Book Holiday Homes in Glasgow

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Featured Holiday Homes in Glasgow

Katy Trail Pull Off

Katy Trail Pull Off

Boonville MO
The price is AU$268 per night from 5 Jan to 6 Jan
AU$268
5 Jan - 6 Jan 2026
includes taxes & fees
With a stay at this vacation home in Boonville, you'll be a 5-minute walk from Isle of Capri Casino and 5 minutes by foot from Boonville Visitors Center and ...
Opens in a new windowKaty Trail Pull Off
Relaxing Three Bedroom Getaway  in Boonville

Relaxing Three Bedroom Getaway in Boonville

2 out of 5
Boonville MO
The price is AU$346 per night from 2 Jan to 3 Jan
AU$346
2 Jan - 3 Jan 2026
includes taxes & fees
With a stay at this vacation home in Boonville, you'll be within a 15-minute walk of Boonville Visitors Center and River, Rails & Trails Museum and Isle of Capri ...
Opens in a new windowRelaxing Three Bedroom Getaway in Boonville
Relax Enjoy Country Living with Hot Tub

Relax Enjoy Country Living with Hot Tub

New Franklin MO
Located in New Franklin, this vacation home is in a rural location, within a 15-minute drive of Boonville Visitors Center and River, Rails & Trails Museum and ...
Opens in a new windowRelax Enjoy Country Living with Hot Tub
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The Rocheport Honey House! Historic & remodeled home!

The Rocheport Honey House! Historic & remodeled home!

Rocheport MO
With a stay at this vacation home in Rocheport, you'll be a 1-minute walk from Bauernhof Siebeneck Art Gallery and 7 minutes by foot from Diana Bend Conservation ...
Opens in a new windowThe Rocheport Honey House! Historic & remodeled home!
Remodeled Rocheport Sunflower House - A Bungalow in Historic Rocheport

Remodeled Rocheport Sunflower House - A Bungalow in Historic Rocheport

Rocheport MO
With a stay at this vacation home in Rocheport, you'll be a 2-minute walk from Bauernhof Siebeneck Art Gallery and 7 minutes by foot from Diana Bend Conservation ...
Opens in a new windowRemodeled Rocheport Sunflower House - A Bungalow in Historic Rocheport
Cozy 1-bedroom house in historic Arrow Rock with WiFi, AC.

Cozy 1-bedroom house in historic Arrow Rock with WiFi, AC.

2 out of 5
Arrow Rock MO
The price is AU$322 per night from 6 Jan to 7 Jan
AU$322
6 Jan - 7 Jan 2026
includes taxes & fees
With a stay at this vacation home in Arrow Rock, you'll be within a 5-minute walk of Arrow Rock State Historic Site and Lyceum Theatre.
Opens in a new windowCozy 1-bedroom house in historic Arrow Rock with WiFi, AC.
Full House Just Steps Away from Missouri River, Katy Trail, Shopping & More!

Full House Just Steps Away from Missouri River, Katy Trail, Shopping & More!

Boonville MO
When you stay at this vacation home in Boonville, you'll be on a river, within a 10-minute walk of Boonville Visitors Center and River, Rails & Trails Museum ...
Opens in a new windowFull House Just Steps Away from Missouri River, Katy Trail, Shopping & More!
The Latch House Barn

The Latch House Barn

Arrow Rock MO
The price is AU$400 per night from 4 Jan to 5 Jan
AU$400
4 Jan - 5 Jan 2026
includes taxes & fees
With a stay at this vacation home in Arrow Rock, you'll be within a 5-minute walk of Arrow Rock State Historic Site and Lyceum Theatre.
Opens in a new windowThe Latch House Barn
The Latch House Arrow Rock

The Latch House Arrow Rock

Arrow Rock MO
The price is AU$595 per night from 28 Dec to 29 Dec
AU$595
28 Dec - 29 Dec
includes taxes & fees
With a stay at this vacation home in Arrow Rock, you'll be within a 5-minute walk of Arrow Rock State Historic Site and Lyceum Theatre.
Opens in a new windowThe Latch House Arrow Rock
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Glasgow Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Glasgow vacation homes are the perfect way for you to wing it.

Holiday houses in Glasgow let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Glasgow in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Glasgow adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Glasgow with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Glasgow vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Glasgow Holiday Homes essential information

Accommodation
24 Holiday Homes
Lowest Price
AU$70
Highest Price
AU$595
Popular accommodation
Katy Trail Pull Off, Relaxing Three Bedroom Getaway in Boonville, Relax Enjoy Country Living with Hot Tub, The Rocheport Honey House! Historic & remodeled home!, Remodeled Rocheport Sunflower House - A Bungalow in Historic Rocheport, Cozy 1-bedroom house in historic Arrow Rock with WiFi, AC. , Full House Just Steps Away from Missouri River, Katy Trail, Shopping & More!, The Latch House Barn, The Latch House Arrow Rock

Top trending hotels in Glasgow

Cozy studio in downtown Glasgow MO, walking distance to boutiques, eating, wine

Cozy studio in downtown Glasgow MO, walking distance to boutiques, eating, wine

Glasgow MO
The price is AU$256 per night from 25 Jan to 26 Jan
AU$256
25 Jan - 26 Jan 2026
includes taxes & fees
A stay at this apartment places you in the heart of Glasgow, steps from Missouri River and Beckett's Winery.
Opens in a new windowCozy studio in downtown Glasgow MO, walking distance to boutiques, eating, wine
Charming barn in Glasgow, modern amenities, private setting close to downtown

Charming barn in Glasgow, modern amenities, private setting close to downtown

Glasgow MO
With a stay at this vacation home in Glasgow, you'll be within a 15-minute walk of Missouri River and Beckett's Winery.
Opens in a new windowCharming barn in Glasgow, modern amenities, private setting close to downtown
Historic and Inspirational Mansion in quaint MO river town!

Historic and Inspirational Mansion in quaint MO river town!

Glasgow MO
Located in Glasgow, this vacation home is within a 5-minute drive of Missouri River and Beckett's Winery.
Opens in a new windowHistoric and Inspirational Mansion in quaint MO river town!
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Days Inn by Wyndham Boonville

Days Inn by Wyndham Boonville

2 out of 5
2401 Pioneer St Boonville MO
Fully refundableReserve now, pay when you stay
The price is AU$70 per night from 31 Dec to 1 Jan
AU$70
31 Dec - 1 Jan 2026
includes taxes & fees
With a stay at Days Inn by Wyndham Boonville in Boonville, you'll be within a 5-minute drive of Pinnacle Regional Hospital and Hail Ridge Golf Course.
Opens in a new windowDays Inn by Wyndham Boonville
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.