Search Vacation Homes in Windsor

Compare 140 Vacation Homes in Windsor with updated reviews, rates, and availability.

Microwave, oven, stovetop, dishwasher
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
4.0 out of 10, (1)
"Location has the potential to be great but it is run down and needs A LOT of work. From first walking in, refrigerator was so dirty/dusty you could run your finger down it and have a film on your hand. Wood flooring in kitchen area is warped because of an obvious leak in the ceiling. Ceiling in the kitchen has brown water stains in the ceiling, floor tiles in the upstairs bathroom are cracked, ants kept coming in from outside, food left in the fridge and trash was left in and on the garbage can,...
The price is $90
$243 total
includes taxes & fees
May 27 - May 28
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
Fridge, microwave, oven, stovetop
PICON COZY
8.0 out of 10, Very Good, (43)
"Fidelis demonstrated exceptional professionalism throughout our interaction. He was remarkably accommodating, consistently honest, and promptly addressed any inquiries I had, usually within minutes. On the rare occasion that he couldn't respond immediately, he took the time to provide an explanation and offer his apologies. Recently, my son relocated to this area for work, and thanks to Fidelis, I can now rest assured that my 24-year-old son, who has yet to experience living on his own, is safe...
The price is $75
$170 total
includes taxes & fees
May 30 - May 31
PICON COZY
Paper towels
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
9.0 out of 10, Wonderful, (2)
"This was easily accessible to many places and the check-in process and communications with the owner were exceptional. Great place to stay."
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
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Dining
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!
9.6 out of 10, Exceptional, (28)
"It was nice stay!"
The price is $182
$313 total
includes taxes & fees
Jun 2 - Jun 3
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!
Property grounds
The Bungalow at Eagleville Lake Under 3 miles to UCONN!
10.0 out of 10, Exceptional, (28)
"Our week stay at the Bungalow was exactly what we needed to celebrate our 54th wedding anniversary. We were able to relax, disconnect, and enjoy the peacefulness of the setting by the lake. The bungalow is beautifully decorated and provided everything we could have wanted and more. We were impressed with the cleanliness, the comfortable beds and the special touches throughout. Lisa was a thoughtful and considerate exceptional host. She kept in touch when appropriate and offered helpful...
The Bungalow at Eagleville Lake Under 3 miles to UCONN!
Property grounds
Updated Lakefront House *outdoor tv and water toys- 10 min from UConn
10.0 out of 10, Exceptional, (31)
"We had a lovely weekend celebrating our son’s graduation from UConn. The Panorama was immaculate with beautiful decor and the most comfortable beds. The view of the lake is stunning. Everything was just perfect. I hope we have a reason to come back one day!"
Updated Lakefront House *outdoor tv and water toys- 10 min from UConn
Fridge, microwave, oven, stovetop
Newly Renovated Family House On Highland Lake with Dock
10.0 out of 10, Exceptional, (18)
"Amazing view. Great price. Great communication."
Newly Renovated Family House On Highland Lake with Dock
Fridge, microwave, oven, stovetop
Lovely Family sized 3 bedroom Colonial home, close to restaurant.
8.6 out of 10, Excellent, (10)
"Nice house..Good area.."
Lovely Family sized 3 bedroom Colonial home, close to restaurant.
Fridge, microwave, oven, stovetop
Charming Castle Cottage
Charming Castle Cottage
Fridge, microwave, oven, stovetop
Spacious three bedroom house near Historic Suffield Center. Pet Friendly!
10.0 out of 10, Exceptional, (2)
"It was wonderful! Enough room for everyone and everything was cozy and working. Appreciate the stay!"
The price is $300
$712 total
includes taxes & fees
May 27 - May 28
Spacious three bedroom house near Historic Suffield Center. Pet Friendly!
Property grounds
Big farmhouse in the foothills of the Berkshires
10.0 out of 10, Exceptional, (120)
"Wonderful place! Thoughtfully decorated, clean and incredibly comfortable. Would rent again."
The price is $195
$363 total
includes taxes & fees
Jun 24 - Jun 25
Big farmhouse in the foothills of the Berkshires
Microwave, oven, stovetop, dishwasher
Spacious 5-bedroom townhome with WiFi and AC in charming Bloomfield
10.0 out of 10, Exceptional, (2)
"My family and I enjoyed our stay here. We had lots of space for my 4yo to run around and each of my 3 kids had their own room. The house was very clean and the host was easily able to contact if I had questions or concerns. We would def. stay here again"
Spacious 5-bedroom townhome with WiFi and AC in charming Bloomfield
Outdoor pool, a heated pool
Mountaintop Horse Farm with Heated Pool
10.0 out of 10, Exceptional, (15)
"Thank you for a lovely home to stay in during our family funeral weekend!"
Mountaintop Horse Farm with Heated Pool
Property grounds
Nature House Water View Large Deck 2 story Gazebo 2 bed 2 bath
10.0 out of 10, Exceptional, (6)
"excellent"
Nature House Water View Large Deck 2 story Gazebo 2 bed 2 bath
Beach
Waterfront Lakehouse with spectacular view!
10.0 out of 10, Exceptional, (41)
"Graduation at UConn in early May 2024. Kim’s house was clean and spacious with incomparable views of the lake. There were many areas in the house for you to have your own private space and relax. The kitchen had everything we needed and there were multiple ways to access the wonderful deck and sunroom. Most of my guests were over the age of 70 and the shallow carpeted indoor stairs leading to the bedrooms presented a challenge for only one of my guests. Note that the upstairs bathroom is inside...
Waterfront Lakehouse with spectacular view!
Fridge, microwave, oven, stovetop
Trout Brook Trail 2 · Sprawling Classic New England Home
10.0 out of 10, Exceptional, (10)
"The location was amazing! Although on a busy street, it was quiet and still a perfect walking distance from everything. Plenty of bars and restaurants just a few blocks away. The host was super easy to reach and the home was clean and well stocked with essentials."
Trout Brook Trail 2 · Sprawling Classic New England Home
Fridge, microwave, oven, stovetop
Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC
10.0 out of 10, Exceptional, (1)
"Great stay"
The price is $90
$244 total
includes taxes & fees
May 29 - May 30
Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC
Terrace/patio
Immaculate Waterfront Lake home w Sunsets, Firepit, Kayaks, Canoe. Pet-Friendly.
10.0 out of 10, Exceptional, (12)
"This was a well equipped gem overlooking the lake. My family of four adults rented this for two nights in order to attend a wedding. The whole place was elegantly decorated and very comfortable. The kitchen had everything you could want - coffee bar, expresso machine, sparkling wine in the fridge,, and even a station for creating S'mores - yum! The views of the lake were outstanding. We've rented many VRBO's and this was probably the best yet. We will definitely be coming back. Beautiful place."
Immaculate Waterfront Lake home w Sunsets, Firepit, Kayaks, Canoe. Pet-Friendly.
Pool
lakefront estate
3.8 out of 10, (8)
"Overall do not stay in this house! They are scamming people! They say they are military family yet took advantage of one!! Still owe me my refund and refuse to answer VRBO to give the okay to refund my money! This place was not clean it was very unsanitary and there were drug paraphernalia in the backyard! Towels wet and dirty on the bathroom floor and one of the bedrooms the sheets were dirty in the floor claimed that the house keeper cleaned it! The pool was disgusting!! I have videos pictures...
lakefront estate
Fridge, microwave, oven, stovetop
Upscaled Quiet Neighborhood- Modern 3 BDRM
10.0 out of 10, Exceptional, (20)
"Enjoyed our stay very much. We definitely recommend and stay again in near future. Management was quick with response and very helpful and kind."
Upscaled Quiet Neighborhood- Modern 3 BDRM
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See all available properties in Windsor
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.

