Cromwell Holiday Homes
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Holiday Homes in Cromwell

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Dates

Mon, 23 Feb

Tue, 24 Feb

your current months are February, 2026 and March, 2026.

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Our top choices for Cromwell holiday homes

Smart TV, DVD player, table football, ping pong

Lake Wawasee/HOT TUB/GAME ROOM/PONTOON/PICKLEBALL

Cromwell

10.0 out of 10, Exceptional, (25 reviews)

10/10

Exceptional

(25 reviews)

"Went for a guys grouping outing and had a great time! Great location with lots of outdoor space for yard games etc!"

Zakk R.

Lake Wawasee/HOT TUB/GAME ROOM/PONTOON/PICKLEBALL

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

Middlebury

10.0 out of 10, Exceptional, (94 reviews)

10/10

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."

Joel J N.

The price is €188

€188

includes taxes & fees

10 Feb - 11 Feb

Winona Lake Access With Pier

Warsaw

10.0 out of 10, Exceptional, (21 reviews)

10/10

Exceptional

(21 reviews)

"The property was cozy, clean and updated. Would stay there again."

Josh M.

Winona Lake Access With Pier

Microwave, stovetop, coffee/tea maker, toaster

Little Luxe Retreat #7 | Tiny Home + Fire Table

Shipshewana

10.0 out of 10, Exceptional, (2 reviews)

10/10

Exceptional

(2 reviews)

"Very enjoyable stay."

June P.

Little Luxe Retreat #7 | Tiny Home + Fire Table

4 bedrooms, iron/ironing board, free WiFi, bed sheets

Emma's Place

LaGrange

9.8 out of 10, Exceptional, (59 reviews)

9.8/10

Exceptional

(59 reviews)

"Enjoyed our stay! Would definitely stay here again."

James S.

The price is €300

€300

includes taxes & fees

10 Feb - 11 Feb

Emma's Place

Woodside Retreat in the Heart of Amish Country

Nappanee

10.0 out of 10, Exceptional, (11 reviews)

10/10

Exceptional

(11 reviews)

"It was a very unique place to stay for a few days. Very clean and thoughtful in items provided"

VICKI

The price is €173

€173

includes taxes & fees

10 Feb - 11 Feb

Woodside Retreat in the Heart of Amish Country

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

Wolcottville

9.6 out of 10, Exceptional, (41 reviews)

9.6/10

Exceptional

(41 reviews)

"Nice Property, affordable, pice and Nice Location. "

Dimple N.

The price is €237

€237

includes taxes & fees

10 Feb - 11 Feb

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

3 bedrooms, travel cot, free WiFi, bed sheets

Charming farmhouse in peaceful countryside

Nappanee

10.0 out of 10, Exceptional, (170 reviews)

10/10

Exceptional

(170 reviews)

"It was a clean nice place to stay. We loved the ping pong table. "

Tracy M.

The price is €130

€130

includes taxes & fees

10 Feb - 11 Feb

Charming farmhouse in peaceful countryside

Smart TV, video games, table football, books

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

Goshen

10.0 out of 10, Exceptional, (10 reviews)

10/10

Exceptional

(10 reviews)

"Great place to relax, children loved the pool!"

Delmer Y.

The price is €279

€279

includes taxes & fees

22 Feb - 23 Feb

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

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)

9.6/10

Exceptional

(14 reviews)

"Everything was wonderful "

William R.

The price is €246

€246

includes taxes & fees

23 Feb - 24 Feb

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

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

Milford

10.0 out of 10, Exceptional, (31 reviews)

10/10

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. "

Mariah C.

The price is €303

€303

includes taxes & fees

10 Feb - 11 Feb

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

Trail Side in the Heart of Winona Lake

Winona Lake

9.8 out of 10, Exceptional, (39 reviews)

9.8/10

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!"

Melissa S.

The price is €225

€225

includes taxes & fees

10 Feb - 11 Feb

Trail Side in the Heart of Winona Lake

Cozy lakefront home on Big Barbee Lake

Pierceton

10.0 out of 10, Exceptional, (12 reviews)

10/10

Exceptional

(12 reviews)

"we had a great time!"

Tamara H.

The price is €235

€235

includes taxes & fees

28 Feb - 1 Mar

Cozy lakefront home on Big Barbee Lake

Farm Country Amish Country Newly Renovated

2.0 star property

Middlebury

The price is €203

€203

includes taxes & fees

10 Feb - 11 Feb

Farm Country Amish Country Newly Renovated

4 bedrooms, desk, iron/ironing board, travel cot

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

North Webster

10.0 out of 10, Exceptional, (16 reviews)

10/10

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!"

dpersky1

The price is €493

€493

includes taxes & fees

10 Feb - 11 Feb

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

The Heron House @Waldron Lake

Wawaka

9.8 out of 10, Exceptional, (31 reviews)

9.8/10

Exceptional

(31 reviews)

"We had an absolutely fantastic time! We loved every minute of it and will definitely be back soon. "

Jimmy L.

The price is €566

€566

includes taxes & fees

22 Feb - 23 Feb

The Heron House @Waldron Lake

5 bedrooms, desk, iron/ironing board, travel cot

Private Lake Front Home on Wawasee - Exclusive and Quiet Ogden Island Retreat

Syracuse

10.0 out of 10, Exceptional, (2 reviews)

10/10

Exceptional

(2 reviews)

"Great views, spacious, clean home, responsive owner. "

Bob T.

The price is €463

€463

includes taxes & fees

11 Feb - 12 Feb

Private Lake Front Home on Wawasee - Exclusive and Quiet Ogden Island Retreat

Urban Escape

Shipshewana

The price is €172

€172

includes taxes & fees

10 Feb - 11 Feb

Urban Escape

Natural Nook | Tiny Home #2 in Amish Country!

Shipshewana

10.0 out of 10, Exceptional, (5 reviews)

10/10

Exceptional

(5 reviews)

"Loved our stay — great spot and great Tiny House!"

Sean P.

Natural Nook | Tiny Home #2 in Amish Country!

Lake View Lodge

Syracuse

The price is €347

€347

includes taxes & fees

10 Feb - 11 Feb

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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