
Holiday houses in Greenwood
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Top-rated holiday rentals in Greenwood
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LS Bungalow in downtown Lee's Summit
Kick back and relax in this calm, stylish space. This place is exquisite. Easy Access to the BIG SOCCER GAMES. 5 minute walk to FIFA transportation. Great for couples, business, vacation, or just visiting Private, parking. You will love this location. You can park and never have to get back in it until you go home. Just steps from nationally ranked Downtown Lee's Summits restaurants, shops and bars, You're 20 min from downtown Kansas City and 15 min from Royals Kauffman & Arrowhead Stadium

Soaking Pool • Hot Tub • 27 min to Arrowhead
Escape to KCcabin — a modern, secluded retreat in the Lake Lotawana area (no lake access). This new-build hideaway offers 2 bedrooms plus bunk beds, NEWLY ADDED soaking pool and hot tub with wooded views, spacious deck & grill, 65" smart TV, WiFi, washer/dryer, and a workspace with standing desk. Just minutes to dining, marinas, and only 30 min to downtown KC. Perfect for families, couples, or remote work getaways. If you'd like to view a walkthrough video, message me and I can send you a link.

Cozy home, World Cup- walk to FIFA Fan Shuttle
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!

The Cottage
The Cottage, with a studio style layout, is a bright and clean space just one mile from historic downtown lees summit with local shops, bars and restaurants. The cottage is ~20 min from downtown Kansas City and 15 min from Kaufman and Arrowhead Stadium. This newly renovated 1900s milk barn is unique and special with a lot of charm, with a few of the modern conveniences. Guests are welcome to take advantage of the two acre landscaped yard and enjoy a delicious s’more at the outdoor fire pit!

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*

South KC/ Lee's Summit spacious charmer!
Whether traveling for business or with family you'll will be close to everything when you stay at this centrally-located place. Lee's Summit boasts several shopping, restaurants and activities but also located on the south suburban side of the Kansas City metro area keeping you close to all the action in a safe family-friendly neighborhood. You'll have everything you need in this space with two bedrooms, full kitchen, laundry use and free on-street parking. Located in daylight basement.

Nostalgic and charming condo with rooftop patio
Our condo is located in the heart of beautiful and award winning downtown Main Street in Lee’s Summit, MO. Walk to local shops and restaurants. It’s on the 2nd floor of an historic site with the most amazing rooftop patio and the best views of downtown Lee’s Summit. Three large bedrooms and 2 full bathrooms. Large, well equipped kitchen and large living room with work station. Relax in comfort and sophisticated style. Only 15 miles to stadiums and 20 miles to downtown KC.

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

Lone Jack Cabin - Studio Suite
Beautiful private log cabin suite, conveniently located just east of the Kansas City Metro with great highway access. Close to wedding venues: Lone Summit Ranch, Powell Gardens and Stonehaus Winery. All the comforts of home! The suite features a king bed, sitting area with gas fireplace, private bath with shower, whirlpool jetted tub and kitchenette. The kitchenette includes a full-size refrigerator, small stove/oven, microwave and sink. Electric grill on private deck.

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.

Cedar Hollow Bungalow, Lee’s Summit MO
This beautiful cottage-style bungalow has two bedrooms with queen size beds and one bath. This home has been completely renovated and is located on its own 1 acre plot with private parking and is part of a larger 20 acre farm. Enjoy waking up to the sounds of the birds, seeing other wildlife and a wooded walking trail beside a rocky stream in your own private get-a-way.

Pilot's Pad Studio on 75 Acres + Fishing Pond
✈️ 1 Bedroom + Living Space • 1 Bath • Sleeps 3 ✈️ Breathtaking countryside views ✈️ King Bed + Futon Couch ✈️ Smart TV & High-Speed Wi-Fi ✈️ Fully Equipped Kitchen + Coffee Bar ✈️ Bar Height Dining for 2 ✈️ Luxury Tommy Bahama Bath Products ✈️ Private Patio with Fire Pit ✈️ Stocked Fishing Pond & Private Runway ✈️ Mini Split HVAC ✈️ Private Parking
Popular amenities for Greenwood holiday rentals
Other great holiday rentals in Greenwood

The Cozy Escape

Serene Countryside Glamping

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OneNinth-Luxury Downtown Retreat

Traditional Meets Design House

Nick's Place

New Cabin for an Adventure!

Family Retreat w/ Large Yard & Garage
Destinations to explore
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- GEHA Field at Arrowhead Stadium
- Kauffman Stadium
- Kansas City Zoo
- Legends Outlets Kansas City
- The Nelson-Atkins Museum of Art
- Kansas City Convention Center
- T-Mobile Center
- Jacob L. Loose Park
- University of Kansas - Lawrence Campus
- Overland Park Convention Center
- Overland Park Arboretum & Botanical Gardens
- Negro Leagues Baseball Museum
- Hyde Park
- Uptown Theater
- Kauffman Center for the Performing Arts
- Kansas City Power & Light District
- National World War I Museum and Memorial
- City Market
- Starlight Theatre
- Arabia Steamboat Museum
- The Ewing And Muriel Kauffman Memorial Garden
- Science City at Union Station
- Q39 Midtown
- Kemper Museum of Contemporary Art





