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Cromwell Vacation Rentals

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Check prices for these dates

In two weeks
Jul 10 - Jul 12
In two months
Aug 21 - Aug 23
In three months
Sep 18 - Sep 20
In four months
Oct 16 - Oct 18

Our top choices for Cromwell vacation rentals

Exterior

Serene Sanctuary | Tiny Home #1 in Amish Country!

Serene Sanctuary | Tiny Home #1 in Amish Country!
Shipshewana
10.0 out of 10, Exceptional, (3 reviews)
"Loved the tiny house "
United States
Karen M.
The price is ￥14,948
￥39,516 total
includes taxes & fees
Jun 29 - Jun 30
Serene Sanctuary | Tiny Home #1 in Amish Country!
Exterior

Natural Nook | Tiny Home #2 in Amish Country!

Natural Nook | Tiny Home #2 in Amish Country!
Shipshewana
10.0 out of 10, Exceptional, (13 reviews)
"Loved our stay — great spot and great Tiny House!"
United States
Sean P.
The price is ￥14,948
￥39,702 total
includes taxes & fees
Jun 30 - Jul 1
Natural Nook | Tiny Home #2 in Amish Country!
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 ￥18,604
￥42,358 total
includes taxes & fees
Jul 1 - Jul 2
Fishing · Kayaks · Firepit · Paddleboat
Exterior

Little Luxe Retreat #7 | Tiny Home + Fire Table

Little Luxe Retreat #7 | Tiny Home + Fire Table
Shipshewana
10.0 out of 10, Exceptional, (6 reviews)
"Very enjoyable stay."
United States
June P.
The price is ￥14,948
￥39,702 total
includes taxes & fees
Jul 1 - Jul 2
Little Luxe Retreat #7 | Tiny Home + Fire Table
Interior

Whispering Cottage #3 | Shewana Tiny Home Village

Whispering Cottage #3 | Shewana Tiny Home Village
Shipshewana
The price is ￥14,948
￥34,307 total
includes taxes & fees
Jun 29 - Jun 30
Whispering Cottage #3 | Shewana Tiny Home Village
Outdoor spa tub

| Hot Tub | Amish Farm Country | Pergola | Deck |

| Hot Tub | Amish Farm Country | Pergola | Deck |
Middlebury
10.0 out of 10, Exceptional, (100 reviews)
"This was a warm and cozy stay! "
United States
Tim B.
The price is ￥20,651
￥47,105 total
includes taxes & fees
Jul 1 - Jul 2
| Hot Tub | Amish Farm Country | Pergola | Deck |
House | 2 bedrooms

Farm Country Amish Country Newly Renovated

Farm Country Amish Country Newly Renovated
2.0 star property
Middlebury
The price is ￥27,997
￥54,623 total
includes taxes & fees
Jul 1 - Jul 2
Farm Country Amish Country Newly Renovated
Terrace/patio

Heart Jacuzzi · Kayaks · Firepit · Pier

Heart Jacuzzi · Kayaks · Firepit · Pier
Warsaw
10.0 out of 10, Exceptional, (12 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 ￥20,868
￥43,024 total
includes taxes & fees
Jul 13 - Jul 14
Heart Jacuzzi · Kayaks · Firepit · Pier
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 ￥14,948
￥34,307 total
includes taxes & fees
Jun 29 - Jun 30
Hearthstone Hideaway #5 | Shewana Tiny Home Village
Property grounds

Trail Side in the Heart of Winona Lake

Trail Side in the Heart of Winona Lake
Winona Lake
9.6 out of 10, Exceptional, (45 reviews)
"Excellent experience we will definitely stay there again "
United States
Nick H.
The price is ￥19,655
￥40,133 total
includes taxes & fees
Jul 9 - Jul 10
Trail Side in the Heart of Winona Lake
2 bedrooms, free WiFi, bed sheets

Simple Serenity Loft | Tiny Home #6 in Amish Country!

