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Hillsdale Holiday Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Hillsdale holiday rentals

A covered porch with a sliding glass door, a small table with drawers, and a rug.

1. Ayu Ranch | Panoramic views | Hot tub

Ayu Ranch | Panoramic views | Hot tub
Cheyenne
9.6 out of 10, Exceptional, (9 reviews)
"Great house for big groups. Out in the country, nice and private. Great hot tub in back with nice sunset views. Host is great. Great place to stay."
United States
Monica C.
The price is AU$759
includes taxes & fees
29 Sept - 30 Sept
Ayu Ranch | Panoramic views | Hot tub
A modern living room with a large window, a sofa, a coffee table, a wall mural of a cow, a mounted TV, and a wooden cabinet.

2. The Longhorn Hideout

The Longhorn Hideout
Cheyenne
10.0 out of 10, Exceptional, (1 review)
"Wonderful and comfortable lodging, Host was super helpful and very responsive. Loved our stay."
United States
Troy H.
The price is AU$272
includes taxes & fees
28 Sept - 29 Sept
The Longhorn Hideout

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 AU$280
includes taxes & fees
28 Sept - 29 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 AU$283
includes taxes & fees
27 Sept - 28 Sept
Quiet retreat, minutes from highway and downtown, Quite retreat, minutes from highway and downtown

5. 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$258
includes taxes & fees
17 Oct - 18 Oct
Basement Bliss: Cozy Getaway, Basement Bliss: Cozy Getaway

6. 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 AU$336
includes taxes & fees
27 Sept - 28 Sept
2BR Gem: Modern Comfort & Style
A modern kitchen with grey cabinets, stainless steel appliances, and a wooden countertop.

7. 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, (13 reviews)
"Great spot in Pueblo. Centrally located, safe neighborhood and very nice host."
United States
Wayne H.
The price is AU$288
includes taxes & fees
29 Sept - 30 Sept
Tiny House, Big Land - Room for Trailers, Campers, etc.
A snow-covered evergreen tree in a snowy landscape.

8. 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.
The price is AU$209
includes taxes & fees
28 Sept - 29 Sept
Close - in Rural Studio - Great Star-gazing!
A modern kitchen with white cabinets, granite countertops, and a central island.

9. 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
10.0 out of 10, Exceptional, (27 reviews)
"A beautiful property with an awesome host!"
United States
Jacob P.
The price is AU$323
includes taxes & fees
27 Sept - 28 Sept
Experience Cheyenne in a cozy home, close to Downtown, Medical Center and CFD.
A bedroom with a bed, a nightstand, a wall-mounted lamp, and a window with blinds.

10. 2 bedroom duplex by Holiday park

2 bedroom duplex by Holiday park
Cheyenne
The price is AU$277
includes taxes & fees
29 Sept - 30 Sept
2 bedroom duplex by Holiday park
A front-loading washing machine with a control panel, a dryer below, and a tiled floor.

11. Quiet Cozy Downtown Cheyenne

Quiet Cozy Downtown Cheyenne
Cheyenne
9.8 out of 10, Exceptional, (9 reviews)
"Cute, comfortable, convenient to downtown . Host was quick to respond with questions. Would definitely stay again. Thanks again!"
United States
Cindy D.
The price is AU$226
includes taxes & fees
11 Oct - 12 Oct
Quiet Cozy Downtown Cheyenne
A flat-screen TV mounted on a wooden TV stand with a cable connected to it.

12. Cozy Cottage Basement Apartment

Cozy Cottage Basement Apartment
Cheyenne
Cozy Cottage Basement Apartment
A green house with a large window, two chairs, and a small table.

13. 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 AU$695
includes taxes & fees
4 Oct - 5 Oct
2 Mi to Dtwn: Family Home in Cheyenne!
A living room with a sofa, ottoman, coffee table, lamp, and a potted plant.

14. The Evans Loft Cheyenne

The Evans Loft Cheyenne
Cheyenne
The Evans Loft Cheyenne
A living room with a blue wall, a wooden floor, a mounted TV, and a patterned rug.

15. The Wrangler Hideout

The Wrangler Hideout
Cheyenne
The Wrangler Hideout
A kitchen with a stainless steel refrigerator, oven, and microwave.

16. Cozy cottage in Cheyenne

Cozy cottage in Cheyenne
Cheyenne
10.0 out of 10, Exceptional, (16 reviews)
"Was just what we needed for our stay"
United States
Cindy S.
The price is AU$240
includes taxes & fees
25 Oct - 26 Oct
Cozy cottage in Cheyenne
A living room with a fireplace, leather sofas, a coffee table with a plant, and a TV on the wall.

17. Cheyenne Skies 2 bedroom

Cheyenne Skies 2 bedroom
Cheyenne
The price is AU$338
includes taxes & fees
19 Oct - 20 Oct
Cheyenne Skies 2 bedroom
A living room with a wooden floor, a sofa, a coffee table, and a television.

18. Capitol City Home Cheyenne

Capitol City Home Cheyenne
Cheyenne
8.4 out of 10, Very good, (7 reviews)
"Clean property. Loved that it was set off the main road for privacy. Had everything we needed. Communication was excellent!"
United States
Kori H.
The price is AU$242
includes taxes & fees
19 Oct - 20 Oct
Capitol City Home Cheyenne
A kitchen with a wooden island, bar stools, and a refrigerator.

19. 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, (93 reviews)
"The whole house was amazing and very cool design. Look forward to staying again."
United States
Lisa E.
The price is AU$294
includes taxes & fees
19 Oct - 20 Oct
Enjoy relaxing comfort in this uniquely designed home - 5min from Frontier Park
A living room with a dark-colored sofa, a glass coffee table, a red armchair, and a painting on the wall.

20. Duplex close to downtown Cheyenne

Duplex close to downtown Cheyenne
Cheyenne
10.0 out of 10, Exceptional, (1 review)
"Our stay here was very comfortable and convenient. My family loves going during frontier days and this location made it so easy to celebrate with the locals as it was close enough to downtown that we walked to many events including the pancake breakfast and the parade, yet far enough that we were impacted by any congested crowds. The host was prompt in communications which make the check-in and check-out process so smooth. I would stay here again and recommend it for your stay."
United States
Lela R.
The price is AU$274
includes taxes & fees
19 Oct - 20 Oct
Duplex close to downtown 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

Cheyenne Guest Inn

Cheyenne Guest Inn

10/10 Excellent
"Such a jewel of a find with this Inn. Everything was clean and ready for us. The continental breakfast offered lots of options for all travelers. The Mexican Restaurant next door was outstanding as well. Thank you for a great visit to Cheyenne, WY."
Teresa 1-night trip
Posted 12 hours ago
Cheyenne Guest Inn

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$209 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. 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.