Vacation rentals in Stilwell

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Top-rated vacation rentals in Stilwell

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Guest favorite
A cozy living room is showcased with two brown leather sofas, a coffee table, and lamps on either side. A television is mounted on the wall opposite the seating. Natural light enters through two windows, while decorative items and plants add a welcoming touch.
Home in Olathe
4.83 out of 5 average rating, 103 reviews

Newly renovated - all amenities

Come and stay in our spacious & beautiful 1k sq ft apartment in the private, lower level of our home (we live upstairs). This space has been recently remodeled and has many sunny windows and great amenities for you. Our home is nestled in a popular Olathe neighborhood on a culture de sac that's known for safety and home town feeling. Guest have entire lower level to themselves. Host highly focused on great customer service and will always respond in a timely fashion to comments and questions

Top guest favorite
Guesthouse in Louisburg
4.97 out of 5 average rating, 124 reviews

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!

Top guest favorite
A well-furnished living area features a light-colored sofa with decorative cushions, positioned across from a wooden coffee table. Framed artwork of ducks adorns the walls. Two dark doors lead to different spaces, and a small kitchenette is visible in the background.
Guest suite in Olathe
4.96 out of 5 average rating, 78 reviews

Cozy Basement Studio l Near I-35

Enjoy a welcoming stay in our cozy basement studio, with its own private entrance. We are tucked away in a quiet Olathe neighborhood. Take the nearby walking trail to restaurants or the grocery store. Conveniently located just 1 mile from the north or south I-35 exit, we're about 23 minutes from downtown KC. We offer a rollaway bed that will comfortably sleep a child or teen. Gluten free or dairy free? I'll share the safe spots to dine. Message me with any questions—I’m happy to help!

Top guest favorite
A broad driveway leads to a spacious building featuring a mix of brick and blue siding. Two garage doors are visible, framed by landscaped green areas and decorative fencing. The serene surroundings are complemented by trees in the background, creating a peaceful entrance.
Barn in Greenwood
4.91 out of 5 average rating, 195 reviews

Cozy private cottage/studio

Private studio on the second level of our detached garage behind our main house. Located in a resort-like property. Quiet and safe neighborhood. Minutes from downtown Lee's Summit. Coffee shop/bakery within walking distance. Several restaurants close by, 1 mile to iconic antique malls. Perfect place for traveling professionals. Close to Hwy 291. We use the garage for storage and to work on our vehicles occasionally, you might hear us working. *There is no smoking/vaping in the apartment*

Top guest favorite
A modern tiny home is nestled among lush greenery, featuring a large deck with seating. Glass doors open to the deck, offering views of a gentle stream. A stone path leads over a small bridge, connecting the home to the natural surroundings.
Tiny home in Bucyrus
4.93 out of 5 average rating, 43 reviews

The Cabin

Escape to tranquility! This tiny modern home, sits on a slow moving stream. The perfect blend of nature and luxury. Nestled on 20 lush acres surrounded by trees. Enjoy a full kitchen, washer/dryer, dishwasher & an outdoor fire pit. Private access to pool (staying guests only) , basketball court & a regulation pickleball court. Just 5 miles from the Bourgmont Winery & minutes to the Overland Park Arboretum. Kid tent party option , additional cost per guest. Horses do roam the open field.

Top guest favorite
A spacious living area features a large, light-colored sectional sofa positioned on a textured area rug. Exposed wooden beams and modern pendant lights highlight the ceiling. In the background, an open-concept kitchen is partially visible, showcasing a clean, renovated design.
Loft in Kansas City
4.97 out of 5 average rating, 241 reviews

Truman Loft

Truly one of a kind Historic property converted into a spacious, cozy loft in the heart of South KC. This 100-year-old space(5 min from HS Truman farm. He spoke on this stage on his first political campaign) has been completely rennovated with concrete countertops, beautifully vaulted ceilings, huge bathroom, built in workspace and even a fun kid's room. Let the natural light pour through the massive windows or close the curtains and dim the lights:) We hope you enjoy it as much as us!

