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Hillsdale Holiday Rentals

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Hillsdale holiday rentals

4

1. 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
2BR Gem: Modern Comfort & Style
Living Room with table area to work on your office needs.

2. 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
Convenient 1-Bedroom House near Hospital & Downtown
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3. 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.
Basement Bliss: Cozy Getaway, Basement Bliss: Cozy Getaway
A two-story brick house with a front porch, a staircase, and a fenced backyard.

4. 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 HK$466
HK$1,483 total
includes taxes & fees
26 Oct - 27 Oct
The Longhorn Hideout
A kitchen with a wooden countertop, a sink, a dishwasher, a microwave, and light green cabinets.

5. Spacious Duplex that is pet friendly

Spacious Duplex that is pet friendly
Cheyenne
8.0 out of 10, Very good, (2 reviews)
"Definitely was a great price. The gentleman that lives in the basement was very nice and helpful. I would stay here again"
United States
rosanna b.
The price is HK$889
HK$1,672 total
includes taxes & fees
24 Nov - 25 Nov
Spacious Duplex that is pet friendly
Full kitchen with washer and dryer

6. 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.
Cozy 1BR Retreat in Cheyenne
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, (16 reviews)
"Great spot in Pueblo. Centrally located, safe neighborhood and very nice host."
United States
Wayne H.
The price is HK$1,168
HK$1,492 total
includes taxes & fees
21 Nov - 22 Nov
Tiny House, Big Land - Room for Trailers, Campers, etc.
Washer/dryer with area to sit in kitchen

8. 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 HK$799
HK$1,543 total
includes taxes & fees
25 Oct - 26 Oct
Quiet retreat, minutes from highway and downtown, Quite retreat, minutes from highway and downtown
A modern living room with a wooden coffee table, a flat-screen TV mounted on the wall, and a decorative abstract painting.

9. The modern 2 bedroom nook

The modern 2 bedroom nook
Cheyenne
The modern 2 bedroom nook
A wall-mounted television displaying a mountain landscape, a digital clock, and a small potted plant on a wooden dresser.

10. Cheyenne Skies 2 bedroom

Cheyenne Skies 2 bedroom
Cheyenne
Cheyenne Skies 2 bedroom
A kitchen with a wooden island, bar stools, and a refrigerator.

11. 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, (97 reviews)
"It was an interesting property. There were multiple rooms and all had decorated in fascinating detail. Great location"
United States
Kyle K.
The price is HK$996
HK$1,607 total
includes taxes & fees
25 Oct - 26 Oct
Enjoy relaxing comfort in this uniquely designed home - 5min from Frontier Park
A covered porch with a sliding glass door, a small table with drawers, and a rug.

12. 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 HK$1,186
HK$4,584 total
includes taxes & fees
10 Nov - 11 Nov
Ayu Ranch | Panoramic views | Hot tub
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.
2 Mi to Dtwn: Family Home in Cheyenne!
A two-story house with a front porch, a mailbox, and a driveway.

14. Spurs & Serenity on 23rd st

Spurs & Serenity on 23rd st
Cheyenne
Spurs & Serenity on 23rd st
A wooden sliding barn door with a black handle, set against a herringbone-patterned wooden wall.

15. Cottage Studio Cheyenne

Cottage Studio Cheyenne
Cheyenne
8.0 out of 10, Very good, (2 reviews)
"Zach was very communicative, the space was exactly as described, the neighborhood was really interesting to walk around, and I was grateful for a standalone studio. "
United States
Rhiannon J.
Cottage Studio Cheyenne
A two-story house with a red door, white windows, and a grey exterior.

16. Farm Charm in Downtown Cheyenne

Farm Charm in Downtown Cheyenne
Cheyenne
9.6 out of 10, Exceptional, (5 reviews)
"Clean home in a great location. We arrived super late and left early, as this was just a pit stop for sleep, so I don't feel I can give the best review here since we didn't stay but to sleep. Space is best for two as the bathroom is accessed through the bedroom, but our group of four made it work. The host was easy to work with and communicated well. I would definitely consider staying again if I was ever in the area."
United States
Jennifer R.
The price is HK$699
HK$1,390 total
includes taxes & fees
25 Oct - 26 Oct
Farm Charm in Downtown Cheyenne
A kitchen with a stainless steel refrigerator, a black stove, wooden cabinets, and a wall-mounted abstract painting.

17. Quiet Cozy Downtown Cheyenne

Quiet Cozy Downtown Cheyenne
Cheyenne
9.8 out of 10, Exceptional, (9 reviews)
"Great place to stay. Walking distance to downtown. Nice fenced in yard for the dogs to run a bit."
United States
Jerome M.
Quiet Cozy Downtown Cheyenne
A living room with a brown sofa, patterned armchair, and a coffee table.

18. Capitol City Home Cheyenne

Capitol City Home Cheyenne
Cheyenne
8.4 out of 10, Very good, (7 reviews)
"Nice home"
United States
Michel O.
The price is HK$707
HK$1,460 total
includes taxes & fees
1 Nov - 2 Nov
Capitol City Home Cheyenne
A modern kitchen with a large island, white cabinetry, and a dining area with a brown leather couch.

19. The Frontier Flat Downtown

The Frontier Flat Downtown
Cheyenne
The price is HK$699
HK$1,450 total
includes taxes & fees
1 Nov - 2 Nov
The Frontier Flat Downtown
A kitchen with a black stove, a microwave above it, and wooden cabinets.

20. Cheyenne Frontier Homes #4

Cheyenne Frontier Homes #4
Cheyenne
9.0 out of 10, Wonderful, (4 reviews)
"The entrance door was on a unpaved alley tracking in small stones , I had to fix the washer so it would work, keurig wouldn't work, furniture cheap, uncomfortable, hardly no towels and washcloths"
United States
Jack j.
Cheyenne Frontier Homes #4
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
"The staff were very friendly and helpful"
Martine 1-night trip
Posted 6 hours ago
Cheyenne Guest Inn

Find out more about Hillsdale

Search for holiday rentals in Hillsdale on Expedia! You can easily find your home rentals, villas, holiday apartments in Hillsdale using one of the methods below:

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Look no further and take a look at our great range of rental properties in Hillsdale!

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 Wyoming Historic Governors' Mansion and Wyoming State Museum.

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.