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, 117 reviewsPool House
Apr 15 – 22
Home in Litchfield
4.93 out of 5 average rating, 162 reviewsStunning Views, Bucolic Bliss in 1790s Farmhouse
Sep 12 – 19
Home in Montville
4.91 out of 5 average rating, 234 reviewsCasino Wine Down House***
Oct 12 – 19
Home in New London
4.88 out of 5 average rating, 130 reviewsOASIS @ OCEAN BEACH PARK: 6 QUEEN BEDS
Sep 21 – 28
Home in New Hartford
4.91 out of 5 average rating, 11 reviewsMountain Serenity Lake View Pool & Hot Tub
Mar 18 – 25
Home in Middletown
4.95 out of 5 average rating, 19 reviewsHot Tub and pool Home away from home
May 15 – 22
Home in Morris
4.91 out of 5 average rating, 64 reviewsLuxury Compound, Pool, Gym, Tree House, Game Barn
May 9 – 16
Home in Wolcott
4.95 out of 5 average rating, 19 reviewsAmazing GParadise w/King Bed, Private Pool and BBQ
Dec 20 – 27
Weekly house rentals
Home in Lyme
4.97 out of 5 average rating, 189 reviews“The Answer” Tidal River-Kayaks Fire pit Fireplace
May 9 – 16
Home in Windsor
4.86 out of 5 average rating, 21 reviewsQuiet 3 BRS home with garages
Feb 6 – 13
Home in South Windsor
4.85 out of 5 average rating, 20 reviewsGrampa Potatoes Homestead
Sep 12 – 19
Home in Windsor
4.8 out of 5 average rating, 5 reviewsAngel’s Guest Home . Three bedroom home/
Jan 31 – Feb 7
Home in Windsor
4.97 out of 5 average rating, 36 reviewsRelax By The Water
Nov 12 – 19
Home in Glastonbury
4.8 out of 5 average rating, 49 reviewsIdyllic Ranch, Centrally Located
Apr 15 – 22
Home in West Hartford
4.93 out of 5 average rating, 42 reviewsWeHa Penthouse w/ Private Deck
Aug 9 – 16
Home in Simsbury
4.98 out of 5 average rating, 88 reviewsNature House, water view, gazebo. 2 large decks
Nov 14 – 21
Private house rentals
Home in Haddam
5.0 out of 5 average rating, 77 reviewsCozy Comforts!
Dec 30 – Jan 6
Home in Manchester
5.0 out of 5 average rating, 19 reviews2-BR Simplistic Retreat Minutes from Downtown
Jul 1 – 8
Home in Agawam
4.99 out of 5 average rating, 88 reviewsSunrise on the Water's Edge - Riverside Bungalow
Apr 15 – 22
Home in West Hartford
5.0 out of 5 average rating, 35 reviewsSprawling Classic New England Home
Dec 8 – 15
Home in Bloomfield
5.0 out of 5 average rating, 13 reviewsGlobal Retreat
Nov 21 – 28
Home in South Windsor
4.92 out of 5 average rating, 96 reviewsSpacious 3 Bedroom Ranch With Office
Mar 17 – 24
Home in Willington
4.82 out of 5 average rating, 22 reviewsLake house step from UConn
Jul 19 – 26
Home in Becket
4.94 out of 5 average rating, 36 reviewsNerd Preservation Sanctuary
Dec 16 – 23
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
Destinations to explore
- New City Vacation rentals
- Long Island Vacation rentals
- Cambridge Vacation rentals
- Montauk Vacation rentals
- New Haven Vacation rentals
- Newport Vacation rentals
- Philadelphia Vacation rentals
- Jersey City Vacation rentals
- New York Vacation rentals
- The Hamptons Vacation rentals
- Boston Vacation rentals
- Montreal Vacation rentals
- Earth house rentals United States
- Guesthouse rentals United States
- House rentals United States
- Townhouse rentals United States
- Lighthouse rentals United States
- House rentals Boston
- Townhouse rentals Boston
- Beach house rentals Boston
- Guesthouse rentals Boston
- Beach house rentals The Hamptons
- Guesthouse rentals The Hamptons
- House rentals The Hamptons
- Guesthouse rentals Queens
- Townhouse rentals Queens
- House rentals Queens
- Lakehouse rentals Connecticut
- House rentals Connecticut
- Beach house rentals Connecticut
- Townhouse rentals Connecticut
- Guesthouse rentals Connecticut
- Tiny house rentals Connecticut
- Rentals with a washer and dryer Windsor
- Rentals with a patio Windsor
- Rentals with a fire pit Windsor
- Rentals with a fireplace Windsor
- Family-friendly rentals Windsor
- Monthly Rentals Windsor
- House rentals Hartford County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom