A vast landscape of rugged badlands with eroded hills and valleys.

Gregory Holiday Rentals

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Our top choices for Gregory holiday rentals

1. Rustic Ridge

Rustic Ridge
Gregory
9.8 out of 10, Exceptional, (6 reviews)
"Great Place"
United States
Jordan B.
The price is NZ$601
includes taxes & fees
11 Oct - 12 Oct
Rustic Ridge

2. The Ranch You Love

The Ranch You Love
Dallas
9.4 out of 10, Exceptional, (21 reviews)
"Perfect hunting cabin. "
United States
Matt A.
The price is NZ$1,320
includes taxes & fees
13 Oct - 14 Oct
The Ranch You Love

3. Cozy Little Getaway, Winner, SD

Cozy Little Getaway, Winner, SD
Winner
9.8 out of 10, Exceptional, (16 reviews)
"Great place to stay, nice and cool in there! Very clean! Would stay again! "
United States
Jen
The price is NZ$273
includes taxes & fees
11 Oct - 12 Oct
Cozy Little Getaway, Winner, SD

4. Diamond A Cattle Tourist Cabin

Diamond A Cattle Tourist Cabin
Pukwana
9.6 out of 10, Exceptional, (73 reviews)
"Great property! More room than expected and was very friendly and ready to help."
United States
Paige B.
The price is NZ$224
includes taxes & fees
11 Oct - 12 Oct
Diamond A Cattle Tourist Cabin

5. Bin there Done that!

Bin there Done that!
Platte
9.6 out of 10, Exceptional, (9 reviews)
"Everything was great, we would love to stay again."
United States
Rodney H.
The price is NZ$560
includes taxes & fees
24 Oct - 25 Oct
Bin there Done that!

6. The Nelson 2, Winner

The Nelson 2, Winner
Winner
The price is NZ$273
includes taxes & fees
14 Oct - 15 Oct
The Nelson 2, Winner

7. Tiny House on the Diamond A Cattle Ranch

Tiny House on the Diamond A Cattle Ranch
Pukwana
9.2 out of 10, Wonderful, (7 reviews)
"Super clean, well equipped. Would recommend. This is in a nice quiet location. We were traveling to spend time with family in the area"
United States
Anonymous traveller
The price is NZ$224
includes taxes & fees
24 Oct - 25 Oct
Tiny House on the Diamond A Cattle Ranch

8. The Nelson House,Winner

The Nelson House,Winner
Winner
The price is NZ$270
includes taxes & fees
12 Oct - 13 Oct
The Nelson House,Winner

9. 2 bdrm, 3 beds. Quiet Retreat. Fenced in Unit, pet friendly, no pet fee!

2 bdrm, 3 beds. Quiet Retreat. Fenced in Unit, pet friendly, no pet fee!
Pukwana
10.0 out of 10, Exceptional, (25 reviews)
"Great clean quiet place, nice people, nice neighbors "
United States
Wes S.
The price is NZ$620
includes taxes & fees
11 Oct - 12 Oct
2 bdrm, 3 beds. Quiet Retreat. Fenced in Unit, pet friendly, no pet fee!

10. 2BR Shouse Retreat Near Missouri River, Pet Friendly + Heated Garage

2BR Shouse Retreat Near Missouri River, Pet Friendly + Heated Garage
Chamberlain
10.0 out of 10, Exceptional, (3 reviews)
"Great location for a quick fishing trip! The garage space provided a great area to relax and enjoy a game of cornhole."
United States
Randy
The price is NZ$419
includes taxes & fees
1 Nov - 2 Nov
2BR Shouse Retreat Near Missouri River, Pet Friendly + Heated Garage

11. Log Cabin located minutes from Missouri River, airport, I-90 and downtown.

Log Cabin located minutes from Missouri River, airport, I-90 and downtown.
Chamberlain
10.0 out of 10, Exceptional, (96 reviews)
"A great place to stay!"
United States
Laurie S.
The price is NZ$1,092
includes taxes & fees
4 Nov - 5 Nov
Log Cabin located minutes from Missouri River, airport, I-90 and downtown.

12. 1 bdrm, duplex, pup friendly, private fenced in yard, no pet fee!

1 bdrm, duplex, pup friendly, private fenced in yard, no pet fee!
Pukwana
10.0 out of 10, Exceptional, (15 reviews)
"Nice place over all, lots of room for parking, fenced in yard, like new on the inside "
United States
Seth K.
The price is NZ$558
includes taxes & fees
11 Oct - 12 Oct
1 bdrm, duplex, pup friendly, private fenced in yard, no pet fee!
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 Gregory Hotel Reviews

Find out more about Gregory

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Gregory holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Gregory. 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 Gregory. Seeing all the best attractions is bound to make you fall in love with Gregory. Who knows, you may even be tempted to extend your 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 holiday 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 Gregory short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Gregory?

Yes, there are holiday rentals close to the most popular sights in Gregory, 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 Gregory has to offer?

Rustic Ridge: This highly rated holiday home rental in Gregory is equipped with a BBQ, air conditioning and laundry facilities to help you feel comfortable during your stay. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What can I see and do in Gregory?

While you're exploring the area, Missouri River and Buryanek Recreation Area are a couple of picturesque spots to get outside and enjoy nature. Snake Creek Recreation Area and Burke Lake Recreation Area are a couple of places you'll find in the wider area.

What are holiday rentals like in Gregory?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Gregory. Holiday rentals feature extras such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a clean environment, a holiday rental can offer a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for a small group gathering.