Title: Windsor Vacation Rentals from CA $220: Short-Term Rentals for 2025 | Expedia.ca

  

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# Windsor Vacation Rentals

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## Check prices for these dates

Tonight

[Oct 10 - Oct 11](https://www.expedia.ca/Hotel-Search?regionId=7880&startDate=2025-10-10&endDate=2025-10-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Oct 11 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=7880&startDate=2025-10-11&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=7880&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=7880&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Vacation Rentals in Windsor

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92320000/92313600/92313561/156a3a2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/93000000/92320000/92313600/92313561/8cc13f60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92320000/92313600/92313561/0156b58a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/93000000/92320000/92313600/92313561/11e158e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Windsor

9.0/10

Wonderful

(8)

"We had a very nice time and the house is charming"

[](https://www.expedia.ca/Windsor-Hotels-A-Wow-Experience-Everywhere-There-Is-Something-To-Stimulate-Your-Mind-Interest.h92313561.Hotel-Information)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/102000000/101280000/101277200/101277148/67311cc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/102000000/101280000/101277200/101277148/b38c8b90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/102000000/101280000/101277200/101277148/b7ba0041.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/102000000/101280000/101277200/101277148/6ddf1605.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming Windsor Home w/ Private Backyard!

Windsor

8.0/10

Very good

(1)

"The property was exactly as advertised and what we needed for a two night stay for a graduation. It was economical and accommodated 5 people comfortably. The interior is a bit dated, but clean. We did not spend much time at the property, so it worked well for us. The beds were a bit hard, but functional for two nights."

[](https://www.expedia.ca/Windsor-Hotels-Charming-Windsor-Home-W-Private-Backyard.h101277148.Hotel-Information)

![Microwave](https://images.trvl-media.com/lodging/113000000/112970000/112968900/112968863/16c8eb1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/113000000/112970000/112968900/112968863/01c3e321.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/113000000/112970000/112968900/112968863/48223b12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave](https://images.trvl-media.com/lodging/113000000/112970000/112968900/112968863/addf4d52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy apartment in charming Hartford with AC, WiFi

Downtown Hartford

10/10

Exceptional

(3)

"All was as advertised. The Xfinity INDOOR theatre us across the the street. Xfinity OUTDOOR theatre/ arena is only about a .8 mile walk away. We took an UBER there and walked back after our concert"

CA $166

CA $243 total

includes taxes & fees

Oct 12 - Oct 13

[](https://www.expedia.ca/Hartford-Hotels-Cozy-Apartment-In-Charming-Hartford-With-AC.h112968863.Hotel-Information)

![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/105000000/104130000/104121700/104121634/baad2383.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, electric kettle, cookware/dishes/utensils](https://images.trvl-media.com/lodging/105000000/104130000/104121700/104121634/f55ec2c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/105000000/104130000/104121700/104121634/016eeabb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, electric kettle, cookware/dishes/utensils](https://images.trvl-media.com/lodging/105000000/104130000/104121700/104121634/f18321ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lux Boutique Large Private LOFT Pratt St Hartford

Downtown Hartford

8.4/10

Very good

(21)

"Location was great. Lots of things to do and many nearby options for eating and drinks. View was disappointing—dark and one window facing a brick wall. Biggest complaint was neighbors and noise—first two nights there was loud music and parties until early morning hours."

CA $152

CA $227 total

includes taxes & fees

Oct 12 - Oct 13

[](https://www.expedia.ca/Hartford-Hotels-Lux-Boutique-Large-Private-LOFT-Pratt-St-Hartford.h104121634.Hotel-Information)

![WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110790000/110783100/110783051/06263861.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/111000000/110790000/110783100/110783051/0db09b67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/111000000/110790000/110783100/110783051/52ef9378.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110790000/110783100/110783051/494b41c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Totally Private Cozy studio in awesome Hartford with WiFi, AC

Downtown Hartford

9.2/10

Wonderful

(10)

"Great!"

