Vacation rentals in Tripp County

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Top-rated vacation rentals in Tripp County

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A lively common area showcases vintage decor and unique local signs. A bar area is illuminated by a neon beer sign, while various framed pictures and posters adorn the wooden walls. The space is complemented by a mix of seating options, inviting guests to relax and socialize.
Home in Colome
5 out of 5 average rating, 3 reviews

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.

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 out of 5 average rating, 8 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.

The exterior of the house is shown, featuring light-colored siding with a metal roof. A small wooden deck leads to the entrance, which is flanked by two windows. Lush green grass surrounds the area, complemented by clear blue skies and sunlight illuminating the scene.
Home in Colome
5 out of 5 average rating, 3 reviews

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.

Apartment in Winner
5 out of 5 average rating, 3 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!

Top guest favorite
The living room is arranged with two cozy sofas in various sizes, complemented by decorative cushions. A neutral-toned area rug is placed on the floor, and a flat-screen TV is mounted on the wall. Natural light enters through the window, adorned with simple curtains.
Guesthouse in Winner
4.99 out of 5 average rating, 74 reviews

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!

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, 103 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.

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, 161 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.

A rustic exterior of a wooden cabin showcases a blend of natural wood and green siding. A flagpole stands prominently in front, with a flag gently waving. Surrounding greenery includes trees and well-kept grass, enhancing the peaceful rural setting.
Cabin in Dallas
4.71 out of 5 average rating, 42 reviews

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.

Cabin in Winner

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.

A serene landscape features a body of water reflecting the sky, surrounded by lush, green meadows. A herd of buffalo grazes near a sandy rise, with trees lining the horizon. The scene captures the peaceful coexistence of wildlife in a natural setting.
Campsite in Colome

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.

Hotel room in Winner
5 out of 5 average rating, 4 reviews

Single queen room #1. Brand new construction!

This stylish and unique place sets the stage for a memorable trip to the hunting capital of South Dakota. 10 individual rooms, brand new construction. Charming and comfortable single queen rooms.

A well-lit bedroom features a spacious bed with blue bedding and decorative pillows. Two nightstands, each with a lamp, flank the bed. A small window allows natural light to fill the room, while a closet and a doorway lead to additional areas.
Home in Colome

Maggie’s Place

This stylish place to stay is perfect for group trips or a quiet night of rest.

Popular amenities for Tripp County vacation rentals