Title: Windsor Vacation Home Rentals from CA $191: Search Top Private Vacation Homes for Rent | Expedia.ca

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## Check prices for these dates

In two weeks

[Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=7880&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=7880&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=7880&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=7880&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Windsor vacation homes

![Interior](https://images.trvl-media.com/lodging/76000000/75640000/75632700/75632625/f059c34f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/76000000/75640000/75632700/75632625/8b2c4e5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/76000000/75640000/75632700/75632625/7528e649.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, stereo, offices](https://images.trvl-media.com/lodging/76000000/75640000/75632700/75632625/da9f051c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lakefront - King - W&D - Fire Pit - Kayaks - SUPs

[](https://www.expedia.ca/Coventry-Hotels-Lakefront-King-WD-Fire-Pit-Kayaks-SUPs.h75632625.Hotel-Information)

Coventry Lake

9.8/10

Exceptional

(36 reviews)

"We were in town for a family event and the cottage was a perfect choice!Very comfortable, well appointed and just steps from the lake!I'll definitely book again next time I'm in town!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

George J.

CA $132

CA $349 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Coventry-Hotels-Lakefront-King-WD-Fire-Pit-Kayaks-SUPs.h75632625.Hotel-Information)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/113000000/112170000/112167200/112167151/0213f810.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/113000000/112170000/112167200/112167151/f9881b22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/113000000/112170000/112167200/112167151/ccdc7163.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/113000000/112170000/112167200/112167151/171c7ecd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Serene Skyway Retreat

[](https://www.expedia.ca/Windsor-Locks-Hotels-The-Serene-Skyway-Retreat.h112167151.Hotel-Information)

Windsor Locks

9.0/10

Wonderful

(12 reviews)

"Pretty house. Great host. Enjoyable stay. Will definitely consider renting it out again, if the opportunity arises.."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Apex A.

CA $107

CA $383 total

includes taxes & fees

Jan 27 - Jan 28

[](https://www.expedia.ca/Windsor-Locks-Hotels-The-Serene-Skyway-Retreat.h112167151.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/84000000/83560000/83559100/83559048/d6841a25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/84000000/83560000/83559100/83559048/w752h683x136y0-5c331869.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/84000000/83560000/83559100/83559048/4c6eb07b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83560000/83559100/83559048/587f9f06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern & Cozy Cape | 4 Bedroom House | Central Location

[](https://www.expedia.ca/Manchester-Hotels-Modern-Cozy-Cape-4-Bedroom-House-Central-Location.h83559048.Hotel-Information)

Manchester Center

10/10

Exceptional

(5 reviews)

"This house was perfect for the 4 of us. We all had our own bedroom and shared the bath. It’s very clean and close to everywhere we were going! The home is modern and the beds were comfy! I would stay there again. Great home! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lorie D.

CA $168

CA $397 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Manchester-Hotels-Modern-Cozy-Cape-4-Bedroom-House-Central-Location.h83559048.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/123000000/122420000/122414000/122413946/w1318h869x1y0-41846b87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/123000000/122420000/122414000/122413946/w1316h879x2y3-65b770cb.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/123000000/122420000/122414000/122413946/w1318h874x1y9-cd7269f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/123000000/122420000/122414000/122413946/w1318h872x1y0-9cb07866.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Welcoming 3-bedroom house- Gardner home

[](https://www.expedia.ca/Chicopee-Hotels-Welcoming-3-Bedroom-House-Gardner-Home.h122413946.Hotel-Information)

Chicopee

10/10

Exceptional

(1 review)

"Overall had a great stay, the space is cozy and welcoming."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Gracie B.

CA $167

CA $485 total

includes taxes & fees

Jan 25 - Jan 26

[](https://www.expedia.ca/Chicopee-Hotels-Welcoming-3-Bedroom-House-Gardner-Home.h122413946.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107980000/107976300/107976290/4b81b28a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107980000/107976300/107976290/944b8ea3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, towels](https://images.trvl-media.com/lodging/108000000/107980000/107976300/107976290/a553acc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/108000000/107980000/107976300/107976290/79785396.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Apartment in Berlin

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

Berlin

9.2/10

Wonderful

(5 reviews)

"Place was great, not to small and not to big. Beds were extremely comfortable. Berlin is a busy town but the house in tucked far enough away from it all. Great place and would gladly stay again! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Daniel L.

