Cleveland Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Cleveland vacation 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 CA $367
CA $428 total
includes taxes & fees
Nov 11 - Nov 12
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, 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 CA $209
CA $313 total
includes taxes & fees
Nov 17 - Nov 18
New Conestoga 1843 Wagon
A two-story house with a green front door, a mailbox, and a small porch with steps leading up to it.

3. Celestial Suite, Desk, Kitchen

Celestial Suite, Desk, Kitchen
Grandview
The price is CA $113
CA $337 total
includes taxes & fees
Nov 13 - Nov 14
Celestial Suite, Desk, Kitchen
Exterior

4. 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 CA $280
CA $397 total
includes taxes & fees
Nov 17 - Nov 18
New Cabin for an Adventure
A cozy living room with a fireplace, a sofa, two armchairs, and a coffee table.

5. Cozy Guest Suite with Fireplace & Private Entrance

Cozy Guest Suite with Fireplace & Private Entrance
Grandview
9.4 out of 10, Exceptional, (62 reviews)
"Nice place to stay."
United States
Tim M.
The price is CA $106
CA $189 total
includes taxes & fees
Dec 9 - Dec 10
Cozy Guest Suite with Fireplace & Private Entrance
An outdoor seating area with red chairs and a fire pit.

6. 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 CA $127
CA $408 total
includes taxes & fees
Nov 30 - Dec 1
Pilot's Pad Studio on 75 Acres + Fishing Pond
A row of RVs parked by a calm lake with a small house in the background.

7. 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 CA $96
CA $159 total
includes taxes & fees
Nov 15 - Nov 16
Peaceful Pondside Stay
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, (46 reviews)
"We only stayed 1 night but the place was great and it was a quiet neighborhood."
United States
Derrick K.
The price is CA $176
CA $329 total
includes taxes & fees
Nov 11 - Nov 12
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, (10 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 CA $176
CA $329 total
includes taxes & fees
Nov 11 - Nov 12
Cozy Ranch Home with Relaxed Small-Town Feel
A dining area with a wooden table, a woven placemat, and a bowl of green apples.

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

Beautiful, spacious, clean house for families #1
Stanley
8.6 out of 10, Excellent, (20 reviews)
"Very nice."
United States
Peggy C.
The price is CA $132
CA $387 total
includes taxes & fees
Nov 15 - Nov 16
Beautiful, spacious, clean house for families #1
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, Wonderful, (32 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 CA $171
CA $448 total
includes taxes & fees
Nov 11 - Nov 12
Charming Family Retreat South Overland Park
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 CA $90
CA $146 total
includes taxes & fees
Nov 11 - Nov 12
10 Minutes to the Stadiums
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, Exceptional, (24 reviews)
"Great stay. Quiet, and doggies loved the yard to play in as well."
United States
Derrick G.
The price is CA $195
CA $292 total
includes taxes & fees
Dec 7 - Dec 8
The Cottage at BluHawk Farms
A courtyard with outdoor seating and a fire pit, surrounded by multi-story buildings with brick facades.

14. 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, (1,213 reviews)
"Great stay, very clean and comfortable."
United States
TONYA
The price is CA $155
CA $183 total
includes taxes & fees
Dec 10 - Dec 11
WaterWalk Extended Stay by Wyndham Kansas City - Overland Pk
A wooden deck with a table and chairs overlooking a golf course and a body of water.

15. A peaceful oasis w breathtaking views. This home is truly one-of-a-kind!

A peaceful oasis w breathtaking views. This home is truly one-of-a-kind!
Drexel
9.8 out of 10, Exceptional, (11 reviews)
"Beautiful sunrises and sunsets highlighted by expansive vistas of the surrounding countryside made this property a pleasure within which to share precious family time. The fishing is pretty good too!"
United States
Lou P.
The price is CA $565
CA $888 total
includes taxes & fees
Nov 14 - Nov 15
A peaceful oasis w breathtaking views. This home is truly one-of-a-kind!
A small, single-story building with a green door, a patio with a table and chairs, and potted plants.

