Vacation rentals in Greenwood

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Top-rated vacation rentals in Greenwood

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Superhost
A bright living area features a dark sofa paired with a mid-century modern coffee table. Shelves are filled with decor and plants, while a plant stands nearby. Natural light enters through two windows with white blinds, illuminating the hardwood floor.
Guesthouse in Lee's Summit
4.9 out of 5 average rating, 611 reviews

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!

Superhost
An aerial view captures the spacious countryside property, featuring rolling green fields, a long gravel driveway leading to the home, and surrounding wooded areas. The peaceful landscape reflects the serene atmosphere of the family farm, inviting guests to explore the natural surroundings.
Farm stay in Oak Grove
4.84 out of 5 average rating, 122 reviews

"GardenView" Guest Quarters-Hidden Acres

Located safely just outside the city, in the peaceful serenity of the beautiful countryside. Come stay with us, on the family farm where you will find acres of natural pasture where goats graze and chickens roost in the farmyard. Tucked away and surrounded by many privacy trees the property is breathtaking, relaxing, a place of safety, yet not too far away from town and popular destinations. **5 yrs of professional administrative B&B hosting/hospitality experience. Family Friendly!

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, 223 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!

Superhost
A log cabin exterior is framed by lush greenery and a clear blue sky. The structure features a stone chimney and a green metal roof, complemented by a wooden deck with railing. A winding brick pathway leads to the entrance, enhancing the natural surroundings.
Townhouse in Lee's Summit
4.82 out of 5 average rating, 134 reviews

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.

Top guest favorite
A bright and airy living space features a white sectional sofa and a sleek coffee table. A television is mounted on a wooden shelf, which displays decorative items and books. Light floods in through two windows, highlighting the warm tones of the wooden floor.
Guesthouse in Kansas City
4.98 out of 5 average rating, 266 reviews

Coho (Cozy Boho) Carriage House, Near Plaza

Come experience this century old, newly renovated carriage house right in the heart of Kansas City! With extremely close proximity to the city’s favorite destinations, this historic abode will help make your stay convenient and cozy. Locations and their distances from where you'll be: - The Nelson-Atkins Museum - 1.6 Miles - The Plaza - 1.7 Miles - Kansas City Zoo - 4 Miles - Union Station - 4.6 Miles - Downtown - 5.1 Miles - Chiefs & Royals Stadiums - 5.6 Miles

Top guest favorite
A charming cottage features a welcoming front porch adorned with seasonal decorations. The exterior, painted in dark tones, is complemented by white pillars and large windows. Vibrant fall leaves blanket the yard, enhancing the natural setting. A gentle sun filters through the trees, creating a warm ambiance.
Cottage in Kansas City
4.98 out of 5 average rating, 609 reviews

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.

Top guest favorite
A cozy living area features a brown leather couch paired with a stylish side table and an eclectic floor lamp. A compact dining table with metal chairs is positioned near a large mirror, while natural light filters through the windows, enhancing the inviting space.
Home in Lee's Summit
4.92 out of 5 average rating, 118 reviews

Charming Mid-century Home DTLS

In downtown Lees Summit, our 2-bed, 1-bath Airbnb blends modern design with historic charm. Luxurious king-size bed in the master, a twin trundle bed in the guest room with dedicated workspace. Stylish bathroom with modern fixtures. Perfectly located for dining, shopping, and entertainment. Cozy living space, well-equipped kitchen. Fast WiFi. Your ideal home away from home in vibrant downtown. Book now for an unforgettable Lee’s Summit adventure!

Guest favorite
The historic home features a charming façade with two inviting entrances, framed by lush green trees. A welcoming porch is adorned with flower baskets, and a low fence surrounds the property, giving it a friendly and approachable appearance.
Home in Liberty
4.95 out of 5 average rating, 619 reviews

Historic Downtown Liberty Home - B

Historic home, steps from downtown Liberty Square & just blocks from William Jewell College. Walk to fabulous shopping & great restaurants! Light, bright & spacious Living Room w/ sleeper couch & complete kitchenette, coffee/wine bar, spa-like bathroom w/ walk-in Carrara marble shower, large bedroom w/ vanity & California King comfy bed. Inviting front porch w/ swing. Tall windows, hardwoods. Private entrance. No shared spaces. Great Amenities!

Guest favorite
A charming cottage features a distinctive tower and is painted in light blue with dark blue trim. The entrance, adorned with a seasonal wreath, is flanked by a small seating area. A stone pathway leads to the steps, providing access to the welcoming porch.
Guesthouse in Lone Jack
4.92 out of 5 average rating, 316 reviews

Adorable cottage on Beautiful property w/ hot tub

Take it easy at this unique and tranquil getaway. Enjoy your own private cottage with all your essentials; You also have access to the property's hot tub and 1 acre pond stocked with catfish, blue gill, and bass! The cottage has a 1 queen size bed and a mattress in the loft . Please note: we do live on this property and the cottage is next to our main house. We have friendly outdoor cats they do freely roam the property.

Top guest favorite
A cozy living area features two navy blue sofas facing a circular wooden coffee table. Two light grey accent chairs are positioned nearby. A flat-screen television is mounted above a gas fireplace, with natural light coming through two windows. A colorful area rug enhances the space.
Cottage in Pleasant Hill
4.96 out of 5 average rating, 112 reviews

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.

Superhost
A modern studio suite features a spacious bed with crisp white linens and a cozy reading chair beside it. A kitchenette is visible in the background, equipped with a microwave and mini-fridge. Soft lighting complements the neutral decor, creating a welcoming atmosphere.
Guest suite in Grandview
4.83 out of 5 average rating, 127 reviews

Couples or Solo Travelers - Modern Guest Suite

Guests love the convenience and ease of this modern studio suite w/ separate entrance, privacy gate & parking! Has own heating unit & A/C so you can control the temperature to your liking. This walk-out suite is located on the corner of our house, there's a bedroom above it, so you may hear occasional footsteps, sound generally hasn’t been a problem for any guests that have stayed here.

Guest favorite
The spacious living area features a sectional sofa and a large area rug, creating a comfortable seating space. Sunlight filters through the large windows, which are adorned with white blinds. A wooden desk and artwork enhance the inviting atmosphere.
Apartment in Lee's Summit
4.93 out of 5 average rating, 241 reviews

Great Space! 2 Blocks from Downtown Lee's Summit!

5 minute walk to downtown Lee's Summit! My place is close to great restaurants, coffee shops, family-friendly activities, shopping, bars and a whole slew of entertainment. You’ll love my place because of the location, the ambiance, and the people. My place is good for couples, solo adventurers, business travelers, and families (with kids). A park is directly across the street as well:)

Popular amenities for Greenwood vacation rentals

  1. Airbnb
  2. United States
  3. Missouri
  4. Jackson County
  5. Greenwood