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Cromwell Vacation Rentals

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Cromwell vacation rentals

Living area

1. Quiet cul-de-sac home near Syracuse

Quiet cul-de-sac home near Syracuse
Syracuse
$180 nightly
The price is $202
Nov 2 - Nov 3
Total with taxes and fees
Quiet cul-de-sac home near Syracuse
A kitchen with a large window, a dining table with chairs, and a washing machine.

2. Turtle Alley on Wawasee

Turtle Alley on Wawasee
Syracuse
$462 nightly
The price is $517
Oct 25 - Oct 26
Total with taxes and fees
Turtle Alley on Wawasee
A bedroom with a large mirror, a brown chair with a white pillow, a potted plant, and a window with blinds.

3. Lake Wawasee, Outdoor TV, Surround Sound, Bikes

Lake Wawasee, Outdoor TV, Surround Sound, Bikes
Syracuse
10.0 out of 10, Exceptional, (12 reviews)
"Very nice and clean. Enjoyed our stay! Great location! "
United States
Becky J.
$302 nightly
The price is $333
Nov 4 - Nov 5
Total with taxes and fees
Lake Wawasee, Outdoor TV, Surround Sound, Bikes
A modern living room with a dining area, large windows, and a surfboard mounted on the wall.

4. Premier Lake Wawasee Lakefront Home - Private Dock & Sandy Bottom

Premier Lake Wawasee Lakefront Home - Private Dock & Sandy Bottom
Syracuse
10.0 out of 10, Exceptional, (2 reviews)
"Great views, spacious, clean home, responsive owner. "
United States
Bob T.
$606 nightly
The price is $679
Nov 22 - Nov 23
Total with taxes and fees
Premier Lake Wawasee Lakefront Home - Private Dock & Sandy Bottom
A wooden deck with a table and chairs, overlooking a lake, surrounded by trees.

5. Lakefront Fun on Papakeechie - Kayaks & More!

Lakefront Fun on Papakeechie - Kayaks & More!
Syracuse
10.0 out of 10, Exceptional, (2 reviews)
"This location has a very beautiful view"
United States
Jennie S.
$376 nightly
The price is $421
Nov 3 - Nov 4
Total with taxes and fees
Lakefront Fun on Papakeechie - Kayaks & More!
Living area

6. Charlee's Cabin - Family Escape on Webster Lake | Pier & Swimming!

Charlee's Cabin - Family Escape on Webster Lake | Pier & Swimming!
North Webster
$499 nightly
The price is $558
Nov 16 - Nov 17
Total with taxes and fees
Charlee's Cabin - Family Escape on Webster Lake | Pier & Swimming!
A room with a large window, two bean bags, a small round table, and two stools.

7. 4BR Lakefront · Pier · Game Room · Sleeps 16+

4BR Lakefront · Pier · Game Room · Sleeps 16+
North Webster
10.0 out of 10, Exceptional, (29 reviews)
"A fantastic stay! The house was fully equipped to make our stay enjoyable and relaxing. The host was very accommodating."
United States
Patrick K.
4BR Lakefront · Pier · Game Room · Sleeps 16+
A cabin with a wooden deck, a front door, and a garage.

8. Charming 3 bedroom 2 bath A frame home on channel to Kuhn Lake & Barbee Chain

Charming 3 bedroom 2 bath A frame home on channel to Kuhn Lake & Barbee Chain
Pierceton
9.8 out of 10, Exceptional, (24 reviews)
"Love this space! Clean and welcoming! Super host, great to work with! Looking forward to our next stay! "
United States
John K.
$316 nightly
The price is $354
Oct 24 - Oct 25
Total with taxes and fees
Charming 3 bedroom 2 bath A frame home on channel to Kuhn Lake & Barbee Chain
Terrace/patio

9. Best Views of Webster Lake! Paddleboards + Swimming

Best Views of Webster Lake! Paddleboards + Swimming
North Webster
10.0 out of 10, Exceptional, (2 reviews)
"Absolutely beautiful rental. We had such a wonderful time my son wants to come back again. Friendly people all around and beautiful sunrise we saw."
United States
John D.
$670 nightly
The price is $750
Oct 23 - Oct 24
Total with taxes and fees
Best Views of Webster Lake! Paddleboards + Swimming
A brown front door with a glass panel and a welcome sign. A 'HOME' sign is mounted on the wall to the left.

10. Amish Alley Guesthouse,no cleaning fee,near TLA

Amish Alley Guesthouse,no cleaning fee,near TLA
Topeka
9.2 out of 10, Wonderful, (5 reviews)
"Everything was great. Nice cozy home. The only downside was the shower was too small. If it had at least another half bathroom would be perfect."
United States
Mario
$226 nightly
The price is $260
Oct 24 - Oct 25
Total with taxes and fees
Amish Alley Guesthouse,no cleaning fee,near TLA
A black house with a patio area featuring outdoor furniture and a grill.

11. Cozy lake Cottage on Dewart Lake , 1 mile from Blue Barn Berry Farm, Hottub!

Cozy lake Cottage on Dewart Lake , 1 mile from Blue Barn Berry Farm, Hottub!
Syracuse
9.4 out of 10, Exceptional, (19 reviews)
"Lovely little place to stay"
United States
Panacea G.
$309 nightly
The price is $346
Oct 25 - Oct 26
Total with taxes and fees
Cozy lake Cottage on Dewart Lake , 1 mile from Blue Barn Berry Farm, Hottub!
A bedroom with a bed, a window with curtains, a wall-mounted lamp, and a framed quote on the wall.

