Title: Middletown Vacation Rentals from $171: Search Short-Term Rentals | Expedia.com

[Middletown Travel Guide](https://expedia.com/Middletown.dx8862)[Hotels in Middletown](https://expedia.com/Middletown-Hotels.d8862.Travel-Guide-Hotels)[Flights to Middletown](https://expedia.com/Cheap-Flights-To-Middletown.d8862.Travel-Guide-Flights)[Car Rentals in Middletown](https://expedia.com/Car-Rentals-In-Middletown.d8862.Car-Rental-Guide)[Middletown Vacation Packages](https://expedia.com/Middletown.d8862.Destination-Travel-Guides)

![Lodging Image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

## Check prices for these dates

In two weeks

[Mar 13 - Mar 15](https://www.expedia.com/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 two months

[Apr 24 - Apr 26](https://www.expedia.com/Hotel-Search?regionId=8862&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 22 - May 24](https://www.expedia.com/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 four months

[Jun 19 - Jun 21](https://www.expedia.com/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)

## Our top choices for Middletown vacation rentals

![Property grounds](https://images.trvl-media.com/lodging/91000000/90710000/90707200/90707157/f4556137.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/91000000/90710000/90707200/90707157/d2e5a74a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/91000000/90710000/90707200/90707157/772b2c5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/91000000/90710000/90707200/90707157/28ce53e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### #24 \*Serenity\* A Lakefront Cottage Retreat

[](https://www.expedia.com/Middletown-Hotels-24-Serenity-A-Lakefront-Cottage-Retreat.h90707157.Hotel-Information)

Middletown

9.8/10

Exceptional

(21 reviews)

"It was our 3rd time staying and everything was as expected. New updates to the bathroom were nice surprise. Thanks again for a lovely stay while we visited our daughter at Wesleyan. "

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

Robb F.

[](https://www.expedia.com/Middletown-Hotels-24-Serenity-A-Lakefront-Cottage-Retreat.h90707157.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)

![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)

![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.com/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

$190 nightly

$215 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/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)

![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.com/Middletown-Hotels-Family-Stays-In-Middletown.h111107034.Hotel-Information)

Middletown

10/10

Exceptional

(21 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.

$199 nightly

$225 total

Mar 16 - Mar 17

Total with taxes and fees

[](https://www.expedia.com/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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101280000/101274700/101274646/e1135337.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)

![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)

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

[](https://www.expedia.com/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.

$391 nightly

$416 total

Mar 3 - Mar 4

Total with taxes and fees

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

![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)

![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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/125000000/124550000/124548600/124548580/511a30dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2BR Apartment Near Wesleyan 301

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

Washington Street Historic District

$235 nightly

$267 total

Mar 2 - Mar 3

Total with taxes and fees

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

![Dining](https://images.trvl-media.com/lodging/123000000/122140000/122137200/122137179/85c49a6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122140000/122137200/122137179/00e5ce8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/123000000/122140000/122137200/122137179/b9d9b74e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/123000000/122140000/122137200/122137179/87263a32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2BR Apartment Near Wesleyan 102

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

Washington Street Historic District

$221 nightly

$250 total

Mar 2 - Mar 3

Total with taxes and fees

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

![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)

![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.com/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.

$226 nightly

$256 total

Feb 27 - Feb 28

Total with taxes and fees

[](https://www.expedia.com/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)

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

![Interior](https://images.trvl-media.com/lodging/101000000/100810000/100806600/100806543/e8c5f89a.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)

### Private Apt in Middletown-Wesleyan 101

[](https://www.expedia.com/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.

$250 nightly

$283 total

Mar 10 - Mar 11

Total with taxes and fees

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

![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)

![Desk, laptop workspace, bed sheets](https://images.trvl-media.com/lodging/111000000/110240000/110235400/110235311/342b45b9.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.com/East-Haddam-Hotels-Postcard-Cabins-Machimoodus.h110235311.Hotel-Information)

East Haddam

9.6/10

Exceptional

(120 reviews)

"Staff was sooo helpful that stood out the most honestly I loved it I’ll book again definitely "

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

Aliah

$149 nightly

$171 total

Mar 2 - Mar 3

Total with taxes and fees

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88520000/88510200/88510197/d84925d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/89000000/88520000/88510200/88510197/62b9e13d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Combined shower/tub](https://images.trvl-media.com/lodging/89000000/88520000/88510200/88510197/80e6a0a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi](https://images.trvl-media.com/lodging/89000000/88520000/88510200/88510197/a991ed0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The gardners Cottage 1 mile from long Island Sound - pet friendly

[](https://www.expedia.com/Clinton-Hotels-The-Gardners-Cottage-1-Mile-From-Long-Island-Sound-Pet-Friendly.h88510197.Hotel-Information)

Clinton

10/10

Exceptional

(21 reviews)

"Enjoyed our stay - Highly recommend!"