16. Green Cottage Farm Stay & Food

Green Cottage Farm Stay & Food
Gardner
10.0 out of 10, Exceptional, (70 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 CA $195
CA $270 total
includes taxes & fees
Nov 16 - Nov 17
Green Cottage Farm Stay & Food
A spacious living area with a high ceiling, wooden beams, a staircase, and a Christmas tree.

17. Landing(43M0)- Sleeps 20 + Airway Strip + Hot Tub

Landing(43M0)- Sleeps 20 + Airway Strip + Hot Tub
Pleasant Hill
9.6 out of 10, Exceptional, (13 reviews)
"We loved the room we had to spread out in the house and the openness of the property. It was a peaceful and fun environment to have work meetings as well as enjoy downtime with the hot tub and entertainment rooms. "
United States
Pete Y.
The price is CA $586
CA $1,739 total
includes taxes & fees
Nov 11 - Nov 12
Landing(43M0)- Sleeps 20 + Airway Strip + Hot Tub
An outdoor patio with wicker furniture, a fire pit, and a pergola structure.

18. 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 CA $67
CA $373 total
includes taxes & fees
Nov 12 - Nov 13
Overland Park Apartment King Bed, Workspace, & Gym
A living room with a fireplace, two sofas, and a television.

19. Spacious Home_Sleeps 12_5BR_Mins to Arrowhead

Spacious Home_Sleeps 12_5BR_Mins to Arrowhead
Grandview
10.0 out of 10, Exceptional, (4 reviews)
"We enjoyed our stay for a weekend golf trip. Had deer visit us at night in the front yard. Was great for just relaxing around plenty of room."
United States
Justin P.
The price is CA $213
CA $771 total
includes taxes & fees
Nov 23 - Nov 24
Spacious Home_Sleeps 12_5BR_Mins to Arrowhead
A modern building with a curved roof, a patio area with outdoor seating, and a greenhouse structure in the background.

20. Blue Cedar Hangars Near Fishing Pond + Runway

Blue Cedar Hangars Near Fishing Pond + Runway
Pleasant Hill
10.0 out of 10, Exceptional, (4 reviews)
"What a unique but great place to stay for the weekend. Kristen was easy to contact and prompt to respond. Well-appointed accommodations, and fun fishing / boating on the pond. Wish we had another night there to enjoy the firepit. We would definitely stay there if in the area again."
United States
Charlie M.
The price is CA $507
CA $1,301 total
includes taxes & fees
Nov 15 - Nov 16
Blue Cedar Hangars Near Fishing Pond + Runway
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

An indoor swimming pool with clear glass walls, a tiled deck, and a few lounge chairs.
Fairfield Inn & Suites by Marriott Kansas City Belton

Fairfield Inn & Suites by Marriott Kansas City Belton

Fairfield Inn & Suites by Marriott Kansas City Belton
Belton

8/10 Good

Everything was good.
Canada
Ronald Shawn Shawn
Reviewed May 19, 2026
Fairfield Inn & Suites by Marriott Kansas City Belton

Find out more about Cleveland

Everything you need to know about Cleveland vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Cleveland vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Cleveland vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Cleveland vacation rentals we have selected for you start as low as CA $90 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 vacation 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 vacation.

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 vacation rentals in Cleveland?

Yes, you can find vacation rentals close to top sights in Cleveland, or you can select a secluded option if you're looking for relaxation.

What are some of the best vacation rentals in Cleveland?

Spacious 4BR 4 Bath Full Home. All inclusive: Located near Cleveland, this vacation home rental is located next to a golf course and has a fireplace, a balcony, and a barbecue grill 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 you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals are there in Cleveland?

Expedia has 3 vacation 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 larger area.

What are vacation rentals like in Cleveland?

Vacation rentals are private properties you can book for several days or more in Cleveland. Vacation rentals offer extras such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a clean environment, vacation rentals can provide a sense of safety away from shared hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for family trips or small group gatherings.