Holiday houses in Bowling Green

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Top-rated holiday rentals in Bowling Green

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Top Guest favourite
The cabin's exterior is viewed from a grassy area, showcasing a covered porch with steps leading up to the entrance. Two white doors are framed by light-colored walls, while a red wreath adds a touch of color. The natural surroundings feature trees in the background.
Cabin in Winchester
4.96 out of 5 average rating, 181 reviews

Container Home GREAT Countryside Views COZY Stay

Singing Hills Cabin is the ultimate getaway for fresh air and an unbeatable view of the countryside. Enjoy morning coffee as the sun rises from the large front porch. This newly renovated container home is perfect for small families looking for an outdoor escape or for couples seeking a romantic getaway. It is located on a 40 acre hobby farm, so do not be surprised if you see cows and other wildlife during your stay! The best deer hunting, river access, and restaurants are located minutes away.

Top 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, 187 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.

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, 214 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.

Top Guest favourite
A bright kitchen area is highlighted by light wood cabinetry and a green patterned backsplash. Appliances include a white refrigerator and kitchen essentials situated on shelves. Two upholstered stools are positioned at the kitchen island, complementing the wood flooring and woven rug in the living space.
Loft in Pittsfield
4.91 out of 5 average rating, 90 reviews

Historic Loft on Adams

Charming updated loft-style studio in the heart of quaint downtown Pittsfield. Located within walking distance of restaurants, the historic courthouse, and local bars. This private apartment is perfect for weekend getaways, staycations, or even a cozy home base to work from remotely. The view of our Pike County Courthouse from any window is gorgeous and the historic building has so much character, all in a convenient, central location. This second floor loft is completely private.

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
4.94 out of 5 average rating, 109 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
Condo in Bowling Green
5 out of 5 average rating, 48 reviews

Cozy Townhouse Retreat

Welcome to "Cozy Townhouse Retreat," a beautifully designed new construction offering three 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!

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, 163 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
The historic brick building, featuring a green roof, is surrounded by open grassy areas. Several flags are displayed in front, symbolizing heritage. Multiple sets of stairs lead to various entrances, highlighting the structure's two-story design and outdoor spaces for guests to enjoy.
Home in Pittsfield
4.85 out of 5 average rating, 249 reviews

Florence Guest House

This 1,200 sq. ft. PRIVATE BOOK is a 175 year old building that Abe Lincoln stayed in. Central A/C, Forced air heat, Two decks (one overlooking the Illinois River), burn pit, outside grill, fully equipped kitchen, screened in porch, ample parking, access to the Illinois River/ boat ramp near, tie up on Our Private Lots! NOTE: RECENTLY HAD Guests' wanting to "JUST GET AWAY" for A Time!!! PRIVATE TIME ALONE, Guaranteed!!! NEW KEURIG; BRING YOUR OWN K-CUPS!!!***

Top Guest favourite
Apartment in Palmyra
4.98 out of 5 average rating, 119 reviews

Spacious King Suite | Fireplace • Full Kitchen

Welcome to our Spacious King Suite, a thoughtfully designed, private retreat perfect for couples, solo travelers, or extended stays. This beautifully styled suite combines historic charm with modern comfort — featuring a luxurious king bed, cozy fireplace, full kitchen, and inviting living area. Whether you’re visiting for a weekend getaway or settling in for a longer stay, this space is designed to feel calm, comfortable, and effortlessly livable.

Superhost
A living area is arranged with a light beige couch and two dark blue armchairs. A small table with a lamp is positioned nearby. The space features natural light filtering through sheer curtains, and artwork adorns the walls, adding a touch of color.
Home in Wentzville
4.9 out of 5 average rating, 133 reviews

The Ladybug Inn

This stylish place to stay is perfect for group trips. I have personally renovated this entire ranch style home. It has plenty of room for the whole family! You will find everything you need for a comfortable stay. Conveniently located near the heart of Wentzville. I also have another location in O'fallon Missouri if this property is not available for the dates you are needing it. Please search Beautiful 2 bedroom ranch home in O'Fallon MO.

Top Guest favourite
A modern studio cabin is elevated on pillars, surrounded by lush greenery. The exterior features dark wood siding and multiple windows, allowing natural light to illuminate the interior. A deck is visible, indicating outdoor space for relaxation.
Farm stay in Grafton
4.97 out of 5 average rating, 329 reviews

Pere Ridge Tree Escape

Welcome to Pere Ridge ! Enjoy the lovely setting of this romantic spot in nature. Pere Ridge is a custom Scandinavian inspired nature escape for two . Our elevated cabin is perched on a ridge with a deck that is surrounded by trees. Our hope is that you disconnect from life's stresses while at Pere Ridge. Our cabin is located in "the ridge " area of Grafton and is a 10 minute drive to Grafton.

Top Guest favourite
A welcoming living area features two comfortable sofas arranged around a wooden coffee table. A stone accent wall hosts a flat-screen television, and framed artwork adorns the walls. A kitchenette is partially visible in the background, alongside a wall clock and air conditioning unit.
Guesthouse in Paris
4.98 out of 5 average rating, 165 reviews

Salt River Alpacas Guesthouse

Kick back and relax in this newly built guesthouse. Located on a peninsula on Mark Twain Lake, this guesthouse is surrounded by 130 acres of rolling pastures, plenty of woodlands, and the lake on three sides of the property. Whether you enjoy hiking, canoeing/kayaking, fishing, hunting, learning about our alpacas, or you just want a quiet place to relax, this property has it all!

Popular amenities for Bowling Green holiday rentals

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