Cromwell Vacation Rentals

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Browse Select Cromwell Vacation Homes

Our top choices for Cromwell vacation homes

Welcome to our Home in Ligonier

2.0 star property
10.0 out of 10, Exceptional, (2)
"This is our third time renting this property. The hosts are awesome and pay attention to detail. Couldn't be happier with our stay!"
The price is CA $159
CA $337 total
includes taxes & fees
Aug 22 - Aug 23
Welcome to our Home in Ligonier

Woodside Retreat in the Heart of Amish Country

10.0 out of 10, Exceptional, (5)
"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 CA $159
CA $280 total
includes taxes & fees
Aug 22 - Aug 23
Woodside Retreat in the Heart of Amish Country

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 CA $208
CA $432 total
includes taxes & fees
Aug 22 - Aug 23
Emma's Place

Farm Country Amish Country Newly Renovated

2.0 star property
The price is CA $274
CA $446 total
includes taxes & fees
Sep 10 - Sep 11
Farm Country Amish Country Newly Renovated

3 bedroom 2 bath renovated A frame on channel to Kuhn lake and the Barbee Chain

9.4 out of 10, Exceptional, (10)
"This isn't our first time staying here and we love it. It's easy to find, simple living and quiet. Also, there is food delivery available so we don't have to cook after a long hunt."
The price is CA $173
CA $399 total
includes taxes & fees
Sep 1 - Sep 2
3 bedroom 2 bath renovated A frame on channel to Kuhn lake and the Barbee Chain

Serene 3-Bdrm Lakehouse

10.0 out of 10, Exceptional, (9)
"I would highly recommend this place everything from the cleanliness to the kayaks."
The price is CA $187
CA $406 total
includes taxes & fees
Sep 9 - Sep 10
Serene 3-Bdrm Lakehouse

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

10.0 out of 10, Exceptional, (2)
"Beautiful cute cottage.. very clean,everything and anything we could possibly want or need! Plenty of room for our family of 9, and just absolutely perfect and lovely. Great location. Grocery store and cute little ice cream shop within walking distance. Thanks so much!!"
The price is CA $267
CA $412 total
includes taxes & fees
Aug 27 - Aug 28
Charming 3-bedroom house located on Main Street in Downtown Middlebury

Cozy lakefront home on Big Barbee Lake

10.0 out of 10, Exceptional, (6)
The price is CA $223
CA $420 total
includes taxes & fees
Sep 2 - Sep 3
Cozy lakefront home on Big Barbee Lake

Trail Side in the Heart of Winona Lake

10.0 out of 10, Exceptional, (26)
"House very comfortable, we enjoyed being close to the trails"
The price is CA $168
CA $349 total
includes taxes & fees
Aug 26 - Aug 27
Trail Side in the Heart of Winona Lake

Cozy Lake House On The Channel With Access To 5 Lakes!

9.6 out of 10, Exceptional, (37)
"This was a very nice little lake house. We were only there for an overnight stay but would most definitely stay here again anytime we're in this area! Great place!"
The price is CA $212
CA $368 total
includes taxes & fees
Sep 2 - Sep 3
Cozy Lake House On The Channel With Access To 5 Lakes!

Webster - Charlee’s Cabin - Lake House with Pier

The price is CA $236
CA $703 total
includes taxes & fees
Aug 27 - Aug 28
Webster - Charlee’s Cabin - Lake House with Pier

HOT TUB|Beauitiful Backyard Oasis|Newly Renovated

10.0 out of 10, Exceptional, (58)
"Very clean, nicely appointed. Ping pong table and hot tub were a real bonus! "
The price is CA $190
CA $371 total
includes taxes & fees
Sep 14 - Sep 15
HOT TUB|Beauitiful Backyard Oasis|Newly Renovated

Homeaway Haven 3 room, 2 bathroom house in charming Warsaw with WiFi, AC.

10.0 out of 10, Exceptional, (3)
"Very clean and comfortable house."
The price is CA $187
CA $373 total
includes taxes & fees
Sep 2 - Sep 3
Homeaway Haven 3 room, 2 bathroom house in charming Warsaw with WiFi, AC.

Hilltop Family Retreat

10.0 out of 10, Exceptional, (1)
"Property appears to be recently remodeled and up to date with plenty of space for large groups. 3 bathrooms so no one has to wait. Upstairs can be warm during the summer but nothing a fan doesn't fix. Property owner is responsive and easy to reach."
Hilltop Family Retreat

Beautiful Lakefront home, pets welcome, fully fenced, dock, kayaks, fishing!!

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 "
The price is CA $384
CA $753 total
includes taxes & fees
Aug 27 - Aug 28
Beautiful Lakefront home, pets welcome, fully fenced, dock, kayaks, fishing!!

Private Lake Front Home on Wawasee - Exclusive and Quiet Ogden Island Retreat

10.0 out of 10, Exceptional, (1)
"Great views, spacious, clean home, responsive owner. "
The price is CA $420
CA $755 total
includes taxes & fees
Sep 21 - Sep 22
Private Lake Front Home on Wawasee - Exclusive and Quiet Ogden Island Retreat

Rock Run Creek House

10.0 out of 10, Exceptional, (1)
"It was a fantastic fit for our extended family of 12. We appreciated the layout, the quietness of the location. It worked out very well for us."
The price is CA $580
CA $864 total
includes taxes & fees
Aug 27 - Aug 28
Rock Run Creek House

Private pier!Game Room!Fishing!Paddleboat!Kayaks!

10.0 out of 10, Exceptional, (16)
"What a wonderful place to get together with family but still have space to yourself. The kitchen is spacious for multiple cooks/bakers."
Private pier!Game Room!Fishing!Paddleboat!Kayaks!

Spacious & Newly Renovated 3-bedroom house in Warsaw/Winona Lake

9.6 out of 10, Exceptional, (9)
"Spacious home with a lot of amenities, and very clean. Close to everything we were in yown for."
The price is CA $180
CA $318 total
includes taxes & fees
Sep 7 - Sep 8
Spacious & Newly Renovated 3-bedroom house in Warsaw/Winona Lake

Come enjoy this absolute dream for a family vacation or a getaway with friends!

9.4 out of 10, Exceptional, (12)
"Derek was a great host and the property was just as described, appreciated the Christmas 🎄 "
The price is CA $312
CA $618 total
includes taxes & fees
Sep 3 - Sep 4
Come enjoy this absolute dream for a family vacation or a getaway with friends!
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