Vacation rentals in Whitewood

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Top-rated vacation rentals in Whitewood

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Top guest favorite
A modern kitchen is presented with stainless steel appliances and an expansive granite countertop. Bright red metal stools are positioned at the counter, complementing the rustic wood paneling and unique decor elements. Natural light filters through a window, illuminating the open space.
Barn in Watertown
4.95 out of 5 average rating, 310 reviews

Silverstar Barn

Silverstar Barn is located on 10 acres just 3 miles south of Watertown on blacktop road. It is approximately 150 feet from our residence. Rest assure that you will be left alone to enjoy your extended or weekend getaway. We have just completed remodeling the other half of the barn turning it onto another rental. Silver star Stables has it's own entrance and both units have there own patio doors, one facing east, the other west for private outdoor seating. Both units have there own grill as well.

Guest favorite
A newly renovated cabin is framed by tall trees and lush green grass, showcasing a vibrant red roof. The exterior features large windows and double doors that provide a welcoming entrance. The landscape reflects a tranquil setting in a peaceful neighborhood.
Vacation home in Lake Preston
4.96 out of 5 average rating, 112 reviews

Peaceful and quiet small town cabin

Come and enjoy our freshly renovated cabin located in the peaceful little town of Lake Preston, SD. We are located right in the heart of pheasant country! Our cabin is a wonderful base for your fishing outings. Lake Whitewood - 3 miles away; Lake Thompson - 4 miles; L. Poinsett - 20 miles; L. Henry- 21 miles; Dry Lake #2 - 27 miles. We have plenty of room for your boat/camper. Laura Ingall's Wilder's home is 9 miles away. Enjoy a very peaceful spot with the amenities of a small town.

Top guest favorite
A shaded gazebo is featured with a circular fire pit at its center, surrounded by cushioned seating. The expansive deck offers a view of the lake, while the shoreline and water are visible in the background, providing a serene setting for relaxation.
Cabin in Wentworth
4.98 out of 5 average rating, 118 reviews

Intimate lake-side cabin with cozy outdoor space

Relax in this newly renovated, modern cabin. An easy 40 minutes from Sioux Falls, its truly lakeside location lets you wake up to the sound of crashing waves just outside your bedroom window. Enjoy a peaceful morning coffee on the deck, then explore the lake via kayak, and finish your day by coming up to a romantic fire under the gazebo. Perfect for a couple’s getaway. Convenience store and Hillside restaurant located within walking distance. Lakes Golf Course is 1.4 miles away.

Guest favorite
The treehouse is elevated on a sturdy platform, surrounded by snow-covered landscape and trees. The structure features a wraparound deck with a metal railing and a sloped roof, allowing for unobstructed views of the environment. Morning light casts a soft glow over the scene.
Treehouse in Valley Springs
4.91 out of 5 average rating, 415 reviews

Lookout Loft Treehouse

Welcome to the Lookout Loft Treehouse! Find a retreat in this peaceful hilltop oasis just a short 20 min drive out of Sioux Falls, SD. Sleep in the clouds on your dreamy pillow top mattress, wake up to stunning 360 degree views overlooking the surrounding countryside. Enjoy a cup of coffee on the wraparound deck, a propane fire on the mid-level deck and a dip in the hot tub at ground-level. Space includes a kitchenette, bathroom, and sleeping quarters, with AC and heat.

Top guest favorite
Guest suite in Madison
4.98 out of 5 average rating, 57 reviews

715 N Egan Residence

Welcome to your cozy retreat in the heart of Madison! This private entry/exclusive 1-bed, 1-bath unit offers a comfortable and convenient stay across the street from DSU. Private entry with code lock access ensures a smooth check-in. Perfect for visiting parents, professors, or students. Snacks, coffee, and drinks included! Whether you’re here for a weekend visit or a long stay, this space provides a peaceful home base for your adventures.

Guest favorite
An aerial view captures the vineyard home surrounded by rows of grapevines, with protective nets covering the crops. The spacious property features a combination of open fields and wooded areas. The house showcases multiple levels, with large windows overlooking the scenic landscape.
Home in Volga
4.91 out of 5 average rating, 115 reviews

4 bedroom vineyard home near Brookings, SD

Enjoy a get-away in a vineyard home. Beautifully decorated inside and out! Walk through the grape vines, sample the grapes, taste the wine and relax! The spacious 4 bedroom home has plenty of room for large groups. Open concept and multiple levels allow for your guests to come together and enjoy meals and conversation. A huge 800 sq ft patio makes for amazing outdoor entertaining. Enjoy the sunset over the vines.

