Cleveland Holiday Rentals

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Holiday Rentals in Cleveland

NEW! Lakeview Cottage on 3.5 acres w/hot tub and fire pit
10.0 out of 10, Exceptional, 3 reviews
"had a cute girls weekend and it was awesome!"
NEW! Lakeview Cottage on 3.5 acres w/hot tub and fire pit
Insane luxury beachfront estate - complete with indoor pool, arcade and theater!
10.0 out of 10, Exceptional, 14 reviews
"This is the 2nd time my family and I have stayed here. It is a house for total relaxation. The views are beautiful, the neighborhood is peaceful, and we thoroughly enjoyed the pool and beach. I never want to leave! We definitely will be back again!!"
Insane luxury beachfront estate - complete with indoor pool, arcade and theater!
Grandstay Residential Suites Hotel - Sheboygan
2.5 star property
8.6 out of 10, Excellent, 811 reviews
"Staff was great very accommodating "
The price is AU$287
per night
25 June - 26 June
Grandstay Residential Suites Hotel - Sheboygan
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Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!
9.8 out of 10, Exceptional, 217 reviews
"Very nice kitchen and living room. Small TV. Both bedrooms are on second floor with bath/shower on main living area. Lots of stairs, so if you have bad knees this place isn't for you. But the sunrises were amazing and it was quiet and so pleasant to sit out on the back deck on a cliff over looking Lake Michigan. Great location in Sheboygan."
Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!
Summer is coming! Book your summer vacation today!
10.0 out of 10, Exceptional, 115 reviews
"My wife and I along with my parents had a nice weekend getaway. Very quiet and relaxing. Used the grill to grill burgers and kitchen for morning breakfast. Bring your own KCups for coffee. Really nice getaway. Everything went really smooth. And if you like to eat out lots in the area. We ate at Majerle's Black River Grill and enjoyed it."
Summer is coming! Book your summer vacation today!
Mansion on the Lake-Ideal for Large Groups! Just 13 Minutes from Whistling Straits.
10.0 out of 10, Exceptional, 42 reviews
"Our heartfelt gratitude goes out to Bryan and Maria for providing our family with an absolutely incredible stay at Mansion on the Lake. We had planned a weekend getaway, hoping for a memorable escape, and it surpassed all our expectations. Our quest was to find a place that could offer us all the amenities and experiences of a resort, minus the bustling crowds. Mansion on the Lake turned out to be the perfect haven. The indoor pool was a source of endless enjoyment, and the pickleball court...
Mansion on the Lake-Ideal for Large Groups! Just 13 Minutes from Whistling Straits.
Large Unique & Artistic Lake Michigan Beach House / Awesome Game Room
9.6 out of 10, Exceptional, 172 reviews
"This is our second time staying here. We love this property. It's very comfortable, spacious, and the view is just amazing. Special bonus this time the water was low enough to walk down to the lower beach. No hesitation to stay a 3rd time."
Large Unique & Artistic Lake Michigan Beach House / Awesome Game Room
New! Riverfront Retreat! Dock! Near downtown & Neshotah Park. Dogs ok!
9.8 out of 10, Exceptional, 9 reviews
"Our family of six had a great time. Quiet and peaceful by the riverfront. We didn't get a chance to use the fire pit, but did take advantage of the chairs and brick paver area around the fire pit. Lots of seating in the outdoor areas. The fire pit is perfectly placed right by the river frontage. Jeff was a very good host, with helpful texts and a phone call. The house is cute, tidy and functional. The local Pick and Save is within walking distance. Fishing supplies and tackle were also close by...
New! Riverfront Retreat! Dock! Near downtown & Neshotah Park. Dogs ok!
Lake Michigan views! Complimentary housekeeping with monthly stays Mar-Apr.
9.8 out of 10, Exceptional, 135 reviews
"Nice house, bed’s were comfortable, short distance from Two Rivers and Manitowoc. Enjoyed our visit"
The price is AU$802
per night
16 June - 17 June
Lake Michigan views! Complimentary housekeeping with monthly stays Mar-Apr.
REMODELED HOME ON LAKE MICHIGAN
10.0 out of 10, Exceptional, 142 reviews
"Great location and view of the lake. The kitchen is one of the best stocked I have seen in a while. Good layout for hanging out. Communication was easy."
REMODELED HOME ON LAKE MICHIGAN
WOW! Indoor Pool. Near Beach. Massive Home. Great Times!
9.8 out of 10, Exceptional, 21 reviews
"Swimming was great. We were very happy the pool issue was resolved in a timely manner. Dishwasher was not properly working,so dishes and utensils were not clean. We used paper products. Ants in the kitchen. We were unable to use most TVs, no signal. We worked around the issues and had a great time. Thank you."
WOW! Indoor Pool. Near Beach. Massive Home. Great Times!
Dreaming of Summer? Book your summer vacation today!
10.0 out of 10, Exceptional, 79 reviews
"Cassie was awesome! Propert was awesome, great view, great times."
Dreaming of Summer? Book your summer vacation today!
Relaxing lakeside cottage just 20 minutes from Road America & Fond du Lac.
10.0 out of 10, Exceptional, 3 reviews
"Nice small lake house cabin. Perfect for a weekend get away."
Relaxing lakeside cottage just 20 minutes from Road America & Fond du Lac.
Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city
10.0 out of 10, Exceptional, 3 reviews
"Very clean property, comfortable beds, and plenty to do for kids and adults alike."
The price is AU$640
per night
12 June - 13 June
Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city
Farmhouse Designed Apt With Entertainment Room
10.0 out of 10, Exceptional, 39 reviews
"What a pleasant surprise in downtown Sheboygan Falls. We were in town for a soccer tournament and did not want to pay the prices at Blue Harbor, or stay at a lesser grade hotel. This was the perfect solution. Clean, well decorated, well stocked. The closest thing to a complaint is the stairs are a bit precarious. Didn’t have enough time to use the new patio but it is also beautifully done. Thanks for a great stay!"
The price is AU$508
per night
10 June - 11 June
Farmhouse Designed Apt With Entertainment Room
*NEW* Sleeps 8 & Spacious!
10.0 out of 10, Exceptional, 12 reviews
"Would highly recommend! It was very clean and newly remodeled. Had everything we needed and we felt right at home!"
The price is AU$570
per night
10 June - 11 June
*NEW* Sleeps 8 & Spacious!
Family-Friendly House: Walk to Lake Michigan!
9.4 out of 10, Exceptional, 3 reviews
"My family and I were in town for Christmas, and the house served as a great spot of us to hang our hats. Mike was a tremendous host who was very quick to respond to any questions. He even ensured that the house was pleasantly decorated for the season. The house is conveniently situated between town (~3 blocks) and the lake Michigan beaches (~2 blocks). We found the kitchen to be fully equipped and included a selection of K-cups for us to enjoy each morning. Most importantly, the house was clean...
Family-Friendly House: Walk to Lake Michigan!
Large, cozy lake home near Round Lake Farm, Nordic Center, Road America, Lambeau
10.0 out of 10, Exceptional, 41 reviews
"The house is laid out well for a large group! The host was easy to communicate with very accommodating! We will be back as our travels bring us this way! Highly recommend!"
Large, cozy lake home near Round Lake Farm, Nordic Center, Road America, Lambeau
3 Bedroom Beach House
10.0 out of 10, Exceptional, 6 reviews
"The owner was super amazing helping us reschedule our trip. The house was clean and the beds and pillows were very comfortable. I looked up what they were to order them :) Lots of food and bars close enough to walk to. Very close to the lake too."
3 Bedroom Beach House
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
10.0 out of 10, Exceptional, 83 reviews
"This lovely cottage is in very nice condition, clean, and located in a vibrant nice place. The host is very good. We enjoyed our stay."
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
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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.

