Title: Middletown Vacation Rentals from CA $221: Short-Term Rentals for 2026 | Expedia.ca

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## Check prices for these dates

In two weeks

[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 two months

[May 22 - May 24](https://www.expedia.ca/Hotel-Search?regionId=8862&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 19 - Jun 21](https://www.expedia.ca/Hotel-Search?regionId=8862&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 17 - Jul 19](https://www.expedia.ca/Hotel-Search?regionId=8862&startDate=2026-07-17&endDate=2026-07-19&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 rentals

![Smart TV](https://images.trvl-media.com/lodging/102000000/101280000/101274700/101274646/2a0dbd64.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)

![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)

### #29 - Modern 5 Bedroom/2 Bath

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

Middletown

9.4/10

Exceptional

(6 reviews)

"Great place! "

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

Gail R.

CA $248

CA $595 total

includes taxes & fees

Mar 29 - Mar 30

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

![Interior](https://images.trvl-media.com/lodging/120000000/119310000/119305500/119305470/1b8a6cf5.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)

### 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 $204

CA $297 total

includes taxes & fees

Mar 28 - Mar 29

[](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)

![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)

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

(23 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 $159

CA $309 total

includes taxes & fees

Apr 27 - Apr 28

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/125000000/124550000/124548600/124548580/f69faf0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/125000000/124550000/124548600/124548580/e73f60c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, towels](https://images.trvl-media.com/lodging/125000000/124550000/124548600/124548580/2806dfd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124550000/124548600/124548580/e3f04cda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2BR Apartment Near Wesleyan 301

[](https://www.expedia.ca/Middletown-Hotels-Apartment-In-Middletown-Wesleyan-301.h124548580.Hotel-Information)

Washington Street Historic District

10/10

Exceptional

(1 review)

"The living quarters was clean, no bugs, essentials provided (except laundry detergent and hair dryer), quiet residence, muddy parking lot, safe neighborhood, great communication and ease of parking and entry. "

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

Joanne L.

CA $126

CA $376 total

includes taxes & fees

Mar 31 - Apr 1

[](https://www.expedia.ca/Middletown-Hotels-Apartment-In-Middletown-Wesleyan-301.h124548580.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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118660000/118652100/118652073/8fa7cd5c.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)

![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)

### 3-bedroom Unit in tranquil Middletown

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

Washington Street Historic District

7.2/10

Good

(5 reviews)

"Nice place"

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

Jousette C.

CA $305

CA $393 total

includes taxes & fees

Mar 30 - Mar 31

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100810000/100806600/100806543/df8d53e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100810000/100806600/100806543/6d0e296f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/101000000/100810000/100806600/100806543/5dcc2550.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/101000000/100810000/100806600/100806543/e8e51463.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Private Apt in Middletown-Wesleyan 101

[](https://www.expedia.ca/Middletown-Hotels-Private-Apt-In-Middletown-Wesleyan.h100806543.Hotel-Information)

Washington Street Historic District

6.0/10

(2 reviews)

"The apartment was exactly what we needed to rest between events at Wesleyan. Good communication, fixed an air conditioner and added one prior to our arrival (and it was very very hot. So it was appreciated."

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

Carolyn O.

CA $126

CA $376 total

includes taxes & fees

Mar 31 - Apr 1

[](https://www.expedia.ca/Middletown-Hotels-Private-Apt-In-Middletown-Wesleyan.h100806543.Hotel-Information)

![Room](https://images.trvl-media.com/lodging/128000000/127750000/127749700/127749655/c5549e66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room](https://images.trvl-media.com/lodging/128000000/127750000/127749700/127749655/e8bf7cbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/128000000/127750000/127749700/127749655/77ff13e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bathroom](https://images.trvl-media.com/lodging/128000000/127750000/127749700/127749655/f168b7ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 3 BR Apartment Near Wesleyan 201

[](https://www.expedia.ca/Middletown-Hotels-3-BR-Apartment-Near-Wesleyan-201.h127749655.Hotel-Information)

