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Our top choices for Cromwell vacation homes

1. Family Stays: Middletown, CT

Family Stays: Middletown, CT
Middletown
10.0 out of 10, Exceptional, (34 reviews)
"Gilbert is an amazing host! I highly recommend staying here if you are visiting Middletown."
United States
Audrey F.
The price is ¥21,561
¥40,207 total
includes taxes & fees
Nov 16 - Nov 17
Family Stays: Middletown, CT

2. Welcoming 1500 square foot 3-bedroom house completely remodeled in Southington

Welcoming 1500 square foot 3-bedroom house completely remodeled in Southington
Southington
10.0 out of 10, Exceptional, (3 reviews)
"We had a great, relaxing Thanksgiving holiday at this spacious Southington, CT home. It was the perfect spot to visit one of my daughters and be able to have my mother-in-law stay with us so we could cook and host Thanksgiving dinner. The house was well-stocked and supplied with everything we needed, and then some; which allowed us to have a stress-free holiday as if we were in our own home. We highly recommend this home and will keep it in mind for future extended stays in the area."
United States
Cindy M.
The price is ¥12,793
¥74,580 total
includes taxes & fees
Nov 20 - Nov 21
Welcoming 1500 square foot 3-bedroom house completely remodeled in Southington

3. 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, (11 reviews)
"We really liked this property! Modernized apartment in an older home. Clean, comfortable, and close to family in the area. Karl was great to work with. We will stay here again next time we visit family!"
United States
Alan
The price is ¥21,082
¥45,645 total
includes taxes & fees
Dec 14 - Dec 15
Newly Remodeled 1-BR Close to Everything yet Very Private

4. 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, (16 reviews)
"Excellent option for a short stay near the heart of it all in Wallingford."
United States
Jeanette W.
The price is ¥21,105
¥47,615 total
includes taxes & fees
Nov 16 - Nov 17
Once the old Schools house now a newly furnished Apartment

5. Entire guest suite in South Windsor, Connecticut

Entire guest suite in South Windsor, Connecticut
South Windsor
10.0 out of 10, Exceptional, (13 reviews)
"Good location"
United States
Arthur
The price is ¥13,799
¥17,785 total
includes taxes & fees
Nov 16 - Nov 17
Entire guest suite in South Windsor, Connecticut

6. #22- 4 Br 2 Ba house-Central CT

#22- 4 Br 2 Ba house-Central CT
New Britain
9.0 out of 10, Wonderful, (2 reviews)
"Host was great and responsive and the property was perfect for what we needed."
United States
Hilda C.
The price is ¥36,759
¥70,894 total
includes taxes & fees
Nov 15 - Nov 16
#22- 4 Br 2 Ba house-Central CT

7. New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.

New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
Durham
10.0 out of 10, Exceptional, (35 reviews)
"This was an amazing home that exceeded our expectations- it was clean, comfortable, and in such a beautiful setting! A great place for our family to stay together during a college graduation trip! We would certainly come back again!"
United States
Iris F.
The price is ¥115,790
¥182,509 total
includes taxes & fees
Nov 20 - Nov 21
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.

8. The Game House Arcade | West Hartford

The Game House Arcade | West Hartford
West Hartford
10.0 out of 10, Exceptional, (2 reviews)
"Great location and well equipped. We will be back"
United States
Mike W.
The price is ¥30,339
¥64,100 total
includes taxes & fees
Nov 15 - Nov 16
The Game House Arcade | West Hartford

9. Modern & Cozy Cape | 4 Bedroom House | Central Location

Modern & Cozy Cape | 4 Bedroom House | Central Location
Manchester Center
10.0 out of 10, Exceptional, (11 reviews)
"Great place"
United States
John S.
The price is ¥22,200
¥46,931 total
includes taxes & fees
Nov 15 - Nov 16
Modern & Cozy Cape | 4 Bedroom House | Central Location

10. The Cottage by the Woods -private getaway to relax

The Cottage by the Woods -private getaway to relax
Meriden
The price is ¥47,913
¥103,612 total
includes taxes & fees
Nov 22 - Nov 23
The Cottage by the Woods -private getaway to relax

11. Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford

Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
Manchester
9.2 out of 10, Wonderful, (31 reviews)
"Was a great stay"
United States
John S.
The price is ¥27,151
¥52,944 total
includes taxes & fees
Nov 18 - Nov 19
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford

12. Cozy basement apartment with private bathroom, kitchen and entrance.

Cozy basement apartment with private bathroom, kitchen and entrance.
Marlborough
The price is ¥25,183
¥74,690 total
includes taxes & fees
Nov 16 - Nov 17
Cozy basement apartment with private bathroom, kitchen and entrance.

