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

Cromwell Vacation Rentals

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Our top choices for Cromwell vacation rentals

1. Conference Room Rental no sleeping arrangements

Conference Room Rental no sleeping arrangements
Main Street Historic District
The price is CA $1,009
CA $1,197 total
includes taxes & fees
Nov 8 - Nov 9
Conference Room Rental no sleeping arrangements

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 CA $144
CA $335 total
includes taxes & fees
Nov 10 - Nov 11
2BR Apartment Near Wesleyan 102

3. #24 *Serenity* A Lakefront Cottage Retreat

#24 *Serenity* A Lakefront Cottage Retreat
Middletown
9.8 out of 10, Exceptional, (27 reviews)
"It was great "
United States
Rodrigo C.
#24 *Serenity* A Lakefront Cottage Retreat

4. 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, (220 reviews)
"Amazing stay, quiet, relaxing, will definitely do it again"
United States
Kelvin
The price is CA $178
CA $269 total
includes taxes & fees
Dec 7 - Dec 8
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

5. 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 CA $196
CA $364 total
includes taxes & fees
Dec 8 - Dec 9
Family Stays: Middletown, CT

6. 1 Queen Bed | Micfridge

1 Queen Bed | Micfridge
Wethersfield
10.0 out of 10, Exceptional, (51 reviews)
"Quick stop, quiet room near the highway."
United States
Anonymous traveller
The price is CA $108
CA $124 total
includes taxes & fees
Nov 8 - Nov 9
1 Queen Bed | Micfridge

7. 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 CA $143
CA $384 total
includes taxes & fees
Nov 9 - Nov 10
Private Apt in Middletown-Wesleyan 101

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 CA $103
CA $118 total
includes taxes & fees
Nov 8 - Nov 9
1 Queen Bed | Smoking

9. Private Apartment in Berlin

Private Apartment in Berlin
Berlin
8.8 out of 10, Excellent, (8 reviews)
"Clean, convenient, and great location."
United States
Shaun L.
The price is CA $135
CA $326 total
includes taxes & fees
Nov 8 - Nov 9
Private Apartment in Berlin

10. 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, (40 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 CA $175
CA $356 total
includes taxes & fees
Dec 1 - Dec 2
Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown

11. 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 CA $103
CA $118 total
includes taxes & fees
Nov 11 - Nov 12
1 Queen Bed | Wethersfield

12. 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 CA $108
CA $124 total
includes taxes & fees
Nov 11 - Nov 12
1 Queen Bed | ADA/RI Shower/Micfridge

13. 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 CA $110
CA $126 total
includes taxes & fees
Nov 8 - Nov 9
2 Full Beds | Wethersfield

14. 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 CA $111
CA $128 total
includes taxes & fees
Nov 8 - Nov 9
1 Queen Bed | Deluxe, Micfridge

15. 2 Full Beds | Micfridge

2 Full Beds | Micfridge
Wethersfield
10.0 out of 10, Exceptional, (53 reviews)
"Bed felt very comfortable compared to other motels I've stayed at around here before."
United States
Anonymous traveller
The price is CA $116
CA $134 total
includes taxes & fees
Nov 8 - Nov 9
2 Full Beds | Micfridge

16. 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 CA $116
CA $134 total
includes taxes & fees
Nov 16 - Nov 17
2 Full Beds | ADA/Tub/Micfridge

17. 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 CA $108
CA $124 total
includes taxes & fees
Nov 16 - Nov 17
1 Full Bed | Micfridge, Smoking

18. 2 Full Beds | Micfridge | Smoking

2 Full Beds | Micfridge | Smoking
Wethersfield
10.0 out of 10, Exceptional, (47 reviews)
"Compact yet cozy accommodations met needs perfectly."
United States
Anonymous traveller
The price is CA $116
CA $134 total
includes taxes & fees
Nov 8 - Nov 9
2 Full Beds | Micfridge | Smoking

19. 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 CA $107
CA $123 total
includes taxes & fees
Nov 16 - Nov 17
1 Full Bed | Deluxe, Micfridge, Smoking

20. 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 CA $186
CA $488 total
includes taxes & fees
Nov 8 - Nov 9
Two Families, up and Down Stairs, the 2nd Floor is the Vrbos Apartment
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

Find out more about Cromwell

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Cromwell. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Cabin Love at the Lake: This vacation home rental outside of Cromwell offers a fireplace, a garden, and a barbecue grill 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 you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like 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 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.