Other property types in Windsor

Paper towels
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
9.0 out of 10, Wonderful, (2)
"This was easily accessible to many places and the check-in process and communications with the owner were exceptional. Great place to stay."
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
Fridge, microwave, oven, stovetop
A “Wow” Experience
8.0 out of 10, Very Good, (1)
"We had a great stay at this property. Beds were very comfortable, which is not usually the case with many rentals. Good clean and hot showers and towels. Property had everything you need including a BBQ for grilling. My family of 6 was comfortable and plenty of room and space for everyone."
The price is $300
$580 total
includes taxes & fees
May 28 - May 29
A “Wow” Experience
Fridge, microwave, oven, stovetop
Bungalow House - Free Parking - 10 mins to Hartford & Airport
9.0 out of 10, Wonderful, (17)
"We were able to stay @ this location for several days just before the holidays. The space was perfect for the running around we needed to do and was a solid base of operation. The kitchen, bedroom, and bathroom are well-appointed. We did not spend any time in the living room or outside areas. The water pressure in the shower is amazing and I could spend hours there. :) The home is on a busy road at commute times so take the owner's advice and K turn in the driveway to make exiting the home...
The price is $107
$237 total
includes taxes & fees
May 29 - May 30
Bungalow House - Free Parking - 10 mins to Hartford & Airport
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.

Windsor Vacation Homes information

Number of reviews
398
Accommodation
140 Vacation Homes
Lowest Price
$75
Highest Price
$300

Recent reviews of Windsor hotels
Expedia verified reviews