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Pleasant Hill, MO vacation rentals
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Best Vacation rentals and Airbnb offers in Pleasant Hill, MO

Discover Family-Friendly Vacation Rentals in Pleasant Hill, MO

These kid-friendly vacation rentals in Pleasant Hill, MO keep you close to top city attractions for a stress-free family vacation.

Sleeps 8|king Beds|arcade|near Dt Lee Summit - Pleasant Hill, MO
9.8 18 reviews
Pleasant Hill, MO
08/14 – 08/17
$382/nighttotal: $1146 (3 )

Sleeps 8|king Beds|arcade|near Dt Lee Summit

3 2
apartment , Lee's Summit
This 3-bedroom, 2-bathroom apartment in Lee's Summit is conveniently located 20 minutes from GEHA Field at Arrowhead Stadium and 16 minutes from the Kansas City Zoo, with Lee's Summit Station a 14-minute walk away.
This family-friendly rental accommodates up to 8 guests and features a full kitchen, air conditioning, on-site laundry, a garden with barbecue facilities, and Wi-Fi.
Historic Downtown Retreat - Pleasant Hill, MO
10 11 reviews
Pleasant Hill, MO
08/14 – 08/17
$202/nighttotal: $606 (3 )

Historic Downtown Retreat

2 2
apartment , Pleasant Hill
This historic apartment offers a unique lodging experience in a peaceful district of Pleasant Hill, providing a serene environment near notable landmarks and attractions.
This 2-bedroom, 1-bathroom dwelling accommodates up to 6 guests and features air conditioning, a Jacuzzi, a garden, parking, and a kitchen equipped with a fridge, freezer, microwave, and dishwasher.
Sleeps 8|kingbed|game Room|walkable|lee Summit - Pleasant Hill, MO
9.6 13 reviews
Pleasant Hill, MO
08/14 – 08/17
$403/nighttotal: $1209 (3 )

Sleeps 8|kingbed|game Room|walkable|lee Summit

3 2
apartment , Lee's Summit
This 3-bedroom, 2-bathroom rental property in Lee's Summit is located 20 minutes by car from GEHA Field at Arrowhead Stadium and 16 minutes by car from the Kansas City Zoo, with the Lee's Summit train station just a 7-minute walk away.
This family-friendly apartment accommodates up to 8 guests and features a private garden, jacuzzi, terrace, on-site parking, a fully equipped kitchen with a dishwasher, air conditioning, and Wi-Fi.
The Landing(43mo)  - Luxurious Lodge Sleeps 20 + Airway Strip + Hot Tub - Pleasant Hill, MO
9.6 12 reviews
Pleasant Hill, MO
08/14 – 08/17
$1865/nighttotal: $5595 (3 )

The Landing(43mo) - Luxurious Lodge Sleeps 20 + Airway Strip + Hot Tub

6 2
apartment , Lake Winnebago
This 5-bedroom, 6-bathroom home is located in a quiet rural area of Pleasant Hill, Missouri, just 10 minutes from Lake Winnebago and 15 minutes from Lee's Summit. The property offers a peaceful and secluded escape from the city, perfect for those seeking a relaxing getaway.
This spacious vacation rental comfortably accommodates 20 guests, making it ideal for family reunions or group vacations. The property features a private airstrip, a movie cinema, an indoor putting green, a hot tub, a fishing pond, and a private runway, providing a unique and luxurious experience for everyone.

Best Pleasant Hill, MO vacation rentals with parking

Sleeps 4_family-friendly, Fenced Yard, Fifa - Pleasant Hill, MO
Pleasant Hill, MO
08/14 – 08/17
$315/nighttotal: $945 (3 )

Sleeps 4_family-friendly, Fenced Yard, Fifa

2 2
apartment , Lee's Summit
This ranch home in Lee's Summit offers convenient access, located approximately 15 miles from Arrowhead and Kauffman Stadiums, and within walking distance to downtown Lee's Summit's coffee shops, restaurants, and bars. This pet-friendly, family-friendly rental accommodates up to 4 guests with 2 bedrooms and 1 bathroom, featuring garage and driveway parking, a fenced backyard, a fully equipped kitchen, and high-speed WiFi.
King Beds_walk To Shops Restos - Pleasant Hill, MO
10 1 review
Pleasant Hill, MO
08/14 – 08/17
$398/nighttotal: $1194 (3 )

King Beds_walk To Shops Restos

5 2
apartment , Lee's Summit
This 5-bedroom, 3-bathroom vacation home in Lee's Summit is located 17 minutes by car from GEHA Field at Arrowhead Stadium and 14 minutes by car from the Kansas City Zoo.
This spacious rental accommodates up to 10 guests and features a well-equipped kitchen, air conditioning, Wi-Fi, a foosball table, and on-site laundry facilities.
Sleeps 8_kingbeds_walkable To Downtown Lees Summit - Pleasant Hill, MO
9.8 20 reviews
Pleasant Hill, MO
08/14 – 08/17
$372/nighttotal: $1116 (3 )

