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Cleveland Vacation Rentals

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Check prices for these dates

In two weeks
3 Jul - 5 Jul
In two months
14 Aug - 16 Aug
In three months
11 Sep - 13 Sep
In four months
9 Oct - 11 Oct

Our top choices for Cleveland vacation rentals

Living area

2nd floor loft near the lake!

2nd floor loft near the lake!
Manitowoc
9.8 out of 10, Exceptional, (18 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 479
AED 828 total
includes taxes & fees
22 Jun - 23 Jun
2nd floor loft near the lake!
Interior

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 562
AED 1,631 total
includes taxes & fees
1 Jul - 2 Jul
1 Mi to Shore: Lake Michigan Retreat w/ Game Room!
1 bedroom, WiFi

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

Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan
Ellis Historical District
9.8 out of 10, Exceptional, (26 reviews)
"Communicative host, good location, comfortable and clean apartment. "
United States
Hannah T.
The price is AED 349
AED 479 total
includes taxes & fees
25 Jun - 26 Jun
Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan
3 bedrooms, iron/ironing board, travel crib, WiFi

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
10.0 out of 10, Exceptional, (2 reviews)
"We are moving to Sheboygan and just needed a place for the 3 of to stay while we got the lay off the land. It was a clean and surprisingly roomy place. Thanks again for the hospitality!"
United States
Woomy B.
The price is AED 436
AED 745 total
includes taxes & fees
22 Jun - 23 Jun
Beachy 3-bedroom upper with WiFi and AC minutes from Lake Michigan
Lobby

Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan
2.5 star property
Downtown Sheboygan
8.6 out of 10, Excellent, (1,045 reviews)
"Will remember to stay there again."
United States
Sonia
The price is AED 704
AED 799 total
includes taxes & fees
21 Jun - 22 Jun
Grandstay Residential Suites Hotel - Sheboygan
Interior

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

1 Mi to Shore: Lake Michigan Retreat w/ Game Room!
Two Rivers
9.0 out of 10, Wonderful, (6 reviews)
"Great place to stay."
United States
Melissa B.
The price is AED 683
AED 1,905 total
includes taxes & fees
21 Jul - 22 Jul
1 Mi to Shore: Lake Michigan Retreat w/ Game Room!
Exterior

Logan Ave Holiday House - Upper

Logan Ave Holiday House - Upper
Sheboygan
9.6 out of 10, Exceptional, (5 reviews)
"Property was very nice. Would stay here again. "
United States
Janice
The price is AED 962
AED 1,918 total
includes taxes & fees
20 Jul - 21 Jul
Logan Ave Holiday House - Upper
TV

Apartment Centrally Located

Apartment Centrally Located
Plymouth
10.0 out of 10, Exceptional, (2 reviews)
"Convenient location in between Road America, Elkhart Lake, and Plymouth. You're about 10 minutes from everything you stay in the area for.The apartment is a dorm, but it's clean and quiet and was perfect for spending our nights while watching the races at Road America."
United States
Brian H.
The price is AED 507
AED 787 total
includes taxes & fees
30 Jun - 1 Jul
Apartment Centrally Located
Dining

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, (17 reviews)
"We came for a girl's weekend and the house was perfect for us. The location is great (walking distance to town), the house was clean and we appreciated having the well stocked kitchen. I would definitely stay again!"
United States
Cinda Z.
The price is AED 613
AED 1,272 total
includes taxes & fees
21 Jul - 22 Jul
Quaint Blast from the Past - Walk to Lake Michigan, Riverwalk and 8th St Shops!
Fridge, microwave, oven, stovetop

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, (42 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 Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced
TV

Large Backyard, Walk to Hospital: Sheboygan Abode!

Large Backyard, Walk to Hospital: Sheboygan Abode!
Sheboygan
The price is AED 503
AED 1,543 total
includes taxes & fees
21 Jul - 22 Jul
Large Backyard, Walk to Hospital: Sheboygan Abode!
House (2 Bedrooms) | Interior

Large Backyard, Walk to Hospital: Sheboygan Abode!

Large Backyard, Walk to Hospital: Sheboygan Abode!
3.0 star property
Sheboygan
The price is AED 562
AED 1,504 total
includes taxes & fees
21 Jun - 22 Jun
Large Backyard, Walk to Hospital: Sheboygan Abode!
Exterior

The Esker Ridge Chalet, Pristine Elkhart Solitude

The Esker Ridge Chalet, Pristine Elkhart Solitude
Elkhart Lake
10.0 out of 10, Exceptional, (60 reviews)
"Great spot, super close to town (and the always great Off The Rail cafe). Clean and quiet. Used as a base for track time at Road America."
United States
Scott G.
The price is AED 731
AED 1,000 total
includes taxes & fees
24 Jun - 25 Jun
The Esker Ridge Chalet, Pristine Elkhart Solitude
Fridge, microwave, oven, stovetop

The Links! - Luxury Golf Retreat with Golf Simulator

The Links! - Luxury Golf Retreat with Golf Simulator
Sheboygan
10.0 out of 10, Exceptional, (8 reviews)
"Home was very clean and had everything we needed. Beds were comfortable. Easy to find and close to everything. "
United States
Andrea S.
The price is AED 826
AED 2,264 total
includes taxes & fees
22 Jun - 23 Jun
The Links! - Luxury Golf Retreat with Golf Simulator
Exterior detail

Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!

Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!
New Holstein
10.0 out of 10, Exceptional, (175 reviews)
"Great place would go back"
United States
William
The price is AED 744
AED 1,223 total
includes taxes & fees
1 Jul - 2 Jul
Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!
Smart TV

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, (16 reviews)
"Welcoming and attentive hosts with helpful recommendations, clean and cozy space. "
United States
Brenda R.
3 Blocks from Beach house 1 BDRM full bath 4 min to downtown,sleeps 4
Interior

ADA Accessible Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #1

ADA Accessible Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #1
Brillion
10.0 out of 10, Exceptional, (1 review)
"Did not need we were visiting family near by"
United States
Cathy G.
The price is AED 694
AED 1,094 total
includes taxes & fees
21 Jun - 22 Jun
ADA Accessible Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens – Unit #1
Private kitchen

The Historic Downtown Suite

The Historic Downtown Suite
Sheboygan Falls
10.0 out of 10, Exceptional, (3 reviews)
"Absolutely wonderful experiencethis place is darling!!!! We will be staying here again"
United States
Kristin E.
The price is AED 562
AED 938 total
includes taxes & fees
7 Jul - 8 Jul
The Historic Downtown Suite
Smart TV, books

Beautiful & Convenient!

Beautiful & Convenient!
Sheboygan
9.8 out of 10, Exceptional, (20 reviews)
"Place was clean and had everything we needed! "
United States
stormy a.
The price is AED 474
AED 1,326 total
includes taxes & fees
22 Jun - 23 Jun
Beautiful & Convenient!
Interior

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 487
AED 1,482 total
includes taxes & fees
22 Jun - 23 Jun
Sleeps 8 & Spacious!
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

Cobblestone Hotel & Suites - Two Rivers

Cobblestone Hotel & Suites - Two Rivers

8/10 Good
"Breakfast was sad. Only one type of cereal. French toast sticks were stale. Eggs and sausage were cold. Garbage was overflowing at 9:10 am. No fruit available, the baskets were empty. Do better for $200 a night!"
William 1-night trip
Posted 2 hours ago
Cobblestone Hotel & Suites - Two Rivers

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?

Large Unique & Artistic Lake Michigan Beachfront House with Awesome Game Room: This vacation home rental outside of Cleveland is located on the beach and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a private yard and a selection of games.

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.