Holiday rentals in Bowling Green

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Top-rated holiday rentals in Bowling Green

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Guest house in High Hill
5 out of 5 average rating, 39 reviews

Farm Stay+Eclectic Vintage+Fresh Eggs+EV Charge

Our eclectic guesthouse is set on 80 acres of quiet magic, come unplug. Discover fun details in the art-filled interior, 1960s phone booth, and light-filled space boasting vintage finds and plants galore. Collect fresh eggs for breakfast, enjoy coffee on the expansive porch. Wander the flower and vegetable garden, hike the wooded trail, explore the creek & shower under the stars. Slow down, reconnect, recharge. 7mins off I-70, 30mins to Hermann & 50mins to both STL airport and Columbia.

Guest favourite
The kitchen features white cabinetry and modern black appliances. A spacious countertop offers seating at two metal stools. Natural light filters through the windows, illuminating the wooden flooring and classic tile backsplash.
Home in Hannibal
4.95 out of 5 average rating, 209 reviews

Little House in the Hollow

Enjoy a private peaceful setting that is Conveniently located. Large fenced in yard for the kids and/or pets. Also has a 4 person hotub which is available year-round. The house is fully stocked for convenience. The house also has covered parking, outdoor fire pit, BBQ grill a play place for the kids and more. You will be within walking distance of 2 National Landmarks (Mark Twain Cave, Cameron Cave) as well as our Winery and Giftshop. Located just two miles from Hannibal's Historic District.

Top guest favourite
Apartment in Bowling Green
5 out of 5 average rating, 62 reviews

Cozy Townhouse Retreat

Welcome to "Cozy Townhouse Retreat," a beautifully designed new construction multi level townhome offering 3 cozy bedrooms and 2.5 baths. This modern home features high-speed internet, a convenient washer and dryer, and a cozy fire pit for those chilly evenings. Outside, enjoy an outdoor gas grill and seating area, ideal for entertaining or relaxing. With a one-car garage and off-street parking, convenience is at your doorstep. Experience comfort, style, and modern amenities all in one place

Guest favourite
A porch swing with a plush cushion and decorative pillows is suspended from the ceiling. A small side table holds a drink and a vase with a fresh flower. Lush greenery surrounds the area, offering a peaceful outdoor setting.
Home in Bowling Green
4.96 out of 5 average rating, 215 reviews

Peaceful Country Cottage

Traveling for work or pleasure? Enjoy a peaceful country view while relaxing on the front porch. This home sits on 14 acres, just off US Highway 61. Guests will see deer roaming in the yard early morning and at night. This rental accommodates families traveling with children or the couple seeking a quiet retreat. Stay here while you visit family and friends in the area. It is a short drive to Vandalia, Louisiana, Hannibal or Mark Twain Lake. (40 Min). About one hour from St. Louis.

Guest favourite
An antique wooden bed with a decorative headboard is centered against a textured brick wall. Soft pink bedding is arranged neatly on the bed. A small side table with a lamp and a colorful floral curtain is visible, complementing the warm tones of the wooden floor.
Home in Hannibal
4.93 out of 5 average rating, 117 reviews

Genevieve’s Federal House

This home is a fully restored 1 story Federal house, which you will have full access to. It is located close to the Mark Twain Boyhood Home, and right off Broadway. The house comes furnished with seating, furniture, and 2 Roku televisions. There are two bedrooms, one bathroom, a dining room, living room, and a kitchen. The home has central air conditioning and heating, washer and dryer, dishwasher, and a beautiful clawfoot cast-iron tub with shower. There is off street parking.

Top guest favourite
The treehouse is illuminated at night, highlighting its modern architecture nestled among trees. Warm lights glow from the windows, contrasting with the dark sky. Surrounding foliage displays vibrant orange hues, adding a serene ambiance to the outdoor setting.
Treehouse in Hermann
4.99 out of 5 average rating, 154 reviews

Out On A Limb Treehouse

A unique Treehouse, 6 miles from Hermann, MO, offers a luxury escape with stunning views and sunsets. Perched on stilts by Daniel Boone Conservation Area, enjoy tranquility, hiking, and wildlife. Relax in a king-size bed beneath skylights, soak in a tub, or unwind in the hot tub and firepit. Just a mile from the Katy Trail, perfect for cycling or relaxing. Explore Hermann’s wineries, shops, and events. Transportation available from Hermann Trolley, Uber & Lyft. Sleeps 2 adults.

