Gregory County Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Top Holiday Rentals Destinations in Gregory County

Holiday Home in Fairfax

9.2 out of 10, Wonderful, (5)
"Great location for fishing, host was excellent, and the place was as advertised."
United States
Dustin W.
The price is NZ$431
includes taxes & fees
10 Dec - 11 Dec
Entire house for fishing, hunting, or passing by!

Holiday Home in Gregory

9.6 out of 10, Exceptional, (5)
"We stayed here while renovating a home we brought in the same town. Host was super kind and very quick to respond. Property was clean and comfortable. Will book again when we return to the area "
United States
Barbara A.
The price is NZ$589
includes taxes & fees
7 Dec - 8 Dec
Rustic Ridge

Holiday Home in Winner

10.0 out of 10, Exceptional, (12)
"Great place to stay, nice and cool in there! Very clean! Would stay again! "
United States
Jen
The price is NZ$266
includes taxes & fees
14 Dec - 15 Dec
Cozy Little Getaway, Winner, SD

Holiday Home in Dallas

9.4 out of 10, Exceptional, (19)
"This property was great for our large group. Everyone had their own space and we enjoyed coming together in the common areas for fun."
United States
Jerry D.
The price is NZ$489
includes taxes & fees
1 Jan - 2 Jan 2026
The Ranch You Love

Holiday Home in Platte

2.0 star property
8.0 out of 10, Very good, (2)
"We stayed at this house for a hunting trip , it was a great stay and our host Drew was great also . We will be staying here again . "
United States
Jeff H.
The price is NZ$309
includes taxes & fees
7 Dec - 8 Dec
Small House in Platte

Cabin in Basin

10.0 out of 10, Exceptional, (4)
"I love the place,It is quite,my children love it."
United States
Zaid
The price is NZ$460
includes taxes & fees
7 Dec - 8 Dec
County Line Cabin by Beth

Cabin in Platte

9.0 out of 10, Wonderful, (2)
"Wonderful place and unique experience."
United States
Carol B.
The price is NZ$562
includes taxes & fees
8 Dec - 9 Dec
Bin there Done that!

Cabin in Chamberlain

10.0 out of 10, Exceptional, (80)
"Just as good as last year and we all had a great time and everything on our mission trip to Crow Creek Reservation went well. Hope we can do this again in 2026. Could not think of a better place to stay."
United States
Dick A.
The price is NZ$873
includes taxes & fees
11 Dec - 12 Dec
Log Cabin located minutes from Missouri River, airport, I-90, 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.
Save an average of 15% on thousands of hotels when you're signed in

Top Gregory County Hotel Reviews

Find out more about Gregory County

Everything you need to know about Gregory County 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 Gregory County 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 Gregory County holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Gregory County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Gregory County. 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 Gregory County 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 Gregory County holiday rentals we have selected for you start as low as NZ$266 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Gregory County rentals

At Expedia, we put the best Gregory County 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 Gregory County 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 Gregory County 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 Gregory County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.