Title: Holiday Rentals Middlesex County from £134: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk

[Middlesex County Hotels](https://expedia.co.uk/Destinations-In-Middlesex-County.d553248635976431666.Hotel-Destinations)[Middlesex County Car Hire](https://expedia.co.uk/Destinations-In-Middlesex-County.d553248635976431666.Car-Hire-Destinations)[Middlesex County Holidays](https://expedia.co.uk/Middlesex-County.d553248635976431666.Holidays-City-Breaks)

![Awesome fun for kids ! #KidsFun](https://images.trvl-media.com/place/183061/77aebfc8-b5bc-4a31-b828-ac72aab20d07.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Bill Dillard

![](https://images.trvl-media.com/place/183061/77aebfc8-b5bc-4a31-b828-ac72aab20d07.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Middlesex County Accommodation: Most Popular Cities to Stay

![Beautiful sunrise at the mouth of the Connecticut River, Old Saybrook, Connecticut.](https://images.trvl-media.com/place/6057199/8748af45-0271-4af3-bf45-30e4ac30bd01.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Old Saybrook

[](https://expedia.co.uk/Old-Saybrook-Holiday-Rentals.d6057199.Travel-Guide-HolidayRentals)

![Arrigoni Bridge](https://images.trvl-media.com/place/6635/295b8d4b-2303-4cc3-a9d1-6b27e5503501.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Cromwell

[](https://expedia.co.uk/Cromwell-Holiday-Rentals.d6635.Travel-Guide-HolidayRentals)

## Our top choices for Middlesex County holiday rentals

![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/111000000/110240000/110235400/110235311/342b45b9.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.co.uk/East-Haddam-Hotels-Postcard-Cabins-Machimoodus.h110235311.Hotel-Information)

East Haddam

9.6/10

Exceptional

(109 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

£134

includes taxes & fees

11 Feb - 12 Feb

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

![Property grounds](https://images.trvl-media.com/lodging/91000000/90710000/90707200/90707157/f4556137.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)

![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)

![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.co.uk/Middletown-Hotels-24-Serenity-A-Lakefront-Cottage-Retreat.h90707157.Hotel-Information)

Middletown

9.8/10

Exceptional

(21 reviews)

"We had a wonderful stay at this property! The house itself was beautiful—spacious, clean, and incredibly comfortable. The setting was just as impressive, offering peaceful views and a great atmosphere to relax and unwind. Everything was exactly as described, if not better. We would absolutely stay here again and highly recommend it to anyone looking for a serene and well-appointed home base for our stay. "

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

Nichole N.

£241

includes taxes & fees

22 Feb - 23 Feb

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

![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)

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

![1 bedroom, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/92000000/91720000/91713800/91713725/034a5b48.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.co.uk/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.

£192

includes taxes & fees

19 Feb - 20 Feb

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

![1 bedroom, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/91000000/91000000/90991500/90991445/2e009ba7.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)

![Dining](https://images.trvl-media.com/lodging/91000000/91000000/90991500/90991445/0c11d8f6.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)

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

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

Clinton

9.6/10

Exceptional

(35 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.

£155

includes taxes & fees

9 Feb - 10 Feb

[](https://www.expedia.co.uk/Clinton-Hotels-1-Bedroom-Cottage-With-Grove-Beach-Access.h90991445.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.co.uk/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

£159

includes taxes & fees

17 Feb - 18 Feb

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

![Property grounds](https://images.trvl-media.com/lodging/89000000/88520000/88510200/88510197/deffdcef.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)

![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.co.uk/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.

£257

includes taxes & fees

1 Mar - 2 Mar

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

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

### Family Stays: Middletown, CT

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

Middletown

10/10

Exceptional

(20 reviews)

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

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

Harmony R.

£170

includes taxes & fees

9 Feb - 10 Feb

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

![Interior](https://images.trvl-media.com/lodging/126000000/125540000/125538700/125538671/95f9a3fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/126000000/125540000/125538700/125538671/d3b6b0c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/126000000/125540000/125538700/125538671/b438feeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/126000000/125540000/125538700/125538671/99a21fe1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### New England Tiny Home Experience: Coffee & More!

