Cleveland Vacation Rentals

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Vacation Rentals in Cleveland

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Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan

2.5 star property
Downtown Sheboygan
8.6 out of 10, Excellent, (1001)
"Would definitely stay here again!"
United States
Donna
$120 nightly
The price is $137
Nov 17 - Nov 18
Total with taxes and fees
Grandstay Residential Suites Hotel - Sheboygan
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

Sheboygan
10.0 out of 10, Exceptional, (1)
"In town for family celebration. This was a convenient location to my parent’s home! Thanks!"
United States
Shelly E.
$163 nightly
The price is $185
Nov 16 - Nov 17
Total with taxes and fees
Beachy 3-bedroom upper with WiFi and AC minutes from Lake Michigan
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!

Downtown Sheboygan
9.8 out of 10, Exceptional, (9)
"The flat is gorgeous and in a fantastic location. "
United States
Sarah G.
$260 nightly
The price is $295
Nov 18 - Nov 19
Total with taxes and fees
Quaint Blast from the Past - Walk to Lake Michigan, Riverwalk and 8th St Shops!
Fridge, oven, stovetop, dishwasher
Surfside Retreat – Walk to Lake

Surfside Retreat – Walk to Lake

Ellis Historical District
$233 nightly
The price is $236
Nov 16 - Nov 17
Total with taxes and fees
Surfside Retreat – Walk to Lake
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

Sheboygan
10.0 out of 10, Exceptional, (4)
"The house is very comfortable inside and outside. It has an enclosed back yard for grilling and chilling. The beds are comfortable. The kitchen is equipped for any meal you want to create. The host is very helpful and responded quickly to any questions I had. I will use this home again!"
United States
Pete J.
$167 nightly
The price is $190
Nov 16 - Nov 17
Total with taxes and fees
Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit
Living area
Luxury Suites #3

Luxury Suites #3

Brillion
10.0 out of 10, Exceptional, (1)
"Apartments were clean with easy access. Centrally located entertainment room was enjoyed by my granddaughter with claw machines, games, and TV. It is a newer property and still needs a few touches, like wall decor to soften the echoes. A bench outside the individual rentsls would be nice for seating, but there's a great area out back with chairs and heating if needed. "
United States
Debby
$271 nightly
The price is $297
Nov 16 - Nov 17
Total with taxes and fees
Luxury Suites #3
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

Sheboygan
10.0 out of 10, Exceptional, (3)
"Needed somewhere clean, safe and affordable to bring our family for a few days worth of a family wedding. This home was perfect for us. The space was clean and welcoming. Communication was easy. Close to everything we needed plus some. "
United States
Patricia O.
$174 nightly
The price is $197
Nov 16 - Nov 17
Total with taxes and fees
Eclectic 3-BR Lower w King Bed & Pack-n-Play & Fire Pit near Lake MI
Living area
2nd floor loft near the lake!

2nd floor loft near the lake!

Manitowoc
9.8 out of 10, Exceptional, (15)
"My family and I had a great stay at this property. Quiet neighbors and plenty of parking available. Host was prompt to reply to our questions. Also, thank you for the chocolates! Looking forward to booking this property in the future."
United States
Victor F.
$199 nightly
The price is $225
Nov 18 - Nov 19
Total with taxes and fees
2nd floor loft near the lake!
Bar (on property)
First Floor Pet Friendly Queen Suite with Single Pull-out

First Floor Pet Friendly Queen Suite with Single Pull-out

Elkhart Lake
10.0 out of 10, Exceptional, (2)
"We loved the location because it was easy to walk everywhere. We had every amenity that we needed. Also the off-site manager Jeff was very responsive. "
United States
Karen G.
$253 nightly
The price is $275
Nov 16 - Nov 17
Total with taxes and fees
First Floor Pet Friendly Queen Suite with Single Pull-out
Fridge, microwave, oven, stovetop
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, (23)
"Top notch, close to everything you want in Sheboygan "
United States
Cody
$115 nightly
The price is $131
Nov 18 - Nov 19
Total with taxes and fees
Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan
Smart TV
Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city

Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city

Sheboygan
10.0 out of 10, Exceptional, (19)
"Our stay was wonderful and the property was in a perfect location with all the amenities. Would definitely stay again when in the area. "
United States
Suzette Z.
$352 nightly
The price is $399
Nov 16 - Nov 17
Total with taxes and fees
Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city
Private kitchen
The Historic Downtown Suite

The Historic Downtown Suite

Sheboygan Falls
10.0 out of 10, Exceptional, (3)
"Absolutely wonderful experiencethis place is darling!!!! We will be staying here again"
United States
Kristin E.
$233 nightly
The price is $257
Nov 22 - Nov 23
Total with taxes and fees
The Historic Downtown Suite
Indoor pool, a heated pool
Upscale Waterfront and Pool View Condo!!

Upscale Waterfront and Pool View Condo!!

Elkhart Lake
10.0 out of 10, Exceptional, (4)
"We enjoyed the nearby amenities for water activities. The unit was clean and welcoming. Instructions for stay were clear. We very much appreciated our time here."
United States
Lauren B.
$389 nightly
The price is $418
Nov 30 - Dec 1
Total with taxes and fees
Upscale Waterfront and Pool View Condo!!
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, (31)
"We came just to relax and have fun. We enjoyed sitting out on the patio with our dog and books and having a bonfire in the fire pit. The home is very well labeled and cozy—we loved it! "
United States
Jeremy E.
$225 nightly
The price is $255
Nov 26 - Nov 27
Total with taxes and fees
New! Riverfront Retreat! Dock! Near downtown & Neshotah Park. Dogs ok!
House (2 Bedrooms) | Interior
Large Backyard, Walk to Hospital: Sheboygan Abode!

Large Backyard, Walk to Hospital: Sheboygan Abode!

3.0 star property
Sheboygan
$376 nightly
The price is $423
Nov 16 - Nov 17
Total with taxes and fees
Large Backyard, Walk to Hospital: Sheboygan Abode!
Exterior detail
Logan Ave Holiday House - Upper

Logan Ave Holiday House - Upper

Sheboygan
9.4 out of 10, Exceptional, (3)
"Very clean and well kept!"
United States
Pat R.
$303 nightly
The price is $344
Dec 9 - Dec 10
Total with taxes and fees
Logan Ave Holiday House - Upper
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.

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.
Fridge, microwave, oven, stovetop
The Beach town bungalow

The Beach town bungalow

2.0 star property
Sheboygan
$172 nightly
The price is $175
Nov 24 - Nov 25
Total with taxes and fees
The Beach town bungalow
Smart TV, books
*NEW* Sleeps 8 & Spacious!

*NEW* Sleeps 8 & Spacious!

Sheboygan
10.0 out of 10, Exceptional, (27)
"Very clean and very comfortable beds"
United States
douglas c.
$339 nightly
The price is $385
Nov 16 - Nov 17
Total with taxes and fees
*NEW* Sleeps 8 & Spacious!
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

Two Rivers
9.8 out of 10, Exceptional, (37)
"Loved it. Cute place, good parking, close to everything."
United States
Bernardine B.
$159 nightly
The price is $180
Dec 1 - Dec 2
Total with taxes and fees
Cate's Place: Charming home just minutes from Ice Age Trail & Neshotah Beach
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

Best Western Stanton Inn

Best Western Stanton Inn

10/10 Excellent
" Very nice hotel, quiet area, pleasant staff. Room was spotless. Only complaint was the shower, the door doesn't close, so the floor gets soaked from splashing water. Kind of weird, but the bathroom was nice."
Heather 1-night trip
Posted 2 days ago
Best Western Stanton 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 $131 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!: 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 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, 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.