Cromwell Holiday Rentals

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Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sept - 6 Sept

Our top choices for Cromwell holiday rentals

Interior

Conference Room Rental no sleeping arrangements

Conference Room Rental no sleeping arrangements
Main Street Historic District
The price is HK$5,637
HK$7,288 total
includes taxes & fees
14 May - 15 May
Conference Room Rental no sleeping arrangements
View from property

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
2.0 star property
East Haddam
9.6 out of 10, Exceptional, (150 reviews)
"I loved the location and the view!"
United States
Gabrielly
The price is HK$1,088
HK$1,612 total
includes taxes & fees
18 May - 19 May
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
Property grounds

Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks

Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Coventry Lake
8.8 out of 10, Excellent, (48 reviews)
"Stayed for a wedding. Perfect stay!"
United States
Christine M.
The price is HK$838
HK$2,021 total
includes taxes & fees
17 May - 18 May
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Property grounds

Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks

Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Coventry Lake
9.4 out of 10, Exceptional, (42 reviews)
"Pet and family, friendly"
United States
Mary-Kate G
The price is HK$838
HK$2,060 total
includes taxes & fees
19 May - 20 May
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Smart TV

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

Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
Manchester
9.4 out of 10, Exceptional, (22 reviews)
"Great place"
United States
John S.
The price is HK$1,174
HK$2,478 total
includes taxes & fees
19 May - 20 May
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
Smart TV

Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.

Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
Cheshire
9.4 out of 10, Exceptional, (18 reviews)
"Easy check in Rooms were comfortably spacious "
United States
Benjamin W.
The price is HK$930
HK$1,586 total
includes taxes & fees
27 May - 28 May
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
Property grounds

#24 *Serenity* A Lakefront Cottage Retreat

#24 *Serenity* A Lakefront Cottage Retreat
Middletown
9.8 out of 10, Exceptional, (23 reviews)
"The house was cozy and comfortable. The location was great while dropping our son off at Wesleyan University for his sophomore year. The lake was a peaceful place to relax and read."
United States
julia h.
The price is HK$1,248
HK$2,704 total
includes taxes & fees
19 May - 20 May
#24 *Serenity* A Lakefront Cottage Retreat
Exterior

15mins to Hartford, Home in Manchester w/ King Bed

15mins to Hartford, Home in Manchester w/ King Bed
Manchester
9.2 out of 10, Wonderful, (7 reviews)
"Great location, spacious, comfortable and clean. The host was very responsive and easy to work with, Definitely deserves 5 stars for quality and price."
Singapore
Angelo N.
15mins to Hartford, Home in Manchester w/ King Bed
1 bedroom, iron/ironing board, WiFi, bed sheets

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, (13 reviews)
"Excellent option for a short stay near the heart of it all in Wallingford."
United States
Jeanette W.
The price is HK$924
HK$2,284 total
includes taxes & fees
18 May - 19 May
Once the old Schools house now a newly furnished Apartment
Smart TV

Crested One Place - with Free Parking, Heat & AC

Crested One Place - with Free Parking, Heat & AC
Manchester
The price is HK$720
HK$1,713 total
includes taxes & fees
9 Jun - 10 Jun
Crested One Place - with Free Parking, Heat & AC
Smart TV, fireplace, books, music library

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, (30 reviews)
"Fantastic experience from beginning to end! Loved every minute of my stay! "
United States
Jody U.
The price is HK$1,096
HK$2,163 total
includes taxes & fees
27 May - 28 May
Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
Fridge, microwave, oven, stovetop

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.
The price is HK$924
HK$2,307 total
includes taxes & fees
14 May - 15 May
Fully Furnished 1BR Apartment
Interior

Spacious Yard w/ Gazebo: Charming Windsor Retreat

Spacious Yard w/ Gazebo: Charming Windsor Retreat
3.0 star property
Windsor
The price is HK$3,061
HK$5,585 total
includes taxes & fees
3 Jun - 4 Jun
Spacious Yard w/ Gazebo: Charming Windsor Retreat
Fridge, microwave, oven, stovetop

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
The price is HK$924
HK$2,284 total
includes taxes & fees
18 May - 19 May
All new 1BR apartment with all the features you are looking for
Exterior

All New 1BR with tons of Charm

All New 1BR with tons of Charm
Wallingford Center
9.8 out of 10, Exceptional, (8 reviews)
"Charming, unique, and very comfortable. Would surely stay again. "
United States
David S.
The price is HK$924
HK$2,284 total
includes taxes & fees
21 May - 22 May
All New 1BR with tons of Charm
Interior

New Railside Residents

New Railside Residents
Wallingford Center
10.0 out of 10, Exceptional, (2 reviews)
"Clean & comfortable, in an architecturally unique setting. Great proximity to a variety of downtown shops & restaurants - check out Center Street Brewing Co. for some excellent beer."
United States
Thomas S.
The price is HK$924
HK$2,307 total
includes taxes & fees
28 May - 29 May
New Railside Residents
Exterior

Walk To Goodspeed Opera House!

Walk To Goodspeed Opera House!
East Haddam
9.4 out of 10, Exceptional, (36 reviews)
"Place was clean, beds were comfortable. We were only there one night but was well worth it."
United States
Annette L.
The price is HK$1,112
HK$1,916 total
includes taxes & fees
20 May - 21 May
Walk To Goodspeed Opera House!
Property grounds

River Overlook - What a view from your deck!

River Overlook - What a view from your deck!
Collinsville
10.0 out of 10, Exceptional, (23 reviews)
"The place was perfect for the two of us. It was close to both our kids homes."
United States
Tomas M.
The price is HK$1,163
HK$2,337 total
includes taxes & fees
14 May - 15 May
River Overlook - What a view from your deck!
Smart TV, computer monitors

Central Chic Pad - with Free Parking, Heat & AC

Central Chic Pad - with Free Parking, Heat & AC
Manchester
9.6 out of 10, Exceptional, (7 reviews)
"Great stay. Gas stove was a highlight!"
United States
Domenic
The price is HK$675
HK$1,630 total
includes taxes & fees
21 May - 22 May
Central Chic Pad - with Free Parking, Heat & AC
Smart TV

Modern & Cozy Cape | 4 Bedroom House | Central Location

Modern & Cozy Cape | 4 Bedroom House | Central Location
Manchester Center
9.8 out of 10, Exceptional, (9 reviews)
"This house was perfect for the 4 of us. We all had our own bedroom and shared the bath. It’s very clean and close to everywhere we were going! The home is modern and the beds were comfy! I would stay there again. Great home! "
United States
Lorie D.
The price is HK$1,018
HK$2,282 total
includes taxes & fees
19 May - 20 May
Modern & Cozy Cape | 4 Bedroom House | Central Location
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

Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

10/10 Excellent
"Excellent hotel. Good value. Excellent location with nice woods in the back with a patio with picnic tables plus they had a grill. The hotel is a little outdated and could use an upgrade, but the room was very comfortable and clean. The breakfast was good and the coffee was great. Met some great people there. Will be staying there again in a few weeks."
Paul 2-night trip
Posted 6 hours ago
Holiday Inn Express Southington by IHG

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:

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

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?

Lakefront - King - W&D - Fire Pit - Kayaks - SUPs: This holiday home rental outside of Cromwell is located on the beach, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What’s there to see and do in Cromwell?

Connecticut River State Wildlife Area and Connecticut River are a couple of lovely local spots to get outside and enjoy nature. TPC River Highlands and River Highlands State Park 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.