Simple Serenity Loft | Tiny Home #6 in Amish Country!
Shipshewana
8.8 out of 10, Excellent, (3 reviews)
"The place was beautiful and very clean and close to town.It was very peaceful and quiet."
United States
audrey o.
Simple Serenity Loft | Tiny Home #6 in Amish Country!
Exterior

Nature's Nest | Tiny Home #4 in Amish Country!

Nature's Nest | Tiny Home #4 in Amish Country!
Shipshewana
9.0 out of 10, Wonderful, (2 reviews)
"Nice place, parking is very limited though, we came back from getting something to eat and there was no place to park. Everything else was great, would stay there again. Maybe next year!!!!!"
United States
Tim B.
The price is ￥14,948
￥34,121 total
includes taxes & fees
Jul 9 - Jul 10
Nature's Nest | Tiny Home #4 in Amish Country!
Exterior detail

Emma's Place

Emma's Place
LaGrange
10.0 out of 10, Exceptional, (67 reviews)
"This host couple goes out of their way to ensure a wonderful experience !! The house was very beautiful, big and had lots of areas for people to spread out. The neighborhood was very safe and peaceful. "
United States
Heidi O.
The price is ￥23,458
￥53,767 total
includes taxes & fees
Jun 29 - Jun 30
Emma's Place
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, (47 reviews)
"Nice Property, affordable, pice and Nice Location. "
United States
Dimple N.
The price is ￥24,752
￥49,674 total
includes taxes & fees
Jul 8 - Jul 9
Cozy Lake House On The Channel With Access To 5 Lakes!
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, (16 reviews)
"Everything was wonderful "
United States
William R.
The price is ￥29,119
￥57,979 total
includes taxes & fees
Jul 7 - Jul 8
3 bedroom 2 bath renovated A frame on channel to Kuhn lake and the Barbee Chain
Terrace/patio

Best Views of Webster Lake! Paddleboards + Swimming

Best Views of Webster Lake! Paddleboards + Swimming
North Webster
The price is ￥72,651
￥149,857 total
includes taxes & fees
Jul 8 - Jul 9
Best Views of Webster Lake! Paddleboards + Swimming
House | 3 bedrooms

Amish Country Getaway Farm Views Fire Pit

Amish Country Getaway Farm Views Fire Pit
2.0 star property
Middlebury
The price is ￥23,963
￥47,347 total
includes taxes & fees
Jun 29 - Jun 30
Amish Country Getaway Farm Views Fire Pit
Exterior

Cozy lakefront home on Big Barbee Lake

Cozy lakefront home on Big Barbee Lake
Pierceton
9.8 out of 10, Exceptional, (19 reviews)
"we had a great time!"
United States
Tamara H.
The price is ￥23,458
￥45,479 total
includes taxes & fees
Jul 15 - Jul 16
Cozy lakefront home on Big Barbee Lake
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 ￥32,356
￥42,047 total
includes taxes & fees
Jun 29 - Jun 30
Amish Alley Guesthouse,no cleaning fee,near TLA
Outdoor dining

Lakefront Fun on Papakeechie - Kayaks & More!

Lakefront Fun on Papakeechie - Kayaks & More!
Syracuse
The price is ￥31,385
￥71,209 total
includes taxes & fees
Jul 7 - Jul 8
Lakefront Fun on Papakeechie - Kayaks & More!
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

Super 8 by Wyndham Shipshewana

Super 8 by Wyndham Shipshewana

10/10 Excellent
"Breakfast was great. Everything was excellent. "
Joyce 1-night trip
Posted 1 hour ago
Super 8 by Wyndham Shipshewana

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
  • Use the map to find apartments and other holiday homes in the Cromwell neighbourhood you prefer
  • 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?

Trail Side in the Heart of Winona Lake: This vacation home rental outside of Cromwell is located on a lake and has a fireplace, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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 Webster Lake are a couple of picturesque spots to get outside and enjoy nature. Wawasee Golf Club and Syracuse Lake 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.