Holiday rentals in Pilot Grove

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Top-rated holiday rentals in Pilot Grove

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Top guest favourite
A peaceful view of the Missouri River glistens under the sunlight, seen from a private deck. Lush greenery lines the foreground, and gentle hills can be observed across the water, creating a serene natural landscape.
Home in Rocheport
4.98 out of 5 average rating, 569 reviews

Bluff House in Rocheport Missouri

The Bluff House faces the Missouri River on 7 acres of beauty, neighboring the Bougeois Winery! The Katy trail & Rocheport are 1 mile away. Our home is two stories. We are upstairs and the Air BNB is downstairs. The Airbnb has a spacious living room, fireplace and dining room. All with views of the river and an open concept kitchen. Your entrance is completely separate and locked for use only by you. You will have a private covered deck, Bench on the bluff, Bikes, Fire pit and a Hammock!

Top guest favourite
A single-story home features a well-maintained exterior with light beige siding and dark shutters. A welcoming entrance includes a circular glass door, flanked by two red chairs. A manicured lawn stretches before the house, bordered by freshly turned mulch and green grass.
Home in Boonville
4.96 out of 5 average rating, 83 reviews

Relax Enjoy Mid-Missouri with Fenced in Back Yard

Your family will be close to everything when you stay at this centrally-located place. Large fenced in backyard for your energetic children or fur babies. Take a ride on the Katy Trail or take in a beautiful walk across the Missouri River Bridge. Only minutes from Columbia to take in a MIZZOU game or take in a musical at the Lyceum Theater in Arrow Rock! Take a long nice stroll through Historical Boonville. Boonville has many local restaurants to enjoy and along with the Isle of Capri Casino.

Top guest favourite
A leather couch is positioned against a rustic brick wall, complemented by a wooden coffee table with a vintage design. A small lamp provides lighting, while a wooden cabinet adds functional storage. Decor includes a sign indicating 'Railroad Crossing,' contributing to the room's unique character.
Bungalow in Blackwater
5 out of 5 average rating, 27 reviews

Charming downtown Bungalow.

Forget your worries in this spacious & serene space that provides complete privacy. Great room features kitchen with amenities, table for 10, leather couch & TV. Main bedroom features king-sized bed & movie-style TV that adjoin a spa-inspired bathroom with walkaround shower & antique bathtub. 2nd bedroom includes full-size bed & TV. 2nd full bathroom with custom tile shower. Bonus room with pool table & bunkbeds! Inflatable queen mattress + linens available. Washer & dryer. Breakfast included!

Top guest favourite
A welcoming front porch is framed by brick columns and features a neatly maintained walkway. An American flag is displayed, and large potted ferns are placed on either side. The exterior showcases classic architectural details, enhancing the charm of this historic home.
Bungalow in Fayette
4.98 out of 5 average rating, 112 reviews

Eagle’s Nest, a cozy bungalow in Fayette | CMU

Looking for a relaxing weekend escape? Discover the charm of Fayette, Missouri—home to CMU. Whether you’re here for college events, outdoor adventures, or a peaceful retreat, this cozy craftsman-style bungalow is your perfect home base. Steps away from CMU’s campus and the downtown historic district; private fenced patio—perfect for relaxation. Just steps away from campus and downtown. A short drive to scenic Katy Trail known for hiking and biking, Columbia (Mizzou), and historic towns.

Top guest favourite
A cozy living area features a white sofa and an armchair, situated on a decorative rug. A flat-screen television is mounted on the wall, while a small cabinet offers storage. A spiral staircase leads to the loft bedroom, and a potted plant adds a touch of nature.
Guest house in Nelson
5 out of 5 average rating, 19 reviews

Studio J

*Need a break? Available for short or long stays. Enjoy this adorable studio in a tranquil setting in the middle of the country. Coffee pot & coffee is waiting for you! Full kitchen. Sleeps 2-with optional pack and play if needed. Sit, relax and rest while you enjoy the deer, fox, coyote, turkey and bald eagles. A few miles from I-70 for quick and easy access. Great place for short stop for travelers or vacationers. **NOTE: Staircase to bedroom is narrow. May not be suitable for kids

Top guest favourite
A cozy king bedroom features rustic log walls and hardwood flooring. A spacious bed with white linens is complemented by decorative pillows. Two bedside lamps illuminate the space, and a colorful area rug adds warmth. Natural light enters through the windows dressed with sheer curtains.
Cabin in Arrow Rock
4.99 out of 5 average rating, 92 reviews

Ms. Ada’s House

*BREAKFAST INCLUDED* Stay in a cozy log cabin located in an historic town. Ms. Ada’s House was completely restored in 2023. Built in the early 1830’s, you’ll feel like you’re stepping back in time while enjoying its modern amenities. Sleep in the original log cabin room, relax on the daybed swing on the front porch, and enjoy meals under the light of a lantern. Then at the end of the day, the bright and sunny living room transforms into a cozy den as you relax by the fireplace.

