Cromwell Holiday Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Holiday Rentals in Cromwell

Lake Wawasee/HOT TUB/GAME ROOM/PONTOON RENTAL

10.0 out of 10, Exceptional, (23)
"House and property had more than enough activities to keep up completely entertained for our entire stay. Loved the game room, pickleball court, hot tub and kayaks!!"
Lake Wawasee/HOT TUB/GAME ROOM/PONTOON RENTAL

Green Diamond Retreat: Epic Lakefront Oasis for 30, 6BR, Boat Slip, Kayaks

10.0 out of 10, Exceptional, (6)
Green Diamond Retreat: Epic Lakefront Oasis for 30, 6BR, Boat Slip, Kayaks

Cozy Amish Country Cabin on Shipshewana Lake!

9.8 out of 10, Exceptional, (123)
"Beautiful spot to just relax or to run into town and visit the stores. "
Cozy Amish Country Cabin on Shipshewana Lake!

Charming farmhouse in peaceful countryside

10.0 out of 10, Exceptional, (151)
"It was a nice spot, near to the events we took in, over the weekend."
Charming farmhouse in peaceful countryside

New Kid in Town, Lake Wawasee , 2 Bedroom Condo Channel Front with Boat Pier

9.6 out of 10, Exceptional, (24)
"The place was very nice and the manager helped me enjoy my stay every day."
New Kid in Town, Lake Wawasee , 2 Bedroom Condo Channel Front with Boat Pier

Cozy lakefront home on Big Barbee Lake

10.0 out of 10, Exceptional, (5)
The price is NZ$494
includes taxes & fees
28 July - 29 July
Cozy lakefront home on Big Barbee Lake

Lake Wawasee 2 Bedroom Premier Condo on Channel with 1 Boat Slip, Sleeps 6,

9.6 out of 10, Exceptional, (26)
"Easy to access, great owner and an amazing location!"
Lake Wawasee 2 Bedroom Premier Condo on Channel with 1 Boat Slip, Sleeps 6,

Cozy lake Cottage on Dewart Lake with hottub, 1 mile from Blue Barn Berry Farm

The price is NZ$556
includes taxes & fees
22 July - 23 July
Cozy lake Cottage on Dewart Lake with hottub, 1 mile from Blue Barn Berry Farm

Newly Remodeled Cabin Steps from Sylvan Lake

10.0 out of 10, Exceptional, (42)
"When we were looking at the last minute for someplace near Kendallville to stay, we never dreamed we would find a lake cottage! When I told my college roommates I had booked it, one sent back the listing to me with not available circled! When we arrived, we were delighted with a spotless, updated cottage. We will return and hope to stay longer the next time."
Newly Remodeled Cabin Steps from Sylvan Lake

Webster Lake Home w/ Patio ~ 3 Mi to Town!

6.0 out of 10, (1)
"We enjoyed being so close to the water. There was a great view of the lake and sunsets. The kitchen and living room were updated and pleasant to be in. There were new TVs in the rooms with good viewing selections. The air conditioners in each room were newer worked well. But the kitchen sink was dirty and stained and there was no dish soap. Cookware was provided but the skillets were olds and nonstick services were scratched up and the plates and utensils were like the cheapest ones from the...
Webster Lake Home w/ Patio ~ 3 Mi to Town!

Beautiful Skinner Cottage overlooking the lake

9.8 out of 10, Exceptional, (104)
"We were just in for a weekend getaway, this spot was perfect. Great view and access to the lake. My boys enjoyed going out fishing and just being outside. Everything was good!"
Beautiful Skinner Cottage overlooking the lake

Couples getaway TINY Log Cabin by the pine trees

10.0 out of 10, Exceptional, (30)
"we really enjoyed our stay, will keep this one on our list of repeats"
Couples getaway TINY Log Cabin by the pine trees

Lakefront Home on Lake Webster

9.6 out of 10, Exceptional, (30)
"It was amazing spot! Very cozy and peaceful the view of the water was amazing will be recommend others to this location! "
Lakefront Home on Lake Webster

Views, Swimming & Family Fun: Chapman Lake Retreat

10.0 out of 10, Exceptional, (5)
"We came this gorgeous massive house with our kids and in laws. Everything was absolutely amazing! Not only is this house spacious and beautiful, but it has everything you need to keep kids entertained: pool table, ping pong, darts, golden 2025 live big buck hunger games! We enjoyed family dinners and moving nights with large screen and huge comfy couch. The best part was watching the kids catch fish off the pier. Can't wait to come back this summer and swim! The hosts were very kind and...
Views, Swimming & Family Fun: Chapman Lake Retreat

Spacious & Newly Renovated 3-bedroom house in Warsaw/Winona Lake

9.6 out of 10, Exceptional, (7)
"The house was comfortable. We came to town for a wedding and had little time for more. The home served our needs and we felt safe and comfortable "
The price is NZ$385
includes taxes & fees
30 July - 31 July
Spacious & Newly Renovated 3-bedroom house in Warsaw/Winona Lake

Spacious Syracuse Getaway w/ Waterfront Deck!

9.8 out of 10, Exceptional, (22)
"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."
Spacious Syracuse Getaway w/ Waterfront Deck!

Lakeside Indiana Vacation Rental Near Fort Wayne!

10.0 out of 10, Exceptional, (17)
"Very clean and they location was wonderful!!"
Lakeside Indiana Vacation Rental Near Fort Wayne!

Indian Lakes Cabin with private beach and dock lake side

9.6 out of 10, Exceptional, (79)
"Awesome time. My son had a blast and definitely coming back."
Indian Lakes Cabin with private beach and dock lake side

Woodside Retreat in the Heart of Amish Country

10.0 out of 10, Exceptional, (5)
"We had a wonderful time here. We stayed here to "unplug" and refresh and it was the perfect place to do so! Comfortable, very clean, with personal touches down to the snacks provided- all made for a stay we will be back for!"
The price is NZ$339
includes taxes & fees
22 July - 23 July
Woodside Retreat in the Heart of Amish Country

Beautiful cozy cottage 1 block from the lake and Oakwood hotel.

9.6 out of 10, Exceptional, (26)
"We loved this cozy cottage! We were in town for a wedding and it was perfect! "
Beautiful cozy cottage 1 block from the lake and Oakwood hotel.
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Cromwell Hotel Reviews

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.

What are some of the best holiday rentals that Cromwell has to offer?

Lake Wawasee/HOT TUB/GAME ROOM/PONTOON RENTAL : This highly rated holiday home rental in Cromwell is located on a lake, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub.

How many holiday rentals are there in Cromwell?

Choose from 3 Expedia holiday rentals in Cromwell for a memorable holiday.

What’s there to see and do in Cromwell?

While you're exploring the area, Lake Wawasee and Webster Lake are a couple of picturesque spots to get outside and enjoy nature. Wawasee Golf Club and South Shore Golf Club are a couple of places you'll find in the wider area.

What’s a holiday rental in Cromwell like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Cromwell. Holiday rentals feature extras such as kitchens and laundry facilities so you'll have everything you need. If you're concerned about a sanitised environment, a holiday rental can provide a sense of security away from shared hotel lifts and busy reception areas while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for family trips.