Vacation rentals in Stilwell

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Top-rated vacation rentals in Stilwell

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Top guest favorite
The octagonal cottage is surrounded by a well-manicured lawn and features a stepping stone pathway leading to a patio area. Large windows with shutters offer natural light, and a small air conditioning unit is visible on the side of the structure.
Guesthouse in Eudora
4.9 out of 5 average rating, 236 reviews

Cozy cottage getaway in garden paradise

Get away and relax in a whimsical octagonal cottage surrounded by a lush garden, overlooking a swimming pond and the Wakarusa river. You will have everything you need for a romantic date night or an inspiring place to slow down and reconnect with nature. •1 bedroom open living space with lots of natural light and beautiful views. • Coffee cart with microwave and electric burner and mini frig are provided. • Paddle boat at the lower pond & 2 disc golf nets available for fun. •NO PETS ALLOWED

Top guest favorite
A spacious sleeping area features a queen-size bed dressed in a turquoise coverlet, complemented by decorative pillows. Natural light floods through a nearby window covered with light curtains. A wooden dresser and bedside table add warmth to the room, while framed artwork enhances the decor.
Guesthouse in Westwood
4.99 out of 5 average rating, 676 reviews

Westwood cottage in garden setting

This 400 sq. ft. guesthouse (studio) on a historic property in Westwood, KS has recently been fully renovated and furnished. It has a completely equipped kitchenette, comfortable living area, along with a queen-size bed. The guesthouse also includes a washer/dryer off the kitchenette. The guesthouse is a separate dwelling located on a half an acre property which includes the original farmhouse built in 1889 - the guesthouse added in 1920. Westwood, Kansas is 2 miles from the Country Club Plaza.

Top guest favorite
A welcoming living room features a high ceiling with a large clock above the white brick fireplace. A comfortable sofa and plaid armchair are complemented by wooden coffee and side tables. Soft lighting is provided by two lamps, creating a relaxed ambiance.
Townhouse in Overland Park
4.94 out of 5 average rating, 210 reviews

Bright and spacious townhouse close to everything

Welcome to Overland Park! This spacious townhouse is the perfect home for your family vacation/business trip: Locate in quiet and safe cal-de-sac, yet close to everything! Walking distance to park and Target store; 5 minutes drive to restaurants and shopping as well as grocery stores. Easy access to major freeways. This home is equipped with everything you need: washer/dryer; cooking ware; crib/pac n play available per request. Memory foam mattress. Beautiful private backyard and 2 car garage.

Superhost
Home in Stilwell
4.86 out of 5 average rating, 72 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 cars (garage not accessible)

Top guest favorite
Guesthouse in Louisburg
4.97 out of 5 average rating, 130 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 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, 500 reviews

Secret Garden Short Stay

1 King Bed. 1 Twin air mattress rollaway (plz req rollaway) Washer/Dryer for your use. Wi-Fi Fiber. Sep. fenced backyard area with Priv. entry into your basemnt area that is located around the back of our main house. Parking space on prop. Dog park, walking trails. Pet fee is charged. Close to highwy, & shopping. We also have Solar panels that provide some back up for the heat/air and refrig. Entire daylight basement is separate from us upstairs with locked door. Does have couple of steps.

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, 44 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 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
4.96 out of 5 average rating, 101 reviews

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.

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, 214 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.

Guest favorite
The exterior of a multi-story home features a welcoming front porch surrounded by lush, green landscaping. A stone pathway leads to the entrance, which is framed by large windows, offering a glimpse of the interior. Mature trees provide a natural backdrop in the yard.
Home in Stilwell
5 out of 5 average rating, 33 reviews

Acorn Acres Family Retreat (3/4 of Acorn acres)

Retreat and gathering space for family or large groups. Sleeps up to 30, gathering space seats 30 for dining, more for events! This is 3 out of 4 floors of Acorn Acres - perfect for groups up to 30. Basement level and garage have separate entrance for owners. Basement level is also separate BNB listing - when occupied the basement guest have the brick Patio. Guest of top floors have deck and all of front and side yards. Property has 5 acres and lots of space !

Guest favorite
A spacious reproduction Conestoga wagon is positioned on a gravel surface, with a covered outdoor kitchen nearby. The vibrant sunset paints the sky in warm colors, while the surrounding grassy area offers an open, tranquil setting for relaxation.
Farm stay in LaCygne
4.96 out of 5 average rating, 106 reviews

Covered Wagon1 @IsinglassEstate

Isinglass Estate is anything but ordinary. Our reproduction Conestoga Wagons have it all- with heat, A/C, a full bathroom, your own private outdoor kitchen and firepit, and five star details to complement the 100acre views of the polo field and vineyards! Wagon guests enjoy access to our 600 acre estate with fishing, hiking, vineyards, blackberries, a petting zoo, horseback rides, horse-drawn carriage rides, plus a restaurant and winery tasting room all on-site.

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
5 out of 5 average rating, 67 reviews

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.

Popular amenities for Stilwell vacation rentals

  1. Airbnb
  2. United States
  3. Kansas
  4. Johnson County
  5. Stilwell