Cromwell Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

Our top choices for Cromwell holiday rentals

Lake Wawasee/HOT TUB/GAME ROOM/PONTOON RENTAL

Lake Wawasee/HOT TUB/GAME ROOM/PONTOON RENTAL
Cromwell
10.0 out of 10, Exceptional, (25)
"Our family had a fantastic stay. The home was very clean. Enough room for everyone to stretch out. The two kitchens were very helpful. We really enjoyed the game room and pickleball court. We look forward to returning. "
United States
Lisa W.
Lake Wawasee/HOT TUB/GAME ROOM/PONTOON RENTAL

Newly Remodeled Cabin Steps from Sylvan Lake

Newly Remodeled Cabin Steps from Sylvan Lake
Rome City
10.0 out of 10, Exceptional, (49)
"We have a great stay. House was clean and comfortable. "
United States
kf
Newly Remodeled Cabin Steps from Sylvan Lake

Lakefront Home on Lake Webster

Lakefront Home on Lake Webster
North Webster
9.4 out of 10, Exceptional, (34)
"Very cute place. Great views, everything you need for a stay. Parking is the only downfall but not enough for us to return. "
United States
Lisette M.
Lakefront Home on Lake Webster

Green Diamond Retreat: Epic Lakefront Oasis for 30, 6BR, Boat Slip, Kayaks

Green Diamond Retreat: Epic Lakefront Oasis for 30, 6BR, Boat Slip, Kayaks
Wawaka
10.0 out of 10, Exceptional, (9)
"The home is beautiful. Everything we needed was on site. We thoroughly enjoyed the house and our stay. The decks are wonderful and it was so nice having a dock on site. "
United States
Alan C.
Green Diamond Retreat: Epic Lakefront Oasis for 30, 6BR, Boat Slip, Kayaks

Songbird Haven, 3 min from town, & Pumpkinvine. Full house, 3 bedroom, 2 bath.

Songbird Haven, 3 min from town, & Pumpkinvine. Full house, 3 bedroom, 2 bath.
Shipshewana
9.8 out of 10, Exceptional, (33)
"It was nice, quite,and peaceful. My family and myself had a lot of fun."
United States
Pamela B.
Songbird Haven, 3 min from town, & Pumpkinvine. Full house, 3 bedroom, 2 bath.

HOT TUB | Beautiful Backyard Oasis|Newly Renovated

HOT TUB | Beautiful Backyard Oasis|Newly Renovated
Middlebury
10.0 out of 10, Exceptional, (62)
"Nice, quiet place for a ladies weekend. Would recommend and stay here again."
United States
Stephanie K.
The price is AU$385
includes taxes & fees
22 Dec - 23 Dec
HOT TUB | Beautiful Backyard Oasis|Newly Renovated

Irish Lakefront, Hot Tub! Pets, dock, fishing, kayaks, ice fishing, hunting!

Irish Lakefront, Hot Tub! Pets, dock, fishing, kayaks, ice fishing, hunting!
2.0 star property
Leesburg
10.0 out of 10, Exceptional, (6)
"Generous space for our group of 12. We practically lived in the game room for meals and fun time with the kids. Mornings having coffee in the Great Room, watching the sun come up over the lake, was such a great quiet time. Pleanty of parking. It was a good weekend."
United States
Terry M.
Irish Lakefront, Hot Tub! Pets, dock, fishing, kayaks, ice fishing, hunting!

Book your Fall Getaway now ! Our Season ends November 22!

Book your Fall Getaway now ! Our Season ends November 22!
Goshen
9.0 out of 10, Wonderful, (6)
"Private and peaceful."
United States
Tina c.
Book your Fall Getaway now ! Our Season ends November 22!

Freedom Farm

Freedom Farm
Middlebury
9.8 out of 10, Exceptional, (43)
"Such a beautiful place and amazing hospitality!"
United States
Terry R.
Freedom Farm

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, (17)
"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 AU$472
includes taxes & fees
21 Dec - 22 Dec
Memorable Vacation Awaits on Big Chapman Lake! Sleeps 8! Optional Pontoon!