[](https://www.expedia.co.uk/Cromwell-Hotels-New-England-Tiny-Home-Experience-Coffee-More.h125538671.Hotel-Information)

Main Street Historic District

£245

includes taxes & fees

21 Feb - 22 Feb

[](https://www.expedia.co.uk/Cromwell-Hotels-New-England-Tiny-Home-Experience-Coffee-More.h125538671.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)

![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)

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

### 2BR Apartment Near Wesleyan 301

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

Washington Street Historic District

£221

includes taxes & fees

9 Feb - 10 Feb

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

![Property grounds](https://images.trvl-media.com/lodging/108000000/107780000/107779100/107779041/a34caa46.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)

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

### LONG-TERM Skiing, Tubing 30 mins away and the Ocean 5 mins!

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

Clinton

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.

£367

includes taxes & fees

22 Feb - 23 Feb

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

![Property grounds](https://images.trvl-media.com/lodging/108000000/107770000/107768300/107768288/34f065dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/108000000/107770000/107768300/107768288/956eed40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107770000/107768300/107768288/b65e85c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107770000/107768300/107768288/54117e4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The little Chestnut. A charming historic apartment in Downtown Chester

[](https://www.expedia.co.uk/Chester-Hotels-Charming-Apartment-In-Chester.h107768288.Hotel-Information)

Chester Center

10/10

Exceptional

(6 reviews)

"A lovely little place! Everything we needed, in a great location."

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

Michael S.

£268

includes taxes & fees

8 Feb - 9 Feb

[](https://www.expedia.co.uk/Chester-Hotels-Charming-Apartment-In-Chester.h107768288.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)

![3 bedrooms, WiFi](https://images.trvl-media.com/lodging/122000000/121400000/121396500/121396426/55b895af.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)

### Beachside Bliss w/ Game Room, Gym & Golf Green

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

Westbrook

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.

£388

includes taxes & fees

10 Feb - 11 Feb

[](https://www.expedia.co.uk/Westbrook-Hotels-Beachside-Bliss-W-Game-Room.h121396426.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)

![Interior](https://images.trvl-media.com/lodging/121000000/120160000/120150900/120150878/89dee084.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)

![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)

### Stylish Modern Stay Steps from the Ocean

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

Clinton

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.

£249

includes taxes & fees

8 Feb - 9 Feb

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

![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)

![TV, offices](https://images.trvl-media.com/lodging/123000000/122140000/122137200/122137179/b9d9b74e.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)

### 2BR Apartment Near Wesleyan 102

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

Washington Street Historic District

£221

includes taxes & fees

9 Feb - 10 Feb

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

![TV](https://images.trvl-media.com/lodging/105000000/104220000/104216400/104216353/122cbb8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Walk To Goodspeed Opera House!

[](https://www.expedia.co.uk/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.

£230

includes taxes & fees

19 Feb - 20 Feb

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

![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)

![Smart TV](https://images.trvl-media.com/lodging/102000000/101280000/101274700/101274646/0452fb41.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)

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

[](https://www.expedia.co.uk/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.

£298

includes taxes & fees

8 Feb - 9 Feb

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

![Smart TV, fireplace, books, offices](https://images.trvl-media.com/lodging/103000000/102190000/102189500/102189499/3fbe5245.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102190000/102189500/102189499/3d345122.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books, offices](https://images.trvl-media.com/lodging/103000000/102190000/102189500/102189499/58a20b71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, sun-loungers, beach towels](https://images.trvl-media.com/lodging/103000000/102190000/102189500/102189499/66e641ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Great Hammcock Getaway, cozy home, hot tub, fire pit, beaches nearby.

[](https://www.expedia.co.uk/Old-Saybrook-Hotels-Great-Hammcock-Getaway.h102189499.Hotel-Information)

Old Saybrook

9.8/10

Exceptional

(9 reviews)

"This was the perfect house for our family’s long weekend getaway to coastal New England. The house was beautiful and spotless, and came with everything you might need and more. We loved the griddle, the hot tub and my son loved the game room. Would definitely stay again!"

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

Doug F.

£377

includes taxes & fees

15 Feb - 16 Feb

[](https://www.expedia.co.uk/Old-Saybrook-Hotels-Great-Hammcock-Getaway.h102189499.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/126000000/125510000/125502500/125502437/af63a3d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/126000000/125510000/125502500/125502437/w3828h2555x12y0-29a0a1de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/126000000/125510000/125502500/125502437/63869859.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/126000000/125510000/125502500/125502437/28ffeb18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### New England Tiny Home Experience: Coffee & More!

