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Cleveland Holiday Rentals

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

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, 29, (29 reviews)
"The property was amazing! Lots of space and very clean! Loved our stay!"
United States
Edgardo
The price is AU$406
includes taxes & fees
16 Sept - 17 Sept
Spacious 4-Bedroom 3 Acre Fence County Home in Cleveland MO!
A wooden deck with a barbecue area, outdoor seating, and planters with greenery.

2. New Conestoga 1843 Wagon

New Conestoga 1843 Wagon
Peculiar
10.0 out of 10, 59, (59 reviews)
"The wagon was so amazing and comfortable! Air conditioning, satellite Tv, not to mention the beautiful scenery and fire pit. The bed was very comfortable! The hosts were very kind and accommodating. We had an amazing stay and will definitely be making this an annual trip!"
United States
Mariette G.
The price is AU$325
includes taxes & fees
21 Sept - 22 Sept
New Conestoga 1843 Wagon
A living room with a sofa, coffee table, and a fireplace. There is a hallway leading to another room.

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

Beautiful, spacious, clean house for families #2
Stanley
9.2 out of 10, 25, (25 reviews)
"Property was clean and in a great area of KC. Excelllent host."
United States
Oupekha P.
The price is AU$379
includes taxes & fees
21 Sept - 22 Sept
Beautiful, spacious, clean house for families #2

4. New Cabin for an Adventure

New Cabin for an Adventure
Peculiar
9.6 out of 10, 22, (22 reviews)
"This was a very clean and nice place to stay. The cabin was located about 30 minutes outside of KC so the travel wasnt bad for our weekend vacation. "
United States
Benjamin W.
The price is AU$408
includes taxes & fees
21 Sept - 22 Sept
New Cabin for an Adventure
A covered patio with a grill, a green door, and a small table with chairs.

5. 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, 13, (13 reviews)
"We really enjoyed our stay! The place was perfect! "
United States
Eric M.
The price is AU$331
includes taxes & fees
22 Sept - 23 Sept
Pilot's Pad Studio on 75 Acres + Fishing Pond
A modern kitchen with white cabinets, stainless steel appliances, and a central island.

6. 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, 21, (21 reviews)
"Great stay! Clean, comfortable and accomodating! Plan to stay again!"
United States
Ezra C.
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
A cozy living room with a fireplace, a sofa, two armchairs, and a coffee table.

7. Cozy Guest Suite with Fireplace & Private Entrance

Cozy Guest Suite with Fireplace & Private Entrance
Grandview
9.4 out of 10, 60, (60 reviews)
"Nice place to stay."
United States
Tim M.
The price is AU$206
includes taxes & fees
21 Sept - 22 Sept
Cozy Guest Suite with Fireplace & Private Entrance
A two-story house with a front garage, a well-maintained lawn, and mature trees.

8. 10 Minutes to the Stadiums

10 Minutes to the Stadiums
South Kansas City
9.6 out of 10, 19, (19 reviews)
"Overall we had a really good stay here. It was very cute and clean, as well as a perfect space for two people!"
United States
Sydney H.
The price is AU$179
includes taxes & fees
4 Oct - 5 Oct
10 Minutes to the Stadiums
A modern kitchen with stainless steel appliances, grey cabinets, and a wooden floor.

9. 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, 44, (44 reviews)
"This place is really clean and nicely updated. The nice large smart TV and comfortable living room furniture and bed made the stay very enjoyable. Way better than a hotel room."
United States
Scott &amp; Tara F.
The price is AU$318
includes taxes & fees
23 Sept - 24 Sept
Clean, spacious, and fully renovated townhouse with modern charm and comfort.
A modern kitchen with white cabinets, a central island with bar stools, stainless steel appliances, and pendant lighting.

10. 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, 8, (8 reviews)
"Very clean and lots of space. Will be back!"
United States
Tracy D.
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 living room with a black sofa, a glass coffee table, and a blue patterned rug. There is a staircase leading to another room.

11. Charming Family Retreat South Overland Park

Charming Family Retreat South Overland Park
Overland Park
9.2 out of 10, 30, (30 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$466
includes taxes & fees
21 Sept - 22 Sept
Charming Family Retreat South Overland Park
A modern kitchen with stainless steel appliances, a central island, pendant lighting, and a dark accent wall.

12. Cozy Ranch Home with Relaxed Small-Town Feel

Cozy Ranch Home with Relaxed Small-Town Feel
Spring Hill
9.8 out of 10, 7, (7 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$338
includes taxes & fees
23 Sept - 24 Sept
Cozy Ranch Home with Relaxed Small-Town Feel
A modern house with a covered porch, a brick pathway leading to the entrance, and a wooden fence in the background.

