Cromwell Vacation 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
    Sign in

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Oct 28 - Oct 29
Tomorrow
Oct 29 - Oct 30
This weekend
Oct 31 - Nov 2
Next weekend
Nov 7 - Nov 9

Vacation 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)
"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
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, (4)
"The hot tub was clean and ready to go as soon as we got there.. very relaxing stay… we loved it"
United States
Samantha T.
The price is ￥28,104
￥50,636 total
includes taxes & fees
Oct 30 - Oct 31
Cozy lake Cottage on Dewart Lake with hottub, 1 mile from Blue Barn Berry Farm
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 ￥22,826
￥48,649 total
includes taxes & fees
Nov 11 - Nov 12
Emma's Place
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 ￥19,933
￥40,289 total
includes taxes & fees
Oct 30 - Oct 31
Cozy lakefront home on Big Barbee Lake
Interior
Beautiful Skinner Cottage overlooking the lake
Beautiful Skinner Cottage overlooking the lake
9.8 out of 10, Exceptional, (114)
"Wonderful time second time here will come back"
United States
william L.
Beautiful Skinner Cottage overlooking the 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)
"Thoroughly enjoyed our week, the small lake was wonderful, and the home was exactly as listed. Every need was thought out by the owner of this place! Beautiful home, with lots of personal space and space for together time. "
United States
Kris M.
Green Diamond Retreat: Epic Lakefront Oasis for 30, 6BR, Boat Slip, Kayaks
Dining
The Heron House @Waldron 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!"
United States
cathy s.
The price is ￥47,151
￥103,446 total
includes taxes & fees
Nov 4 - Nov 5
The Heron House @Waldron Lake
Outdoor spa tub
HOT TUB | Beautiful Backyard Oasis|Newly Renovated
HOT TUB | Beautiful Backyard Oasis|Newly Renovated
10.0 out of 10, Exceptional, (61)
"The house and yard are beautiful. Very modern with all the amenities. Easy to find, great location and very serene. The hot tub was great and very relaxing. I enjoyed the use of the washer and dryer and all the different spots to each do our own thing when we wanted. Definitely recommend!! "
United States
Valerie S.
HOT TUB | Beautiful Backyard Oasis|Newly Renovated
Dining
Woodside Retreat in the Heart of Amish Country
Woodside Retreat in the Heart of Amish Country
10.0 out of 10, Exceptional, (9)
"It was a very unique place to stay for a few days. Very clean and thoughtful in items provided"
United States
VICKI
The price is ￥17,565
￥30,889 total
includes taxes & fees
Oct 30 - Oct 31
Woodside Retreat in the Heart of Amish Country
Fridge, microwave, oven, stovetop
| Hot Tub | Amish Farm Country | Pergola | Deck |
| Hot Tub | Amish Farm Country | Pergola | Deck |
10.0 out of 10, Exceptional, (91)
"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.
| Hot Tub | Amish Farm Country | Pergola | Deck |
Exterior
Couples getaway TINY Log Cabin by the pine trees
Couples getaway TINY Log Cabin by the pine trees
10.0 out of 10, Exceptional, (40)
"This property is amazing! The cabin was nicely furnished and the bed slept very well!"
United States
ding d.
Couples getaway TINY Log Cabin by the pine trees
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, (14)
"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 ￥24,057
￥47,474 total
includes taxes & fees
Nov 1 - Nov 2
Memorable Vacation Awaits on Big Chapman Lake! Sleeps 8! Optional Pontoon!
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)
"Very comfortable lakeside cottage with a beautiful view."
United States
Angela 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!
Dining
Newly Remodeled Cabin Steps from Sylvan Lake
Newly Remodeled Cabin Steps from Sylvan Lake
10.0 out of 10, Exceptional, (45)
"We have a great stay. House was clean and comfortable. "
United States
kf
Newly Remodeled Cabin Steps from Sylvan Lake
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.
Fridge, microwave, oven, dishwasher
Cozy Lake House On The Channel With Access To 5 Lakes!
Cozy Lake House On The Channel With Access To 5 Lakes!
9.6 out of 10, Exceptional, (40)
"My 3 nieces and I book a trip every year and found this place. It was very cozy and relaxing. The host was communicative and nice. It was so great to be able to use the paddle boat and kayaks! The neighbors were also friendly. Overall Nice stay"
United States
Vallerie M.
The price is ￥23,282
￥42,174 total
includes taxes & fees
Nov 11 - Nov 12
Cozy Lake House On The Channel With Access To 5 Lakes!
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)
"Well appointed cottage, clean and quiet. We enjoyed our stay."
United States
EV O.
Beautiful and Historic Log Cabin: cozy, quiet, huge hot tub! Quiet getaway!
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)
"This was a good spot for our family lake getaway. We were able to put the boat at the dock for easy lake access. The host was very accommodating and friendly. "
United States
Lindsay K.
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Cromwell Hotel Reviews

Essenhaus Inn & Conference Center

Essenhaus Inn & Conference Center

10/10 Excellent
"Yes and yes!"
Debra 2-night trip
Posted 1 day ago
Essenhaus Inn & Conference Center

Find out more about Cromwell

Search for holiday rentals in Cromwell on Expedia! You can easily find your home rentals, villas, holiday apartments in Cromwell using one of the methods below:

  • View our selection of featured holiday rentals in Cromwell
  • Use the map to find apartments and other holiday homes in the Cromwell neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Cromwell while they last

Look no further and take a look at our great range of rental properties in Cromwell!

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?

Emma's Place: This vacation home rental outside of Cromwell offers a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of books.

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.