Windsor Vacation Rentals

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Check prices for these dates

In two weeks
Nov 21 - Nov 23
In two months
Jan 2 - Jan 4
In three months
Jan 30 - Feb 1
In four months
Feb 27 - Mar 1

Vacation Rentals in Windsor

Fridge, microwave, oven, stovetop
A “Wow” Experience everywhere there is something to stimulate your mind Interest

A “Wow” Experience everywhere there is something to stimulate your mind Interest

Windsor
9.2 out of 10, Wonderful, (10)
"Tasteful decor. Very clean. Not too far from the city. Quiet, safe neighborhood. Host was very friendly and super responsive! Would definitely recommend!"
United States
Michael L.
A “Wow” Experience everywhere there is something to stimulate your mind Interest
Iron/ironing board, WiFi, bed sheets
Lux Boutique Large Private LOFT Pratt St Hartford

Lux Boutique Large Private LOFT Pratt St Hartford

Downtown Hartford
8.6 out of 10, Excellent, (22)
"Very clean and spacious! Loved all the amenities. Room itself was a bit echoey, but nice and quiet."
United States
Kiara
The price is ￥15,295
￥23,287 total
includes taxes & fees
Dec 1 - Dec 2
Lux Boutique Large Private LOFT Pratt St Hartford
WiFi, bed sheets
Totally Private Cozy studio in awesome Hartford with WiFi, AC

Totally Private Cozy studio in awesome Hartford with WiFi, AC

Downtown Hartford
8.6 out of 10, Excellent, (11)
"Great!"
United States
Sahai S.
The price is ￥15,295
￥23,287 total
includes taxes & fees
Dec 7 - Dec 8
Totally Private Cozy studio in awesome Hartford with WiFi, AC
Fridge, microwave, oven, stovetop
XL Center 1-BR Condo|DWNTN Hartford|Easy Parking

XL Center 1-BR Condo|DWNTN Hartford|Easy Parking

Downtown Hartford
9.0 out of 10, Wonderful, (2)
"The location is fabulous to the convention center is fabulous!"
United States
Anonymous traveler
The price is ￥14,882
￥37,488 total
includes taxes & fees
Nov 18 - Nov 19
XL Center 1-BR Condo|DWNTN Hartford|Easy Parking
Property grounds
Humble Abode #2

Humble Abode #2

2.0 star property
Manchester Center
The price is ￥14,683
￥19,944 total
includes taxes & fees
Nov 24 - Nov 25
Humble Abode #2
Full-size fridge, microwave, oven, dishwasher
Newly Renovated 2 floor Getaway

Newly Renovated 2 floor Getaway

3.5 star property
Forest Park
The price is ￥63,639
￥95,141 total
includes taxes & fees
Dec 8 - Dec 9
Newly Renovated 2 floor Getaway
Fridge, microwave, oven, stovetop
Private Apartment in Berlin

Private Apartment in Berlin

2.0 star property
Berlin
9.2 out of 10, Wonderful, (5)
"We visited over a holiday weekend. The house is clean and a good size for the 3 adults in our group and our dog. It is in walking distance to several stores and a park. We would stay again if we were in the area. "
United States
Stacy B.
The price is ￥17,950
￥48,488 total
includes taxes & fees
Nov 9 - Nov 10
Private Apartment in Berlin
HOMEY HOMEY

HOMEY HOMEY

Sixteen Acres
2.8 out of 10, (5)
"We checked out early. The place had mold/mildew. Power went out and the place was dark. Not suitable for human use without major renovations and updates."
United States
Shorayi M.
The price is ￥11,046
￥25,586 total
includes taxes & fees
Nov 9 - Nov 10
HOMEY HOMEY
TV
Clean, Bright & Private WHOLE HOUSE 4 YOU. Safe, Centrally Located, Garage

Clean, Bright & Private WHOLE HOUSE 4 YOU. Safe, Centrally Located, Garage

New Britain
10.0 out of 10, Exceptional, (7)
"The space was clean and light, great finishes. The home felt comfortable and was easy to find. Thank you for a wonderful weekend. "
United States
Lara S.
The price is ￥17,260
￥37,646 total
includes taxes & fees
Nov 11 - Nov 12
Clean, Bright & Private WHOLE HOUSE 4 YOU. Safe, Centrally Located, Garage
Microwave, oven, stovetop, dishwasher
Updated 3Bedroom. 5beds group ready.Walk to the Casino and play game of Pool.

Updated 3Bedroom. 5beds group ready.Walk to the Casino and play game of Pool.

2.0 star property
South End
10.0 out of 10, Exceptional, (1)
"Beautifully renovated and easy travels to many family and adult attractions locally. Parking is street side and we never had an issue parking our 2 vehicles out front of the home."
United States
Molly S.
Updated 3Bedroom. 5beds group ready.Walk to the Casino and play game of Pool.
Exterior detail
Modern Private Furnished Studio Downtown Hartford

Modern Private Furnished Studio Downtown Hartford

Downtown Hartford
The price is ￥13,766
￥23,287 total
includes taxes & fees
Nov 9 - Nov 10
Modern Private Furnished Studio Downtown Hartford
Fridge, microwave, stovetop, dishwasher
Newly Renovated 4 Bedroom House

Newly Renovated 4 Bedroom House

Enfield
10.0 out of 10, Exceptional, (4)
"The house was perfect for a weekend wedding trip. "
United States
Liane V.
Newly Renovated 4 Bedroom House
Interior
Conference Room Rental no sleeping arrangements

Conference Room Rental no sleeping arrangements

Cromwell
The price is ￥110,462
￥141,606 total
includes taxes & fees
Nov 9 - Nov 10
Conference Room Rental no sleeping arrangements
Fridge, microwave, oven, stovetop
Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.

Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.

Windsor Locks
The price is ￥19,270
￥56,066 total
includes taxes & fees
Nov 11 - Nov 12
Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.
Property grounds
The Bungalow at Eagleville Lake Under 3 miles to UCONN!

The Bungalow at Eagleville Lake Under 3 miles to UCONN!

Coventry
10.0 out of 10, Exceptional, (70)
"Great place to stay if you're looking for a quiet get away. The house was very clean, and the host had everything needed to make the stay as comfortable as possible. Very quiet street. I would recommend this property to anyone looking for nice relaxing vacation."
United States
RICHARD P.
The Bungalow at Eagleville Lake Under 3 miles to UCONN!
Smart TV, fireplace, video games, books
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!

Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!

Forest Park
9.8 out of 10, Exceptional, (36)
"We were traveling to a horse show for 2 nights and this was a close and safe home. Comfortable beds and amazing water pressure in the shower! Very clean as well."
United States
Amy M.
The price is ￥30,590
￥51,016 total
includes taxes & fees
Dec 7 - Dec 8
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!
Spa
Have the perfect stay in a cozy studio, nestled in the heart of Broad Brook.

Have the perfect stay in a cozy studio, nestled in the heart of Broad Brook.

2.0 star property
East Windsor
9.8 out of 10, Exceptional, (18)
"Really wonderful stay! The owners were very quick in replaying to any of my questions. The place was very clean and super cute! Would recommend and would stay again! "
United States
Emma F.
Have the perfect stay in a cozy studio, nestled in the heart of Broad Brook.
Interior
Experience Downtown Hartford near XL Center

Experience Downtown Hartford near XL Center

Downtown Hartford
6.0 out of 10, (6)
"Overall the experience was somewhere between just ok and good. Most of my expectations were met, but not all. First impressions are what they are. The place looked kinda like someone had just left it and didnt get a chance to double check that all the dishes were washed, even though the clean dishes on the drying rack were wet. Between that and the fact that someone used a key to unlock the door and came in, without knocking, on my first morning there and the vibe had been soured. The host...
United States
Luci L.
The price is ￥15,342
￥23,358 total
includes taxes & fees
Nov 9 - Nov 10
Experience Downtown Hartford near XL Center
Dining
Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC

Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC

Boston Road
9.0 out of 10, Wonderful, (10)
"Great stay"
United States
Angelina O.
The price is ￥19,331
￥49,257 total
includes taxes & fees
Nov 9 - Nov 10
Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC
Fridge, microwave, oven, stovetop
Charming Chicopee Getaway

Charming Chicopee Getaway

Chicopee
10.0 out of 10, Exceptional, (1)
"We really appreciated the stay to get together with family. There was plenty of space to play with the toddler and set up the pack-n-play for the infant. And then plenty of room to play board games after the babies were put to bed. "
United States
Tamara S.
The price is ￥13,961
￥40,605 total
includes taxes & fees
Nov 11 - Nov 12
Charming Chicopee Getaway
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Windsor Hotel Reviews

Ramada by Wyndham Hartford North / Bradley Airport

Ramada by Wyndham Hartford North / Bradley Airport

10/10 Excellent
"🙂"
Jared 1-night trip
Posted 2 days ago
Ramada by Wyndham Hartford North / Bradley Airport

Find out more about Windsor

Search for holiday rentals in Windsor on Expedia! You can easily find your home rentals, villas, holiday apartments in Windsor using one of the methods below:

  • View our selection of featured holiday rentals in Windsor
  • Use the map to find apartments and other holiday homes in the Windsor neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Windsor while they last

Look no further and take a look at our great range of rental properties in Windsor!

Frequently asked questions

Can I find vacation rentals in Windsor?

Yes, there are vacation rentals where you'll be just 13 mi (21 km) from Six Flags New England, providing a more remote option if you want peace and quiet. Visitors like the top-notch restaurants and shops in Windsor. Allow some time to check out the theme park during your trip.

What's the top vacation rental that Windsor has to offer?

Private Apartment in Berlin: This vacation home rental outside of Windsor is equipped with a balcony, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals are there in Windsor?

Expedia has 6 vacation rentals for your stay in Windsor.

What can I see and do in Windsor?

Cultural attractions include Windsor Arts Center and Windsor Historical Society, whereas Keney Park and Northwest Park are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Loomis Chaffee School and Farmington River.

What are vacation rentals like in Windsor?

Vacation rentals are privately owned accommodations you can stay in for a short or long stay in Windsor. Vacation rentals provide amenities such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about cleanliness, vacation rentals can provide a sense of privacy away from public hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for a family getaway.