Cromwell Holiday Rentals

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Check prices for these dates

Tonight
3 Nov - 4 Nov
Tomorrow
4 Nov - 5 Nov
This weekend
7 Nov - 9 Nov
Next weekend
14 Nov - 16 Nov

Holiday Rentals in Cromwell

Terrace/patio
Lake Wawasee/HOT TUB/GAME ROOM/PONTOON RENTAL
Lake Wawasee/HOT TUB/GAME ROOM/PONTOON RENTAL
10.0 out of 10, Exceptional, (25)
"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!!"
United States
Emily Z.
Lake Wawasee/HOT TUB/GAME ROOM/PONTOON RENTAL
Microwave, oven, stovetop
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
10.0 out of 10, Exceptional, (5)
The price is HK$1,430
HK$2,576 total
includes taxes & fees
4 Nov - 5 Nov
Cozy lake Cottage on Dewart Lake with hottub, 1 mile from Blue Barn Berry Farm
Fridge, microwave, oven, stovetop
Cozy lakefront home on Big Barbee Lake
Cozy lakefront home on Big Barbee Lake
10.0 out of 10, Exceptional, (11)
"Great location with everything you need for a weekend on the lake. We will definitely be back! "
United States
dunchbox 1.
The price is HK$1,014
HK$2,041 total
includes taxes & fees
4 Nov - 5 Nov
Cozy lakefront home on Big Barbee Lake
Exterior
Memorable Vacation Awaits on Big Chapman Lake! Sleeps 8! Optional Pontoon!
Memorable Vacation Awaits on Big Chapman Lake! Sleeps 8! Optional Pontoon!
10.0 out of 10, Exceptional, (15)
"It was such a beautiful and picturesque place for my husband and I both to work from "home" for a week. In the afternoons and evenings, we especially liked the air hockey, ping pong, fishing, foosball and water floats. We also rented the (very nice!) pontoon and went out on the lake for a day. The house was very clean and spacious, and the decorations made you feel like you were at "home" and not at a vacation rental. The onsite property manager, Kim, was fun and really helpful. We loved every...
United States
Julia S.
The price is HK$1,224
HK$2,415 total
includes taxes & fees
5 Nov - 6 Nov
Memorable Vacation Awaits on Big Chapman Lake! Sleeps 8! Optional Pontoon!
Fridge, microwave, oven, stovetop
Emma's Place
Emma's Place
10.0 out of 10, Exceptional, (55)
"Enjoyed our stay! Would definitely stay here again."
United States
James S.
The price is HK$1,166
HK$2,493 total
includes taxes & fees
5 Nov - 6 Nov
Emma's Place
Dining
Cozy Home Retreat
Cozy Home Retreat
2.0 star property
9.8 out of 10, Exceptional, (22)
"The house was furnished very nicely. It felt cozy and clean. Location was very close to the Shipshewana shops and entertainment. "
United States
Bekah K.
Cozy Home Retreat
Outdoor spa tub
HOT TUB | Beautiful Backyard Oasis|Newly Renovated
HOT TUB | Beautiful Backyard Oasis|Newly Renovated
10.0 out of 10, Exceptional, (62)
"We enjoyed our stay here. Plenty of space, clean, everything worked, while property kept up well. Would definitely recommend!"
United States
Adam and Amber E.
The price is HK$2,734
HK$4,043 total
includes taxes & fees
23 Nov - 24 Nov
HOT TUB | Beautiful Backyard Oasis|Newly Renovated
Property grounds
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.
9.8 out of 10, Exceptional, (30)
"We had a lovely time in Shipshewana. The rental was very nice, and very comfortable. "
United States
Julie M.
Songbird Haven, 3 min from town, & Pumpkinvine. Full house, 3 bedroom, 2 bath.
Outdoor spa tub
Beautiful and Historic Log Cabin: cozy, quiet, huge hot tub! Quiet getaway!
Beautiful and Historic Log Cabin: cozy, quiet, huge hot tub! Quiet getaway!
10.0 out of 10, Exceptional, (119)
"A cozy, beautiful cabin in the countryside was perfect for our family time over Thanksgiving! Staying here was a treat"
United States
Rod and Barb S.
Beautiful and Historic Log Cabin: cozy, quiet, huge hot tub! Quiet getaway!
Dining
Woodside Retreat in the Heart of Amish Country
Woodside Retreat in the Heart of Amish Country
10.0 out of 10, Exceptional, (9)
"We had a wonderful time here. We stayed here to "unplug" and refresh and it was the perfect place to do so! Comfortable, very clean, with personal touches down to the snacks provided- all made for a stay we will be back for!"
United States
Caleb
The price is HK$804
HK$1,451 total
includes taxes & fees
16 Nov - 17 Nov
Woodside Retreat in the Heart of Amish Country
Interior
Beautiful Skinner Cottage overlooking the lake
Beautiful Skinner Cottage overlooking the lake
9.8 out of 10, Exceptional, (114)