[](https://www.expedia.co.uk/Cromwell-Hotels-New-England-Tiny-Home-Experience-Coffee-More.h125502437.Hotel-Information)

Main Street Historic District

£247

includes taxes & fees

20 Feb - 21 Feb

[](https://www.expedia.co.uk/Cromwell-Hotels-New-England-Tiny-Home-Experience-Coffee-More.h125502437.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)

![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)

![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/efa99c71.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.co.uk/Killingworth-Hotels-Cozy-Cabin-In-The-Woods-Situated-On-6-Private-Acres-Surrounded-By-Nature.h105183859.Hotel-Information)

Killingworth

10/10

Exceptional

(54 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

£610

includes taxes & fees

15 Feb - 16 Feb

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

![Exterior](https://images.trvl-media.com/lodging/73000000/72610000/72604700/72604611/e52f4129.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/73000000/72610000/72604700/72604611/1bd85de8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/73000000/72610000/72604700/72604611/433807ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/73000000/72610000/72604700/72604611/825be1b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Driftwood Cottage @ Saybrook Point Marina, 2 King Beds

[](https://www.expedia.co.uk/Old-Saybrook-Hotels-Luxury-Cottage-Walking-Distance-To-Saybrook-Point-Marina.h72604611.Hotel-Information)

Old Saybrook Center

9.6/10

Exceptional

(43 reviews)

"Great property, would stay here again."

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

charles b.

£354

includes taxes & fees

8 Feb - 9 Feb

[](https://www.expedia.co.uk/Old-Saybrook-Hotels-Luxury-Cottage-Walking-Distance-To-Saybrook-Point-Marina.h72604611.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.co.uk/Hotel-Search?startDate=2026-02-21&endDate=2026-02-22&regionId=553248635976431666&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find holiday rentals that suit your style

Aparthotels

[](https://www.expedia.co.uk/Hotel-Search?destination=Middlesex+County%2C+Connecticut%2C+United+States+of+America&regionId=553248635976431666&latLong=41.45719%2C-72.532043&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=APART_HOTEL)

Apartments

[](https://www.expedia.co.uk/Hotel-Search?destination=Middlesex+County%2C+Connecticut%2C+United+States+of+America&regionId=553248635976431666&latLong=41.45719%2C-72.532043&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=APARTMENT)

Private holiday homes

[](https://www.expedia.co.uk/Hotel-Search?destination=Middlesex+County%2C+Connecticut%2C+United+States+of+America&regionId=553248635976431666&latLong=41.45719%2C-72.532043&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=VACATION_HOME)

Villas

[](https://www.expedia.co.uk/Hotel-Search?destination=Middlesex+County%2C+Connecticut%2C+United+States+of+America&regionId=553248635976431666&latLong=41.45719%2C-72.532043&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=VILLA)

Condos

[](https://www.expedia.co.uk/Hotel-Search?destination=Middlesex+County%2C+Connecticut%2C+United+States+of+America&regionId=553248635976431666&latLong=41.45719%2C-72.532043&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=CONDO)

Cottages

[](https://www.expedia.co.uk/Hotel-Search?destination=Middlesex+County%2C+Connecticut%2C+United+States+of+America&regionId=553248635976431666&latLong=41.45719%2C-72.532043&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=COTTAGE)

Cabins

[](https://www.expedia.co.uk/Hotel-Search?destination=Middlesex+County%2C+Connecticut%2C+United+States+of+America&regionId=553248635976431666&latLong=41.45719%2C-72.532043&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=CABIN)

Houseboats

[](https://www.expedia.co.uk/Hotel-Search?destination=Middlesex+County%2C+Connecticut%2C+United+States+of+America&regionId=553248635976431666&latLong=41.45719%2C-72.532043&adults=2&startDate=2026-05-08&d1=2026-05-08&endDate=2026-05-11&d2=2026-05-11&lodging=HOUSE_BOAT)

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## Top Middlesex County Hotel Reviews

![Hyatt Place Mystic](https://images.trvl-media.com/lodging/1000000/170000/168000/167903/3adbf766_y.jpg)

### Hyatt Place Mystic

10/10 Excellent

"Staff was super from late arrival to wake up call. "

[](https://expedia.co.uk/Mystic-Hotels-Hyatt-Place-Mystic.h167903.Hotel-Information)

![Microtel Inn & Suites by Wyndham Uncasville Casino Area](https://images.trvl-media.com/lodging/1000000/810000/801800/801773/ed4520c7_y.jpg)

### Microtel Inn & Suites by Wyndham Uncasville Casino Area

10/10 Excellent

"Great front desk staff! Perfect distance from Mohegan sun!!"