12. Lake House Kayaks Patio Deck Private Pier

Lake House Kayaks Patio Deck Private Pier
2.0 star property
Rome City
Lake House Kayaks Patio Deck Private Pier
A single-story house with a front deck, a garage, and a shed in the background.

13. Backwater Lake Cottage | Tiki Bar & Paddleboat

Backwater Lake Cottage | Tiki Bar & Paddleboat
North Webster
$356 nightly
The price is $399
Oct 25 - Oct 26
Total with taxes and fees
Backwater Lake Cottage | Tiki Bar & Paddleboat
A dining area with a large table, chairs, and a chandelier.

14. The Heron House @Waldron Lake

The Heron House @Waldron Lake
Wawaka
9.8 out of 10, Exceptional, (36 reviews)
"Excellant place to stay. Great for small children. "
United States
Shelly S.
$586 nightly
The price is $657
Oct 25 - Oct 26
Total with taxes and fees
The Heron House @Waldron Lake
A snow-covered outdoor area with a fire pit, a swing chair, and a bench.

15. Sunrise on Sawmill - Kayaks, Paddleboat, Firepit, Arcade!

Sunrise on Sawmill - Kayaks, Paddleboat, Firepit, Arcade!
Leesburg
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful views and full of amenities. Absolutely perfect for our group. Great communication from the host."
United States
Wendy S.
$672 nightly
The price is $753
Oct 23 - Oct 24
Total with taxes and fees
Sunrise on Sawmill - Kayaks, Paddleboat, Firepit, Arcade!
A house with a dock extending into a pond, surrounded by trees and other houses.

16. Cozy lakefront home on Big Barbee Lake

Cozy lakefront home on Big Barbee Lake
Pierceton
9.8 out of 10, Exceptional, (29 reviews)
"Great little spot for my mother, brother and myself. It is a quiet area, too!"
United States
Allison M.
$255 nightly
The price is $286
Oct 26 - Oct 27
Total with taxes and fees
Cozy lakefront home on Big Barbee Lake
A building with a covered outdoor area, a staircase leading to the entrance, and a lawn in the foreground.

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

Memorable Vacation Awaits on Big Chapman Lake! Sleeps 8! Optional Pontoon!
Warsaw
9.8 out of 10, Exceptional, (41 reviews)
"Very Good place to stay"
United States
Alex K.
$360 nightly
The price is $403
Nov 2 - Nov 3
Total with taxes and fees
Memorable Vacation Awaits on Big Chapman Lake! Sleeps 8! Optional Pontoon!
A room with a sofa, a wicker basket, and a view of an outdoor area with a fence and a building.

18. Barbee Lake Lodge/kayaks

Barbee Lake Lodge/kayaks
Warsaw
10.0 out of 10, Exceptional, (1 review)
"Beautiful place, right on the canal. Clean and well equipped with everything we needed. Really enjoyed our stay."
United States
Kim W.
$248 nightly
The price is $278
Oct 25 - Oct 26
Total with taxes and fees
Barbee Lake Lodge/kayaks
A covered porch with two chairs and a table, a brick wall, and string lights.

19. Superb 5-bedroom farmhouse in Goshen with WiFi, AC

Superb 5-bedroom farmhouse in Goshen with WiFi, AC
Goshen
9.8 out of 10, Exceptional, (54 reviews)
"We had a great stay!!"
United States
Sally F.
$369 nightly
The price is $395
Oct 25 - Oct 26
Total with taxes and fees
Superb 5-bedroom farmhouse in Goshen with WiFi, AC
A lakeside patio with outdoor seating and a fire pit.

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

Beautiful Lakefront home, pets welcome, fully fenced, dock, kayaks, fishing!!
Leesburg
10.0 out of 10, Exceptional, (5 reviews)
"This guest house was perfect for two people, though it could sleep six. It was clean and had all the amenities we needed. We had a very comfortable and relaxing stay there."
United States
Gretchen E.
$482 nightly
The price is $540
Oct 25 - Oct 26
Total with taxes and fees
Beautiful Lakefront home, pets welcome, fully fenced, dock, kayaks, fishing!!
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

Amish Inn

Amish Inn

10/10 Excellent
"I had the accessible room. It was easy access and very clean! The shower was amazing! Great water pressure and lots of hot water! The breakfast is continental and a little bare bones but they do have a waffle maker, so not a loss. It was fall and the pool was closed but the fitness room is available 24 hours. The hotel, parking and outside were very clean and neat. The staff was friendly and helpful. I had a lovely stay and will come back again."
kimberlee 2-night trip
Posted 12 hours ago
Amish Inn

Find out more about Cromwell

Everything you need to know about Cromwell vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Cromwell vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cromwell vacation 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 low season months. For more hustle and bustle, you may prefer to visit Cromwell in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $213 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Cromwell rentals

At Expedia, we put the best Cromwell vacation 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 vacation.

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 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?

Nature's Nest | Tiny Home #4 in Amish Country!: This vacation home rental outside of Cromwell has air-conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

How many vacation rentals are there in Cromwell?

Choose from 4 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 Diamond 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.