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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)
"Good communication with property management. Clean, quiet location. "
United States
Rebecca D.
The price is CA $166
CA $763 total
includes taxes & fees
Sep 29 - Sep 30
Ayu Ranch | Panoramic views | Hot tub

2. 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 $147
CA $267 total
includes taxes & fees
Sep 19 - Sep 20
Cozy 1BR Retreat in Cheyenne

3. 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 CA $83
CA $263 total
includes taxes & fees
Sep 28 - Sep 29
The Longhorn Hideout

4. 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 CA $207
CA $263 total
includes taxes & fees
Oct 5 - Oct 6
Tiny House, Big Land - Room for Trailers, Campers, etc.

5. 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 $261 total
includes taxes & fees
Sep 18 - Sep 19
Quiet retreat, minutes from highway and downtown, Quite retreat, minutes from highway and downtown

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 CA $176
CA $326 total
includes taxes & fees
Sep 25 - Sep 26
2BR Gem: Modern Comfort & Style

7. 1 bedroom Garden duplex by the park

1 bedroom Garden duplex by the park
Cheyenne
1 bedroom Garden duplex by the park

8. Cozy Cottage Basement Apartment

Cozy Cottage Basement Apartment
Cheyenne
The price is CA $135
CA $246 total
includes taxes & fees
Sep 22 - Sep 23
Cozy Cottage Basement Apartment

9. The modern 2 bedroom nook

The modern 2 bedroom nook
Cheyenne
The price is CA $140
CA $276 total
includes taxes & fees
Sep 29 - Sep 30
The modern 2 bedroom nook

10. Cheyenne Plains 2 bedroom

Cheyenne Plains 2 bedroom
Cheyenne
The price is CA $214
CA $373 total
includes taxes & fees
Sep 30 - Oct 1
Cheyenne Plains 2 bedroom

11. 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 $262 total
includes taxes & fees
Oct 17 - Oct 18
Basement Bliss: Cozy Getaway, Basement Bliss: Cozy Getaway

12. 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, (92 reviews)
"The whole house was amazing and very cool design. Look forward to staying again."
United States
Lisa E.
The price is CA $178
CA $285 total
includes taxes & fees
Sep 21 - Sep 22
Enjoy relaxing comfort in this uniquely designed home - 5min from Frontier Park

13. 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, (26 reviews)
"A beautiful property with an awesome host!"
United States
Jacob P.
The price is CA $151
CA $318 total
includes taxes & fees
Sep 27 - Sep 28
Experience Cheyenne in a cozy home, close to Downtown, Medical Center and CFD.

14. Frontier Days Hideaway-2bedroom

Frontier Days Hideaway-2bedroom
Cheyenne
10.0 out of 10, Exceptional, (1 review)
"Very clean, newly remodeled. Was perfect for our stay."
United States
Wade C.
The price is CA $141
CA $262 total
includes taxes & fees
Sep 18 - Sep 19
Frontier Days Hideaway-2bedroom

15. 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 CA $221
CA $721 total
includes taxes & fees
Oct 4 - Oct 5
2 Mi to Dtwn: Family Home in Cheyenne!

16. Farm Charm in Downtown Cheyenne

Farm Charm in Downtown Cheyenne
Cheyenne
9.6 out of 10, Exceptional, (4 reviews)
"The property was really cute and clean. The only downside is the extra bed was a pull out couch. So while it does sleep 4 people the couch isn’t very comfortable for adults. And the bathroom is in the bedroom. We made it work, but best fit for a family traveling with kids or two adults. We still enjoyed our brief stay."
United States
Clarice
The price is CA $109
CA $332 total
includes taxes & fees
Sep 20 - Sep 21
Farm Charm in Downtown Cheyenne

17. Walking distance to Cheyenne frontier days.

Walking distance to Cheyenne frontier days.
Cheyenne
7.8 out of 10, Good, (11 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 CA $119
CA $395 total
includes taxes & fees
Sep 23 - Sep 24
Walking distance to Cheyenne frontier days.

18. 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 CA $108
CA $215 total
includes taxes & fees
Oct 12 - Oct 13
Quiet Cozy Downtown Cheyenne

19. The Evans Loft Cheyenne

The Evans Loft Cheyenne
Cheyenne
The price is CA $102
CA $232 total
includes taxes & fees
Sep 22 - Sep 23
The Evans Loft Cheyenne

20. 2 Mi to Dtwn: Family Home in Cheyenne!

2 Mi to Dtwn: Family Home in Cheyenne!
3.0 star property
Cheyenne
The price is CA $284
CA $699 total
includes taxes & fees
Oct 5 - Oct 6
2 Mi to Dtwn: Family Home in 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

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 Frontier Square and Wyoming Historic Governors' Mansion.

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.