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

Cromwell Vacation Rentals

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Check prices for these dates

In two weeks
4 Sep - 6 Sep
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Cromwell vacation rentals

Interior

1. Conference Room Rental no sleeping arrangements

Conference Room Rental no sleeping arrangements
Main Street Historic District
The price is AED 2,645
AED 3,420 total
includes taxes & fees
24 Aug - 25 Aug
Conference Room Rental no sleeping arrangements
Dining

2. 2BR Apartment Near Wesleyan 102

2BR Apartment Near Wesleyan 102
Washington Street Historic District
8.8 out of 10, Excellent, (5 reviews)
The price is AED 559
AED 1,189 total
includes taxes & fees
25 Aug - 26 Aug
2BR Apartment Near Wesleyan 102
Dining

3. 3 BR Apartment Near Wesleyan 201

3 BR Apartment Near Wesleyan 201
Washington Street Historic District
10.0 out of 10, Exceptional, (1 review)
"Clean apartment plenty of parking"
United States
Rebecca P.
The price is AED 661
AED 1,425 total
includes taxes & fees
30 Aug - 31 Aug
3 BR Apartment Near Wesleyan 201
Coffee/tea maker, fridge, microwave, oven

4. “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.
The price is AED 826
AED 1,064 total
includes taxes & fees
31 Aug - 1 Sep
“3BR Home Near Wesleyan & Downtown Middletown
View from property

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, (182 reviews)
"Great property for quiet and a nice getaway. Great little places to eat and shop in the surrounding towns."
United States
Frank
The price is AED 496
AED 908 total
includes taxes & fees
22 Sep - 23 Sep
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
Coffee/tea maker, fridge, microwave, oven

6. Private Apt in Middletown-Wesleyan 101

Private Apt in Middletown-Wesleyan 101
Washington Street Historic District
7.0 out of 10, Good, (4 reviews)
"Very clean. No frills."
United States
Kristoph
The price is AED 547
AED 1,280 total
includes taxes & fees
26 Aug - 27 Aug
Private Apt in Middletown-Wesleyan 101
Smart TV, fireplace, books, music library

7. 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, (36 reviews)
"My son and I were here for two nights and had an excellent time. It was exactly as described and such a tastefully decorated and maintained place to stay. Would definitely stay here again if in the area!"
United States
Kate F.
The price is AED 459
AED 948 total
includes taxes & fees
31 Aug - 1 Sep
Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
Interior

8. 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 AED 503
AED 1,126 total
includes taxes & fees
25 Aug - 26 Aug
Private Apartment in Berlin
Property grounds

9. Lakeview Carriage House with Spectacular Sunset Views

Lakeview Carriage House with Spectacular Sunset Views
Lake Pocotopaug
10.0 out of 10, Exceptional, (19 reviews)
"Clean, quiet, beautiful surroundings and a great host"
United States
Jennifer J.
The price is AED 569
AED 1,206 total
includes taxes & fees
7 Sep - 8 Sep
Lakeview Carriage House with Spectacular Sunset Views
Dining

10. Two Families, up and Down Stairs, the 2nd Floor is the Vrbos Apartment

Two Families, up and Down Stairs, the 2nd Floor is the Vrbos Apartment
New Britain
6.8 out of 10, (8 reviews)
" Not bad for the price "
United States
Audrey L.
The price is AED 506
AED 1,366 total
includes taxes & fees
24 Aug - 25 Aug
Two Families, up and Down Stairs, the 2nd Floor is the Vrbos Apartment
Dining

11. 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 AED 661
AED 1,567 total
includes taxes & fees
26 Aug - 27 Aug
3 BR Apartment Near Wesleyan 202
Exterior

12. All New 1BR with tons of Charm

All New 1BR with tons of Charm
Wallingford Center
10.0 out of 10, Exceptional, (11 reviews)
"Very nice! Clean and had everything you would need for a few nights away from home. I book again. "
United States
ALRUNDUS L.
The price is AED 433
AED 1,086 total
includes taxes & fees
24 Aug - 25 Aug
All New 1BR with tons of Charm
Exterior

13. Home away from home Hot Tub and Pool in Middletown home of Wesleyan university

Home away from home Hot Tub and Pool in Middletown home of Wesleyan university
Middletown
9.8 out of 10, Exceptional, (17 reviews)
"Large, comfortable house in a tranquil part of town. "
United States
Daryl R.
The price is AED 1,921
AED 3,315 total
includes taxes & fees
6 Sep - 7 Sep
Home away from home Hot Tub and Pool in Middletown home of Wesleyan university
Coffee/tea maker, fridge, microwave, oven

