House vacation rentals in Windsor
Find and book unique houses on Airbnb
Top-rated house rentals in Windsor
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 Windsor house rentals
House rentals with a pool
Home in Cheshire
5.0 out of 5 average rating, 118 reviewsPool House
Nov 14 – 21
Home in Litchfield
4.93 out of 5 average rating, 164 reviewsStunning Views, Bucolic Bliss in 1790s Farmhouse
Sep 4 – 11
Home in Montville
4.96 out of 5 average rating, 106 reviewsCasino Stay & Play House
May 31 – Jun 7
Home in New London
4.91 out of 5 average rating, 155 reviewsSUNSETS IN OCEAN BEACH PARK $1MIL VIEW OF ATLANTIC
Sep 5 – 12
Home in Norwich
4.82 out of 5 average rating, 183 reviewsGrand 9 BR Near Casinos
Nov 23 – 30
Home in Middletown
4.95 out of 5 average rating, 19 reviewsHot Tub and pool Home away from home
Sep 9 – 16
Home in New Hartford
4.91 out of 5 average rating, 11 reviewsMountain Serenity Lake View Pool & Hot Tub
Nov 14 – 21
Home in Wolcott
4.95 out of 5 average rating, 19 reviewsAmazing GParadise w/King Bed, Private Pool and BBQ
Oct 21 – 28
Weekly house rentals
Home in Middletown
4.88 out of 5 average rating, 266 reviewsHistoric Greek Revival Brick Home
Sep 19 – 26
Home in Lyme
4.97 out of 5 average rating, 191 reviews“The Answer” Tidal River-Kayaks Fire pit Fireplace
Home in South Windsor
4.86 out of 5 average rating, 21 reviewsGrampa Potatoes Homestead
Aug 19 – 26
Home in Windsor
4.8 out of 5 average rating, 5 reviewsAngel’s Guest Home . Three bedroom home/
Jul 19 – 26
Home in Windsor
4.84 out of 5 average rating, 25 reviewsQuiet 3 BRS home with garages
Aug 27 – Sep 3
Home in Windsor
4.97 out of 5 average rating, 38 reviewsRelax By The Water
Apr 7 – 14
Home in West Hartford
5.0 out of 5 average rating, 17 reviewsThe little house that could!
Jan 5 – 12
Home in Manchester
5.0 out of 5 average rating, 21 reviews2-BR Simplistic Retreat Minutes from Downtown
Sep 21 – 28
Private house rentals
Home in Bloomfield
4.94 out of 5 average rating, 89 reviewsSpacious Charming New England Cape
Apr 26 – May 3
Home in Simsbury
4.98 out of 5 average rating, 88 reviewsNature House, water view, gazebo. 2 large decks
Oct 5 – 12
Home in Haddam
5.0 out of 5 average rating, 79 reviewsCozy Comforts!
Dec 19 – 26
Home in West Hartford
5.0 out of 5 average rating, 36 reviewsSprawling Classic New England Home
Nov 13 – 20
Home in Bloomfield
5.0 out of 5 average rating, 14 reviewsGlobal Retreat
Dec 9 – 16
Home in Connecticut
4.95 out of 5 average rating, 38 reviewsFarmhouse Broad Brook: Comfort & Charm.
Oct 24 – 31
Home in West Hartford
4.78 out of 5 average rating, 37 reviewsCharming home in West Hartford.
Sep 26 – Oct 3
Home in South Windsor
4.92 out of 5 average rating, 96 reviewsSpacious 3 Bedroom Ranch With Office
Mar 11 – 18
Quick stats about house rentals in Windsor
Total rentals
40 properties
Popular amenities
Kitchen, Wifi, and Pool
Wifi availability
30 properties include access to wifi
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
1.2K reviews
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