A rocky shoreline with waves crashing against the rocks and a large weeping willow tree in the background.

Cleveland Vacation Rentals

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Cleveland vacation rentals

Lobby

1. Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan
2.5 star property
Downtown Sheboygan
8.6 out of 10, Excellent, (1,066 reviews)
"Great place to stay breakfast was good then room was good. Staff were great as well only issue is the pool is tiny."
United States
Devin
The price is AED 450
AED 511 total
includes taxes & fees
1 Sep - 2 Sep
Grandstay Residential Suites Hotel - Sheboygan
Exterior

2. Lake Michigan Beachfront - King Suite - Game Room

Lake Michigan Beachfront - King Suite - Game Room
Newton
9.8 out of 10, Exceptional, (24 reviews)
"This place is my spring spiritual reset. We’ll equipped, comfortable and serene. I had a lovely stay and hope to return next year"
United States
Kristine D.
The price is AED 2,064
AED 4,274 total
includes taxes & fees
10 Aug - 11 Aug
Lake Michigan Beachfront - King Suite - Game Room
House (3 Bedrooms) | Interior

3. Updated Plymouth Home ~ 5 Mi to Road America!

Updated Plymouth Home ~ 5 Mi to Road America!
3.0 star property
Plymouth
10.0 out of 10, Exceptional, (3 reviews)
"Everything was great, very convenient to Road America."
United States
Kelis
The price is AED 709
AED 1,459 total
includes taxes & fees
10 Aug - 11 Aug
Updated Plymouth Home ~ 5 Mi to Road America!
Smart TV, books

4. Beautiful 3BR Home Near Lake MI

Beautiful 3BR Home Near Lake MI
Sheboygan
10.0 out of 10, Exceptional, (1 review)
"Very family friendly . Great bike trails"
United States
Thomas D.
The price is AED 1,091
AED 2,093 total
includes taxes & fees
2 Sep - 3 Sep
Beautiful 3BR Home Near Lake MI
TV

5. Large Backyard, Walk to Hospital: Sheboygan Abode!

Large Backyard, Walk to Hospital: Sheboygan Abode!
Sheboygan
10.0 out of 10, Exceptional, (1 review)
"Great place to stay, the area is safe and close to the Marina. Owner/host was excellent to communicate with."
United States
Mary A.
The price is AED 503
AED 1,559 total
includes taxes & fees
17 Aug - 18 Aug
Large Backyard, Walk to Hospital: Sheboygan Abode!
Living area

6. 2nd floor loft near the lake!

2nd floor loft near the lake!
Manitowoc
9.8 out of 10, Exceptional, (23 reviews)
"The location was amazing and the place is really nice! Absolutely love that it is dog friendly and the host is really responsive! We will definitely be staying again! "
United States
Emily G.
The price is AED 540
AED 905 total
includes taxes & fees
30 Aug - 31 Aug
2nd floor loft near the lake!
1 bedroom, WiFi

7. Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan

Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan
Ellis Historical District
9.6 out of 10, Exceptional, (30 reviews)
"Communicative host, good location, comfortable and clean apartment. "
United States
Hannah T.
The price is AED 349
AED 479 total
includes taxes & fees
10 Aug - 11 Aug
Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan
Interior

8. Sheboygan Riverside Condo

Sheboygan Riverside Condo
Sheboygan
10.0 out of 10, Exceptional, (1 review)
"Nice quiet place. Would stay again."
United States
Tressie J.
Sheboygan Riverside Condo
Smart TV

9. 3 Blocks from Beach house 1 BDRM full bath 4 min to downtown,sleeps 4

3 Blocks from Beach house 1 BDRM full bath 4 min to downtown,sleeps 4
Sheboygan
9.8 out of 10, Exceptional, (18 reviews)
"Nice place, exactly as pictured. Enjoyed the coffee bar"
United States
Sylvia L.
The price is AED 657
AED 1,138 total
includes taxes & fees
17 Aug - 18 Aug
3 Blocks from Beach house 1 BDRM full bath 4 min to downtown,sleeps 4
Exterior

10. Logan Ave Holiday House - Upper

Logan Ave Holiday House - Upper
Sheboygan
9.8 out of 10, Exceptional, (6 reviews)
"Property was very nice. Would stay here again. "
United States
Janice
The price is AED 580
AED 1,422 total
includes taxes & fees
2 Sep - 3 Sep
Logan Ave Holiday House - Upper
Dining

11. 4 Bedroom Home on the River with Private River access

4 Bedroom Home on the River with Private River access
Sheboygan
9.8 out of 10, Exceptional, (44 reviews)
"If you are looking for a quiet and calm place to enjoy your morning coffee or watch a sunset, this is the perfect place!"
United States
Sharon R.
The price is AED 932
AED 1,496 total
includes taxes & fees
13 Aug - 14 Aug
4 Bedroom Home on the River with Private River access
3 bedrooms, desk, iron/ironing board, travel crib

