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Cleveland Holiday Rentals

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Cleveland holiday rentals

A two-story house with a porch, a small pond, and an American flag.

1. Spacious 4-Bedroom 3 Acre Fence County Home in Cleveland MO!

Spacious 4-Bedroom 3 Acre Fence County Home in Cleveland MO!
Cleveland
10.0 out of 10, Exceptional, (31 reviews)
"The property was amazing! Lots of space and very clean! Loved our stay!"
United States
Edgardo
The price is AU$422
includes taxes & fees
8 Nov - 9 Nov
Spacious 4-Bedroom 3 Acre Fence County Home in Cleveland MO!
An outdoor seating area with red chairs and a fire pit.

2. Pilot's Pad Studio on 75 Acres + Fishing Pond

Pilot's Pad Studio on 75 Acres + Fishing Pond
Pleasant Hill
9.6 out of 10, Exceptional, (15 reviews)
"I really like this place. Wish I had a plane I could bring into there, maybe one day, ha!"
United States
Chad S.
The price is AU$406
includes taxes & fees
1 Nov - 2 Nov
Pilot's Pad Studio on 75 Acres + Fishing Pond
A cozy living room with a fireplace, a sofa, two armchairs, and a coffee table.

3. Cozy Guest Suite with Fireplace & Private Entrance

Cozy Guest Suite with Fireplace & Private Entrance
Grandview
9.4 out of 10, Exceptional, (61 reviews)
"Nice place to stay."
United States
Tim M.
The price is AU$192
includes taxes & fees
4 Nov - 5 Nov
Cozy Guest Suite with Fireplace & Private Entrance
A row of RVs parked by a calm lake with a small house in the background.

4. Peaceful Pondside Stay

Peaceful Pondside Stay
Archie
8.8 out of 10, Excellent, (6 reviews)
"Stay was great and host communicated very well. The wifi was not working or was wrong but that wasn't the end of the world for us.Overall, it was a great stay. We just stayed overnight but area was clean and stay was enjoyable. Nice little place to relax."
United States
Jerry F.
The price is AU$162
includes taxes & fees
1 Nov - 2 Nov
Peaceful Pondside Stay
A wooden deck with a barbecue area, outdoor seating, and planters with greenery.

5. New Conestoga 1843 Wagon

New Conestoga 1843 Wagon
Peculiar
10.0 out of 10, Exceptional, (63 reviews)
"Super clean, easy check in. They met us and took us directly to the wagon and showed us all the amenities. The A/C was phenomenal, bed was very comfy, lather bathroom than expected and the outside sitting space was serene!"
United States
Jeffrey G.
The price is AU$317
includes taxes & fees
7 Nov - 8 Nov
New Conestoga 1843 Wagon
A courtyard with outdoor seating and a fire pit, surrounded by multi-story buildings with brick facades.

6. WaterWalk Extended Stay by Wyndham Kansas City - Overland Pk

WaterWalk Extended Stay by Wyndham Kansas City - Overland Pk
3.5 star property
Overland Park
9.2 out of 10, Wonderful, (1,203 reviews)
"Great stay, very clean and comfortable."
United States
TONYA
The price is AU$185
includes taxes & fees
4 Nov - 5 Nov
WaterWalk Extended Stay by Wyndham Kansas City - Overland Pk
Exterior

7. New Cabin for an Adventure

New Cabin for an Adventure
Peculiar
9.6 out of 10, Exceptional, (25 reviews)
"The cabin was so cute & clean! We loved it. I would definitely stay there again."
United States
Melissa V.
The price is AU$400
includes taxes & fees
8 Nov - 9 Nov
New Cabin for an Adventure
A modern kitchen with stainless steel appliances, grey cabinets, and a wooden floor.

8. Clean, spacious, and fully renovated townhouse with modern charm and comfort.

Clean, spacious, and fully renovated townhouse with modern charm and comfort.
Spring Hill
9.8 out of 10, Exceptional, (44 reviews)
"We only stayed 1 night but the place was great and it was a quiet neighborhood."
United States
Derrick K.
The price is AU$329
includes taxes & fees
1 Nov - 2 Nov
Clean, spacious, and fully renovated townhouse with modern charm and comfort.
A modern kitchen with stainless steel appliances, a central island, pendant lighting, and a dark accent wall.

