Holiday houses in Winner

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.

Home with a View - Running Horse Guest House

This property was originally designed to serve as a hunting lodge and our second home. There are 3 smaller bedrooms and one larger master bedroom. Each bedroom has a private bath, the master having a large whirlpool tub. Focus is on the common areas. There is a widescreen TV with Direct TV service, free high speed internet, a large fireplace, and a well equipped kitchen. The kitchen includes a 5-burner cook top, a double convection oven, microwave, refrigerator, freezer and dishwasher.

Sign Inn Colome

Welcome to the Sign Inn located on Main Street Colome, South Dakota. Take a step back in time and enjoy the eclectic style of the Sign Inn, which is fully decorated with vintage items and it’s signature local signs, many of which has local roots to the central South Dakota area. Each room and area of the Sign Inn has been curated to tell a story while also providing an updated and comfortable stay to guests. We welcome all guests - hunters and travelers to join us at the Sign Inn.

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.

5 bed Hunter/Cowboy bunk house in country

Older 2 bedroom house w/ an additional big open room w/ two beds and a couch. One bathroom. No kitchen. Mini fridge, microwave, coffee pot and pizza oven included. Located in country on a working cattle ranch. Window AC. Large yard. We even have pens for your horses/cattle and an indoor arena to ride in for additional fees. Dogs welcome but must be kenneled outside. NO smoking. If you want new & fancy, this place is not for you. We offer clean rooms in a great rural setting.

Vintage House whole house

Vintage House is a home that has 2 levels, with 3 bedrooms, shared laundry, bathroom, living area, dining area and kitchen area on each level. Also has a shared patio, and parking. Whole house all 6 rooms for $360.00 per night. You can rent the whole house for up to 12 people. there is an additional tax fee charge of 8% if paying with cash or check and 10% if paying with credit card due upon arrival due to air bnb not charging the tax fee.

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 bunks (4 twins) in bedroom #2. Sleeps up to 6.

The Rustic MP6

Relax with the whole family at this peaceful place to stay. two bedrooms one queen bed other full bed. the living room has two sofas with beds in them. they are full size and queen size beds. Just recently added a rollaway bed (twin size) can host up to 5-9 people if you don't mind sharing a bed. no smoking or no pets inside. beautiful view!

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.

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.

The Ranch

A little piece of heaven centered right in the heart of pheasant country. This property can house up to 16 people if needed and is very quit and secluded. It sets on a 160 acres of rural property. This site is great for larger family's that like to be outside and there is plenty of room for parking any sized vehicles.

Thistle Dew Dude Ranch

The Thistle Dew is located near the Missouri River in Gregory County, South Dakota. We are minutes from Burke, Gregory, Platte, and Winner. We offer 3 bedrooms with accommodations for up to 8 people in a fully remodeled, fully stocked, unique home.