CA $146

CA $220 total

includes taxes & fees

Oct 12 - Oct 13

[](https://www.expedia.ca/Hartford-Hotels-Totally-Private-Cozy-Studio-In-Awesome-Hartford-With-WiFi.h110783051.Hotel-Information)

![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118660000/118652100/118652073/f948b588.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/119000000/118660000/118652100/118652073/fb67d80a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/119000000/118660000/118652100/118652073/69647afa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/119000000/118660000/118652100/118652073/56ae5bb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 3-bedroom house in tranquil Middletown with WiFi, AC. Enjoy your stay

Middletown

5.4/10

(3)

"My son and I booked this property last minute. The owner was very quick to get back to us. It was very clean and had everything we needed. We would definitely stay there again."

CA $307

CA $392 total

includes taxes & fees

Oct 22 - Oct 23

[](https://www.expedia.ca/Middletown-Hotels-3-Bedroom-House-In-Tranquil-Middletown-With-WiFi.h118652073.Hotel-Information)

![Microwave, electric kettle, cookware/dishes/utensils, paper towels](https://images.trvl-media.com/lodging/114000000/113770000/113766400/113766353/w2200h1466x0y0-5ef83ed4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/114000000/113770000/113766400/113766353/6b1356aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/114000000/113770000/113766400/113766353/88d95ebf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113770000/113766400/113766353/a28a1915.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 1bedroom Apt Loft Style in welcoming Hartford with WiFi, AC, Elevator

Downtown Hartford

9.6/10

Exceptional

(4)

"Cozy, clean, comfortable. Location is excellent and accessible to restaurants and venues. Highly recommended. "

CA $146

CA $281 total

includes taxes & fees

Nov 1 - Nov 2

[](https://www.expedia.ca/Hartford-Hotels-Cozy-1bedroom-Apt-Loft-Style-In-Welcoming-Hartford-With-WiFi.h113766353.Hotel-Information)

![Full-size fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/103000000/102370000/102369700/102369619/a7356723.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![6 bedrooms, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/103000000/102370000/102369700/102369619/ff632107.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Full-size fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/103000000/102370000/102369700/102369619/c0d58c83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/103000000/102370000/102369700/102369619/b1dce446.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Newly Renovated 2 floor Getaway

Forest Park

CA $642

CA $939 total

includes taxes & fees

Oct 12 - Oct 13

[](https://www.expedia.ca/Springfield-Hotels-Newly-Renovated-2-Floor-Getaway.h102369619.Hotel-Information)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119900000/119891100/119891051/19c9e88c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119900000/119891100/119891051/69fc65f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels, soap, shampoo](https://images.trvl-media.com/lodging/120000000/119900000/119891100/119891051/a3dddefd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119900000/119891100/119891051/fe17aafd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Enjoyable and Spacious 3 bedroom apartment in Springfield

Forest Park

[](https://www.expedia.ca/Springfield-Hotels-Enjoyable-And-Spacious-2-Bedroom-Apartment-In-Springfield.h119891051.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74020000/74015500/74015449/609a6dc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/75000000/74020000/74015500/74015449/a585179b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/75000000/74020000/74015500/74015449/de210236.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/75000000/74020000/74015500/74015449/6dbb2cb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Kid friendly neighborhood! Everyone is welcomed in this cozy apartment home!

Forest Park

9.0/10

Wonderful

(26)

"Check in was easy. This met all of our needs. "

CA $529

CA $958 total

includes taxes & fees

Oct 12 - Oct 13

[](https://www.expedia.ca/Springfield-Hotels-House.h74015449.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107980000/107976300/107976290/63307396.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/108000000/107980000/107976300/107976290/00a0d671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107980000/107976300/107976290/5c2d59b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107980000/107976300/107976290/62ac79d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Apartment in Berlin

Berlin

9.2/10

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. "

CA $163

CA $441 total

includes taxes & fees

Oct 15 - Oct 16

[](https://www.expedia.ca/Berlin-Hotels-Private-Apartment-In-Berlin.h107976290.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103880000/103876500/103876405/ea6584f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103880000/103876500/103876405/4dedb658.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, video games](https://images.trvl-media.com/lodging/104000000/103880000/103876500/103876405/b03e10c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103880000/103876500/103876405/7a35a31f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