Sleeps 8_kingbeds_walkable To Downtown Lees Summit

3 2
apartment , Lee's Summit
This 3-bedroom, 2-bathroom house in Lee's Summit is located 18 minutes from GEHA Field at Arrowhead Stadium and 15 minutes from the Kansas City Zoo, with the Lee's Summit train station just a 9-minute walk away. This pet-friendly rental accommodates up to 8 guests and features air conditioning, Wi-Fi, a full kitchen, a private garden, a balcony, and in-unit laundry.
Cozy Home_sleeps 10_walk To Fifa Fan Fest Shuttle! - Pleasant Hill, MO
10 21 reviews
Pleasant Hill, MO
08/14 – 08/17
$350/nighttotal: $1050 (3 )

Cozy Home_sleeps 10_walk To Fifa Fan Fest Shuttle!

3 2
apartment , Lee's Summit
This 3-bedroom, 2-bathroom condo in Lee's Summit offers a prime downtown location, just a 6-minute walk from the Lee's Summit train station, 16 miles from the Kansas City Zoo, and 19 miles from GEHA Field at Arrowhead Stadium.
This pet-friendly, family-friendly residence accommodates up to 10 guests with amenities including Wi-Fi, air conditioning, a full kitchen, a balcony, and a garden, plus nearby access to Missouri Town 1855 and Starlight Theatre.

Frequently Asked Questions about vacation rentals in Pleasant Hill, MO

  • What sports or outdoor activites can visitors enjoy in and around Pleasant Hill, MO?

    Pleasant Hill is a great place for outdoor recreation. Lake Jacomo is a popular spot for fishing, boating, and swimming. You can also find golf courses, parks, and hiking trails in the area. The nearby city of Kansas City also offers a wide variety of sporting events, including professional baseball, football, and soccer.
  • What are the best Airbnb and vacation rentals in Pleasant Hill, MO?

  • What other towns or cities can be easily accessed from Pleasant Hill, MO?

    Pleasant Hill is conveniently located near several other towns and cities. You can easily get to Kansas City, Independence, Lee's Summit, and Olathe within a 30-minute drive. If you're looking for a day trip, you can also visit the historic town of Weston, which is about an hour away.
  • What are the most popular Airbnbs in Pleasant Hill, MO?

  • What amenities are commonly available in vacation rentals in Pleasant Hill, MO?

    Vacation rentals in Pleasant Hill typically offer a range of amenities, including kitchens, laundry facilities, and comfortable living spaces. Some rentals may also have features like private yards, swimming pools, or hot tubs. Be sure to check the listing for specific details.
  • What are the best rentals for families and kids in Pleasant Hill, MO?

    The best rental for families and kids in Pleasant Hill, MO is 92 M² House ∙ 2 Bedrooms ∙ 4 Guests.

  • What time of year is best to rent a vacation rental Pleasant Hill, MO?

    The best time to visit Pleasant Hill depends on your preferences. Spring and fall offer mild weather, while summer is great for outdoor activities. If you're looking for a quieter experience, you might consider visiting during the winter months.
  • What are the local dishes in Pleasant Hill, MO region?

    The region around Pleasant Hill is known for its hearty Midwestern cuisine. You can find classic dishes like barbecue, fried chicken, and meatloaf. Be sure to try some of the local barbecue joints, which are famous for their slow-smoked meats and flavorful sauces.

Destinations nearby

Top Vacation Rentals with Balconies in Pleasant Hill, MO

Start your morning right with a vacation rental in Pleasant Hill, MO featuring a private balcony and stunning views.

Spacious Home In Lees Summit: Sleeps 10_kingbeds - Pleasant Hill, MO
9.0 2 reviews
Pleasant Hill, MO
08/14 – 08/17
$380/nighttotal: $1140 (3 )

Spacious Home In Lees Summit: Sleeps 10_kingbeds

4 2
apartment , Lee's Summit
This 4-bedroom, 2-bathroom house in Lee's Summit is located 19 miles from GEHA Field at Arrowhead Stadium and 16 miles from the Kansas City Zoo, with Lee's Summit Station just a 13-minute walk away.
This pet-friendly rental accommodates up to 10 guests and features a full kitchen, air conditioning, Wi-Fi, a garden, a balcony, and a barbecue grill, with convenient laundry facilities and parking.
The Sage Manor: Historic 3b2b  Speakeasy + Hot Tub + Spa - Pleasant Hill, MO
Pleasant Hill, MO
08/14 – 08/17
$652/nighttotal: $1956 (3 )

