Cromwell Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Cromwell vacation rentals

10.0 out of 10, Exceptional, (22 reviews)
"Clean property, gewat location, loved the lake and the stars."
United States
joseph b.
$224 nightly
The price is $240
Jan 13 - Jan 14
Total with taxes and fees
Fishing · Kayaks · Firepit · Paddleboat
2.0 star property
10.0 out of 10, Exceptional, (2 reviews)
"Very enjoyable stay."
United States
June P.
$207 nightly
The price is $239
Jan 13 - Jan 14
Total with taxes and fees
Little Luxe Retreat #7 | Tiny Home + Fire Table
10.0 out of 10, Exceptional, (93 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.
$224 nightly
The price is $226
Jan 19 - Jan 20
Total with taxes and fees
| Hot Tub | Amish Farm Country | Pergola | Deck |
9.8 out of 10, Exceptional, (7 reviews)
"Great clean little cabin by the lake. Hot tub and outdoor area is nice! Very private with a view of the water on the porch. "
United States
Ty M.
$227 nightly
The price is $254
Jan 13 - Jan 14
Total with taxes and fees
Cozy lake Cottage on Dewart Lake with hottub, 1 mile from Blue Barn Berry Farm

Vacation Home in Kendallville

Serene 3-Bdrm Lakehouse
10.0 out of 10, Exceptional, (13 reviews)
"I would highly recommend this place everything from the cleanliness to the kayaks."
United States
David N.
$268 nightly
The price is $300
Jan 19 - Jan 20
Total with taxes and fees
Serene 3-Bdrm Lakehouse
9.6 out of 10, Exceptional, (41 reviews)
"Nice Property, affordable, pice and Nice Location. "
United States
Dimple N.
$241 nightly
The price is $277
Jan 13 - Jan 14
Total with taxes and fees
Cozy Lake House On The Channel With Access To 5 Lakes!
10.0 out of 10, Exceptional, (17 reviews)
"Wonderful home, lovely views on the lake, great communication with owner and host. We very much enjoyed our stay!"
United States
Carol B.
$289 nightly
The price is $323
Jan 19 - Jan 20
Total with taxes and fees
Memorable Vacation Awaits on Big Chapman Lake! Sleeps 8! Optional Pontoon!
10.0 out of 10, Exceptional, (62 reviews)
"Nice, quiet place for a ladies weekend. Would recommend and stay here again."
United States
Stephanie K.
$222 nightly
The price is $224
Jan 18 - Jan 19
Total with taxes and fees
HOT TUB | Beautiful Backyard Oasis|Newly Renovated
10.0 out of 10, Exceptional, (166 reviews)
"It was a clean nice place to stay. We loved the ping pong table. "
United States
Tracy M.
$139 nightly
The price is $149
Jan 15 - Jan 16
Total with taxes and fees
Charming farmhouse in peaceful countryside
10.0 out of 10, Exceptional, (10 reviews)
"Such a lovely place!It was spotless and peaceful"
United States
Marilee G.
$235 nightly
The price is $237
Jan 19 - Jan 20
Total with taxes and fees
Hidden Log Cabin | Hot Tub | Ping Pong | Family |

Vacation Home in Winona Lake

Trail Side in the Heart of Winona Lake
9.8 out of 10, Exceptional, (38 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.
$235 nightly
The price is $263
Jan 13 - Jan 14
Total with taxes and fees
Trail Side in the Heart of Winona Lake
10.0 out of 10, Exceptional, (29 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.
$315 nightly
The price is $353
Jan 13 - Jan 14
Total with taxes and fees
Heated Pool, Hot Tub, Game Room - Have fun with the ones you love!

Vacation Home in LaGrange

Emma's Place
9.8 out of 10, Exceptional, (59 reviews)
"Enjoyed our stay! Would definitely stay here again."
United States
James S.
$299 nightly
The price is $344
Jan 14 - Jan 15
Total with taxes and fees
Emma's Place
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
$175 nightly
The price is $187
Jan 13 - Jan 14
Total with taxes and fees
Woodside Retreat in the Heart of Amish Country
10.0 out of 10, Exceptional, (1 review)
"Property was beautiful and fantastic. Easy to deal with. "
United States
Anonymous traveler
$549 nightly
The price is $615
Jan 13 - Jan 14
Total with taxes and fees
Hilltop Haven 1BR Lakefront Home – Private Island, Hot Tub, Kayaks & Pool Table
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.
$289 nightly
The price is $314
Jan 13 - Jan 14
Total with taxes and fees
Heart Jacuzzi · Kayaks · Firepit · Pier
$488 nightly
The price is $522
Jan 13 - Jan 14
Total with taxes and fees
Tippecanoe Lakefront Classic Cottage
2.0 star property
10.0 out of 10, Exceptional, (7 reviews)
"It was a fantastic comfortable house to continue a long standing tradition if visitong Lake Wawasee. Nice being so close to the Frog Tavern."
United States
Mike H.
$222 nightly
The price is $249
Jan 13 - Jan 14
Total with taxes and fees
Lake Wawasee FROG House, Surround Sound & Bikes

Vacation Home in Wawaka

The Heron House @Waldron Lake
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.
$504 nightly
The price is $564
Jan 13 - Jan 14
Total with taxes and fees
The Heron House @Waldron Lake
9.6 out of 10, Exceptional, (18 reviews)
"Location was convenient for biking the the Pumpkin Vine Trail."
United States
Jon C.
$282 nightly
The price is $302
Jan 29 - Jan 30
Total with taxes and fees
Cozy, chic & historic 3-bedroom cabin in trendy Goshen, 40 mins from Notre Dame!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Cromwell Hotel Reviews

Find out more about Cromwell

Everything you need to know about Cromwell vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Cromwell vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cromwell vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cromwell vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cromwell. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Cromwell in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $149 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Cromwell rentals

At Expedia, we put the best Cromwell vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Cromwell rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cromwell vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cromwell. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

Charming farmhouse in peaceful countryside: This vacation home rental outside of Cromwell is located in a rural location and has a fireplace, a patio, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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 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.