Cleveland Holiday Rentals

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Holiday Rentals in Cleveland

Beach
NEW! Lakeview Cottage on 3.5 acres w/hot tub and fire pit
10.0 out of 10, Exceptional, (3)
"Really enjoyed our stay. The property and view are both amazing! Highly recommend."
NEW! Lakeview Cottage on 3.5 acres w/hot tub and fire pit
Aerial view
Insane luxury beachfront estate - complete with indoor pool, arcade and theater!
10.0 out of 10, Exceptional, (13)
"We had a wonderful time spending a long weekend at the Malibu House. A couple of things to note: - Make sure to receive the check-in process and save it to your phone prior to arriving. We did not have great cell phone service at the house so we had to leave the house to get reception in order to receive check-in instructions. - The in-house audio was not working while we were there which was a bummer, but the manager of the property said they were working on it. - The screen on the door of...
Insane luxury beachfront estate - complete with indoor pool, arcade and theater!
Lobby
Grandstay Residential Suites Hotel - Sheboygan
2.5 star property
8.6 out of 10, Excellent, (804)
"The rooms are spacious and clean. It’s close to restaurants. "
The price is NZ$276
includes taxes & fees
29 May - 30 May
Grandstay Residential Suites Hotel - Sheboygan
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Property grounds
Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!
9.8 out of 10, Exceptional, (215)
"What a relaxing getaway for us who are busy raising three kids- 21,17 and 14. It’s been well over a decade since we did anything as husband and wife, without the kids. We grew up in Port Washington and savored being on Lake Michigan on two beautiful Spring Days. We took lots of walks and ate take out on the patio. With such views who needs a restaurant?? A total gem of a place, we will be back again. Thank you Mark!!"
Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!
Property grounds
Summer is coming! Book your summer vacation today!
10.0 out of 10, Exceptional, (115)
"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!
A heated pool
Mansion on the Lake-Ideal for Large Groups! Just 13 Minutes from Whistling Straits.
10.0 out of 10, Exceptional, (41)
"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.
Exterior
Large Unique & Artistic Lake Michigan Beach House / Awesome Game Room
9.6 out of 10, Exceptional, (172)
"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
Exterior
New! Riverfront Retreat! Dock! Near downtown & Neshotah Park. Dogs ok!
9.8 out of 10, Exceptional, (7)
"With the property being near the water, it is a very relaxing place to stay. Just blocks away from a little downtown area that had a couple amazing places to eat. I will definitely return!"
The price is NZ$558
includes taxes & fees
17 Jun - 18 Jun
New! Riverfront Retreat! Dock! Near downtown & Neshotah Park. Dogs ok!
REMODELED HOME ON LAKE MICHIGAN
10.0 out of 10, Exceptional, (142)
"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
Interior
Lake Michigan views! Complimentary housekeeping with monthly stays Mar-Apr.
9.8 out of 10, Exceptional, (135)
"Nice house, bed’s were comfortable, short distance from Two Rivers and Manitowoc. Enjoyed our visit"
The price is NZ$888
includes taxes & fees
15 Jun - 16 Jun
Lake Michigan views! Complimentary housekeeping with monthly stays Mar-Apr.
Fridge, microwave, oven, stovetop
WOW! Indoor Pool. Near Beach. Massive Home. Great Times!
9.8 out of 10, Exceptional, (21)
"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!
Beach
Dreaming of Summer? Book your summer vacation today!
10.0 out of 10, Exceptional, (77)
"Echoing many of the reviews already shared, the closeup view of Lake Michigan is impressive whether you're inside the home or lounging outside on the great wraparound deck. Depending on the weather, you can get beautiful bright blue calm water to raging waves crashing on the shoreline frontage. Fortunately, our 3-day stay was very nice with great sunny weather and mostly calm water that made our overall visit so much more enjoyable. The inside/outside home amenities & accommodations were good...
Dreaming of Summer? Book your summer vacation today!
Towels, soap, shampoo, toilet paper
Relaxing lakeside cottage just 20 minutes from Road America & Fond du Lac.
10.0 out of 10, Exceptional, (2)
"worked perfect for us."
The price is NZ$818
includes taxes & fees
2 Jun - 3 Jun
Relaxing lakeside cottage just 20 minutes from Road America & Fond du Lac.
TV
*NEW* Sleeps 8 & Spacious!
10.0 out of 10, Exceptional, (12)
"Would highly recommend! It was very clean and newly remodeled. Had everything we needed and we felt right at home!"
The price is NZ$575
includes taxes & fees
29 May - 30 May
*NEW* Sleeps 8 & Spacious!
Private kitchen
Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city
10.0 out of 10, Exceptional, (2)
"Clean, well-organized, plenty of seating, pool table, darts and arcade games. Fourth bedroom is only accessible through bathroom or another bedroom."
The price is NZ$683
includes taxes & fees
20 Jun - 21 Jun
Pet friendly, freshly renovated, 5 minute walk to beach in the heart of the city
Exterior
Large, cozy lake home near Round Lake Farm, Nordic Center, Road America, Lambeau
10.0 out of 10, Exceptional, (41)
"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
Golf
3 Bedroom Beach House
10.0 out of 10, Exceptional, (6)
"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
On the beach, sun-loungers, beach towels
Perfect Paradise : Luxury Beachfront Condo!
10.0 out of 10, Exceptional, (2)
"The property was excellent. Clean and comfortable. Great location with close proximity to Blackwolf Run and Whistling Straits. Enjoyed our time at the property. Will rent again next year."
Perfect Paradise : Luxury Beachfront Condo!
Fridge, microwave, oven, stovetop
Farmhouse Designed Apt With Entertainment Room
10.0 out of 10, Exceptional, (38)
"Cute town, even cuter place. Very tidy, and more space than expected."
The price is NZ$544
includes taxes & fees
3 Jun - 4 Jun
Farmhouse Designed Apt With Entertainment Room
Exterior
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
10.0 out of 10, Exceptional, (83)
"My wife and I were looking for a place to get away from the hustle and bustle of our working lives. We found the perfect place, a “Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.” The perfect combination of the beautiful woods and the lapping/crashing waves of Lake Michigan gave us a relaxing weekend. The cottage was immaculately clean and well furnished. We highly recommend this home away from home."
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
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See all available properties in Cleveland
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.

