Gregory Holiday Rentals

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Check prices for these dates

In two weeks
19 Dec - 21 Dec
In two months
30 Jan - 1 Feb
In three months
27 Feb - 1 Mar
In four months
27 Mar - 29 Mar

Holiday Rentals in Gregory

Dining
Rustic Ridge

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 HK$1,440
HK$2,664 total
includes taxes & fees
18 Dec - 19 Dec
Rustic Ridge
Smart TV, fireplace
Entire home steps from the Missouri River!

Holiday Home in Oacoma

9.6 out of 10, Exceptional, (21)
"Excellent location!"
United States
helen G.
Entire home steps from the Missouri River!
Smart TV, fireplace, table football, books
Log Cabin located minutes from Missouri River, airport, I-90, and downtown.

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 HK$2,336
HK$3,926 total
includes taxes & fees
15 Dec - 16 Dec
Log Cabin located minutes from Missouri River, airport, I-90, and downtown.
Property grounds
Steps from the water, firepit, large yard, family friendly

Holiday Home in Chamberlain

9.6 out of 10, Exceptional, (104)
"We enjoyed easy access to the river and lots of room to play games. Sunsets were fabulous!"
United States
Julie A.
Steps from the water, firepit, large yard, family friendly
Outdoor dining
Location Location Location! On a river view acreage, sleeps up to 14, pets ok.

Holiday Home in Chamberlain

10.0 out of 10, Exceptional, (27)
"Easy communication, great views"
United States
Russ K.
Location Location Location! On a river view acreage, sleeps up to 14, pets ok.
Fridge, microwave, oven, stovetop
Missouri River Get Away For Your Fishing, Hunting and Family Adventures

Holiday Home in Chamberlain

9.8 out of 10, Exceptional, (56)
"Great place! Has everything you need for hunting and fishing!"
United States
Nick M.
Missouri River Get Away For Your Fishing, Hunting and Family Adventures
Property grounds
Shoreline Cottage SD

Holiday Home in Oacoma

10.0 out of 10, Exceptional, (21)
"Great property to stay at. Perfect in every way!!"
United States
leslie p.
Shoreline Cottage SD
Exterior
Bin there Done that!

Cabin in Platte

9.0 out of 10, Wonderful, (2)
"Wonderful place and unique experience."
United States
Carol B.
The price is HK$1,713
HK$2,525 total
includes taxes & fees
17 Dec - 18 Dec
Bin there Done that!
Exterior
Sleeps 11 and is across the street from Resort, Marina and walking paths.

Cabin in Oacoma

9.6 out of 10, Exceptional, (22)
"Great location!"
United States
helen G.
Sleeps 11 and is across the street from Resort, Marina and walking paths.
Fridge, microwave, oven, stovetop
2 bdrm, 3 beds. Quiet Retreat. Fenced in Unit, pet friendly!

Holiday Home in Pukwana

10.0 out of 10, Exceptional, (19)
"This wonderful place is super clean, has an adorable fenced in back yard and the owner is great to work with. We stay here every time we pass thru the area."
United States
Linda
The price is HK$1,285
HK$2,727 total
includes taxes & fees
15 Dec - 16 Dec
2 bdrm, 3 beds. Quiet Retreat. Fenced in Unit, pet friendly!
Exterior
Diamond A Cattle Tourist Cabin

Cabin in Pukwana

9.6 out of 10, Exceptional, (64)
"Nice little building, comfortable bed,, good location to the Interstate."
United States
David K.
The price is HK$779
HK$979 total
includes taxes & fees
31 Dec - 1 Jan 2026
Diamond A Cattle Tourist Cabin
Exterior
Cozy Little Getaway, Winner, SD

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 HK$779
HK$1,195 total
includes taxes & fees
21 Dec - 22 Dec
Cozy Little Getaway, Winner, SD
Fridge, microwave, oven, stovetop
Store that boat inside! Blocks to boat ramps/Marina & Restaurant

Holiday Home in Chamberlain

10.0 out of 10, Exceptional, (38)
"This was a great stay and location for our family needs! Very nice and clean inside! A lot of maximized space! Great for a family! "
United States
January J.
Store that boat inside! Blocks to boat ramps/Marina & Restaurant
Exterior
The Ranch You Love

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 HK$779
HK$2,199 total
includes taxes & fees
2 Jan - 3 Jan 2026
The Ranch You Love
TV
Walk to River: Oacoma Home w/ Dog-Friendly Yard!

Holiday Home in Oacoma

2.0 star property
10.0 out of 10, Exceptional, (1)
"Great communication throughout!!"
United States
ERIC C.
Walk to River: Oacoma Home w/ Dog-Friendly Yard!
Fridge, microwave, oven, stovetop
1 bdrm, duplex, pup friendly, fenced in yard, a perfect getaway!

Holiday Home in Pukwana

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 HK$1,051
HK$2,468 total
includes taxes & fees
15 Dec - 16 Dec
1 bdrm, duplex, pup friendly, fenced in yard, a perfect getaway!
Smart TV
Chamberlain 2 Bedroom Cabin, Sleeps 4-6, Great View, Boat/Camper Parking, Quiet

Cabin in Chamberlain

10.0 out of 10, Exceptional, (46)
"A great place to stay."
United States
Jake D.
Chamberlain 2 Bedroom Cabin, Sleeps 4-6, Great View, Boat/Camper Parking, Quiet
Private kitchen
Tiny House on the Diamond A Cattle Ranch

Cabin in Pukwana

9.0 out of 10, Wonderful, (4)
"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
Tiny House on the Diamond A Cattle Ranch
Cookware/dishes/utensils
Sleeps 8 — Bunkhouse

Holiday Home in Platte

9.4 out of 10, Exceptional, (3)
"Nice, clean, friendly host and neighbors. Great weekend getaway!"
United States
Angie M.
Sleeps 8 — Bunkhouse
Interior
Fish & Hike: Small-town Retreat 2 Mi to Burke Lake

Cottage in Burke

3.0 star property
Fish & Hike: Small-town Retreat 2 Mi to Burke Lake
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.
View all properties

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Top Gregory Hotel Reviews

AmericInn by Wyndham Chamberlain - Conference Center

AmericInn by Wyndham Chamberlain - Conference Center

10/10 Excellent
"Hot tub out of order"
John 1-night trip
Posted 4 days ago
AmericInn by Wyndham Chamberlain - Conference Center

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:

  • View our selection of featured holiday rentals in Gregory
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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. Burke Lake Recreation Area and Snake Creek 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.