Greenwood vacation rentals

We found 83 vacation rentals — enter your dates for availability

Scroll through and select from vacation rentals in Greenwood to find one that's perfect for your trip. Whether you’re traveling with friends, family, or just with your pet, vacation rentals have the best amenities for hanging out with the people that matter most, which might include WiFi and a pool. No matter what you're looking for, you'll be able to choose a rental that has what everyone needs, including a place that's non-smoking or offers accessibility.

Vacation rentals with weekly discounts - Greenwood

Showing deals for:Nov 14 - Nov 21

Image gallery for Estate Home Heated Pool Hot Tub Beach Wi-Fi 8 acres 5000 sqft 5 bd 3.5 bath

Pool
10 out of 10 rating
Exceptional
(12 reviews)

Estate Home Heated Pool Hot Tub Beach Wi-Fi 8 acres 5000 sqft 5 bd 3.5 bath

Greenwood, MO

10% off
Price is CA $1,113
CA $8,896 total
includes taxes & fees
Estate Home Heated Pool Hot Tub Beach Wi-Fi 8 acres 5000 sqft 5 bd 3.5 bath

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Find out more about Greenwood

Find out more about Greenwood

Why visit Greenwood

  1. Outdoor Adventures: Enjoy a range of activities in urban parks and serene lakes, perfect for nature lovers and families.
  2. Charming Scenery: Explore picturesque landscapes and green meadows in southern Greenwood County, ideal for relaxation.
  3. Vibrant Downtown: Experience the lively atmosphere with local shops, restaurants, and cultural spots in downtown Greenwood.
  4. Historic Excursions: Discover nearby cities rich in history and friendly charm, enhancing your travel experience.
  5. Diverse Accommodations: Choose from cozy vacation rentals, private homes, and local hotels for a comfortable stay.

Popular types of accommodation in Greenwood

Experience the charm of Greenwood with our selection of vacation rentals, including private homes, villas, and apartments. Whether you’re looking for cozy accommodations or brand new homes, we’ve got you covered. Explore local hotels and discover the best of Greenwood, ensuring a memorable stay. No matter your travel plans, we can help you find the perfect spot to unwind and enjoy all that this lovely destination has to offer.

  • Houses: The top choice for visitors in Greenwood, these homes offer spacious and comfortable settings, perfect for families or groups.
  • Villas: A close second, villas provide luxurious accommodations with ample amenities for a relaxing getaway.
  • Apartments: Ideal for couples or solo travellers, apartments offer convenient and cozy living spaces.
  • Condos: With a mix of comfort and community, condos are a popular option for those seeking a home-like feel.
  • Cottages: Charming and quaint, cottages are perfect for a peaceful retreat in nature.**

Top attractions in Greenwood

Greenwood, Missouri, offers a delightful mix of outdoor adventures and scenic spots perfect for romantic getaways. Visitors can explore urban parks, serene lakes, and charming churches, making it an ideal destination for families and those seeking a vibrant city experience. Whether you're looking to enjoy nature or soak up local culture, Greenwood has something for everyone.

  1. Missouri Town 1855: Experience the charm of a reconstructed 19th-century village, complete with historic buildings, costumed interpreters, and engaging exhibits that immerse you in the region's rich culture and history.
  2. Blue Spring: Discover a picturesque lake surrounded by scenic beauty, ideal for romantic strolls, outdoor activities, and relaxing beach vibes, making it a perfect getaway for nature lovers.
  3. Belton Grandview and Kansas City Railroad and Museum: Step back in time at this railway museum, where you can explore vintage locomotives, learn about the area's rail history, and appreciate the cultural significance of rail travel.

Things to do recommended for couples

For a romantic getaway in Greenwood, visit Stonehaus Farms Winery, just 11.3km away. Enjoy the enchanting atmosphere with live entertainment and savour exquisite wines, perfect for creating lasting memories together. Indulge in the romance and beauty that this charming winery offers.

Things to do recommended for families

Your family vacation in Greenwood, Missouri, will be memorable! Catch an exciting game at GEHA Field at Arrowhead Stadium, enjoy adventure at Paradise Park, or relax in the natural beauty of Swope Park. Each location offers a unique experience perfect for family bonding.

Things to do recommended for groups

Groups visiting Greenwood, Missouri, can enjoy a captivating performance at the Starlight Theatre, embark on an adventurous hike at the South Trailhead, or indulge in craft brews at Crane Brewing for a delightful evening. Each location offers a unique blend of culture, adventure, and romance.

