Holiday Rentals in Cleveland

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Our top choices for Cleveland holiday rentals

10.0 out of 10, Exceptional, (16)
"Property is nice, great place for pets."
United States
Gary S.
The price is €236
includes taxes & fees
16 Jan - 17 Jan 2026
Spacious 4-Bedroom 3 Acre Fence County Home in Cleveland MO!

Mobile Home in Archie

Relaxing Retreat Stay
2.0 star property
The price is €99
includes taxes & fees
13 Jan - 14 Jan 2026
Relaxing Retreat Stay
9.2 out of 10, Wonderful, (40)
"Clean great location close to arrowhead stadium I’d definitely stay again "
United States
Adam B.
The price is €187
includes taxes & fees
5 Jan - 6 Jan 2026
Cozy midtown home 10 minutes to downtown Kansas City.
9.2 out of 10, Wonderful, (7)
"We really enjoyed our stay, the people could not have been nicer and were very responsive. Highly recommended. Thanks!"
United States
Chad S.
The price is €203
includes taxes & fees
29 Dec - 30 Dec
The Pilot’s Pad - Private Studio Apartment on 75 acres + airway strip + fishing pond

Cottage in Peculiar

New Conestoga 1843 Wagon
9.8 out of 10, Exceptional, (40)
"A nice relaxing place to stay while visiting KC..the rv park tenants were awesome and made us feel welcome."
United States
Jessie L.
The price is €171
includes taxes & fees
27 Dec - 28 Dec
New Conestoga 1843 Wagon

Apartment in South Kansas City

10 minutes to the Stadiums
2.0 star property
9.8 out of 10, Exceptional, (6)
The price is €90
includes taxes & fees
31 Dec - 1 Jan 2026
10 minutes to the Stadiums
9.8 out of 10, Exceptional, (29)
"We thoroughly enjoyed our stay! Had plenty of space and a great location to do things around town!"
United States
Jacob B.
The price is €241
includes taxes & fees
21 Dec - 22 Dec
Overland Park Downtown | Comfy, Clean & Safe house on Hardy

Apartment in Downtown Mission

Mellow in Mission: 1bed/1bath
9.6 out of 10, Exceptional, (24)
"The unit was clean & comfortable. The entry and exit into the building and unit was easy and parking was very close. The location is 2 blocks away from downtown Mission and conveniently close to many other KC-area towns. Access to the interstates is also easy. My wife and I enjoyed are stay. "
United States
Allan S.
Mellow in Mission: 1bed/1bath

Apartment in Downtown Mission

Mindful Mission: Easy Living
9.6 out of 10, Exceptional, (5)
"Our stay at this property was wonderful. The apartment was clean and had everything we needed. We loved the location, especially walking distance to a great coffee shop. It was perfect for our family of four visiting family in town."
United States
Sara F.
The price is €146
includes taxes & fees
5 Jan - 6 Jan 2026
Mindful Mission: Easy Living

Holiday Home in South Kansas City

Walkable to Waldo + Parking & Fenced Yard!
9.2 out of 10, Wonderful, (38)
"Nice place to get together with our adult kids. Especially the kitchen had plenty of utensils and etc to make meals. Easy walk to a good coffee shop and some restaurants and shops.Has a nice front porch, enclosed and a back deck to sit and read and/or just relax."
United States
Justin S.
The price is €290
includes taxes & fees
6 Jan - 7 Jan 2026
Walkable to Waldo + Parking & Fenced Yard!
9.4 out of 10, Exceptional, (3)
"My huaband is a huge Star Wars fan and ehen i found this listing we also couldnt book it fast enough. Great place for quick overnight!!!"
United States
Margaret H.
The price is €140
includes taxes & fees
7 Jan - 8 Jan 2026
Bamboo Loft Elegant Spacious - dedicated workspace dedicated Parking has a GYM
9.8 out of 10, Exceptional, (27)
"This property was exactly as described and was the perfect place for our group. We would highly recommend Crown House to anyone who is looking for a place to stay in Kansas City."
United States
Austin S.
The price is €265
includes taxes & fees
5 Jan - 6 Jan 2026
Crown House- Cozy 3BR ☀King Bed☀ Walking Trail

Holiday Home in Overland Park

Charming Bungalow with Spacious Yard
10.0 out of 10, Exceptional, (7)
"Amazing. Will stay again "
United States
Christopher P.
The price is €263
includes taxes & fees
6 Jan - 7 Jan 2026
Charming Bungalow with Spacious Yard
9.2 out of 10, Wonderful, (9)
"Great property, great location! "
United States
Tonya M.
The Sunnyside- Waldo Ranch + Fenced Yard + Parking
9.2 out of 10, Wonderful, (50)
"It was nice"
United States
kyaa a.
The price is €261
includes taxes & fees
21 Dec - 22 Dec
Relaxing and spacious single family in heart of Overland Park
9.8 out of 10, Exceptional, (46)
"We loved the location & private back yard"
United States
Chris O.
The price is €379
includes taxes & fees
5 Jan - 6 Jan 2026
Jefferson Cottage - Large Home + Walkable to Waldo!
9.6 out of 10, Exceptional, (8)
"Location was convenient. It was very clean. "
United States
Kandi R.
Stylish MidModern 3 Bed New Build - Upper Level/Private Entrance
9.0 out of 10, Wonderful, (36)
"We just needed a place for 2 nights to help our son find a place in a new city for his 1st job out of college. It's a quiet house in a very quiet neighborhood with very comfortable beds. Easy checkin!"
United States
Tommy P.
The price is €205
includes taxes & fees
4 Jan - 5 Jan 2026
Newly renovated duplex for up to 8 people - adjoining unit #1
9.6 out of 10, Exceptional, (10)
"Wonderful on all aspects. Great location and beautiful quiet place to stay."
United States
Kimberly F.
Guesthouse 3 bedroom suite in Overland Park

Holiday Home in Overland Park

Cozy, clean & spacious townhouse - Unit 2
9.2 out of 10, Wonderful, (18)
"The place was amazing and was just perfect for our family. The kitchen was well stocked and plenty of towels. If I could give more than 5 stars I would have"
United States
Michelle L.
The price is €243
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy, clean & spacious townhouse - Unit 2
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

Find out more about Cleveland

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, apart-hotels, 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 favorite 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 depends 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 €93 per night. Entering your travel dates in the search wizard you might find 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

Are there holiday rentals 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?

Large Updated Home with Pool - Perfect place for Entertaining! Prime Location!: This holiday home rental outside of Cleveland is located near skiing, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

What can I see and do in Cleveland?

Explore the area and family-friendly sights such as Belton Grandview and Kansas City Railroad and Museum, or get out into nature at a spot like Overland Park Arboretum and Botanical Gardens. Louisburg Cider Mill and Cass County Northern Resource Center Library 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 offer amenities such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from shared hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for a family trip or a small group gathering.