Holiday rentals in Tripp County

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.

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.

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!

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 two rollaway beds (twin size) can host up to 5-10 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.

The Boar's Tusk Lodge

Create your own South Dakota adventure at the Boar's Tusk Lodge. This recently finished lodge is all new and set-up to handle sizeable groups and their gear. Every detail has been thought through to provide for an enjoyable stay for guests looking for an elevated experience.

Home in Colome

Perfectly situated for your next hunting adventure! This charmingly rustic house features 3 bedrooms and 2 full baths, offering ample space for your whole group. While the decor is traditional and simple, it's equipped with all the essentials for a smooth, hassle-free stay.

Hidden Creek RV Park and Lodging #3

We welcome traveling nurses, Construction workers, or just relax with the whole family at this peaceful place to stay! Just a short distance from the hospital, drive in movie theatre, and shopping. RV sites and additional lodging units available.

STEINKE RANCH BUFFALO

Camp at a Peaceful and Quiet area. You may see Buffalo, Deer, Pheasant and Turkey. We have large meadows....lots of trees. Reconnect with nature at this unforgettable escape. Bring your own Tent or RV.

The Quiet House

Country living, 3 miles from town. Quiet, peaceful, sit out on the covered deck, look at the stars! Surrounded by open spaces….Basketball hoops and a big yard to enjoy!! Pets are welcome!!