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 house rentals in Windham
House rentals with a pool
Home in Peru
4.92 out of 5 average rating, 139 reviewsBeautiful Bromley/Manchester VT Retreat w/hot tub
18–25 Nov
Home in Keene
4.93 out of 5 average rating, 182 reviewsThe Brick House on Washington Street
13–20 Mar
Home in Plainfield
4.89 out of 5 average rating, 118 reviewsHistoric Home on 17 acres of land. Go escape!
22–29 Nov
Home in Wilmington
4.88 out of 5 average rating, 150 reviewsAdams Farm-"The Little Farmhouse"
2–9 Oct
Home in Wilmington
4.9 out of 5 average rating, 130 reviews4 bedroom Ski House 15 min to Mount Snow
12–19 Jan
Home in Colrain
4.88 out of 5 average rating, 112 reviewsThe 1770 House
7–14 Mar
Home in Wilmington
4.83 out of 5 average rating, 155 reviewsThe Vermont Barn (Mount Snow)
10–17 Feb
Home in Salem
4.98 out of 5 average rating, 180 reviewsMagical Farm Getaway - a must visit!
12–19 Apr
Weekly house rentals
Home in Town of Rockingham
4.89 out of 5 average rating, 113 reviewsBeautiful Home in the Mountains - The Fox & Owl
17–24 Jun
Home in Weston
4.86 out of 5 average rating, 106 reviews4 Bedroom Family Ski House w/ WiFi, cable!
2–9 Oct
Home in Jamaica
4.84 out of 5 average rating, 232 reviewsHistoric 1832 Parker House ~ Sleeps 10, Pool Table
9–16 Oct
Home in Danby
4.97 out of 5 average rating, 198 reviewsComfortable farmhouse with stunning views
10–17 Sept
Home in Shaftsbury
4.92 out of 5 average rating, 103 reviewsCheerful 1 bedroom cottage
4–11 Mar
Home in Jamaica
4.96 out of 5 average rating, 158 reviewsCozy Riverfront Home in beautiful Jamaica
17–24 Sept
Home in Granville
4.85 out of 5 average rating, 152 reviewsHome by the Mettowee River- Simply the best!
25 Sept – 2 Oct
Home in Pownal
4.99 out of 5 average rating, 213 reviewsCozy Vermont mini-house
14–21 Dec
Private house rentals
Home in Windham
4.88 out of 5 average rating, 91 reviewsThe Architect's Cabin, on 10 Secluded Acres
30 May – 6 Jun
Home in Grafton
4.92 out of 5 average rating, 59 reviewsGrafton Artist Retreat With Pond Near Skiing
16–23 Nov
Home in Chester
5.0 out of 5 average rating, 16 reviewsCozy 1850 farmhouse in Stone Village of Chester
10–17 Mar
Home in Windham
4.87 out of 5 average rating, 98 reviewsMagic Creek
30 Jun – 7 Jul
Home in Londonderry
4.99 out of 5 average rating, 96 reviewsA Modern Cottage in So. VT - Ski at 4 Mountains!
5–12 May
Home in Londonderry
4.94 out of 5 average rating, 49 reviewsHot Tub & Mtn View - Magic View in Scenic Vermont
2–9 Sept
Home in Jamaica
4.89 out of 5 average rating, 64 reviewsThe Post Haus: one-of-a-kind modern VT experience
27 Mar – 3 Apr
Home in Londonderry
5.0 out of 5 average rating, 13 reviewsMagical Apres Ski in Londonderry, 3 bd, EV charger
19–26 Sept
Quick stats about house rentals in Windham
Total rentals
30 properties
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
820 reviews
Nightly prices starting at
£128 before taxes and fees
Destinations to explore
- Cambridge Holiday rentals
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