Cromwell Vacation Rentals

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Check prices for these dates

In two weeks
Jun 19 - Jun 21
In two months
Jul 31 - Aug 2
In three months
Aug 28 - Aug 30
In four months
Sep 25 - Sep 27

Our top choices for Cromwell vacation rentals

Interior

Conference Room Rental no sleeping arrangements

Conference Room Rental no sleeping arrangements
Main Street Historic District
$823 nightly
The price is $931
Jun 5 - Jun 6
Total with taxes and fees
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, (155 reviews)
"I loved the location and the view!"
United States
Gabrielly
$189 nightly
The price is $217
Jun 8 - Jun 9
Total with taxes and fees
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
Beach nearby

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, (44 reviews)
"We had an awesome stay for Thanksgiving week!"
United States
Jamie S.
$329 nightly
The price is $373
Jun 30 - Jul 1
Total with taxes and fees
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Property grounds

Humble Abode #2

Humble Abode #2
Manchester Center
10.0 out of 10, Exceptional, (3 reviews)
"the place was clean bed was nice"
United States
Jonathan
$140 nightly
The price is $158
Jun 7 - Jun 8
Total with taxes and fees
Humble Abode #2
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.
$280 nightly
The price is $317
Jun 15 - Jun 16
Total with taxes and fees
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Interior

Lakefront - King - W&D - PetsOK - Kayaks - SUPs

Lakefront - King - W&D - PetsOK - Kayaks - SUPs
Coventry Lake
9.8 out of 10, Exceptional, (40 reviews)
"We were in town for a family event and the cottage was a perfect choice!Very comfortable, well appointed and just steps from the lake!I'll definitely book again next time I'm in town!"
United States
George J.
$328 nightly
The price is $371
Jun 24 - Jun 25
Total with taxes and fees
Lakefront - King - W&D - PetsOK - Kayaks - SUPs
Property grounds

Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!

Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
Lake Pocotopaug
10.0 out of 10, Exceptional, (16 reviews)
"Clean, quiet, beautiful surroundings and a great host"
United States
Jennifer J.
$310 nightly
The price is $351
Jun 22 - Jun 23
Total with taxes and fees
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
Exterior

Walk To Goodspeed Opera House!

Walk To Goodspeed Opera House!
East Haddam
9.6 out of 10, Exceptional, (37 reviews)
"Place was clean, beds were comfortable. We were only there one night but was well worth it."
United States
Annette L.
$238 nightly
The price is $270
Jun 7 - Jun 8
Total with taxes and fees
Walk To Goodspeed Opera House!
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.
$277 nightly
The price is $295
Jun 5 - Jun 6
Total with taxes and fees
Once the old Schools house now a newly furnished Apartment
Smart TV

Entire guest suite in South Windsor, Connecticut

Entire guest suite in South Windsor, Connecticut
South Windsor
10.0 out of 10, Exceptional, (1 review)
"We enjoyed our stay at this clean, cozy and well-decorated guest suite! Our host was very welcoming, and quickly responded to inquiries and messages. We would definitely plan to return here if we’re back in the area!"
United States
Jan E.
Entire guest suite in South Windsor, Connecticut
Fridge, microwave, oven, stovetop

#16 *A COZY GETAWAY* 4BED/3BATH HOME W/ FIRE PIT

#16 *A COZY GETAWAY* 4BED/3BATH HOME W/ FIRE PIT
Southington
9.0 out of 10, Wonderful, (7 reviews)
"We enjoyed our stay! And happy with most!!!!"
United States
Dawn H.
$535 nightly
The price is $579
Jun 15 - Jun 16
Total with taxes and fees
#16 *A COZY GETAWAY* 4BED/3BATH HOME W/ FIRE PIT
Smart TV

#23 *COMFORT & LUXURY* 3 BR/2 BA House

#23 *COMFORT & LUXURY* 3 BR/2 BA House
Southington
9.8 out of 10, Exceptional, (9 reviews)
"Place was just as advertised. It was clean, comfy, nice neighborhood. Check in and out was easy with no issues. "
United States
Ryan A.
$356 nightly
The price is $383
Jun 8 - Jun 9
Total with taxes and fees
#23 *COMFORT & LUXURY* 3 BR/2 BA House
Shower, towels, shampoo

