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
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Cleveland vacation rentals

3 bedrooms, iron/ironing board, WiFi, bed sheets

1. Eve’s Place by beach + 2 kings 1 queen + AC + Pack’n Play + High Chair

Eve’s Place by beach + 2 kings 1 queen + AC + Pack’n Play + High Chair
Sheboygan
The price is SAR 1,070
SAR 1,389 total
includes taxes & fees
26 Aug - 27 Aug
Eve’s Place by beach + 2 kings 1 queen + AC + Pack’n Play + High Chair
Lobby

2. Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan
2.5 star property
Downtown Sheboygan
8.6 out of 10, Excellent, (1,069 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 SAR 460
SAR 522 total
includes taxes & fees
1 Sep - 2 Sep
Grandstay Residential Suites Hotel - Sheboygan
Exterior

3. 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.
Lake Michigan Beachfront - King Suite - Game Room
House (2 Bedrooms) | Interior

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

Large Backyard, Walk to Hospital: Sheboygan Abode!
3.0 star property
Sheboygan
The price is SAR 680
SAR 1,553 total
includes taxes & fees
17 Aug - 18 Aug
Large Backyard, Walk to Hospital: Sheboygan Abode!
Interior

5. 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
Terrace/patio

6. Stunning private home hidden in the woods. Can sleep 11 guests

Stunning private home hidden in the woods. Can sleep 11 guests
Plymouth
10.0 out of 10, Exceptional, (20 reviews)
"Our stay was great! Really enjoyed it!"
United States
Nic B.
The price is SAR 3,004
SAR 3,609 total
includes taxes & fees
13 Aug - 14 Aug
Stunning private home hidden in the woods. Can sleep 11 guests
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 SAR 357
SAR 490 total
includes taxes & fees
17 Aug - 18 Aug
Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan
Dining

8. 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.
4 Bedroom Home on the River with Private River access
Living area

9. 2nd floor loft near the lake!

2nd floor loft near the lake!
Manitowoc
9.8 out of 10, Exceptional, (24 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 SAR 552
SAR 933 total
includes taxes & fees
30 Aug - 31 Aug
2nd floor loft near the lake!
TV

10. 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.
Large Backyard, Walk to Hospital: Sheboygan Abode!
Smart TV

11. 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.
3 Blocks from Beach house 1 BDRM full bath 4 min to downtown,sleeps 4
Coffee/tea maker, fridge, microwave, stovetop

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

Updated Plymouth Home ~ 5 Mi to Road America!
Plymouth
10.0 out of 10, Exceptional, (19 reviews)
"This house was an excellent choice for our race weekend at Road America. It was very clean, the bedrooms were comfortable, check-in was easy, the neighborhood was quiet, and the proximity to the race track was great. Would definitely stay again!"
United States
Patricia V.
The price is SAR 556
SAR 1,529 total
includes taxes & fees
23 Aug - 24 Aug
Updated Plymouth Home ~ 5 Mi to Road America!
Smart TV

13. 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, (34 reviews)
"Great value. Cheaper and better than any hotel. "
United States
Nicholas R.
The price is SAR 676
SAR 1,607 total
includes taxes & fees
17 Aug - 18 Aug
Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city
House (3 Bedrooms) | Interior

14. 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 SAR 725
SAR 1,491 total
includes taxes & fees
23 Aug - 24 Aug
Updated Plymouth Home ~ 5 Mi to Road America!
Exterior detail

15. Behnke's Country Center, Reedsville WI. EAA, Green Bay Packers, Road America

Behnke's Country Center, Reedsville WI. EAA, Green Bay Packers, Road America
Reedsville
9.8 out of 10, Exceptional, (34 reviews)
"Great place for family to stay for wedding of grandson. "
United States
Dawn C.
Behnke's Country Center, Reedsville WI. EAA, Green Bay Packers, Road America
Exterior

16. 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 SAR 567
SAR 1,419 total
includes taxes & fees
2 Sep - 3 Sep
Logan Ave Holiday House - Upper
Exterior

17. The Esker Ridge Chalet, Pristine Elkhart Solitude

The Esker Ridge Chalet, Pristine Elkhart Solitude
Elkhart Lake
10.0 out of 10, Exceptional, (64 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 SAR 747
SAR 1,034 total
includes taxes & fees
18 Aug - 19 Aug
The Esker Ridge Chalet, Pristine Elkhart Solitude
3 bedrooms, desk, iron/ironing board, travel crib

18. 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 SAR 527
SAR 880 total
includes taxes & fees
19 Aug - 20 Aug
Coastal 3-BR Lower Near Lake MI and Downtown Sheboygan
Exterior

19. Just Beachy: 4 Bedroom, Sleeps 12!

Just Beachy: 4 Bedroom, Sleeps 12!
Sheboygan
8.0 out of 10, Very Good, (6 reviews)
"The condo was very clean and comfortable. It was just steps from the lake. It's a great place to stay!"
United States
Erika M.
The price is SAR 1,896
SAR 4,160 total
includes taxes & fees
24 Aug - 25 Aug
Just Beachy: 4 Bedroom, Sleeps 12!
Outdoor dining

20. 3 Min to Road America, "Amazing Location!!"

3 Min to Road America, "Amazing Location!!"
Plymouth
10.0 out of 10, Exceptional, (1 review)
"This place was perfect for our group. We were karting at Road America, and location was a little over a mile from the gate. Newly renovated and very nice. Hosts did lots of little things to add value to our stay. Plenty to do nearby. Kids loved the basement and yard, adults hung out on patio. Would definitely stay here again. "
United States
Matt W.
The price is SAR 1,521
SAR 3,169 total
includes taxes & fees
19 Aug - 20 Aug
3 Min to Road America, "Amazing Location!!"
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

Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan

10/10 Excellent
"Nice place good breakfast even our dogs we're content probably be back in the future"
Jack 2-night trip
Posted less than an hour ago
Grandstay Residential Suites Hotel - Sheboygan

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.