9. Cozy Ranch Home with Relaxed Small-Town Feel

Cozy Ranch Home with Relaxed Small-Town Feel
Spring Hill
9.8 out of 10, Exceptional, (9 reviews)
"This was a perfect quick stop for a night on our way home from a long trip. We got a good nights rest. "
United States
Heather R.
The price is AU$329
includes taxes & fees
1 Nov - 2 Nov
Cozy Ranch Home with Relaxed Small-Town Feel
An outdoor patio with wicker furniture, a fire pit, and a pergola structure.

10. Overland Park Apartment King Bed, Workspace, & Gym

Overland Park Apartment King Bed, Workspace, & Gym
Overland Park
9.6 out of 10, Exceptional, (7 reviews)
"A perfect place to stay for me and my dog, Archie. The place was clean and the location was perfect for a visit with family. It is safe clean and quiet. Plus as a bonus, there is a dog park attached to the complex! What more could you want. "
United States
Charles H.
The price is AU$387
includes taxes & fees
16 Nov - 17 Nov
Overland Park Apartment King Bed, Workspace, & Gym
A living room with a sofa, coffee table, and a fireplace. There is a hallway leading to another room.

11. Beautiful, spacious, clean house for families #2

Beautiful, spacious, clean house for families #2
Stanley
9.2 out of 10, Wonderful, (27 reviews)
"Property was clean and in a great area of KC. Excelllent host."
United States
Oupekha P.
The price is AU$364
includes taxes & fees
1 Nov - 2 Nov
Beautiful, spacious, clean house for families #2
A two-story house with a front garage, a well-maintained lawn, and mature trees.

12. 10 Minutes to the Stadiums

10 Minutes to the Stadiums
South Kansas City
9.6 out of 10, Exceptional, (20 reviews)
"This little place was perfect for our stay! Everything was clean, check-in was easy, and the couple that owns it was very helpful."
United States
Katlyn D.
The price is AU$178
includes taxes & fees
10 Nov - 11 Nov
10 Minutes to the Stadiums
A small, single-story building with a green door, a patio with a table and chairs, and potted plants.

13. Green Cottage Farm Stay & Food

Green Cottage Farm Stay & Food
Gardner
10.0 out of 10, Exceptional, (69 reviews)
"Green Cottage was everything we hoped for and more. So many nice touches throughout. Beautiful spot and so peaceful."
United States
Meghan
The price is AU$285
includes taxes & fees
2 Nov - 3 Nov
Green Cottage Farm Stay & Food
A living room with a black sofa, a glass coffee table, and a blue patterned rug. There is a staircase leading to another room.

14. Charming Family Retreat South Overland Park

Charming Family Retreat South Overland Park
Overland Park
9.2 out of 10, Wonderful, (31 reviews)
"Amazing location with easy access to shopping and food, great value, amazing responsive host who is very accommodating. Would recommend to anyone trying to stay in the greater KC area "
United States
Elias B.
The price is AU$435
includes taxes & fees
2 Nov - 3 Nov
Charming Family Retreat South Overland Park
An outdoor patio with wicker furniture, a fire pit, and a pergola structure.

15. Light Room-Sleek stylish space w/ private workspace WiFi Parking easy access

Light Room-Sleek stylish space w/ private workspace WiFi Parking easy access
Overland Park
9.4 out of 10, Exceptional, (10 reviews)
"The location was perfect."
United States
Terrell C.
The price is AU$387
includes taxes & fees
16 Nov - 17 Nov
Light Room-Sleek stylish space w/ private workspace WiFi Parking easy access
A modern living room with a round wooden dining table, grey sofas, a ceiling fan, and a kitchen area with a refrigerator.

