Holiday rentals in Whitewood

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Top-rated holiday rentals in Whitewood

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The exterior of a rustic log cabin is presented, featuring a spacious deck with outdoor furniture. A manicured lawn extends in front, bordered by a line of smooth stones. Large windows reflect the surrounding greenery, while the driveway and garage are visible to the right.
Home in Wentworth
4.92 out of 5 average rating, 116 reviews

Black Bear Lodge Lake Madison

Rustic, cozy Log Cabin designed to accommodate larger families. Sleeps 15 No bachelor/bachelorette parties. House highlights: - Log Timber finishes - Gas Fireplace - Extra fridge/freezer space - Basement wet bar - Poker/Bumper pool table - Electric Fireplace - Garage Wet bar - Dart Board - Cornhole/Bean Bags - Tables w/ Benches and chairs - Concession bar to serve food and drinks to 1,000 square foot paver patio - Fire pit - Hot tub - Outdoor movie - Hammock - Swinging Chairs

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
4.97 out of 5 average rating, 115 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
The exterior of a remodeled house features grey siding with white trim and a welcoming brown front door. Steps lead up to the entrance, flanked by large windows on either side. A manicured lawn surrounds the home, enhancing the inviting curb appeal.
Home in Madison
5.0 out of 5 average rating, 30 reviews

Enjoy Our Newly Renovated Home: Summit Splendor

Welcome to Summit Splendor, a splendid place to stay while in Madison, SD! This newly remodeled 3+-bedroom, 2 ½ -bathroom house is nestled in a quiet neighborhood, less than 5 minutes from downtown and just a few blocks from Dakota State University, making it a great base while exploring the Madison area. Whether you’re here for a quick getaway or an extended stay, you’ll find comfort and convenience in this charming house. Choosing the best in Madison is only a click away.

Guest favourite
A private dock is seen extending over the tranquil waters, equipped with a covered boat lift. In the background, a red two-story house is nestled among greenery, with steps leading down to the shoreline. The clear water reflects the surrounding trees.
Cabin in Estelline
4.91 out of 5 average rating, 154 reviews

Malomar on beautiful Lake Poinsett!

Enjoy lakeside living on beautiful Lake Poinsett, SD. Spacious kitchen/great room that opens to 12x24 foot patio-balcony with propane grill, table & chairs, and spectacular view of the lake. Sleeping for 10 makes it the perfect place for the whole family and fishing/hunting groups! One bathroom. One king, 3 queens & 2 twin beds. Minutes from boat ramp, dining, groceries, golf & Lake Poinsett State Recreation Area. Keyless entry makes check-in a snap!

Guest favourite
Flat in De Smet
5.0 out of 5 average rating, 8 reviews

Wilder Bunkhouse

Enjoy your stay at the Wilder Bunkhouse! Unique open bunkhouse style apartment has plenty of sleeping room and all the space you’ll need for your trip. Complete with 4 beds (1 king, 1 queen, and 2 full size), 2 queen size sofa- sleepers, 1 1/2 baths, kitchenette, dining table, and living room with a 65” TV. Walking distance to Calumet Ave DeSmet’s historic “Main Street.” Featuring restaurants, bars, coffee shops, shopping, and so much more.

Top guest favourite
Home in Madison
5.0 out of 5 average rating, 29 reviews

The Ranch!

Escape to the country and enjoy a relaxing stay in our spacious shouse. Perfect for family getaways, hunting and fishing trips, work stays, reunions, graduation parties, and special events. With plenty of room to gather, comfortable amenities, beautiful sunsets, and peaceful surroundings, you'll find everything you need for a memorable stay. Your home away from home awaits! 2 Camper Spots (Only available May-October) (w/ Additional fee)

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, 116 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
An airy living space features high ceilings and modern furnishings, including a gray sofa and wooden chairs. The kitchen is visible with an island and bar seating. Large windows allow natural light to fill the room, enhancing the open feel.
Cabin in Arlington
5.0 out of 5 average rating, 24 reviews

New Construction Modern Cabin on Lake Albert

New modern cabin on Lake Albert! Enjoy lakefront access and take in stunning views from our spacious patios. With 3 bedrooms, 8 beds our cabin is ideal for families and small groups. Conveniently located close to a beautiful golf course and Lake Pointsett public access boat docks. Watch the sunset and unwind in this serene getaway. Book your stay today and experience the perfect blend of comfort, nature and beauty.

Top guest favourite
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, 166 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 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, 104 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.

Top guest favourite
A vibrant sunset casts a warm glow over the rural landscape, highlighting the outline of trees and a distant barn. Fenced areas can be seen, with lush greenery surrounding the scene, creating a serene outdoor atmosphere.
Guest house in Arlington
5.0 out of 5 average rating, 44 reviews

Quiet two bedroom guest house on a rural farm.

This two bedroom, two bath guest house is in Arlington, SD on a 27 acre farm. Perfect for visiting hunters, SDSU families or anyone just looking for a quiet getaway. Master bed/bath with king size bed. Guest room has 2 bunk beds and separate bath. Has a full kitchen, washer/dryer, Wi-Fi and TV. Parking for multiple vehicles/trailers available. Horse boarding is an option during your stay. Pets are negotiable.

Top guest favourite
A spacious deck overlooks the serene lake, furnished with black seating arrangements and a patterned outdoor rug. Potted plants add a touch of greenery, while string lights hang overhead, creating a welcoming space for relaxation and gathering.
Home in Brookings
4.94 out of 5 average rating, 163 reviews

Lake Campbell Lake House

The perfect home for families and especially families with younger children. Child proof house making it easy on busy parents! We have four young children of our own so we understand the headache of vacation and staying in a non-kid friendly environment! No kids? That’s okay too! Come and live at the lake for the weekend! 5 bedroom home to accommodate all your needs! Only 10-15 miles from Brookings, SD!

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