"Very clean, gorgeous scenery, beautiful decor. The family and I enjoyed our time there."
United States
Kevin D.
Beautiful Skinner Cottage overlooking the lake
View from property
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
10.0 out of 10, Exceptional, (6)
"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!!"
United States
Tami S.
Irish Lakefront, Hot Tub! Pets, dock, fishing, kayaks, ice fishing, hunting!
Living area
Lakefront Home on Lake Webster
Lakefront Home on Lake Webster
9.4 out of 10, Exceptional, (33)
"We had a nice stay. Cabin is small but great."
United States
RYAN R.
Lakefront Home on Lake Webster
Property grounds
Book your Fall Getaway now ! Our Season ends November 22!
Book your Fall Getaway now ! Our Season ends November 22!
8.8 out of 10, Excellent, (5)
Book your Fall Getaway now ! Our Season ends November 22!
Exterior
Waters Edge Cottage on Big Barbee Lake!
Waters Edge Cottage on Big Barbee Lake!
9.8 out of 10, Exceptional, (30)
"This cottage was super nice, very clean and a perfect little place to get away. It is right on the lake and has a great back patio to just sit and relax while watching the boats. Host was quick and responsive with communication and this place is definitely somewhere to come back to for another visit. "
United States
Corey W.
Waters Edge Cottage on Big Barbee Lake!
Outdoor dining
Green Diamond Retreat: Epic Lakefront Oasis for 30, 6BR, Boat Slip, Kayaks
Green Diamond Retreat: Epic Lakefront Oasis for 30, 6BR, Boat Slip, Kayaks
10.0 out of 10, Exceptional, (9)
"Gorgeous property, beautiful lake, so much for all ages to enjoy!! We spent the week there with our family ages 3-76 and everyone had a fabulous time. The house was perfect for our 27 family members. The host provided everything we needed from fully stocked kitchen to dish soap, plenty of towels and wash cloths, toilet paper, trash bags, kayaks…the amenities were fabulous. We took a boat which was so much fun to tube and ski. Even the neighbors were nice! We had an absolutely wonderful 5...
United States
Kara S.
Green Diamond Retreat: Epic Lakefront Oasis for 30, 6BR, Boat Slip, Kayaks
Dining
Newly Remodeled Cabin Steps from Sylvan Lake
Newly Remodeled Cabin Steps from Sylvan Lake
10.0 out of 10, Exceptional, (45)
"Nice little place for my wife and I prior to a state conference. Good access to lake and kayaks were provided. Good proximity to Amish country. "
United States
Kevin B.
Newly Remodeled Cabin Steps from Sylvan Lake
Dining
The Heron House @Waldron Lake
The Heron House @Waldron Lake
9.8 out of 10, Exceptional, (30)
"Great house, lots of beds, right on water! Perfect spot to hang with a big group of people for a lake weekend. House is clean, well-stocked and the outside area is the highlight! Would definitely stay again. The host is really responsive and helpful as well."
United States
Anne Marie S.
The price is HK$1,979
HK$4,723 total
includes taxes & fees
4 Nov - 5 Nov
The Heron House @Waldron Lake
Fridge, microwave, oven, stovetop
Swim, fish, have fun at the sandbar & cruise the lake! Sleeps 8!
Swim, fish, have fun at the sandbar & cruise the lake! Sleeps 8!
10.0 out of 10, Exceptional, (49)
"Sunset Cottage was wonderful for our family getaway over the 4th of July. The cottage is clean, well-stocked, and has a wonderful view of the lake. The inclusion of the pontoon makes this rental perfect! The owners are responsive and make your stay easy. Hope to be back again sometime!"
United States
Dana H.
Swim, fish, have fun at the sandbar & cruise the lake! Sleeps 8!
Exterior
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,
9.6 out of 10, Exceptional, (30)
"Anjum was so accommodating. The tiki bar and pontoon were lots of fun."
United States
Heather E.
Lake Wawasee 2 Bedroom Premier Condo on Channel with 1 Boat Slip, Sleeps 6,
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

Best Western Plus Warsaw

Best Western Plus Warsaw

10/10 Excellent
"The young man that checked me in was very welcoming and helpful. Great breakfast! Wide variety and very clean. "
Marc 1-night trip
Posted 8 hours ago
Best Western Plus Warsaw

Find out more about 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?

Emma's Place: This holiday home rental outside of Cromwell offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of books.

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.