13. The Cottage at BluHawk Farms

The Cottage at BluHawk Farms
Overland Park
10.0 out of 10, 22, (22 reviews)
"Great stay. Quiet, and doggies loved the yard to play in as well."
United States
Derrick G.
The price is AU$347
includes taxes & fees
6 Oct - 7 Oct
The Cottage at BluHawk Farms
A small, single-story building with a green door, a patio with a table and chairs, and potted plants.

14. Green Cottage Farm Stay & Food

Green Cottage Farm Stay & Food
Gardner
10.0 out of 10, 66, (66 reviews)
"This cottage was the perfect country getaway. The decorations were very cute, the house was spotless, and the host responded right away to any question we had. 10/10 would recommend and can't wait for our next getaway here. "
United States
Cale N.
The price is AU$262
includes taxes & fees
6 Oct - 7 Oct
Green Cottage Farm Stay & Food
A dining area with a wooden table, a woven placemat, and a bowl of green apples.

15. Beautiful, spacious, clean house for families #1

Beautiful, spacious, clean house for families #1
Stanley
8.6 out of 10, 19, (19 reviews)
"The home was nice, clean, and convenienty located. The host was welcoming and informative. Would highly recommend and would stay here again!"
United States
Tiffany J.
The price is AU$395
includes taxes & fees
21 Sept - 22 Sept
Beautiful, spacious, clean house for families #1
A living room with a sectional sofa, a glass coffee table, and a staircase.

16. Comfortable and elegant 3BDR duplex, unit # 5

Comfortable and elegant 3BDR duplex, unit # 5
Overland Park
9.4 out of 10, 6, (6 reviews)
"Nice property in a good area. "
United States
Mariana R.
The price is AU$361
includes taxes & fees
4 Oct - 5 Oct
Comfortable and elegant 3BDR duplex, unit # 5
A row of RVs parked by a calm lake with a small house in the background.

17. Peaceful Pondside Stay

Peaceful Pondside Stay
Archie
8.0 out of 10, 4, (4 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$186
includes taxes & fees
16 Sept - 17 Sept
Peaceful Pondside Stay
An outdoor patio with wicker furniture, a fire pit, and a pergola structure.

18. Classic Corner Queen BD No Stairs Fast WiFi Parking

Classic Corner Queen BD No Stairs Fast WiFi Parking
Overland Park
10.0 out of 10, 2, (2 reviews)
"Great stay. Had wished the WiFi had been working but the winter storm that took it out was unavoidable. Would definitely stay again! "
United States
Audrey M.
The price is AU$381
includes taxes & fees
12 Oct - 13 Oct
Classic Corner Queen BD No Stairs Fast WiFi Parking
A nighttime cityscape with a prominent building featuring arched windows and a central fountain.

19. Cozy 2BR Home_w/King Beds_Olathe Stay+Dogs Ok !

Cozy 2BR Home_w/King Beds_Olathe Stay+Dogs Ok !
Olathe
10.0 out of 10, 3, (3 reviews)
"It was a good stay and close to the highway for easy access to the city. The neighborhood was quiet and safe. "
United States
Trevor
Cozy 2BR Home_w/King Beds_Olathe Stay+Dogs Ok !
A modern kitchen with white cabinets, a stainless steel oven, and a microwave. There is a dining area with a round table and four chairs. A ceiling fan and a sign indicating a coffee bar are visible.

20. Cozy Stay_ 4BR_ Near HWY Access_ All King Beds

Cozy Stay_ 4BR_ Near HWY Access_ All King Beds
Grandview
10.0 out of 10, 1, (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.
The price is AU$641
includes taxes & fees
16 Sept - 17 Sept
Cozy Stay_ 4BR_ Near HWY Access_ All King Beds
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

Courtyard by Marriott Kansas City Overland Park/Metcalf

Courtyard by Marriott Kansas City Overland Park/Metcalf

10/10 Excellent
"Wonderful place!!! Will be back!"
arthur 1-night trip
Posted 4 hours ago
Courtyard by Marriott Kansas City Overland Park/Metcalf

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$207 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?

Jazzy Charmer Close To Everything KC Business Travel Space & More🏡: This holiday home rental outside of Cleveland is equipped with a patio, air conditioning and laundry facilities to help you feel comfortable during your stay. It has 3 bedrooms, in addition to a kitchen with a stovetop and a microwave.

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 Somerset Ridge Vineyard and Winery 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.