12. Coastal 3-BR Lower Near Lake MI and Downtown Sheboygan

Coastal 3-BR Lower Near Lake MI and Downtown Sheboygan
Sheboygan
9.4 out of 10, Exceptional, (12 reviews)
"We enjoyed our stay! The property was clean, "
United States
Benjamin B.
The price is AED 714
AED 1,119 total
includes taxes & fees
18 Aug - 19 Aug
Coastal 3-BR Lower Near Lake MI and Downtown Sheboygan
House (2 Bedrooms) | Interior

13. Large Backyard, Walk to Hospital: Sheboygan Abode!

Large Backyard, Walk to Hospital: Sheboygan Abode!
3.0 star property
Sheboygan
The price is AED 665
AED 1,520 total
includes taxes & fees
17 Aug - 18 Aug
Large Backyard, Walk to Hospital: Sheboygan Abode!
Smart TV

14. Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city

Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city
Sheboygan
9.8 out of 10, Exceptional, (32 reviews)
"Great value. Cheaper and better than any hotel. "
United States
Nicholas R.
The price is AED 661
AED 1,572 total
includes taxes & fees
14 Aug - 15 Aug
Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city
Interior

15. Sleeps 8 & Spacious!

Sleeps 8 & Spacious!
Sheboygan
10.0 out of 10, Exceptional, (28 reviews)
"Great location! Roomy, close to everything, very nice inside, clean, always found parking."
United States
Beth D.
The price is AED 458
AED 1,441 total
includes taxes & fees
20 Aug - 21 Aug
Sleeps 8 & Spacious!
Smart TV, books

16. Beautiful & Convenient!

Beautiful & Convenient!
Sheboygan
9.8 out of 10, Exceptional, (21 reviews)
"Place was clean and had everything we needed! "
United States
stormy a.
The price is AED 536
AED 1,401 total
includes taxes & fees
1 Sep - 2 Sep
Beautiful & Convenient!
Smart TV, books

17. Close to Downtown & Shore | Great Location

Close to Downtown & Shore | Great Location
Sheboygan
9.0 out of 10, Wonderful, (9 reviews)
"Have stayed in all but one unit on this property and i must say, they are absolutely amazing!"
United States
Elizabeth S.
The price is AED 560
AED 1,436 total
includes taxes & fees
9 Aug - 10 Aug
Close to Downtown & Shore | Great Location
Exterior

18. The Esker Ridge Chalet, Pristine Elkhart Solitude

The Esker Ridge Chalet, Pristine Elkhart Solitude
Elkhart Lake
10.0 out of 10, Exceptional, (63 reviews)
"What a perfect getaway and the host was very accommodating while respecting our privacy. We would definitely recommend!!!"
United States
Brycie K.
The price is AED 731
AED 1,004 total
includes taxes & fees
11 Aug - 12 Aug
The Esker Ridge Chalet, Pristine Elkhart Solitude
TV, DVD player

19. Serene Home One Block From Lake Michigan

Serene Home One Block From Lake Michigan
Ellis Historical District
9.8 out of 10, Exceptional, (7 reviews)
"This is in the heart of downtown right near the lake. This was a clean and comfortable stay."
United States
Ra H.
The price is AED 873
AED 1,812 total
includes taxes & fees
25 Aug - 26 Aug
Serene Home One Block From Lake Michigan
Dining

20. Quaint Blast from the Past - Walk to Lake Michigan, Riverwalk and 8th St Shops!

Quaint Blast from the Past - Walk to Lake Michigan, Riverwalk and 8th St Shops!
Downtown Sheboygan
10.0 out of 10, Exceptional, (23 reviews)
"The stay was great ! Had lots of fun definitely will be back ."
United States
Zay B.
The price is AED 509
AED 1,136 total
includes taxes & fees
19 Aug - 20 Aug
Quaint Blast from the Past - Walk to Lake Michigan, Riverwalk and 8th St Shops!
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 Cleveland Hotel Reviews

Watershed Hotel

Watershed Hotel

10/10 Excellent
"The property was spotless from end to end. Located along the river, there was nice seating along the river as well as a dock. The staff was extremely friendly and helpful. Very modern with spacious rooms and other accommodations. Very impressed with this place. We will definitely return."
Blaine 2-night trip
Posted 4 hours ago
Watershed Hotel

Frequently asked questions

Can I find a vacation rental in Cleveland?

Yes, we give you a choice of vacation rentals close to popular sights in Cleveland, or you can go with a more remote option if you want a relaxing place to stay.

What are some of the best vacation home rentals in Cleveland?

Insane luxury beachfront estate - complete with indoor pool, arcade and theater!: Visitors like this Cleveland vacation home rental. It is located on a lake and has an indoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals are there in Cleveland?

Expedia has 12 vacation rentals for your stay in Cleveland.

What can I see and do in Cleveland?

Lake Michigan and Dairyland Park are a couple of lovely local spots to get outside and enjoy nature. While here, Veterans Memorial Park and Hika Bay are other places worth a visit.

What are vacation rentals like in Cleveland?

Vacation rentals are privately owned properties you can stay in for a short or long stay in Cleveland. Vacation rentals feature extras such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about cleanliness, vacation rentals can offer a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for a family trip or a small group gathering.