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
Mar 10 – 17
Home in Wilmington
4.88 out of 5 average rating, 150 reviewsAdams Farm-"The Little Farmhouse"
Oct 2 – 9
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!
Jan 1 – 8
Home in Salem
4.98 out of 5 average rating, 180 reviewsMagical Farm Getaway - a must visit!
Nov 16 – 23
Home in Wilmington
4.83 out of 5 average rating, 155 reviewsThe Vermont Barn (Mount Snow)
Feb 1 – 8
Home in Colrain
4.88 out of 5 average rating, 112 reviewsThe 1770 House
Dec 29 – Jan 5
Weekly house rentals
Home in Jamaica
4.96 out of 5 average rating, 158 reviewsCozy Riverfront Home in beautiful Jamaica
Aug 10 – 17
Home in Shaftsbury
4.91 out of 5 average rating, 105 reviewsCheerful 1 bedroom cottage
Apr 29 – May 6
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 29 – Nov 5
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 Weston
4.86 out of 5 average rating, 106 reviews4 Bedroom Family Ski House w/ WiFi, cable!
Oct 11 – 18
Home in Mount Tabor
4.98 out of 5 average rating, 229 reviewsCow Barn Lodge
Jun 14 – 21
Home in Windham
4.95 out of 5 average rating, 77 reviewsArtistic Southern Vt Countryside Home at Windham
May 31 – Jun 7
Private house rentals
Home in Windham
4.87 out of 5 average rating, 98 reviewsMagic Creek
Aug 17 – 24
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 Chester
5.0 out of 5 average rating, 16 reviewsCozy 1850 farmhouse in Stone Village of Chester
Feb 22 – Mar 1
Home in Chester
4.96 out of 5 average rating, 25 reviewsFarmhouse w/ views close to skiing sauna EV CHRGR
May 11 – 18
Home in Jamaica
4.89 out of 5 average rating, 65 reviewsThe Post Haus: one-of-a-kind modern VT experience
Mar 25 – Apr 1
Home in Grafton
5.0 out of 5 average rating, 74 reviewsVermont Riverledge Farm, Unit 1
Nov 12 – 19
Home in Windham
5.0 out of 5 average rating, 9 reviewsNEW Summer Escape! 18 Acres, Hot Tub
Jul 16 – 23
Home in Weston
5.0 out of 5 average rating, 16 reviewsGreen Mountain Dreams
Dec 8 – 15
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
$160 before taxes and fees
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- Family travel hub Tips and inspiration
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- Kid-friendly state parks Check out these family-friendly hikes