Cleveland Vacation Rentals

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Check prices for these dates

In two weeks
Feb 6 - Feb 8
In two months
Mar 20 - Mar 22
In three months
Apr 17 - Apr 19
In four months
May 15 - May 17

Our top choices for Cleveland vacation rentals

Lobby

Aparthotel in Downtown Sheboygan

Grandstay Residential Suites Hotel - Sheboygan
2.5 star property
8.6 out of 10, Excellent, (1,018 reviews)
"Great start!! Will be back!"
United States
Venir
$109 nightly
The price is $124
Jan 25 - Jan 26
Total with taxes and fees
Grandstay Residential Suites Hotel - Sheboygan
Smart TV

Vacation Home in Sheboygan

3 Blocks from lake walk to Lake, guest house 1 BDRM full bath 4 min to downtown
10.0 out of 10, Exceptional, (12 reviews)
"Great place to stay and even better hosts’. The house is conveniently located to everything we wanted to explore and was a great place to unwind after a long day. The host was very helpful and made sure we were settled in and having a good time. Would love to come back soon! "
United States
Riley W.
$117 nightly
The price is $133
Jan 26 - Jan 27
Total with taxes and fees
3 Blocks from lake walk to Lake, guest house 1 BDRM full bath 4 min to downtown
Children's area

Vacation Home in Oostburg

Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
10.0 out of 10, Exceptional, (119 reviews)
"Lovely place and quiet"
United States
grandma d.
$150 nightly
The price is $158
Feb 1 - Feb 2
Total with taxes and fees
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
Property grounds

Vacation Home in Two Rivers

New! Riverfront Retreat! Dock! Near downtown & Neshotah Park. Dogs ok!
10.0 out of 10, Exceptional, (33 reviews)
"Adorable very clean cottage right on the river. Nice backyard with beautiful views and if you bring your furry friend, plenty of room for your doggie to roam and play out back. Close to beautiful Neshota Beach and lots of dining options. "
United States
Pamela S.
$186 nightly
The price is $211
Jan 26 - Jan 27
Total with taxes and fees
New! Riverfront Retreat! Dock! Near downtown & Neshotah Park. Dogs ok!
Dining

Apartment in Downtown Sheboygan

Quaint Blast from the Past - Walk to Lake Michigan, Riverwalk and 8th St Shops!
9.8 out of 10, Exceptional, (10 reviews)
"The flat is gorgeous and in a fantastic location. "
United States
Sarah G.
$210 nightly
The price is $238
Jan 25 - Jan 26
Total with taxes and fees
Quaint Blast from the Past - Walk to Lake Michigan, Riverwalk and 8th St Shops!
3 bedrooms, iron/ironing board, travel crib, WiFi

Apartment in Sheboygan

Beachy 3-bedroom upper with WiFi and AC minutes from Lake Michigan
10.0 out of 10, Exceptional, (1 review)
"In town for family celebration. This was a convenient location to my parent’s home! Thanks!"
United States
Shelly E.
$141 nightly
The price is $160
Jan 27 - Jan 28
Total with taxes and fees
Beachy 3-bedroom upper with WiFi and AC minutes from Lake Michigan
Interior

Apartment in Sheboygan

Eclectic 3-BR Lower w King Bed & Pack-n-Play & Fire Pit near Lake MI
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.
$150 nightly
The price is $170
Jan 27 - Jan 28
Total with taxes and fees
Eclectic 3-BR Lower w King Bed & Pack-n-Play & Fire Pit near Lake MI
Fridge, microwave, oven, stovetop

Apartment in Sheboygan

Sheboygan Getaway w/ Yard: 1 Mi to Lake Michigan
9.8 out of 10, Exceptional, (12 reviews)
"We stayed in the upstairs last year and loved it. The downstairs did not disappoint either! Very clean, welcoming, and convenient location. We look forward to staying again next year. "
United States
MELISSA C.
$272 nightly
The price is $309
Feb 1 - Feb 2
Total with taxes and fees
Sheboygan Getaway w/ Yard: 1 Mi to Lake Michigan
Exterior

Apartment in Sheboygan

Logan Ave Holiday House - Upper
9.4 out of 10, Exceptional, (3 reviews)
"We had a great stay here during the boat races. The host was so nice and left us local cheese & beer to welcome us to the house/city. We would definitely stay here again!"
United States
MELISSA C.
$260 nightly
The price is $295
Jan 25 - Jan 26
Total with taxes and fees
Logan Ave Holiday House - Upper
1 bedroom, WiFi

