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
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Cleveland vacation rentals

A spacious living area with a fireplace, a sofa, and a dining area in the background.

1. Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan
2.5 star property
Downtown Sheboygan
8.6 out of 10, Excellent, (1,125 reviews)
"Quiet place near the lake."
United States
Vivian
The price is AED 441
AED 500 total
includes taxes & fees
4 Nov - 5 Nov
Grandstay Residential Suites Hotel - Sheboygan
A modern kitchen with a large island, dark blue cabinets, and a stainless steel refrigerator.

2. The Links! - Luxury Golf Retreat with Golf Simulator

The Links! - Luxury Golf Retreat with Golf Simulator
Sheboygan
10.0 out of 10, Exceptional, (16 reviews)
"Perfect trip and great location"
United States
Kristian N.
The price is AED 864
AED 2,198 total
includes taxes & fees
4 Nov - 5 Nov
The Links! - Luxury Golf Retreat with Golf Simulator
A cozy seating area with a bench and cushions, a wooden floor, and a view through large windows.

3. 2nd floor loft near the lake!

2nd floor loft near the lake!
Manitowoc
9.8 out of 10, Exceptional, (30 reviews)
"Clean , quiet, great host. Property had everything we needed for a two day stay."
United States
Tim C.
The price is AED 486
AED 798 total
includes taxes & fees
4 Nov - 5 Nov
2nd floor loft near the lake!
A spacious living area with a wooden dining table, chairs, and a sofa. There is a staircase leading to another level, and a large window providing natural light.

4. 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, (33 reviews)
"The location was perfect to experience the Art Fair, downtown, and the area overall!Clean & comfortable - would return!"
United States
Andrea L.
The price is AED 757
AED 1,389 total
includes taxes & fees
4 Nov - 5 Nov
Quaint Blast from the Past - Walk to Lake Michigan, Riverwalk and 8th St Shops!
A living room with a coffee station, a sofa, a ceiling fan, and a view of the outdoors.

5. Sleeps 8 & Spacious!

Sleeps 8 & Spacious!
Sheboygan
10.0 out of 10, Exceptional, (32 reviews)
"It suited our needs. Interior lighting was a bit harsh"
United States
James
The price is AED 416
AED 1,319 total
includes taxes & fees
4 Nov - 5 Nov
Sleeps 8 & Spacious!
A two-story house with a front porch, a well-maintained lawn, and a sidewalk leading to the street.

6. Logan Ave Holiday House - Upper

Logan Ave Holiday House - Upper
Sheboygan
9.4 out of 10, Exceptional, (9 reviews)
"We had a great time up there and the host was excellent and the property was fantastic"
United States
Alex N.
The price is AED 346
AED 1,055 total
includes taxes & fees
9 Nov - 10 Nov
Logan Ave Holiday House - Upper
A narrow hallway with a bench, pillows, and a potted plant.

7. 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, (15 reviews)
"We enjoyed our stay! The property was clean, "
United States
Benjamin B.
The price is AED 380
AED 715 total
includes taxes & fees
8 Nov - 9 Nov
Coastal 3-BR Lower Near Lake MI and Downtown Sheboygan
A modern living room with a grey sofa, a white armchair, a round coffee table, and a side table with a lamp.

8. Beautiful & Convenient!

Beautiful & Convenient!
Sheboygan
9.8 out of 10, Exceptional, (23 reviews)
"Wonderful property! Communication was wonderful and so very helpful at all times. Not far from the marina, where we spent a lot of our time. "
United States
Susan G.
The price is AED 447
AED 1,229 total
includes taxes & fees
9 Nov - 10 Nov
Beautiful & Convenient!
A living room with a sofa, coffee table, and TV.

9. 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, (43 reviews)
"Great place close to everything we needed. Walking distance to the coffee shop, beach, bar, and pizza place. Not much more you really need."
United States
Gregory D.
The price is AED 1,157
AED 2,105 total
includes taxes & fees
6 Nov - 7 Nov
Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city
A bedroom with a wooden headboard, a bed with grey bedding, a fireplace, and a clock displaying 6:00.

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

Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan
Ellis Historical District
9.4 out of 10, Exceptional, (39 reviews)
"Very quiet, and only two blocks from Lake Michigan"
United States
Terri
The price is AED 239
AED 321 total
includes taxes & fees
5 Nov - 6 Nov
Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan
A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

11. The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced

The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced
Sheboygan
10.0 out of 10, Exceptional, (43 reviews)
"We absolutely loved our stay. Everything was so well stocked and comfortable. Perfect location near the lake. Between the fenced in yard for the dog and the little play area for the kids, it couldn’t have worked out better."
United States
Jean S.
The price is AED 430
AED 1,347 total
includes taxes & fees
9 Nov - 10 Nov
The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced
A hallway leading to a room with a wooden floor, a white door, and a painting of sailboats on the wall.

