Cleveland Vacation Rentals

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Oct 17 - Oct 19
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Oct 24 - Oct 26

Vacation Rentals in Cleveland

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Grandstay Residential Suites Hotel - Sheboygan
Grandstay Residential Suites Hotel - Sheboygan
2.5 star property
8.6 out of 10, Excellent, (982)
"Nice hotel and area. Walked less than a block to a wonderful restaurant."
$108 nightly
The price is $123
Oct 27 - Oct 28
Total with taxes and fees
Grandstay Residential Suites Hotel - Sheboygan
Luxury Condo | Terrace/patio
Victorian Inn Elkhart Lake Wisconsin
Victorian Inn Elkhart Lake Wisconsin
4.0 star property
8.8 out of 10, Excellent, (3)
"Perfect location, great amenities."
$531 nightly
The price is $578
Oct 20 - Oct 21
Total with taxes and fees
Victorian Inn Elkhart Lake Wisconsin
Bar (on property)
First Floor Pet Friendly Queen Suite with Single Pull-out
First Floor Pet Friendly Queen Suite with Single Pull-out
10.0 out of 10, Exceptional, (2)
"So convenient to all things Elkhart Lake. Great accommodations and host. Would highly recommend!"
$256 nightly
The price is $278
Oct 16 - Oct 17
Total with taxes and fees
First Floor Pet Friendly Queen Suite with Single Pull-out
Indoor pool, a heated pool
Modern Room Near Indoor Pool
Modern Room Near Indoor Pool
9.4 out of 10, Exceptional, (3)
"Center located and great access to pools beach etc….dog also had a blast!"
$256 nightly
The price is $278
Oct 16 - Oct 17
Total with taxes and fees
Modern Room Near Indoor Pool
Living area
2nd floor loft near the lake!
2nd floor loft near the lake!
9.8 out of 10, Exceptional, (15)
"It was a great stay, the location is so close to downtown and the place itself was spacious. Would highly recommend "
$201 nightly
The price is $228
Oct 19 - Oct 20
Total with taxes and fees
2nd floor loft near the lake!
Apartment (2 Bedrooms) | Front of property
Riverfront Sheboygan Townhome w/ Grill!
Riverfront Sheboygan Townhome w/ Grill!
3.5 star property
10.0 out of 10, Exceptional, (1)
"It was nice to be able to park in the garage. Being there felt like home away from home. Very welcoming and comfortable."
$218 nightly
The price is $244
Oct 19 - Oct 20
Total with taxes and fees
Riverfront Sheboygan Townhome w/ Grill!
House (2 Bedrooms) | Interior
Large Backyard, Walk to Hospital: Sheboygan Abode!
Large Backyard, Walk to Hospital: Sheboygan Abode!
3.0 star property
$376 nightly
The price is $423
Oct 16 - Oct 17
Total with taxes and fees
Large Backyard, Walk to Hospital: Sheboygan Abode!
Indoor pool, a heated pool
Upscale Waterfront and Pool View Condo!!
Upscale Waterfront and Pool View Condo!!
10.0 out of 10, Exceptional, (4)
"We were in town for activities at Road America. The location of this villa is ideal and only a couple of miles from the track"
$428 nightly
The price is $463
Nov 12 - Nov 13
Total with taxes and fees
Upscale Waterfront and Pool View Condo!!
3 bedrooms, iron/ironing board, WiFi, bed sheets
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
10.0 out of 10, Exceptional, (3)
"Very clean and good location; nice place for our dog; we would definitely stay again if the opportunity presents itself."
$176 nightly
The price is $200
Oct 19 - Oct 20
Total with taxes and fees
Eclectic 3-BR Lower w King Bed & Pack-n-Play & Fire Pit near Lake MI
Fridge, microwave, oven, stovetop
Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan
Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan
9.8 out of 10, Exceptional, (20)
"Top notch, close to everything you want in Sheboygan "
$115 nightly
The price is $131
Oct 19 - Oct 20
Total with taxes and fees
Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan
Fridge, microwave, oven, stovetop
Cate's Place: Charming home just minutes from Ice Age Trail & Neshotah Beach
Cate's Place: Charming home just minutes from Ice Age Trail & Neshotah Beach
9.8 out of 10, Exceptional, (37)
"Loved it. Cute place, good parking, close to everything."
$230 nightly
The price is $261
Oct 19 - Oct 20
Total with taxes and fees
Cate's Place: Charming home just minutes from Ice Age Trail & Neshotah Beach
Exterior
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
10.0 out of 10, Exceptional, (111)
"We enjoyed our stay and quick access to the lake. We enjoyed Sheboygan and the nearby park. Home was extremely clean and easy process."
$160 nightly
The price is $169
Nov 3 - Nov 4
Total with taxes and fees
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
Private kitchen
The Historic Downtown Suite
The Historic Downtown Suite
10.0 out of 10, Exceptional, (1)
"Absolutely wonderful experiencethis place is darling!!!! We will be staying here again"
$235 nightly
The price is $260
Oct 22 - Oct 23
Total with taxes and fees
The Historic Downtown Suite
Fridge, microwave, oven, stovetop
Wyatt's Country Home - King Bed!
Wyatt's Country Home - King Bed!
10.0 out of 10, Exceptional, (17)
"Beautiful property and perfect location!"
$223 nightly
The price is $235
Oct 19 - Oct 20
Total with taxes and fees
Wyatt's Country Home - King Bed!
Smart TV, books, music library
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!
9.8 out of 10, Exceptional, (9)
"The flat is gorgeous and in a fantastic location. "
$246 nightly
The price is $279
Oct 27 - Oct 28
Total with taxes and fees
Quaint Blast from the Past - Walk to Lake Michigan, Riverwalk and 8th St Shops!
Fridge, microwave, oven, stovetop
Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit
Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit
10.0 out of 10, Exceptional, (4)
"4 forever friends getaway. Relaxation, eats and drinks with a little antique and thrift shopping"
$174 nightly
The price is $198
Oct 21 - Oct 22
Total with taxes and fees
Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit
Exterior detail
Logan Ave Holiday House - Upper
Logan Ave Holiday House - Upper
9.4 out of 10, Exceptional, (3)
"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!"
$301 nightly
The price is $342
Nov 5 - Nov 6
Total with taxes and fees
Logan Ave Holiday House - Upper
Dining
Newly Updated! Downtown & Shore
Newly Updated! Downtown & Shore
9.6 out of 10, Exceptional, (4)
"Clean, spacious, and quiet. "
$274 nightly
The price is $311
Oct 16 - Oct 17
Total with taxes and fees
Newly Updated! Downtown & Shore
Property grounds
Beachy 3-bedroom upper with WiFi and AC minutes from Lake Michigan
Beachy 3-bedroom upper with WiFi and AC minutes from Lake Michigan
10.0 out of 10, Exceptional, (1)
"In town for family celebration. This was a convenient location to my parent’s home! Thanks!"
$146 nightly
The price is $165
Oct 29 - Oct 30
Total with taxes and fees
Beachy 3-bedroom upper with WiFi and AC minutes from Lake Michigan
Fridge, oven, stovetop, dishwasher
Surfside Retreat – Walk to Lake
Surfside Retreat – Walk to Lake
$272 nightly
The price is $276
Nov 12 - Nov 13
Total with taxes and fees
Surfside Retreat – Walk to Lake
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

The Osthoff Resort

The Osthoff Resort

10/10 Excellent
"Everything "
Kire 2-night trip
Posted 3 days ago
The Osthoff Resort

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 $123 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 Beach House / 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 8 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.