CA $141

CA $414 total

includes taxes & fees

Jan 19 - Jan 20

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

![Exterior](https://images.trvl-media.com/lodging/112000000/111110000/111107100/111107034/42181017.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111110000/111107100/111107034/7e65e0ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111110000/111107100/111107034/ffcbfb18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/112000000/111110000/111107100/111107034/47595254.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Family Stays: Middletown, CT

[](https://www.expedia.ca/Middletown-Hotels-Family-Stays-In-Middletown.h111107034.Hotel-Information)

Middletown

10/10

Exceptional

(20 reviews)

"A truly wonderful experience! The host and home were amazing and we’ll definitely be staying here again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Harmony R.

CA $174

CA $331 total

includes taxes & fees

Feb 1 - Feb 2

[](https://www.expedia.ca/Middletown-Hotels-Family-Stays-In-Middletown.h111107034.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/120000000/119310000/119305500/119305470/faf6d210.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/120000000/119310000/119305500/119305470/96041570.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/120000000/119310000/119305500/119305470/eb680fc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119310000/119305500/119305470/1b8a6cf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Guest Suite in Historic Home

[](https://www.expedia.ca/Middletown-Hotels-Cozy-Guest-Suite-In-Historic-Home.h119305470.Hotel-Information)

Middletown

10/10

Exceptional

(1 review)

"Perfect for a single traveler. Clean, roomy, quaint room. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Brooke

CA $205

CA $299 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Middletown-Hotels-Cozy-Guest-Suite-In-Historic-Home.h119305470.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/108000000/107910000/107908200/107908182/65684bb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107910000/107908200/107908182/48b3f521.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/108000000/107910000/107908200/107908182/a7b85d21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/108000000/107910000/107908200/107908182/429f7d7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 3-Bedroom Home with Modern Comforts in West Hartford

[](https://www.expedia.ca/West-Hartford-Hotels-Charming-3-Bedroom-Home-With-Modern-Comforts-In-West-Hartford.h107908182.Hotel-Information)

West Hartford

8.6/10

Excellent

(9 reviews)

"Great house in a safe neighborhood with a fenced in yard. Amenities provided. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ben H.

[](https://www.expedia.ca/West-Hartford-Hotels-Charming-3-Bedroom-Home-With-Modern-Comforts-In-West-Hartford.h107908182.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/97000000/96540000/96536700/96536605/7fcc7a7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/97000000/96540000/96536700/96536605/w1784h1200x16y0-88225155.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/97000000/96540000/96536700/96536605/d45d47bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96540000/96536700/96536605/21a78243.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern \~ 3 Bedroom House \~ Sleeps 8 \~ 11 mins to Hartford

[](https://www.expedia.ca/Manchester-Hotels-Modern-3-Bedroom-House-Sleeps-8-11-Mins-To-Hartford.h96536605.Hotel-Information)

Manchester

9.4/10

Exceptional

(15 reviews)

"House was great & close to where we needed to be. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Erica M.

CA $166

CA $392 total

includes taxes & fees

Jan 25 - Jan 26

[](https://www.expedia.ca/Manchester-Hotels-Modern-3-Bedroom-House-Sleeps-8-11-Mins-To-Hartford.h96536605.Hotel-Information)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/123000000/122500000/122493300/122493219/a0ee27b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122500000/122493300/122493219/de0359b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/123000000/122500000/122493300/122493219/5cbf3c9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/123000000/122500000/122493300/122493219/b781e6ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### One private bedroom with work space and shared home with spa.

[](https://www.expedia.ca/Rocky-Hill-Hotels-One-Private-Bedroom-With-Work-Space-And-Shared-Home-With-Spa.h122493219.Hotel-Information)

Rocky Hill

CA $128

CA $191 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Rocky-Hill-Hotels-One-Private-Bedroom-With-Work-Space-And-Shared-Home-With-Spa.h122493219.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99480000/99476700/99476616/7ce55fe4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99480000/99476700/99476616/b3af2d99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/100000000/99480000/99476700/99476616/519bb10d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/100000000/99480000/99476700/99476616/897c3b48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### #26 Beautifully Renovated 2 BR Home

[](https://www.expedia.ca/Plainville-Hotels-26-Beautifully-Renovated-2-BR-Home.h99476616.Hotel-Information)

Plainville

10/10

Exceptional

(4 reviews)

"We thoroughly enjoyed our stay! The space was great for our family of 4\. Would recommend!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

LaTanya W.

