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Hillsdale Vacation Rentals

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Our top choices for Hillsdale vacation rentals

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 CA $207
CA $776 total
includes taxes & fees
Nov 10 - Nov 11
Ayu Ranch | Panoramic views | Hot tub

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

2 Mi to Dtwn: Family Home in Cheyenne!
3.0 star property
Cheyenne
2 Mi to Dtwn: Family Home in Cheyenne!

3. 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 CA $176
CA $308 total
includes taxes & fees
Nov 7 - Nov 8
2BR Gem: Modern Comfort & Style

4. The Longhorn Hideout

The Longhorn Hideout
Cheyenne
10.0 out of 10, Exceptional, (2 reviews)
"I can’t say enough about this property! It was clean, smells great and so adorable. Communication with the host was very prompt and wonderful! I highly recommend this place!"
United States
Sabrina O.
The price is CA $89
CA $259 total
includes taxes & fees
Nov 17 - Nov 18
The Longhorn Hideout

5. 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!

6. 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 CA $147
CA $267 total
includes taxes & fees
Nov 7 - Nov 8
Convenient 1-Bedroom House near Hospital & Downtown

7. The Frontier Flat Downtown

The Frontier Flat Downtown
Cheyenne
The Frontier Flat Downtown

8. 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, (99 reviews)
"We had a wonderful experience in Cheyenne and loved this spot to call home while we visited."
United States
Garry M.
The price is CA $177
CA $272 total
includes taxes & fees
Nov 10 - Nov 11
Enjoy relaxing comfort in this uniquely designed home - 5min from Frontier Park

9. 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 CA $108
CA $225 total
includes taxes & fees
Nov 8 - Nov 9
Spacious Duplex that is pet friendly

10. 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, (17 reviews)
"Great spot in Pueblo. Centrally located, safe neighborhood and very nice host."
United States
Wayne H.
The price is CA $194
CA $236 total
includes taxes & fees
Nov 8 - Nov 9
Tiny House, Big Land - Room for Trailers, Campers, etc.

11. The Evans Loft Cheyenne

The Evans Loft Cheyenne
Cheyenne
The Evans Loft Cheyenne

12. Indoor Pool + Hot Tub | Fully Equipped Suite

Indoor Pool + Hot Tub | Fully Equipped Suite
Cheyenne
The price is CA $325
CA $385 total
includes taxes & fees
Dec 7 - Dec 8
Indoor Pool + Hot Tub | Fully Equipped Suite

13. 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 CA $132
CA $250 total
includes taxes & fees
Nov 7 - Nov 8
Basement Bliss: Cozy Getaway, Basement Bliss: Cozy Getaway

14. Quiet Cozy Downtown Cheyenne

Quiet Cozy Downtown Cheyenne
Cheyenne
9.8 out of 10, Exceptional, (10 reviews)
"Great place to stay. Walking distance to downtown. Nice fenced in yard for the dogs to run a bit."
United States
Jerome M.
The price is CA $98
CA $199 total
includes taxes & fees
Nov 8 - Nov 9
Quiet Cozy Downtown Cheyenne

15. Townhouse Located Near Frontier Park and the Capitol Building

Townhouse Located Near Frontier Park and the Capitol Building
Cheyenne
9.6 out of 10, Exceptional, (61 reviews)
"Fantastic Home away from Home that was super pet friendly. "
United States
Kimberly C.
The price is CA $264
CA $576 total
includes taxes & fees
Nov 30 - Dec 1
Townhouse Located Near Frontier Park and the Capitol Building

16. The modern 2 bedroom nook

The modern 2 bedroom nook
Cheyenne
The price is CA $106
CA $223 total
includes taxes & fees
Nov 8 - Nov 9
The modern 2 bedroom nook

17. 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 CA $154
CA $261 total
includes taxes & fees
Nov 12 - Nov 13
Cozy 1BR Retreat in Cheyenne

18. Spurs & Serenity on 23rd st

Spurs & Serenity on 23rd st
Cheyenne
Spurs & Serenity on 23rd st

19. Cozy Cottage Basement Apartment

Cozy Cottage Basement Apartment
Cheyenne
The price is CA $117
CA $221 total
includes taxes & fees
Nov 15 - Nov 16
Cozy Cottage Basement Apartment

20. 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 CA $143
CA $263 total
includes taxes & fees
Nov 25 - Nov 26
Quiet retreat, minutes from highway and downtown, Quite retreat, minutes from highway and downtown
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Hillsdale. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Hillsdale?

Yes, we offer vacation rentals near the most popular attractions in Hillsdale, or you can go with a more secluded option if you're looking for relaxation.

What are some of the best vacation home rentals in Hillsdale?

Enjoy relaxing comfort in this uniquely designed home - 5min from Frontier Park: This vacation home rental near Hillsdale is located next to a golf course and has a patio, a garden, and a barbecue grill 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 you can cook with friends or family. Make the most of the selection 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 larger area, you’ll find Wyoming Historic Governors' Mansion and Wyoming State Museum.

What are vacation rentals like in Hillsdale?

Vacation rentals are privately owned properties you can book for a couple days or more in Hillsdale. Vacation rentals feature amenities such as WiFi and washers and dryers so you'll have everything you need. If you're concerned about a sanitized environment, vacation rentals can offer a sense of security away from public hotel elevators and lobbies packed with people while still allowing you to travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for families.