Cleveland Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Jun 5 - Jun 7
In two months
Jul 17 - Jul 19
In three months
Aug 14 - Aug 16
In four months
Sep 11 - Sep 13

Our top choices for Cleveland vacation rentals

Exterior detail

Apartment Centrally Located

Apartment Centrally Located
Plymouth
$194 nightly
The price is $195
May 26 - May 27
Total with taxes and fees
Apartment Centrally Located
Property grounds

New! Riverfront Retreat! Dock! Near downtown & Neshotah Park. Dogs ok!

New! Riverfront Retreat! Dock! Near downtown & Neshotah Park. Dogs ok!
Two Rivers
10.0 out of 10, Exceptional, (37 reviews)
"The property was very nice, clean, and comfortable! The hosts were very kind and available if you needed them. A great place to stay if youre in the area!"
United States
Tara F.
$224 nightly
The price is $254
May 28 - May 29
Total with taxes and fees
New! Riverfront Retreat! Dock! Near downtown & Neshotah Park. Dogs ok!
Lobby

Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan
2.5 star property
Downtown Sheboygan
8.6 out of 10, Excellent, (1,034 reviews)
"Staff was friendly and room was nice and clean."
United States
Amelia
$127 nightly
The price is $145
May 31 - Jun 1
Total with taxes and fees
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!
3.0 star property
Two Rivers
$363 nightly
The price is $408
May 31 - Jun 1
Total with taxes and fees
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
$268 nightly
The price is $304
May 26 - May 27
Total with taxes and fees
Logan Ave Holiday House - Upper
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, (13 reviews)
"Super cute place with great amenities. I even got to park my car in the garage! We enjoyed our stay here!"
United States
Carolyn W.
$242 nightly
The price is $274
Jun 1 - Jun 2
Total with taxes and fees
Quaint Blast from the Past - Walk to Lake Michigan, Riverwalk and 8th St Shops!
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 Historic Downtown Suite
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, (25 reviews)
"Communicative host, good location, comfortable and clean apartment. "
United States
Hannah T.
$115 nightly
The price is $131
May 27 - May 28
Total with taxes and fees
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!
Two Rivers
9.2 out of 10, Wonderful, (5 reviews)
"Great place to stay."
United States
Melissa B.
$371 nightly
The price is $418
May 31 - Jun 1
Total with taxes and fees
1 Mi to Shore: Lake Michigan Retreat w/ Game Room!
Living area

Cozy 1-bedroom house in Sheboygan walking distance to the lake and downtown.

Cozy 1-bedroom house in Sheboygan walking distance to the lake and downtown.
Ellis Historical District
9.6 out of 10, Exceptional, (12 reviews)
"A warm and cozy place to stay. Beautifully decorated and friendly hosts. Would stay again anytime we’re in Sheboygan."
United States
Rebecca S.
$135 nightly
The price is $153
May 26 - May 27
Total with taxes and fees
Cozy 1-bedroom house in Sheboygan walking distance to the lake and downtown.
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.
$214 nightly
The price is $215
May 26 - May 27
Total with taxes and fees
Apartment near many locations.
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.
$355 nightly
The price is $403
May 28 - May 29
Total with taxes and fees
The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced
TV

Apartment Centrally Located

Apartment Centrally Located
Plymouth
9.2 out of 10, Wonderful, (5 reviews)
"Great, reasonable priced apartment.. it was quiet and had everything I needed.. very comfortable"
United States
Diana A.
$214 nightly
The price is $215
May 26 - May 27
Total with taxes and fees
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)
"Very clean, and tastefully decorated…would rent again:)"
United States
Kim B.
$216 nightly
The price is $245
Jun 14 - Jun 15
Total with taxes and fees
2nd floor loft near the lake!
Interior

*NEW* Sleeps 8 & Spacious!

*NEW* 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.
$333 nightly
The price is $378
May 26 - May 27
Total with taxes and fees
*NEW* Sleeps 8 & Spacious!
House (2 Bedrooms) | Interior

Large Backyard, Walk to Hospital: Sheboygan Abode!

Large Backyard, Walk to Hospital: Sheboygan Abode!
3.0 star property
Sheboygan
$364 nightly
The price is $409
May 31 - Jun 1
Total with taxes and fees
Large Backyard, Walk to Hospital: Sheboygan Abode!
Children's area

Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.

Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
Oostburg
10.0 out of 10, Exceptional, (130 reviews)
"Welcoming and accommodating host, very clean and cozy cottage, amazing fireplace "
United States
Cade R.
$231 nightly
The price is $243
Jun 2 - Jun 3
Total with taxes and fees
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
3 bedrooms, desk, iron/ironing board, travel crib

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, (11 reviews)
"Coastal Comfort was very clean, pleasantly decorated and comfortable. It is within driving distance to the lake as well as restaurants in Sheboygan. Perfect stay for the two of us. "
United States
Kim K.
$168 nightly
The price is $191
May 26 - May 27
Total with taxes and fees
Coastal 3-BR Lower Near Lake MI and Downtown 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.
$181 nightly
The price is $205
Jun 1 - Jun 2
Total with taxes and fees
Beachy 3-bedroom upper with WiFi and AC minutes from Lake Michigan
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.
$195 nightly
The price is $221
May 26 - May 27
Total with taxes and fees
Eclectic 3-BR Lower w King Bed & Pack-n-Play & Fire Pit near Lake MI
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Cleveland Hotel Reviews

The Inn on Maritime Bay, an Ascend Collection Hotel

The Inn on Maritime Bay, an Ascend Collection Hotel

10/10 Excellent
"I’m not sure why this hotel had such a low rating on other sites. It was very nice and clean. The staff were also very friendly and helpful."
Drayton 1-night trip
Posted 5 hours ago
The Inn on Maritime Bay, an Ascend Collection Hotel

Find out more about Cleveland

Everything you need to know about Cleveland vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Cleveland vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Cleveland vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cleveland vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cleveland. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Cleveland in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $145 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Cleveland rentals

At Expedia, we put the best Cleveland vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Cleveland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Cleveland vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Cleveland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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 11 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.