A steel bridge with a truss design spanning over a calm river, surrounded by lush greenery.

Cromwell Holiday Rentals

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Cromwell holiday rentals

A modern office space with a sofa, two round tables, and a coffee table. There are chairs around the tables, a rug on the floor, and a door in the background.

1. Conference Room Rental no sleeping arrangements

Conference Room Rental no sleeping arrangements
Main Street Historic District
The price is AU$1,311
includes taxes & fees
19 Oct - 20 Oct
Conference Room Rental no sleeping arrangements
A compact kitchen with modern appliances, a dining area with a glass table and black chairs, and a geometric pendant light.

2. 2BR Apartment Near Wesleyan 102

2BR Apartment Near Wesleyan 102
Washington Street Historic District
9.0 out of 10, Wonderful, (7 reviews)
"Excellent beds and clean."
United States
DANIEL M.
The price is AU$411
includes taxes & fees
19 Oct - 20 Oct
2BR Apartment Near Wesleyan 102
A person at a desk with a telephone, a notebook, and a pen.

3. 1 Queen Bed | Wethersfield

1 Queen Bed | Wethersfield
Wethersfield
10.0 out of 10, Exceptional, (47 reviews)
"Quick check-in and quiet room helped us get good rest before hitting the road again."
United States
Anonymous traveller
The price is AU$113
includes taxes & fees
6 Nov - 7 Nov
1 Queen Bed | Wethersfield
A modern kitchen with dark cabinetry, a marble countertop, and a dining area with a table and chairs.

4. 3 BR Apartment Near Wesleyan 201

3 BR Apartment Near Wesleyan 201
Washington Street Historic District
10.0 out of 10, Exceptional, (2 reviews)
"Clean apartment plenty of parking"
United States
Rebecca P.
The price is AU$472
includes taxes & fees
18 Nov - 19 Nov
3 BR Apartment Near Wesleyan 201
A cabin with a dining table set for two, a bicycle, and a small porch area.

5. Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
2.5 star property
East Haddam
9.4 out of 10, Exceptional, (204 reviews)
"Great experience and the perfect environment"
United States
Stephanie
The price is AU$276
includes taxes & fees
16 Nov - 17 Nov
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
Veterans Park, near the house

6. Family Stays: Middletown, CT

Family Stays: Middletown, CT
Middletown
10.0 out of 10, Exceptional, (33 reviews)
"Clean, fully equipped kitchen, family friendly"
United States
Trisha T.
The price is AU$382
includes taxes & fees
17 Nov - 18 Nov
Family Stays: Middletown, CT
A modern kitchen with white cabinets, a stainless steel refrigerator, a dining area with two chairs, and a coffee machine.

7. “3BR Home Near Wesleyan & Downtown Middletown

“3BR Home Near Wesleyan & Downtown Middletown
Washington Street Historic District
7.8 out of 10, Good, (6 reviews)
"Nice place"
United States
Jousette C.
“3BR Home Near Wesleyan & Downtown Middletown
A person at a desk with a telephone, a notebook, and a pen.

8. 1 Queen Bed | Smoking

1 Queen Bed | Smoking
Wethersfield
10.0 out of 10, Exceptional, (49 reviews)
"Simple rooms close to I-91 made travel convenient."
United States
Anonymous traveller
The price is AU$113
includes taxes & fees
6 Nov - 7 Nov
1 Queen Bed | Smoking
A compact kitchen with white cabinets, a built-in oven, and a dining table with chairs.

9. Private Apt in Middletown-Wesleyan 101

Private Apt in Middletown-Wesleyan 101
Washington Street Historic District
7.2 out of 10, Good, (5 reviews)
"Very clean. No frills."
United States
Kristoph
The price is AU$420
includes taxes & fees
20 Oct - 21 Oct
Private Apt in Middletown-Wesleyan 101
Stairwell

10. Private Apartment in Berlin

Private Apartment in Berlin
Berlin
9.0 out of 10, Wonderful, (7 reviews)
"Clean, convenient, and great location."
United States
Shaun L.
The price is AU$427
includes taxes & fees
16 Nov - 17 Nov
Private Apartment in Berlin
A spacious living area with a wooden floor, a dining table with chairs, a sofa, and a coffee table. There is a kitchen in the background with white cabinets and a wooden countertop.

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

Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
Haddam
10.0 out of 10, Exceptional, (39 reviews)
"We had a great stay, very clean and cozy! Our host was very nice and responsive. Great location, would definitely recommend!!!"
United States
Kristy C.
The price is AU$379
includes taxes & fees
27 Oct - 28 Oct
Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
A dining room with a rectangular table and four chairs, a window with blinds, a recessed ceiling light, and a wall-mounted air conditioning unit.

12. 3 BR Apartment Near Wesleyan 202

3 BR Apartment Near Wesleyan 202
Washington Street Historic District
8.0 out of 10, Very good, (1 review)
"The apartment is the first floor of a two story duplex. It was very clean and larger than we were expecting. We had just about everything we needed for our stay. We really appreciate being able to bring our pets with us. I enjoyed walking around the neighborhood with my dog."
United States
Douglas M.
The price is AU$541
includes taxes & fees
21 Oct - 22 Oct
3 BR Apartment Near Wesleyan 202
A hotel room with a bed, a desk, and a chair.

