Holiday houses in Glasgow

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Top-rated holiday rentals in Glasgow

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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, 564 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!

Guest favourite
Tiny home in Huntsville
4.88 out of 5 average rating, 562 reviews

O’s Barn Cabin - Small Town Livin'!

O’s Barn Cabin offers a simple and unique way of relaxing in rustic fashion! Our pet friendly tiny home is 532 sq. ft of open space and country character. The location is out of the city, yet just a couple miles from all of the stores you need. The little cabin is nestled down our shared private and peaceful driveway, with views of cattle grazing in the pasture right off the front porch at the right time of year. Our big screen projector and fire pit are two amenities you'll be sure to enjoy!

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, 108 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.

Guest favourite
Guest suite in Marshall
4.82 out of 5 average rating, 202 reviews

Relax at the Lake House Inn!

This casual, cabin-like 2-bedroom basement unit has a private entry, off street parking, and many recreational options both inside and outside. Enjoy the large backyard for relaxing with a great view of the lake. Access to a fire pit, patio, picnic table, gas grill, and yard games. Sleeps 6 adults and houses a billiard table, TV, and a small kitchenette area equipped with a microwave, refrigerator, electric griddle & skillet, air fryer, dishes, serving ware and Keurig. No kitchen range

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
4.94 out of 5 average rating, 573 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

Top Guest favourite
A cozy living area is shown with a light-colored sofa and an armchair featuring floral upholstery. Natural light enters through large windows draped in soft curtains. A floor lamp provides gentle illumination, complemented by a decorative woven basket and a small side table.
Guesthouse in Columbia
4.96 out of 5 average rating, 249 reviews

Nature guesthouse by the A frame Studio

Our guesthouse is located on the NW side of Columbia. We can accommodate from 1 night stays to monthly reservations! 1 - 2 guests are recommended for long term and short term stays. 3 guests for short term stays. Welcome! This small open spaced building is comfortable and detailed to be extra clean. Take a look! You will have a thoughtfully furnished, ready to move in, lodging all to your own! Lots of amenities provided and extras too! Our place and property is very private and quiet.

Top Guest favourite
Wooden steps lead to a hot tub, framed by white drapery. Potted red flowers add a pop of color to the area. Soft lighting is provided by ground lanterns along the pathway, contributing to a serene outdoor setting.
Home in Rocheport
4.99 out of 5 average rating, 191 reviews

The WhiteHorse Guest House

Come enjoy this lovingly restored 1895 home on the National Register of Historic Places, located in the heart of historic Rocheport, Missouri. The home is filled with American country antiques and hooked rugs. There are two bedrooms with queen beds, a fully stocked kitchen, brick patio and hot tub. The home is blocks away from the Katy Trail, shops and restaurants. Nominated by the magazine, Inside Columbia, as one of the top 5 places to stay in the Columbia area for 2026.

Top Guest favourite
Home in Boonville
5 out of 5 average rating, 177 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.

Top Guest favourite
A covered patio area features a colorful hammock and a wooden dining set, surrounded by green grass. The patio is adorned with decorative string lights, offering a cozy atmosphere. The exterior of the building is light-colored, with large glass doors leading indoors.
Apartment in Rocheport
4.99 out of 5 average rating, 133 reviews

The Katy Trail Carriage House

Such a tranquil and serene apartment in the lovely town of Rocheport. Only two blocks away from the Trail as well as Meriwether Cafe! You will not be disappointed with this location and amenities. A lovely bedroom and kitchenette with private bath.. A nice place inside for your bicycles in the attached converted garage / living space. (Separate from bedroom) . Light breakfast options include breakfast bar, oatmeal, nut/fruit packet, coffee, tea, juice.PETS NOT ALLOWED.

Top Guest favourite
A cozy cabin is nestled beside a tranquil pond, surrounded by lush greenery. Canoes rest gently on the bank, reflecting the trees and cabin in the calm water. The outdoor space features a porch with seating, inviting a peaceful retreat in nature.
Cabin in Holts Summit
4.94 out of 5 average rating, 510 reviews

Restful Rustic Comfy Cabin.

Sweet little cabin by a little pond at the edge of the woods. Large sunny windows, real bed, (with room to bed a child or two down on the floor) tea pot, easy chair, composting toilet, AC, WiFi, hiking trails. There's no shower in the Cabin. Our water is from a deep well, tested, certified ... and delicious! There is an above ground pool, trampoline, and a trail down the hill Very child friendly. We maintain a fragrance-free facility, so no air "fresheners".

Guest favourite
A cozy sleeping area features a wrought iron bed with a simple white and striped blanket. A small wooden nightstand holds a lamp and a decorative bust. Natural light filters through partially closed blinds, with beige curtains framing the window.
Guest suite in Arrow Rock
4.91 out of 5 average rating, 109 reviews

MRF Inn - West Suite - lower level

PLEASE READ!!! The MRF Inn features contact free stays and check-in. The Inn is newly remodeled. Each Unit has a small kitchenette area equipped with a microwave, refrigerator, toaster, dishes, serving ware and a coffee maker. You will need to acquire provisions ahead of time as there is not a grocery store in Arrow Rock. Meals and snacks are not provided. This room is on the first floor, west suite of the Inn. There is not a common area/gathering room.

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, 130 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.

Popular amenities for Glasgow holiday rentals

  1. Airbnb
  2. United States
  3. Missouri
  4. Howard County
  5. Glasgow