Washington Street Historic District

CA $127

CA $379 total

includes taxes & fees

Mar 30 - Mar 31

[](https://www.expedia.ca/Middletown-Hotels-3-BR-Apartment-Near-Wesleyan-201.h127749655.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/128000000/127330000/127328400/127328342/31fbd89b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bathroom](https://images.trvl-media.com/lodging/128000000/127330000/127328400/127328342/5afcdd93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/128000000/127330000/127328400/127328342/8062bf84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room](https://images.trvl-media.com/lodging/128000000/127330000/127328400/127328342/1510bf6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 3 BR Apartment Near Wesleyan 202

[](https://www.expedia.ca/Middletown-Hotels-3-BR-Apartment-Near-Wesleyan-202.h127328342.Hotel-Information)

Washington Street Historic District

CA $152

CA $464 total

includes taxes & fees

Mar 29 - Mar 30

[](https://www.expedia.ca/Middletown-Hotels-3-BR-Apartment-Near-Wesleyan-202.h127328342.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/123000000/122140000/122137200/122137179/3f4ff285.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/123000000/122140000/122137200/122137179/fdea74c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122140000/122137200/122137179/b307e14f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122140000/122137200/122137179/9a061298.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2BR Apartment Near Wesleyan 102

[](https://www.expedia.ca/Middletown-Hotels-Apartment-In-Middletown-Wesleyan102.h122137179.Hotel-Information)

Washington Street Historic District

CA $146

CA $402 total

includes taxes & fees

Apr 12 - Apr 13

[](https://www.expedia.ca/Middletown-Hotels-Apartment-In-Middletown-Wesleyan102.h122137179.Hotel-Information)

![View from property](https://images.trvl-media.com/lodging/111000000/110240000/110235400/110235311/b135be5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Desk, laptop workspace, bed sheets](https://images.trvl-media.com/lodging/111000000/110240000/110235400/110235311/0c6e71a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/111000000/110240000/110235400/110235311/ca76e60c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, towels, soap, shampoo](https://images.trvl-media.com/lodging/111000000/110240000/110235400/110235311/544f5445.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

[](https://www.expedia.ca/East-Haddam-Hotels-Postcard-Cabins-Machimoodus.h110235311.Hotel-Information)

East Haddam

9.6/10

Exceptional

(129 reviews)

"Clean rooms - great place "

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

Sebastian

CA $137

CA $221 total

includes taxes & fees

Apr 1 - Apr 2

[](https://www.expedia.ca/East-Haddam-Hotels-Postcard-Cabins-Machimoodus.h110235311.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/83000000/82830000/82820400/82820354/105a51c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby](https://images.trvl-media.com/lodging/83000000/82830000/82820400/82820354/w1349h899x0y1-9b42f827.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/83000000/82830000/82820400/82820354/196a547e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/83000000/82830000/82820400/82820354/4ec5b298.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private

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

Salem

9.8/10

Exceptional

(8 reviews)

"Place is nice would stay again "

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

nic

CA $193

CA $578 total

includes taxes & fees

Mar 30 - Mar 31

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

![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/91000000/91000000/90991500/90991445/2e009ba7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/91000000/91000000/90991500/90991445/b4ee006e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/91000000/91000000/90991500/90991445/0c11d8f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/91000000/91000000/90991500/90991445/a654b98c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 1-bedroom cottage with Grove Beach 🏖️ access.

[](https://www.expedia.ca/Clinton-Hotels-1-Bedroom-Cottage-With-Grove-Beach-Access.h90991445.Hotel-Information)

Clinton

9.6/10

Exceptional

(39 reviews)

"Many local restaurants near by. Christy's for breakfast was very good. "

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

Benjamin H.

