Book Holiday Homes in Hillside

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Featured Holiday Homes in Hillside

Cozy Quiet Mountain Gem

Cozy Quiet Mountain Gem

Cotopaxi
The price is AU$412 per night from 5 May to 6 May
AU$412
includes taxes & fees
5 May - 6 May
With a stay at this vacation home in Cotopaxi, you'll be in the mountains, and 9.7 mi (15.7 km) from Cotopaxi City Park and 16.7 mi (26.8 km) from Arkansas ...
Cozy Quiet Mountain Gem
Private Lodge -CO Mtn Lake, Pool,Hot Tub, Affordable Family Reunions and Groups

Private Lodge -CO Mtn Lake, Pool,Hot Tub, Affordable Family Reunions and Groups

Westcliffe
When you stay at this vacation home in Westcliffe, you'll be on the waterfront and 14 minutes by car from Hermit Park.
Private Lodge -CO Mtn Lake, Pool,Hot Tub, Affordable Family Reunions and Groups
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!
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Cozy Mountain Home. 360 Mountain Views. Walking distance to Nat'l Forest trails.

Cozy Mountain Home. 360 Mountain Views. Walking distance to Nat'l Forest trails.

Westcliffe
With a stay at this vacation home in Westcliffe, you'll be 8.6 mi (13.8 km) from Hermit Park and 8.7 mi (14 km) from Smokey Jack Observatory.
Cozy Mountain Home. 360 Mountain Views. Walking distance to Nat'l Forest trails.
Pet Friendly Ranch w/ StarLink. Hot Tub Special until April.

Pet Friendly Ranch w/ StarLink. Hot Tub Special until April.

Westcliffe
The price is AU$523 per night from 10 Apr to 11 Apr
AU$523
includes taxes & fees
10 Apr - 11 Apr
With a stay at this vacation home in Westcliffe, you'll be within a 5-minute drive of Silver Cliff Museum and Hermit Park.
Pet Friendly Ranch w/ StarLink. Hot Tub Special until April.
'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.
Sit on Your Deck in an Alpine Forest & Next to Mountain Stream

Sit on Your Deck in an Alpine Forest & Next to Mountain Stream

Westcliffe
With a stay at this vacation home in Westcliffe, you'll be 9.7 mi (15.6 km) from Hermit Park and 10.7 mi (17.2 km) from San Isabel Lake.
Sit on Your Deck in an Alpine Forest & Next to Mountain Stream
Spacious Home-Mountain & Valley Views - Dark Sky

Spacious Home-Mountain & Valley Views - Dark Sky

Cotopaxi
Located in Hillside, this vacation home is in the mountains, within a 15-minute drive of McIntyre Hills Wilderness Study Area and The Historic Beckwith ...
Spacious Home-Mountain & Valley Views - Dark Sky
Secluded Riverfront Retreat w/hot tub & private river access

Secluded Riverfront Retreat w/hot tub & private river access

Howard
The price is AU$781 per night from 15 Apr to 16 Apr
AU$781
includes taxes & fees
15 Apr - 16 Apr
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
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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.

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

Holiday houses in Hillside 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 Hillside 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 Hillside adventures, obvs.

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

Hillside Holiday Homes essential information

Accommodation
61 Holiday Homes
Lowest Price
AU$221
Highest Price
AU$781
Popular accommodation
Cozy Quiet Mountain Gem, Private Lodge -CO Mtn Lake, Pool,Hot Tub, Affordable Family Reunions and Groups, Spanish Ranch on the Arkansas River- enjoy the rushing river from the Hot tub!, Cozy Mountain Home. 360 Mountain Views. Walking distance to Nat'l Forest trails., Pet Friendly Ranch w/ StarLink. Hot Tub Special until April., 'The Hideaway' - Tucked in the Beautiful Wet Mountain Valley., Sit on Your Deck in an Alpine Forest & Next to Mountain Stream, Spacious Home-Mountain & Valley Views - Dark Sky, Secluded Riverfront Retreat w/hot tub & private river access

Top trending hotels in Hillside

Hillside Colorado Cottages near Westcliffe

Hillside Colorado Cottages near Westcliffe

3 out of 5
59424 Highway 69, Hillside, CO
The price is AU$255 per night from 17 Apr to 18 Apr
AU$255
includes taxes & fees
17 Apr - 18 Apr
With a stay at Hillside Colorado Cottages near Westcliffe in Hillside, you'll be 7.6 mi (12.3 km) from The Historic Beckwith Ranch and 14 mi (22.5 km) from Silver ...
Hillside Colorado Cottages near Westcliffe
Spacious Home-Mountain & Valley Views - Dark Sky

Spacious Home-Mountain & Valley Views - Dark Sky

Cotopaxi
Located in Hillside, this vacation home is in the mountains, within a 15-minute drive of McIntyre Hills Wilderness Study Area and The Historic Beckwith ...
Spacious Home-Mountain & Valley Views - Dark Sky
'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.
Save an average of 15% on thousands of hotels when you're signed in
Dark Sky Suites

Dark Sky Suites

2.5 out of 5
110 S 2nd St, Westcliffe, CO
The price is AU$221 per night from 17 Apr to 18 Apr
AU$221
includes taxes & fees
17 Apr - 18 Apr
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
Don't see what you're looking for?
See all available properties in Hillside
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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.