Cleveland Vacation Rentals

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Vacation Rentals in Cleveland

Cottage in Cleveland

10.0 out of 10, Exceptional, (24)
"Awesome place! Majestic views! Owners were awesome and will stay again!"
United States
Dan H.
Shoreline Serenity - 2 Private Acres

Vacation Home in Cleveland

10.0 out of 10, Exceptional, (29)
"The indoor heated pool was amazing. And the media room was enjoyed by all."
United States
George D.
Insane luxury beachfront estate - complete with indoor pool, arcade and theater!

Aparthotel in Downtown Sheboygan

2.5 star property
8.6 out of 10, Excellent, (1005)
"Would definitely stay here again!"
United States
Donna
$120 nightly
The price is $137
Dec 1 - Dec 2
Total with taxes and fees
Grandstay Residential Suites Hotel - Sheboygan

Vacation Home in Oostburg

9.6 out of 10, Exceptional, (216)
"Had a great family trip - backyard and beach are awesome. "
United States
Cheryl W.
Large Unique & Artistic Lake Michigan Beach House / Awesome Game Room

Aparthotel in Elkhart Lake

4.0 star property
8.8 out of 10, Excellent, (3)
"Perfect location, great amenities."
United States
Deirdre
Victorian Inn Elkhart Lake Wisconsin

Vacation Home in Sheboygan

9.8 out of 10, Exceptional, (254)
"Great view!"
United States
Robert B.
Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!

Vacation Home in Two Rivers

2.0 star property
9.8 out of 10, Exceptional, (10)
"Loved the spa area, salt water pool is the way to go"
United States
Vickie W.
Hidden Hills Estate | Indoor Pool · Sauna · Luxe

Vacation Home in Sheboygan

10.0 out of 10, Exceptional, (120)
"Beautiful house, beautiful view, wonderful host"
United States
Cameron V.
Lake Michigan Home with gorgeous views, great spot for family or golf retreat

Condo in Sheboygan

2.0 star property
10.0 out of 10, Exceptional, (5)
$238 nightly
The price is $270
Nov 30 - Dec 1
Total with taxes and fees
NEW Riverfront Loft - FANTASTIC location w/stunning views - on the boardwalk!

Vacation Home in Oostburg

10.0 out of 10, Exceptional, (116)
"We enjoyed our stay and quick access to the lake. We enjoyed Sheboygan and the nearby park. Home was extremely clean and easy process."
United States
Shelby L.
$150 nightly
The price is $158
Dec 1 - Dec 2
Total with taxes and fees
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.

Vacation Home in Brillion

10.0 out of 10, Exceptional, (12)
"Our family had a great time at this VRBO.We would book it again."
United States
Glenn L.
Sleeps 20 * 4,400 Sq Ft * Indoor Heated Pool

Villa in Sheboygan

10.0 out of 10, Exceptional, (74)
"We had a great girls weekend. The condo was perfect. Easy access to the beach. Very clean and had everything we needed. Owner was quick at responding also. "
United States
Lisa S.
Beach front luxury spacious villa !

Vacation Home in Waldo

10.0 out of 10, Exceptional, (52)
"The theater room was amazing. "
United States
Daniel B.
NEW Three bedroom ranch style pet friendly home with a patio & theatre room!

Vacation Home in Sheboygan

9.8 out of 10, Exceptional, (84)
"Great location"
United States
Jamie L.
Don’t be a turkey – Celebrate Thanksgiving with family all under one roof.

Vacation Home in Ellis Historical District

2.0 star property
9.6 out of 10, Exceptional, (12)
"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
Nov 26 - Nov 27
Total with taxes and fees
Cozy 1-bedroom house in Sheboygan walking distance to the lake and downtown.

Condo in Sheboygan

9.8 out of 10, Exceptional, (110)
"Great stay close to marina and restaurants "
United States
Paul Z.
Sheboygan Waterfront 3 Bedroom 2.5 Bathroom Home

Vacation Home in Newton

10.0 out of 10, Exceptional, (45)
"Great property and host"
United States
CHUCK O.
Entire mansion with indoor pool! Perfect for hosting groups. On Lake Michigan

Condo in Sheboygan

10.0 out of 10, Exceptional, (1)
"A beautiful setting. Very clean and spacious, perfect for our group of seven. I would highly recommend it and and we plan to come back next year. (A few small things of note , the key system was cumbersome but our host was kind enough to come over and help us . The kitchen could use more paper products, dish towels, hotpads and some foil or Saran wrap.)Thank you "
United States
Coleen M.
$553 nightly
The price is $627
Nov 25 - Nov 26
Total with taxes and fees
Edgewater Escape: 4 Bedroom, Sleeps 14!

Condo in Sheboygan

10.0 out of 10, Exceptional, (27)
"Location close to the beach and to favorite restaurants is what keeps us coming back. Looking forward to booking again for net year."
United States
Mom
BEACHSIDE GETAWAY IN SHEBOYGAN

Vacation Home in Brillion

10.0 out of 10, Exceptional, (71)
"Great stay for a family trip. Host provided many amenities for cooking and grilling. Huge house with plenty of room for a large family. Great view and a fun lake for swimming, kayaking and paddleboarding. Would stay here again. "
United States
Nicole V.
Large, cozy lake home near Round Lake Farm, Nordic Center, Road America, Lambeau
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

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 $137 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.

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 9 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.