14. Fully Furnished 1BR Apartment

Fully Furnished 1BR Apartment
Wallingford
10.0 out of 10, Exceptional, (3 reviews)
"This was a great place to stay in town when visiting family! Kitchen was well stocked, location was convenient, & it had everything we needed!"
United States
Jennifer L.
Fully Furnished 1BR Apartment
TV

15. Newly Remodeled 1-BR Close to Everything yet Very Private

Newly Remodeled 1-BR Close to Everything yet Very Private
Wallingford
10.0 out of 10, Exceptional, (10 reviews)
"Best stay ever! Parking lot was easy; apartment was clean and felt like home. Bed comfortable. Would booked this apartment next trip. My only recommendation that was the kitchen did not have a toaster. "
United States
Linda v.
The price is AED 433
AED 1,082 total
includes taxes & fees
20 Sep - 21 Sep
Newly Remodeled 1-BR Close to Everything yet Very Private
Interior

16. The Sun Filled Cozy Creamery

The Sun Filled Cozy Creamery
Plainville
9.0 out of 10, Wonderful, (26 reviews)
"Very cozy and comfortable.The location was perfect for our stay in the area."
United States
Heather T.
The price is AED 275
AED 962 total
includes taxes & fees
22 Sep - 23 Sep
The Sun Filled Cozy Creamery
TV

17. Newly Remodeled with deck. Close to town center

Newly Remodeled with deck. Close to town center
Wallingford
10.0 out of 10, Exceptional, (2 reviews)
"The apartment was perfect - size, location, furnishings and price. Will definitely return when I visit friends and family."
United States
Karen F.
The price is AED 433
AED 1,086 total
includes taxes & fees
10 Sep - 11 Sep
Newly Remodeled with deck. Close to town center
Terrace/patio

18. The Blue Back Bungalow

The Blue Back Bungalow
West Hartford
9.4 out of 10, Exceptional, (19 reviews)
"The bungalow is in a great location - close to I84 and West Hartford center. The kitchen had a lot of great appliances to make cooking easy. The coffee pot was a Keurig/carafe combo - which we really liked. We enjoyed drinking our morning coffee on the front porch. We would definitely stay her again!"
United States
Ben
The Blue Back Bungalow
1 bedroom, iron/ironing board, WiFi, bed sheets

19. Once the old Schools house now a newly furnished Apartment

Once the old Schools house now a newly furnished Apartment
Wallingford Center
9.0 out of 10, Wonderful, (14 reviews)
"Excellent option for a short stay near the heart of it all in Wallingford."
United States
Jeanette W.
The price is AED 433
AED 1,086 total
includes taxes & fees
30 Aug - 31 Aug
Once the old Schools house now a newly furnished Apartment
TV

20. All new 1BR apartment with all the features you are looking for

All new 1BR apartment with all the features you are looking for
Wallingford Center
10.0 out of 10, Exceptional, (1 review)
"Clean & Comfortable, excellent accessibility to area restaurants & shopping.There was a hitch with my payment before check-in, the owner was helpful & communicative in resolving the issue.Overall, a great place to stay."
United States
Thomas S.
The price is AED 433
AED 1,086 total
includes taxes & fees
24 Aug - 25 Aug
All new 1BR apartment with all the features you are looking for
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 Plus New England Inn & Suites

Best Western Plus New England Inn & Suites

10/10 Excellent
"Room was clean and comfortable. Ample easy parking. perfect for our one night stay."
ilene 1-night trip
Posted 2 hours ago
Best Western Plus New England Inn & Suites

Frequently asked questions

Can I find vacation rentals in Cromwell?

Yes, we give you a choice of vacation rentals close to well known attractions in Cromwell, or you can go with a more secluded option if you'd like a relaxing place to stay. Visitors like the top-notch restaurants and shops in Cromwell. While you're here, grab a bite or have a drink at the coffeehouses.

What's the top vacation rental in Cromwell?

Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville: This vacation home rental outside of Cromwell is located on a river and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the selection of games in this rental home to help you unwind.

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 vacation rental in Cromwell like?

Vacation rentals are privately owned properties you can reserve for a couple days or more in Cromwell. Vacation rentals feature amenities such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from shared hotel elevators and bustling concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for a family getaway.