Holiday Rentals in Cromwell

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Holiday Rentals in Cromwell

Lake Wawasee/HOT TUB/GAME ROOM/PONTOON RENTAL

10.0 out of 10, Exceptional, (24)
"House and property had more than enough activities to keep up completely entertained for our entire stay. Loved the game room, pickleball court, hot tub and kayaks!!"
Lake Wawasee/HOT TUB/GAME ROOM/PONTOON RENTAL

Memorable Vacation Awaits on Big Chapman Lake! Sleeps 8! Optional Pontoon!

9.8 out of 10, Exceptional, (10)
The price is €266
includes taxes & fees
4 Oct - 5 Oct
Memorable Vacation Awaits on Big Chapman Lake! Sleeps 8! Optional Pontoon!

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

10.0 out of 10, Exceptional, (5)
"We enjoyed and appreciated our stay at The Cozy Cottage. Griffon was very nice and allowed us an early check in and welcomed us to stay as long as we wanted on the day of check out. Would definitely recommend and stay again! "
Charming 3-bedroom house located on Main Street in Downtown Middlebury

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

10.0 out of 10, Exceptional, (2)
"The cottage fits the description perfectly! It was probably the cleanest place I've ever stayed, which meant so much. It is as nice outside as in. Will definitely book again for a quiet weekend away."
The price is €287
includes taxes & fees
28 Sept - 29 Sept
Cozy lake Cottage on Dewart Lake with hottub, 1 mile from Blue Barn Berry Farm

Charming farmhouse in peaceful countryside

10.0 out of 10, Exceptional, (157)
"it was a nice place to stay "
The price is €167
includes taxes & fees
26 Oct - 27 Oct
Charming farmhouse in peaceful countryside

Newly Remodeled Cabin Steps from Sylvan Lake

10.0 out of 10, Exceptional, (45)
"We have a great stay. House was clean and comfortable. "
Newly Remodeled Cabin Steps from Sylvan Lake

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

9.8 out of 10, Exceptional, (30)
"We had a lovely time in Shipshewana. The rental was very nice, and very comfortable. "
Songbird Haven, 3 min from town, & Pumpkinvine. Full house, 3 bedroom, 2 bath.

Woodside Retreat in the Heart of Amish Country

10.0 out of 10, Exceptional, (8)
"It was a very unique place to stay for a few days. Very clean and thoughtful in items provided"
The price is €175
includes taxes & fees
7 Oct - 8 Oct
Woodside Retreat in the Heart of Amish Country

Little Luxe Retreat - Tiny Home #7

10.0 out of 10, Exceptional, (1)
"Very enjoyable stay."
The price is €200
includes taxes & fees
8 Oct - 9 Oct
Little Luxe Retreat - Tiny Home #7

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

2.0 star property
10.0 out of 10, Exceptional, (5)
"Our family group of 14 really enjoyed this lake house. It had everything we needed. The outside areas were really nice & the game room was a real hit with kids & adults. Communication with host Joe was great. We hope to stay there again!!"
Irish Lakefront, Hot Tub! Pets, dock, fishing, kayaks, ice fishing, hunting!

Lakefront Home on Lake Webster

9.6 out of 10, Exceptional, (32)
"Great little get away. Nice view and amenities. Plan to do again soon "
Lakefront Home on Lake Webster

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

10.0 out of 10, Exceptional, (9)
"This property has amazing space for large groups with very comfortable sleeping spaces that are perfectly separated from the living and activity spaces. Being right on the lake at a prime location provides beautiful views of the majority of the lake with great access for water-based activities. The house has many amenities, a beautiful and functional kitchen and living areas, and is perfect for groups of any variety, from a family gathering to a bachelor party."
Green Diamond Retreat: Epic Lakefront Oasis for 30, 6BR, Boat Slip, Kayaks

Spacious 4-bedroom 3-bathroom lake house on Shriner Lake in Columbia City.

10.0 out of 10, Exceptional, (1)
"Great place, easy check-in, very quiet location. "
Spacious 4-bedroom 3-bathroom lake house on Shriner Lake in Columbia City.

Book your Fall Getaway soon! Our Season ends November 22! We offer Breakfast !

10.0 out of 10, Exceptional, (4)
"Absolutely wonderful property and hosts…. Will definitely stay again. "
Book your Fall Getaway soon! Our Season ends November 22! We offer Breakfast !

Year Round Lake Front Cottage on Quiet Cove on Webster Lake

9.0 out of 10, Wonderful, (38)
"Everything was pretty good! We enjoyed some much needed family time! The house fit 3 adults and 2 kids perfectly. The only few things that may need to be taken care of was the smell of dog in the rental, and the boat dock really didnt have tall poles to dock the boat on. And there was one frying pan and one boiling pot to cook with. And parking was a little rough but ok.Overall was a nice stay! The owner was quick with a return phone call! And was very nice! "
Year Round Lake Front Cottage on Quiet Cove on Webster Lake

The Heron House @Waldron Lake

9.8 out of 10, Exceptional, (29)
"The owner was always very helpful and quick to answer any questions! The house was clean and very nice! Having the kayaks and paddle boat was so wonderful and the small sand beach worked well for our family!"
The price is €571
includes taxes & fees
29 Sept - 30 Sept
The Heron House @Waldron Lake

Beautiful and Historic Log Cabin: cozy, quiet, huge hot tub! Quiet getaway!

10.0 out of 10, Exceptional, (118)
"Well appointed cottage, clean and quiet. We enjoyed our stay."
Beautiful and Historic Log Cabin: cozy, quiet, huge hot tub! Quiet getaway!

Emma's Place

10.0 out of 10, Exceptional, (54)
"Enjoyed our stay! Would definitely stay here again."
The price is €279
includes taxes & fees
1 Oct - 2 Oct
Emma's Place

“Stay Anchored” Lake Tippecanoe channel front with pier and great lake views

10.0 out of 10, Exceptional, (22)
"House had the perfect set up for our family and needs for our stay. We loved the view. We will be back!"
“Stay Anchored” Lake Tippecanoe channel front with pier and great lake views

Beautiful Skinner Cottage overlooking the lake

9.8 out of 10, Exceptional, (111)
"Such a clean, comfortable property! Fun lake decor inside and nice deck outside with lots of shade and flowers. Good times boating, swimming, and fishing!"
Beautiful Skinner Cottage overlooking the lake
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

Find out more about Cromwell

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, apart-hotels, 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 favorite 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 depends 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 €167 per night. Entering your travel dates in the search wizard you might find 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?

Charming 3-bedroom house located on Main Street in Downtown Middlebury: This holiday home rental outside of Cromwell has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop and a microwave.

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.