Top guest favourite
A single-story home with a welcoming covered porch is displayed. Greenery surrounds the house, and flower pots hang near the entrance. The porch features a pair of outdoor chairs, inviting relaxation. The light-colored exterior is complemented by a well-maintained lawn.
Home in Bowling Green
4.96 out of 5 average rating, 185 reviews

Home away from Home

A relaxing and inviting home away from home with everything that you need for your stay in Bowling Green. During your stay here you will enjoy the smart TV, free Wi-fi, and washer and dryer. A comfortable night’s sleep is a given with a brand new mattress on all three beds (queen bed and two twin beds). Located on the north side of town, you are less than 1 mile from Wood’s Smoked Meats and Bankhead’s Chocolates. This is an ideal base for your Pike County, MO visit.

Top guest favourite
Cabin in Middletown
5 out of 5 average rating, 29 reviews

Papa's Cabin - 40 acres & 5 acre lake!

Nestled in a rural country setting amidst Amish country, this spacious and rustic cabin sits on 40 acres, just 3.8 miles from the small town of Middletown, MO. Enjoy a lake for fishing, wide open fields, fire pit areas, and a BBQ space. Though this old cabin is far from fancy, it offers a clean, tidy, cozy and quiet atmosphere, even as we continue renovations and an ideal spot for your next staycation with ample room to explore the outdoors.

Top guest favourite
A wooden dock extends over a calm lake, reflecting the surrounding trees and cloudy sky. A solitary chair is placed at the end of the dock, offering a peaceful spot to admire the serene waters.
Cottage in Montgomery City
4.99 out of 5 average rating, 406 reviews

Small private country home with lake, spa, firepit

Country setting, 3/4 mile from town, house on 20 acres, lake, woods in back round, firepit, spa and BBQ area under pergola. 10 minutes from I-70. 25 minutes to Warrenton, 30 minutes from Hermann, Mo. 50 minutes to Columbia and Wentzville, MO. Great place for a staycation, traveling, work from home, or a vacation. Child and pet friendly with lots of running room.

Guest favourite
A single-story blue home is displayed, featuring a spacious front yard and a well-maintained gravel driveway. A garage door is visible on the right side, while large windows allow natural light to enter the living space. The clear blue sky enhances the welcoming appearance of the home.
Home in Bowling Green
4.9 out of 5 average rating, 41 reviews

Cozy blue home

Welcome to our cozy blue home, in Bowling Green, Missouri. We are excited for your stay. We are located right in the middle of town that has fast access to all fast-food, sit-down eating, stores, parks, and gas stations around. We do allow dogs on our property, cats are not allowed, we apologize. Relax with the whole family at this peaceful place to stay.

Top guest favourite
A modern farmhouse is presented in a spacious landscape, featuring a sleek metal exterior and a black roof. A covered porch extends along the front, providing a shaded area. Lush green grass surrounds the building, and a tree-lined backdrop adds natural depth to the setting.
Home in Eolia
5 out of 5 average rating, 15 reviews

Dairy Farm Stay • Fresh Eggs & Milk • Peaceful 2BR

Escape to a quiet dairy farm where you can wake up to cows, calves, fresh eggs, and peaceful country views. Our cozy 2-bedroom farmhouse sleeps up to 7 and offers full kitchen, WiFi, and plenty of trailer parking. Perfect for families, hunters, workers, or anyone needing a quiet getaway Easy day trips to Bowling Green, Wentzville, or St. Louis

Guest favourite
Home in Pittsfield Hill
4.96 out of 5 average rating, 26 reviews

Full Country Home Pittsfield, Illinois

Relax with the whole family at this peaceful place to stay. WE HAVE WIFI and Smart Tv in the living room and back bedroom Great place for hunters,jeepers,rock climbers, 10 minutes to Pittsfield,Illinois where there are many restaurants, shopping and historic attractions. Located between New Hartford and Summer Hill, Illinois on US Hwy 54

Popular amenities for Bowling Green holiday rentals

  1. Airbnb
  2. United States
  3. Missouri
  4. Pike County
  5. Bowling Green