
Holiday houses in Glasgow
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Top-rated holiday rentals in Glasgow
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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
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
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
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
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
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
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
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
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
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
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
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 reviewsPopular amenities for Glasgow holiday rentals
Other great holiday rentals in Glasgow

Relax Enjoy Country Living-Hot Tub & Seasonal Pool
4.99 out of 5 average rating, 74 reviews
Karbelle Mansion - 1875 Italianate Villa
5.0 out of 5 average rating, 4 reviews
Peaceful Home | 5 mins to MVC & Rodeo Arena
4.88 out of 5 average rating, 50 reviews
Charming downtown Bungalow.
5.0 out of 5 average rating, 31 reviews
Newly renovated Suite
5.0 out of 5 average rating, 25 reviews
The Lindsey House in Historic Arrow Rock
4.92 out of 5 average rating, 90 reviews
The Bunkhouse
4.96 out of 5 average rating, 26 reviews
3 Bedroom Charmer On Nice Street/Fenced Backyard
4.78 out of 5 average rating, 129 reviewsDestinations to explore
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