Holiday houses in Glasgow

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Top-rated holiday rentals in Glasgow

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Guest favourite
Cabin in Arrow Rock

The Upside Down Cabin (in the Heart of Arrow Rock)

Welcome to the Upside-Down Cabin a rustic fairy tale -esque cabin located in historic Arrow Rock MO. (3 bedroom + pull out sofa bed) Arrow rock is bubbling with history, a fantastic place to enjoy nature, & unwind. This cozy getaway is perfect for couples, families, or solo adventurers looking to escape the hustle and bustle of everyday life. Only a couple minutes walk to local attractions like the Lyceum Theater, visitor center, museums, historic sites, boardwalk, river walking trails etc.

4.9 out of 5 average rating, 50 reviews
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

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.

4.98 out of 5 average rating, 118 reviews
Top Guest favourite
The exterior of a welcoming home showcases a well-maintained landscape with a mix of greenery and seasonal decorations. A flag proudly displays colors in front of the entrance, alongside a traditional lamp post and vibrant flowers lining the walkway.
Home in Boonville

Katy Retreat: Private Getaway in Mid Missouri

Just steps from the Katy Trail, Missouri River, Farmer's Market and Depot District, casino and downtown! Enjoy the beauty and peace of this historic river town. Visit the world-famous Anheuser-Busch Clydesdales at the Warm Springs Ranch, bike or hike the Katy Trail, visit a local winery or spend a day or two exploring the rich history of the area - it's a getaway that won't break the bank! For our guests safety, we do have an exterior security camera monitoring driveway and front porch

4.94 out of 5 average rating, 605 reviews
Top Guest favourite
The exterior of the Latch House is displayed, featuring a well-maintained brick walkway leading to the entrance. An American flag is prominently displayed beside the door, framed by two large windows with shutters. Green foliage and trees are visible in the background.
Cottage in Arrow Rock

The Latch House

Stay in Arrow Rock's oldest home. The Latch House was built in 1829 as a town store house. The home has been lovingly restored with renovations completed in 2018. Beautiful yard and flower garden. The Latch House is centrally located, just one block from the Boardwalk and 3 blocks from the Lyceum Theater. The kitchen has state of the art appliances in it's quirky galley style kitchen. Arrow Rock sit next to a beautiful state park with a visitors center, picnic areas and hiking trails.

4.98 out of 5 average rating, 45 reviews
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

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.

4.99 out of 5 average rating, 98 reviews
Top Guest favourite
Home in Boonville

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.

5.0 out of 5 average rating, 190 reviews
Top Guest favourite
A spacious living area features a plush couch adorned with nature-inspired patterns, complemented by a rustic coffee table. A staircase with wooden railings leads to the upper level, while a decorative plant adds a touch of greenery to the inviting atmosphere.
Apartment in Brunswick

UpRiver Grand Loft- Eclectic cozy modern apartment

Surround yourself with style in this standout space. UpRiver Grand Loft is located a stone’s throw from the Grand River in quaint downtown Brunswick, Missouri. ‘Expect the unexpected’ is the owner’s favorite saying. This private loft style apartment will not disappoint. Decorated in an eclectic mix of modern/ industrial with luxurious details you will feel immediately at home! Whether working remotely or looking to D-stress and relax, Team Upriver has got you covered!

4.97 out of 5 average rating, 70 reviews
Top Guest favourite
A spacious kitchen is complemented by light-colored cabinetry, stainless steel appliances, and a dining area with wooden chairs set around a light wood table. A comfortable brown chair is positioned nearby, while decorative items and greenery add a personal touch.
Apartment in Glasgow

Studio 310 on the River

A renovated Studio in an 1880 business buidling on the main street of Glasgow within walking distance to everything, making it easy to plan your visit. You have the convenience of being in the center of the entertainment, eating, and boutique shopping area, yet experience the quiet of a retreat. The deck is tucked back in the buidings which gives you the privacy to enjoy a morning coffee or a drink in the evening while looking at the slow rolling Missouri River.

4.96 out of 5 average rating, 50 reviews
Guest favourite
Guesthouse in Arrow Rock

The Cottage @ MRF Inn

Missouri River Farmers Inn (MRF Inn) was purchased by the current owner in Nov. 2020. Previously run as the Down Over Bed and Breakfast, The MRF Inn will feature contact free stays and check-in. The Inn has undergone a big remodel, you will find everything fresh and updated. Complete with an onsite gym, small kitchenette area equipped with a microwave, small refrigerator, toaster, dishes, serving ware and Keurig. The Cottage at MRF Inn sit adjacent to the Inn.

4.94 out of 5 average rating, 31 reviews
Top 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

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.

4.97 out of 5 average rating, 146 reviews
Guest favourite
A shaded front porch features two vintage chairs and a small table. An American flag decorates one chair. The wooden decking is flanked by natural stone, with autumn leaves scattered on the ground. Two windows provide light to the entrance.
Bungalow in Clark

The Scott house in the country.

This cute house is on a working alternative farm that raises grass-fed beef and lamb. If you want to get away from the busy life, come sit on the porch and watch the sunset. A state park is close for kayaking and canoeing. There are some very nice restaurants and wineries close by or you can cook in the large kitchen. There are some great biking trails and horse back riding in the conservation area that's 2 miles away.

4.89 out of 5 average rating, 339 reviews
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

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.

4.97 out of 5 average rating, 209 reviews

Popular amenities for Glasgow holiday rentals