Cromwell Vacation Rentals

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Check prices for these dates

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

Our top choices for Cromwell vacation rentals

Property grounds

Fishing · Kayaks · Firepit · Paddleboat

Fishing · Kayaks · Firepit · Paddleboat
Pierceton
10.0 out of 10, Exceptional, (22 reviews)
"Clean property, gewat location, loved the lake and the stars."
United States
joseph b.
The price is ￥15,511
￥37,390 total
includes taxes & fees
May 14 - May 15
Fishing · Kayaks · Firepit · Paddleboat
Exterior detail

Emma's Place

Emma's Place
LaGrange
10.0 out of 10, Exceptional, (62 reviews)
"Enjoyed our stay! Would definitely stay here again."
United States
James S.
The price is ￥22,719
￥53,875 total
includes taxes & fees
May 14 - May 15
Emma's Place
Exterior

Little Luxe Retreat #7 | Tiny Home + Fire Table

Little Luxe Retreat #7 | Tiny Home + Fire Table
Shipshewana
10.0 out of 10, Exceptional, (4 reviews)
"Very enjoyable stay."
United States
June P.
The price is ￥14,524
￥38,576 total
includes taxes & fees
May 13 - May 14
Little Luxe Retreat #7 | Tiny Home + Fire Table
Property grounds

Trail Side in the Heart of Winona Lake

Trail Side in the Heart of Winona Lake
Winona Lake
9.8 out of 10, Exceptional, (42 reviews)
"The house was perfect for our weekend stay. It was very clean and the check in & check out process were super easy!"
United States
Melissa S.
The price is ￥20,447
￥41,152 total
includes taxes & fees
May 25 - May 26
Trail Side in the Heart of Winona Lake
Property grounds

3 bedroom 2 bath renovated A frame on channel to Kuhn lake and the Barbee Chain

3 bedroom 2 bath renovated A frame on channel to Kuhn lake and the Barbee Chain
Pierceton
9.6 out of 10, Exceptional, (15 reviews)
"Everything was wonderful "
United States
William R.
The price is ￥24,677
￥51,330 total
includes taxes & fees
May 22 - May 23
3 bedroom 2 bath renovated A frame on channel to Kuhn lake and the Barbee Chain
Outdoor dining

Cozy Lake House On The Channel With Access To 5 Lakes!

Cozy Lake House On The Channel With Access To 5 Lakes!
Wolcottville
9.4 out of 10, Exceptional, (45 reviews)
"Nice Property, affordable, pice and Nice Location. "
United States
Dimple N.
The price is ￥23,972
￥47,388 total
includes taxes & fees
May 13 - May 14
Cozy Lake House On The Channel With Access To 5 Lakes!
Exterior

Memorable Vacation Awaits on Big Chapman Lake! Sleeps 8! Optional Pontoon!

Memorable Vacation Awaits on Big Chapman Lake! Sleeps 8! Optional Pontoon!
Warsaw
10.0 out of 10, Exceptional, (21 reviews)
"Wonderful home, lovely views on the lake, great communication with owner and host. We very much enjoyed our stay!"
United States
Carol B.
The price is ￥29,269
￥61,653 total
includes taxes & fees
May 13 - May 14
Memorable Vacation Awaits on Big Chapman Lake! Sleeps 8! Optional Pontoon!
Outdoor spa tub

HOT TUB | Beautiful Backyard Oasis|Newly Renovated

HOT TUB | Beautiful Backyard Oasis|Newly Renovated
Middlebury
10.0 out of 10, Exceptional, (64 reviews)
"Nice, quiet place for a ladies weekend. Would recommend and stay here again."
United States
Stephanie K.
The price is ￥17,478
￥40,693 total
includes taxes & fees
May 13 - May 14
HOT TUB | Beautiful Backyard Oasis|Newly Renovated
Smart TV, books

Winona Lake Access With Pier

Winona Lake Access With Pier
Warsaw
10.0 out of 10, Exceptional, (21 reviews)
"The place was amazing ! Loved that the kitchen was fully stocked with pots and pans, we did a lot of cooking. "
United States
Beth S.
The price is ￥27,262
￥54,574 total
includes taxes & fees
May 24 - May 25
Winona Lake Access With Pier
Exterior detail

Amish Alley Guesthouse,no cleaning fee,near TLA

Amish Alley Guesthouse,no cleaning fee,near TLA
Topeka
10.0 out of 10, Exceptional, (1 review)
"Everything was great. Nice cozy home. The only downside was the shower was too small. If it had at least another half bathroom would be perfect."
United States
Mario
The price is ￥29,769
￥38,919 total
includes taxes & fees
May 13 - May 14
Amish Alley Guesthouse,no cleaning fee,near TLA
Terrace/patio

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

Cozy lake Cottage on Dewart Lake , 1 mile from Blue Barn Berry Farm!
Syracuse
9.8 out of 10, Exceptional, (10 reviews)
"The hot tub was clean and ready to go as soon as we got there.. very relaxing stay… we loved it"
United States
Samantha T.
The price is ￥28,829
￥51,767 total
includes taxes & fees
May 14 - May 15
Cozy lake Cottage on Dewart Lake , 1 mile from Blue Barn Berry Farm!
Interior