What do I need to keep in mind when booking a vacation in Greenwood

If you're planning a trip with a group, family, pets, or considering extended stays, it’s important to prioritize your search accordingly. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Greenwood with a group: Think about how many bedrooms you require, as well as additional features like a complete kitchen or outdoor space for group gatherings. Thankfully, you can easily refine your search for all these options and more on Vrbo.
  • Traveling to Greenwood with young kids: Traveling with young children can present its own set of challenges. It’s important to prioritize their comfort and safety, along with amenities that are suitable for their age, like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Greenwood: For many families, a trip wouldn’t feel complete without their beloved pet by their side. If this resonates with you, explore Vrbo properties that welcome pets. Most of these accommodations come equipped with feeding bowls and cozy beds, ensuring that every member of the family feels at home.
  • Planning for a long term stay visiting Greenwood: If you're in search of vacation rentals that offer special rates for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to consider adding features like a parking space, a well-equipped kitchen, or a private pool to your search criteria as well.

Where to stay in Greenwood

Greenwood, Missouri, offers a delightful mix of outdoor adventures and charming scenery, perfect for a romantic getaway or a family-friendly vacation. Explore the vibrant downtown area and the picturesque southern Greenwood County, where green meadows invite relaxation. Nearby cities enhance your experience with their rich history and friendly atmospheres, making each excursion memorable. Whether you're seeking tranquility or excitement, Greenwood and its surroundings have something special for every traveller.

  • Lee's Summit: Lee's Summit is a vibrant city located 8.0km from Greenwood, offering an excellent blend of family-friendly activities, sports, and outdoor experiences. Visitors can explore various shopping centres and recreational areas, making it a perfect spot for those looking to unwind. The city is home to notable landmarks, including sports facilities and scenic lakes, providing ample opportunities for both leisure and adventure. Whether you’re catching a game at the stadium or enjoying a peaceful day by the lake, Lee's Summit is sure to delight every traveller.
  • Lake Winnebago: Nestled within the Greenwood area, Lake Winnebago is a picturesque village that draws visitors seeking outdoor adventures, stunning scenery, and romantic experiences. The village features a range of recreational areas and shopping options, perfect for a day out. Nature lovers will appreciate the nearby national state park and environmental centre, offering beautiful trails and wildlife viewing opportunities. Whether you're picnicking by the lake or exploring the serene landscapes, Lake Winnebago is ideal for those looking to connect with nature.
  • Pleasant Hill: Located 9.7km from Greenwood, Pleasant Hill is a charming city known for its outdoor activities, beautiful scenery, and romantic ambiance. Visitors can enjoy a variety of recreational areas and educational attractions, as well as an amusement park for some family fun. Local highlights include a tranquil lake and an event conference venue, making it a versatile destination for both relaxation and entertainment. With its welcoming atmosphere and scenic views, Pleasant Hill is a great addition to your travel itinerary.

Best time to go to Greenwood

If you're planning a trip to Greenwood, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in April and June to July, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January30.2°F (-1.0°C)No Rain (Dry)Mostly SunnySlightly LowSlightly Low
February33.1°F (0.6°C)Light RainMostly SunnyAverageSlightly Low
March45.7°F (7.6°C)Light RainMostly SunnyAverageSlightly Low
April54.7°F (12.6°C)Light RainMostly SunnySlightly HighAverage
May64.6°F (18.1°C)Light RainMostly SunnyAverageAverage
June75.2°F (24.0°C)Light RainMostly SunnySlightly HighSlightly High
July78.4°F (25.8°C)Light RainMostly SunnySlightly HighSlightly High
August76.8°F (24.9°C)Light RainMostly SunnyAverageAverage
September70.3°F (21.3°C)Light RainMostly SunnyAverageAverage
October57.4°F (14.1°C)Light RainMostly SunnyAverageAverage
November45.3°F (7.4°C)Light RainMostly SunnySlightly LowSlightly High
December35.8°F (2.1°C)Light RainMostly SunnySlightly LowAverage

Booking with Vrbo is simple

Looking to save on your next adventure? Consider being flexible with your travel dates, as prices can differ significantly. Moreover, extending your stay often results in substantial savings. To discover the ideal Vrbo property that fits your budget, take advantage of our filters to search by price, location, and type of vacation rental. We're here to help you find the perfect getaway!

Vrbo Trips: Planning made easy

Vrbo's Trip Board provides a convenient platform for you to plan new adventures, keep your travel arrangements on track, or manage your existing bookings. Your saved or reserved properties are neatly categorized into Potential, Upcoming, or Current Trips for easy access. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Find the perfect vacation rental for your Greenwood getaway

Learn about the unique charm of Greenwood with a stay in a private vacation home. This city is well-known for its restaurants and shopping. Are you looking for specific amenities for your getaway? Many of our vacation rentals feature full kitchens and laundry facilities.

