Title: Middletown Vacation Home Rentals from CA $298: 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=8862&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=8862&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=8862&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=8862&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 Middletown vacation homes

![Interior](https://images.trvl-media.com/lodging/120000000/119310000/119305500/119305470/faf6d210.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)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119310000/119305500/119305470/1a3310e1.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)

### Vacation Home in Middletown

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

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 $298 total

includes taxes & fees

Jan 19 - Jan 20

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

![Exterior](https://images.trvl-media.com/lodging/112000000/111110000/111107100/111107034/6924fd2f.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)

### Vacation Home in Middletown

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

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 $329 total

includes taxes & fees

Feb 1 - Feb 2

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

![Smart TV](https://images.trvl-media.com/lodging/102000000/101280000/101274700/101274646/2a0dbd64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101280000/101274700/101274646/5d0bff84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/102000000/101280000/101274700/101274646/0452fb41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels](https://images.trvl-media.com/lodging/102000000/101280000/101274700/101274646/719863dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Middletown

[](https://www.expedia.ca/Middletown-Hotels-29-Modern-5-Bedroom2-Bath.h101274646.Hotel-Information)

9.4/10

Exceptional

(6 reviews)

"Beautiful home and well suited for a peaceful stay. Great neighborhood and a wonderful how. Would recommend the property to anyone."

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

LaToya O.

CA $296

CA $658 total

includes taxes & fees

Jan 31 - Feb 1

[](https://www.expedia.ca/Middletown-Hotels-29-Modern-5-Bedroom2-Bath.h101274646.Hotel-Information)

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

![3 bedrooms, iron/ironing board, free 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)

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

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

### Vacation Home in Washington Street Historic District

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

6.6/10

(4 reviews)

"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."

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

Jenn U.

CA $236

CA $304 total

includes taxes & fees

Jan 26 - Jan 27

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

![Smart TV, books](https://images.trvl-media.com/lodging/106000000/105310000/105302000/105301933/87f067c3.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/106000000/105310000/105302000/105301933/423fe469.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/106000000/105310000/105302000/105301933/469bf8f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105310000/105302000/105301933/8aa6190f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Old Lyme

[](https://www.expedia.ca/Old-Lyme-Hotels-Rogers-Lake-House.h105301933.Hotel-Information)

10/10

Exceptional

(5 reviews)

"My family and I came for an 8 day event from a different state and wanted a clean and comfortable place to stay with our at the time 9 month old daughter. And this place did exactly that. Comfortable and CLEAN. The owner did a great job with details. Even when we had unexpected check out delays the owner showed human empathy. Great place!"

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

Hemie J.

CA $120

CA $554 total

includes taxes & fees

Jan 27 - Jan 28

[](https://www.expedia.ca/Old-Lyme-Hotels-Rogers-Lake-House.h105301933.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/83000000/82830000/82820400/82820354/26e77899.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/83000000/82830000/82820400/82820354/01a608a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/83000000/82830000/82820400/82820354/19ce922b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/83000000/82830000/82820400/82820354/292baab5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Salem

[](https://www.expedia.ca/Salem-Hotels-Gardner-Lake-2-Queen1King2-BathLaundry-Private.h82820354.Hotel-Information)

10/10

Exceptional

(6 reviews)

"Place is nice would stay again "

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

nic

CA $134

CA $503 total

includes taxes & fees

Jan 27 - Jan 28

[](https://www.expedia.ca/Salem-Hotels-Gardner-Lake-2-Queen1King2-BathLaundry-Private.h82820354.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)

### Vacation Home in Berlin

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

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 $140

CA $413 total

includes taxes & fees

Jan 27 - Jan 28

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

![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)

![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/84000000/83560000/83559100/83559048/07002063.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Manchester Center

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

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 $393 total

includes taxes & fees

Jan 22 - Jan 23

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

![Beach](https://images.trvl-media.com/lodging/122000000/121400000/121396500/121396426/891accf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121400000/121396500/121396426/9036247c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/122000000/121400000/121396500/121396426/1c400db4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/122000000/121400000/121396500/121396426/021898ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Westbrook

[](https://www.expedia.ca/Westbrook-Hotels-Beachside-Bliss-W-Game-Room.h121396426.Hotel-Information)

10/10

Exceptional

(1 review)

"Perfect house for 6 guests. Loved that it was close to the beach."

