A rocky shoreline with waves crashing against the rocks and a large weeping willow tree in the background.

Cleveland Vacation Rentals

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Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Cleveland vacation rentals

Lobby

1. Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan
2.5 star property
Downtown Sheboygan
8.6 out of 10, Excellent, (1,070 reviews)
"Great place to stay breakfast was good then room was good. Staff were great as well only issue is the pool is tiny."
United States
Devin
$153 nightly
The price is $174
Aug 16 - Aug 17
Total with taxes and fees
Grandstay Residential Suites Hotel - Sheboygan
1 bedroom, WiFi

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

Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan
Ellis Historical District
9.6 out of 10, Exceptional, (30 reviews)
"Communicative host, good location, comfortable and clean apartment. "
United States
Hannah T.
$115 nightly
The price is $131
Aug 17 - Aug 18
Total with taxes and fees
Chic 1-bedroom apartment with WiFi, AC in fabulous Sheboygan
TV

3. Large Backyard, Walk to Hospital: Sheboygan Abode!

Large Backyard, Walk to Hospital: Sheboygan Abode!
Sheboygan
10.0 out of 10, Exceptional, (1 review)
"Great place to stay, the area is safe and close to the Marina. Owner/host was excellent to communicate with."
United States
Mary A.
$374 nightly
The price is $425
Aug 18 - Aug 19
Total with taxes and fees
Large Backyard, Walk to Hospital: Sheboygan Abode!
Interior

4. Sleeps 8 & Spacious!

Sleeps 8 & Spacious!
Sheboygan
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.
$332 nightly
The price is $377
Aug 19 - Aug 20
Total with taxes and fees
Sleeps 8 & Spacious!
House (2 Bedrooms) | Interior

5. Large Backyard, Walk to Hospital: Sheboygan Abode!

Large Backyard, Walk to Hospital: Sheboygan Abode!
3.0 star property
Sheboygan
$365 nightly
The price is $414
Aug 17 - Aug 18
Total with taxes and fees
Large Backyard, Walk to Hospital: Sheboygan Abode!
Exterior

6. Logan Ave Holiday House - Upper

Logan Ave Holiday House - Upper
Sheboygan
9.8 out of 10, Exceptional, (6 reviews)
"Property was very nice. Would stay here again. "
United States
Janice
$327 nightly
The price is $371
Sep 2 - Sep 3
Total with taxes and fees
Logan Ave Holiday House - Upper
Smart TV

7. 3 Blocks from Beach house 1 BDRM full bath 4 min to downtown,sleeps 4

3 Blocks from Beach house 1 BDRM full bath 4 min to downtown,sleeps 4
Sheboygan
9.8 out of 10, Exceptional, (18 reviews)
"Nice place, exactly as pictured. Enjoyed the coffee bar"
United States
Sylvia L.
$239 nightly
The price is $271
Aug 18 - Aug 19
Total with taxes and fees
3 Blocks from Beach house 1 BDRM full bath 4 min to downtown,sleeps 4
Coffee/tea maker, fridge, microwave, oven

8. The Links! - Luxury Golf Retreat with Golf Simulator

The Links! - Luxury Golf Retreat with Golf Simulator
Sheboygan
10.0 out of 10, Exceptional, (11 reviews)
"Home was very clean and had everything we needed. Beds were comfortable. Easy to find and close to everything. "
United States
Andrea S.
$543 nightly
The price is $616
Aug 31 - Sep 1
Total with taxes and fees
The Links! - Luxury Golf Retreat with Golf Simulator
Smart TV, books

9. Beautiful & Convenient!

Beautiful & Convenient!
Sheboygan
9.8 out of 10, Exceptional, (21 reviews)
"Place was clean and had everything we needed! "
United States
stormy a.
$296 nightly
The price is $336
Aug 31 - Sep 1
Total with taxes and fees
Beautiful & Convenient!
Interior

10. Coastal 3-BR Lower Near Lake MI and Downtown Sheboygan

Coastal 3-BR Lower Near Lake MI and Downtown Sheboygan
Sheboygan
9.4 out of 10, Exceptional, (12 reviews)
"We enjoyed our stay! The property was clean, "
United States
Benjamin B.
$200 nightly
The price is $227
Aug 19 - Aug 20
Total with taxes and fees
Coastal 3-BR Lower Near Lake MI and Downtown Sheboygan
Living area

11. 2nd floor loft near the lake!

