Cromwell Vacation Rentals

Change your mind

Book hotels with free cancellation

Treat yourself

Be picky

Search almost a million properties worldwide

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Browse Select Cromwell Vacation Homes

Sit on the porch and enjoy the view from the window, surrounded by a cozy atmosphere.

"It was a nice spot, near to the events we took in, over the weekend."

Relax in the hot tub on the patio, surrounded by a lush lawn and trees.

"We had an incredible stay at this vacation rental! The property was immaculate, exceptionally clean, and well-maintained, with plenty of amenities for fun. The host's thoughtful treat was a delightful surprise, making our experience even more memorable."

Relax with a view of the water from this outdoor seating area featuring a sofa, chairs, and table.

Enjoy a comfortable stay in this well-appointed living space with a dining table, sofa, and fully equipped kitchen.

CA $432 total

includes taxes & fees

Aug 13 - Aug 14

Enjoy a serene lake view from this room, featuring a table and chairs, a green door, and a window with multiple panes.

"Nice little place for my wife and I prior to a state conference. Good access to lake and kayaks were provided. Good proximity to Amish country. "

Relax in a serene outdoor space surrounded by lush greenery and a small garden.

"sweet home lovingly decorated. lots of little extras.host was very sweet & helpful, telling us what was going on in town. Nice deck to enjoy morning coffee."

CA $318 total

includes taxes & fees

Aug 9 - Aug 10

"Heron's Perch was a great spot for our family reunion. Such a cute, little cottage with something for everyone-games, kayaks, fishing, beautiful sunsets, etc., not to mention close by options in Shipshewana and Middlebury. The owners, who have a seasonal home next door, were very friendly and helpful. Highly recommend! "

Enjoy meals in this dining area with a round table and six chairs, surrounded by natural views.

"The house was furnished very nicely. It felt cozy and clean. Location was very close to the Shipshewana shops and entertainment. "

CA $497 total

includes taxes & fees

Aug 11 - Aug 12

Effortlessly cook and dine in this well-organized kitchen with microwave, sink, and dishwasher.

"Had a very nice stay. Nice deck with a beautiful view of the lake. "

Situated on a grassy lawn, this charming home offers a serene view of a nearby lake.

"Nice little cottage on the lake "

Enjoy cooking in this well-equipped kitchen with an island, microwave, and refrigerator.

"Nice 4 bedroom house which was very clean and in a quiet neighborhood, if you don't like staying in a crowded and noisy hotel, this is the perfect place to stay. Owner was very communicative and the house worked great for all."

CA $431 total

includes taxes & fees

Aug 8 - Aug 9

Cozy cabin with a large garage door and a charming front porch.

"This isn't our first time staying here and we love it. It's easy to find, simple living and quiet. Also, there is food delivery available so we don't have to cook after a long hunt."

CA $397 total

includes taxes & fees

Aug 25 - Aug 26

Cozy cabin-style room with a wooden staircase, TV, sofa, and armchairs, plus a fireplace for a warm ambiance.

"The cabin was adorable and the host was very easy to work with. We had a great girls night and would definitely recommend this cabin to others."

CA $436 total

includes taxes & fees

Aug 20 - Aug 21

Enjoy cooking in this well-equipped kitchen with a stainless steel range, coffee maker, and toaster.

"The house was perfect. Very clean, organized, and stressfree! I would gladly stay here again. The lake was so peaceful and relaxing."

Work and dine in comfort at this kitchen with a central island and bar stools, featuring stainless steel appliances and pendant lights.

"Enjoyed our stay very much. Clean and closeTo everything. Communication with host was outstanding. "

"Very clean and comfortable house."

CA $371 total

includes taxes & fees

Sep 2 - Sep 3

Enjoy cooking in this well-equipped kitchen with stainless steel appliances, ample counter space, and a large sink.

"Beautiful house, well equipped (including an outdoor hot tub!), clean, comfortable, top-notch. We're definitely hoping to stay there again sometime."

Enjoy cooking in this well-equipped kitchen with a central island, stove, and ample counter space.

"We absolutely LOVED our stay at the Farmyard Inn!! The perfect, quiet and quaint place for our family’s annual “reset & unplug” trip. Everything was just as described in the listing. Truly a 10/10. We cannot wait to stay at the Farmyard Inn again! "

Cozy attic bedroom with two single beds, a rocking chair, and a small table, featuring exposed wooden beams and a rustic aesthetic.

"Our family had a great stay. The home was in a great location for easy access to the sandbar. We enjoyed the large yard and deck. The long boat dock was great to accommodate our boats."