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Cromwell Vacation Rentals

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Cromwell vacation rentals

Dining

1. Lake Wawasee/HOT TUB/GAME ROOM/PONTOON/PICKLEBALL

Lake Wawasee/HOT TUB/GAME ROOM/PONTOON/PICKLEBALL
Cromwell
9.8 out of 10, Exceptional, (29 reviews)
"Went for a guys grouping outing and had a great time! Great location with lots of outdoor space for yard games etc!"
United States
Zakk R.
$830 nightly
The price is $930
Sep 25 - Sep 26
Total with taxes and fees
Lake Wawasee/HOT TUB/GAME ROOM/PONTOON/PICKLEBALL
Coffee/tea maker, fridge, microwave, oven

2. Quiet cul-de-sac home near Syracuse

Quiet cul-de-sac home near Syracuse
Syracuse
$181 nightly
The price is $203
Sep 20 - Sep 21
Total with taxes and fees
Quiet cul-de-sac home near Syracuse
Interior

3. 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.
$583 nightly
The price is $653
Sep 21 - Sep 22
Total with taxes and fees
Premier Lake Wawasee Lakefront Home - Private Dock & Sandy Bottom
Terrace/patio

4. 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.
$903 nightly
The price is $1,011
Sep 24 - Sep 25
Total with taxes and fees
Best Views of Webster Lake! Paddleboards + Swimming
Outdoor dining

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.
$340 nightly
The price is $381
Sep 20 - Sep 21
Total with taxes and fees
Lakefront Fun on Papakeechie - Kayaks & More!
Interior

6. 4BR Lakefront · Pier · Game Room · Sleeps 16+

4BR Lakefront · Pier · Game Room · Sleeps 16+
North Webster
10.0 out of 10, Exceptional, (25 reviews)
"The property is fantastic and perfect for large families. We easily slept 14. Lots of extras like a paddle boat, kayaks, life jackets, games. We had a great time during our 5 night stay! Pontoon was rented from Aloha and they were great, too."
United States
Tiha K.
$601 nightly
The price is $643
Sep 21 - Sep 22
Total with taxes and fees
4BR Lakefront · Pier · Game Room · Sleeps 16+
Exterior

7. 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, (23 reviews)
"Love this space! Clean and welcoming! Super host, great to work with! Looking forward to our next stay! "
United States
John K.
$300 nightly
The price is $336
Sep 21 - Sep 22
Total with taxes and fees
Charming 3 bedroom 2 bath A frame home on channel to Kuhn Lake & Barbee Chain
Property grounds

8. Fishing · Kayaks · Firepit · Paddleboat

Fishing · Kayaks · Firepit · Paddleboat
Pierceton
10.0 out of 10, Exceptional, (30 reviews)
"Clean property, gewat location, loved the lake and the stars."
United States
joseph b.
$259 nightly
The price is $277
Sep 20 - Sep 21
Total with taxes and fees
Fishing · Kayaks · Firepit · Paddleboat
Terrace/patio

9. 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
9.6 out of 10, Exceptional, (17 reviews)
"Lovely little place to stay"
United States
Panacea G.
$309 nightly
The price is $346
Sep 20 - Sep 21
Total with taxes and fees
Cozy lake Cottage on Dewart Lake , 1 mile from Blue Barn Berry Farm, Hottub!
Terrace/patio

10. Heart Jacuzzi · Kayaks · Firepit · Pier

Heart Jacuzzi · Kayaks · Firepit · Pier
Warsaw
10.0 out of 10, Exceptional, (18 reviews)
"This cottage was very cute and cozy, a true lovers retreat. Host was very accommodating and check in and out was easy."
United States
Lisa S.
$260 nightly
The price is $278
Sep 20 - Sep 21
Total with taxes and fees
Heart Jacuzzi · Kayaks · Firepit · Pier
Exterior detail

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

Amish Alley Guesthouse,no cleaning fee,near TLA
Topeka
9.4 out of 10, Exceptional, (3 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
Sep 20 - Sep 21
Total with taxes and fees
Amish Alley Guesthouse,no cleaning fee,near TLA
House | 4 bedrooms

