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

Gregory Vacation Rentals

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Our top choices for Gregory vacation rentals

1. Rustic Ridge

Rustic Ridge
Gregory
9.8 out of 10, Exceptional, (6 reviews)
"Great Place"
United States
Jordan B.
The price is CA $263
CA $484 total
includes taxes & fees
Oct 2 - Oct 3
Rustic Ridge

2. 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 CA $156
CA $233 total
includes taxes & fees
Oct 4 - Oct 5
Cozy Little Getaway, Winner, SD

3. 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 CA $142
CA $178 total
includes taxes & fees
Oct 2 - Oct 3
Tiny House on the Diamond A Cattle Ranch

4. 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 CA $710
CA $1,082 total
includes taxes & fees
Oct 2 - Oct 3
The Ranch You Love

5. Diamond A Cattle Tourist Cabin

Diamond A Cattle Tourist Cabin
Pukwana
9.6 out of 10, Exceptional, (72 reviews)
"Great property! More room than expected and was very friendly and ready to help."
United States
Paige B.
The price is CA $142
CA $178 total
includes taxes & fees
Oct 9 - Oct 10
Diamond A Cattle Tourist Cabin

6. Bin there Done that!

Bin there Done that!
Platte
9.6 out of 10, Exceptional, (9 reviews)
"Wonderful place and unique experience."
United States
Carol B.
The price is CA $312
CA $458 total
includes taxes & fees
Oct 2 - Oct 3
Bin there Done that!

7. The Nelson 2, Winner

The Nelson 2, Winner
Winner
The price is CA $142
CA $218 total
includes taxes & fees
Oct 4 - Oct 5
The Nelson 2, Winner

8. The Nelson House,Winner

The Nelson House,Winner
Winner
The price is CA $142
CA $215 total
includes taxes & fees
Oct 2 - Oct 3
The Nelson House,Winner

9. 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 CA $192
CA $448 total
includes taxes & fees
Oct 2 - Oct 3
1 bdrm, duplex, pup friendly, private fenced in yard, no pet fee!

10. 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, (24 reviews)
"Great clean quiet place, nice people, nice neighbors "
United States
Wes S.
The price is CA $234
CA $500 total
includes taxes & fees
Oct 3 - Oct 4
2 bdrm, 3 beds. Quiet Retreat. Fenced in Unit, pet friendly, no pet fee!

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, (95 reviews)
"A great place to stay!"
United States
Laurie S.
The price is CA $511
CA $823 total
includes taxes & fees
Oct 5 - Oct 6
Log Cabin located minutes from Missouri River, airport, I-90 and downtown.

12. 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 CA $286
CA $349 total
includes taxes & fees
Nov 1 - Nov 2
2BR Shouse Retreat Near Missouri River, Pet Friendly + Heated Garage
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 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 Gregory. 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

Are there vacation rentals in Gregory?

Yes, you can find vacation rentals close to popular attractions in Gregory, or you can go with a secluded option if you'd like a relaxing place to stay.

What's the top vacation rental in Gregory?

Rustic Ridge: Visitors like this Gregory vacation home rental. It is equipped with a barbecue grill, 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 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 larger area.

What are vacation rentals like in Gregory?

Vacation rentals are private accommodations you can reserve for a couple days or more in Gregory. Vacation rentals provide amenities such as hot tubs, fire pits, and patios so you'll have everything you need. If you're concerned about a clean environment, vacation rentals can provide a sense of privacy away from public hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a popular option for a family getaway.