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Holiday Rentals in Hillsdale

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Our top choices for Hillsdale holiday rentals

1. Golden Hour Getaway, tucked less than a mile from Frontier Park and downtown!

Golden Hour Getaway, tucked less than a mile from Frontier Park and downtown!
Cheyenne
The price is €213
includes taxes & fees
17 Sept - 18 Sept
Golden Hour Getaway, tucked less than a mile from Frontier Park and downtown!

2. Ayu Ranch | Panoramic views | Hot tub

Ayu Ranch | Panoramic views | Hot tub
Cheyenne
9.8 out of 10, Exceptional, (7 reviews)
"Good communication with property management. Clean, quiet location. "
United States
Rebecca D.
The price is €498
includes taxes & fees
25 Aug - 26 Aug
Ayu Ranch | Panoramic views | Hot tub

3. Cozy 1BR Retreat in Cheyenne

Cozy 1BR Retreat in Cheyenne
Cheyenne
10.0 out of 10, Exceptional, (3 reviews)
"This was a great place to stay for Cheyenne Frontier Days. This restful,.quiet place was just the place to unwind in-between CFD events."
United States
Michelle S.
The price is €168
includes taxes & fees
17 Sept - 18 Sept
Cozy 1BR Retreat in Cheyenne

4. 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 €170
includes taxes & fees
17 Sept - 18 Sept
Quiet retreat, minutes from highway and downtown, Quite retreat, minutes from highway and downtown

5. 1 BDRM - Great Location!

1 BDRM - Great Location!
Cheyenne
8.6 out of 10, Excellent, (27 reviews)
"Clean, well-stocked, exactly as advertised."
United States
Pam M.
1 BDRM - Great Location!

6. Tiny House, Big Land - Room for Trailers, Campers, etc.

Tiny House, Big Land - Room for Trailers, Campers, etc.
Cheyenne
10.0 out of 10, Exceptional, (10 reviews)
"Great spot in Pueblo. Centrally located, safe neighborhood and very nice host."
United States
Wayne H.
The price is €138
includes taxes & fees
4 Sept - 5 Sept
Tiny House, Big Land - Room for Trailers, Campers, etc.

7. Private apartment in the center of Cheyenne

Private apartment in the center of Cheyenne
Cheyenne
8.4 out of 10, Very good, (42 reviews)
"Very clean and comfortable!"
United States
Mark M.
Private apartment in the center of Cheyenne

8. 2BR Gem: Modern Comfort & Style

2BR Gem: Modern Comfort & Style
Cheyenne
9.4 out of 10, Exceptional, (6 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 €195
includes taxes & fees
17 Sept - 18 Sept
2BR Gem: Modern Comfort & Style

9. 2 BDRM - Sleeps up to 6

2 BDRM - Sleeps up to 6
Cheyenne
8.6 out of 10, Excellent, (46 reviews)
"Check in was a breeze and everything was well worth it! Definitely will be staying again."
United States
Krista
2 BDRM - Sleeps up to 6

10. The Wildflower Hideout

The Wildflower Hideout
Cheyenne
10.0 out of 10, Exceptional, (2 reviews)
"Excellent short stay in a convenient location to get to downtown or any other part of Cheyenne. Beautiful decor and amenities. Very responsive host. I would stay again!"
United States
Nona R.
The price is €180
includes taxes & fees
17 Sept - 18 Sept
The Wildflower Hideout

11. Close - in Rural Studio - Great Star-gazing!

Close - in Rural Studio - Great Star-gazing!
Cheyenne
9.6 out of 10, Exceptional, (44 reviews)
"Cozy stay, loved the fireplace and yes the stargazing is AMAZING ! "
United States
Carol W.
Close - in Rural Studio - Great Star-gazing!

12. Quiet Cozy Downtown Cheyenne

Quiet Cozy Downtown Cheyenne
Cheyenne
9.8 out of 10, Exceptional, (8 reviews)
"Cute, comfortable, convenient to downtown . Host was quick to respond with questions. Would definitely stay again. Thanks again!"
United States
Cindy D.
Quiet Cozy Downtown Cheyenne

13. Convenient 1-Bedroom House near Hospital & Downtown

Convenient 1-Bedroom House near Hospital & Downtown
Cheyenne
9.4 out of 10, Exceptional, (10 reviews)
"They we AWSOME to work with i will book again with any of his property's. Thank You George for a great stay."
United States
Ray
The price is €170
includes taxes & fees
17 Sept - 18 Sept
Convenient 1-Bedroom House near Hospital & Downtown

14. 2 Mi to Dtwn: Family Home in Cheyenne!

2 Mi to Dtwn: Family Home in Cheyenne!
Cheyenne
10.0 out of 10, Exceptional, (3 reviews)
"The property was exactly as advertised, and the host was very easy to work with. They were even able to accommodate an extra night without any issue at all."
United States
Justin C.
The price is €425
includes taxes & fees
17 Sept - 18 Sept
2 Mi to Dtwn: Family Home in Cheyenne!

15. Cozy cottage in Cheyenne

Cozy cottage in Cheyenne
Cheyenne
10.0 out of 10, Exceptional, (12 reviews)
"Cute little place for staying a couple of days. Nice location, easy check-in/check-out. "
United States
Jill M.
The price is €213
includes taxes & fees
17 Sept - 18 Sept
Cozy cottage in Cheyenne

16. The Tribe Space- Country, but close

The Tribe Space- Country, but close
Cheyenne
9.4 out of 10, Exceptional, (50 reviews)
"Great location and friendly property owners."
United States
Stephen D.
The Tribe Space- Country, but close

17. Lavish Luxury in a Lush Locale

Lavish Luxury in a Lush Locale
Cheyenne
9.6 out of 10, Exceptional, (35 reviews)
"Clean, comfortable lodging and a friendly host. I had trouble getting into the home on the second day. The host was there within a few minutes to replace a battery. It's nice to know that problems can be resolved so quickly."
United States
Donna
The price is €135
includes taxes & fees
23 Aug - 24 Aug
Lavish Luxury in a Lush Locale

18. 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, (90 reviews)
"The whole house was amazing and very cool design. Look forward to staying again."
United States
Lisa E.
The price is €180
includes taxes & fees
25 Aug - 26 Aug
Enjoy relaxing comfort in this uniquely designed home - 5min from Frontier Park

19. Walking distance to Cheyenne frontier days.

Walking distance to Cheyenne frontier days.
Cheyenne
7.4 out of 10, Good, (9 reviews)
"We stopped off here on our way to Foxpark. Nice place to stay and it had a garage which was very reassuring as we were traveling with a side by side."
United States
Deavon Y.
The price is €255
includes taxes & fees
17 Sept - 18 Sept
Walking distance to Cheyenne frontier days.

20. 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 €203
includes taxes & fees
17 Sept - 18 Sept
The Downtown Nest Cheyenne
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, 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 €180 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. Make the most of games in this rental home to help you unwind.

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 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.