The Sage Manor: Historic 3b2b Speakeasy + Hot Tub + Spa

3 2
apartment , Lee's Summit
This historic Sears Catalog Model Home is located two blocks from Green Street in downtown Lee's Summit, offering walkable access to shopping, dining, and entertainment.
This 2700 sq ft residence accommodates up to 10 guests and features 3 bedrooms, 2 bathrooms, a full kitchen, a detached fitness garage with a sauna and cold plunge, a speakeasy basement lounge, a sunroom, and outdoor amenities including a hot tub and fire pit.
Charming 3-bedroom Farmhouse Outside Harrisonville For Relaxing Stays - Pleasant Hill, MO
Pleasant Hill, MO
08/14 – 08/17
$340/nighttotal: $1020 (3 )

Charming 3-bedroom Farmhouse Outside Harrisonville For Relaxing Stays

3 2
farm , Peculiar
This Peculiar farm stay offers 1550 square feet of living space and accommodates up to 7 guests, featuring 3 bedrooms, 2 bathrooms, a kitchen with a fridge, microwave, and dishwasher, air conditioning, a terrace, and a garden. Located in Peculiar, this property is a short distance from North Cass Center and Mullen Square Addition, with Bittern Bottoms Conservation Area and Zeller Park also nearby.
Boutique Cottage On Gated Estate 3 Bd 2 Ba Getaway Wifi Cable Ada Entry Hot Tub - Pleasant Hill, MO
9.0 192 reviews
Pleasant Hill, MO
08/14 – 08/17
$341/nighttotal: $1023 (3 )

Boutique Cottage On Gated Estate 3 Bd 2 Ba Getaway Wifi Cable Ada Entry Hot Tub

3 2
apartment , Lee's Summit
This family-friendly vacation home is located in Greenwood, about 20 miles from attractions like the Kansas City Zoo and Museum at Prairiefire, offering a peaceful escape from the city. It has received excellent user ratings. This 2000 square foot property features 3 bedrooms and 2 bathrooms, comfortably accommodating up to 12 guests. The home includes a fully equipped kitchen, a relaxing spa tub, a fireplace, a garden, and a terrace, providing everything you need for a comfortable stay.

Best Pleasant Hill, MO vacation rentals with air conditioning

Spacious Fifa 2026 Hub - Secret Speakeasy, Hot Tub - Pleasant Hill, MO
Pleasant Hill, MO
08/14 – 08/17
$672/nighttotal: $2016 (3 )

Spacious Fifa 2026 Hub - Secret Speakeasy, Hot Tub

3 2
house , Lee's Summit
This house in Lee's Summit is 19 miles from the National World War I Museum at Liberty Memorial, Kansas City Convention Center, Union Station Kansas City, and Sprint Center.
This 2700 square foot residence accommodates 19 guests with 1 bedroom and 2 bathrooms, offering a fully equipped kitchen, a terrace, free WiFi, free private parking, a sauna, hot tub, fitness center, and unique themed experiences like a 'Secret Speakeasy' and a FIFA 2026 Hub.
The Pilots Pad - Private Studio Apartment On 75 Acres + Airway Strip + Fishing Pond - Pleasant Hill, MO
9.6 12 reviews
Pleasant Hill, MO
08/14 – 08/17
$217/nighttotal: $651 (3 )

The Pilots Pad - Private Studio Apartment On 75 Acres + Airway Strip + Fishing Pond

1 2
studio , Lake Winnebago
This Pleasant Hill, Missouri studio is located a minute from a private airstrip, ten minutes from Lake Winnebago, fifteen minutes from Lee's Summit, and an hour from Kansas City International Airport.
The unit offers a fully equipped kitchen (fridge, microwave, dishwasher), one bedroom, one bathroom, sleeps three guests, and features a private patio with a grill and firepit, plus access to a stocked fishing pond.
Lee's Summit Loft-near Downtown - Pleasant Hill, MO
10 10 reviews
Pleasant Hill, MO
08/14 – 08/17
$196/nighttotal: $588 (3 )

Lee's Summit Loft-near Downtown

2 2
apartment , Lee's Summit
This 2-bedroom, 1-bathroom apartment in Lee's Summit offers 1,000 square feet of living space for up to 4 guests, featuring a kitchen with a fridge and microwave, air conditioning, and parking.
Conveniently located less than 1 mile from downtown Lee's Summit and within a 30-minute drive of downtown Kansas City, this rental is also close to Missouri Town 1855, Harry S. Truman Farm Home, Cave Spring Interpretive Center, Burr Oak Woods Conservation Area, Kauffman Stadium, and the Kansas City Zoo.
Welcome To Toad Hollow Retreat - Pleasant Hill, MO
10 2 reviews
Pleasant Hill, MO
08/14 – 08/17
$643/nighttotal: $1929 (3 )

Welcome To Toad Hollow Retreat

1 2
apartment , Lone Jack
This Lee's Summit retreat is located just east of the city off Highway 50, offering a 28-minute drive to Arrowhead Stadium and convenient access to Kansas City attractions.
This 4-bedroom house accommodates up to 8 guests and features a secluded location on over 50 private acres, a basement game room with a pool table and arcade systems, and a screened-in back porch overlooking a large pond.
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