Holiday rentals in Whitewood

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Top-rated holiday rentals in Whitewood

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Top guest favourite
A modern wooden vacation home is set against a backdrop of rocky cliffs and vibrant autumn foliage. Large windows reflect the natural light, while a landscaped area features stones and gravel, creating a rustic entrance. The scene captures the essence of the Spearfish Canyon landscape.
Chalet in Lead
4.97 out of 5 average rating, 263 reviews

Spearfish Canyon Skye lodge

Skyelodge is located in the heart of Spearfish Canyon. Located on a cliff wall . A 750 Sq. Ft. apartment on the top floor of a private vacation home. Spearfish Falls and Roughlock Falls one mile away can be accessed by hiking trails. FANTASTIC VIEWS! ( DEER, ELK, BALD EAGLES, PEREGINE FALCONS, OSPREYS, VULTURES ARE YOUR NEIGHBORS) HIKING, BIKING, ROCK CLIMBING, PHOTOGRAPHY, TROUT FISHING, OR JUST HANGING OUT. THE STARS AT NIGHT. GREAT COUPLES RETREAT!

Top guest favourite
A cozy living area features a black leather sofa and a wooden coffee table atop a decorative rug. Natural light fills the space from a window, while an adjacent kitchen and bathroom are visible through open doorways. A ceiling fan adds to the comfort.
Home in Spearfish
4.99 out of 5 average rating, 223 reviews

The Charming White Cottage

Enjoy your stay in Spearfish at our cozy, 1 bedroom cottage. It is perfect for a couples get away or for someone looking to explore the beautiful Black Hills. Downtown Spearfish and Spearfish Creek are within walking distance to enjoy the bike path and great eateries. The bedroom features a comfortable king size bed, complete with a memory foam mattress, and walks out to the front porch. Our favorite thing about our cottage is relaxing on the porch swing with a cup of coffee or a glass of wine.

Top guest favourite
Loft in Lead
4.98 out of 5 average rating, 692 reviews

Harley Court Loft

Cozy loft in the Lead, SD. Moments from downtown, but secluded. Minutes to outdoor activities, skiing, snowshoeing, hiking, biking, or snowmobiling. Winter months, all wheel / 4 wheel drive vehicle is a must!! Close to restaurants, brew pub, and night life!! Kitchenette: microwave, coffee maker, toaster, hot plate, (with pans), and small frig. The loft has electric heat and portable AC. There are 18 steps to get to the loft, for two people. Not kid proof. No pets accepted.

Top guest favourite
Home in Spearfish
4.98 out of 5 average rating, 278 reviews

Falsebottom Hide-away

This is a great place to relax and enjoy the sounds of nature after a long day vacationing. Sleeps six with a secure fenced yard for the safety of your pets. Located in beautiful Maitland Canyon with seasonal Falsebottom Creek right off the private back deck featuring a BBQ and outdoor table. We have lived here for 40 years and are still amazed with the beauty of the Northern Black Hills. Close to so much, but with a real connection to the pristine nature that the Black Hills are famous for.

Guest favourite
Cabin in Sturgis
4.95 out of 5 average rating, 265 reviews

Pet friendly 2 bedroom log cabin with hot tub.

This beautiful large 2 bedroom cabin nestled right outside of Sturgis SD can comfortably accommodate several guests, as it has 2 bedrooms as well as 2 living rooms. One of the living rooms has 2 fold out twin beds. 7 person hot tub! patio furniture as well. This cabin gives you the privacy you need yet the comforts of being 5 mins from a grocery store. Gorgeous views of the Black Hills. Fully furnished home. BBQ grill. We have a few different airbnbs and the cabin is completely private.

Top guest favourite
Guest suite in Whitewood
4.93 out of 5 average rating, 138 reviews

Arthur Street Guest Suite

Relax and unwind at the the Arthur Street Guest Suite. Located in the quaint town of Whitewood in the beautiful Black Hills of South Dakota. This guest suite has a private entrance, king size bed, en suite bathroom, mini fridge, microwave, toaster and coffee pot. Everything you need for a comfortable stay. Located within walking distance from the historic Bullwacker’s Saloon and Steakhouse and beautiful Oak Park where you can spot wildlife including deer and turkey and hike an easy trail.

