Cromwell Holiday Rentals

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Check prices for these dates

In two weeks
27 Feb - 1 Mar
In two months
10 Apr - 12 Apr
In three months
8 May - 10 May
In four months
5 Jun - 7 Jun

Our top choices for Cromwell holiday rentals

Outdoor spa tub

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

| Hot Tub | Amish Farm Country | Pergola | Deck |
Middlebury
10.0 out of 10, Exceptional, (94 reviews)
"Beautiful house, well equipped (including an outdoor hot tub!), clean, comfortable, top-notch. We're definitely hoping to stay there again sometime."
United States
Joel J N.
The price is HK$638
HK$1,724 total
includes taxes & fees
16 Feb - 17 Feb
| Hot Tub | Amish Farm Country | Pergola | Deck |
Exterior detail

Emma's Place

Emma's Place
LaGrange
9.8 out of 10, Exceptional, (59 reviews)
"Enjoyed our stay! Would definitely stay here again."
United States
James S.
The price is HK$1,133
HK$2,715 total
includes taxes & fees
16 Feb - 17 Feb
Emma's Place
Fridge, microwave, oven, stovetop

Charming farmhouse in peaceful countryside

Charming farmhouse in peaceful countryside
Nappanee
10.0 out of 10, Exceptional, (170 reviews)
"It was a clean nice place to stay. We loved the ping pong table. "
United States
Tracy M.
The price is HK$696
HK$1,163 total
includes taxes & fees
16 Feb - 17 Feb
Charming farmhouse in peaceful countryside
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 HK$730
HK$1,733 total
includes taxes & fees
22 Feb - 23 Feb
Fishing · Kayaks · Firepit · Paddleboat
Interior

Woodside Retreat in the Heart of Amish Country

Woodside Retreat in the Heart of Amish Country
Nappanee
10.0 out of 10, Exceptional, (11 reviews)
"It was a very unique place to stay for a few days. Very clean and thoughtful in items provided"
United States
VICKI
The price is HK$899
HK$1,572 total
includes taxes & fees
15 Feb - 16 Feb
Woodside Retreat in the Heart of Amish Country
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
9.6 out of 10, Exceptional, (41 reviews)
"Nice Property, affordable, pice and Nice Location. "
United States
Dimple N.
The price is HK$1,196
HK$2,184 total
includes taxes & fees
17 Feb - 18 Feb
Cozy Lake House On The Channel With Access To 5 Lakes!
Terrace/patio

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

Cozy lake Cottage on Dewart Lake with hottub, 1 mile from Blue Barn Berry Farm
Syracuse
9.8 out of 10, Exceptional, (7 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 HK$1,008
HK$2,040 total
includes taxes & fees
15 Feb - 16 Feb
Cozy lake Cottage on Dewart Lake with hottub, 1 mile from Blue Barn Berry Farm
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, (18 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 HK$1,300
HK$2,620 total
includes taxes & fees
16 Feb - 17 Feb
Memorable Vacation Awaits on Big Chapman Lake! Sleeps 8! Optional Pontoon!
Exterior

Serene Sanctuary | Tiny Home #1 in Amish Country!

Serene Sanctuary | Tiny Home #1 in Amish Country!
Shipshewana
The price is HK$722
HK$1,918 total
includes taxes & fees
16 Feb - 17 Feb
Serene Sanctuary | Tiny Home #1 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, (39 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 HK$1,020
HK$2,062 total
includes taxes & fees
15 Feb - 16 Feb
Trail Side in the Heart of Winona Lake
Interior

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

4BR Lakefront · Pier · Game Room · Sleeps 16+
North Webster
10.0 out of 10, Exceptional, (16 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 HK$1,748
HK$4,507 total
includes taxes & fees
17 Feb - 18 Feb
4BR Lakefront · Pier · Game Room · Sleeps 16+
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, (14 reviews)
"Everything was wonderful "
United States
William R.
The price is HK$977
HK$2,250 total
includes taxes & fees
23 Feb - 24 Feb
3 bedroom 2 bath renovated A frame on channel to Kuhn lake and the Barbee Chain
Property grounds

Lake House | Kayaks | Patio/Deck | Private Pier

Lake House | Kayaks | Patio/Deck | Private Pier
Rome City
9.8 out of 10, Exceptional, (16 reviews)
"We enjoyed our time away"
United States
lori b.
The price is HK$701
HK$1,876 total
includes taxes & fees
16 Feb - 17 Feb
Lake House | Kayaks | Patio/Deck | Private Pier
Terrace/patio

Heart Jacuzzi · Kayaks · Firepit · Pier

Heart Jacuzzi · Kayaks · Firepit · Pier
Warsaw
10.0 out of 10, Exceptional, (11 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 HK$1,059
HK$2,162 total
includes taxes & fees
16 Feb - 17 Feb
Heart Jacuzzi · Kayaks · Firepit · Pier
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, (31 reviews)
"We very much enjoyed our stay. The pool and hot tub were amazing and the home was thoughtfully prepared. We would definitely love to stay here again. "
United States
Mariah C.
The price is HK$978
HK$2,759 total
includes taxes & fees
16 Feb - 17 Feb
Heated Pool, Hot Tub, Game Room - Have fun with the ones you love!
Exterior

Charming 3-bedroom house located on Main Street in Downtown Middlebury

Charming 3-bedroom house located on Main Street in Downtown Middlebury
Middlebury
9.4 out of 10, Exceptional, (13 reviews)
"This was such a cute place, and the beds were so comfortable! My family and I loved staying here!"
United States
Tiffany E.
The price is HK$1,673
HK$2,961 total
includes taxes & fees
15 Feb - 16 Feb
Charming 3-bedroom house located on Main Street in Downtown Middlebury
Interior

CozyHome-HotTub-Pool-WI-FI-KingBed-ArcadeGames-PoolTable

CozyHome-HotTub-Pool-WI-FI-KingBed-ArcadeGames-PoolTable
Goshen
10.0 out of 10, Exceptional, (10 reviews)
"Great place to relax, children loved the pool!"
United States
Delmer Y.
The price is HK$977
HK$2,618 total
includes taxes & fees
16 Feb - 17 Feb
CozyHome-HotTub-Pool-WI-FI-KingBed-ArcadeGames-PoolTable
2 bedrooms

Farm Country Amish Country Newly Renovated

Farm Country Amish Country Newly Renovated
2.0 star property
Middlebury
The price is HK$729
HK$1,820 total
includes taxes & fees
16 Feb - 17 Feb
Farm Country Amish Country Newly Renovated
Dining

The Heron House @Waldron Lake

The Heron House @Waldron Lake
Wawaka
9.8 out of 10, Exceptional, (31 reviews)
"We had an absolutely fantastic time! We loved every minute of it and will definitely be back soon. "
United States
Jimmy L.
The price is HK$1,724
HK$4,408 total
includes taxes & fees
16 Feb - 17 Feb
The Heron House @Waldron Lake
3 bedrooms, free WiFi, bed sheets

Urban Escape

Urban Escape
Shipshewana
The price is HK$1,063
HK$1,708 total
includes taxes & fees
24 Feb - 25 Feb
Urban Escape
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
"Clean room, friendly staff, fair price"
Jessica 1-night trip
Posted 1 day 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
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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!

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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?

Newly Remodeled Cabin Steps from Sylvan Lake: This holiday home rental outside of Cromwell is located on a lake, and has a garden, a selection of games and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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.