Cromwell Vacation Rentals

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Sep 5 - Sep 6
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Sep 12 - Sep 14

Vacation Rentals in Cromwell

Lake Wawasee/HOT TUB/GAME ROOM/PONTOON RENTAL
Terrace/patio

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

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

10.0 out of 10, Exceptional, (4)
"Convenient location and very clean. Worked perfect for our short trip to the area. "
Charming 3-bedroom house located on Main Street in Downtown Middlebury
Memorable Vacation Awaits on Big Chapman Lake! Sleeps 8! Optional Pontoon!
Exterior

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

9.8 out of 10, Exceptional, (8)
The price is ￥29,130
￥53,411 total
includes taxes & fees
Sep 9 - Sep 10
Memorable Vacation Awaits on Big Chapman Lake! Sleeps 8! Optional Pontoon!
Cozy lake Cottage on Dewart Lake with hottub, 1 mile from Blue Barn Berry Farm
Microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (1)
"Very nice property clean nicely decorated very nice for the couple nights that we stayed there. I would recommend it highly"
The price is ￥27,241
￥48,916 total
includes taxes & fees
Sep 7 - Sep 8
Cozy lake Cottage on Dewart Lake with hottub, 1 mile from Blue Barn Berry Farm
Newly Remodeled Cabin Steps from Sylvan Lake
Dining

Newly Remodeled Cabin Steps from Sylvan Lake

10.0 out of 10, Exceptional, (43)
"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. "
Newly Remodeled Cabin Steps from Sylvan Lake
Lakefront Home on Lake Webster
Living area

Lakefront Home on Lake Webster

9.6 out of 10, Exceptional, (32)
"It was amazing spot! Very cozy and peaceful the view of the water was amazing will be recommend others to this location! "
Lakefront Home on Lake Webster
Songbird Haven, 3 min from town, & Pumpkinvine. Full house, 3 bedroom, 2 bath.
Property grounds

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

9.8 out of 10, Exceptional, (28)
"House was very clean, well stocked and a beautiful location. Easy access to town as well. Loved our stay!!!"
Songbird Haven, 3 min from town, & Pumpkinvine. Full house, 3 bedroom, 2 bath.
Year Round Lake Front Cottage on Quiet Cove on Webster Lake
Interior

Year Round Lake Front Cottage on Quiet Cove on Webster Lake

9.0 out of 10, Wonderful, (37)
"We had a great time getting away from Fort Wayne for the weekend."
Year Round Lake Front Cottage on Quiet Cove on Webster Lake
Green Diamond Retreat: Epic Lakefront Oasis for 30, 6BR, Boat Slip, Kayaks
Outdoor dining

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

10.0 out of 10, Exceptional, (8)
Green Diamond Retreat: Epic Lakefront Oasis for 30, 6BR, Boat Slip, Kayaks
Emma's Place
Fridge, microwave, oven, stovetop

Emma's Place

10.0 out of 10, Exceptional, (53)
"This is a beautiful house. Very clean nice fenced in back yard. Real quiet location. Host is very friendly. We will stay here again if it is available our next trip back."
The price is ￥22,208
￥47,502 total
includes taxes & fees
Sep 8 - Sep 9
Emma's Place
Woodside Retreat in the Heart of Amish Country
Dining

Woodside Retreat in the Heart of Amish Country

10.0 out of 10, Exceptional, (6)
"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!"
The price is ￥17,026
￥29,782 total
includes taxes & fees
Sep 13 - Sep 14
Woodside Retreat in the Heart of Amish Country
Beautiful Skinner Cottage overlooking the lake
Interior

Beautiful Skinner Cottage overlooking the lake

9.8 out of 10, Exceptional, (108)
"So peaceful sitting on the deck looking at the lie under the trees. Thank you!!"
Beautiful Skinner Cottage overlooking the lake
Irish Lakefront, Hot Tub! Pets, dock, fishing, kayaks, ice fishing, hunting!
View from property

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

2.0 star property
10.0 out of 10, Exceptional, (4)
"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!
Heated Pool, Hot Tub, Game Room - Have fun with the ones you love!
Outdoor pool

Heated Pool, Hot Tub, Game Room - Have fun with the ones you love!

10.0 out of 10, Exceptional, (26)
"We love this place we were hear last October for sweetest day and came back on memorial day wknd we love the pool ,hot tub and the river in the back it's beautiful and also the game room with the massage chair ."
The price is ￥33,272
￥71,188 total
includes taxes & fees
Sep 8 - Sep 9
Heated Pool, Hot Tub, Game Room - Have fun with the ones you love!
HOT TUB|Beauitiful Backyard Oasis|Newly Renovated
Outdoor spa tub

HOT TUB|Beauitiful Backyard Oasis|Newly Renovated

10.0 out of 10, Exceptional, (59)
"Very clean, nicely appointed. Ping pong table and hot tub were a real bonus! "
The price is ￥14,854
￥33,407 total
includes taxes & fees
Sep 14 - Sep 15
HOT TUB|Beauitiful Backyard Oasis|Newly Renovated
beautiful cottage by the lake. Relax and enjoy your stay.
Fridge, microwave, oven, stovetop

beautiful cottage by the lake. Relax and enjoy your stay.

9.8 out of 10, Exceptional, (23)
"Very nice, wish there was bars or restaurants on the lake"
beautiful cottage by the lake. Relax and enjoy your stay.
⚓️Direct lake view with available Tritoon boat rental
Interior

⚓️Direct lake view with available Tritoon boat rental

9.8 out of 10, Exceptional, (12)
"The house and location are phenomenal. The pictures on the website don’t do it justice. You are on the lake and the view is amazing! The owners are super nice and very accommodating. Book now! You won’t be disappointed. "
⚓️Direct lake view with available Tritoon boat rental
New Kid in Town, Lake Wawasee , 2 Bedroom Condo Channel Front with Boat Pier
Outdoor dining

New Kid in Town, Lake Wawasee , 2 Bedroom Condo Channel Front with Boat Pier

9.4 out of 10, Exceptional, (28)
"The place was very nice and the manager helped me enjoy my stay every day."
New Kid in Town, Lake Wawasee , 2 Bedroom Condo Channel Front with Boat Pier
The Heron House @Waldron Lake
Dining

The Heron House @Waldron Lake

9.8 out of 10, Exceptional, (28)
"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 ￥47,303
￥102,366 total
includes taxes & fees
Sep 7 - Sep 8
The Heron House @Waldron Lake
Secluded, handcrafted 4-bedroom house in Amish country, Shipshewana
Microwave, stovetop

Secluded, handcrafted 4-bedroom house in Amish country, Shipshewana

10.0 out of 10, Exceptional, (1)
"Cool place. Plenty of space. Responsive host. "
Secluded, handcrafted 4-bedroom house in Amish country, Shipshewana
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

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:

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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 3-bedroom house located on Main Street in Downtown Middlebury: This vacation 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 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.