CA $147

CA $316 total

includes taxes & fees

Jan 25 - Jan 26

[](https://www.expedia.ca/Plainville-Hotels-26-Beautifully-Renovated-2-BR-Home.h99476616.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120160000/120154600/120154530/cc66b38a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/121000000/120160000/120154600/120154530/9ff13486.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/121000000/120160000/120154600/120154530/4aa32ff8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120160000/120154600/120154530/a5cf8156.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.ca/Windsor-Locks-Hotels-Welcome-To-The-Hangar.h120154530.Hotel-Information)

Windsor Locks

10/10

Exceptional

(4 reviews)

"Yes the host was amazing! Great communication, clean house, over all great stay "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Arannie G.

CA $262

CA $624 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/Windsor-Locks-Hotels-Welcome-To-The-Hangar.h120154530.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/125000000/124020000/124011600/124011589/69fbcc7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/125000000/124020000/124011600/124011589/91f850f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/125000000/124020000/124011600/124011589/a6b99363.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/125000000/124020000/124011600/124011589/1ee307a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Entire guest suite in South Windsor, Connecticut

[](https://www.expedia.ca/South-Windsor-Hotels-Entire-Guest-Suite-In-South-Windsor.h124011589.Hotel-Information)

South Windsor

CA $93

CA $134 total

includes taxes & fees

Jan 25 - Jan 26

[](https://www.expedia.ca/South-Windsor-Hotels-Entire-Guest-Suite-In-South-Windsor.h124011589.Hotel-Information)

![TV, fireplace](https://images.trvl-media.com/lodging/125000000/124280000/124272600/124272574/a7fedcd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Iron/ironing board, travel crib, WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124280000/124272600/124272574/17e80c42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/125000000/124280000/124272600/124272574/f81279c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/125000000/124280000/124272600/124272574/2b72b228.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Willow Haven 2BR Cozy Retreat, Close to Hartford

[](https://www.expedia.ca/Manchester-Hotels-Willow-Haven-2BR-Cozy-Retreat.h124272574.Hotel-Information)

Manchester

CA $137

CA $523 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Manchester-Hotels-Willow-Haven-2BR-Cozy-Retreat.h124272574.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/105000000/104210000/104205300/104205230/1510f0db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/105000000/104210000/104205300/104205230/d40c9174.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)

![Dining](https://images.trvl-media.com/lodging/105000000/104210000/104205300/104205230/df85ca4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Newly Beautiful renovated first floor apartment getaway

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

Forest Park

8.8/10

Excellent

(3 reviews)

"This was a spacious 4 bedroom. Clean and smooth check in and out. Thank you for having me and my guest "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Alyssa A.

CA $232

CA $479 total

includes taxes & fees

Jan 19 - Jan 20

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

![Interior](https://images.trvl-media.com/lodging/109000000/108190000/108188500/108188444/76ed01a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/109000000/108190000/108188500/108188444/f02ef755.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108190000/108188500/108188444/7a78b0cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/109000000/108190000/108188500/108188444/349b6d9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stylish Townhome | Perfect for Family Gatherings & Events

[](https://www.expedia.ca/Bloomfield-Hotels-Stylish-Townhome-Perfect-For-Family-Gatherings-Events.h108188444.Hotel-Information)

Bloomfield

10/10

Exceptional

(4 reviews)

"The house was newer and the living room and kitchen had open layout that enabled to spend quality time with family."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Muhammad G.

CA $429

CA $1,004 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/Bloomfield-Hotels-Stylish-Townhome-Perfect-For-Family-Gatherings-Events.h108188444.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113210000/113200800/113200740/0ed108d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books, stereo](https://images.trvl-media.com/lodging/114000000/113210000/113200800/113200740/8a868c6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/114000000/113210000/113200800/113200740/8c13c550.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113210000/113200800/113200740/b853d2e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Olde Tobacco Barn - East Granby close to airport, restaurants & things to do

[](https://www.expedia.ca/East-Granby-Hotels-The-Olde-Tobacco-Barn-East-Granby-Close-To-Airport.h113200740.Hotel-Information)

East Granby

8.6/10

Excellent

(4 reviews)

"Great Stay at the Olde Tobacco Barn. Was here for a work trip, and the place was perfect for our needs. House is set back really nicely and private. Host was super responsive and easy to deal with. Overall 5/5 stay. Thank you!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sgt W.