 

### Cozy Safe Home

New Britain

CA $324

CA $548 total

includes taxes & fees

Oct 12 - Oct 13

[](https://www.expedia.ca/New-Britain-Hotels-The-Safe-Space-Friendly-And-Safe-The-Only-Way-Is-The-Best-Way.h103876405.Hotel-Information)

![](https://images.trvl-media.com/lodging/96000000/95250000/95240500/95240437/e3dad195.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/96000000/95250000/95240500/95240437/5e42e2a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/96000000/95250000/95240500/95240437/5054970f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95250000/95240500/95240437/877bf083.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### HOMEY HOMEY

Sixteen Acres

3.0/10

(4)

"We did not even stay. The upstairs has access to the basement door so I did not at all feel comfortable. And there is a terrible mildew smell. "

CA $100

CA $233 total

includes taxes & fees

Oct 17 - Oct 18

[](https://www.expedia.ca/Springfield-Hotels-HOMEY-HOMEY.h95240437.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100170000/100160600/100160561/f19ae1e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/101000000/100170000/100160600/100160561/40a04802.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100170000/100160600/100160561/f43862db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100170000/100160600/100160561/f345b7e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Downtown Hartford

9.0/10

Wonderful

(2)

"The location is fabulous to the convention center is fabulous!"

CA $159

CA $350 total

includes taxes & fees

Oct 12 - Oct 13

[](https://www.expedia.ca/Hartford-Hotels-Hartford-Heights-Skyline-Views-Await.h100160561.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/117000000/116660000/116653300/116653280/4e86762a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/117000000/116660000/116653300/116653280/519b402d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/117000000/116660000/116653300/116653280/e5e268a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/117000000/116660000/116653300/116653280/c63f512b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Clean, Bright & Private WHOLE HOUSE 4 YOU. 7 Beds

New Britain

10/10

Exceptional

(5)

CA $199

CA $399 total

includes taxes & fees

Nov 10 - Nov 11

[](https://www.expedia.ca/New-Britain-Hotels-Clean.h116653280.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/84000000/83680000/83674600/83674568/c71e8a51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/84000000/83680000/83674600/83674568/9b43fff8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/84000000/83680000/83674600/83674568/53b353d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/84000000/83680000/83674600/83674568/3d335d41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 3 bed/2 bath town home with gorgeous back yard

Forest Park

9.8/10

Exceptional

(12)

"Clean, comfortable house exactly as described. Easy check-in and responsive host. All amenities worked well and everything we needed was provided. Would stay here again! Highly recommended if you are looking for a place to stay during AAU basketball tournaments - location was central to all the venues."

CA $640

CA $820 total

includes taxes & fees

Oct 19 - Oct 20

[](https://www.expedia.ca/Springfield-Hotels-Charming-3-Bed2-Bath-Town-Home-With-Gorgeous-Back-Yard.h83674568.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/94000000/93330000/93323600/93323523/0fbcc122.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93330000/93323600/93323523/e9c201a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/94000000/93330000/93323600/93323523/2dd19655.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/94000000/93330000/93323600/93323523/2d4f9bd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stylish Downtown Business| Hospital | WD | GYM

Downtown Hartford

8.6/10

Excellent

(4)

"Central to everything in downtown Hartford! "

CA $167

CA $357 total

includes taxes & fees

Oct 12 - Oct 13

[](https://www.expedia.ca/Hartford-Hotels-Stylish-Downtown-Business-Hospital-WD-GYM.h93323523.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104210000/104205300/104205230/7cdb6da8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/105000000/104210000/104205300/104205230/0bb89cc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/105000000/104210000/104205300/104205230/e59491a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/105000000/104210000/104205300/104205230/0de209fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Newly Beautiful renovated first floor apartment getaway

Forest Park

8.0/10

Very good

(2)

"We had an amazing time. This property was easy to find and very close to aloy of restaurants and shops! We had amazing chinese food! The apartment felt very homey. I love that it wasnt echo-y like past places I have stayed! I met Rose, the host, and she was super nice. She was very responsive and explained everything I needed to know before I arrived at the property. Also she lives near by and can address any problems or concerns you may have. The photography on the walls were gorgeous, the...

