Cromwell Holiday Rentals

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Holiday Rentals in Cromwell

Fun Downtown Location
9.8 out of 10, Exceptional, (48)
"Nice space with 3 roomy bedrooms. Plenty of storage for clothes. Bathroom is small but not untypical of this era home. Steps to second floor are steep, so consider this. Kitchen has what you need for a short stay."
Fun Downtown Location
Go Jump in the Lake!
10.0 out of 10, Exceptional, (127)
"House was very clean, well equipped and had everything we needed to enjoy a relaxing getaway as a family. We enjoyed the firepit, covered porch and lakeside fun."
The price is NZ$462
per night
12 Jun - 13 Jun
Go Jump in the Lake!
Lakefront Cottage w/ Covered Porch & Dock!
3.0 star property
Lakefront Cottage w/ Covered Porch & Dock!
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Mountaintop Horse Farm with Heated Pool
10.0 out of 10, Exceptional, (15)
"Thank you for a lovely home to stay in during our family funeral weekend!"
Mountaintop Horse Farm with Heated Pool
Lake | PetsOK | Wi-Fi | W&D | Fire Pit | Kayaks
9.6 out of 10, Exceptional, (25)
"Joe was very attentive and left the house very clean for us. Definitely worth the money"
The price is NZ$576
per night
6 Jun - 7 Jun
Lake | PetsOK | Wi-Fi | W&D | Fire Pit | Kayaks
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
9.0 out of 10, Wonderful, (2)
"This was easily accessible to many places and the check-in process and communications with the owner were exceptional. Great place to stay."
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
Magnificent Riverfront home, completely private. BOOK 7 NIGHTS GET 10% OFF
9.8 out of 10, Exceptional, (106)
"Very nice stay. Only disappointment was the lack of a hot tub. Otherwise a perfect venue for our group."
Magnificent Riverfront home, completely private. BOOK 7 NIGHTS GET 10% OFF
Live the life! Stunning Private Studio Guest Suite in an Avon Mountain Mansion!
9.8 out of 10, Exceptional, (8)
"This is an immaculate guest suite with incredible views in a gorgeous setting. The owners were extremely responsive and communicative, enhancing our stay. The bed is very comfortable and the appliances and just about everything looks brand new. The grounds, pool area and views are amazing. If you’re looking for a comfortable and peaceful stay in a relaxing setting, this is the place! Your hosts will make sure you are well taken care of."
The price is NZ$617
per night
30 Jun - 1 Jul
Live the life! Stunning Private Studio Guest Suite in an Avon Mountain Mansion!
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
10.0 out of 10, Exceptional, (1)
"Beautiful new home and property! Would one back for sure!"
The price is NZ$1,378
per night
2 Jul - 3 Jul
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
Massive 5 Bedrooms: 3King 2Queen
The price is NZ$1,276
per night
5 Jun - 6 Jun
Massive 5 Bedrooms: 3King 2Queen
Beautiful cozy rooms near hospital and down town area
8.4 out of 10, Very good, (10)
"People were very nice and welcoming. Area looks questionable but the place itself is very comfortable, clean and enjoyable."
The price is NZ$399
per night
6 Jun - 7 Jun
Beautiful cozy rooms near hospital and down town area
Amazing Lakefront Property
10.0 out of 10, Exceptional, (15)
"This was my second go round staying at this property. My family and I enjoyed it the first time. More so the second time with the upgrades. Being familiar with the area was a great help. This time we went in the lake and enjoyed ourselves. We are looking forward to returning back again. Thank you Raymond for letting us stay at your property. Richard and Joanne"
Amazing Lakefront Property
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
10.0 out of 10, Exceptional, (7)
"Adorable cottage with full kitchen, luxurious bathroom and comfiest beds!! Cutest cul de sac with friendly neighbors"
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
lakefront estate
3.8 out of 10, (8)
"Overall do not stay in this house! They are scamming people! They say they are military family yet took advantage of one!! Still owe me my refund and refuse to answer VRBO to give the okay to refund my money! This place was not clean it was very unsanitary and there were drug paraphernalia in the backyard! Towels wet and dirty on the bathroom floor and one of the bedrooms the sheets were dirty in the floor claimed that the house keeper cleaned it! The pool was disgusting!! I have videos pictures...
lakefront estate
comfortable home away from home
9.2 out of 10, Wonderful, (5)
"This little house is tucked behind some bigger neighbors. It was comfortable and quiet! We had a ball watching the antics of a family of squirrels. It fit our needs perfectly!"
comfortable home away from home
Lakefront | King | W&D | Fire Pit | Kayaks | SUPs
9.8 out of 10, Exceptional, (14)
"It a cute cottage style house that is steps away from a beach on the lake. Very close to the neighbors. If you play the record player you will cause a noise alarm to go off which I was not aware of prio to staying there."
The price is NZ$763
per night
18 Jun - 19 Jun
Lakefront | King | W&D | Fire Pit | Kayaks | SUPs
The getaway! Located in the downtown area.
10.0 out of 10, Exceptional, (7)
"This home was very nicely updated with new pillows, comfy bed and well stocked kitchen. Perfect location near the hospital"
The price is NZ$482
per night
5 Jun - 6 Jun
The getaway! Located in the downtown area.
River Overlook - Check the view from your deck!
10.0 out of 10, Exceptional, (8)
"The location was just as promised. The view on the deck is beautiful and the apartment was clean and well stocked with anything you might need. The location is also walking distance to various shops, pizza, restaurants and bars. The river walk across the street is also great if you want to take a stroll. Carol was also great to work with. We’ll be back."
River Overlook - Check the view from your deck!
Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
10.0 out of 10, Exceptional, (7)
"Quiet,peaceful,clean, friendly,cozy!!!!"
The price is NZ$420
per night
17 Jun - 18 Jun
Cozy Comforts! Country living at its finest - just 10 min to downtown Middletown
Cozy Lakefront Bungalow w firepit/dock/kayaks
9.8 out of 10, Exceptional, (19)
"Words cannot describe how beautiful and peaceful this place was I did not wanna leave and I’m already looking forward to my next stay! Owners were wonderful to communicate, and exceeded my expectations. Thank you for giving me blissful place to spend my birthday."
Cozy Lakefront Bungalow w firepit/dock/kayaks
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See all available properties in Cromwell
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.

