Vacation rentals in Stilwell

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Top-rated vacation rentals in Stilwell

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite

The spacious game room features a prominent purple pool table at its center, surrounded by a warm wood design. A dining area is located nearby, while a sleek bar is equipped with seating and multiple TVs, providing ample space for entertainment.

Home in Olathe

Theater•Gamerooms•Kids Room•Chefs Kitchen•3K3Q4T

Welcome to Winstone, a luxurious, spacious home just minutes from Kansas City. Enjoy endless fun with a huge game room, private theater, private bar, arcade, poker room & kids’ playroom. With a fully equipped kitchen, cozy living spaces, 5 bedrooms, 4 full and 2 half bathrooms, it's perfect for families or groups. Located near top KC attractions like Kauffman Stadium, Arrowhead Stadium & Country Club Plaza, Winstone is your ideal spot for relaxation and adventure. Come create lasting memories!

4.95 out of 5 average rating, 43 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!

4.96 out of 5 average rating, 164 reviews

Top guest favorite

Home in Shawnee Mission

Modern 3 Bedroom Home, Sleeps 7, F WiFi + Parking

Welcome to Ariel Stays Enjoy a peaceful and stylish home designed for comfort, relaxation, and productivity. Perfect for professionals, couples, or anyone looking for a quiet and clean place to unwind. What you’ll love: • Cozy and comfortable beds with fresh linens • Dedicated workspace with desk and chair • Fast Wi-Fi for work • Fully equipped kitchen • Free parking on premises Located in a safe and quiet area of Overland Park, close to shopping, restaurants, and everything you need.

5.0 out of 5 average rating, 46 reviews

Top guest favorite

A well-appointed kitchen features full-size white appliances, including a refrigerator and dishwasher. Natural light enters through a skylight, illuminating the countertop and cabinetry. Decorative accents and a floral arrangement enhance the space, creating a functional and inviting atmosphere.

Barn in Bucyrus

Dairy Barn Loft Apartment

Enjoy the sounds of nature when you stay in this unique place. Former dairy barn hayloft converted into adorable loft apartment. Enjoy extreme peace and quiet. 20 minutes south of shopping and some of the finest restaurants the Kansas City area has to offer. This dairy Barn offers Wi-Fi, full size appliances, washer and dryer, two flat screen televisions with Roku. King size bed and queen size hideaway bed couch. Please contact the host for a link to the video of this hidden gem.

5.0 out of 5 average rating, 33 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.

4.97 out of 5 average rating, 147 reviews

Top guest favorite

Guesthouse in Shawnee Mission

Studio Guest House

Enjoy Southern OP in this quiet neighborhood. Our studio guesthouse, completely separated from the main house, has a full kitchen, TV, a new a/c/heater, and google fiber internet. In case you get lonely, we have 2 friendly dogs always looking for attention. We are about 45 minutes away from the Kansas City airport, Kauffman Stadium, Arrowhead Stadium, the KU main campus. We are 10-15 minutes from the Scheels soccer complex. Overland Park has plenty of Kansas bbq and shopping.

4.99 out of 5 average rating, 276 reviews

Top guest favorite

A log cabin is reflected in the calm waters of a private lake, framed by lush greenery. Large windows illuminate the interior, while the structure's pitched roof and outdoor seating area create a welcoming environment for relaxation.

Home in Pleasant Hill

The Cabin at Big Creek

Ultimate Seclusion Nestled away on 120 acres this fully updated log cabin sets on a 5 acre private lake loaded with fish with a rolling creek. Approximately 20 miles from Kansas City. We get several inquires about small weddings, events, parties, etc. Owner has strict no more than 10 guests spending the night. However for micro weddings and events- as long as it stays under 50 people- the flat rate is 1950 plus fees. Can send special quote if wanting to book event

4.98 out of 5 average rating, 60 reviews

Top guest favorite

Home in Shawnee Mission

4BR Home + Private Basement Apt | Overland Park

A whole house to yourselves — 3 levels, 2 kitchens, and room for 8 on a private 1-acre lot. Minutes from Scheels Soccer , Blue Valley Sports Rec, BluHawk AdventHealth Sports Complex & less than 30 minutes to KC World Cup venues and events. Spacious 4BR on a 1-acre corner lot in Overland Park. Three levels, basement apartment, two full kitchens, sleeps 8. BEDS • Primary Suite: King, private bath • Bedroom 2: Queen • Bedroom 3: Two singles • Basement: Queen, private bath

5.0 out of 5 average rating, 18 reviews

Top guest favorite

A cozy seating area is arranged with two leather armchairs and a spacious sectional sofa. Three wooden side tables sit on a soft area rug, accentuating the space's comfort. Natural light filters through a nearby window, enhancing the inviting atmosphere.

Home in Shawnee Mission

Spacious 4 BDRM, Game Room, 85” TV, Fenced Yard

COME CELEBRATE FALL! Stay at our amazing 4 bedroom/3.5 bath home, fully furnished with a mid-century modern vibe. Enjoy the Lower Level featuring an 85" TV, a beautiful wood Stiga ping pong table, and a game table (we even provide poker chips). BBQ grill on the patio. Pets are welcome. Fenced back yard. Fully stocked kitchen. Many extras offered to anticipate a comfortable stay. If you forgot to pack it - we have it! Convenient HWY access. Let us host your next visit!

4.98 out of 5 average rating, 160 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.

5.0 out of 5 average rating, 72 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.

4.96 out of 5 average rating, 163 reviews

Superhost

Home in Shawnee Mission

Perfect entertainment home!

This home offers everything from private creek scenes with a community walking trial to hammocks, shuffle board, air hockey, pool table & so much more to even list! There’s a wine bar upstairs with a full bar downstairs. With a tv in almost every part of the house, you’ll never miss out on highlights from your favorite team! Or if you’re looking for peace & quiet, there’s plenty of space to get away & relax.

4.89 out of 5 average rating, 18 reviews