House vacation 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.
Vacation 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
Home in Peru
4.91 out of 5 average rating, 140 reviewsBeautiful Bromley/Manchester VT Retreat w/hot tub
Nov 8 – 15
Home in Wilmington
4.88 out of 5 average rating, 150 reviewsAdams Farm-"The Little Farmhouse"
Sep 30 – Oct 7
Home in Keene
4.93 out of 5 average rating, 183 reviewsThe Brick House on Washington Street
Feb 10 – 17
Home in Wilmington
4.9 out of 5 average rating, 132 reviews4 bedroom Ski House 15 min to Mount Snow
Dec 1 – 8
Home in Plainfield
4.89 out of 5 average rating, 119 reviewsHistoric Home on 17 acres of land. Go escape!
Dec 31 – Jan 7
Home in Wilmington
4.83 out of 5 average rating, 155 reviewsThe Vermont Barn (Mount Snow)
Feb 1 – 8
Home in Salem
4.98 out of 5 average rating, 180 reviewsMagical Farm Getaway - a must visit!
Nov 16 – 23
Home in Colrain
4.88 out of 5 average rating, 112 reviewsThe 1770 House
Feb 18 – 25
Weekly house rentals
Home in Danby
4.97 out of 5 average rating, 198 reviewsComfortable farmhouse with stunning views
Jul 12 – 19
Home in Jamaica
4.96 out of 5 average rating, 158 reviewsCozy Riverfront Home in beautiful Jamaica
Aug 9 – 16
Home in Jamaica
4.81 out of 5 average rating, 395 reviews1850's VT Farmhouse on the River
Aug 26 – Sep 2
Home in Londonderry
4.95 out of 5 average rating, 162 reviewsClean, Captivating VT Farmhouse near Stratton!
Oct 27 – Nov 3
Home in Shaftsbury
4.91 out of 5 average rating, 105 reviewsCheerful 1 bedroom cottage
Feb 6 – 13
Home in Weston
4.86 out of 5 average rating, 106 reviews4 Bedroom Family Ski House w/ WiFi, cable!
Oct 11 – 18
Home in Town of Rockingham
4.89 out of 5 average rating, 113 reviewsBeautiful Home in the Mountains - The Fox & Owl
Jun 30 – Jul 7
Home in Grafton
4.96 out of 5 average rating, 118 reviewsThe Deanery - Grafton Vermont
Feb 4 – 11
Private house rentals
Home in Grafton
4.92 out of 5 average rating, 59 reviewsGrafton Artist Retreat With Pond Near Skiing
Nov 25 – Dec 2
Home in Jamaica
5.0 out of 5 average rating, 26 reviews2-Bedroom Home, 7 Minutes From Stratton Mountain
Mar 13 – 20
Home in Windham
4.87 out of 5 average rating, 98 reviewsMagic Creek
Jul 7 – 14
Home in Chester
5.0 out of 5 average rating, 16 reviewsCozy 1850 farmhouse in Stone Village of Chester
Aug 16 – 23
Home in Londonderry
4.99 out of 5 average rating, 96 reviewsA Modern Cottage in So. VT - Ski at 4 Mountains!
Sep 23 – 30
Home in Londonderry
4.94 out of 5 average rating, 51 reviewsHot Tub & Mtn View - Magic View in Scenic Vermont
Aug 20 – 27
Home in Jamaica
4.89 out of 5 average rating, 65 reviewsThe Post Haus: one-of-a-kind modern VT experience
Nov 29 – Dec 6
Home in Grafton
5.0 out of 5 average rating, 74 reviewsVermont Riverledge Farm, Unit 1
Nov 12 – 19
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
ﺩ.ﺇ588 before taxes and fees
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