12. Beachy 3-bedroom upper with WiFi and AC minutes from Lake Michigan

Beachy 3-bedroom upper with WiFi and AC minutes from Lake Michigan
Sheboygan
9.8 out of 10, Exceptional, (12 reviews)
"Close to everything we were looking to do while visiting the area. Great communication and hospitality from host, would stay again!!"
United States
Heidi
The price is AED 314
AED 636 total
includes taxes & fees
4 Nov - 5 Nov
Beachy 3-bedroom upper with WiFi and AC minutes from Lake Michigan
A four-poster bed with a canopy, a ceiling fan, and a large window with curtains.

13. Eclectic 3-BR Lower w King Bed & Pack-n-Play & Fire Pit near Lake MI

Eclectic 3-BR Lower w King Bed & Pack-n-Play & Fire Pit near Lake MI
Sheboygan
9.8 out of 10, Exceptional, (8 reviews)
"Very clean and good location; nice place for our dog; we would definitely stay again if the opportunity presents itself."
United States
Stephanie K.
The price is AED 349
AED 680 total
includes taxes & fees
10 Nov - 11 Nov
Eclectic 3-BR Lower w King Bed & Pack-n-Play & Fire Pit near Lake MI
A hallway with a wooden floor, a window on the left, and a plant on the right.

14. 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
10.0 out of 10, Exceptional, (2 reviews)
"Very nice place. The owners were very helpful during our stay with recommendations on things to do as our fishing trip was cancelled!"
United States
Nicole B.
The price is AED 970
AED 1,196 total
includes taxes & fees
4 Nov - 5 Nov
Eve’s Place by beach + 2 kings 1 queen + AC + Pack’n Play + High Chair
A lakeside patio with outdoor seating and a dock.

15. Victorian Inn Elkhart Lake Wisconsin

Victorian Inn Elkhart Lake Wisconsin
4.0 star property
Elkhart Lake
8.8 out of 10, Excellent, (3 reviews)
"Perfect location, great amenities."
United States
Deirdre
The price is AED 244
AED 2,099 total
includes taxes & fees
5 Nov - 6 Nov
Victorian Inn Elkhart Lake Wisconsin
A dining area with a wooden table, two chairs, a patterned rug, and a kitchen in the background.

16. Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit

Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit
Sheboygan
10.0 out of 10, Exceptional, (9 reviews)
"We stayed a very short time due to many wedding details and festivities and the stay was just what we needed. Convenient to wedding location, very clean, comfy beds, friendly and reliable host! Would highly recommend!"
United States
Stephanie M.
The price is AED 347
AED 694 total
includes taxes & fees
5 Nov - 6 Nov
Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit
Living area

17. Beachfront Paradise: King Suite - Sleeps 8!

Beachfront Paradise: King Suite - Sleeps 8!
Sheboygan
7.0 out of 10, Good, (6 reviews)
"It was ok but it was the second year in a row that we did not get condo we rented due to a "door lock" issue."
United States
Nina S.
The price is AED 716
AED 2,281 total
includes taxes & fees
5 Nov - 6 Nov
Beachfront Paradise: King Suite - Sleeps 8!
A modern kitchen with a central island, wooden cabinets, and a built-in stove. There is a dining area with a table and chairs, and a living room with a sofa and a fireplace.

18. Luxury Lakeside Home-NEW Renovation-Walk to Beach, Dining, & More.

Luxury Lakeside Home-NEW Renovation-Walk to Beach, Dining, & More.
Sheboygan
10.0 out of 10, Exceptional, (17 reviews)
"Everything was clean and spacious. Had a great time and would definitely stay again! "
United States
Brad T.
The price is AED 2,105
AED 3,727 total
includes taxes & fees
4 Nov - 5 Nov
Luxury Lakeside Home-NEW Renovation-Walk to Beach, Dining, & More.
Exterior

19. Just Beachy: 4 Bedroom, Sleeps 12!

Just Beachy: 4 Bedroom, Sleeps 12!
Sheboygan
8.6 out of 10, Excellent, (8 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 AED 1,634
AED 2,889 total
includes taxes & fees
4 Nov - 5 Nov
Just Beachy: 4 Bedroom, Sleeps 12!
A room with a wooden ceiling, large windows, and a seating area with two chairs and a table.

20. 1 Mi to Shore: Lake Michigan Retreat w/ Game Room!

1 Mi to Shore: Lake Michigan Retreat w/ Game Room!
3.0 star property
Two Rivers
The price is AED 709
AED 1,798 total
includes taxes & fees
4 Nov - 5 Nov
1 Mi to Shore: Lake Michigan Retreat w/ Game Room!
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

Lighthouse Inn

Lighthouse Inn

8/10 Good
"Rooms are old but clean, it's a beautiful property right on the lake but good use a facelift. Staff was very friendly and accommodating. It's a good value for the view and it's nice having a restaurant and bar on site."
Judith 6-night trip
Posted 2 hours ago
Lighthouse Inn

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 10 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.