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Featured Holiday Homes in Westcliffe

Heidi's Hideaway, Skyline Views close to Downtown

Heidi's Hideaway, Skyline Views close to Downtown

2 out of 5
Cañon City
Located in Canon City, this vacation home is within a 5-minute drive of Royal Gorge Regional Museum and History Center and Arkansas River.
Heidi's Hideaway, Skyline Views close to Downtown
Secluded Riverfront Retreat w/hot tub & private river access

Secluded Riverfront Retreat w/hot tub & private river access

Howard
When you a stay at this vacation home in Howard, you'll be on the waterfront, just steps from Arkansas River and Arkansas Headwaters Recreation Area.
Secluded Riverfront Retreat w/hot tub & private river access
1 Mi to Main St & Riverwalk: Home in Canon City

1 Mi to Main St & Riverwalk: Home in Canon City

Cañon City
Located in Canon City, this vacation home is within a 5-minute drive of Arkansas River and Royal Gorge Regional Museum and History Center.
1 Mi to Main St & Riverwalk: Home in Canon City
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Magical Cabin below the Sangre de Cristos

Magical Cabin below the Sangre de Cristos

Westcliffe
With a stay at this vacation home in Westcliffe, you'll be in the mountains, and 5.9 mi (9.5 km) from The Historic Beckwith Ranch and 8.1 mi (13 km) from San ...
Magical Cabin below the Sangre de Cristos
Spanish Ranch on the Arkansas River- enjoy the rushing river from the Hot tub!

Spanish Ranch on the Arkansas River- enjoy the rushing river from the Hot tub!

Howard
With a stay at this vacation home in Howard, you'll be on the waterfront, just a 2-minute walk from Arkansas River and 9 minutes by foot from Arkansas Headwaters ...
Spanish Ranch on the Arkansas River- enjoy the rushing river from the Hot tub!
Breathtaking views of the Moutains close to downtown

Breathtaking views of the Moutains close to downtown

Cañon City
When you stay at this vacation home in Canon City, you'll be on a river, within a 15-minute walk of Fremont Center for the Arts and Royal Gorge Regional Museum ...
Breathtaking views of the Moutains close to downtown
Charming Crestone Mountain Cottage- 1 mile from town!

Charming Crestone Mountain Cottage- 1 mile from town!

Crestone
With a stay at this vacation home in Crestone, you'll be in the mountains, within a 15-minute drive of Great Sand Dunes National Park and Baca Grande Park.
Charming Crestone Mountain Cottage- 1 mile from town!
Pinewood Family Retreat House with Game Room and Pool Table

Pinewood Family Retreat House with Game Room and Pool Table

Crestone
With a stay at this vacation home, you'll be centrally located in Crestone, within a 15-minute drive of Great Sand Dunes National Park and Baca Grande Park.
Pinewood Family Retreat House with Game Room and Pool Table
The Power Plant near historic Main St, Train Depot and Ark. River. Pet friendly!

The Power Plant near historic Main St, Train Depot and Ark. River. Pet friendly!

Cañon City
With a stay at this vacation home in Canon City, you'll be within a 5-minute walk of Royal Gorge Regional Museum and History Center and Dinosaur Depot ...
The Power Plant near historic Main St, Train Depot and Ark. River. Pet friendly!
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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.

Westcliffe 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 Westcliffe vacation homes are the perfect way for you to wing it.

Holiday houses in Westcliffe 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 Westcliffe 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 Westcliffe adventures, obvs.

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

Westcliffe Holiday Homes essential information

Accommodation
181 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
Heidi's Hideaway, Skyline Views close to Downtown , Secluded Riverfront Retreat w/hot tub & private river access, 1 Mi to Main St & Riverwalk: Home in Canon City, Magical Cabin below the Sangre de Cristos, Spanish Ranch on the Arkansas River- enjoy the rushing river from the Hot tub!, Breathtaking views of the Moutains close to downtown, Charming Crestone Mountain Cottage- 1 mile from town!, Pinewood Family Retreat House with Game Room and Pool Table, The Power Plant near historic Main St, Train Depot and Ark. River. Pet friendly!

Top trending hotels in Westcliffe

'The Hideaway' - Tucked in the Beautiful Wet Mountain Valley.

'The Hideaway' - Tucked in the Beautiful Wet Mountain Valley.

Westcliffe
With a stay at this vacation home in Westcliffe, you'll be in the mountains, and 30.5 mi (49 km) from Royal Gorge Bridge and 7 mi (11.2 km) from Lower Grape ...
'The Hideaway' - Tucked in the Beautiful Wet Mountain Valley.
Dark Sky Suites

Dark Sky Suites

2.5 out of 5
110 S 2nd St, Westcliffe, CO
With a stay at Dark Sky Suites in Westcliffe, you'll be within a 10-minute walk of Smokey Jack Observatory and Hermit Park.
Dark Sky Suites
Magical Cabin below the Sangre de Cristos

Magical Cabin below the Sangre de Cristos

Westcliffe
With a stay at this vacation home in Westcliffe, you'll be in the mountains, and 5.9 mi (9.5 km) from The Historic Beckwith Ranch and 8.1 mi (13 km) from San ...
Magical Cabin below the Sangre de Cristos
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Ridge-Top Cabin • Dog Friendly • Hot tub Optional ($50/stay)

Ridge-Top Cabin • Dog Friendly • Hot tub Optional ($50/stay)

Westcliffe
With a stay at this cabin in Westcliffe, you'll be in the mountains, and 14.5 mi (23.4 km) from Hermit Park and 15.1 mi (24.3 km) from Smokey Jack ...
Ridge-Top Cabin • Dog Friendly • Hot tub Optional ($50/stay)
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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.

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^Subject to availability and chosen travel dates.