Hillsdale Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Hillsdale holiday rentals

2 BDRM - Sleeps up to 6

2 BDRM - Sleeps up to 6
Cheyenne
9.0 out of 10, Wonderful, (54 reviews)
"Nice litttle place"
United States
Nancy R.
The price is AU$229
includes taxes & fees
4 Feb - 5 Feb
2 BDRM - Sleeps up to 6

Quiet retreat, minutes from highway and downtown, Quite retreat, minutes from highway and downtown

Quiet retreat, minutes from highway and downtown, Quite retreat, minutes from highway and downtown
Cheyenne
9.8 out of 10, Exceptional, (10 reviews)
"This place was fantastic! The owners were fantastic to work with and we really enjoyed the stay! "
United States
DANA H.
The price is AU$272
includes taxes & fees
2 Feb - 3 Feb
Quiet retreat, minutes from highway and downtown, Quite retreat, minutes from highway and downtown

Close - in Rural Studio - Great Star-gazing!

Close - in Rural Studio - Great Star-gazing!
Cheyenne
9.6 out of 10, Exceptional, (38 reviews)
"Great spot for an overnight stay somewhat close to the airport. "
United States
Rebecca H.
Close - in Rural Studio - Great Star-gazing!

Private apartment in the center of Cheyenne

Private apartment in the center of Cheyenne
Cheyenne
8.4 out of 10, Very good, (35 reviews)
"Was a homey place to stay while visiting family."
United States
Lori P.
The price is AU$170
includes taxes & fees
22 Feb - 23 Feb
Private apartment in the center of Cheyenne

The Tribe Space- Country, but close

The Tribe Space- Country, but close
Cheyenne
9.4 out of 10, Exceptional, (45 reviews)
"Location waa nice outside of town."
United States
Thy N.
The price is AU$193
includes taxes & fees
4 Feb - 5 Feb
The Tribe Space- Country, but close

1 BDRM - Great Location!

1 BDRM - Great Location!
Cheyenne
8.4 out of 10, Very good, (20 reviews)
"Easy check in, good communication, just like listing which is great. The building is older and you can hear your neighbors moving around. "
United States
Amanda B.
The price is AU$179
includes taxes & fees
22 Feb - 23 Feb
1 BDRM - Great Location!

Basement Bliss: Cozy Getaway, Basement Bliss: Cozy Getaway

Basement Bliss: Cozy Getaway, Basement Bliss: Cozy Getaway
Cheyenne
9.6 out of 10, Exceptional, (4 reviews)
"The cleanest vacation rental I've ever stayed in! It was immaculate and had everything I could possibly need. Owner communication was great. They thought of every detail. I will definitely stay again!"
United States
Shannon O.
The price is AU$251
includes taxes & fees
1 Feb - 2 Feb
Basement Bliss: Cozy Getaway, Basement Bliss: Cozy Getaway

2BR Gem: Modern Comfort & Style

2BR Gem: Modern Comfort & Style
Cheyenne
9.0 out of 10, Wonderful, (4 reviews)
"We enjoyed a 2-night stay at the "gem" house and found it to be renovated nicely, very clean, nicely appointed, and well supplied with all the necessities. The check-in and check-out processes were all very easy."
United States
Anonymous traveller
The price is AU$333
includes taxes & fees
1 Feb - 2 Feb
2BR Gem: Modern Comfort & Style

The Downtown Nest Cheyenne

The Downtown Nest Cheyenne
Cheyenne
10.0 out of 10, Exceptional, (1 review)
"Very clean and welcoming, the Downtown Nest thought of everything. Dogs welcomed which was a nice win for us. There are some steep stairs to navigate and it's very cozy, but it was comfortable, tidy as a pin, and the hosts were impeccable. Downtown and close to everything, the area is very walkable, and convenient. Thanks! Enjoyed our stay in Cheyenne!"
United States
Lisa M.
The price is AU$172
includes taxes & fees
1 Feb - 2 Feb
The Downtown Nest Cheyenne

Convenient 1-Bedroom House near Hospital & Downtown

Convenient 1-Bedroom House near Hospital & Downtown
Cheyenne
9.4 out of 10, Exceptional, (8 reviews)
"Great location for us! Clean, comfy, great AC. We could walk to downtown and only a 5 minute ride to Frontier Days!"
United States
Tim W.
The price is AU$272
includes taxes & fees
2 Feb - 3 Feb
Convenient 1-Bedroom House near Hospital & Downtown