13. Charming New England Home in West Hartford Center

Charming New England Home in West Hartford Center
West Hartford
10.0 out of 10, Exceptional, (32 reviews)
"Great location. Beautiful, comfortable home."
United States
karen
The price is ¥36,550
¥72,197 total
includes taxes & fees
Nov 16 - Nov 17
Charming New England Home in West Hartford Center

14. Sun Filled Lake House Living

Sun Filled Lake House Living
Avon
6.6 out of 10, (4 reviews)
"Enjoyed my stayConvenient location for restaurants, shopping etcHome was clean and neat and in a nice quiet neighborhood Good value"
United States
Joseph C.
The price is ¥10,873
¥40,056 total
includes taxes & fees
Nov 16 - Nov 17
Sun Filled Lake House Living

15. Prime West Hartford Center Location | Historic Gem

Prime West Hartford Center Location | Historic Gem
West Hartford
10.0 out of 10, Exceptional, (37 reviews)
"We loved being so close to downtown West Hartford. The house had everything we needed for a fun graduation weekend."
United States
Trish
The price is ¥52,956
¥92,868 total
includes taxes & fees
Nov 16 - Nov 17
Prime West Hartford Center Location | Historic Gem

16. Collinsville River Escape / Fall Foliage, Deck & Yard

Collinsville River Escape / Fall Foliage, Deck & Yard
Collinsville
9.6 out of 10, Exceptional, (4 reviews)
"Cute and cozy home away from home! We loved our stay and all the nice features there were!! Everything was neat and clean and host was super amazing and helpful! We definitely will choose this place again if we’re ever in the area."
United States
Leah H.
The price is ¥17,268
¥20,498 total
includes taxes & fees
Nov 16 - Nov 17
Collinsville River Escape / Fall Foliage, Deck & Yard

17. Windsor Retreat | Near Hartford & UConn College

Windsor Retreat | Near Hartford & UConn College
Windsor
9.4 out of 10, Exceptional, (13 reviews)
"The place is easy to locate. It is as beautiful as the photo. Clean and spacious.I definitely would stay there again."
United States
Delores N.
The price is ¥45,358
¥111,167 total
includes taxes & fees
Nov 16 - Nov 17
Windsor Retreat | Near Hartford & UConn College

18. Red Door Retreat

Red Door Retreat
Vernon
The price is ¥30,025
¥56,305 total
includes taxes & fees
Dec 1 - Dec 2
Red Door Retreat

19. 1-bedroom vacation home 22 minutes from Quinnipiac University

1-bedroom vacation home 22 minutes from Quinnipiac University
Wolcott
9.6 out of 10, Exceptional, (4 reviews)
"Very clean and the host was great "
United States
David G.
The price is ¥23,984
¥61,158 total
includes taxes & fees
Nov 30 - Dec 1
1-bedroom vacation home 22 minutes from Quinnipiac University

20. The Old Avon 1800 Manor

The Old Avon 1800 Manor
Avon
7.0 out of 10, Good, (2 reviews)
"Wonderful place and host very responsive and friendly!"
United States
Anonymous traveler
The price is ¥27,981
¥69,130 total
includes taxes & fees
Nov 17 - Nov 18
The Old Avon 1800 Manor
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.

Learn more about Cromwell

Tucked along the Connecticut River, this charming town boasts scenic river views and the TPC River Highlands golf course. Explore local history at the Cromwell Historical Society, or venture to nearby Hartford for the Mark Twain House and Museum.

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

Top reviews in Cromwell