beach
- Woodmont Beach
- Sunken Meadow State Park
- Ringwood State Park
- Rockland Lake State Park
- Jennings Beach
- Taconic State Park
- Thunder Ridge Ski Area
- Sherwood Island State Park
- Oakland Beach
- Stehli Beach
- Marvin Beach
- Wildemere Beach
- Walkway Over the Hudson State Historic Park
- Bushnell Park
- Brotherhood, America's Oldest Winery
- Family travel hub Tips and inspiration
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- Outdoor adventure Explore nature with the family
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- Kid-friendly state parks Check out these family-friendly hikes