Charming 2-Bedroom House for a Peaceful Getaway, Peaceful Home away from home

Charming 2-Bedroom House for a Peaceful Getaway, Peaceful Home away from home
Cheyenne
9.4 out of 10, Exceptional, (9 reviews)
"Great place for a few nights stay. "
United States
Candy G.
The price is AU$312
includes taxes & fees
1 Feb - 2 Feb
Charming 2-Bedroom House for a Peaceful Getaway, Peaceful Home away from home

Shotgun Blue

Shotgun Blue
Cheyenne
10.0 out of 10, Exceptional, (42 reviews)
"Great little house. Very clean, well stocked, and comfortable. Convenient location. Will definitely stay again if we are ever passing through! "
United States
talia f.
The price is AU$235
includes taxes & fees
7 Feb - 8 Feb
Shotgun Blue

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
9.8 out of 10, Exceptional, (76 reviews)
"Great stay! Owner was responsive. "
United States
Brook B.
The price is AU$280
includes taxes & fees
17 Feb - 18 Feb
Enjoy relaxing comfort in this uniquely designed home - 5min from Frontier Park

Cheyenne Blue Painted Lady

Cheyenne Blue Painted Lady
Cheyenne
10.0 out of 10, Exceptional, (6 reviews)
"House looked brand new as did all the furnishings. Owner responded to my questions within minutes. Would definitely stay again!"
United States
Kelli T.
The price is AU$658
includes taxes & fees
1 Feb - 2 Feb
Cheyenne Blue Painted Lady

Capitol-Side • Downtown • Basement Pirate Themed

Capitol-Side • Downtown • Basement Pirate Themed
Cheyenne
The price is AU$423
includes taxes & fees
1 Feb - 2 Feb
Capitol-Side • Downtown • Basement Pirate Themed

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
9.4 out of 10, Exceptional, (24 reviews)
"This was a great home our family thoroughly enjoyed themselves. Thank you very much."
United States
Justice W.
The price is AU$494
includes taxes & fees
4 Feb - 5 Feb
Close to town, room to spread out: Sleeps 9 in 5 bedrooms

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

The1928 WEST • Spacious 5 BR, Putting Green, Pool Table & Arcade Games
Cheyenne
10.0 out of 10, Exceptional, (10 reviews)
"Very nice place. We loved our stay!"
United States
Dustin V.
The price is AU$592
includes taxes & fees
1 Feb - 2 Feb
The1928 WEST • Spacious 5 BR, Putting Green, Pool Table & Arcade Games

Spacious Duplex that is pet friendly

Spacious Duplex that is pet friendly
Cheyenne
8.0 out of 10, Very good, (1 review)
"Charming, comfortable place to stay, Nicely renovated, comfortable beds and furniture. I would recommend it and would stay there again! The host was very accommodating. Responded to questions promptly and was readily available if you needed anything. "
United States
Tina B.
The price is AU$263
includes taxes & fees
15 Feb - 16 Feb
Spacious Duplex that is pet friendly

Cozy cottage in Cheyenne

Cozy cottage in Cheyenne
Cheyenne
10.0 out of 10, Exceptional, (5 reviews)
The price is AU$205
includes taxes & fees
13 Feb - 14 Feb
Cozy cottage in Cheyenne

2 BDRM - Sleeps up to 6

2 BDRM - Sleeps up to 6
Cheyenne
8.4 out of 10, Very good, (39 reviews)
"Had to stay an extra day and they kindly accommodated us! Nice place. "
United States
Kiamichi L.
The price is AU$224
includes taxes & fees
2 Feb - 3 Feb
2 BDRM - Sleeps up to 6
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Hillsdale Hotel Reviews

Find out more about Hillsdale

Everything you need to know about Hillsdale holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Hillsdale holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Hillsdale holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Hillsdale holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Hillsdale. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Hillsdale holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Hillsdale holiday rentals we have selected for you start as low as AU$170 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Hillsdale rentals

At Expedia, we put the best Hillsdale holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Hillsdale rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Hillsdale holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Hillsdale. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Hillsdale?

Yes, there are holiday rentals close to the most popular sights in Hillsdale, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Hillsdale has to offer?

Enjoy relaxing comfort in this uniquely designed home - 5min from Frontier Park: This holiday home rental outside of Hillsdale is located next to a golf course, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub.

What can I see and do in Hillsdale?

Explore the area and family-friendly sights such as Wyoming Transportation Museum, or get out into nature at a spot like Cheyenne Botanic Gardens. In the wider area, you’ll find Cheyenne Artists Guild and Wyoming Historic Governors' Mansion.

What are holiday rentals like in Hillsdale?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Hillsdale. Holiday rentals offer extras like laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about cleanliness, a holiday rental can offer a sense of seclusion away from public hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive choice for families.