Find mountain rentals near Windham Country Club

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September 2025

October 2025

Find the best place to stay - Windham Country Club

Four homes located on large estate with pond, playground, and tennis court.

Premier Host

Sleeps 52 - Pond, Tennis Court, Hot Tubs, Sauna

Sleeps 52 · 24 bedrooms · 21+ bathrooms

Premier Host

Private Waterfront on 6 Acres w/Swimming. Boats.Hot Tub.Fire Pit.Views. Hiking.

Sleeps 8 · 3 bedrooms

Premier Host

Woodpecker House - One of Vrbo’s 2025 Vacation Rental of the Year

Sleeps 8 · 4 bedrooms · 2 bathrooms

Premier Host

Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge

Sleeps 30 · 9 bedrooms · 5 bathrooms

The Far-Rest Fox A-Frame Off Grid Glamp High in the Trees of Mystical Forest

Sleeps 2 · 1 bedroom · 0+ bathrooms

Top rated rentals - Windham Country Club

Premier Host

Beautiful retreat!

Cannot recommend this listing enough! Absolutely beautiful house in a nice secluded location. Only a quick drive in to local hiking spots, restaurants, and shops. Lovely place to get away from the hustle and bustle.

Victoria A.

Stayed Aug 2022

Sit stream side and enjoy the beauty of nature and our (seasonal) fire pit

Premier Host

So tranquil, superb location and wonderful hosts

We couldn't be happier with our wonderful stay at Sanctuary by the stream- it was exactly how we imagined it. Lovely clean cabin in an amazing location- the fire pit was a major bonus and the hosts were wonderful.

Leanne W.

Stayed Oct 2019