Sightseeing in and around Greenwood

Are you hoping to find attractions to see in the city? Venture out of your vacation home and experience everything that makes Greenwood a fun spot to vacation. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • Bay Water Park (9.9 mi / 16 km)
  • Blue Spring (12.2 mi / 19.7 km)
  • Minor Park Golf Course (13.8 mi / 22.2 km)
  • Kansas City Zoo (14.3 mi / 23.1 km)
  • Paradise Park (6.6 mi / 10.6 km)
  • Stonehaus Farms Winery (6.9 mi / 11.1 km)

Exploring the natural features in Greenwood

Whether you're looking for adventure or just want to take in the scenery, Greenwood is a great place to spend some time outside. These are some of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city center:

  • Blue Spring (12.2 mi / 19.7 km)
  • Swope Park (13.8 mi / 22.3 km)
  • Burr Oak Woods Conservation Area (14 mi / 22.5 km)
  • Lake Remembrance (14 mi / 22.6 km)
  • Powell Gardens (16.3 mi / 26.3 km)
  • Harrisonville City Park (12.9 mi / 20.7 km)

Transportation to and around Greenwood

The nearest airport is in Kansas City International Airport (MCI), located 36.6 mi (58.9 km) from the city center.

Frequently asked questions

What is the best area to stay in Greenwood when booking a vacation rental?
When considering a vacation rental in Greenwood, Missouri, a popular area to stay is near the charming downtown area. This neighbourhood offers a quaint atmosphere with easy access to local shops and eateries, making it an ideal spot for those who appreciate a small-town vibe while still being close to urban conveniences. The proximity to attractions such as the nearby James A. Reed Memorial Wildlife Area provides ample opportunities for outdoor enthusiasts to explore scenic trails and enjoy birdwatching.

Another great option is to look for rentals in the surrounding suburban areas, which often feature larger properties and family-friendly amenities. These areas tend to have a number of vacation rentals available, suiting various group sizes and budgets. Staying here also grants convenient access to the vibrant Kansas City metropolitan area, where visitors can indulge in cultural experiences, dining, and entertainment.
How much does it cost to rent a vacation home in Greenwood?
Prices for vacation rentals in Greenwood vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Greenwood to more spacious homes.
Are there any discounts for Greenwood vacation house rentals?
You can find great discounts on house rentals in Greenwood on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What is the most popular type of vacation rental accomodation in Greenwood?
In Greenwood, vacation houses are the most popular type of rental accommodation, with several options available throughout the area. These properties typically provide spacious living environments, featuring multiple bedrooms, fully equipped kitchens, and comfortable living areas ideal for families or groups. Many vacation houses also include outdoor spaces such as patios or gardens, superb for relaxing after a day of exploring the local attractions.
Are there any family house rentals in Greenwood?
In Greenwood, Missouri, there are several family-friendly house rentals available, making it an excellent choice for groups seeking a comfortable stay. The neighbourhoods around the area offer spacious homes that typically include amenities such as fully equipped kitchens, ample living spaces for relaxation, and outdoor areas great for children to play.
Can I rent a vacation home with a pool or hot tub in Greenwood?
In Greenwood, Missouri, there are several vacation homes available for rent that feature pools and hot tubs. This charming suburban area offers a relaxing environment for travellers looking to enjoy a getaway. Many of these properties include amenities such as private pools, hot tubs, spacious outdoor areas, and fully equipped kitchens, making them ideal for family gatherings or group retreats.
Can I find long-stay vacation rentals in Greenwood?
A long-stay vacation rental in Greenwood is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Greenwood?
In Greenwood, Missouri, there are several pet-friendly house rentals available, providing a welcoming environment for travellers with pets. These rentals typically feature amenities such as spacious backyards, modern kitchens, and comfortable living areas, making them suitable for families and groups. Many properties are equipped with conveniences like Wi-Fi, laundry facilities, and outdoor spaces for relaxation.
Are there any remote work vacation rentals in Greenwood?
In Greenwood, Missouri, there are several remote work vacation rentals available that cater to those looking for a suitable environment to balance work and leisure. Many of these properties feature dedicated workspaces, high-speed internet access, and comfortable seating, ensuring that remote workers can be productive during their stay. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Greenwood vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Greenwood with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Greenwood?
In Greenwood, popular rental amenities include conveniences that enhance the comfort of guests. Many vacation rentals feature essential kitchen appliances such as dishwashers and microwaves, which are ideal for preparing meals during your stay. Additionally, you can expect in-room coffee makers, cookware, dishware, and utensils to be provided, making it easy to enjoy home-cooked meals.
When is the best time to visit Greenwood for a vacation rental?
April marks the beginning of the peak season in Greenwood, drawing visitors eager to enjoy the blossoming beauty of spring. This month sets the stage for vibrant outdoor activities, as temperatures typically range from the mid-teens to low 20s Celsius, creating a comfortable environment for exploring local parks and indulging in outdoor dining.

As the peak season continues through to June, the area becomes a hub of activity, with various festivals and events that celebrate the local culture. Whether you're interested in hiking the scenic trails or simply enjoying the lush landscapes, Greenwood offers a wealth of experiences that cater to active travellers seeking adventure and quality.

For those looking to find better value, December can be an appealing time to visit. During this time, this month provides a unique charm as the vacation spirit enlivens the town. You can enjoy the festive decorations and take part in seasonal events without the hustle and bustle of the high season.
How early should I book a Greenwood vacation rental?
Book your Greenwood vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Greenwood home rental booking on Vrbo?
To find Greenwood vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Greenwood vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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