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

Shannon G.

CA $173

CA $678 total

includes taxes & fees

Jan 21 - Jan 22

[](https://www.expedia.ca/Westbrook-Hotels-Beachside-Bliss-W-Game-Room.h121396426.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/108000000/107780000/107779100/107779041/eea5c652.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107780000/107779100/107779041/95b993b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107780000/107779100/107779041/e689a456.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/108000000/107780000/107779100/107779041/a34caa46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Clinton

[](https://www.expedia.ca/Clinton-Hotels-The-Cozy-Glass-House.h107779041.Hotel-Information)

10/10

Exceptional

(3 reviews)

"Beautiful home in a quiet neighborhood. We greatly enjoyed staying at Glass House. "

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

Elya D.

CA $207

CA $760 total

includes taxes & fees

Jan 22 - Jan 23

[](https://www.expedia.ca/Clinton-Hotels-The-Cozy-Glass-House.h107779041.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/117000000/116140000/116130700/116130662/c2ce446b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116140000/116130700/116130662/a893e98a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/117000000/116140000/116130700/116130662/febc46f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, computer monitors](https://images.trvl-media.com/lodging/117000000/116140000/116130700/116130662/b49f5c47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Manchester

[](https://www.expedia.ca/Manchester-Hotels-Cozy-Nest-35BR-2Bath-Home-Manchester-CT.h116130662.Hotel-Information)

9.8/10

Exceptional

(10 reviews)

"Very clean and super comfortable. Would stay here again."

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

vanessa c.

CA $136

CA $352 total

includes taxes & fees

Jan 21 - Jan 22

[](https://www.expedia.ca/Manchester-Hotels-Cozy-Nest-35BR-2Bath-Home-Manchester-CT.h116130662.Hotel-Information)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/66000000/65400000/65396400/65396309/5733ff3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/66000000/65400000/65396400/65396309/fa52948e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/66000000/65400000/65396400/65396309/2ef4f563.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/66000000/65400000/65396400/65396309/64ae65c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Wallingford Center

[](https://www.expedia.ca/Wallingford-Hotels-Once-The-Old-Schools-House-Now-A-Newly-Furnished-Apartment.h65396309.Hotel-Information)

9.0/10

Wonderful

(13 reviews)

"Excellent option for a short stay near the heart of it all in Wallingford."

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

Jeanette W.

CA $160

CA $403 total

includes taxes & fees

Jan 25 - Jan 26

[](https://www.expedia.ca/Wallingford-Hotels-Once-The-Old-Schools-House-Now-A-Newly-Furnished-Apartment.h65396309.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)

![Exterior](https://images.trvl-media.com/lodging/125000000/124020000/124011600/124011589/w1440h960x0y4-884828ed.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)

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

### Vacation Home in South Windsor

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

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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122400000/122391400/122391367/2372fa1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122400000/122391400/122391367/659e94b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/123000000/122400000/122391400/122391367/0984b254.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122400000/122391400/122391367/9d78d185.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Southington

[](https://www.expedia.ca/Southington-Hotels-Welcoming-1500-Square-Foot-3-Bedroom-House-Completely-Remodeled-In-Southington.h122391367.Hotel-Information)

10/10

Exceptional

(1 review)

"We had a great, relaxing Thanksgiving holiday at this spacious Southington, CT home. It was the perfect spot to visit one of my daughters and be able to have my mother-in-law stay with us so we could cook and host Thanksgiving dinner. The house was well-stocked and supplied with everything we needed, and then some; which allowed us to have a stress-free holiday as if we were in our own home. We highly recommend this home and will keep it in mind for future extended stays in the area."