CA $232

CA $476 total

includes taxes & fees

Oct 12 - Oct 13

[](https://www.expedia.ca/Springfield-Hotels-Newly-Beautiful-Renovated-First-Floor-Apartment-Getaway.h104205230.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/106000000/105120000/105112900/105112872/5d6a23f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/106000000/105120000/105112900/105112872/8d2c7da6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/106000000/105120000/105112900/105112872/w1024h679x0y0-415be8f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/106000000/105120000/105112900/105112872/df247f12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

 

### Conference Room Rental no sleeping arrangements

Cromwell

CA $1,004

CA $1,299 total

includes taxes & fees

Oct 12 - Oct 13

[](https://www.expedia.ca/Cromwell-Hotels-Conference-Room-Rental.h105112872.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/65000000/65000000/64995100/64995073/9b2e1ebc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/65000000/65000000/64995100/64995073/w4000h2781x0y0-d8141f0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/65000000/65000000/64995100/64995073/0710c12d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/65000000/65000000/64995100/64995073/w4000h2788x0y0-48707892.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### PICON COZY

Sixteen Acres

7.4/10

Good

(69)

"This home has the basics and is reasonably comfortable. The parking is good and the area is walkable. It was adequate for my needs. "

CA $100

CA $233 total

includes taxes & fees

Oct 20 - Oct 21

[](https://www.expedia.ca/Springfield-Hotels-PICON-COZY.h64995073.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-24&endDate=2025-10-25&regionId=7880&adults=2&sort=RECOMMENDED&openPlayBack=true)

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[Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWindsor-Vacation-Rentals.d7880.Travel-Guide-VacationRentals)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindsor-Vacation-Rentals.d7880.Travel-Guide-VacationRentals)

## Top Windsor Hotel Reviews

![Hilton Garden Inn Hartford North/Bradley Int'l Airport](//images.trvl-media.com/lodging/1000000/540000/531100/531022/fb287dbf_y.jpg)

### Hilton Garden Inn Hartford North/Bradley Int'l Airport

10/10 Excellent

"Allicia was amazing staff"

[](https://expedia.ca/Hartford-Hotels-Hilton-Garden-Inn-Hartford-NorthBradley-Intl-Airport.h531022.Hotel-Information)

![HYATT house Hartford North/Windsor](//images.trvl-media.com/lodging/3000000/2230000/2220600/2220580/5ad64187_y.jpg)

### HYATT house Hartford North/Windsor

10/10 Excellent

"Hotel was clean, quiet and room very spacious. The view was really nice as well. Staff extremely helpful and kind. "

[](https://expedia.ca/Hartford-Hotels-HYATT-House-Hartford-NorthWindsor.h2220580.Hotel-Information)

![Woodspring Suites Newington - Hartford South](//images.trvl-media.com/lodging/106000000/105290000/105285500/105285488/3fbd5164_y.jpg)

### Woodspring Suites Newington - Hartford South

10/10 Excellent

"Clean room, clean sheets and towels. Lobby and elevator clean. Nice staff all around"

[](https://expedia.ca/Newington-Hotels-Woodspring-Suites-Newington-Hartford-South.h105285488.Hotel-Information)

![The Capitol Hotel](//images.trvl-media.com/lodging/1000000/10000/6800/6777/2c26b973_y.jpg)

### The Capitol Hotel

10/10 Excellent

"We had a great room with a beautiful view of the Hartford Capital! Room was ckean and comfortable and clean. Staff was friendly. Would recommend. "

[](https://expedia.ca/Hartford-Hotels-The-Capitol-Hotel.h6777.Hotel-Information)

![Extended Stay America Suites Hartford Farmington](//images.trvl-media.com/lodging/1000000/160000/151100/151013/02939ae3_y.jpg)

