Gregory Vacation Rentals

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Check prices for these dates

In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Our top choices for Gregory vacation rentals

Terrace/patio
Rustic Ridge

Vacation Home in Gregory

Rustic Ridge
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 ￥28,766
￥53,217 total
includes taxes & fees
Dec 18 - Dec 19
Rustic Ridge
2 bedrooms, desk, bed sheets
Diamond A Cattle Tourist Cabin

Cabin in Pukwana

Diamond A Cattle Tourist Cabin
9.6 out of 10, Exceptional, (65)
"Nice little building, comfortable bed,, good location to the Interstate."
United States
David K.
The price is ￥15,549
￥19,545 total
includes taxes & fees
Jan 10 - Jan 11, 2026
Diamond A Cattle Tourist Cabin
Exterior detail
Cozy Little Getaway, Winner, SD

Vacation Home in Winner

Cozy Little Getaway, Winner, SD
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 ￥15,549
￥23,868 total
includes taxes & fees
Dec 14 - Dec 15
Cozy Little Getaway, Winner, SD
Property grounds
2 bdrm, 3 beds. Quiet Retreat. Fenced in Unit, pet friendly!

Vacation Home in Pukwana

2 bdrm, 3 beds. Quiet Retreat. Fenced in Unit, pet friendly!
10.0 out of 10, Exceptional, (20)
"The property was wonderful. The host was amazing! "
United States
Vernon
The price is ￥25,656
￥54,628 total
includes taxes & fees
Jan 10 - Jan 11, 2026
2 bdrm, 3 beds. Quiet Retreat. Fenced in Unit, pet friendly!
Dining
The Ranch You Love

Vacation Home in Dallas

The Ranch You Love
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 ￥15,549
￥43,910 total
includes taxes & fees
Jan 1 - Jan 2, 2026
The Ranch You Love
Property grounds
1 bdrm, duplex, pup friendly, fenced in yard, a perfect getaway!

Vacation Home in Pukwana

1 bdrm, duplex, pup friendly, fenced in yard, a perfect getaway!
9.8 out of 10, Exceptional, (10)
"The host is amazing to work with, very friendly and accommodating. Nice place to stay. The bonus -- being pet friendly with a fenced in back yard. Definitely, re-booking for next year's hunting trip."
United States
Toni T.
The price is ￥21,025
￥49,373 total
includes taxes & fees
Dec 13 - Dec 14
1 bdrm, duplex, pup friendly, fenced in yard, a perfect getaway!
Interior
Bin there Done that!

Cabin in Platte

Bin there Done that!
9.0 out of 10, Wonderful, (2)
"Wonderful place and unique experience."
United States
Carol B.
The price is ￥34,208
￥50,440 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Bin there Done that!
Interior
County Line Cabin by Beth

Cabin in Basin

County Line Cabin by Beth
10.0 out of 10, Exceptional, (4)
"I love the place,It is quite,my children love it."
United States
Zaid
The price is ￥26,278
￥41,323 total
includes taxes & fees
Dec 18 - Dec 19
County Line Cabin by Beth
Smart TV, fireplace, foosball, books
Log Cabin located minutes from Missouri River, airport, I-90, and downtown.

Cabin in Chamberlain

Log Cabin located minutes from Missouri River, airport, I-90, and downtown.
10.0 out of 10, Exceptional, (81)
"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 ￥46,647
￥78,714 total
includes taxes & fees
Dec 15 - Dec 16
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.
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Top Gregory Hotel Reviews

Super 8 by Wyndham Chamberlain SD

Super 8 by Wyndham Chamberlain SD

10/10 Excellent
"Clean room and friendly staff."
Deborah 1-night trip
Posted 2 days ago
Super 8 by Wyndham Chamberlain SD

Find out more about Gregory

Search for holiday rentals in Gregory on Expedia! You can easily find your home rentals, villas, holiday apartments in Gregory using one of the methods below:

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Look no further and take a look at our great range of rental properties in Gregory!

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. Burke Lake Recreation Area and Snake Creek 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.