Vacation rentals in Glasgow

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Top-rated vacation rentals in Glasgow

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Top guest favorite
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 favorite
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, 85 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 favorite
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 favorite
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, 592 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 favorite
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 favorite
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, 196 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 favorite
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.

Top guest favorite
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
4.95 out of 5 average rating, 44 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.

Top guest favorite
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, 138 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.

Top guest favorite
A view of the yurt nestled among trees shows vibrant autumn foliage in shades of yellow and orange. A gravel pathway leads to the entrance, flanked by a wooden deck and the nearby utility structure. Sunlight filters through the leaves, creating a serene setting.
Yurt in Holts Summit
4.98 out of 5 average rating, 407 reviews

Yurt in the Forest

Step into the serenity of trees and sky. The yurt has been crafted to relax and refresh you with comfort and convenience and the simple joys of peaceful proximity to nature. The round common room has a kitchenette, queen-size bed, table, chairs, and a futon which opens out to a double bed. A shower room completes the setting. And now no additional cleaning fee!. also, the water is from our deep well: tested, certified.... And delicious!

Guest favorite
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, 324 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 favorite
A spacious bed with a contemporary headboard is positioned against a textured brick wall. Colorful striped pillows add visual interest. Natural light pours through a large window, illuminating the soft linens and creating a cozy, serene ambiance in the room.
Loft in Salisbury
4.88 out of 5 average rating, 95 reviews

Charming Loft in Downtown Salisbury

You’ll love the NYC studio feel but in central, rural Missouri. Here at the Broadway Lofts we have 400 sq ft of space to host you. Sleep in the comfort of a King sized Sealy mattress, which feels like home away from home. Also, available is a full sized futon for an extra guest (or two if they're small) ;). Walk-in shower with luxury towels and stocked toiletries. Within walking distance of local restaurants, parks, and shopping!

Popular amenities for Glasgow vacation rentals

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