CA $282

CA $722 total

includes taxes & fees

Jan 31 - Feb 1

[](https://www.expedia.ca/East-Granby-Hotels-The-Olde-Tobacco-Barn-East-Granby-Close-To-Airport.h113200740.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/111000000/110280000/110277700/110277642/ba18a7c0_edited_869d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110280000/110277700/110277642/c57ac140.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110280000/110277700/110277642/d90b7b1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110280000/110277700/110277642/9a3d1cee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield

[](https://www.expedia.ca/Springfield-Hotels-Charming-Clean-4-Bedroom-House-With-AC-And-WiFi-In-Wonderful-Springfield.h110277642.Hotel-Information)

Sixteen Acres

8.8/10

Excellent

(5 reviews)

"Overall great spot and very clean. Lots of space to accommodate large groups, and the listing is transparent. The only reason I took off 1 star is all of the beds were very stiff and uncomfortable, which unfortunately would keep me from rebooking. However, if that doesn’t bother you, this place is a great little spot to stay the night if you’re in the area. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lauren H.

CA $288

CA $507 total

includes taxes & fees

Jan 21 - Jan 22

[](https://www.expedia.ca/Springfield-Hotels-Charming-Clean-4-Bedroom-House-With-AC-And-WiFi-In-Wonderful-Springfield.h110277642.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/116000000/115350000/115342500/115342483/fbe8ead8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/116000000/115350000/115342500/115342483/11b1d73a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/116000000/115350000/115342500/115342483/f6b166ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/116000000/115350000/115342500/115342483/d0780231.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Elegant 7BR 2.5Bath Victorian Gem Sleeps 16+

[](https://www.expedia.ca/Springfield-Hotels-Elegant-7Bed-25Bath-Victorian-Home.h115342483.Hotel-Information)

McKnight

10/10

Exceptional

(2 reviews)

"Apt was very spacious and welcoming. Kitchen gets really warm when you cook but with ac units in every room the rest of the house is comfortable. Definitely a place to stay. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

ERIC m.

CA $1,102

CA $1,822 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Springfield-Hotels-Elegant-7Bed-25Bath-Victorian-Home.h115342483.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/52000000/51690000/51685500/51685419/9a65e246.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/52000000/51690000/51685500/51685419/4f70f9c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/52000000/51690000/51685500/51685419/5cde5267.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/52000000/51690000/51685500/51685419/a2142536.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville

[](https://www.expedia.ca/Canton-Hotels-Gorgeous-River-Views-On-Rails-To-Trails-And-Just-Steps-To-Quaint-Collinsville.h51685419.Hotel-Information)

Collinsville

10/10

Exceptional

(61 reviews)

"Fabulous location. I can honestly say cleanest VRBO we’ve ever stayed!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jeanmarie G.

CA $294

CA $549 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Canton-Hotels-Gorgeous-River-Views-On-Rails-To-Trails-And-Just-Steps-To-Quaint-Collinsville.h51685419.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=2026-02-01&endDate=2026-02-02&regionId=7880&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+Connecticut%2C+United+States+of+America&regionId=7880&latLong=41.8526%2C-72.6437&adults=2&startDate=2026-04-18&d1=2026-04-18&endDate=2026-04-21&d2=2026-04-21&lodging=APARTMENT)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+Connecticut%2C+United+States+of+America&regionId=7880&latLong=41.8526%2C-72.6437&adults=2&startDate=2026-04-18&d1=2026-04-18&endDate=2026-04-21&d2=2026-04-21&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+Connecticut%2C+United+States+of+America&regionId=7880&latLong=41.8526%2C-72.6437&adults=2&startDate=2026-04-18&d1=2026-04-18&endDate=2026-04-21&d2=2026-04-21&lodging=COTTAGE)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+Connecticut%2C+United+States+of+America&regionId=7880&latLong=41.8526%2C-72.6437&adults=2&startDate=2026-04-18&d1=2026-04-18&endDate=2026-04-21&d2=2026-04-21&lodging=CONDO)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Windsor%2C+Connecticut%2C+United+States+of+America&regionId=7880&latLong=41.8526%2C-72.6437&adults=2&startDate=2026-04-18&d1=2026-04-18&endDate=2026-04-21&d2=2026-04-21&lodging=CABIN)

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## Top Windsor Hotel Reviews

![The Farmington Inn & Suites](https://images.trvl-media.com/lodging/1000000/20000/10200/10185/1c89931a_y.jpg)

### The Farmington Inn & Suites

10/10 Excellent

"The staff were very helpful.The had a great breakfast and clean tables. The room was very clean.They had coffee and flavored drinks at a station when you came in.This was a very good stay."