2BR Apartment Near Wesleyan 102

2BR Apartment Near Wesleyan 102
Washington Street Historic District
$217 nightly
The price is $245
Jun 5 - Jun 6
Total with taxes and fees
2BR Apartment Near Wesleyan 102
House (4 Bedrooms) | Interior

Spacious Yard w/ Gazebo: Charming Windsor Retreat

Spacious Yard w/ Gazebo: Charming Windsor Retreat
3.0 star property
Windsor
Spacious Yard w/ Gazebo: Charming Windsor Retreat
Exterior

All New 1BR with tons of Charm

All New 1BR with tons of Charm
Wallingford Center
9.8 out of 10, Exceptional, (9 reviews)
"Charming, unique, and very comfortable. Would surely stay again. "
United States
David S.
$274 nightly
The price is $292
Jun 6 - Jun 7
Total with taxes and fees
All New 1BR with tons of Charm
Property grounds

COZY Maple Tree Cabin - Situated on 6 private acres- Enjoy nature

COZY Maple Tree Cabin - Situated on 6 private acres- Enjoy nature
Killingworth
10.0 out of 10, Exceptional, (56 reviews)
"Stayed here for Valentine's weekend with my wife and it was perfect! Gardner and Kathy were great with communication and the cabin itself was beautiful! It had everything we needed for the weekend and the location is close to many nearby attractions. Book your stay at Mapletree Cabin.. you won't regret it! "
United States
Miguel D.
COZY Maple Tree Cabin - Situated on 6 private acres- Enjoy nature
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.
$352 nightly
The price is $380
Jun 16 - Jun 17
Total with taxes and fees
#24 *Serenity* A Lakefront Cottage Retreat
Bathroom

#43- Modern Luxury Log Cabin Retreat | Fire Pit

#43- Modern Luxury Log Cabin Retreat | Fire Pit
Prospect
8.0 out of 10, Very Good, (1 review)
"3.5 rounding up to 4. We had a good stay overall. I travel fairly often and tend to reserve 5 stars for places where every detail of the guest experience feels really thoughtfully considered. This home was comfortable and worked fine for our trip, but it felt a bit more basic compared to some other rentals I’ve stayed in."
United States
Lauren P.
$429 nightly
The price is $460
Jun 9 - Jun 10
Total with taxes and fees
#43- Modern Luxury Log Cabin Retreat | Fire Pit
Property grounds

Cozy 1-bedroom apartment in enchanting Manchester, with A/C & wifi, kitchen

Cozy 1-bedroom apartment in enchanting Manchester, with A/C & wifi, kitchen
Manchester Center
10.0 out of 10, Exceptional, (7 reviews)
"Nice private place to stay."
United States
Brian A.
$124 nightly
The price is $139
Jun 15 - Jun 16
Total with taxes and fees
Cozy 1-bedroom apartment in enchanting Manchester, with A/C & wifi, kitchen
Dining

Prime West Hartford Center: Timeless Charm

Prime West Hartford Center: Timeless Charm
West Hartford
10.0 out of 10, Exceptional, (22 reviews)
"We had a dinner for a grooms dinner and found this to be the perfect spot! The kitchen was well stocked and wonderful to cook in. Our guests were very impressed. It was immaculate and their is a Whole Foods just a block and a half away or a costco a short drive away. We loved cooking on the grill on the deck and the guys enjoyed having the gas fireplace and couches there as well! Lovely place!"
United States
Sherri
$523 nightly
The price is $568
Jun 9 - Jun 10
Total with taxes and fees
Prime West Hartford Center: Timeless Charm
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 Hartford Hotel & Suites

Best Western Hartford Hotel & Suites

4/10 Poor
"Cons: Sketchy neighborhood. Sketchy people drinking in the parking lot at 3pm on a Tuesday. Poor breakfast. Dimly lit hallways. Pros: Room was reasonable, but nothing special. Good water pressure."
Damion 1-night trip
Posted less than an hour ago
Best Western Hartford Hotel & Suites

Find out more about Cromwell

Everything you need to know about Cromwell vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Cromwell vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cromwell vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cromwell vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cromwell. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Cromwell in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $139 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Cromwell rentals

At Expedia, we put the best Cromwell vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Cromwell rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cromwell vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cromwell. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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?

Downtown and secluded: This vacation home rental outside of Cromwell offers a balcony, a selection of books, and air-conditioning 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.

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 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.