Vacation rentals in Cleveland

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Top-rated vacation rentals in Cleveland

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Top guest favorite

An open-plan dining and living area features a long dining table with black chairs. Off to the side, a cozy seating arrangement includes a sectional sofa and a coffee table. Natural light floods through large windows, and warm wood paneling creates a comfortable ambiance.

Loft in Louisburg

Modern Loft w/ Brick Walls, Pool Table + Sleeps 12

You are going to LOVE the Lowman Loft - a beautifully refurbished historic building right in the center of Louisburg, Kansas. Only straight highway 40 miles from Kansas City. The loft is 3,000 sq ft. Open dining, living and kitchen areas and four private bedrooms. A perfect option for your friends, families, or workmates, the loft is located in a beautiful neighborhood surrounded by antique shops, local wineries, and wedding venues that you can explore. A short drive to Overland Park or Olathe.

LocationFamilyCondition

4.97 out of 5 average rating, 77 reviews

Guest favorite

A small wooden cabin is positioned on a grassy area, surrounded by trees. A wooden deck with chairs offers outdoor seating. Two hammocks are seen nearby, with a fire pit in the foreground. Soft evening light casts a gentle glow over the exterior.

Tiny home in Cleveland

Lux tiny off-grid cabin getaway

This getaway is the best off-grid camping experience you'll ever have. Said to be located on the ancestral farm of some of the world's most notorious outlaws (The Dalton Gang). This tiny secluded cabin is located on 10 acres of western Missouri prairie. With everything you need for a great night away from it all. But with all the modern amenities that an off-grid camping experience can offer, you don't have to live like a savage to experience what it was like to be a prospector in days gone by.

FamilyLocationAmenities

4.95 out of 5 average rating, 102 reviews

Guest favorite

The cabin exterior features a wooden facade with a covered porch and decorative beams. Surrounding greenery enhances the secluded setting. A flagstone patio is visible, alongside a gravel path leading to an outdoor BBQ area, creating an inviting outdoor space.

Cabin in Peculiar

New Cabin for an Adventure!

Beautiful Western Cabin that is well appointed for a once in a lifetime memorable night or two. The Cabin is secluded and nestled at the base of a ridge line with views of wildlife in the field. Flagstone patio, Table, BBQ, and open firepit provide an ambience with the outdoors to gaze at the stars. For bedding down, step inside the Cabin to a Living room,Queen bed and loft above with two beds, bathroom and shower,TV, StarLink,Full kitchen,LG Washer/Dryer,Coffee maker, and a designer decor.

LocationFamilyGrill

4.94 out of 5 average rating, 34 reviews

Top guest favorite

Home in Cleveland

Lakeview Cottonwood Cottage

Nestled among cottonwood trees, this cozy rustic cottage in a small town accommodates two people. The covered front porch is perfect for enjoying morning coffee while overlooking a 3 acre lake, where you can fish (catch and release), or relax in the evening around a firepit. This quiet neighborhood, south of Kansas city, is 4 miles to Hwy 69, 35 miles to downtown KC, 26 miles to Arrowhead Stadium, and close to several event centers: The Haven, Sunset Ranch, The English Barn, and a microbrewery

LocationAccuracyComfort

5.0 out of 5 average rating, 14 reviews

Guest favorite

Home in Pleasant Hill

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

Welcome to your next unforgettable getaway! 🏡 The Landing – Luxury 5BR, 4BA estate on 75 acres 🛫 Private airstrip for plane arrivals 🎬 Movie theater with 15 recliners & arcade games ⛳ Indoor putting green, shuffleboard & ping pong 🎣 Two fishing ponds & hot tub under the stars 🔥 Outdoor fire pit & seating, propane grill 🍳 Gourmet kitchen + coffee bar 🛏 Sleeps up to 20 with multiple beds & bonus rooms 💻 High-speed WiFi & private workspaces 🌳 Explore acres of scenic Missouri countryside

ValueFamilyAir conditioning

4.91 out of 5 average rating, 58 reviews

Top guest favorite

Guesthouse in Louisburg

Spacious Country Apartment with Modern Amenities

Welcome to Louisburg! Spacious, private entry, 1000 sq. ft. apartment above detached garage within minutes of wineries, antiques & Cider Mill. Set on 15 acres, and 2 miles down a gravel road, you are out of the city and seeing stars, with an amazing 2nd story view. Sleeps up to 6 with separate bedroom with queen bed and low ceiling (62” great for kids!) loft with 2 twins & a double. All wrapped in unique finishes including an amazing shower! Located only 45 minutes from downtown Kansas City!