4BR Lakefront · Pier · Game Room · Sleeps 16+

4BR Lakefront · Pier · Game Room · Sleeps 16+
North Webster
10.0 out of 10, Exceptional, (17 reviews)
"Excellent lakehouse on lake Webster! Our family loved staying at this property and the owners take care of all the details. From water rafts, kayaks, air hockey, and Foosball, this is the house to choose for a large family stay, and I highly recommend it!"
United States
dpersky1
The price is ￥36,976
￥91,463 total
includes taxes & fees
May 13 - May 14
4BR Lakefront · Pier · Game Room · Sleeps 16+
Terrace/patio

Heart Jacuzzi · Kayaks · Firepit · Pier

Heart Jacuzzi · Kayaks · Firepit · Pier
Warsaw
10.0 out of 10, Exceptional, (12 reviews)
"Was a wonderful weekend get-away for the wife and I. Quiet, relaxing, and stress free but with everything we needed. "
United States
Ed R.
The price is ￥18,802
￥39,741 total
includes taxes & fees
May 13 - May 14
Heart Jacuzzi · Kayaks · Firepit · Pier
House | 4 bedrooms

Lake House Kayaks Patio Deck Private Pier

Lake House Kayaks Patio Deck Private Pier
2.0 star property
Rome City
The price is ￥25,932
￥60,205 total
includes taxes & fees
May 18 - May 19
Lake House Kayaks Patio Deck Private Pier
Dining

The Heron House @Waldron Lake

The Heron House @Waldron Lake
Wawaka
9.8 out of 10, Exceptional, (32 reviews)
"Excellant place to stay. Great for small children. "
United States
Shelly S.
The price is ￥47,629
￥104,400 total
includes taxes & fees
May 27 - May 28
The Heron House @Waldron Lake
Exterior

Cozy lakefront home on Big Barbee Lake

Cozy lakefront home on Big Barbee Lake
Pierceton
10.0 out of 10, Exceptional, (12 reviews)
"we had a great time!"
United States
Tamara H.
The price is ￥20,447
￥40,626 total
includes taxes & fees
May 13 - May 14
Cozy lakefront home on Big Barbee Lake
Terrace/patio

Heated Pool, Hot Tub, Game Room - Have fun with the ones you love!

Heated Pool, Hot Tub, Game Room - Have fun with the ones you love!
Milford
10.0 out of 10, Exceptional, (34 reviews)
"Nice soul getaway packed in Milford"
United States
Elisha Y.
The price is ￥28,061
￥65,122 total
includes taxes & fees
May 13 - May 14
Heated Pool, Hot Tub, Game Room - Have fun with the ones you love!
Exterior

Natural Nook | Tiny Home #2 in Amish Country!

Natural Nook | Tiny Home #2 in Amish Country!
Shipshewana
10.0 out of 10, Exceptional, (10 reviews)
"Loved our stay — great spot and great Tiny House!"
United States
Sean P.
The price is ￥14,477
￥37,910 total
includes taxes & fees
May 15 - May 16
Natural Nook | Tiny Home #2 in Amish Country!
3 bedrooms, free WiFi, bed sheets

Urban Escape

Urban Escape
Shipshewana
10.0 out of 10, Exceptional, (2 reviews)
"Would highly recommend this Vrbo it is exactly what it says it is. Very quiet and very clean and comfortable. Host was very accommodating."
United States
CINDY L.
The price is ￥27,090
￥45,747 total
includes taxes & fees
May 20 - May 21
Urban Escape
Interior

Lake View Lodge

Lake View Lodge
Syracuse
Lake View Lodge
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

Blue Gate Garden Inn

Blue Gate Garden Inn

10/10 Excellent
"The beds were very comfortable "
Thomas 1-night trip
Posted 7 hours ago
Blue Gate Garden Inn

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:

  • View our selection of featured holiday rentals in Cromwell
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  • Enter your travel dates to view the best deals on holiday rentals in Cromwell while they last

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

Frequently asked questions

Can I find vacation rentals in Cromwell?

Yes, we give you a choice of vacation rentals close to popular sights in Cromwell, or you can select a secluded option if you'd like a relaxing place to stay.

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

Natural Nook | Tiny Home #2 in Amish Country!: This vacation home rental outside of Cromwell comes with air-conditioning so you can feel at home during your trip. Kitchen amenities include a stovetop, a microwave, and kitchenware.

How many vacation rentals are there in Cromwell?

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

What’s there to see and do in Cromwell?

While you're exploring the area, Lake Wawasee and Diamond 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 larger area.

What’s a vacation rental in Cromwell like?

A vacation rental is a private property you can book for short or long periods in Cromwell. Vacation rentals provide amenities like laundry facilities and kitchens so you'll have everything you need. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from shared hotel elevators and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for a family trip or a small group gathering.