CA $136

CA $279 total

includes taxes & fees

Mar 31 - Apr 1

[](https://www.expedia.ca/Clinton-Hotels-1-Bedroom-Cottage-With-Grove-Beach-Access.h90991445.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/109000000/108560000/108551700/108551656/a977434a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108560000/108551700/108551656/73aff020.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108560000/108551700/108551656/1c7fbae6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/109000000/108560000/108551700/108551656/11679e0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 1-bedroom with WiFi, central air, in unit laundry in enjoyable Manchester

[](https://www.expedia.ca/Manchester-Hotels-Cozy-1-Bedroom-With-WiFi.h108551656.Hotel-Information)

Manchester Center

10/10

Exceptional

(7 reviews)

"This place was a welcome respite during our road trip. The host made everything extremely easy for us, a very nice touch when we pulled in road weary. "

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

Matthew F.

CA $156

CA $263 total

includes taxes & fees

Apr 5 - Apr 6

[](https://www.expedia.ca/Manchester-Hotels-Cozy-1-Bedroom-With-WiFi.h108551656.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/105000000/104220000/104216400/104216353/fb869460.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/105000000/104220000/104216400/104216353/ee2358b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/105000000/104220000/104216400/104216353/936d94e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104220000/104216400/104216353/7430c230.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Walk To Goodspeed Opera House!

[](https://www.expedia.ca/East-Haddam-Hotels-Walk-To-Goodspeed-Opera-House.h104216353.Hotel-Information)

East Haddam

9.4/10

Exceptional

(35 reviews)

"Place was clean, beds were comfortable. We were only there one night but was well worth it."

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

Annette L.

CA $126

CA $252 total

includes taxes & fees

Mar 31 - Apr 1

[](https://www.expedia.ca/East-Haddam-Hotels-Walk-To-Goodspeed-Opera-House.h104216353.Hotel-Information)

![Smart TV, fireplace, books, music library](https://images.trvl-media.com/lodging/92000000/91720000/91713800/91713725/65f83363.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/92000000/91720000/91713800/91713725/034a5b48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/92000000/91720000/91713800/91713725/8e45a276.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91720000/91713800/91713725/w750h486x0y3-ef058f17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown

[](https://www.expedia.ca/Higganum-Hotels-Cozy-Comforts-Country-Living-At-Its-Finest-Just-10-Min-To-Downtown-Middletown.h91713725.Hotel-Information)

Haddam

10/10

Exceptional

(28 reviews)

"Fantastic experience from beginning to end! Loved every minute of my stay! "

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

Jody U.

CA $173

CA $356 total

includes taxes & fees

Apr 14 - Apr 15

[](https://www.expedia.ca/Higganum-Hotels-Cozy-Comforts-Country-Living-At-Its-Finest-Just-10-Min-To-Downtown-Middletown.h91713725.Hotel-Information)

![Cookware/dishes/utensils](https://images.trvl-media.com/lodging/96000000/95040000/95032200/95032165/0eb76bfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer](https://images.trvl-media.com/lodging/96000000/95040000/95032200/95032165/d9bfd1d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/96000000/95040000/95032200/95032165/a1d7bab5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, Netflix, streaming services](https://images.trvl-media.com/lodging/96000000/95040000/95032200/95032165/f8e41211.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Urban Oasis 3BR Parking Washer & Dryer Yale East Rock

[](https://www.expedia.ca/New-Haven-Hotels-Urban-Oasis-3BR-Parking-Washer-Dryer-Yale-East-Rock.h95032165.Hotel-Information)

East Rock

9.8/10

Exceptional

(14 reviews)

"wonderful stay - great apartment and location and communication!"

