Holiday rentals in Trail City

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Top-rated holiday rentals in Trail City

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

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Top guest favourite
A wall-mounted flat-screen TV is situated above a modern electric fireplace with colorful flames. A small plant is placed beside a comfortable chair, enhancing the inviting atmosphere of the space.
Guest house in Mobridge
4.98 out of 5 average rating, 41 reviews

Perfect For 1-2! New Build on First Avenue

Cozy & comfy, 430 sq ft, 1 bedroom/1 bath unit attached to our new garage so like the garage, the construction in this is also new! Queen & twin bed in bedroom & the loveseat is a pull-out. Has Keurig, drip, KCups, coffee, microwave, air fryer & pizza oven. AC/heat split unit keeps you comfy. A 55" Roku TV has Netflix & Hulu. Nonsmoking indoors & out. **Garage use can be arranged for hunting dogs, ask about it! We are laid-back, if you need something, just ask! We are happy to oblige! :)

Guest favourite
A spacious prairie landscape is presented, featuring a historical farmhouse surrounded by scattered trees. A well-maintained gravel driveway leads to the home, under a wide blue sky filled with clouds. The serene setting highlights the natural beauty of the surrounding area.
Farm stay in McIntosh
5 out of 5 average rating, 6 reviews

Gumbo Hill Getaway Lodge

A cozy getaway in a beautiful prairie landscape on the Standing Rock Reservation. Located 4 miles north of Hwy 12 on the North & South Dakota border with easy access for hunters of all types in both Sioux County, ND & Corson County, SD. Look out your window at beautiful views of the prairie teeming with wildlife of all kinds. This well maintained historical prairie farmhouse is the perfect place to enjoy your time away. Also equipped with a 2 car garage, a large freezer for game prep & storage.

Top guest favourite
A serene landscape captures the sun rising over a grassy field. Silhouettes of trees border the scene, while a silos stands in the background. The warm light creates a peaceful atmosphere, highlighting the lush green surroundings.
Farm stay in McLaughlin
4.95 out of 5 average rating, 20 reviews

Farmstead Hunts

Book your next remote farm or hunt adventure with us at our lil house on the prairie. We are located 25 miles west of Mobridge, South Dakota. Depending on the season; our land flourishes with Pheasants, Deer, Wild Turkeys, Elk, Coyotes and Prairie Dogs. This house is located on our farm in adjacent with our family house surrounded by crop and pasture land. Our road is a 5 mile gravel road that comes to a dead end to our property. Welcome both workers or hunters looking for a place to stay.

Top guest favourite
Cabin in Firesteel
5 out of 5 average rating, 16 reviews

Firesteel Hunts - two Prarie dog hunts left

-Special July PD hunt at 400 a day/ group Prariedog’s no longer have a shooting fee -Bird hunts at 10% off if booked by July 25th DIY Pheasant and Prarie dog and Coyote hunts(and Lodge rental)on family farm/ranch. 8000 acres split between Farm fields and grass. Pheasants, grouse, and Huns, Prariedog’s, Coyotes. Do it yourself unguided hunt based out of our lodging on the ranch.( bird hunts require per day hunt fee)( Prariedog and coyote do not) -Only lodge stay available Nov 14 to Nov 22

Top guest favourite
Home in Gettysburg
5 out of 5 average rating, 15 reviews

Oahe Oasis - Cabin

Escape to the Oahe Oasis Cabin, where breathtaking views of Lake Oahe meet endless outdoor adventure! Our spacious two-level cabin features 4 bedrooms and 4 bathrooms. Enjoy unparalleled access to some of the best fishing where the current walleye state record was caught. With three nearby boat ramps and ample parking for your boat(s). Book your stay today at the Oahe Oasis Cabin – where serenity and adventure meet! Need more room? Check out the Oahe Oasis Shop with Living Quarters!

Guest favourite
Home in Mobridge
5 out of 5 average rating, 6 reviews

Getaway Cabin- Sleeps Up To 7!

