Vacation rentals in Gregory

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Top-rated vacation rentals in Gregory

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
The spacious common area showcases wooden paneling with a high ceiling, featuring a bar with several stools and a pool table. A large television is mounted on one wall, while decorative elements enhance the rustic charm. Natural light fills the space through windows along the far wall.
Home in Platte
4.77 out of 5 average rating, 31 reviews

LODGE just outside of Platte, SD

This lodge has been a pheasant hunting lodge during the months of October-December. We, the new owners, have decided to open it up the other 9 months out of the year for others to enjoy it. It includes 4 bedrooms, 2 bathrooms, a short upstairs loft, full kitchen, pool table, large bar area, an outdoor fire pit, small yard and TONS OF PARKING! Can sleep up to 20 people! Only 1 mile from Platte and 14 miles from the Missouri River/Lake Francis Case. Enjoy completely paved/oiled roads- NO GRAVEL!

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Superhost
The exterior of the house features a charming two-story design with a dark blue facade. A set of wooden stairs leads to a welcoming entryway, adorned with a small flower planter. Lush greenery surrounds the property, providing a serene atmosphere.
Home in Winner
4.84 out of 5 average rating, 117 reviews

Cozy Little Getaway

*if calendar does not show availability for your desired dates please direct message me regarding availability Relax with the whole family at this peaceful place to stay. Great location, centrally located in Winner. 5 bedroom 1.5 bathroom. Fully stocked with anything & everything you may need for your stay. *Pets are allowed with $50 non-refundable fee. This will be added to your invoice. Pets are allowed in heated laundry room, or in the front porch, not in the main part of the house.

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Top guest favorite
A cozy living room features a combination of soft furnishings, including a pair of recliners and a mix of sofas. Lighting is provided by side lamps, and artwork adorns the walls, including a mounted deer head. A patterned area rug adds color to the neutral space.
Home in Gregory
4.95 out of 5 average rating, 22 reviews

The Lodge

Located on the Edge of town in Gregory, South Dakota. pop 1250. A great place to stay when visiting the area or family. Large grassy yard, easy to find, clean and comfortable. We have an outdoor space with tables and a grill. Gregory County is in the Pheasant Triangle, Known for Big Whitetail, and is 35 mins from the Missouri River. Pets are allowed Outdoors in the kennel area. Please no pets indoors. Please send us a message if you have any questions or need help with a booking.

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Top guest favorite
A rustic living space features a leather sofa, adorned with a decorative blanket. A wooden coffee table, decorated with greenery, sits in front. Exposed wooden beams and a corrugated metal ceiling are visible, along with stairs leading to an upper level.
Barn in Colome
5.0 out of 5 average rating, 26 reviews

The Old Hayloft

Adventure awaits you in this rustic getaway. Just a short drive off of HWY 183 south of Colome to stay in this super cute old hayloft that had been renovated as guest quarters. Stair access externally. This is not handicap accessible and very rustic. It is on the second story. 2 bedroom 1 bath. Full bed in bedroom #1 and a set of twin beds in bedroom 2 and the third bedroom is an open loft (no door up steeper stairs) with another set of twin beds. Total guests is up to 6.

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Top guest favorite
A covered patio area features a mix of red and green outdoor seating options, inviting relaxation. The exterior of the dwelling is a muted green with a metal roof, surrounded by natural landscaping. A light-colored concrete surface is visible in front of the entrance.
Tiny home in Platte
4.99 out of 5 average rating, 175 reviews

Carriage House - Private Dwelling. 3 beds, 1 bath

The Carriage House is a private, separate dwelling located on the property of Molly's Manor B&B. Unique and comfortable, 525 sq. ft. No step entry. Main floor includes a bedroom with one Queen-size bed, a cozy living room, fully equipped kitchen with appliances and cookware, and bathroom with a large shower; W/D. Two full-size beds in the upstairs loft, including a futon. Non-smoking, pet-free. Minisplit for AC/heat, Smart TV and WiFi. Plenty of parking for vehicles/boat.