12. Lake House Kayaks Patio Deck Private Pier

Lake House Kayaks Patio Deck Private Pier
2.0 star property
Rome City
$317 nightly
The price is $355
Sep 21 - Sep 22
Total with taxes and fees
Lake House Kayaks Patio Deck Private Pier
TV, books

13. Backwater Lake Cottage | Tiki Bar & Paddleboat

Backwater Lake Cottage | Tiki Bar & Paddleboat
North Webster
$352 nightly
The price is $394
Sep 24 - Sep 25
Total with taxes and fees
Backwater Lake Cottage | Tiki Bar & Paddleboat
Beach nearby

14. Cozy cottage cabin with lake and beach access

Cozy cottage cabin with lake and beach access
Albion
$153 nightly
The price is $172
Sep 21 - Sep 22
Total with taxes and fees
Cozy cottage cabin with lake and beach access
Coffee/tea maker, fridge, microwave, oven

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

Cozy Lake House On The Channel With Access To 5 Lakes!
Wolcottville
9.4 out of 10, Exceptional, (52 reviews)
" Very nice inside would stay again "
United States
Robert W.
$219 nightly
The price is $252
Sep 21 - Sep 22
Total with taxes and fees
Cozy Lake House On The Channel With Access To 5 Lakes!
Exterior

16. Cozy lakefront home on Big Barbee Lake

Cozy lakefront home on Big Barbee Lake
Pierceton
9.6 out of 10, Exceptional, (25 reviews)
"Very enjoyable place to rest and relax after tournament musky fishing."
United States
Michael A.
$234 nightly
The price is $262
Sep 27 - Sep 28
Total with taxes and fees
Cozy lakefront home on Big Barbee Lake
Dining

17. The Heron House @Waldron Lake

The Heron House @Waldron Lake
Wawaka
9.8 out of 10, Exceptional, (34 reviews)
"Excellant place to stay. Great for small children. "
United States
Shelly S.
$563 nightly
The price is $630
Sep 20 - Sep 21
Total with taxes and fees
The Heron House @Waldron Lake
Terrace/patio

18. 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, (49 reviews)
"We had a great stay!!"
United States
Sally F.
$282 nightly
The price is $302
Sep 20 - Sep 21
Total with taxes and fees
Superb 5-bedroom farmhouse in Goshen with WiFi, AC
Property grounds

19. Lake House | Kayaks | Patio/Deck | Private Pier

Lake House | Kayaks | Patio/Deck | Private Pier
Rome City
10.0 out of 10, Exceptional, (27 reviews)
"Absolutely amazing house, stunning views. Very private location but close to amenities. Will definitely return, highly recommend!"
United States
Michelle H.
$306 nightly
The price is $310
Sep 21 - Sep 22
Total with taxes and fees
Lake House | Kayaks | Patio/Deck | Private Pier
2 bedrooms, WiFi (free), bed sheets

20. Simple Serenity Loft | Tiny Home #6 in Amish Country!

Simple Serenity Loft | Tiny Home #6 in Amish Country!
Shipshewana
9.4 out of 10, Exceptional, (6 reviews)
"This place was amazing! The animals in the back were a bonus. The only thing we could think to make it better was a full length mirror. Would recommend to all our family and friends to stay here!"
United States
Cindy T.
$211 nightly
The price is $243
Sep 21 - Sep 22
Total with taxes and fees
Simple Serenity Loft | Tiny Home #6 in Amish Country!
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

Van Buren Hotel

Van Buren Hotel

10/10 Excellent
"Very nice stay , clean, large rooms with all the amenities. Great breakfast. Very quiet at night and good location. Would recommend."
Sharon 2-night trip
Posted 1 hour ago
Van Buren Hotel

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 $211 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?

Natural Nook | Tiny Home #2 in Amish Country!: This vacation home rental outside of Cromwell comes with air-conditioning so you can feel at home during your trip. Kitchen amenities include a stovetop, a microwave, and kitchenware.

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 Webster Lake are a couple of picturesque spots to get outside and enjoy nature. Wawasee Golf Club and Syracuse Lake 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.