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

Cindy M.

CA $121

CA $690 total

includes taxes & fees

Jan 25 - Jan 26

[](https://www.expedia.ca/Southington-Hotels-Welcoming-1500-Square-Foot-3-Bedroom-House-Completely-Remodeled-In-Southington.h122391367.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/121000000/120160000/120150900/120150878/9e16b0d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi](https://images.trvl-media.com/lodging/121000000/120160000/120150900/120150878/00ea4ccc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120160000/120150900/120150878/2a31845e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/121000000/120160000/120150900/120150878/6f35c24c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Clinton

[](https://www.expedia.ca/Clinton-Hotels-Stylish-Modern-Stay-Steps-From-The-Ocean.h120150878.Hotel-Information)

10/10

Exceptional

(1 review)

"Very Clean and New. Location very convenient to Shopping , Coffee and Winery. Place very very small but Shower was huge and token gifts such as wine and toiletries a big plus . As well as guest for TV for Netflix. Added bonus outdoor space makes up for lack of living room. I would recommend this place and stay again for sure. Also, conveniently located to major highway and safe. "

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

Kelly Z.

CA $225

CA $468 total

includes taxes & fees

Feb 2 - Feb 3

[](https://www.expedia.ca/Clinton-Hotels-Stylish-Modern-Stay-Steps-From-The-Ocean.h120150878.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/77000000/76970000/76963400/76963336/2c0c3b2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/77000000/76970000/76963400/76963336/c08fe3a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/77000000/76970000/76963400/76963336/3be531e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/77000000/76970000/76963400/76963336/89c597eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Fair Haven

[](https://www.expedia.ca/New-Haven-Hotels-Gorgeous-Waterfront-2-Bedroom-1-Bath-Modern-Home.h76963336.Hotel-Information)

7.6/10

Good

(5 reviews)

"Thanks for hosting us! It was clean and nice. For future guests, a long body mirror might be nice but we had a wonderful time and appreciated you bringing us extra towels quickly!"

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

Jamie S.

CA $178

CA $340 total

includes taxes & fees

Jan 20 - Jan 21

[](https://www.expedia.ca/New-Haven-Hotels-Gorgeous-Waterfront-2-Bedroom-1-Bath-Modern-Home.h76963336.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/121000000/120540000/120535400/120535395/f67de75f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/121000000/120540000/120535400/120535395/f5127a87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/121000000/120540000/120535400/120535395/548ae90f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120540000/120535400/120535395/564bbdf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Colchester

[](https://www.expedia.ca/Colchester-Hotels-Charming-Lakeview.h120535395.Hotel-Information)

10/10

Exceptional

(1 review)

"Property was perfect for our Christmas break - very clean and tidy, had everything needed. Beds are comfortable and rooms feel spacious. Check-in was a breeze. Water pressure is a little low in the shower but the owners are aware of the issue. You can't go wrong with staying here!"

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

Meagan P.

CA $292

CA $555 total

includes taxes & fees

Feb 15 - Feb 16

[](https://www.expedia.ca/Colchester-Hotels-Charming-Lakeview.h120535395.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)

![Interior](https://images.trvl-media.com/lodging/97000000/96540000/96536700/96536605/0a291f30.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)

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

### Vacation Home in Manchester

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

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 $165

CA $393 total

includes taxes & fees

Jan 27 - Jan 28

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

![Dining](https://images.trvl-media.com/lodging/60000000/59630000/59625600/59625523/d1cc68c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/60000000/59630000/59625600/59625523/8cacb4e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/60000000/59630000/59625600/59625523/3c6f0ef9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/60000000/59630000/59625600/59625523/41e92d5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Mill River

[](https://www.expedia.ca/New-Haven-Hotels-Stocked-Home-Close-To-Yale.h59625523.Hotel-Information)

