Cleveland Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Holiday Rentals in Cleveland

Apartment in Overland Park

3.5 star property
9.2 out of 10, Wonderful, (1079)
"Nice and comfortable stay. Great coffee bar and amenities across this property."
United States
Derrick
The price is AU$167
includes taxes & fees
1 Jan - 2 Jan 2026
WaterWalk Extended Stay by Wyndham Kansas City - Overland Pk

Holiday Home in Overland Park

10.0 out of 10, Exceptional, (1)
"What an amazing stay! Mat is absolutely wondering and the house is great! Totally recommend. "
United States
TERA L.
6BR Gated Home w Pool & Indoor Hot Tub- Chef’s Kitchen- 1.6 Acres Grand Piano

Holiday Home in Shawnee

9.8 out of 10, Exceptional, (223)
"Great backyard and tons of bedrooms. Great for families to meet up, or reunions! Kids had a blast and great space for the adults to chill."
United States
Leigh K.
Large Updated Home with Pool - Perfect place for Entertaining! Prime Location!

Apartment in South Kansas City

9.2 out of 10, Wonderful, (17)
"Very nice clean and well appointed tiny home conveniently located near Kansas City. Host was prompt in replying to messages and very helpful with tips about the area. "
United States
Kathleen S.
KC Tiny Studio

Holiday Home in Overland Park

9.4 out of 10, Exceptional, (19)
"Clean updated home centrally located with many choice of things to do in the immediate area."
United States
Steve P.
The price is AU$444
includes taxes & fees
8 Dec - 9 Dec
Comfy, Spacious & Convinient 3/2 house in Overland Park

Holiday Home in Lenexa

2.0 star property
10.0 out of 10, Exceptional, (29)
"Host was very accommodating, house was fantastic, and location was relatively close to all KC attractions. Great place to stay around the KC area"
United States
Chris B.
The price is AU$750
includes taxes & fees
5 Dec - 6 Dec
Luxury in Lenexa w/heated pool

Holiday Home in Stanley

9.2 out of 10, Wonderful, (15)
"Property was clean and in a great area of KC. Excelllent host."
United States
Oupekha P.
The price is AU$371
includes taxes & fees
4 Dec - 5 Dec
Beautiful | spacious | clean house for families #2

Holiday Home in Overland Park

9.6 out of 10, Exceptional, (81)
"Clean, comfortable, accommodating house in a good location. Was perfect for our group!"
United States
Craig C.
Stunning private villa pond, theater, a place for loving memories

Holiday Home in Overland Park

9.2 out of 10, Wonderful, (14)
"Easy check-in, convenient location, responsive host. Plenty of rooms with area to gather with friends. Absolutely would stay again."
United States
Garrett M.
The price is AU$410
includes taxes & fees
21 Dec - 22 Dec
Cozy, clean & spacious townhouse - Unit 1

Holiday Home in Overland Park

9.4 out of 10, Exceptional, (23)
"We stayed during a conference and there was lots of space and a great location!"
United States
LeAnn R.
The price is AU$565
includes taxes & fees
4 Dec - 5 Dec
Charming Family Retreat South Overland Park

Holiday Home in Overland Park

8.6 out of 10, Excellent, (4)
"Check in was very easy, the house was even better in person. Very cimfortable enviroment and close to eveything we needed. "
United States
K. A.
The price is AU$581
includes taxes & fees
10 Dec - 11 Dec
Renovated Farmhouse New Listing

Holiday Home in Olathe

2.0 star property
10.0 out of 10, Exceptional, (1)
"Host, Ayalnesh was extremely attentive to all communication and requests. The house was clean and comfortable. I would definitely recommend this vacation rental for a memorable stay. "
United States
Rob M.
The price is AU$441
includes taxes & fees
9 Dec - 10 Dec
3-bedroom Duplex in delightful Olathe KS with AC 1 King 1 Queen 1 Full, 1 Crib

Holiday Home in Overland Park

7.4 out of 10, Good, (13)
"An Unforgettable Stay – Luxury, Comfort, and Convenience. We had a great time staying at this beautiful and very clean house. It had everything we needed—great amenities, comfy beds, and a fully equipped kitchen. The whole place felt luxurious and relaxing.The location was excellent—close to everything but still quiet and peaceful. It was also very easy to find and access.What made it even better was the free car service and the complimentary drinks when we arrived. Such a nice touch!This home...
United States
Larsen D.
Luxury Premium Beds Near Johnson County Community College, Overland Park

Holiday Home in Overland Park

9.8 out of 10, Exceptional, (28)
"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 AU$426
includes taxes & fees
21 Dec - 22 Dec
Overland Park Downtown | Comfy, Clean & Safe house on Hardy

Holiday Home in South Kansas City

8.6 out of 10, Excellent, (18)
"They were very communicative and made our stay easy which is nice! House was as advertised and in an area close to some good bar food, i.e. Martin City Brewery, Tanners, Barrio."
United States
Brandon B.
Lovely Home Away from Home

Holiday Home in Grandview

9.4 out of 10, Exceptional, (59)
"this place was simply amazing. It’s like your own hotel suite with everything you could possibly want. The next time I come up this way I’m planning on booking my entire stay there instead of just one night."
United States
Jason W.
The price is AU$186
includes taxes & fees
8 Dec - 9 Dec
Cozy Guest Suite with Fireplace & Private Entrance

Holiday Home in South Kansas City

8.4 out of 10, Very good, (23)
"was super close to everything and next to a lot of fun places! very safe area from the looks and feel! would stay here again!!"
United States
payton w.
Waldo Retreat House 3BD - Master Suite, Pet Friendly, Walking Trail & Shops

Holiday Home in Overland Park

9.0 out of 10, Wonderful, (59)
"The original property we were assigned was substandard. Where we ended up was quite good."
United States
James
The price is AU$390
includes taxes & fees
4 Dec - 5 Dec
Nice and cozy duplex close to everything in KC!

Holiday Home in Grandview

8.0 out of 10, Very good, (43)
"Was a great clean and convenient place to stay. "
United States
Keegan R.
Lovely Townhouse 7 Minutes To The Longview Lake&Beach

Holiday Home in Kansas City

9.2 out of 10, Wonderful, (39)
"My friends and I had a great stay here! The house was very clean and well taken care of. The neighborhood felt safe and check-in and check-out were super easy!"
United States
Shambrea S.
The price is AU$298
includes taxes & fees
8 Dec - 9 Dec
Cozy midtown home 10 minutes to downtown Kansas City.
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.
Save an average of 15% on thousands of hotels when you're signed in

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, 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$167 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

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?

6BR Gated Home w Pool & Indoor Hot Tub- Chef’s Kitchen- 1.6 Acres Grand Piano: This holiday home rental outside of Cleveland offers an outdoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop and a microwave. Kick off your shoes and enjoy yourself with a selection of games and 1 hot tub.

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.