Top guest favorite
A spacious living room is showcased, featuring a large sectional sofa in rich black leather. Natural wood paneling creates a warm ambiance, complemented by two standing lamps and framed artwork on the walls. Light enters from the window, illuminating the soft area rug beneath.
Cabin in Estelline
4.98 out of 5 average rating, 161 reviews

3-Bedroom House on Lake Poinsett

Escape to the lake! Come out and relax with family and friends! Year-round enjoyment - swimming, open water fishing, kayaking, ice fishing, snowmobiling and more! You will have private access to the lake with a dock. The dock is generally in the water May through Labor Day. Note: There are several stairs required to get down to the dock. Boat ramp and shared public beach nearby. Floating water mat available.

Top guest favorite
An exterior view of the retreat showcases a well-maintained, single-story building with a light brown facade. A welcoming sign featuring the word 'WELCOME' is visible beside a red bench adorned with flowers, while an American flag is displayed, creating a charming entrance.
Guest suite in Hayti
4.98 out of 5 average rating, 181 reviews

Salt and Light Retreat~ Overnight Stays - rural SD

Relax and get away from it all! A place to Literally UNPLUG from the world! A bit of a drive out, enjoying the farmlands you will find our Salt and Light Retreat for overnight stays. Private entry, garage parking, clean and comfy! Complimentary breakfast & full time coffee bar available We are not allowing pets at this time. Perhaps kenneled hunting dogs may work out Fishing trip? Boat parking available

Guest favorite
A cozy living area is present, featuring a spacious beige sofa with a decorative pillow, a comfortable armchair, and a wooden coffee table displaying magazines. A light-colored area rug covers the floor, while large windows allow natural light to fill the room.
Farm stay in Estelline
4.9 out of 5 average rating, 145 reviews

A Taste of Farm Living

A peaceful place in the country, yet only two miles from town. Twenty minutes from numerous lakes and many walk- in hunting areas. Not outdoorsy? Shopping and activities for the kids (Children's Museum, SDSU Ag Museum and Redlin Center) are close by in Watertown and Brookings. Or, hang out at the farm, watch the chickens peck in the grass, and roast marshmallows in fire pit.

Top guest favorite
A light-filled living area is furnished with two sofas, a large wooden coffee table, and a sleek entertainment unit. A flat-screen TV is mounted on the wall, and decorative art pieces hang nearby. Soft texture rugs cover the floor, contributing to a cozy atmosphere.
Home in De Smet
5 out of 5 average rating, 49 reviews

The 605 House

The little 605 house on the prairie! Nestled just on the edge of town this little 1 bed 1 bath makes for the perfect place to stay. Inside you’ll find a full kitchen, sofa bed for extra guests, washer and dryer, and stylish bathroom. Enjoy the prairie views while on the deck complete with a picnic table, grill, and patio chairs. Enjoy your stay at The 605 House!

Guest favorite
An airy living area showcases large windows that offer sweeping views of Lake Herman. A sleek sofa is positioned to provide comfort, while a modern chandelier hangs from the high ceiling, enhancing the open atmosphere. A stone fireplace adds a cozy touch to the space.
Home in Madison
5 out of 5 average rating, 12 reviews

Skeet’s Retreat: Lake Herman Madison, SD Sleeps 8

Relax at Skeet’s Retreat, a remodeled lakefront getaway on Lake Herman near Madison, SD. Sleeps 8 with beautiful lake views, spectacular sunsets, direct shoreline access, a fire pit, Blackstone grill, seasonal dock, and 300 feet of shoreline. Close to Lake Herman State Park, DSU, Lake Madison, local events, fishing, hunting, and Madison-area attractions.

Top guest favorite
An inviting living area features a patterned sofa and a cozy ottoman, complemented by natural light flowing in from the sliding glass doors. A small dining table is visibly arranged nearby, while the staircase leads to the upper level.
Home in Humboldt
4.99 out of 5 average rating, 425 reviews

The West Ranch- Just off of I-90

Nestled in the rolling hills of Eastern South Dakota this charming farmhouse is newly renovated with 3 deluxe guest suites with four queen beds and two and a half bathrooms. Roam the acreage and see wildlife and working corn fields in the distance. Come experience this peaceful setting.

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