Default HTG hotel image

Cromwell Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
7 Aug - 9 Aug
In two months
18 Sep - 20 Sep
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Cromwell vacation rentals

Bar (on property)

Backwater Lake Cottage | Tiki Bar & Paddleboat

Backwater Lake Cottage | Tiki Bar & Paddleboat
North Webster
The price is SAR 563
SAR 1,585 total
includes taxes & fees
2 Aug - 3 Aug
Backwater Lake Cottage | Tiki Bar & Paddleboat
Coffee/tea maker, fridge, microwave, oven

Indigo Hideaway | Romantic + Fire pit

Indigo Hideaway | Romantic + Fire pit
Nappanee
The price is SAR 542
SAR 1,186 total
includes taxes & fees
30 Jul - 31 Jul
Indigo Hideaway | Romantic + Fire pit
TV, books

Charlee's Cabin - Family Escape on Webster Lake | Pier & Swimming!

Charlee's Cabin - Family Escape on Webster Lake | Pier & Swimming!
North Webster
The price is SAR 1,017
SAR 2,645 total
includes taxes & fees
18 Aug - 19 Aug
Charlee's Cabin - Family Escape on Webster Lake | Pier & Swimming!
Terrace/patio

Heart Jacuzzi · Kayaks · Firepit · Pier

Heart Jacuzzi · Kayaks · Firepit · Pier
Warsaw
10.0 out of 10, Exceptional, (13 reviews)
"Very cool place! Pretty lake view, clean, easy to get to and jacuzzi was great to relax in. "
United States
Derek S.
The price is SAR 514
SAR 1,120 total
includes taxes & fees
28 Jul - 29 Jul
Heart Jacuzzi · Kayaks · Firepit · Pier
Outdoor dining

Lakefront Fun on Papakeechie - Kayaks & More!

Lakefront Fun on Papakeechie - Kayaks & More!
Syracuse
The price is SAR 747
SAR 1,799 total
includes taxes & fees
3 Aug - 4 Aug
Lakefront Fun on Papakeechie - Kayaks & More!
Exterior

Cozy lakefront home on Big Barbee Lake

Cozy lakefront home on Big Barbee Lake
Pierceton
9.8 out of 10, Exceptional, (21 reviews)
"we had a great time!"
United States
Tamara H.
The price is SAR 544
SAR 1,059 total
includes taxes & fees
30 Jul - 31 Jul
Cozy lakefront home on Big Barbee Lake
Exterior

Lake Haven | Family Getaway with a Pier

Lake Haven | Family Getaway with a Pier
North Webster
The price is SAR 807
SAR 1,753 total
includes taxes & fees
4 Aug - 5 Aug
Lake Haven | Family Getaway with a Pier
Terrace/patio

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

Cozy lake Cottage on Dewart Lake , 1 mile from Blue Barn Berry Farm, Hottub!
Syracuse
9.6 out of 10, Exceptional, (14 reviews)
"Lovely little place to stay"
United States
Panacea G.
The price is SAR 691
SAR 1,312 total
includes taxes & fees
6 Aug - 7 Aug
Cozy lake Cottage on Dewart Lake , 1 mile from Blue Barn Berry Farm, Hottub!
Exterior

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
9.8 out of 10, Exceptional, (19 reviews)
"Love this space! Clean and welcoming! Super host, great to work with! Looking forward to our next stay! "
United States
John K.
The price is SAR 591
SAR 1,234 total
includes taxes & fees
6 Aug - 7 Aug
3 bedroom 2 bath renovated A frame on channel to Kuhn lake and the Barbee Chain
Property grounds

Wawasee - Minutes from Sandbar! Swim, Fish, Relax!

Wawasee - Minutes from Sandbar! Swim, Fish, Relax!
Syracuse
The price is SAR 972
SAR 2,303 total
includes taxes & fees
27 Jul - 28 Jul
Wawasee - Minutes from Sandbar! Swim, Fish, Relax!
Exterior

Natural Nook | Tiny Home #2 in Amish Country!