Top guest favourite
The exterior of the Grain Bin Cabin is showcased beside a tranquil pond, reflecting the cabin's metallic structure. Adirondack chairs surround a firepit on the grass, with picnic tables positioned nearby, creating an inviting outdoor space.
Cabin in Versailles
4.99 out of 5 average rating, 185 reviews

The Highland GrainBin, Highland Cows, Firepit

Welcome to our charming boho-inspired Grain Bin Cabin, the Highland is ideal for 2-3 adults or 2 adults and 2 smaller children. Upstairs, you'll find a comfortable king bed in the loft, while downstairs features a cozy futon in the main living space. The full kitchen is equipped with everything you need. Full Bath with a walk-in shower downstairs. Experience a serene countryside getaway with breathtaking sunsets and peaceful surroundings, just moments away from Versailles.

Top guest favourite
Home in Boonville
5 out of 5 average rating, 182 reviews

Katy Chalet

Relax with the whole family in this cozy home located in a quiet neighborhood. This home is situated two blocks from Harley Park which includes lookout point with a beautiful view of the Missouri River. One block away is the Katy Trail which includes the historic Katy Trail Bridge, as well as Isle of Capri Casino. Boonville is known for it’s history and charm. Attractions include museums, aquatic center, golf course, and Warm Springs Ranch home of the Budweiser Clydesdales.

Guest favourite
The exterior of a single-story house is shown, featuring a well-manicured lawn and a concrete driveway leading to a garage. A small American flag decorates the front, while colorful clouds are visible in the sky during sunset, enhancing the home's welcoming curb appeal.
Home in Marshall
4.97 out of 5 average rating, 137 reviews

Just like *Home* Easy access to 65 Hwy

*New Beautiful Flooring *If you're looking for a quaint, comfy space right in town this is it! Great for girl's weekend to visit family and enjoy the local shops. *Farm Girl Flowers & More* is our favorite place to shop local. Hunters heading to Grand Pass Conservation area have plenty of room to park the truck and boat. Saline County Fair Grounds are a 4 min. drive. MO Valley College Families are welcome, perfect place to stay during games.

Guest favourite
A rustic front porch features wooden paneling illuminated by hanging lights. Two wooden chairs are positioned beside a wreath-adorned door. A broom rests against the wall, while a wooden crate holds antlers, adding character to the welcoming entryway.
Farm stay in California
4.9 out of 5 average rating, 322 reviews

The Shouse

The Shouse is a rustic living quarters built directly under the same roof as our horse stable. Bring your horses along and they can stay here too. The home has recently been fully renovated from an Amish tack shop. It is located in the heart of an Amish community. Spend your evenings relaxing on the front porch and watch the horse and buggies go by. Ask about booking your own buggy ride while you stay to get the most out of your visit!

Guest favourite
The image showcases a serene sunset viewed from a covered outdoor area. A round table with a black chair is positioned in the foreground, while lush greenery and a distant horizon are visible. Soft light creates a calm atmosphere as the sun sets beyond the trees.
Home in Blackwater
4.91 out of 5 average rating, 32 reviews

The Farm House

Take it easy at this unique and tranquil getaway. You will be sitting around a beautiful country view on 100 acres with many historical towns nearby! Lamine river only 1 mile away for kayaking and fishing, or bring your RTV to cruise the country roads! 1 mile off of I-70, sitting between KC and St.Louis with Boonville Casino only 20 min. away. Sometimes we stay at our shouse down past the farm house.

Top guest favourite
The living area showcases tall windows that allow natural light to fill the space, highlighting exposed brick walls. Comfortable seating arrangements include a sofa, an orange armchair, and a dining table with modern chairs. Soft lighting fixtures hang from the ceiling, adding to the ambiance.
Loft in Marshall
4.97 out of 5 average rating, 203 reviews

Courthouse Lofts - front loft

Front loft has 1 bedroom, full kitchen, walk-in shower, walk-in closet, living room with full sized murphy bed, large dining table, breakfast bar and a magnificent view of the Marshall Courthouse. This 1882 building has seen a complete renovation. The loft is on the second floor and is only accessible by stairs. The lofts are above one of Marshall's oldest retail spaces that now houses Courthouse Salon.

Popular amenities for Pilot Grove holiday rentals

  1. Airbnb
  2. United States
  3. Missouri
  4. Cooper County
  5. Pilot Grove