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

Anonymous traveller

CA $132

CA $370 total

includes taxes & fees

Mar 31 - Apr 1

[](https://www.expedia.ca/New-Haven-Hotels-Urban-Oasis-3BR-Parking-Washer-Dryer-Yale-East-Rock.h95032165.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)

![Smart TV](https://images.trvl-media.com/lodging/84000000/83560000/83559100/83559048/4c6eb07b.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)

![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)

### 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

(8 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 $179

CA $409 total

includes taxes & fees

Mar 29 - Mar 30

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

![Smart TV, books](https://images.trvl-media.com/lodging/106000000/105310000/105302000/105301933/947697cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/106000000/105310000/105302000/105301933/259b8f45.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/106000000/105310000/105302000/105301933/0298db95.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/bec199ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Rogers Lake House (87) · CT College+Beach+USCGA

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

Old Lyme

10/10

Exceptional

(5 reviews)

"Host was very responsive. Property as described. We would stay again! "

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

john18250

CA $166

CA $615 total

includes taxes & fees

Mar 29 - Mar 30

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

![Smart TV](https://images.trvl-media.com/lodging/108000000/107910000/107908900/107908877/dca8a0b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/108000000/107910000/107908900/107908877/dcaea56e.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/108000000/107910000/107908900/107908877/6acd806f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/108000000/107910000/107908900/107908877/25e0d982.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 15mins to Hartford, Home in Manchester w/ King Bed

[](https://www.expedia.ca/Manchester-Hotels-15mins-To-Hartford.h107908877.Hotel-Information)

Manchester

9.2/10

Wonderful

(7 reviews)

"Check in easy, great communications - very quick & answered any questions. Great location for what we needed, layout of house was perfect for us, Roku let us stream all the shows we wanted to watch. Ate out so didn’t use kitchen a lot, beds were comfortable. When we come back to visit our daughter will use again. "

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

mike p.

CA $137

CA $353 total

includes taxes & fees

Mar 29 - Mar 30

[](https://www.expedia.ca/Manchester-Hotels-15mins-To-Hartford.h107908877.Hotel-Information)

![5 bedrooms, memory foam beds, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/91000000/90870000/90867500/90867477/5fccfa31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/91000000/90870000/90867500/90867477/74b8760e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/91000000/90870000/90867500/90867477/w1196h636x2y0-503d3bcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/91000000/90870000/90867500/90867477/18eaa6e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### GreenN'Groovy: East Rock 5 mins to DT|Yale 5 beds

[](https://www.expedia.ca/New-Haven-Hotels-Green-N-Groovy-In-The-Heart-Of-East-Rock-Near-DT-Yale-Quaint-And-Comfortable.h90867477.Hotel-Information)

East Rock

10/10

Exceptional

(4 reviews)

"Great place - wish we had more than one night. "

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

Steri-Clean N.

CA $262

CA $616 total

includes taxes & fees

Mar 30 - Mar 31

[](https://www.expedia.ca/New-Haven-Hotels-Green-N-Groovy-In-The-Heart-Of-East-Rock-Near-DT-Yale-Quaint-And-Comfortable.h90867477.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=2026-04-10&endDate=2026-04-11&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=2026-06-25&d1=2026-06-25&endDate=2026-06-28&d2=2026-06-28&lodging=APARTMENT)

Cabins

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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=2026-06-25&d1=2026-06-25&endDate=2026-06-28&d2=2026-06-28&lodging=VACATION_HOME)

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=2026-06-25&d1=2026-06-25&endDate=2026-06-28&d2=2026-06-28&lodging=COTTAGE)

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=2026-06-25&d1=2026-06-25&endDate=2026-06-28&d2=2026-06-28&lodging=CONDO)

Houseboats

[](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=2026-06-25&d1=2026-06-25&endDate=2026-06-28&d2=2026-06-28&lodging=HOUSE_BOAT)

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## Top Middletown Hotel Reviews

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

### New Haven Hotel

6/10 Okay

"There was no breakfast at all. There was no microwave in the room. I would stay again because the location is good and the hotel was clean. Had to pay $25/day for parking but I guess in the city is necessary. "

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

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

### The Farmington Inn & Suites

10/10 Excellent

"Yes and Yes"

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

![Inn at Middletown](https://images.trvl-media.com/lodging/7000000/6750000/6747900/6747876/f9a612a7_y.jpg)