Other types of properties in Cromwell you may be interested in

Super 8 by Wyndham Cromwell/Middletown
2.0 star property
7.0 out of 10, Good, (1002)
"The staff were amazingly nice and friendly. They happily worked out an issue created by my mistake. The whole place smells like stale cigarettes, which I did not enjoy. "
The price is NZ$125
per night
10 Jun - 11 Jun
Super 8 by Wyndham Cromwell/Middletown
Springhill Suites by Marriott Hartford Cromwell
2.5 star property
8.6 out of 10, Excellent, (389)
"Overall a very good stay. Asked for an received a firm pillow. Breakfast the first day was prepared well. Second day eggs were runny and cold. Found three large black ants in the shower. Also the floor of the shower was slippery. Missed not having a clock in the room. The reception staff were friendly, polite. Very professional. "
The price is NZ$268
per night
30 Jun - 1 Jul
Springhill Suites by Marriott Hartford Cromwell
Courtyard by Marriott Hartford Cromwell
3.0 star property
8.6 out of 10, Excellent, (546)
"Great place"
The price is NZ$354
per night
13 Jun - 14 Jun
Courtyard by Marriott Hartford Cromwell
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Cromwell holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Cromwell. 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 Cromwell. 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 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 holiday 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 Cromwell short-term rentals, that won’t be hard to do.

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?

Spacious 5-bedroom townhome with WiFi and AC in charming Bloomfield: This holiday home rental outside of Cromwell is equipped with 1 hot tub, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a stovetop and a microwave.

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 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.

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