2nd floor loft near the lake!
Manitowoc
9.8 out of 10, Exceptional, (24 reviews)
"The location was amazing and the place is really nice! Absolutely love that it is dog friendly and the host is really responsive! We will definitely be staying again! "
United States
Emily G.
$219 nightly
The price is $249
Aug 30 - Aug 31
Total with taxes and fees
2nd floor loft near the lake!
Smart TV

12. 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
9.8 out of 10, Exceptional, (34 reviews)
"Great value. Cheaper and better than any hotel. "
United States
Nicholas R.
$377 nightly
The price is $428
Aug 17 - Aug 18
Total with taxes and fees
Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city
3 bedrooms, iron/ironing board, travel crib, WiFi

13. 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
9.8 out of 10, Exceptional, (9 reviews)
"We enjoyed our stay and found the place very comfortable for our family of five. It was easy to walk down to see the lake and a quick drive to restaurants in town."
United States
Amanda
$190 nightly
The price is $216
Sep 1 - Sep 2
Total with taxes and fees
Beachy 3-bedroom upper with WiFi and AC minutes from Lake Michigan
Dining

14. 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
10.0 out of 10, Exceptional, (24 reviews)
"The stay was great ! Had lots of fun definitely will be back ."
United States
Zay B.
$240 nightly
The price is $272
Sep 14 - Sep 15
Total with taxes and fees
Quaint Blast from the Past - Walk to Lake Michigan, Riverwalk and 8th St Shops!
House (3 Bedrooms) | Interior

15. Updated Plymouth Home ~ 5 Mi to Road America!

Updated Plymouth Home ~ 5 Mi to Road America!
3.0 star property
Plymouth
10.0 out of 10, Exceptional, (3 reviews)
"Everything was great, very convenient to Road America."
United States
Kelis
$377 nightly
The price is $397
Aug 23 - Aug 24
Total with taxes and fees
Updated Plymouth Home ~ 5 Mi to Road America!
Exterior

16. The Esker Ridge Chalet, Pristine Elkhart Solitude

The Esker Ridge Chalet, Pristine Elkhart Solitude
Elkhart Lake
10.0 out of 10, Exceptional, (64 reviews)
"What a perfect getaway and the host was very accommodating while respecting our privacy. We would definitely recommend!!!"
United States
Brycie K.
$261 nightly
The price is $275
Aug 18 - Aug 19
Total with taxes and fees
The Esker Ridge Chalet, Pristine Elkhart Solitude
3 bedrooms, desk, iron/ironing board, travel crib

17. Sleeps 7{SPACIOUS}Pets Welcome!

Sleeps 7{SPACIOUS}Pets Welcome!
Sheboygan
9.4 out of 10, Exceptional, (3 reviews)
"Great location and amenities. Would definitely book again!"
United States
Elizabeth S.
$301 nightly
The price is $342
Aug 16 - Aug 17
Total with taxes and fees
Sleeps 7{SPACIOUS}Pets Welcome!
Interior

18. 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, (6 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.
$224 nightly
The price is $254
Aug 19 - Aug 20
Total with taxes and fees
Eclectic 3-BR Lower w King Bed & Pack-n-Play & Fire Pit near Lake MI
Dining

19. 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, (8 reviews)
"The house was great! It had everything we needed, was very clean, and cozy. We enjoyed our stay and Ginger was welcoming, available, and responsive. "
United States
Christine P.
$238 nightly
The price is $270
Sep 14 - Sep 15
Total with taxes and fees
Eclectic Spacious 3 BR Home Near Lake MI w/ Fire Pit
Coffee/tea maker, fridge, microwave, stovetop

20. Updated Plymouth Home ~ 5 Mi to Road America!

Updated Plymouth Home ~ 5 Mi to Road America!
Plymouth
10.0 out of 10, Exceptional, (19 reviews)
"This house was an excellent choice for our race weekend at Road America. It was very clean, the bedrooms were comfortable, check-in was easy, the neighborhood was quiet, and the proximity to the race track was great. Would definitely stay again!"
United States
Patricia V.
$386 nightly
The price is $407
Aug 23 - Aug 24
Total with taxes and fees
Updated Plymouth Home ~ 5 Mi to Road America!
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

Holiday Inn Manitowoc by IHG

Holiday Inn Manitowoc by IHG

10/10 Excellent
"We had a good stay at the Holiday Inn and would come again."
Cathleen 1-night trip
Posted 9 hours ago
Holiday Inn Manitowoc by IHG

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 $174 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 11 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.