### Extended Stay America Suites Hartford Farmington

10/10 Excellent

"I loved my spacious room, kitchen facilities, comfy bed, easy parking. The staff was friendly and helpful, but what I liked best was the feeling of being in my own space, not a hotel. "

[](https://expedia.ca/Hartford-Hotels-Extended-Stay-America-Suites-Hartford-Farmington.h151013.Hotel-Information)

![Holiday Inn Express Southington by IHG](//images.trvl-media.com/lodging/1000000/10000/4000/3929/120068a2_y.jpg)

### Holiday Inn Express Southington by IHG

10/10 Excellent

"Fine"

[](https://expedia.ca/Hartford-Hotels-Holiday-Inn-Express-Southington.h3929.Hotel-Information)

![MGM Springfield](//images.trvl-media.com/lodging/28000000/27670000/27664900/27664860/c76c1f43_y.jpg)

### MGM Springfield

10/10 Excellent

"had the best nites sleep on the bed at the hotel. the room was gorgeous"

[](https://expedia.ca/Springfield-Hotels-MGM-Springfield.h27664860.Hotel-Information)

![Days Inn by Wyndham Windsor Locks / Bradley Intl Airport](//images.trvl-media.com/lodging/1000000/20000/17600/17518/1117a9b1_y.jpg)

### Days Inn by Wyndham Windsor Locks / Bradley Intl Airport

10/10 Excellent

"This is one of the cleanest hotels I have ever stayed at. The restaurant staff extremely kind the food that is prepared is done in excellence. The check-in staff at the desk are always available and friendly. The cleaning crew was professional. whenever I’m in the area I will always stay at this hotel"

[](https://expedia.ca/Hartford-Hotels-Days-Inn-By-Wyndham-Windsor-Locks-Bradley-Intl-Airport.h17518.Hotel-Information)

![La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport](//images.trvl-media.com/lodging/1000000/50000/50000/49978/13428cf5_y.jpg)

### La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport

10/10 Excellent

"room was clean. bed was very comfortable. it was quiet. "

[](https://expedia.ca/Hartford-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Hartford-Bradley-Airport.h49978.Hotel-Information)

## Find out more about Windsor

**Everything you need to know about** **Windsor** **vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Windsor vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Windsor vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

**Windsor vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Windsor. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Windsor vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Windsor vacation rentals we have selected for you start as low as CA $220 per night. Entering your travel dates in the search wizard you might find even better deals!

**How to find incredible deals on Windsor rentals**

At Expedia, we put the best Windsor vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Windsor rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Windsor vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Windsor. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