9.2/10

Wonderful

(18 reviews)

"Great value very close to university. "

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

Lawrence

CA $206

CA $352 total

includes taxes & fees

Jan 18 - Jan 19

[](https://www.expedia.ca/New-Haven-Hotels-Stocked-Home-Close-To-Yale.h59625523.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)

![Smart TV](https://images.trvl-media.com/lodging/100000000/99480000/99476700/99476616/97b3c47c.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)

![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)

### Vacation Home in Plainville

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

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 $315 total

includes taxes & fees

Jan 25 - Jan 26

[](https://www.expedia.ca/Plainville-Hotels-26-Beautifully-Renovated-2-BR-Home.h99476616.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=2026-01-30&endDate=2026-01-31&regionId=8862&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=Middletown%2C+Connecticut%2C+United+States+of+America&regionId=8862&latLong=41.562321%2C-72.65065&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=APARTMENT)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Middletown%2C+Connecticut%2C+United+States+of+America&regionId=8862&latLong=41.562321%2C-72.65065&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=VACATION_HOME)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Middletown%2C+Connecticut%2C+United+States+of+America&regionId=8862&latLong=41.562321%2C-72.65065&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=CONDO)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Middletown%2C+Connecticut%2C+United+States+of+America&regionId=8862&latLong=41.562321%2C-72.65065&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=COTTAGE)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Middletown%2C+Connecticut%2C+United+States+of+America&regionId=8862&latLong=41.562321%2C-72.65065&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=CABIN)

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## Top Middletown Hotel Reviews

![Water's Edge Resort & Spa](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/3723d6b0_y.jpg)

### Water's Edge Resort & Spa

10/10 Excellent

"Great room and staff"

[](https://expedia.ca/Old-Saybrook-Hotels-Waters-Edge-Resort-Spa.h9679841.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)

![Home2 Suites by Hilton East Haven New Haven](https://images.trvl-media.com/lodging/1000000/10000/1500/1461/b5c018f9_y.jpg)

### Home2 Suites by Hilton East Haven New Haven

10/10 Excellent

"Beautifully appointed, great staff, comfortable beds and hearty breakfast!! We’d have no problem recommending this hotel to family and friends. 😁"

[](https://expedia.ca/East-Haven-Hotels-Home2-Suites-By-Hilton-East-Haven-New-Haven.h1461.Hotel-Information)

![Hampton Inn & Suites Hartford/Farmington](https://images.trvl-media.com/lodging/3000000/2980000/2970600/2970540/393f3b68_y.jpg)

### Hampton Inn & Suites Hartford/Farmington

10/10 Excellent

"Excellent service start to finish "

[](https://expedia.ca/Hartford-Hotels-Hampton-Inn-And-Suites-HartfordFarmington.h2970540.Hotel-Information)

![Omni New Haven Hotel at Yale](https://images.trvl-media.com/lodging/1000000/50000/50000/49957/7466af25_y.jpg)

### Omni New Haven Hotel at Yale

10/10 Excellent

"Clean and good size room with comfortable king bed. "

[](https://expedia.ca/New-Haven-Hotels-Omni-New-Haven-Hotel-At-Yale.h49957.Hotel-Information)

![New Haven Hotel](https://images.trvl-media.com/lodging/1000000/40000/36800/36721/d665dc9c_y.jpg)

### New Haven Hotel

10/10 Excellent

" Reds to offer breakfast again "

[](https://expedia.ca/New-Haven-Hotels-New-Haven-Hotel.h36721.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)

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

### Extended Stay America Suites Hartford Farmington

10/10 Excellent

"Yes"

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

"Close to Peoples Bank Area…nice and convenient "

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

## Find out more about Middletown

## Middletown Vacation Homes information

| Number of reviews | 103                |
| ----------------- | ------------------ |
| Accommodation     | 356 Vacation Homes |
| Lowest Price      | CA $298            |
| Highest Price     | CA $760            |

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