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 21 – 28
Home in Litchfield
4.93 out of 5 average rating, 163 reviewsStunning Views, Bucolic Bliss in 1790s Farmhouse
Sep 12 – 19
Home in Montville
4.96 out of 5 average rating, 106 reviewsCasino Stay & Play House
Jun 3 – 10
Home in New London
4.89 out of 5 average rating, 132 reviewsOASIS @ OCEAN BEACH PARK: 6 QUEEN BEDS
Feb 14 – 21
Home in Norwich
4.82 out of 5 average rating, 183 reviewsGrand 9 BR Near Casinos
Mar 7 – 14
Home in Enfield
4.86 out of 5 average rating, 7 reviews3 bdrm house great neighborhood
Aug 26 – Sep 2
Home in New Hartford
4.91 out of 5 average rating, 11 reviewsMountain Serenity Lake View Pool & Hot Tub
Feb 16 – 23
Home in Middletown
4.95 out of 5 average rating, 19 reviewsHot Tub and pool Home away from home
Oct 18 – 25
Weekly house rentals
Home in Windsor
4.87 out of 5 average rating, 23 reviewsQuiet 3 BRS home with garages
Jan 29 – Feb 5
Home in South Windsor
4.86 out of 5 average rating, 21 reviewsGrampa Potatoes Homestead
Jan 28 – Feb 4
Home in Windsor
4.8 out of 5 average rating, 5 reviewsAngel’s Guest Home . Three bedroom home/
Jun 4 – 11
Home in Windsor
4.97 out of 5 average rating, 36 reviewsRelax By The Water
Mar 20 – 27
Home in Glastonbury
4.8 out of 5 average rating, 49 reviewsIdyllic Ranch, Centrally Located
Apr 24 – May 1
Home in Manchester
5.0 out of 5 average rating, 19 reviews2-BR Simplistic Retreat Minutes from Downtown
Sep 15 – 22
Home in West Hartford
5.0 out of 5 average rating, 17 reviewsThe little house that could!
Oct 24 – 31
Home in West Hartford
4.93 out of 5 average rating, 42 reviewsWeHa Penthouse w/ Private Deck
Aug 7 – 14
Private house rentals
Home in Agawam
4.99 out of 5 average rating, 90 reviewsSunrise on the Water's Edge - Riverside Bungalow
Feb 6 – 13
Home in Connecticut
4.95 out of 5 average rating, 38 reviewsFarmhouse Broad Brook: Comfort & Charm.
Dec 9 – 16
Home in West Hartford
4.97 out of 5 average rating, 36 reviewsSprawling Classic New England Home
Aug 9 – 16
Home in Haddam
5.0 out of 5 average rating, 78 reviewsCozy Comforts!
Aug 14 – 21
Home in Avon
5.0 out of 5 average rating, 29 reviewsUpdated easy living ranch-2 car garage.
Jan 12 – 19
Home in West Hartford
4.78 out of 5 average rating, 37 reviewsCharming home in West Hartford.
Oct 14 – 21
Home in Willington
4.83 out of 5 average rating, 23 reviewsLake house step from UConn
Jul 30 – Aug 6
Home in Bloomfield
5.0 out of 5 average rating, 14 reviewsGlobal Retreat
Oct 9 – 16
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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