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

Mary S.

$231 nightly

$261 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Clinton-Hotels-The-Gardners-Cottage-1-Mile-From-Long-Island-Sound-Pet-Friendly.h88510197.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.com/Salem-Hotels-Gardner-Lake-2-Queen1King2-BathLaundry-Private.h82820354.Hotel-Information)

Salem

10/10

Exceptional

(6 reviews)

"Place is nice would stay again "

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

nic

$353 nightly

$396 total

Mar 3 - Mar 4

Total with taxes and fees

[](https://www.expedia.com/Salem-Hotels-Gardner-Lake-2-Queen1King2-BathLaundry-Private.h82820354.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/105000000/104220000/104216400/104216353/122cbb8f.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)

### Walk To Goodspeed Opera House!

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

East Haddam

9.4/10

Exceptional

(34 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.

$277 nightly

$314 total

Mar 1 - Mar 2

Total with taxes and fees

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

![Property grounds](https://images.trvl-media.com/lodging/106000000/105190000/105183900/105183859/e98e2196.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/106000000/105190000/105183900/105183859/0f5be429.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/106000000/105190000/105183900/105183859/b134d0d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/106000000/105190000/105183900/105183859/c6f6bbf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### COZY Maple Tree Cabin - Situated on 6 private acres- Enjoy nature 

[](https://www.expedia.com/Killingworth-Hotels-Cozy-Cabin-In-The-Woods-Situated-On-6-Private-Acres-Surrounded-By-Nature.h105183859.Hotel-Information)

Killingworth

10/10

Exceptional

(55 reviews)

"Amazing property, we loved everything about it, highly recommended, will stay again "

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

Rick

$726 nightly

$821 total

Feb 27 - Feb 28

Total with taxes and fees

[](https://www.expedia.com/Killingworth-Hotels-Cozy-Cabin-In-The-Woods-Situated-On-6-Private-Acres-Surrounded-By-Nature.h105183859.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/91000000/90710000/90707200/90707168/67fb0c34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/91000000/90710000/90707200/90707168/bfd0f870.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/91000000/90710000/90707200/90707168/97101407.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/91000000/90710000/90707200/90707168/c11b890f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### #23 \*COMFORT & LUXURY\* 3 BR/2 BA House

[](https://www.expedia.com/Southington-Hotels-23-COMFORT-LUXURY-3-BR2-BA-House.h90707168.Hotel-Information)

Southington

9.8/10

Exceptional

(8 reviews)

"Place was just as advertised. It was clean, comfy, nice neighborhood. Check in and out was easy with no issues. "

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

Ryan A.

$320 nightly

$342 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Southington-Hotels-23-COMFORT-LUXURY-3-BR2-BA-House.h90707168.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/66000000/65400000/65396400/65396309/50a4b3b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/66000000/65400000/65396400/65396309/d8cf55dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/66000000/65400000/65396400/65396309/1fef5fbb.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/66000000/65400000/65396400/65396309/4c94831d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Once the old Schools house now a newly furnished Apartment

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

Wallingford Center

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.

$284 nightly

$302 total

Mar 1 - Mar 2

Total with taxes and fees

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

![Smart TV](https://images.trvl-media.com/lodging/91000000/91000000/90991500/90991445/8e3d5f6a.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)

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

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

Clinton

9.6/10

Exceptional

(37 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.

$174 nightly

$197 total

Mar 1 - Mar 2

Total with taxes and fees

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

![Marina](https://images.trvl-media.com/lodging/79000000/78180000/78173400/78173305/8c7a6352.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/79000000/78180000/78173400/78173305/6dab1099.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/79000000/78180000/78173400/78173305/w719h480x1y0-c345a495.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/79000000/78180000/78173400/78173305/c5ae6b34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

[](https://www.expedia.com/New-Haven-Hotels-Gorgeous-Waterfront-3-Bedroom.h78173305.Hotel-Information)

Fair Haven

9.6/10

Exceptional

(15 reviews)

"Had a really nice stay, enjoyed this open airy space with comfortable beds and beautiful light with a view of the river. Very nice time, would stay again."

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

Brian B.

$295 nightly

$320 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/New-Haven-Hotels-Gorgeous-Waterfront-3-Bedroom.h78173305.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)

![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.com/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.

