Book Holiday Homes in Hillsdale

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Featured Holiday Homes in Hillsdale

Enjoy relaxing comfort in this uniquely designed home - 5min from Frontier Park

Enjoy relaxing comfort in this uniquely designed home - 5min from Frontier Park

Cheyenne WY
The price is AU$263 per night from 29 Dec to 30 Dec
AU$263
29 Dec - 30 Dec
includes taxes & fees
A stay at this vacation home places you in the heart of Cheyenne, within a 15-minute walk of Wyoming State Capitol and Cheyenne Botanic Gardens.
Opens in a new windowEnjoy relaxing comfort in this uniquely designed home - 5min from Frontier Park
Quiet Historical Home

Quiet Historical Home

Cheyenne WY
With a stay at this vacation home in Cheyenne, you'll be within a 10-minute walk of Wyoming State Capitol and Wyoming Historic Governors' Mansion.
Opens in a new windowQuiet Historical Home
Welcome to our More on Moore 1936 Remodeled Home w/AC, 4BDR, 2BR sleeps 8

Welcome to our More on Moore 1936 Remodeled Home w/AC, 4BDR, 2BR sleeps 8

Cheyenne WY
Located in Cheyenne, this vacation home is on a lake, within a 15-minute walk of Cheyenne Botanic Gardens and Wyoming State Capitol.
Opens in a new windowWelcome to our More on Moore 1936 Remodeled Home w/AC, 4BDR, 2BR sleeps 8
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Experience Cheyenne in a cozy home, close to Downtown, Medical Center and CFD.

Experience Cheyenne in a cozy home, close to Downtown, Medical Center and CFD.

Cheyenne WY
Located in Cheyenne, this vacation home is within a 5-minute drive of Warren Air Force Base and Wyoming State Capitol.
Opens in a new windowExperience Cheyenne in a cozy home, close to Downtown, Medical Center and CFD.
The1928 WEST • Spacious 5 BR, Putting Green, Pool Table & Arcade Games

The1928 WEST • Spacious 5 BR, Putting Green, Pool Table & Arcade Games

Cheyenne WY
Located in Cheyenne, this vacation home is within a 5-minute drive of Wyoming State Capitol and Warren Air Force Base.
Opens in a new windowThe1928 WEST • Spacious 5 BR, Putting Green, Pool Table & Arcade Games
Pet-Friendly Townhouse Located Near Frontier Park and the Capitol Building

Pet-Friendly Townhouse Located Near Frontier Park and the Capitol Building

Cheyenne WY
The price is AU$509 per night from 27 Jan to 28 Jan
AU$509
27 Jan - 28 Jan 2026
includes taxes & fees
With a stay at this vacation home in Cheyenne, you'll be within a 15-minute walk of Mylar Park and Mylar Disc Golf Course.
Opens in a new windowPet-Friendly Townhouse Located Near Frontier Park and the Capitol Building
Centrally located updated home

Centrally located updated home

Cheyenne WY
With a stay at this vacation home in Cheyenne, you'll be within a 15-minute walk of Wyoming State Capitol and Wyoming State Museum.
Opens in a new windowCentrally located updated home
Close to town, room to spread out: Sleeps 9 in 5 bedrooms

Close to town, room to spread out: Sleeps 9 in 5 bedrooms

Cheyenne WY
Located in Cheyenne, this vacation home is in a rural location, within a 15-minute drive of Cheyenne Frontier Days Old West Museum and Warren Air Force ...
Opens in a new windowClose to town, room to spread out: Sleeps 9 in 5 bedrooms
Quiet Cozy Downtown Cheyenne

Quiet Cozy Downtown Cheyenne

Cheyenne WY
The price is AU$229 per night from 7 Jan to 8 Jan
AU$229
7 Jan - 8 Jan 2026
includes taxes & fees
With a stay at this vacation home in Cheyenne, you'll be within a 10-minute walk of Wyoming State Capitol and Wyoming State Museum.
Opens in a new windowQuiet Cozy Downtown Cheyenne
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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.

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

Holiday houses in Hillsdale 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 Hillsdale 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 Hillsdale adventures, obvs.

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

Hillsdale Holiday Homes essential information

Accommodation
74 Holiday Homes
Lowest Price
AU$103
Highest Price
AU$509
Popular accommodation
Enjoy relaxing comfort in this uniquely designed home - 5min from Frontier Park, Quiet Historical Home, Welcome to our More on Moore 1936 Remodeled Home w/AC, 4BDR, 2BR sleeps 8, Experience Cheyenne in a cozy home, close to Downtown, Medical Center and CFD. , The1928 WEST • Spacious 5 BR, Putting Green, Pool Table & Arcade Games, Pet-Friendly Townhouse Located Near Frontier Park and the Capitol Building , Centrally located updated home, Close to town, room to spread out: Sleeps 9 in 5 bedrooms, Quiet Cozy Downtown Cheyenne

Top trending hotels in Hillsdale

Little America Cheyenne

Little America Cheyenne

3.5 out of 5
2800 W Lincolnway Cheyenne WY
Fully refundableReserve now, pay when you stay
The price is AU$103 per night from 16 Jan to 17 Jan
AU$103
16 Jan - 17 Jan 2026
includes taxes & fees
Located in Cheyenne, Little America Cheyenne is connected to the convention center, within a 5-minute drive of Nancy Mockler Community Dog Park and Nelson Museum ...
Opens in a new windowLittle America Cheyenne
Cheyenne Guest Inn

Cheyenne Guest Inn

2.5 out of 5
2512 W Lincolnway Cheyenne WY
Fully refundableReserve now, pay when you stay
With a stay at Cheyenne Guest Inn in Cheyenne, you'll be within a 5-minute drive of Nancy Mockler Community Dog Park and Cowgirls of the West Museum.
Opens in a new windowCheyenne Guest Inn
Microtel Inn & Suites by Wyndham Cheyenne

Microtel Inn & Suites by Wyndham Cheyenne

2 out of 5
1400 W Lincolnway Cheyenne WY
Fully refundableReserve now, pay when you stay
The price is AU$114 per night from 29 Dec to 30 Dec
AU$114
29 Dec - 30 Dec
includes taxes & fees
A stay at Microtel Inn & Suites by Wyndham Cheyenne places you in the heart of Cheyenne, within a 5-minute drive of Nelson Museum of the West and Cowgirls of ...
Opens in a new windowMicrotel Inn & Suites by Wyndham Cheyenne
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Red Lion Hotel & Conference Center Cheyenne

Red Lion Hotel & Conference Center Cheyenne

3 out of 5
204 W Fox Farm Rd Cheyenne WY
Fully refundableReserve now, pay when you stay
The price is AU$130 per night from 29 Dec to 30 Dec
AU$130
29 Dec - 30 Dec
includes taxes & fees
A stay at Red Lion Hotel & Conference Center Cheyenne places you in the heart of Cheyenne, within a 5-minute drive of Cowgirls of the West Museum and Wyoming ...
Opens in a new windowRed Lion Hotel & Conference Center Cheyenne
Don't see what you're looking for?
See all available properties in Hillsdale
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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.