[](https://expedia.ca/Hartford-Hotels-The-Farmington-Inn-Suites.h10185.Hotel-Information)

![Hampton Inn & Suites Hartford/East Hartford](https://images.trvl-media.com/lodging/3000000/2950000/2943100/2943093/5cf369a5_y.jpg)

### Hampton Inn & Suites Hartford/East Hartford

10/10 Excellent

"Great staff. Clean, comfortable room."

[](https://expedia.ca/Hartford-Hotels-Hampton-Inn-Suites-HartfordEast-Hartford.h2943093.Hotel-Information)

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

### HYATT house Hartford North/Windsor

10/10 Excellent

"Excellent customer service throughout the hotel."

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

![DoubleTree by Hilton Hartford Downtown](https://images.trvl-media.com/lodging/1000000/10000/1700/1637/1dfc2c6d_y.jpg)

### DoubleTree by Hilton Hartford Downtown

10/10 Excellent

"Good"

[](https://expedia.ca/Hartford-Hotels-Hilton-Hartford.h1637.Hotel-Information)

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

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

10/10 Excellent

"Everything was great "

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

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

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

10/10 Excellent

"Clean room, friendly staff. Recommended."

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

![Residence Inn by Marriott Hartford/Windsor](https://images.trvl-media.com/lodging/1000000/20000/18200/18141/5604e365_y.jpg)

### Residence Inn by Marriott Hartford/Windsor

10/10 Excellent

"The size of the loft was very spacious very accommodating. Will definite visit again"

[](https://expedia.ca/Hartford-Hotels-Residence-Inn-By-Marriott-HartfordWindsor.h18141.Hotel-Information)

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

### Holiday Inn Express Southington by IHG

10/10 Excellent

"The staff was kind and courteous from the moment we arrived. Our room was very clean and our breakfast was good as well. We would most likely return if in the area in the future."

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

![Candlewood Suites Windsor Locks Bradley Arpt by IHG](https://images.trvl-media.com/lodging/2000000/1620000/1619200/1619197/f7719b06_y.jpg)

### Candlewood Suites Windsor Locks Bradley Arpt by IHG

10/10 Excellent

"Room was clean and comfortable and easy check in."

[](https://expedia.ca/Hartford-Hotels-Candlewood-Suites-Windsor-Locks-Bradley-Arpt.h1619197.Hotel-Information)

## Find out more about Windsor

## Windsor Vacation Homes information

| Number of reviews | 178                |
| ----------------- | ------------------ |
| Accommodation     | 204 Vacation Homes |
| Lowest Price      | CA $191            |
| Highest Price     | CA $1,822          |

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- [Flights to Bloomfield ](https://www.expedia.ca/Cheap-Flights-To-Bloomfield.d180160.Travel-Guide-Flights)
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- [Visit North Meadows ](https://www.expedia.ca/Hartford-North-Meadows.dx6346447)
- [Visit South Windsor ](https://www.expedia.ca/South-Windsor.dx6175902)
- [Visit Stowe Village Housing Project ](https://www.expedia.ca/Stowe-Village-Housing-Project.dx553248635975848763)
- [Windsor Historical Society ](https://www.expedia.ca/Windsor-Historical-Society-Windsor.d553248621555471516.Vacation-Attraction)
- [Visit Windsor Locks ](https://www.expedia.ca/Windsor-Locks.dx7883)

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- [Things to do in Stowe Village Housing Project ](https://www.expedia.ca/Things-To-Do-In-Stowe-Village-Housing-Project.d553248635975848763.Travel-Guide-Activities)
- [Things to do in Windsor Locks ](https://www.expedia.ca/Things-To-Do-In-Windsor-Locks.d7883.Travel-Guide-Activities)

- [Book Vacation Homes in Windsor on Expedia.com ](https://www.expedia.com/Windsor-Private-Vacation-Homes.d7880-aaPrivateVacationHomes.Travel-Guide-Accommodation)