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Top Holiday Rentals in Hillsdale

Our top choices for Hillsdale holiday rentals

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

9.8 out of 10, Exceptional, (65)
"This place was amazing we loved it all three of us walk have fun with all your beautiful and fun designs love it 💕"
The price is £147
includes taxes & fees
21 Sept - 22 Sept
Enjoy relaxing comfort in this uniquely designed home - 5min from Frontier Park

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

9.6 out of 10, Exceptional, (30)
"Beautiful location and accessible to all. "
The price is £244
includes taxes & fees
17 Sept - 18 Sept
Pet-Friendly Townhouse Located Near Frontier Park and the Capitol Building

2 BDRM - Sleeps up to 6

9.0 out of 10, Wonderful, (50)
"It is quaint. pleasant enviroment."
The price is £120
includes taxes & fees
18 Sept - 19 Sept
2 BDRM - Sleeps up to 6

Centrally located updated home

10.0 out of 10, Exceptional, (47)
"The house was clean, well stocked, and cozy. Perfect for an overnight stay for my whole family to come up for my sister's graduation!"
The price is £243
includes taxes & fees
15 Sept - 16 Sept
Centrally located updated home

Private apartment in the center of Cheyenne

8.8 out of 10, Excellent, (28)
"Nice little place for the right price."
The price is £88
includes taxes & fees
15 Sept - 16 Sept
Private apartment in the center of Cheyenne

Close - in Rural Studio - Great Star-gazing!

9.6 out of 10, Exceptional, (34)
"Great spot for an overnight stay somewhat close to the airport. "
The price is £94
includes taxes & fees
15 Sept - 16 Sept
Close - in Rural Studio - Great Star-gazing!

Ayu Ranch | Panoramic views | Hot tub

10.0 out of 10, Exceptional, (1)
"great"
The price is £462
includes taxes & fees
22 Sept - 23 Sept
Ayu Ranch | Panoramic views | Hot tub

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

9.6 out of 10, Exceptional, (22)
"No air conditioning. "
The price is £262
includes taxes & fees
17 Sept - 18 Sept
Close to town, room to spread out: Sleeps 9 in 5 bedrooms

Downtown Western Escape

10.0 out of 10, Exceptional, (19)
"Great place and a great location. "
Downtown Western Escape

Teton Bungalow

2.0 out of 10, (1)
"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...
Teton Bungalow

Desert Charm at The Chey Town Hideout

9.6 out of 10, Exceptional, (14)
"Great stay. Weird upper stairs but was good once they figured it out. "
Desert Charm at The Chey Town Hideout

Adorable Home in the Avenues

10.0 out of 10, Exceptional, (13)
"We had a great time. House was clean and beautiful inside. Had all the necessary things we needed for an easy stay. Will try to stay again when we return. "
Adorable Home in the Avenues

Studio apartment in the middle of downtown!

9.2 out of 10, Wonderful, (29)
"Mid May we stayed 2 nights and attended a concert. Great location right downtown. king bed comfy; cute little place. Parking available and safe and secure. Thanks for the accommodations!"
The price is £88
includes taxes & fees
15 Sept - 16 Sept
Studio apartment in the middle of downtown!

Great Location - Central Cheyenne

9.2 out of 10, Wonderful, (21)
"loved this place! so cute and cozy. "
The price is £93
includes taxes & fees
15 Sept - 16 Sept
Great Location - Central Cheyenne

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

10.0 out of 10, Exceptional, (3)
"Very nice place. We loved our stay!"
The1928 WEST • Spacious 5 BR, Putting Green, Pool Table & Arcade Games

Comfortable & Spacious 3br Home In Cheyenne 3 Bedroom Home

3.0 star property
10.0 out of 10, Exceptional, (2)
"Thier was dog hair on sides of couch and rugs but not so noticeable till you rolled close to it or dropped something "
Comfortable & Spacious 3br Home In Cheyenne 3 Bedroom Home

The Tribe Space- Country, but close

9.6 out of 10, Exceptional, (41)
"The property was clean and had everything we needed for our two-day stay. "
The price is £102
includes taxes & fees
15 Sept - 16 Sept
The Tribe Space- Country, but close

Shotgun Blue

10.0 out of 10, Exceptional, (35)
"Good location, very clean enjoyed my stay here at Shotgun Blue. Would definitely recommend. "
The price is £113
includes taxes & fees
15 Sept - 16 Sept
Shotgun Blue

Spacious Retreat 5BR | 4BA, 2 Kitchens + Game Room

10.0 out of 10, Exceptional, (5)
"I can’t tell you how amazingly beautiful the house was! There was something for everyone and we could not believe how affordable it was! Host was an absolute delight and checked in with us numerous time to make sure everything was perfect! Will definitely stay again when in the area!! Thank you thank you thank you for an amazing stay! 5 stars across the board!!!"
The price is £607
includes taxes & fees
15 Oct - 16 Oct
Spacious Retreat 5BR | 4BA, 2 Kitchens + Game Room

WYLD Homestead

9.4 out of 10, Exceptional, (3)
"Very beautiful apartment. Quiet neighborhood and easy access to everything in Cheyenne. "
WYLD Homestead
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

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, apart-hotels, 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 favorite 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 depends 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 £88 per night. Entering your travel dates in the search wizard you might find 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.