Holiday houses in Glasgow

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Top-rated holiday rentals in Glasgow

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Top Guest favourite
An interior view of the Bunk House showcases two twin bed frames adorned with quilts in various colors. Soft pillows are arranged on each bed, while a large window allows natural light to illuminate the space. Air-conditioning unit is visible on the wall.
Farm stay in Holts Summit
4.92 out of 5 average rating, 291 reviews

The Bunk House

The Bunk House is an 8 by 12 foot shed with 3-4 bunks. There is a twin sized bed across the back, a bunk sized bed on each side and a plank to pull out to accommodate a fourth person in the middle over the walkway. With this adaptation, you have an 8 by 10 foot bed. We provide foam mattresses, sheets, blankets and pillows. There is an air-conditioner and a heater. Bucket toilet behind the bunkhouse. Fire ring available. No pets. The water is from our deep well - tested, certified and delicious!

Superhost
A comfortable living area features a large sectional sofa draped with a colorful blanket. A vintage red refrigerator stands prominently, complemented by plants and wall art. Patterned wallpaper adds visual interest, while warm lighting creates a cozy ambiance throughout the space.
Tiny home in Huntsville
4.83 out of 5 average rating, 40 reviews

The Bo Hotel-Remote work friendly stay

Off grid where elegance meets environmentally friendly. Farm feel combines with funky. Think Walden in the woods collaborating with Cacti in the country. Family friendly and extroverts welcome. Or shut the door and hole yourself in. Just know the roosters and their girls will still serenade you. Children playing, gardens growing, a clothesline blowing. No flush *no rush. Chicken poop. Not the Best Western, but a western vibe with a woman’s touch. Mother Nature, mother Mary and her shared space.

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, 552 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.

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
An oversized porch features wooden flooring and a table surrounded by striped chairs. Potted plants with flowers add color, while a small fireplace sits adjacent. Wooden pillars support the roof, and trees are visible in the background, creating a serene outdoor space.
Home in Rocheport
4.98 out of 5 average rating, 347 reviews

Rocheport Blufftop Bungalow * walk to trail*

Welcome to the bungalow on the hill in historic Rocheport w/ 3 BR, 2.5 baths, oversized porch, game room, garage, electric fireplace all within walking distance to MKT trail & downtown shops, restaurants & galleries or less than a mile to local award- winning winery. All yours to enjoy with antique furnishings, beautiful lighting & a short drive to Columbia. As nearby residents we're excited for you to experience why Rocheport was voted Best Tiny Town in MO by Southern Living mag!

Top Guest favourite
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
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
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
4.91 out of 5 average rating, 86 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 holiday rentals

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