Cleveland Holiday Home Travel Info

Other types of properties in Cleveland you may be interested in

Stunning castle with working vineyard - the ultimate luxury VRBO property!
10.0 out of 10, Exceptional, 11 reviews
"This place is a must if you have the opportunity to stay. Its hard to explain the way this place will make you feel. The level of detail is truly amazing! I loved how peaceful waking up in the morning was, enjoying my cup of coffee as the sun came up while walking the property and seeing all of the flowers. I absolutely loved the high ceilings and the electric burns on the spiral staircase need to be mentioned! I haven't seen anything that compares to this, dont hesitate on booking your stay...
Stunning castle with working vineyard - the ultimate luxury VRBO property!
NEW! Lakeview Cottage on 3.5 acres w/hot tub and fire pit
10.0 out of 10, Exceptional, 3 reviews
"had a cute girls weekend and it was awesome!"
NEW! Lakeview Cottage on 3.5 acres w/hot tub and fire pit
Insane luxury beachfront estate - complete with indoor pool, arcade and theater!
10.0 out of 10, Exceptional, 14 reviews
"This is the 2nd time my family and I have stayed here. It is a house for total relaxation. The views are beautiful, the neighborhood is peaceful, and we thoroughly enjoyed the pool and beach. I never want to leave! We definitely will be back again!!"
Insane luxury beachfront estate - complete with indoor pool, arcade and theater!
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.

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 favourite 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 depend 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 AU$287 per night. Entering your travel dates in the search wizard might find you 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?

New! Riverfront Retreat! Dock! Near downtown & Neshotah Park. Dogs ok!: This holiday home rental outside of Cleveland is located on a river, and has a garden, a selection of games and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals are there in Cleveland?

Expedia has 10 holiday rentals for your stay in Cleveland.

What can I see and do in Cleveland?

Lake Michigan and Fischer Creek State Recreation Area are a couple of lovely local spots to get outside and enjoy nature. Whistling Straits Golf Course and John Michael Kohler Arts Center are a couple of places you'll find in the wider area.

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.

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