$250 nightly

$283 total

Mar 2 - Mar 3

Total with taxes and fees

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

![Exterior](https://images.trvl-media.com/lodging/103000000/102010000/102009000/102008958/2db3f072.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102010000/102009000/102008958/02f647fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/103000000/102010000/102009000/102008958/bdac0629.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102010000/102009000/102008958/0888acaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### All New 1BR with tons of Charm

[](https://www.expedia.com/Wallingford-Hotels-Seasons-Hospitality-Presents-All-New-1BR-With-Tons-Of-Charm.h102008958.Hotel-Information)

Wallingford Center

9.8/10

Exceptional

(8 reviews)

"Charming, unique, and very comfortable. Would surely stay again. "

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

David S.

$284 nightly

$302 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Wallingford-Hotels-Seasons-Hospitality-Presents-All-New-1BR-With-Tons-Of-Charm.h102008958.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)

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

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

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

Manchester

9.6/10

Exceptional

(17 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.

$249 nightly

$282 total

Feb 28 - Mar 1

Total with taxes and fees

[](https://www.expedia.com/Manchester-Hotels-Modern-3-Bedroom-House-Sleeps-8-11-Mins-To-Hartford.h96536605.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.com/Hotel-Search?startDate=2026-03-12&endDate=2026-03-13&regionId=8862&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

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Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

[Book now](https://expedia.com/deals?rfrr=VR_SPRING_PROMO_8862)

## Find vacation rentals that suit your style

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Middletown%2C+Connecticut%2C+United+States+of+America&regionId=8862&latLong=41.562321%2C-72.65065&adults=2&startDate=2026-05-27&d1=2026-05-27&endDate=2026-05-30&d2=2026-05-30&lodging=VACATION_HOME)

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Middletown%2C+Connecticut%2C+United+States+of+America&regionId=8862&latLong=41.562321%2C-72.65065&adults=2&startDate=2026-05-27&d1=2026-05-27&endDate=2026-05-30&d2=2026-05-30&lodging=CABIN)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Middletown%2C+Connecticut%2C+United+States+of+America&regionId=8862&latLong=41.562321%2C-72.65065&adults=2&startDate=2026-05-27&d1=2026-05-27&endDate=2026-05-30&d2=2026-05-30&lodging=APARTMENT)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Middletown%2C+Connecticut%2C+United+States+of+America&regionId=8862&latLong=41.562321%2C-72.65065&adults=2&startDate=2026-05-27&d1=2026-05-27&endDate=2026-05-30&d2=2026-05-30&lodging=COTTAGE)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Middletown%2C+Connecticut%2C+United+States+of+America&regionId=8862&latLong=41.562321%2C-72.65065&adults=2&startDate=2026-05-27&d1=2026-05-27&endDate=2026-05-30&d2=2026-05-30&lodging=CONDO)

Houseboats

[](https://www.expedia.com/Hotel-Search?destination=Middletown%2C+Connecticut%2C+United+States+of+America&regionId=8862&latLong=41.562321%2C-72.65065&adults=2&startDate=2026-05-27&d1=2026-05-27&endDate=2026-05-30&d2=2026-05-30&lodging=HOUSE_BOAT)

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Save an average of 15% on thousands of hotels when you're signed in

[Sign in

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## Top Middletown Hotel Reviews

![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

"Clean"

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

"perfect room and ammenities. great place to stay. "

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

![Holiday Inn Cheshire - Southington by IHG](https://images.trvl-media.com/lodging/2000000/1810000/1802800/1802750/a3c0d287_y.jpg)

### Holiday Inn Cheshire - Southington by IHG

10/10 Excellent

"Yes"

[](https://expedia.com/New-Haven-Hotels-Holiday-Inn-Cheshire-Southington.h1802750.Hotel-Information)

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

### New Haven Hotel

10/10 Excellent

"The room was great, I love that it had a separate sink outside of the bathroom. Beds were comfortable and linens cozy."

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

![Courtyard by Marriott Waterbury Downtown](https://images.trvl-media.com/lodging/1000000/40000/34300/34227/c0e669e8_y.jpg)

### Courtyard by Marriott Waterbury Downtown

10/10 Excellent

"Clean room, staff was great, amenities, walking distance to all amazing restaurants, safe and quite "

[](https://expedia.com/New-Haven-Hotels-Courtyard-By-Marriott-Waterbury-Downtown.h34227.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

"Clean, quiet and convenient "

[](https://expedia.com/Hartford-Hotels-Hampton-Inn-Suites-HartfordEast-Hartford.h2943093.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

"Comfortable, clean, quiet. Perfect atay"

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

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

### The Capitol Hotel

10/10 Excellent

"Everything was just perfect loved the view to the Capitol fromtye 9th foor"