Other types of properties in Cleveland you may be interested in

Lobby
Stunning castle with working vineyard - the ultimate luxury VRBO property!
10.0 out of 10, Exceptional, (10)
"We stayed at the Castle Vineyard with 5 teenagers (age 14-18), and they absolutely loved it. So many activities to keep them (and us) busy! The charm and attention to detail with all the unique decor and furnishings was amazing. We were able to stop by Three Sheeps Brewing and Hika Bay Park- great spots to check out while there. Hosts were very communicative- We will be back!"
Stunning castle with working vineyard - the ultimate luxury VRBO property!
Beach
NEW! Lakeview Cottage on 3.5 acres w/hot tub and fire pit
10.0 out of 10, Exceptional, (3)
"Really enjoyed our stay. The property and view are both amazing! Highly recommend."
NEW! Lakeview Cottage on 3.5 acres w/hot tub and fire pit
Aerial view
Insane luxury beachfront estate - complete with indoor pool, arcade and theater!
10.0 out of 10, Exceptional, (13)
"We had a wonderful time spending a long weekend at the Malibu House. A couple of things to note: - Make sure to receive the check-in process and save it to your phone prior to arriving. We did not have great cell phone service at the house so we had to leave the house to get reception in order to receive check-in instructions. - The in-house audio was not working while we were there which was a bummer, but the manager of the property said they were working on it. - The screen on the door of...
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Cleveland holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Cleveland. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Cleveland. Seeing all the best attractions is bound to make you fall in love with Cleveland. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Cleveland short-term rentals, that won’t be hard to do.

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.

Recent reviews of Cleveland properties
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