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, 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 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, 114 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
A modern kitchen area is presented with open shelving displaying a collection of dishes, glassware, and cookware. A sleek, black sink and faucet are centrally located, complemented by a microwave and coffee maker. The countertop features a small potted plant, enhancing the functional space.
Apartment in Salisbury
5.0 out of 5 average rating, 9 reviews

Deluxe Loft Apartment

This downtown apartment is in the heart of the Salisbury Main Street district, making it easy to plan your visit. Whether you decide to stay for the night or the month, we have carefully crafted your home away from home. Walkable to local businesses, parks, and museums, allowing you to enjoy all Salisbury has to offer. We are located in a historical building on the upper level with stair access only, so please consider this when booking our space. We hope you love it as much as we do!

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, 94 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
A charming historic house is showcased with a light-colored exterior and grey metal roof. A stone pathway leads to the entrance, bordered by well-manicured grass and seasonal flowers. Decorative lanterns and a welcoming sign enhance the home's inviting presence among mature trees.
Home in Rocheport
4.99 out of 5 average rating, 198 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
Farm stay in New Franklin
4.99 out of 5 average rating, 68 reviews

Relax Enjoy Country Living-Hot Tub & Seasonal Pool

Romantic Getaway when you stay under the stars at our mancave retreat. This property is on 122 acres of rolling hills, pecan trees and crop land. We harvest pecans every year. The mancave comes with a full size bedroom with television upstairs, futon, full bath, kitchen/bar/living room area. There are four smart TVs including one one on the patio. You can choose to sit and watch TV from the hot tub or inside. Seasonal pool will be ready by memorial day and thru September.

Top Guest favourite
Home in Boonville
5.0 out of 5 average rating, 184 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 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
4.96 out of 5 average rating, 46 reviews

Studio 310 on the River

A newly 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.

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, 112 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
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
4.9 out of 5 average rating, 334 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.

Guest favourite
The exterior of a charming black barn features neatly trimmed greenery and landscaped flower beds. A well-maintained lawn surrounds the structure, and multiple windows allow natural light to brighten the interior. A brick chimney is visible on the roof, adding a rustic touch.
Barn in Arrow Rock
4.94 out of 5 average rating, 54 reviews

The Latch House Barn

The Latch House Barn sets adjacent the the Arrowrock’s oldest home. This is a great pet friendly property for well behave canines. Featuring beautiful concrete floors, doggy door, outside kennel and fenced in yard. Parking is included in the attached covered carport. Only and handful of steps from the boardwalk. Just a darling unique property in Arrow Rock…

Top Guest favourite
Farm stay in Fayette
5.0 out of 5 average rating, 9 reviews

Alfred Morrison Historic Home/Lilac Hill

Step back in time while enjoying modern comforts at Lilac Hill, the Alfred William Morrison home, built in 1832 by Missouri’s renowned surveyor and state treasurer. This stunning two-story red brick Federal/Early Classical Revival home is one of the oldest in mid-Missouri and proudly listed on the National Register of Historic Places.

Popular amenities for Glasgow holiday rentals

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