Holiday houses in Whitewood

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Top-rated holiday rentals in Whitewood

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

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Top Guest favourite
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, 305 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.

Top Guest favourite
A single-story house with a modern design is situated in a grassy area. The exterior features windowed front panels and a covered porch adorned with two white chairs. Surrounding trees provide a natural backdrop, and the sky transitions from daylight to twilight.
Cabin in Alexandria
4.92 out of 5 average rating, 85 reviews

Beautiful Cozy Country Cabin

Kick back and relax in this calm, stylish space where you’ll feel right at home. The charming bedroom has a comfortable king sized bed and the living room has a queen size pull out couch. The kitchen is well stocked and has everything you’ll need. The bathroom has a walk in shower with toiletries. I put in a lot of effort to keep this space clean so that your stay is as comfortable as possible! Two miles from I 90. Lots of parking space. Cabin will be unlocked upon arrival.

Guest favourite
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.
Holiday home in Lake Preston
4.96 out of 5 average rating, 111 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 favourite
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
4.99 out of 5 average rating, 112 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.

Top Guest favourite
Guest suite in Sioux Falls
4.98 out of 5 average rating, 251 reviews

Luxury Suite • Private Yard • Hot Tub • King Bed

Welcome to The Chic Suite — a fully private, luxury guest suite designed for rest, convenience, and quiet comfort. Featuring a plush king bed, rainfall tile shower, secluded fenced yard, and your own hot tub, this space is perfect for business travelers, quick overnight stays, and couples looking for a peaceful retreat in northwest Sioux Falls. Tucked behind the main home garage with its own entrance, walkway, and outdoor space — you’ll have complete privacy during your stay.

Top Guest favourite
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, 406 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.

Guest favourite
A modern kitchenette is featured with a concrete bar countertop and four high-backed stools. Industrial-style pendant lights hang above, providing warm illumination. The flooring is designed with wooden planks, adding a natural element to the space.
Apartment in De Smet
4.93 out of 5 average rating, 56 reviews

Ingalls Flat

Where modern meets historic charm. This newly renovated office space offers a unique stay in the heart of the little town on the prairie! Ingalls Flat is the perfect place to stay for travelers looking to explore the historic prairie town, business traveler, solo vacationers, couples looking for a private stay with many amenities, and anyone planning the perfect staycation! Located within walking distance of Calumet Ave, DeSmet’s historic “Main Street.”

Top Guest favourite
Guest suite in Madison
4.98 out of 5 average rating, 49 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 favourite
A cabin with a spacious deck overlooks a green lawn and is surrounded by mature trees. A stone border delineates the garden area in the foreground. Several outdoor chairs are positioned on the deck, inviting relaxation in a natural setting.
Cabin in Brookings
5 out of 5 average rating, 16 reviews

Terry's Place Retreat - Lake Campbell Cabin

Relax on the deck facing Lake Campbell and take in a beautiful sunset - go fishing off the dock or stroll along the two acre property with cattails at the back of the property. Ideal for ice fishing in the winter and fishing, boating, kayaking, swimming and water sports in the summer. Walking distance from public beach and Kattails Resort (bar, restaurant, convenience store). 2 kayaks are available for use. Close to public boat access.

Guest favourite
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, 114 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 favourite
A spacious living area is presented with soft beige walls and large windows allowing natural light. A modern coffee table is centered on a plush area rug, while a piano stands in one corner. Comfortable seating includes upholstered chairs and a cozy sofa.
Home in Mitchell
4.98 out of 5 average rating, 99 reviews

Spacious modern, cozy now offering 5 bedroom home.

Welcome to your home away from home! This is a perfect place for a business traveler, family on the road or simply those visiting our beautiful city. Our spacious cheerful home sits on a culdesac, offering a quiet and relaxing environments with breathtaking backyards views to include the winter months and gorgeous summer sunsets.Come and experience the beauty South Dakota offers. 24 hrs self check-In Available.

Guest favourite
The exterior of a single-story house features a light-colored facade with a welcoming front porch. A small garage with a star decoration is visible to the right. Lush green grass surrounds the property, complemented by trees in the background.
Home in Brookings
4.91 out of 5 average rating, 189 reviews

Brookings Haven

This home will be all yours when you book! There are three beds, two bathrooms and two different living room areas with TVs to unwind after a long day of sports or work. This house is located near the Hillcrest Aquatic Center so you will be pretty well centrally located. The property has a large patio with a charcoal and gas grill available for guest use and two different kitchen areas.

Popular amenities for Whitewood holiday rentals