Superhost
A modern living area features a comfortable brown sofa, positioned next to a stairs leading to an upper level. The open layout includes a well-equipped kitchen with sleek cabinetry and a window allowing natural light to brighten the space.
Home in Sturgis
4.9 out of 5 average rating, 226 reviews

Entire Home in the Black Hills

The newly built Little House in the Hills is located on 5 acres and only 1 mile outside of Deadwood, SD. This is the perfect location to access hiking, biking, scenic drives, and tourist attractions. **As we head into the winter months we want you to know that the Black Hills can receive significant snowfall. All wheel drive or 4wheel drive is recommended.** Follow us on intagram @thelittlehouseinthehills or on our FB page "The Little House in the Hills" for additional information.

Top guest favourite
The entrance features a welcoming red door framed by neutral siding, with a small wooden step area leading up to it. A gravel pathway leads to the doorway, complemented by a decorative pot with greenery visible beside the door.
Guest house in Whitewood
4.99 out of 5 average rating, 144 reviews

Country Lodge ~Where the Prairie Meets the Pines

Our space started as my husbands "man cave." A place to display his hunting accomplishments and do all things manly. Yet, as the project progressed it turned into a lovely rustic lodge that we'd like to share with you. Just 5 miles North of Sturgis we provide a space that is minutes away from Bear Butte State park, the beautiful Black Hills and sits on a quiet valley acreage. It would be ideal for anyone visiting the area who enjoys fresh country air and a bit of rustic charm.

Guest favourite
The exterior of the modern apartment features wooden support beams and a concrete pathway leading to the entrance. A small porch area is visible, complemented by a grassy yard and a fenced area in the background. Natural light illuminates the scene under a clear blue sky.
Home in Spearfish
4.94 out of 5 average rating, 126 reviews

The Lower Hillsview Loft

Retreat to this two story modern apartment home right in the heart of Spearfish. Walking distance from Black Hills State University, these high-end spaces are perfect for those wishing to visit a family students or to simply just explore the area! Beautifully decorated with high-end, local photography, curated modern furniture, and a stunning outlook from the balcony, this Black Hills getaway is a must for visitors through all seasons. *Stairs must be used to access bedrooms.

Top guest favourite
A welcoming entryway features a wooden front door surrounded by large windows. Two wicker chairs and a small table create a cozy seating area on the porch, with a textured area rug laid on the concrete. Lush green grass adds a touch of nature.
Flat in Spearfish
4.9 out of 5 average rating, 110 reviews

Cozy Apt, Great Location, Patio, Walk to Downtown!

Escape to comfort in our beautifully renovated one-bedroom apartment in Spearfish! This charming retreat offers the perfect blend of relaxation and convenience. With quick access to the highway and a short walk to downtown, you’ll love exploring the local restaurants, coffee shops, and shopping right nearby. Inside, you’ll find everything you need for a stress-free stay, from a fully stocked kitchen to a coffee bar to kickstart your mornings.

Guest favourite
Cottage in Spearfish
4.94 out of 5 average rating, 212 reviews

Cottage #9 Spearfish Orchard Creek Cottages

Cottage #9 is a 1 bedroom, 1 bath cozy cabin. We have a shared hot tub close by and is walking distance to the creek and walking paths. One hour from Mt Rushmore and Rapid City Airport. Three blocks from BHSU! Flat screen ROKU Tv's with HULU LIVE, Disney+, and ESPN+. Free WIFI. *WE ALLOW UP TO TWO DOGS ONLY. PET FEE APPLICABLE. THERE IS A ONE-TIME PET FEE OF $30. NO CATS. PLEASE MESSAGE ME FOR DETAILS.* *No smoking allowed on property*

Top guest favourite
Flat in Spearfish
4.91 out of 5 average rating, 204 reviews

Downtown Loft East

This apartment is a newly renovated space in a historic building in the heart of Downtown Spearfish! Experience downtown living at its finest! This apartment is within walking distance of all the local hotspots: fine dining, local retailers, Spearfish Brewing, the local bars, and beautiful Spearfish Creek and the City Park! Many local businesses have partnered with us to bring discounts and freebies when you stay with us!

Popular amenities for Whitewood holiday rentals