Apartment in Ellis Historical District

Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan
9.8 out of 10, Exceptional, (24 reviews)
"Great place! Nice location and very comfortable. "
United States
Jana F.
$115 nightly
The price is $131
Jan 25 - Jan 26
Total with taxes and fees
Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan
Fridge, microwave, oven, stovetop

Vacation Home in Sheboygan

The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced
10.0 out of 10, Exceptional, (40 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.
$332 nightly
The price is $377
Jan 25 - Jan 26
Total with taxes and fees
The Suncatcher- Steps to Lake Michigan. Pet Friendly & Fully Fenced
Living area

Vacation Home in Ellis Historical District

Cozy 1-bedroom house in Sheboygan walking distance to the lake and downtown.
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
Jan 25 - Jan 26
Total with taxes and fees
Cozy 1-bedroom house in Sheboygan walking distance to the lake and downtown.
Dining

Vacation Home in Sheboygan

Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit
10.0 out of 10, Exceptional, (6 reviews)
"4 forever friends getaway. Relaxation, eats and drinks with a little antique and thrift shopping"
United States
Stacy P.
$163 nightly
The price is $185
Jan 28 - Jan 29
Total with taxes and fees
Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit
3 bedrooms, desk, iron/ironing board, travel crib

Apartment in Sheboygan

Coastal 3-BR Lower Near Lake MI and Downtown Sheboygan
9.2 out of 10, Wonderful, (10 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.
$146 nightly
The price is $166
Feb 1 - Feb 2
Total with taxes and fees
Coastal 3-BR Lower Near Lake MI and Downtown Sheboygan
Smart TV

Vacation Home in Sheboygan

Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city
10.0 out of 10, Exceptional, (23 reviews)
"Wonderfully close to the lake. Sad there was no off street parking."
United States
Lucas T.
$316 nightly
The price is $359
Jan 24 - Jan 25
Total with taxes and fees
Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city
Interior

Apartment in Sheboygan

*NEW* Sleeps 8 & Spacious!
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.
$352 nightly
The price is $400
Feb 15 - Feb 16
Total with taxes and fees
*NEW* Sleeps 8 & Spacious!
Living area

Apartment in Manitowoc

2nd floor loft near the lake!
9.8 out of 10, Exceptional, (15 reviews)
"Very clean, and tastefully decorated…would rent again:)"
United States
Kim B.
$199 nightly
The price is $225
Jan 24 - Jan 25
Total with taxes and fees
2nd floor loft near the lake!
Interior

Vacation Home in Kiel

Luxury Historic Rental in Kiel minutes to Elkhart Lake, Road America and Kohler
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful place! "
United States
Colleen & Mark G.
$578 nightly
The price is $610
Jan 25 - Jan 26
Total with taxes and fees
Luxury Historic Rental in Kiel minutes to Elkhart Lake, Road America and Kohler
Interior

Condo in Sheboygan

NEW Riverfront Loft - FANTASTIC location w/stunning views - on the boardwalk!
10.0 out of 10, Exceptional, (7 reviews)
$270 nightly
The price is $306
Jan 31 - Feb 1
Total with taxes and fees
NEW Riverfront Loft - FANTASTIC location w/stunning views - on the boardwalk!
Private kitchen

Apartment in Brillion

Luxury Suites #6
8.0 out of 10, Very Good, (1 review)
"The listing stated it was 20 miles from Lambeau, it was more like 40. Also said 2 bed 2 bath, there was only 1 bath. Other then that everything was fine & we were only there the 1 night so 1 bath was sufficient. Very clean and comfortable."
United States
Jeannine
$272 nightly
The price is $298
Jan 25 - Jan 26
Total with taxes and fees
Luxury Suites #6
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

Lighthouse Inn

Lighthouse Inn

10/10 Excellent
"The service was outstanding, from a very warm greeting upon check-in to welcoming dining room staff to the very friendly breakfast server, Kari. The room was huge! Decor was of an older style but everything was spotless and in good working condition. The exercise room overlooks the lake. Parking was very convenient. Next time I’ll have to check out the pool. On top of all this, the rates were very reasonable. A great value! Will definitely return and would highly recommend."
Tina 2-night trip
Posted 2 days ago
Lighthouse Inn

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 $124 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?

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 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, Fischer Creek State Recreation Area and Veterans Memorial Park 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.