Cromwell Vacation Rentals from ￥31,681: Search Short-Term Rentals

Q: 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.

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Cromwell vacation 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

Main Street Historic District

￥139,193 total

includes taxes & fees

Sep 29 - Sep 30

A wooden deck with chairs overlooking a calm lake surrounded by autumn foliage.

2. #24 Serenity A Lakefront Cottage Retreat

Middletown

Rodrigo C.

￥50,660 total

includes taxes & fees

Sep 29 - Sep 30

A modern kitchen with a central island, white cabinetry, stainless steel appliances, and a wooden floor.

3. 2BR Apartment Near Wesleyan 301

Washington Street Historic District

Joanne L.

￥45,108 total

includes taxes & fees

Sep 30 - Oct 1

A compact kitchen with modern appliances, a dining area with a glass table and black chairs, and a geometric pendant light.

4. 2BR Apartment Near Wesleyan 102

Washington Street Historic District

DANIEL M.

￥37,475 total

includes taxes & fees

Sep 29 - Sep 30

5. Family Stays: Middletown, CT

Middletown

Trisha T.

￥40,224 total

includes taxes & fees

Oct 27 - Oct 28

A modern kitchen with dark cabinetry, a marble countertop, and a dining area with a table and chairs.

6. 3 BR Apartment Near Wesleyan 201

Washington Street Historic District

Rebecca P.

￥52,885 total

includes taxes & fees

Oct 5 - Oct 6

7. Private Apartment in Berlin

Berlin

Shaun L.

￥37,837 total

includes taxes & fees

Sep 29 - Sep 30

A cabin with a dining table set for two, a bicycle, and a small porch area.

8. Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

East Haddam

Melissa

￥31,681 total

includes taxes & fees

Oct 6 - Oct 7

A compact kitchen with white cabinets, a built-in oven, and a dining table with chairs.

9. Private Apt in Middletown-Wesleyan 101

Washington Street Historic District

Kristoph

￥41,454 total

includes taxes & fees

Sep 29 - Sep 30

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.

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

Haddam

Kristy C.

￥39,320 total

includes taxes & fees

Oct 19 - Oct 20

A modern living room with a sofa, a dining table, and a massage chair.

11. #29 - Modern 5 Bedroom/2 Bath

Middletown

Gail R.

￥75,297 total

includes taxes & fees

Oct 7 - Oct 8

A hotel room with a television, a desk, a chair, a bed, a door, and a window.

12. Cozy 1 Full Bed | ADA/Tub

Southington

A modern living room with a glass dining table, dark chairs, a sofa, and a ceiling fan.

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

New Britain

Audrey L.

￥54,332 total

includes taxes & fees

Sep 29 - Sep 30

A hotel room with a bed, a desk, a chair, a window with a view of trees, and a wall-mounted light fixture.

14. MS6 Southington |1 Full Bed |

Southington

￥11,926 total

includes taxes & fees

Sep 29 - Sep 30

A motel with a two-story structure, a parking lot, and a flag indicating a nearby attraction.

15. Cozy 2 Full Beds | Micfridge

Southington

￥11,926 total

includes taxes & fees

Oct 20 - Oct 21

A kitchen with a ceiling fan, a dining area with a table and chairs, and a living room with a sofa and a plant.

16. Tiny, Budget Friendly 1 Bedroom Central CT

Southington

"There were minor cleaning issues in the bathroom, and my only/biggest complaint is the listing is misleading as it says you have no neighbors but the space is physically attached to a larger house and the driveway and entry/exit doors for both units open into the same small space. Additionally the front door has a large glass window with no curtains so you have absolutely no privacy. This is a direct conflict with the listing and I did bring this up to the landlord. That being said the location...

Zackary G.

￥31,645 total

includes taxes & fees

Sep 29 - Sep 30

A modern living room with a sofa, coffee table, and a TV mounted on the wall.

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

Wallingford Center

Jeanette W.

￥44,148 total

includes taxes & fees

Sep 29 - Sep 30

A two-story house with a front porch, a garage, and a well-maintained lawn.

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

Middletown

Lee S.

￥122,386 total

includes taxes & fees

Sep 29 - Sep 30

A compact kitchen with grey cabinets, a built-in microwave, a coffee machine, and a sink with a modern faucet.

19. All New Fully Furnished Cozy Studio

Wallingford Center

Rick C.

￥44,148 total

includes taxes & fees

Oct 4 - Oct 5

A modern living room with a blue sofa, a coffee table, and a dining area with a kitchen in the background.

20. #23 COMFORT & LUXURY 3 BR/2 BA House

Southington

Ryan A.

￥53,028 total

includes taxes & fees

Oct 7 - Oct 8

View all properties

Find vacation rentals that suit your style

Apartments

Private vacation homes

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Cromwell Hotel Reviews

Hampton Inn & Suites Hartford/East Hartford

8/10 Good

"The hotel is being redecorated and I don’t think our room was finished (trim etc), but it should be nice when finished. The shower started with ice cold water for 5+ minutes until it finally got warm. Sketchy area: parking lot sign says you assume the risk, and lobby has a Security guy at night. We needed another remote for the tv to stream our shows and the front desk couldn’t help with that. Housekeeping skipped our room. But a good deal for the price: our King studio was spacious, everything clean, and the free breakfast - eggs, waffles, oatmeal, bananas etc - was excellent. I’d try this hotel again."

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

10/10 Excellent

"It was AMAZING! What a perfect place to reconnect with your partner. We had everything we needed and with the nor’easter, we were cozy up, having a few glasses of wine and playing games and cooking together. We can’t wait to come back! The place was clean, safe, and not a far drive from home."

Find out more about Cromwell

Search for holiday rentals in Cromwell on Expedia! You can easily find your home rentals, villas, holiday apartments in Cromwell using one of the methods below:

View our selection of featured holiday rentals in Cromwell
Use the map to find apartments and other holiday homes in the Cromwell neighbourhood you prefer
Enter your travel dates to view the best deals on holiday rentals in Cromwell while they last

Look no further and take a look at our great range of rental properties in Cromwell!

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.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Cromwell vacation rentals

1. Conference Room Rental no sleeping arrangements

2. #24 Serenity A Lakefront Cottage Retreat

3. 2BR Apartment Near Wesleyan 301

4. 2BR Apartment Near Wesleyan 102

5. Family Stays: Middletown, CT

6. 3 BR Apartment Near Wesleyan 201

7. Private Apartment in Berlin

8. Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

9. Private Apt in Middletown-Wesleyan 101

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

11. #29 - Modern 5 Bedroom/2 Bath

12. Cozy 1 Full Bed | ADA/Tub

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

14. MS6 Southington |1 Full Bed |

15. Cozy 2 Full Beds | Micfridge

16. Tiny, Budget Friendly 1 Bedroom Central CT

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

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

19. All New Fully Furnished Cozy Studio

20. #23 COMFORT & LUXURY 3 BR/2 BA House

Find vacation rentals that suit your style

Top Cromwell Hotel Reviews

Hampton Inn & Suites Hartford/East Hartford

The Capitol Hotel

Best Western Plus New England Inn & Suites

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Super 8 by Wyndham Cromwell/Middletown

Red Roof Inn Meriden

Find out more about Cromwell

Frequently asked questions

Go further with the Expedia app