Cleveland Holiday Rentals

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Holiday Rentals in Cleveland

Our top choices for Cleveland holiday rentals

Shoreline Serenity - 2 Private Acres

9.8 out of 10, Exceptional, (18)
"Beautiful, well-maintained property on a bluff overlooking Lake Michigan. Our family enjoyed our stay."
Shoreline Serenity - 2 Private Acres

Grandstay Residential Suites Hotel - Sheboygan

2.5 star property
8.6 out of 10, Excellent, (970)
"It has everything that we needed and the breakfast was good. Clean and staff was friendly. "
The price is NZ$224
includes taxes & fees
2 Oct - 3 Oct
Grandstay Residential Suites Hotel - Sheboygan

Large Unique & Artistic Lake Michigan Beach House / Awesome Game Room

9.6 out of 10, Exceptional, (207)
"Beautiful home - well furnished, comfortable, room for everyone. We appreciated the deck, fire pit, outdoor chairs, wonderful backyard with beautiful beach access. We also enjoyed the game room. Overall a great experience!! "
Large Unique & Artistic Lake Michigan Beach House / Awesome Game Room

Victorian Inn Elkhart Lake Wisconsin

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

Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!

9.8 out of 10, Exceptional, (250)
"We really enjoyed our stay. Very clean and easy check in process. Would highly recommend to anyone considering staying here. "
Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!

Hidden Hills Estate - Indoor Pool, Privacy, LUX

2.0 star property
9.8 out of 10, Exceptional, (9)
"Loved the spa area, salt water pool is the way to go"
Hidden Hills Estate - Indoor Pool, Privacy, LUX

Enjoy a relaxing vacation on a lake (1 Bedroom (sleeps 4) )

10.0 out of 10, Exceptional, (184)
"Very nice rental! We would stay here again."
Enjoy a relaxing vacation on a lake (1 Bedroom (sleeps 4) )

Lake Michigan Home with gorgeous views, great spot for family or golf retreat

10.0 out of 10, Exceptional, (116)
"Beautiful view, lovely setting! We loved the large windows. "
Lake Michigan Home with gorgeous views, great spot for family or golf retreat

Beach front luxury spacious villa !

10.0 out of 10, Exceptional, (69)
"Our family enjoyed our long weekend at your property. It was a great way to spend time together with everything we expected from the listing. Would definitely stay again. "
Beach front luxury spacious villa !

Large, cozy lake home near Round Lake Farm, Nordic Center, Road America, Lambeau

10.0 out of 10, Exceptional, (68)
"It is to nice that you get to stay in a house this nice- the lake is there and with that the sunset. It is well-stocked and very clean. It is a great place to stay"
Large, cozy lake home near Round Lake Farm, Nordic Center, Road America, Lambeau

East River Retreat, WATERFRONT+ Fire Pit+Pet friendly

9.4 out of 10, Exceptional, (54)
"Great location"
East River Retreat, WATERFRONT+ Fire Pit+Pet friendly

Fall dates available at SurfDaze!

10.0 out of 10, Exceptional, (111)
"It was wonderful. Views were stunning. So close to the water. Very relaxing. Our family loved it."
Fall dates available at SurfDaze!

Sheboygan Waterfront 3 Bedroom 2.5 Bathroom Home

10.0 out of 10, Exceptional, (104)
"Great stay close to marina and restaurants "
Sheboygan Waterfront 3 Bedroom 2.5 Bathroom Home

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

9.8 out of 10, Exceptional, (17)
"Top notch, close to everything you want in Sheboygan "
The price is NZ$223
includes taxes & fees
1 Oct - 2 Oct
Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan

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

10.0 out of 10, Exceptional, (108)
"Great place to hang out and relax. Everything was thought of, which made it easy to enjoy."
The price is NZ$306
includes taxes & fees
20 Oct - 21 Oct
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.

Lake Michigan Beachfront - King Suite - Rec Room

2.0 star property
9.8 out of 10, Exceptional, (9)
"."
Lake Michigan Beachfront - King Suite - Rec Room

October Dates available!

10.0 out of 10, Exceptional, (136)
"Great location and wonderful host. Would stay again!"
October Dates available!

Entire mansion with indoor pool! Perfect for hosting groups. On Lake Michigan

10.0 out of 10, Exceptional, (45)
"Clean great house near whistling straights"
Entire mansion with indoor pool! Perfect for hosting groups. On Lake Michigan

Rare Find! Huge Beach & Luxe Woodsy Cabin

10.0 out of 10, Exceptional, (87)
"Property is very relaxing and host was super helpful and responsive. "
Rare Find! Huge Beach & Luxe Woodsy Cabin

Coastal 3-BR Lower Near Lake MI and Downtown Sheboygan

9.6 out of 10, Exceptional, (5)
"The property was spotless - extremely clean and I appreciated that very much. I had to search to find the bathroom and the vanity was so small it did not allow ease to get ready. I was looking for a book about the property and how the host preferred you leave it (example: bedding removed, etc.) So I had to guess. I slept in the one room one night but the bed was too soft so I switched rooms and slept in the other bed which was much better. "
The price is NZ$317
includes taxes & fees
7 Oct - 8 Oct
Coastal 3-BR Lower Near Lake MI and Downtown Sheboygan
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

Find out more about Cleveland

Everything you need to know about Cleveland holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Cleveland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Cleveland holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Cleveland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cleveland holiday rentals we have selected for you start as low as NZ$223 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Cleveland rentals

At Expedia, we put the best Cleveland holiday 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 holiday.

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 holiday rental in Cleveland?

Yes, there are holiday rentals close to the most popular sights in Cleveland, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Cleveland has to offer?

Large, cozy lake home near Round Lake Farm, Nordic Center, Road America, Lambeau: This holiday home rental outside of Cleveland is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals are there in Cleveland?

Expedia has 8 holiday 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, Fischer Creek State Recreation Area and Veterans Memorial Park are other places worth a visit.

What are holiday rentals like in Cleveland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Cleveland. Holiday rentals feature amenities like kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a clean environment, holiday rentals can offer a sense of privacy away from public hotel lifts and busy reception areas while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for family trips.