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

Woodstock Oasis Heated Pool, Deck & Prime Location

Spacious Staycation near HITS & the Hudson

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres

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

Modern Barn on 12 acres w Sauna, FirePit+swimming

MODERN FARMHOUSE in the WOODS

Woodstock Romantic Mountain Studio w/ Pool

Pool*Hot Tub*Pirate Ship*Fire Pit*Luxury Farmhouse
Weekly house rentals

Stunning Modern Barn minutes from Woodstock 21N195

The Martin House, Catskills

Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI

Mountain House Family Getaway!

Perfect Abbey Road Retreat

Modern Mountain Retreat with Views on 18 Acres

Catskill Mountain Cabin Waterfall Retreat

Wooded Livingston Manor Oasis With Stream & Deck
Private house rentals

Secluded Open Air Cabin

Beautiful, cozy and private house

FOUR SEASON Huge Catskills Home-Secret Waterfall

Yanity House

Beautiful Fall cabin, North Catskills/Greenville

The Gatehouse at Raspberry Ridge

Home Sweet Hudson: A Retreat - Pond House

Near Hudson-Gorgeous Sunsets+Catskill Mt Views
Quick stats about house rentals in Windham
Total rentals
80 properties
Nightly prices starting at
$218 AUD before taxes and fees
Total number of reviews
2.5K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
10 properties have a pool
Destinations to explore
- Hudson Valley Holiday rentals
- Pocono Mountains Holiday rentals
- East River Holiday rentals
- New York Holiday rentals
- Plainview Holiday rentals
- Long Island Holiday rentals
- The Hamptons Holiday rentals
- Jersey Shore Holiday rentals
- Boston Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Montreal Holiday rentals
- Rentals with outdoor seating Windham
- Rentals with a patio Windham
- Townhouse rentals Windham
- Family-friendly rentals Windham
- Rentals with a fireplace Windham
- Pet-friendly rentals Windham
- Chalet rentals Windham
- Rentals with pools Windham
- Rentals with a fire pit Windham
- Ski-in/ski-out rentals Windham
- Fitness-friendly rentals Windham
- Rentals with a washing machine and dryer Windham
- Cabin rentals Windham
- Rentals with a hot tub Windham
- Kid-friendly rentals Windham
- Condo rentals Windham
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- Dog-Friendly Cottages United Kingdom
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- Hunter Mountain
- Belleayre Mountain Ski Center
- Windham Mountain
- Minnewaska State Park Preserve
- Catamount Mountain Ski Resort
- Howe Caverns
- The Kartrite Resort & Indoor Waterpark
- Albany Center Gallery
- Resorts World Catskills
- Glimmerglass State Park
- John Boyd Thacher State Park
- Taconic State Park
- Walkway Over the Hudson State Historic Park
- Zoom Flume
- Norman Rockwell Museum
- Opus 40
- Bash Bish Falls State Park
- Naumkeag
- Pineridge Cross Country Ski Area
- Hancock Shaker Village
- Thaddeus Hait Farm
- Plattekill Mountain
- Huck Finn’s Playland, Albany
- Peebles Island State Park