[](https://expedia.co.uk/Montville-Hotels-Microtel-Inn-Suites-By-Wyndham-Uncasville.h801773.Hotel-Information)

![Hilton Garden Inn Preston Casino Area](https://images.trvl-media.com/lodging/6000000/5280000/5270400/5270317/w765h428x0y0-1a73e4bf_y.jpg)

### Hilton Garden Inn Preston Casino Area

10/10 Excellent

"Nice and comfortable. We will visit again. "

[](https://expedia.co.uk/Preston-Hotels-Hilton-Garden-Inn-Preston-Casino-Area.h5270317.Hotel-Information)

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

### New Haven Hotel

10/10 Excellent

"Excellent desk staff. Clean and quite room. Good location."

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

![The Fox Tower at Foxwoods](https://images.trvl-media.com/lodging/2000000/1770000/1765400/1765323/c28155e2_y.jpg)

### The Fox Tower at Foxwoods

10/10 Excellent

"Very clean and comfortable "

[](https://expedia.co.uk/Mashantucket-Hotels-The-Fox-Tower-At-Foxwoods.h1765323.Hotel-Information)

![Cambria Hotel New Haven University Area](https://images.trvl-media.com/lodging/79000000/78620000/78614500/78614483/a6a28eee_y.jpg)

### Cambria Hotel New Haven University Area

10/10 Excellent

"Lovely "

[](https://expedia.co.uk/New-Haven-Hotels-Cambria-Hotel-New-Haven-University-Area.h78614483.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

"Nice "

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

![Mohegan Sun](https://images.trvl-media.com/lodging/1000000/900000/894300/894248/60dec0f3_y.jpg)

### Mohegan Sun

10/10 Excellent

"Great staff"

[](https://expedia.co.uk/Montville-Hotels-Mohegan-Sun.h894248.Hotel-Information)

![Hyatt Place Uncasville - Casino Area](https://images.trvl-media.com/lodging/3000000/2600000/2593900/2593874/46d6d7fc_y.jpg)

### Hyatt Place Uncasville - Casino Area

10/10 Excellent

"good"

[](https://expedia.co.uk/Montville-Hotels-Hyatt-Place-Mohegan-Sun.h2593874.Hotel-Information)

## Find out more about Middlesex County

**Everything you need to know about** **Middlesex County** **holiday rentals**

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Middlesex County holiday rental for you. At Expedia, you can take your pick from private holiday homes, [apartments](https://www.expedia.co.uk/aa/Apartments), cottages, [apart-hotels](https://www.expedia.co.uk/aa/ApartHotels), cabins, [villas](https://www.expedia.co.uk/aa/Villas)... The list goes on, and on… and on!

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

**Middlesex County holiday rentals: An excellent choice for every season**

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

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Middlesex County holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Middlesex County holiday rentals we have selected for you start as low as £134 per night. Entering your travel dates in the search wizard you might find even better deals!

**How to find incredible deals on Middlesex County rentals**

At Expedia, we put the best Middlesex County holiday 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 Middlesex County 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 Middlesex County holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Middlesex County. 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

- Popular Middlesex County Cities

- [Old Saybrook Holiday Rentals ](https://expedia.co.uk/Old-Saybrook-Holiday-Rentals.d6057199.Travel-Guide-HolidayRentals)
- [Cromwell Holiday Rentals ](https://expedia.co.uk/Cromwell-Holiday-Rentals.d6635.Travel-Guide-HolidayRentals)
- [Essex Holiday Rentals ](https://expedia.co.uk/Essex-Holiday-Rentals.d183061.Travel-Guide-HolidayRentals)
- [East Hampton Holiday Rentals ](https://expedia.co.uk/East-Hampton-Holiday-Rentals.d6341064.Travel-Guide-HolidayRentals)
- [Chester Holiday Rentals ](https://expedia.co.uk/Chester-Holiday-Rentals.d183058.Travel-Guide-HolidayRentals)
- [Durham Holiday Rentals ](https://expedia.co.uk/Durham-Holiday-Rentals.d6004516.Travel-Guide-HolidayRentals)
- [Rockfall Holiday Rentals ](https://expedia.co.uk/Rockfall-Holiday-Rentals.d6353672.Travel-Guide-HolidayRentals)