Relax with the whole family or traveling buddies in this newly built in 2025, 896 sq. ft. vacation rental. Located just outside Mobridge city limits with plenty of parking for boats and vehicles. Two bedrooms with room for 7 people plus a full kitchen, comfy furniture in the living room area, and double sinks in the bathroom across from the full size shower. A split a/c unit keeps you cool, full size fridge to store your ice and food plus a full size washer and dryer.

Guest favourite
The exterior of a yellow house is displayed, featuring a grey roof and a welcoming porch. The driveway leads to a garage, and the yard shows well-manicured grass. Nearby trees are visible in a partly cloudy sky, creating a serene suburban environment.
Home in Pollock
4.96 out of 5 average rating, 27 reviews

The Sunken Bobber

Welcome to The Sunken Bobber, a spacious Pollock retreat designed for comfort, convenience, and easy access to the best of the region. With room for up to 10 guests, 4 bedrooms, and 2 baths, this home is ideal for fishing groups, hunting weekends, family gatherings, and extended stays. Located within walking distance of Main Street and less than 3 miles from the North Dakota border, it is a practical and inviting home base for enjoying both South Dakota and North Dakota

Guest favourite
A functional kitchen area is presented, featuring wooden cabinets and modern appliances, including a refrigerator and microwave. A sink is located beneath a shelf holding plates and utensils. A wall-mounted television is positioned above the countertop, while a ceiling fan sits nearby.
Home in Timber Lake
4.93 out of 5 average rating, 30 reviews

T&J's Bunkhouse small lodge

Nice little hunting lodge with four beds. Plenty of space for parking with full kitchen and one bath. 1000s of acres state and federal public hunting ground located around Timber Lake. On the boarder of the Cheyenne River Sioux Reservation and Standing Rock Sioux Reservation with 1000s of acres of tribal hunting ground. Excellent summer and winter fishing in the area with Lake Oahe 30 miles east.

Home in Selby
5 out of 5 average rating, 3 reviews

Modern home near Missouri River

Modern and fully updated, this cozy retreat features new floors and top-notch amenities. It is located just 20 minutes from the Missouri River—perfect for fishing or ice-fishing. Surrounded by abundant pheasants and deer for hunting. Located in a peaceful, quiet town, it’s the ideal destination to get away from the hustle and bustle of the city, and enjoy the outdoors.

Superhost
The exterior view reveals a spacious trailer house nestled against a colorful sunset. The structure features a simple design, with a deck visible alongside the building. Surrounding grassy areas and a barren tree complete the serene setting.
Home in Mobridge
4.84 out of 5 average rating, 25 reviews

Howard's Place

Your family will be close to everything when you stay at this centrally-located place. Come enjoy all that Mobridge and Lake Oahe have to offer when you stay in this spacious trailer house just outside Mobridge. Conveniently located just 1 mile from the boat ramp with a private drive offering plently of space to park your pick-up and boat.

Guest favourite
A charming single-level cottage is showcased, featuring a distinct red roof and multiple windows that provide ample natural light. The exterior is surrounded by a spacious yard with a light dusting of snow, accentuated by trees and a parking space nearby.
Home in Mobridge
4.73 out of 5 average rating, 11 reviews

The Red Roof Cottage (2 Bed, 1 Bath)

This single-level home is quaint, rustic and charming. The layout is simple and functional for two couples, two solo travelers or a small family. Located on a corner lot, The Red Roof Cottage has spacious front and back yards, perfect for outdoor relaxation or playing games

Top guest favourite
The exterior of a two-story cabin is showcased, featuring a metal roof and a combination of horizontal and vertical siding. Large windows invite natural light, while a covered porch provides shaded space. The surrounding area is open, with greenery in the background under a partly cloudy sky.
Home in Akaska
5 out of 5 average rating, 16 reviews

Akaska River Roost

Located in Akaska, SD. A river cabin for all ages. This is a great place for a group to get away and enjoy the river, pheasant hunting, deer hunting, or to spend the weekend away with your family and friends. A great location with plenty of space for the whole group!

Popular amenities for Trail City holiday rentals

  1. Airbnb
  2. United States
  3. South Dakota
  4. Dewey County
  5. Trail City