## Explore a world of travel with Expedia

-   Trending destinations on Expedia.ca
-   All accommodation types in Windsor

### Trending destinations on Expedia.ca

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-   [Florida Vacation Rentals](https://www.expedia.ca/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
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-   [Vancouver Vacation Rentals](https://www.expedia.ca/Vancouver-Vacation-Rentals.d178315.Travel-Guide-VacationRentals)
-   [Palm Springs Vacation Rentals](https://www.expedia.ca/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals)
-   [Tofino Vacation Rentals](https://www.expedia.ca/Tofino-Vacation-Rentals.d6094955.Travel-Guide-VacationRentals)
-   [Calgary Vacation Rentals](https://www.expedia.ca/Calgary-Vacation-Rentals.d178245.Travel-Guide-VacationRentals)
-   [Costa Rica Vacation Rentals](https://www.expedia.ca/Destinations-In-Costa-Rica.d42.Vacation-Rental-Destinations)
-   [Vancouver Island Vacation Rentals](https://www.expedia.ca/Vancouver-Island-Vacation-Rentals.d6058387.Travel-Guide-VacationRentals)
-   [Puerto Vallarta Vacation Rentals](https://www.expedia.ca/Puerto-Vallarta-Vacation-Rentals.d180016.Travel-Guide-VacationRentals)
-   [Hawaii Vacation Rentals](https://www.expedia.ca/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
-   [Toronto Vacation Rentals](https://www.expedia.ca/Toronto-Vacation-Rentals.d178314.Travel-Guide-VacationRentals)
-   [Banff Vacation Rentals](https://www.expedia.ca/Banff-Vacation-Rentals.d10550.Travel-Guide-VacationRentals)
-   [Penticton Vacation Rentals](https://www.expedia.ca/Penticton-Vacation-Rentals.d4135.Travel-Guide-VacationRentals)
-   [Osoyoos Vacation Rentals](https://www.expedia.ca/Osoyoos-Vacation-Rentals.d181782.Travel-Guide-VacationRentals)
-   [Mont Tremblant Vacation Rentals](https://www.expedia.ca/Mont-Tremblant-Vacation-Rentals.d55374.Travel-Guide-VacationRentals)
-   [Big White Ski Resort Vacation Rentals](https://www.expedia.ca/Big-White-Ski-Resort-Vacation-Rentals.d6058319.Travel-Guide-VacationRentals)
-   [Ontario Vacation Rentals](https://www.expedia.ca/Destinations-In-Ontario.d11178.Vacation-Rental-Destinations)
-   [British Columbia Vacation Rentals](https://www.expedia.ca/Destinations-In-British-Columbia.d11117.Vacation-Rental-Destinations)
-   [Prince Edward Island Vacation Rentals](https://www.expedia.ca/Destinations-In-Prince-Edward-Island.d6058122.Vacation-Rental-Destinations)
-   [Québec Vacation Rentals](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals)

-   [Vacation Homes in Windsor](https://expedia.ca/Windsor-Private-Vacation-Homes.d7880-aaPrivateVacationHomes.Travel-Guide-Accommodation)
-   [Apartments in Windsor](https://expedia.ca/Windsor-Apartments.d7880-aaApartments.Travel-Guide-Accommodation)
-   [Cottages in Windsor](https://expedia.ca/Windsor-Cottages.d7880-aaCottages.Travel-Guide-Accommodation)
-   [Motels in Windsor](https://expedia.ca/Windsor-Motels.d7880-aaMotels.Travel-Guide-Accommodation)
-   [Condo Rentals in Windsor](https://expedia.ca/Windsor-Condos.d7880-aaCondos.Travel-Guide-Accommodation)
-   [B&B in Windsor](https://expedia.ca/Windsor-Bed-And-Breakfast.d7880-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Cabin Rentals in Windsor](https://expedia.ca/Windsor-Cabins.d7880-aaCabins.Travel-Guide-Accommodation)
-   [Guest Houses in Windsor](https://expedia.ca/Windsor-Guest-Houses.d7880-aaGuestHouses.Travel-Guide-Accommodation)
-   [Farmstay in Windsor](https://expedia.ca/Windsor-Agritourism.d7880-aaAgritourism.Travel-Guide-Accommodation)
-   [Villas in Windsor](https://expedia.ca/Windsor-Villas.d7880-aaVillas.Travel-Guide-Accommodation)
-   [Aparthotels in Windsor](https://expedia.ca/Windsor-Apart-Hotels.d7880-aaApartHotels.Travel-Guide-Accommodation)

## 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?

> [3-bedroom house in tranquil Middletown with WiFi, AC. Enjoy your stay](https://www.expedia.ca/Middletown-Hotels-3-Bedroom-House-In-Tranquil-Middletown-With-WiFi.h118652073.Hotel-Information): This vacation home rental outside of Windsor has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

### How many vacation rentals are there in Windsor?

> Expedia has 7 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.

![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg)

## Go further with the Expedia app

Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go.