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
5 out of 5 average rating, 27 reviews

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.

Top guest favorite
The exterior of a charming studio guesthouse is presented, featuring a white façade with decorative white trim. Two large windows and a door with a small wreath add to the inviting look. A black vehicle is parked in front, surrounded by greenery.
Guesthouse in Overland Park
4.99 out of 5 average rating, 190 reviews

Studio Guest House

Enjoy Southern OP in this quiet neighborhood. Our studio guesthouse 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, and the Harry S Truman sports complex. We are 10-15 minutes from the Scheels soccer complex. Overland Park has plenty of Kansas barbecue and shopping.

Superhost
Home in Stilwell
4.86 out of 5 average rating, 70 reviews

Creekside Lodge - Sleeps 14 + Fire Pit + Pond

🌲 Creekside Lodge – Kansas City Countryside 🏡 6 Bedrooms • 4 Baths • Sleeps 14 ✨ Spacious lodge on 22 private acres — perfect for reunions & retreats 🛋️ Two large living rooms with Smart TVs, board games & air hockey 🍳 Fully stocked kitchen + deluxe coffee bar 🛏️ 2 Kings • 4 Queens • 1 Full + daybed 🧴 Luxury bath products & in-home laundry 🔥 Fire pit, pavilion with pond views, volleyball net & wide-open outdoor space 🚗 Private driveway parking for multiple vehicles

Top guest favorite
The exterior of the home is framed by lush greenery and colorful flowerbeds. A well-maintained lawn leads to the front entrance, where large windows provide ample natural light. An American flag waves gently from the porch, surrounded by trees offering shade.
Guest suite in Overland Park
4.93 out of 5 average rating, 142 reviews

Private DayLight Basement, Own Entrance, 1800 s/f

Spacious & beautiful 1800 sq ft apartment, sanitized, private entrance w/smart lock, Lg open floor plan, furnished kitchen - appliances, dishes, cookware, own Laundry, bath rm w/2 sinks, 55" smart HDTV, 2 queen beds, one private bedroom, one open bedroom with curtain surround, private lower level of home, Many sunny windows, cul de sac, many restaurants & shops, 2 min to hwy 69, Driveway parking. Pets welcome, Pet rules are under Booking Settings, then House Rules.

Top guest favorite
A cozy sleeping area features a spacious bed with striped bedding and layers of soft blankets. A dark upholstered bench with textured throws sits at the foot of the bed. A bedside lamp provides soft lighting, and a decorative cabinet stands nearby.
Guest suite in Olathe
4.98 out of 5 average rating, 471 reviews

Secret Garden Short Stay

1 King Bed. 1 Twin air mattress roll away (plz req rollaway) Washer/Dryer for your personal use. Fast Wi-Fi Fiber. Sep. fenced off backyard area with Private entry into your basement area that is located around the back of the main house. Parking space on property. Dog park, walking trails. Restaurants close by. Close to highwy, gas stations and shopping. We also have Solar panels that provide some back up for the heat/air and refrig if electricity goes out!!!

Superhost
A spacious lower-level apartment is depicted, featuring a dining area with a black table and four chairs. A comfortable seating area showcases a dark sofa and large wall-mounted television. A coffee maker and various dishes are neatly arranged on a nearby cart, contributing to the practical design.
Apartment in Grandview
4.76 out of 5 average rating, 29 reviews

Spacious, Private Studio Overlooking Green Space

You will love your stay here in this peaceful, spacious, completely stand alone, lower-level, walkout apartment. Large patio windows west allow views into beautifully treed field. Apartment with fully furnished kitchen including coffee maker, (w/ tea, coffee), fridge/freezer, pots, pans, utensils, plates, bowls, glasses, mugs, and double hot plates. Please note that this is a lower level apartment. You will hear normal noise from the people living upstairs.

Popular amenities for Stilwell vacation rentals

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