Holiday rentals with a fire pit in Overland Park

The Little House: Cozy Home in Overland Park

- Adorable house on large lot (not a guest house/cottage) - 110 ft Driveway - Sleeping quarters with queen size bed (comfy memory foam mattress) - Living room with 40" smart TV, sofa-sleeper and additional seating - Fully equipped kitchen w/ eating area - Full bathroom w/ clawfoot tub/shower - Sunroom w/ seating area and daybed - Washer/dryer - Office area w/ desk - Deck w/ outdoor seating and grill - 10 min from the Plaza, 15 min from Westport and Downtown, 25 min from the airport - $25 pet fee

Plunge Pool • Tiki Lounge • Sauna • Near Downtown

A 125-year-old bungalow packed with personality. Inside you’ll find curated worldly décor, many lounge spaces, and the house’s most famous feature: the Lucky Kitty Tiki Lounge, a hidden bar built inside the old garage. Outside, relax in the barrel sauna, cold plunge, and stock tank pool, gather around the fire pit, and unwind under the string lights after a night exploring Kansas City. It’s a one-of-a-kind stay just minutes from downtown, the stadiums, and some of the city’s best restaurants.

Royal Rabbit Charming Bungalow

Bring the whole family to this great place with lots of room for fun. Three bedrooms with an additional loft space makes this a perfect house for families. Plenty of off street parking with a large fenced yard, fire pit, deck and basement play room provides space for everyone. The large kitchen and dining area allow for meals both big and small. Conveniently located with easy access to downtown Kansas City, Speedway, Legends and Plaza Shopping, Arrowhead & Kauffman Stadiums and Union Station.

Convenient Overland Park cottage on quiet street

Come relax in this 2 bed/2 bath cottage and enjoy the privacy of an 800 sq foot single family home. Master has queen bed and it's own private bath. 2nd bedroom has a queen bed. A queen size aerobed mattress is provided for extra sleeping room. Has a 50" flat screen TV equipped with Netflix/DVD player. Kitchen has granite counters and is fully stocked to make any great meal. Dining table seats 4 and kitchen seats another 3. Backyard with fire-pit. Pets welcome. Yard is only partially fenced.

Backyard Artist Studio near Plaza

Backyard Artists Studio! *Pet Friendly* Walking distance to shopping and nightlife districts The Plaza and Westport. 200 sqft tiny living in a quiet backyard at the heart of Kansas City. Located close to everything KC has to offer. We are experts in all things Kansas City. This woodworking shop was turned into a cozy tiny home for artists. It boasts rustic exposed wood ceilings, a vintage kitchenette, patio deck, and comfortable mattress. Same day check-in time is after 6pm.

Enjoy Nature at Modern Farmhouse Close to City

The perfect getaway that's close to it all! Enjoy your privacy at our restored 1933 bungalow on 18 acres just minutes off I-70. Relax after a road trip or gather your friends for a concert. Soak in the tub and get your best night of sleep on a plush mattress. Cook in a stocked kitchen or eat out at restaurants five minutes away. Meander along mowed paths, and let the kids play! We are pet-friendly, and business-ready with Gigabit Internet and an office setup.

Cheerful 3 bedroom fully renovated cottage home

The Hadley cottage is a great place to bring the family for a fun get-a-way or perfect for your work needs. This chic & modern cottage is 3 minutes from I-35 and conveniently located to get you anywhere in the KC metro quickly. This is a quiet neighborhood with wide sidewalks within walking distance to restaurants or shopping. The cottage features a renovated interior in 2022, huge fenced backyard, and a long driveway for ample parking.

Minimalist Modern Strawberry Hill Get-Away Home

Entire, separate entry, second floor studio. Minimalist modern decor, nice clean small space with everything you need. We aim to have your stay be an enjoyable experience, greeting you with a clean home, ensuring you have what you need during the stay, and being available as needed. Approximately 5-10 from downtown KCMO, Power and Light, City Market. Within walking distance of a few local family owned restaurants and bars.

Overland Park Lower Level In-Law Home

Welcome to your perfect home away from home! This newly remodeled and beautifully decorated 1200 sq ft lower-level apartment offers a spacious, comfortable retreat designed for relaxation and convenience. We understand that travel plans can look a little different given the current global economic climate. We truly value each guest who considers staying with us, and in some cases, rates may be open for thoughtful discussion.

Vine & Petal - A Cottage Retreat

IG Handle: @vine_and_petal Ready to escape the hustle and bustle of the city without compromising on amenities? Join us at the Vine & Petal cottage retreat where we invite you to relax and unwind. We are conveniently located 3 minutes from I-435, 8 minutes from I-70, and 10 minutes from Legends Shopping Center including the Kansas Speedway and Sporting KC. Photographers send inquiries only.

The Black Walnut KC Pool House & Hot Tub

New pool house that sleeps up to 5 with two amazing king size beds and a pull out couch along with a beautiful full bathroom. Artificial pet friendly grass, heated pool, and hot tub that open year round make this a unique resort style stay in the heart of the favorite neighborhood of all of Kansas City - Brookside! We do not do parties or events, but love your furry family! @theblackwalnutkc

Charming Waldo Reader's Retreat

Sweet little bungalow in the heart of Waldo. Sits at the back of the property, so there is no fenced in yard. We had a new driveway poured in 2025, you’re welcome to use that or park on the street. Main bedroom is on the ground floor with an additional bed upstairs (the stairs are ladder-like, so not suitable for everyone!). We love this little house so much and think you will too.