16. Home Sweet Home_4BR, King Beds_Hwy Access_Peaceful

Home Sweet Home_4BR, King Beds_Hwy Access_Peaceful
Grandview
10.0 out of 10, Exceptional, (1 review)
"Unassuming quiet neighborhood with friendly neighbors and shopping close enough to walk. You will find open space and large old trees that provide brilliant shade in the summer. The house is fantastic. Fresh, clean, well cared for and with subtle touches that make a rental feel like home. Well-stocked, conversational decor, and perfect for relaxing in the living room or getting time to yourself in the bedrooms.Exceptionally communicative and kind owners.If you work with mobility issues, this...
United States
Nicole G.
Home Sweet Home_4BR, King Beds_Hwy Access_Peaceful
A modern house with a covered porch, a brick pathway leading to the entrance, and a wooden fence in the background.

17. The Cottage at BluHawk Farms

The Cottage at BluHawk Farms
Overland Park
10.0 out of 10, Exceptional, (23 reviews)
"Great stay. Quiet, and doggies loved the yard to play in as well."
United States
Derrick G.
The price is AU$308
includes taxes & fees
1 Dec - 2 Dec
The Cottage at BluHawk Farms
A modern kitchen with white cabinets, a central island with bar stools, stainless steel appliances, and pendant lighting.

18. Secluded ½-acre retreat surrounded by trees for ultimate privacy and quiet. Remodeled and beautifully furnished with modern finishes. Enjoy a peaceful setting just 8 minutes from Belton/Raymore—perfect for relaxing stays or extended work trips.

Secluded ½-acre retreat surrounded by trees for ultimate privacy and quiet. Remodeled and beautifully furnished with modern finishes. Enjoy a peaceful setting just 8 minutes from Belton/Raymore—perfect for relaxing stays or extended work trips.
Grandview
10.0 out of 10, Exceptional, (8 reviews)
"Very nice property, so much better than a hotel we will definitely use again on our next vacation to see the in-laws."
United States
Shane B.
The price is AU$629
includes taxes & fees
1 Nov - 2 Nov
Secluded ½-acre retreat surrounded by trees for ultimate privacy and quiet. Remodeled and beautifully furnished with modern finishes. Enjoy a peaceful setting just 8 minutes from Belton/Raymore—perfect for relaxing stays or extended work trips.
A bedroom with a large bed, wooden headboard, bedside tables, and a ceiling fan.

19. Double Queen Hotel Room

Double Queen Hotel Room
LaCygne
10.0 out of 10, Exceptional, (3 reviews)
"Host was amazing and went above and beyond!!"
United States
breonna e.
The price is AU$224
includes taxes & fees
2 Nov - 3 Nov
Double Queen Hotel Room
A modern kitchen with white cabinets, stainless steel appliances, and a central island.

20. 12m to Belton<br>Outdoor dining<br>Long Stays welcome<br>Huge fully stocked kitchen<br>Master Suite<br>On-site laundry<br>Utilities included<br>Fuller furnished<br>Natural light<br>Block out shades

12m to Belton<br>Outdoor dining<br>Long Stays welcome<br>Huge fully stocked kitchen<br>Master Suite<br>On-site laundry<br>Utilities included<br>Fuller furnished<br>Natural light<br>Block out shades
Grandview
9.8 out of 10, Exceptional, (21 reviews)
"Great stay! Clean, comfortable and accomodating! Plan to stay again!"
United States
Ezra C.
The price is AU$704
includes taxes & fees
24 Nov - 25 Nov
12m to Belton<br>Outdoor dining<br>Long Stays welcome<br>Huge fully stocked kitchen<br>Master Suite<br>On-site laundry<br>Utilities included<br>Fuller furnished<br>Natural light<br>Block out shades
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

Hotel Lotus Kansas City Merriam

Hotel Lotus Kansas City Merriam

10/10 Excellent
"All was wonderful!!"
Megan 3-night trip
Posted 18 hours ago
Hotel Lotus Kansas City Merriam

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$185 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?

Spacious 4BR 4 Bath Full Home. All inclusive: This holiday home rental outside of Cleveland is located next to a golf course, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals are there in Cleveland?

Expedia has 3 holiday rentals for your stay in Cleveland.

What can I see and do in Cleveland?

Explore the area and family-friendly sights such as Museum at Prairiefire, or get out into nature at a spot like Overland Park Arboretum and Botanical Gardens. Louisburg Cider Mill and Heritage Park Golf Course 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.