Cleveland Vacation Rentals

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Check prices for these dates

In two weeks
Jun 19 - Jun 21
In two months
Jul 31 - Aug 2
In three months
Aug 28 - Aug 30
In four months
Sep 25 - Sep 27

Our top choices for Cleveland vacation rentals

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 ￥15,167
￥20,839 total
includes taxes & fees
Jun 8 - Jun 9
Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan
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 ￥19,318
￥65,112 total
includes taxes & fees
Jun 15 - Jun 16
1 Mi to Shore: Lake Michigan Retreat w/ Game Room!
Exterior detail

Apartment Centrally Located

Apartment Centrally Located
Plymouth
The price is ￥19,158
￥30,678 total
includes taxes & fees
Jun 15 - Jun 16
Apartment Centrally Located
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 ￥23,149
￥38,777 total
includes taxes & fees
Jun 15 - Jun 16
2nd floor loft near the lake!
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 ￥24,904
￥61,309 total
includes taxes & fees
Jun 4 - Jun 5
Logan Ave Holiday House - Upper
Property grounds

Apartment near many locations.

Apartment near many locations.
Plymouth
9.0 out of 10, Wonderful, (2 reviews)
"This property is like where a grad school couple might live during the school year. The area is nice, safe, and quiet with nice open spaces outside and a pond with plentiful parking. It is the perfect location if going back and forth to Road America yet close enough for trips into Plymouth and Sheboygan."
United States
carl f.
The price is ￥22,032
￥34,057 total
includes taxes & fees
Jun 15 - Jun 16
Apartment near many locations.
Lobby

Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan
2.5 star property
Downtown Sheboygan
8.6 out of 10, Excellent, (1,039 reviews)
"Will remember to stay there again."
United States
Sonia
The price is ￥30,074
￥34,134 total
includes taxes & fees
Jun 21 - Jun 22
Grandstay Residential Suites Hotel - Sheboygan
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, (15 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 ￥21,305
￥48,146 total
includes taxes & fees
Jun 7 - Jun 8
Quaint Blast from the Past - Walk to Lake Michigan, Riverwalk and 8th St Shops!
TV

Large Backyard, Walk to Hospital: Sheboygan Abode!

Large Backyard, Walk to Hospital: Sheboygan Abode!
Sheboygan
The price is ￥21,872
￥67,051 total
includes taxes & fees
Jun 7 - Jun 8
Large Backyard, Walk to Hospital: Sheboygan Abode!
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 ￥17,242
￥66,689 total
includes taxes & fees
Jun 15 - Jun 16
1 Mi to Shore: Lake Michigan Retreat w/ Game Room!
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, (15 reviews)
"Welcoming and attentive hosts with helpful recommendations, clean and cozy space. "
United States
Brenda R.
The price is ￥33,590
￥56,098 total
includes taxes & fees
Jun 4 - Jun 5
3 Blocks from Beach house 1 BDRM full bath 4 min to downtown,sleeps 4
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 ￥24,426
￥65,368 total
includes taxes & fees
Jun 7 - Jun 8
Large Backyard, Walk to Hospital: Sheboygan Abode!
Interior

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
10.0 out of 10, Exceptional, (4 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 ￥27,779
￥44,213 total
includes taxes & fees
Jun 4 - Jun 5
Eclectic 3-BR Lower w King Bed & Pack-n-Play & Fire Pit near Lake MI
Living area

Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens - Unit # 3

Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens - Unit # 3
Brillion
10.0 out of 10, Exceptional, (1 review)
"Apartments were clean with easy access. Centrally located entertainment room was enjoyed by my granddaughter with claw machines, games, and TV. It is a newer property and still needs a few touches, like wall decor to soften the echoes. A bench outside the individual rentsls would be nice for seating, but there's a great area out back with chairs and heating if needed. "
United States
Debby
The price is ￥30,174
￥47,550 total
includes taxes & fees
Jun 4 - Jun 5
Brillion 2‑Bedroom Suite w/ Full Kitchen Near Ariens - Unit # 3
Exterior

The Esker Ridge Chalet, Pristine Elkhart Solitude

The Esker Ridge Chalet, Pristine Elkhart Solitude
Elkhart Lake
10.0 out of 10, Exceptional, (59 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 ￥31,770
￥43,792 total
includes taxes & fees
Jun 9 - Jun 10
The Esker Ridge Chalet, Pristine Elkhart Solitude
Exterior detail

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, (33 reviews)
"Great place for family to stay for wedding of grandson. "
United States
Dawn C.
The price is ￥47,895
￥76,804 total
includes taxes & fees
Jun 4 - Jun 5
Behnke's Country Center, Reedsville WI. EAA, Green Bay Packers, Road America
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, (174 reviews)
"Great place would go back"
United States
William
The price is ￥32,329
￥53,478 total
includes taxes & fees
Jun 9 - Jun 10
Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!
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, (41 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 ￥23,948
￥68,315 total
includes taxes & fees
Jun 22 - Jun 23
The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced
TV

The Beach town bungalow

The Beach town bungalow
Sheboygan
The price is ￥24,586
￥42,178 total
includes taxes & fees
Jun 14 - Jun 15
The Beach town bungalow
Smart TV, books

Newly Updated! Downtown & Shore

Newly Updated! Downtown & Shore
Sheboygan
9.8 out of 10, Exceptional, (6 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 ￥21,816
￥59,190 total
includes taxes & fees
Jun 7 - Jun 8
Newly Updated! Downtown & Shore
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

AmericInn by Wyndham Sheboygan

AmericInn by Wyndham Sheboygan

6/10 Okay
"We stayed 2 nights for the Road America Motorcycle racing event. We stayed here last year as well. There was a boys soccer tournament that weekend also and there was a group that stayed at the hotel as well and very frustrating that they were not respectful to other guest and the hotel staff did nothing about them or the parents. They were running in the halls, screaming, knocking on all the doors. The breakfast area was hard to use and food was gone by 7:30 am. The hotel did have new carpet. So it was clean in that respect."
Amanda 2-night trip
Posted less than an hour ago
AmericInn by Wyndham Sheboygan

Find out more about Cleveland

Search for holiday rentals in Cleveland on Expedia! You can easily find your home rentals, villas, holiday apartments in Cleveland using one of the methods below:

  • View our selection of featured holiday rentals in Cleveland
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  • Enter your travel dates to view the best deals on holiday rentals in Cleveland while they last

Look no further and take a look at our great range of rental properties in Cleveland!

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!: This Cleveland vacation home rental 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. Our travelers also rate Gorgeous Lake Michigan Beach Home for 6: Incredible Views, By Whistling Straits as a favorite home for rent in Cleveland.

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.