Natural Nook | Tiny Home #2 in Amish Country!
Shipshewana
10.0 out of 10, Exceptional, (15 reviews)
"Loved our stay — great spot and great Tiny House!"
United States
Sean P.
The price is SAR 377
SAR 960 total
includes taxes & fees
5 Aug - 6 Aug
Natural Nook | Tiny Home #2 in Amish Country!
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, (51 reviews)
"Excellent experience we will definitely stay there again "
United States
Nick H.
The price is SAR 456
SAR 944 total
includes taxes & fees
4 Aug - 5 Aug
Trail Side in the Heart of Winona Lake
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, (49 reviews)
"Nice Property, affordable, pice and Nice Location. "
United States
Dimple N.
The price is SAR 574
SAR 1,153 total
includes taxes & fees
30 Jul - 31 Jul
Cozy Lake House On The Channel With Access To 5 Lakes!
Exterior detail

Amish Alley Guesthouse,no cleaning fee,near TLA

Amish Alley Guesthouse,no cleaning fee,near TLA
Topeka
9.4 out of 10, Exceptional, (3 reviews)
"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 SAR 751
SAR 984 total
includes taxes & fees
5 Aug - 6 Aug
Amish Alley Guesthouse,no cleaning fee,near TLA
Exterior detail

Emma's Place

Emma's Place
LaGrange
10.0 out of 10, Exceptional, (68 reviews)
"Enjoyed our stay! Would definitely stay here again."
United States
James S.
The price is SAR 544
SAR 1,295 total
includes taxes & fees
28 Jul - 29 Jul
Emma's Place
Exterior

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

Memorable Vacation Awaits on Big Chapman Lake! Sleeps 8! Optional Pontoon!
Warsaw
9.8 out of 10, Exceptional, (33 reviews)
"Very Good place to stay"
United States
Alex K.
The price is SAR 963
SAR 1,806 total
includes taxes & fees
21 Aug - 22 Aug
Memorable Vacation Awaits on Big Chapman Lake! Sleeps 8! Optional Pontoon!
Property grounds

Beautiful Lakefront home, pets welcome, fully fenced, dock, kayaks, fishing!!

Beautiful Lakefront home, pets welcome, fully fenced, dock, kayaks, fishing!!
Leesburg
10.0 out of 10, Exceptional, (5 reviews)
"Fantastic place to get away right on the water. Enjoyed our 3 day stay with my husband and our puppy. There is a fenced in yard and a dock. Wonderful place to relax. Our host was very helpful and easy to get in touch with.Recommend highly "
United States
Lenora F.
The price is SAR 1,040
SAR 2,018 total
includes taxes & fees
3 Aug - 4 Aug
Beautiful Lakefront home, pets welcome, fully fenced, dock, kayaks, fishing!!
Terrace/patio

Best Views of Webster Lake! Paddleboards + Swimming

Best Views of Webster Lake! Paddleboards + Swimming
North Webster
10.0 out of 10, Exceptional, (2 reviews)
"Absolutely beautiful rental. We had such a wonderful time my son wants to come back again. Friendly people all around and beautiful sunrise we saw."
United States
John D.
The price is SAR 1,723
SAR 3,968 total
includes taxes & fees
4 Aug - 5 Aug
Best Views of Webster Lake! Paddleboards + Swimming
Property grounds

Lake View Lodge on Dewart Lake/1 mile from Blue Barn Berry Farm/kayaks!

Lake View Lodge on Dewart Lake/1 mile from Blue Barn Berry Farm/kayaks!
Syracuse
The price is SAR 1,021
SAR 2,233 total
includes taxes & fees
3 Aug - 4 Aug
Lake View Lodge on Dewart Lake/1 mile from Blue Barn Berry Farm/kayaks!
Exterior

Hearthstone Hideaway #5 | Shewana Tiny Home Village

Hearthstone Hideaway #5 | Shewana Tiny Home Village
Shipshewana
9.0 out of 10, Wonderful, (2 reviews)
"We enjoyed staying at the tiny house. Was clean and quiet. Had about everything we needed for are two night stay. Will be back"
United States
Joe R.
The price is SAR 351
SAR 801 total
includes taxes & fees
28 Jul - 29 Jul
Hearthstone Hideaway #5 | Shewana Tiny Home Village
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Cromwell Hotel Reviews

Farmstead Inn & Conference Center

Farmstead Inn & Conference Center

10/10 Excellent
"Wonderful!! Our Housekeeper Diana was lovely as well. Breakfast was superb as well❤️"
Jill 2-night trip
Posted 4 hours ago
Farmstead Inn & Conference Center

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?

Green Diamond Retreat: Epic Lakefront Oasis for 30, 6BR, Boat Slip, Kayaks: This vacation home rental outside of Cromwell is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

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.