`Burning Pine Inn' Farm House in Amish country.

`Burning Pine Inn' Farm House in Amish country.
Middlebury
10.0 out of 10, Exceptional, (27)
"Awesome property, wonderful host, our kids loved visiting the horses every day! Looking forwarding to a future stay! Absolutely recommend!"
United States
Jonathan M.
`Burning Pine Inn' Farm House in Amish country.

Indoor pool with 4-bedrooms in charming Goshen with WiFi and so many extras

Indoor pool with 4-bedrooms in charming Goshen with WiFi and so many extras
Goshen
9.8 out of 10, Exceptional, (6)
"This residence was exceptionally clean and featured a very well-equipped kitchen with top-of-the-line cooking equipment. It was the perfect place to entertain teenagers, offering plenty of activities such as a pool, basketball hoops, an infinity game table, ping pong and more. There was lots of space for everyone to spread out, making it easy to enjoy different activities simultaneously without feeling crowded. A fantastic setup for a fun and relaxing stay!"
United States
Sandra J.
The price is AU$1,578
includes taxes & fees
17 Dec - 18 Dec
Indoor pool with 4-bedrooms in charming Goshen with WiFi and so many extras

Lake Wawasee 2 Bedroom Premier Condo on Channel with 1 Boat Slip, Sleeps 6,

Lake Wawasee 2 Bedroom Premier Condo on Channel with 1 Boat Slip, Sleeps 6,
Syracuse
9.6 out of 10, Exceptional, (30)
"Awesome access to the lake, great communication with owner. They are very nice and accommodating. Could use some TLC, but overall a good stay."
United States
Jessy C.
Lake Wawasee 2 Bedroom Premier Condo on Channel with 1 Boat Slip, Sleeps 6,

Water front cottage on beautiful Upper Long Lake

Water front cottage on beautiful Upper Long Lake
Albion
9.4 out of 10, Exceptional, (83)
"All was great at the property"
United States
David C.
Water front cottage on beautiful Upper Long Lake

Log Cabin Haus in Amish Country Shipshewana, Indiana

Log Cabin Haus in Amish Country Shipshewana, Indiana
Shipshewana
9.8 out of 10, Exceptional, (31)
"Excellent property. Great location. "
United States
Julie W.
Log Cabin Haus in Amish Country Shipshewana, Indiana

The Heron House @Waldron Lake

The Heron House @Waldron Lake
Wawaka
9.8 out of 10, Exceptional, (31)
"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 AU$910
includes taxes & fees
17 Dec - 18 Dec
The Heron House @Waldron Lake

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, (1)
"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 AU$778
includes taxes & fees
24 Dec - 25 Dec
Beautiful Lakefront home, pets welcome, fully fenced, dock, kayaks, fishing!!

Cozy, chic & historic 3-bedroom cabin in trendy Goshen, 40 mins from Notre Dame!

Cozy, chic & historic 3-bedroom cabin in trendy Goshen, 40 mins from Notre Dame!
Goshen
9.6 out of 10, Exceptional, (16)
"Location was convenient for biking the the Pumpkin Vine Trail."
United States
Jon C.
The price is AU$434
includes taxes & fees
17 Dec - 18 Dec
Cozy, chic & historic 3-bedroom cabin in trendy Goshen, 40 mins from Notre Dame!

Charming farmhouse in peaceful countryside

Charming farmhouse in peaceful countryside
Nappanee
10.0 out of 10, Exceptional, (165)
"Quiet place to stay. We felt right at home "
United States
Tamra M.
Charming farmhouse in peaceful countryside

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)
"Mike’s place is awesome! Perfect location on the water and the place has everything you need for a comfortable stay. Great communication and an amazing value. Can’t wait to stay again!"
United States
Tracey S.
The price is AU$421
includes taxes & fees
17 Dec - 18 Dec
Cozy Lake House On The Channel With Access To 5 Lakes!
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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Cromwell holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Cromwell holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cromwell holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cromwell holiday rentals we have selected for you start as low as AU$385 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Cromwell rentals

At Expedia, we put the best Cromwell holiday 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 holiday.

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 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.