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Featured Holiday Homes in Gypsum

Nicely Appointed Family Home w/ Mt. Sopris Views Near Town, 7 mi. to Skiing!

Nicely Appointed Family Home w/ Mt. Sopris Views Near Town, 7 mi. to Skiing!

Glenwood Springs
When you stay at this vacation home in Glenwood Springs, you'll be in the mountains, within a 15-minute drive of Colorado River and Glenwood Hot Springs.
Nicely Appointed Family Home w/ Mt. Sopris Views Near Town, 7 mi. to Skiing!
Gorgeous Suite at the Downtown Floradora House

Gorgeous Suite at the Downtown Floradora House

Glenwood Springs
With a stay at this vacation home in Glenwood Springs, you'll be within a 5-minute drive of Glenwood Hot Springs and Iron Mountain Hot Springs.
Gorgeous Suite at the Downtown Floradora House
Cozy 3 BR Retreat Near Downtown, Trails & Hot Springs

Cozy 3 BR Retreat Near Downtown, Trails & Hot Springs

Glenwood Springs
With a stay at this vacation home, you'll be centrally located in Glenwood Springs, within a 5-minute drive of Glenwood Hot Springs and Iron Mountain Hot ...
Cozy 3 BR Retreat Near Downtown, Trails & Hot Springs
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3 Bed 2 Bath Sleeps 8 Next To Rifle Falls State Park & Rifle Mountain Park

3 Bed 2 Bath Sleeps 8 Next To Rifle Falls State Park & Rifle Mountain Park

Rifle
With a stay at this vacation home in Rifle, you'll be steps from Rifle Falls State Park and a 5-minute drive from Rifle Gap State Park.
3 Bed 2 Bath Sleeps 8 Next To Rifle Falls State Park & Rifle Mountain Park
Peaceful Valley Home with Sauna in Glenwood

Peaceful Valley Home with Sauna in Glenwood

Glenwood Springs
When you stay at this vacation home in Glenwood Springs, you'll be in the mountains, within a 15-minute drive of Glenwood Hot Springs and Iron Mountain Hot ...
Peaceful Valley Home with Sauna in Glenwood
Downtown Carbondale Duplex with Enclosed Yard, no cleaning fee

Downtown Carbondale Duplex with Enclosed Yard, no cleaning fee

Carbondale
Located in Carbondale, this vacation home is within a 15-minute walk of Elk Mountain Expeditions and Carbondale Nature Park.
Downtown Carbondale Duplex with Enclosed Yard, no cleaning fee
Pet-Friendly, Private Creekside Retreat Near Town & Hot Springs

Pet-Friendly, Private Creekside Retreat Near Town & Hot Springs

Glenwood Springs
Located in Glenwood Springs, this vacation home is on the waterfront, within a 15-minute drive of Sunlight Mountain Resort and Valley View Hospital.
Pet-Friendly, Private Creekside Retreat Near Town & Hot Springs
Spacious Townhome w/ Private Spa - Just Minutes from Vail and Beaver Creek!

Spacious Townhome w/ Private Spa - Just Minutes from Vail and Beaver Creek!

Avon
When you stay at this vacation home in Avon, you'll be next to a golf course, within a 10-minute drive of Vail Ski Resort and Beaver Creek Ski Area.
Spacious Townhome w/ Private Spa - Just Minutes from Vail and Beaver Creek!
Game & Movie Rooms, Fire Pit, Family Friendly, A/C

Game & Movie Rooms, Fire Pit, Family Friendly, A/C

Glenwood Springs
A stay at this vacation home places you in the heart of Glenwood Springs, within a 15-minute walk of Colorado River and Glenwood Hot Springs.
Game & Movie Rooms, Fire Pit, Family Friendly, A/C
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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.

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

Holiday houses in Gypsum 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 Gypsum 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 Gypsum adventures, obvs.

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

Gypsum Holiday Homes essential information

Accommodation
1303 Holiday Homes
Lowest Price
Highest Price
Popular accommodation
Nicely Appointed Family Home w/ Mt. Sopris Views Near Town, 7 mi. to Skiing!, Gorgeous Suite at the Downtown Floradora House, Cozy 3 BR Retreat Near Downtown, Trails & Hot Springs, 3 Bed 2 Bath Sleeps 8 Next To Rifle Falls State Park & Rifle Mountain Park, Peaceful Valley Home with Sauna in Glenwood, Downtown Carbondale Duplex with Enclosed Yard, no cleaning fee , Pet-Friendly, Private Creekside Retreat Near Town & Hot Springs, Spacious Townhome w/ Private Spa - Just Minutes from Vail and Beaver Creek!, Game & Movie Rooms, Fire Pit, Family Friendly, A/C

Top trending hotels in Gypsum

Hotel Colorado

Hotel Colorado

3.5 out of 5
526 Pine St, Glenwood Springs, CO
Fully refundableReserve now, pay when you stay
When you stay at Hotel Colorado in Glenwood Springs, you'll be near ski lifts, just steps from Glenwood Hot Springs and 5 minutes by foot from Yampah Spa and ...
Hotel Colorado
La Quinta Inn & Suites by Wyndham Glenwood Springs

La Quinta Inn & Suites by Wyndham Glenwood Springs

3 out of 5
124 West 6th Street, I-70 at Exit 116, Glenwood Springs, CO
Fully refundableReserve now, pay when you stay
With a stay at La Quinta Inn & Suites by Wyndham Glenwood Springs, you'll be centrally located in Glenwood Springs, just a 4-minute walk from Glenwood Hot Springs ...
La Quinta Inn & Suites by Wyndham Glenwood Springs
Best Western Antlers at Glenwood Springs

Best Western Antlers at Glenwood Springs

2.5 out of 5
171 W 6th Street, Glenwood Springs, CO
When you stay at Best Western Antlers at Glenwood Springs in Glenwood Springs, you'll be near the airport, within a 10-minute walk of Glenwood Hot Springs and ...
Best Western Antlers at Glenwood Springs
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Glenwood Springs Cedar Lodge

Glenwood Springs Cedar Lodge

2 out of 5
2102 Grand Ave, Glenwood Springs, CO
Fully refundableReserve now, pay when you stay
With a stay at Glenwood Springs Cedar Lodge in Glenwood Springs, you'll be a 5-minute walk from Roaring Fork River and a 3-minute drive from Colorado River.
Glenwood Springs Cedar Lodge
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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.