### Inn at Middletown

10/10 Excellent

"Cute historic hotel in downtown Middletown "

[](https://expedia.ca/Hartford-Hotels-Inn-At-Middletown.h6747876.Hotel-Information)

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

### The Capitol Hotel

4/10 Poor

"The bed is hard and not comfortable to sleep in . Location is very great "

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

![Courtyard by Marriott Waterbury Downtown](https://images.trvl-media.com/lodging/1000000/40000/34300/34227/5fee96a0_y.jpg)

### Courtyard by Marriott Waterbury Downtown

10/10 Excellent

"Amazing clean quiet respectful helpful good time and experience "

[](https://expedia.ca/New-Haven-Hotels-Courtyard-By-Marriott-Waterbury-Downtown.h34227.Hotel-Information)

![Omni New Haven Hotel at Yale](https://images.trvl-media.com/lodging/1000000/50000/50000/49957/b7b5473a_y.jpg)

### Omni New Haven Hotel at Yale

10/10 Excellent

"Excellent, friendly staff and a large comfortable room."

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

![Best Western Hartford Hotel & Suites](https://images.trvl-media.com/lodging/1000000/20000/12200/12156/f12c6689_y.jpg)

### Best Western Hartford Hotel & Suites

10/10 Excellent

"Staff very friendly. Room was clean"

[](https://expedia.ca/Hartford-Hotels-Best-Western-Hartford-Hotel-Suites.h12156.Hotel-Information)

![Holiday Inn Express Southington by IHG](https://images.trvl-media.com/lodging/1000000/10000/4000/3929/06fc08bd_y.jpg)

### Holiday Inn Express Southington by IHG

10/10 Excellent

"Thank you A really nice time "

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

![Water's Edge Resort & Spa](https://images.trvl-media.com/lodging/10000000/9680000/9679900/9679841/fc6ee41c_y.jpg)

### Water's Edge Resort & Spa

10/10 Excellent

"The room was perfect, staff was excellent, parking was right next to my room. Best Breakfast Sausage ever."

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

## Find out more about Middletown

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Middletown. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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- [Québec Vacation Rentals ](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals)

- [Vacation Homes in Middletown ](https://expedia.ca/Middletown-Private-Vacation-Homes.d8862-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in Middletown ](https://expedia.ca/Middletown-Apartments.d8862-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Middletown ](https://expedia.ca/Middletown-Cottages.d8862-aaCottages.Travel-Guide-Accommodation)
- [Motels in Middletown ](https://expedia.ca/Middletown-Motels.d8862-aaMotels.Travel-Guide-Accommodation)
- [Condo Rentals in Middletown ](https://expedia.ca/Middletown-Condos.d8862-aaCondos.Travel-Guide-Accommodation)
- [B&B in Middletown ](https://expedia.ca/Middletown-Bed-And-Breakfast.d8862-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Cabin Rentals in Middletown ](https://expedia.ca/Middletown-Cabins.d8862-aaCabins.Travel-Guide-Accommodation)
- [Guest Houses in Middletown ](https://expedia.ca/Middletown-Guest-Houses.d8862-aaGuestHouses.Travel-Guide-Accommodation)
- [Resorts in Middletown ](https://expedia.ca/Middletown-Resort-Hotels.d8862-aaResortHotels.Travel-Guide-Accommodation)
- [Farmstay in Middletown ](https://expedia.ca/Middletown-Agritourism.d8862-aaAgritourism.Travel-Guide-Accommodation)
- [Inns in Middletown ](https://expedia.ca/Middletown-Inns.d8862-aaInns.Travel-Guide-Accommodation)
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- [RV Parks in Middletown ](https://expedia.ca/Middletown-RV-Parks.d8862-aaRVParks.Travel-Guide-Accommodation)

## Frequently asked questions

### Are there vacation rentals in Middletown?

### What are some of the best vacation rentals that Middletown has to offer?

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

### What’s there to see and do in Middletown?

### What’s a vacation rental in Middletown like?

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