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
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

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 NZ$1,609
includes taxes & fees
3 Oct - 4 Oct
Conference Room Rental no sleeping arrangements
A modern kitchen with a central island, white cabinetry, stainless steel appliances, and a wooden floor.

2. 2BR Apartment Near Wesleyan 301

2BR Apartment Near Wesleyan 301
Washington Street Historic District
10.0 out of 10, Exceptional, (3 reviews)
"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
Joanne L.
The price is NZ$583
includes taxes & fees
4 Oct - 5 Oct
2BR Apartment Near Wesleyan 301
A compact kitchen with modern appliances, a dining area with a glass table and black chairs, and a geometric pendant light.

3. 2BR Apartment Near Wesleyan 102

2BR Apartment Near Wesleyan 102
Washington Street Historic District
9.0 out of 10, Wonderful, (6 reviews)
"Excellent beds and clean."
United States
DANIEL M.
The price is NZ$540
includes taxes & fees
4 Oct - 5 Oct
2BR Apartment Near Wesleyan 102
Stairwell

4. 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 NZ$499
includes taxes & fees
6 Oct - 7 Oct
Private Apartment in Berlin
Veterans Park, near the house

5. Family Stays: Middletown, CT

Family Stays: Middletown, CT
Middletown
10.0 out of 10, Exceptional, (31 reviews)
"Clean, fully equipped kitchen, family friendly"
United States
Trisha T.
The price is NZ$458
includes taxes & fees
27 Oct - 28 Oct
Family Stays: Middletown, CT
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.

6. 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 NZ$686
includes taxes & fees
4 Oct - 5 Oct
3 BR Apartment Near Wesleyan 202
A cabin with a dining table set for two, a bicycle, and a small porch area.

7. 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, (197 reviews)
"ABSOLUTELY BEAUTIFUL AND SERENE STAY . WE REALLY ENJOYED OUR STAY !"
United States
Melissa
The price is NZ$359
includes taxes & fees
2 Nov - 3 Nov
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
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.

8. 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, (37 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 NZ$452
includes taxes & fees
2 Nov - 3 Nov
Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
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 NZ$580
includes taxes & fees
2 Nov - 3 Nov
Private Apt in Middletown-Wesleyan 101
Bedroom

10. 1 Queen Bed | Wethersfield

1 Queen Bed | Wethersfield
Wethersfield
The price is NZ$145
includes taxes & fees
2 Nov - 3 Nov
1 Queen Bed | Wethersfield
A hotel reception area with a receptionist, a guest, and a child.

11. 1 Queen Bed | Smoking

1 Queen Bed | Smoking
Wethersfield
The price is NZ$145
includes taxes & fees
5 Oct - 6 Oct
1 Queen Bed | Smoking
A modern kitchen with dark cabinetry, a marble countertop, and a dining area with a table and chairs.

12. 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 NZ$641
includes taxes & fees
2 Nov - 3 Nov
3 BR Apartment Near Wesleyan 201
A modern living room with a sofa, a dining table, and a massage chair.

13. #29 - Modern 5 Bedroom/2 Bath

#29 - Modern 5 Bedroom/2 Bath
Middletown
9.0 out of 10, Wonderful, (7 reviews)
"Great place! "
United States
Gail R.
The price is NZ$900
includes taxes & fees
7 Oct - 8 Oct
#29 - Modern 5 Bedroom/2 Bath
A hotel room with a bed, a desk, a chair, a television, a door, and a window with curtains.

14. 1 Full Bed | Deluxe, Micfridge, Smoking

1 Full Bed | Deluxe, Micfridge, Smoking
Wethersfield
The price is NZ$151
includes taxes & fees
4 Oct - 5 Oct
1 Full Bed | Deluxe, Micfridge, Smoking
A hotel room with two beds, a window with curtains, a bedside table, and a wall-mounted lamp.

15. 2 Full Beds | Wethersfield

2 Full Beds | Wethersfield
Wethersfield
The price is NZ$155
includes taxes & fees
2 Nov - 3 Nov
2 Full Beds | Wethersfield
A hotel room with a bed, bedside table, TV, and a window with curtains.

16. 1 Full Bed | Micfridge, Smoking

1 Full Bed | Micfridge, Smoking
Wethersfield
The price is NZ$153
includes taxes & fees
4 Oct - 5 Oct
1 Full Bed | Micfridge, Smoking
A small room with a table and chairs, a television mounted on the wall, and a window with a view of a parking lot and buildings.

17. 1 Queen Bed | ADA/RI Shower/Micfridge

1 Queen Bed | ADA/RI Shower/Micfridge
Wethersfield
The price is NZ$153
includes taxes & fees
4 Oct - 5 Oct
1 Queen Bed | ADA/RI Shower/Micfridge
A hotel room with a bed, a desk with a chair, a television, a mirror, and a bathroom with a towel rack.

18. 1 Queen Bed | Micfridge

1 Queen Bed | Micfridge
Wethersfield
The price is NZ$153
includes taxes & fees
4 Oct - 5 Oct
1 Queen Bed | Micfridge
A hotel room with a bed, a desk with a television, a mirror, and a bathroom visible through an open door.

19. 1 Queen Bed | Deluxe, Micfridge

1 Queen Bed | Deluxe, Micfridge
Wethersfield
The price is NZ$157
includes taxes & fees
4 Oct - 5 Oct
1 Queen Bed | Deluxe, Micfridge
A person at a desk with a telephone, a notebook, and a pen.

20. 2 Full Beds | ADA/Tub/Micfridge

2 Full Beds | ADA/Tub/Micfridge
Wethersfield
The price is NZ$165
includes taxes & fees
1 Nov - 2 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

Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown

10/10 Excellent
"Amazing trio.. the two representatives I’m at the front desk where amazing! Hotel was clean and all around amazing"
Angelica 3-night trip
Posted less than an hour ago
Courtyard by Marriott Waterbury Downtown

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 favorite 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 depends 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 NZ$359 per night. Entering your travel dates in the search wizard you might find 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.