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, 559 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, 553 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
The exterior of a spacious two-story home is shown, featuring large windows that provide views of the surrounding trees. A covered upper deck is visible, along with a patio area furnished with a dining table. Hammocks are positioned beneath the deck, inviting relaxation.
Guest suite in Clark
4.96 out of 5 average rating, 138 reviews

Woodland Fox Retreat

Why not hide away at Woodland Fox? Spring is a lovely time on our peaceful 20 acres; only 3 mi off Hwy 63. The guest suite is ideal for multiple guests; 4 beds & 2 full baths. NO CLEANING FEE! You’ll have the entire lower-level to yourselves to enjoy the comforts of home. Sleep deep with comfy covers—oh, so clean—breakfast ingredients are supplied in fridge. To offset “no cleaning fee” $10 /guest per night--added for each guest after 3rd. (Closed for MARCH 2026 for my ankle surgery. Ouch!)

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, 105 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 billiard table with a red felt surface is positioned centrally in a spacious room. Wooden flooring extends throughout, and a brick feature wall provides a rustic backdrop. A kitchenette area is visible in the background, complemented by soft overhead lighting.
Guest suite in Marshall
4.82 out of 5 average rating, 199 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, 564 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 comfortable living area features a spacious sectional sofa in a neutral tone, with a decorative throw blanket draped across it. A dark marble coffee table is situated in front, and a spiral staircase leads to the upper levels. The open layout connects to the dining area.
Home in Boonville
5 out of 5 average rating, 163 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
4.94 out of 5 average rating, 33 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 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, 493 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".

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
4.98 out of 5 average rating, 121 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.

Guest favourite
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, 305 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 favourite
The cabin is partially obscured by snow-covered trees, presenting a warm wooden façade contrasting against the winter landscape. The spacious deck is visible, surrounded by a blanket of fresh snow, while the surrounding woods exhibit frosted branches.
Cabin in Ashland
4.93 out of 5 average rating, 101 reviews

Dripping Creek Cabin

Dripping Creek Cabin is a nice getaway between Fowler and Middle Branch creeks. Come walk the creek and dip if the water is up, get in the hot tub, or just walk the hills and valley. It's not far from both Columbia and Jefferson City as well as nature areas outside Hartsburg and Ashland. No ATVs allowed! There are trails north of I-70 in the Finger Lakes area if you’re looking for a place. Inquire about longer stays by message!

Popular amenities for Glasgow holiday rentals

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