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Guest favorite
Apartment in Winner
4.88 out of 5 average rating, 8 reviews

Retro Chic Getaway

What do you get when the ’70s and ’90s have a love child? This apartment. Just off Main St in Winner, SD, this 2-bedroom throwback delivers bold vibes with all the essentials. It’s clean, affordable, and perched above a local tech company (tech troubles? Yep—we know a guy). You’ll be steps from restaurants, bars, and—shameless plug—one of the best tattoo shops in the Midwest. Step inside, soak up the patterns, and let nostalgia run wild. Welcome to your vintage getaway!

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Guest favorite
A modern river cabin is pictured from the front, featuring a metal roof, wood siding, and a spacious porch with a railing. A gravel driveway leads up to the attached garage, surrounded by grassy areas and trees, under a cloudy sky.
Cabin in Platte
4.93 out of 5 average rating, 60 reviews

Twin Pine River House

Relax with the whole family at this peaceful river cabin. Located on the Missouri River hills near Platte Creek Recreation Area near Platte, SD. Enjoy all this area has to offer: fishing, boating, beaches, hiking, pheasant hunting, deer hunting, turkey hunting, ice fishing. Newly finished garage with air conditioning and heat, very pet friendly. Looking to relax, enjoy the beautiful sunrises on the front porch or sunsets on the back deck.

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Top guest favorite
The house is set in a lush green landscape, showcasing vibrant grass and surrounding trees. The exterior features a warm red hue, and multiple large windows invite natural light. The peaceful rural environment is emphasized by the spacious yard, creating a sense of tranquility.
Home in Lake Andes
4.92 out of 5 average rating, 123 reviews

Francis Case Reservoir Home

The house is in a rural setting just west of Lake Andes, S.D. The town has a grocery store, gas stations and a BBQ place . It is also located close to Fort Randall/Francis Case Reservoir, six miles north of the dam with great access to boat ramps. The house has YouTube TV with a fishing theme throughout the house. There are a few steps to get up to the main bathroom and the 3 bedrooms and a few steps down to the recreation room.

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Guest favorite
A charming farmhouse exterior is framed by tall trees and a white picket fence. The house features a pitched roof and a porch with large windows, inviting natural light. Grass surrounds the property, creating a serene rural setting.
Home in Winner
4.95 out of 5 average rating, 108 reviews

Grandma’s House - peaceful, 28 miles to Niobrara

Enjoy the peace and quiet of this quaint old farmhouse on a working farm/ranch in the country, 28 miles to Niobrara River in Nebraska, 26 miles to Sparks, for tubing and canoeing, 45 miles to Valentine, Nebraska, 28 miles from Winner, SD. Ask about a camper hookup, outdoor arena for riding, weather permitting, and pens for your horses.

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Top guest favorite
A cozy sitting area is highlighted by a plush sofa adorned with decorative pillows. A small round table is positioned in front, complemented by a patterned area rug. Wall accents include framed artwork and stylish light fixtures that add a warm glow.
Guest suite in Winner
4.94 out of 5 average rating, 178 reviews

The Hide-A-Way

Have fun in the heart of pheasant country on the east edge of Winner, South Dakota. This newly remodeled space has been converted from an old lumber yard into a homey and comfortable space. It's less than a mile from town and is conveniently located on Us Highway 18. Within walking distance to the drive-in theater and local museum.

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Guest favorite
A single-story wooden exterior house is set against a clear blue sky. The building features a green metal roof and large windows, with a patio area surrounded by gravel. Outdoor seating and a barbecue grill are visible, inviting outdoor relaxation.
Home in Gregory
4.87 out of 5 average rating, 15 reviews

Rustic Ridge

Have fun with the whole family at this stylish place. While enjoying the outdoors only 3 miles from Gregory .

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Superhost
A single-story yellow house with a front porch features a warmly inviting entrance door. Flanking the porch are dark window frames, and green shrubs add a touch of nature. A driveway leads to a garage in the background, surrounded by grassy areas.
Home in Gregory
4.87 out of 5 average rating, 15 reviews

Sweet Home Gregory South Dakota

Looking forward a peaceful place to settle the family in while visiting Gregory SD? We have just the place!

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