Scan the QR code with your device camera and download our app

![QR code to download the app](data:image/png;base64,iVBORw0KGgoAAAANSUhEUgAAAyAAAAMgAQAAAADzCzvFAAAFNElEQVR4Xu3bMZIbOQxAUaocKPQR+ig6GnW0PkofwaEClbgGCBJsijNlBN4qz/yfWAOBfMraGu+m8j+U5sHfCCQUSCiQUCChQEKBhAIJBRIKJBRIKJBQIKFAQoGEAgkFEgokFEgokFAgoUBCgYQCCQUSCiQUSCiQUCChBuSZprY6+lleNhi2LqXsw1Yuv2ynl/1mEBAQkBpILfvNICC668lxTY/f2thvnEeX9nMb9UAWIxBteeNiBKItb1yMQLTljYsRiLa8cTEC0ZY3LkZ/jujxlK4V8d1dprZ4T/6ML+WQPwzR0fmgBAICIn+AgCQQEOtzpMiNP/tGfa91Kw+QugZS3wHR6nstEBAQECmGrEepuY/6zg95DQICchqBSOsbFyMQaX3jYgQirW9cjP4NxJPdIs94/T6tN8ofhui/OZ8/im5ZICAFBGR+A6QGAlJm5Nx4fH+/cR5NZb8ZZDGayn4zyGI0lf1mkMVoKvvNIIvRVPabQRajqew3gyxGU9lvHpBFo+s3yjO+1ZHPAmmBDIFMgbRAhkCmvjzykKu29tOr/2tyd/UZb42/4faPkttpEJBzICAFpJ0GAdHu7fhVfjrkuIySIJYe9xtlS7Nfeif5KHpwCASkgGggICAgtQF52pL0+3hKm0zvyVxLXf+KbcnoZR/FtoZApkBAQEBaIFPfFbHdx/yo3sW1rfw+Gg+CgFgg0wgEBKSAWO+I5rv3YSRuEsS+Ylu6pX8TsK3xo0ggICAgICAgHyO56L8ma31kN9oD3fKtQ5BSt3ogIAUEBAQEZHj7Q8Tb7Yba22PfblQ3pa2+bf93k34Uc3sgIN7eAQnEAwHx9g5IIN6XRJ7Djdohg1z0gX4bRlJDpPGgfRQ7aIGAgIDUjrYL0gIBKfUX1cluTGmrQ32g2/FNbsxtdO4lC9fhYA8EpIBYIBqIBwLylCX7z7S0Qwa5va2IJkiatxajHkiatxajHkiatxajHkiatxajHkiatxajHkiatxajHkiatxaj3oCU+oy/yJdny36drenTe+zWXN+y0SYfOPu1IAkEBMQCAQGRzoi1y6a88F0dnW9Ut5Sjvta/HPR0qweigWi77MkLEJDTcZCxXfbkBch3QJ7D0u/j9ioX/9213GjHfaTdB2TYskBAQCQQe5ULiAcCYoh+xbbjOvL/5Culrb7Qf2DWrT56c4dAQEDauyAgUyAgT3mg6/FSHnJg+wC519FeP5Ru5aLIrW6lT5/xICAgIH0DBKSAVES79mm/8VqPa+No66uSf7rsQxAfbX1VAgHxIYiPtr4qgYD48Ksic/ao1qf3o/7uOtXjL9uYD/qnGwIBAQFpgUyBgCzS4+d/Ok5nJKVNtmRU7LFvB20kgYAsAgGRQEBA9MaxTab3ZN+nkyBv2ap8N7/YlmR/OWhL/hJEAgHRQBIIiGer3xPJ/lMRREf6S2/9ij10kRUf2cG9/QwCUkBAQGp2cG8/g4CUd0RvTOlaEU2f3lof6Vdsc/Wj9K7y5iGvclsFAQEBqbsgBcQ2QP4ISXLjuddw44/6RVxHqX4R17t6ICAgICAgICFEjmuPfly62Pfpflrb60Et+xgEBGQIBAQE5A3xDCnVvQkiI0PayJbvSV39KP1gDwQERAIBAQFpnZFzm0zlGf+SG2XZR8Ue6KUcspqL/R5cXf3WPQRSQCYDBATEAinfHvl7gYQCCQUSCiQUSCiQUCChQEKBhAIJBRIKJBRIKJBQIKFAQoGEAgkFEgokFEgokFAgoUBCgYQCCQUSCiTU10H+A18QbN/cAUChAAAAAElFTkSuQmCC)