13. 1 Queen Bed | Micfridge

1 Queen Bed | Micfridge
Wethersfield
10.0 out of 10, Exceptional, (51 reviews)
"Towels fresh, no hassle at all throughout my stay here."
United States
Anonymous traveller
The price is AU$120
includes taxes & fees
6 Nov - 7 Nov
1 Queen Bed | Micfridge
A hotel room with a bed, a desk with a chair, a flat-screen TV, a mirror, and a door with a lock.

14. 1 Full Bed | Micfridge, Smoking

1 Full Bed | Micfridge, Smoking
Wethersfield
10.0 out of 10, Exceptional, (47 reviews)
"Parking was simple and convenient throughout our visit with good access anytime during the day."
United States
Anonymous traveller
The price is AU$120
includes taxes & fees
6 Nov - 7 Nov
1 Full Bed | Micfridge, Smoking
A hotel room with a bed, a window with curtains, a door with a lock, an air conditioning unit, and a bedside table with a lamp.

15. 1 Queen Bed | ADA/RI Shower/Micfridge

1 Queen Bed | ADA/RI Shower/Micfridge
Wethersfield
10.0 out of 10, Exceptional, (47 reviews)
"The room was clean with a smooth check-in experience!"
United States
Anonymous traveller
The price is AU$120
includes taxes & fees
6 Nov - 7 Nov
1 Queen Bed | ADA/RI Shower/Micfridge
A hotel room with a bed, a desk with a television, a mirror, and a bathroom visible through an open door.

16. 1 Queen Bed | Deluxe, Micfridge

1 Queen Bed | Deluxe, Micfridge
Wethersfield
10.0 out of 10, Exceptional, (53 reviews)
"Rooms were peaceful and set away from main street traffic for a restful stay."
United States
Anonymous traveller
The price is AU$123
includes taxes & fees
6 Nov - 7 Nov
1 Queen Bed | Deluxe, Micfridge
A hotel room with two beds, a wooden floor, and a bathroom with a mirror and sink.

17. 2 Full Beds | Wethersfield

2 Full Beds | Wethersfield
Wethersfield
10.0 out of 10, Exceptional, (52 reviews)
"My short stopover went well, beds were supportive but not too firm, setting remained calm despite being next to interstate."
United States
Anonymous traveller
The price is AU$121
includes taxes & fees
6 Nov - 7 Nov
2 Full Beds | Wethersfield
A hotel room with a bed, bedside tables, a microwave, and a door leading to a bathroom.

18. 1 Full Bed | Deluxe, Micfridge, Smoking

1 Full Bed | Deluxe, Micfridge, Smoking
Wethersfield
10.0 out of 10, Exceptional, (51 reviews)
"Good value for what you get here. Clean room with a fridge and TV included."
United States
Anonymous traveller
The price is AU$121
includes taxes & fees
15 Nov - 16 Nov
1 Full Bed | Deluxe, Micfridge, Smoking
A row of motel rooms with individual doors, each marked with a number.

19. 2 Full Beds | Micfridge

2 Full Beds | Micfridge
Wethersfield
10.0 out of 10, Exceptional, (53 reviews)
"TV channels were basic but kept us entertained throughout our visit."
United States
Anonymous traveller
The price is AU$130
includes taxes & fees
6 Nov - 7 Nov
2 Full Beds | Micfridge
A hotel room with two beds, a desk, and a bathroom visible through an open door.

20. 2 Full Beds | ADA/Tub/Micfridge

2 Full Beds | ADA/Tub/Micfridge
Wethersfield
10.0 out of 10, Exceptional, (49 reviews)
"Simple, straightforward stay here with everything you need."
United States
Anonymous traveller
The price is AU$130
includes taxes & fees
6 Nov - 7 Nov
2 Full Beds | ADA/Tub/Micfridge
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.
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Top Cromwell Hotel Reviews

Best Western Hartford Hotel & Suites

Best Western Hartford Hotel & Suites

10/10 Excellent
"A good place to stay."
Dawn Carty 1-night trip
Posted 9 hours ago
Best Western Hartford Hotel & Suites

Find out more about Cromwell

Everything you need to know about Cromwell 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 Cromwell holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, 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 Cromwell holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Cromwell holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cromwell. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cromwell 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 Cromwell holiday rentals we have selected for you start as low as AU$143 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Cromwell rentals

At Expedia, we put the best Cromwell 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 Cromwell 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 Cromwell 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 Cromwell. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Cromwell?

Yes, there are holiday rentals close to the most popular sights in Cromwell, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the top-notch restaurants and shops in Cromwell. While you're here, grab a bite or have a drink at the coffee shops.

What are some of the best holiday rentals that Cromwell has to offer?

Cabin Love at the Lake: This holiday home rental outside of Cromwell offers a fireplace, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

What’s there to see and do in Cromwell?

Connecticut River and Connecticut River State Wildlife Area are a couple of lovely local spots to get outside and enjoy nature. TPC River Highlands and Cromwell Commons Shopping Center are other places to visit while you're in town.

What’s a holiday rental in Cromwell like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Cromwell. Holiday rentals provide amenities such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about cleanliness, holiday rentals can offer a sense of seclusion away from shared hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for families.