
Holiday rentals in Greenwood
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Greenwood
Guests agree: these stays are highly rated for location, cleanliness and more.

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

Hippie Hills - Cozy Country Lodging and a Hot Tub
FIFA World Cup Visitors: We speak Dutch, German & Swiss German. Like a storybook, but with Wi-Fi, a hot tub, and a serious hospitality crew. Dogs Taco, Ally, and Bullet greet you at your car, frisbee in tow and zero chill. Donkeys Slim and Shady expect breakfast negotiations, while cats Potato and French Fry judge from afar. Horses Pieces and Jasper love head scratches. Historic Weston, is 5 minutes away with shops, wineries, and charm. After exploring, unwind in the hot tub under starry skies

Cozy home, work/play, easy access to all things KC
The Harris House is a real gem nestled in the heart of Historic DT Lee’s Summit! Just steps away, enjoy shopping, restaurants/bars, coffee shops, Farmer’s Market, & much more! Across the street is Harris Park & Summit Waves water park! Catch a train ride on the Amtrak, or just enjoy the nostalgic sound of the trains as they travel thru this quaint little town! Perfect space for out of town work! Easy hi-way access to Chiefs & Royals stadiums, DT KC, The Plaza, about 20 min from everything KC!

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.

Serenity Creek Treehouse Hidden Valley Retreat
Escape to an adult/teen+ only (12+ yrs) enchanting interconnected treehouse/ tree cabin @ Hidden Valley Wilderness Retreat. Serenity Creek - a private north & south treehouse connected via short open air walkway. - Wing 1: mini-kitchen/light cooking, lvg rm, screened porch, shower rm. + sink vanity. -Wing 2: queen bed, 1/2 bath rm (toilet+ sink.) 2 mi. walking trails, 32+ acres, 2 sm ponds. Main retreat house close by + 2 treehouse/cabins for other guests. Rest in a peaceful setting!

Cozy Private Barndominium/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*

MILO FARM-Sacred Kansas City Retreat
MILO FARM - SACRED LAND sits east of Kansas City & is a nature retreat w/ a cedar forest, a hardwood forest, 2 ponds, bohemian lodge, art studio, pool, barn, miles of trails & whimsical camping spots. Pet and feed the farm animals while you are here! Guests have lower level of the lodge to themselves with 2 suites (with private baths), rec room, bar area, laundry, steam sauna & rock sauna, play room & patio. Milo Farm is located just 30 minutes from KC. More info on MiloFarm.com

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.

Cheerful 2-bedroom cottage
Cheerful 2-bedroom cottage four miles from stadiums with free parking on premises. Family friendly with country feeling close to the city. Bathroom has a walk in shower. Large fully stocked kitchen with separate dinning area. Refrigerator with ice and water through the door. The kitchen has a dishwasher and a washer and dryer laundry area. Plus an added bonus a fully stocked coffee bar. Also added is a EV 240 volt receptacle for charging EV over night.

Cozy Cabin Retreat
Escape to our cabin which earned top-rated Airbnb in all of Kansas for a cozy, quiet getaway. Ideal for unwinding and rejuvenating after the demands of a hectic day. Enjoy scenic hiking trails, axe throwing, horseshoes, or a peaceful walk through our labyrinth. End the day with a stunning sunset over the valley from our swing. Just 5 minutes from the lake! Note: The cabin is on a shared property with a retreat center, Sacred Hearts Healing.

Cozy apartment, private entrance, gas fireplace
Walkout basement apartment with private outside entrance, private queen bedroom, full kitchen, living room with gas fireplace, separate office room (single bed is in the office) , lots of comfortable seating and full private bath. Plenty of natural daylight with full size windows and glass door in the apartment. Please be sure to review our house rules. There are not many, but they are important to adhere to.

Cozy cottage, perfect for traveling families.
There is a cozy gas fireplace that always sets the right mood. The open kitchen is fully equipped for cooking & baking. The back yard is fenced-in, perfect for kids & pets. There is a pond and lovely nature trail just outside the back gate and a children's park across the street in the front of the house. Walkable to nearby grocery, wine/spirits, gym, & restaurants. Available for 27 day rentals or more.
Popular amenities for Greenwood holiday rentals
Other great holiday rentals in Greenwood

The Cozy Escape

Lux tiny off-grid cabin getaway

Serene Countryside Glamping

Beach Theme Cozy Family Fav/4bdrm2king sleeps 12

Redbird Farm camper experience

Secluded 21-Acre Retreat w/Trails & Creek

Newly Renovated Farmhouse ~ 35 min to KC World Cup

The Jefferson Loft
Destinations to explore
- Kansas City Holiday rentals
- St. Louis Holiday rentals
- Branson Holiday rentals
- Oklahoma City Holiday rentals
- Lake of the Ozarks Holiday rentals
- Omaha Holiday rentals
- Tulsa Holiday rentals
- Central Illinois Holiday rentals
- Bentonville Holiday rentals
- Platte River Holiday rentals
- Wichita Holiday rentals
- Des Moines Holiday rentals
- GEHA Field at Arrowhead Stadium
- Oceans of Fun
- Kauffman Stadium
- Kansas City Zoo
- LEGOLAND Discovery Center Kansas City
- The Nelson-Atkins Museum of Art
- Kansas City Convention Center
- Jacob L. Loose Park
- Negro Leagues Baseball Museum
- Union Station
- T-Mobile Center
- Legends Outlets Kansas City
- University of Kansas - Lawrence Campus
- Uptown Theater
- Midland Theatre
- Overland Park Arboretum & Botanical Gardens
- Kauffman Center for the Performing Arts
- National World War I Museum and Memorial
- Science City at Union Station
- Hyde Park
- Bartle Hall
- Kansas City Power & Light District
- Children's Mercy Park
- The Truman