FamilyValueOutdoor spaces

4.96 out of 5 average rating, 164 reviews

Guest favorite

The guest house exterior is framed by lush trees, featuring a light brown siding with a shingled roof. Large windows allow for natural light, while a welcoming front porch enhances accessibility. A two-car garage is situated to the right of the entrance.

Home in Peculiar

Charming Getaway just south of Kansas City

*This is a smoke-FREE property* Do you have fond memories of staying at grandma's house as a kid? Then you'll love our spacious 1200 sq foot guest house on our beautifully treed, secluded 3 acre property, complete with hobby farm animals. Whether you are coming to visit the KC Metro area or looking to get away from the city, we have you covered. Located just off of I-49 highway, we are less than 30 minutes from the Country Club Plaza, Kauffman and Arrowhead Stadiums, and Downtown Kansas City.

ValueLocationBathroom

4.91 out of 5 average rating, 234 reviews

Top guest favorite

Home in Belton

Newly renovated 3-bedroom home with country views

Your getaway awaits in Belton at this newly renovated farmhouse. With three spacious bedrooms that sleep 8. Two bathrooms with large showers are equipped with towels, bath soap, and a hair dryer for your use. Enjoy the spacious open concept living and dining room that boasts a big screen tv and ample seating. The fully furnished kitchen offers a large island with seating and lots of counter space. Outside you can enjoy a brand new deck that offers a cozy hang out with fire table.

ValueFamilyAccuracy

4.94 out of 5 average rating, 17 reviews

Top guest favorite

A welcoming two-story home is surrounded by a manicured lawn, featuring vibrant flower beds. Rocking chairs are positioned on a large front porch with hanging planters. The sun casts gentle shadows across the neatly trimmed grass, enhancing the peaceful outdoor setting.

Home in Cleveland

Meadow Brooke Lane

Nested on 3 beautiful acres of fenced land. 4 bedrooms (3 with ensuite), fully equipped kitchen, projector, fire, bbq, plus more! This property is located near multiple event spaces making it ideal for small gatherings or enjoying the countryside. Kids and pets alike with love the vast outdoor space to roam and play. There is a charming train that runs the backside of the property making for a unique and fun backdrop. A fantastic dog friendly brewery is within walking distance.

FamilyLocationWifi

4.97 out of 5 average rating, 151 reviews

Top guest favorite

A tree-lined lane showcases tall, bare trees flanking a gravel driveway leading to a red barn. The scene is set against a backdrop of soft, warm light filtering through the branches, hinting at a peaceful countryside atmosphere.

Guesthouse in Cleveland

Guest Suite Retreat: A Southern KC Gem

Relax at our peaceful guest house in Cleveland, set in the countryside near several popular country wedding venues. It’s perfect for up to 4 guests, with a king-size bed, twin daybed, and pullout twin. Whether for a wedding or a relaxing getaway, you'll love the charm of this cozy retreat. Within 15-25 minutes from Louisburg, Belton,Overland Park and just 30 minutes from GEHA Field at Arrowhead, it’s the perfect mix of country comfort and modern convenience.

ValueFamilySolo travel

5.0 out of 5 average rating, 74 reviews

Superhost

Farm stay in Stilwell

Acorn Acres Large Group Retreat

This is a 7 bedroom home on five acres. It was built to be a multi-generational home with separate spaces for young families and large communal rooms for everyone to gather together. It's a great place for retreats or family reunions! There are 2 full kitchens, 3 1/2baths, 3 living rooms. The setting is rural, surrounded by trees, horse pastures, barn. The feel of country but close to all that KC has to offer.

ValueFamilyCleanliness

4.96 out of 5 average rating, 163 reviews

Superhost

Cabin in Cleveland

Field's Edge Cabin | Scenic Views & Modern Comfort

Welcome to Field's Edge, a modern cabin retreat designed for slow mornings, expansive views, and quiet evenings under open skies. Over 10 Acres tucked away just south of the Kansas City metro, this thoughtfully crafted space blends clean, contemporary architecture with warm, natural timber finishes—giving you a serene country escape without the long travel time.

LocationWalkabilityComfort

5.0 out of 5 average rating, 3 reviews