### Expedia's Latest Trends

Hotels

- [Hotels in Old Wethersfield Historic District](https://expedia.co.uk/Old-Wethersfield-Historic-District-Wethersfield-Hotels.0-n6346463-0.Travel-Guide-Filter-Hotels)
- [Essex Village Accommodation](https://expedia.co.uk/Essex-Village-Hotels.d553248635976469812.Travel-Guide-Hotels)
- [Orange County Accommodation](https://expedia.co.uk/Destinations-In-Orange-County.d603224.Hotel-Destinations)
- [5 Star Hotels in Devon](https://expedia.co.uk/5Star-Devon-Hotels.s50-0-d6348373.Travel-Guide-Filter-Hotels)
- [All-Inclusive Hotels in San Diego County](https://expedia.co.uk/Destinations-In-San-Diego-County-All-Inclusive-Hotel.0-0-d178304-tAllInclusiveHotel.Hotel-Filter-Destinations)
- [San Francisco County Accommodation](https://expedia.co.uk/Destinations-In-San-Francisco-County.d553248635996709347.Hotel-Destinations)
- [Marriott Hotels & Resorts Hotels in Devon](https://expedia.co.uk/Devon-Hotels-Marriott-Hotels-Resorts.0-0-d6348373--bMarriottHotelsResorts.Travel-Guide-Filter-Hotels)
- [San Diego County Accommodation](https://expedia.co.uk/Destinations-In-San-Diego-County.d178304.Hotel-Destinations)
- [All-Inclusive Hotels in Los Angeles County](https://expedia.co.uk/Destinations-In-Los-Angeles-County-All-Inclusive-Hotel.0-0-d6056560-tAllInclusiveHotel.Hotel-Filter-Destinations)
- [Beach Resorts & Hotels in San Diego County](https://expedia.co.uk/Destinations-In-San-Diego-County-Beach-Hotels.0-0-d178304-tBeachHotels.Hotel-Filter-Destinations)
- [Kensington Accommodation](https://expedia.co.uk/Kensington-Hotels.d6003938.Travel-Guide-Hotels)
- [Cheap Hotels in Orange County](https://expedia.co.uk/Destinations-In-Orange-County-Budget-Hotels.0-0-d603224-tBudgetHotels.Hotel-Filter-Destinations)
- [Hilton Hotels Hotels in Devon](https://expedia.co.uk/Devon-Hotels-Hilton-Hotels.0-0-d6348373--bHiltonHotels.Travel-Guide-Filter-Hotels)

Flights

- [Flights to HVN](https://expedia.co.uk/Cheap-Flights-To-Devon.d6348373.Travel-Guide-Flights)
- [Flights to BDL](https://expedia.co.uk/Cheap-Flights-To-Bradley-Intl.d4998210.Travel-Guide-Flights)
- [Cheap Flights to Orange County](https://expedia.co.uk/Destinations-In-Orange-County.d603224.Flight-Destinations)
- [Cheap Flights to Norfolk County](https://expedia.co.uk/Destinations-In-Norfolk-County.d553248635976433043.Flight-Destinations)

Cars

- [Car rental in New Haven](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Tweed-New-Haven-Regional.d6028481.Car-Hire-Guide)
- [Car hire in Orange County](https://expedia.co.uk/Destinations-In-Orange-County.d603224.Car-Hire-Destinations)
- [convertible Car Hire in San Diego County](https://expedia.co.uk/Convertible-Car-Rentals-In-San-Diego-County.d178304-tConvertible.Car-Rental-Destination-Class)

Activities

- [Things to do in San Diego County](https://expedia.co.uk/Things-To-Do-In-San-Diego-County.d178304.Travel-Guide-Activities)
- [Things to do in Orange County](https://expedia.co.uk/Things-To-Do-In-Orange-County.d603224.Travel-Guide-Activities)

Packages

- [Trips to Orange County](https://expedia.co.uk/Orange-County.d603224.Holidays-City-Breaks)
- [Essex Steam Train](https://expedia.co.uk/Essex-Steam-Train-Essex.d6171206.Attraction)
- [Witch's Dungeon Classic Movie Museum](https://expedia.co.uk/Witchs-Dungeon-Classic-Movie-Museum-Bristol.d6322829.Attraction)
- [Historic South Norwalk](https://expedia.co.uk/Historic-South-Norwalk-South-Norwalk.d6129062.Attraction)
- [Ocean Beach Park](https://expedia.co.uk/Ocean-Beach-Park-New-London.d6071449.Attraction)
- [Trips to San Diego County](https://expedia.co.uk/San-Diego-County.d178304.Holidays-City-Breaks)

General

- [Visit North Slope Borough](https://expedia.co.uk/North-Slope-Borough.dx6228899)
- [Visit Suffolk County](https://expedia.co.uk/Suffolk-County.dx553248635083916458)