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

![Pier Blue Inn Old Saybrook - Essex](https://images.trvl-media.com/lodging/1000000/20000/12200/12143/a912ee6f_y.jpg)

### Pier Blue Inn Old Saybrook - Essex

10/10 Excellent

"Very clean room. Staff was excellent. Very welcoming. Would and will stay there again, no question. "

[](https://expedia.com/Old-Saybrook-Hotels-Pier-Blue-Inn-Old-Saybrook-Essex.h12143.Hotel-Information)

## Find out more about Middletown

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

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Middletown vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

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

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

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

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $171 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

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

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

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

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

## Explore a world of travel with Expedia

- Trending destinations on Expedia.com
- All accommodation types in Middletown

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- [Lake of the Ozarks Vacation Rentals ](https://www.expedia.com/Lake-Ozark-Vacation-Rentals.d177772.Travel-Guide-VacationRentals)
- [Florida Vacation Rentals ](https://www.expedia.com/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
- [Hawaii Vacation Rentals ](https://www.expedia.com/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

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

### Expedia's Latest Trends

Hotels

- [Hotels in Hartford](https://expedia.com/Hartford-Hotels.d180005.Travel-Guide-Hotels)
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- [Hotels in New London](https://expedia.com/New-London-Hotels.d1363.Travel-Guide-Hotels)
- [Hotels in Milford](https://expedia.com/Milford-Hotels.d8881.Travel-Guide-Hotels)
- [Hotels in Manchester](https://expedia.com/Manchester-Hotels.d8459.Travel-Guide-Hotels)
- [Hotels in Bridgeport](https://expedia.com/Bridgeport-Hotels.d525.Travel-Guide-Hotels)
- [Hotels in Danbury](https://expedia.com/Danbury-Hotels.d6046722.Travel-Guide-Hotels)
- [Hotels in Bristol](https://expedia.com/Bristol-Hotels.d7059.Travel-Guide-Hotels)
- [Hotels in Mystic](https://expedia.com/Mystic-Hotels.d9007.Travel-Guide-Hotels)
- [Hotels in Wallingford](https://expedia.com/Wallingford-Hotels.d7533.Travel-Guide-Hotels)
- [Hotels in New Haven](https://expedia.com/New-Haven-Hotels.d180036.Travel-Guide-Hotels)
- [Hotels in Fairfield](https://expedia.com/Fairfield-Hotels.d8066.Travel-Guide-Hotels)
- [Hotels in Stamford](https://expedia.com/Stamford-Hotels.d602523.Travel-Guide-Hotels)
- [Hotels in West Hartford](https://expedia.com/West-Hartford-Hotels.d7700.Travel-Guide-Hotels)
- [Hotels in Shelton](https://expedia.com/Shelton-Hotels.d9795.Travel-Guide-Hotels)
- [Hotels in Greenwich](https://expedia.com/Greenwich-Hotels.d8045.Travel-Guide-Hotels)
- [Hotels in Waterbury](https://expedia.com/Waterbury-Hotels.d10425.Travel-Guide-Hotels)

Flights

- [Cheap Flights to New Haven](https://expedia.com/Cheap-Flights-To-New-Haven.d180036.Travel-Guide-Flights)
- [Hartford Flights](https://expedia.com/lp/flights/180005/flights-from-hartford)
- [Cheap Flights to Hartford](https://expedia.com/Cheap-Flights-To-Hartford.d180005.Travel-Guide-Flights)

Cars

- [Car rentals in New Haven](https://expedia.com/Car-Rentals-In-New-Haven.d180036.Car-Rental-Guide)
- [Car rentals in Stamford](https://expedia.com/Car-Rentals-In-Stamford.d602523.Car-Rental-Guide)
- [Car rentals in Bridgeport](https://expedia.com/Car-Rentals-In-Bridgeport.d525.Car-Rental-Guide)
- [Car rentals in Hartford](https://expedia.com/Car-Rentals-In-Hartford.d180005.Car-Rental-Guide)
- [Car rentals in Danbury](https://expedia.com/Car-Rentals-In-Danbury.d6046722.Car-Rental-Guide)
- [Car rentals in Waterbury](https://expedia.com/Car-Rentals-In-Waterbury.d10425.Car-Rental-Guide)

Activities

- [Things to do in Hartford](https://expedia.com/Things-To-Do-In-Hartford.d180005.Travel-Guide-Activities)

General

- [Visit Hartford](https://expedia.com/Hartford.dx180005)
- [Visit Stamford](https://expedia.com/Stamford.dx602523)
- [Visit New Haven](https://expedia.com/New-Haven.dx180036)