Hillsdale Holiday Rentals

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Our top choices for Hillsdale holiday rentals

9.8 out of 10, Exceptional, (74)
"This place was amazing we loved it all three of us walk have fun with all your beautiful and fun designs love it 💕"
United States
MeMe
The price is AU$275
includes taxes & fees
21 Dec - 22 Dec
Enjoy relaxing comfort in this uniquely designed home - 5min from Frontier Park

Apartment in Cheyenne

2 BDRM - Sleeps up to 6
9.0 out of 10, Wonderful, (54)
"Nice litttle place"
United States
Nancy R.
The price is AU$243
includes taxes & fees
30 Dec - 31 Dec
2 BDRM - Sleeps up to 6

Holiday Home in Cheyenne

Shotgun Blue
10.0 out of 10, Exceptional, (40)
"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$250
includes taxes & fees
17 Dec - 18 Dec
Shotgun Blue

Apartment in Cheyenne

Cozy cottage in Cheyenne
10.0 out of 10, Exceptional, (3)
"Everything was exactly like it was describe on the ad. Location was awesome, very clean house and overall a great stay. Will definitely book again. "
United States
Cody N.
The price is AU$207
includes taxes & fees
17 Dec - 18 Dec
Cozy cottage in Cheyenne
8.4 out of 10, Very good, (33)
"Was a homey place to stay while visiting family."
United States
Lori P.
The price is AU$181
includes taxes & fees
20 Dec - 21 Dec
Private apartment in the center of Cheyenne
9.6 out of 10, Exceptional, (4)
"great"
United States
Curt N.
The price is AU$872
includes taxes & fees
17 Dec - 18 Dec
Ayu Ranch | Panoramic views | Hot tub

Apartment in Cheyenne

Teton Bungalow
6.0 out of 10, (2)
"Booked this property for a 2 night stay, I was in town for my father's funeral. We didn't arrive until after 10pm as we were with family. Upon walking in the door, the unit smelled terribly (my husband said "like a pet store" and I felt it smelled like wet dog). As it's supposed to be a non pet unit, I assumed someone brought animals in on the last stay. It had clearly been cleaned, but it smelled very bad still. It was late, we had to be up early and were exhausted, but I messaged them right...
United States
Amber
Teton Bungalow
10.0 out of 10, Exceptional, (7)
"Would highly recommend! Excellent service and care from hosts, beautiful space that’s well kept.Thank you Tamara!"
United States
Christopher K.
Spacious Downtown Location | 4BA, 2 Kitchens + Game Room

Holiday Home in Cheyenne

Centrally located updated home
10.0 out of 10, Exceptional, (53)
"The place was perfect for our family. A great place to stay. "
United States
Jessica C.
The price is AU$538
includes taxes & fees
12 Jan - 13 Jan 2026
Centrally located updated home
9.6 out of 10, Exceptional, (37)
"This is a wonderful place to stay. Kellie is a wonderful hostes. She has created a warm and welcoming place to stay. We would definitely stay here again."
United States
Monti H.
The price is AU$524
includes taxes & fees
4 Jan - 5 Jan 2026
Pet-Friendly Townhouse Located Near Frontier Park and the Capitol Building

Holiday Home in Cheyenne

Upscale Downtown Townhome!
10.0 out of 10, Exceptional, (8)
"In the area for a graduation and had a relaxing time. House was very clean, comfortable and had everything we needed to enjoy time reconnecting with family. Centrally located. Would for sure stay here again."
United States
Jeff R.
Upscale Downtown Townhome!

Holiday Home in Cheyenne

Top Notch Townhouse with Arcade
10.0 out of 10, Exceptional, (19)
"The place was perfect for our family short trip away. We so enjoyed the arcade games and the place was super clean and was close to all the shopping and restaurants. We would stay there again if in the area. It is a beautiful area as were from Minnesota to explore. Thank you for the best times"
United States
BettyJo K.
Top Notch Townhouse with Arcade
9.6 out of 10, Exceptional, (44)
"Location waa nice outside of town."
United States
Thy N.
The price is AU$205
includes taxes & fees
19 Dec - 20 Dec
The Tribe Space- Country, but close
9.4 out of 10, Exceptional, (23)
"This was a great home our family thoroughly enjoyed themselves. Thank you very much."
United States
Justice W.
The price is AU$528
includes taxes & fees
20 Dec - 21 Dec
Close to town, room to spread out: Sleeps 9 in 5 bedrooms
3.0 star property
10.0 out of 10, Exceptional, (7)
"The bungalow was exceptionally, very spacious with everything needed for an enjoyable stay. "
United States
Stephanie
Charming Cheyenne Home ~ 1 Mi to Downtown!
3.0 star property
10.0 out of 10, Exceptional, (1)
"The house was clean and had everything would could possibly need and more. Good location not far from main shopping areas. "
United States
Veronica
Cozy Cheyenne Home w/ Yard < 1 Mi to Downtown!
9.6 out of 10, Exceptional, (37)
"Great spot for an overnight stay somewhat close to the airport. "
United States
Rebecca H.
The price is AU$189
includes taxes & fees
17 Dec - 18 Dec
Close - in Rural Studio - Great Star-gazing!

Apartment in Cheyenne

Cheyenne Blue Painted Lady
10.0 out of 10, Exceptional, (6)
"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$720
includes taxes & fees
28 Dec - 29 Dec
Cheyenne Blue Painted Lady

Apartment in Cheyenne

2 BDRM - Sleeps up to 6
8.4 out of 10, Very good, (38)
"Had to stay an extra day and they kindly accommodated us! Nice place. "
United States
Kiamichi L.
The price is AU$237
includes taxes & fees
21 Dec - 22 Dec
2 BDRM - Sleeps up to 6
3.0 star property
10.0 out of 10, Exceptional, (2)
"Very nice place in a great neighborhood. We really enjoyed our stay."
United States
Brandy
Comfortable & Spacious 3br Home In Cheyenne 3 Bedroom Home
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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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$181 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 Frontier Square and Cheyenne Gunslingers.

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.