Holiday rentals in Whitewood

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Top-rated holiday rentals in Whitewood

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Guest favourite
A cozy studio interior features a queen size bed adorned with patterned bedding and decorative pillows. A comfortable sofa is placed nearby, accompanied by a side table with a lamp. Natural light enters from a nearby window, enhancing the warm tones of the walls.
Flat in Whitewood
4.94 out of 5 average rating, 217 reviews

Peaceful Studio Apartment

Relax & unwind at the Peaceful Studio. Located in the quaint town of Whitewood in the beautiful Black Hills of South Dakota. The studio has a queen size bed, twin sofa sleeper, full bathroom, large closet, dining area, kitchen and patio. Basic toiletries & cookware are provided. A smart TV has Netflix, Hulu and Disney Plus. Located within walking distance from the historic Bullwacker’s Saloon & Steakhouse and Oak Park, where you can spot wildlife including deer or turkey, and hike an easy trail.

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Guest favourite
The outdoor hot tub is positioned with a view of the surrounding greenery and tall trees, set against a backdrop of rolling mountains and clear blue skies.
Home in Spearfish
4.92 out of 5 average rating, 356 reviews

Jägerhaus - Mountain Lodge on Private Estate

Our family first crossed this summit in the late '90s. The endless views over cascading pines, harmonious wildlife, and starry skies caused us to settle down and we've been here ever since. Over the years, we've welcomed lovely people from near and far to enjoy the Jägerhaus — join us for your next adventure. If you've stayed with us before, please note some changes + Double-bunk replaced with 1 King bed + House capacity changed from 10 to 8 + Upgraded living room furniture + Repainted spaces

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Top guest favourite
The living room is characterized by multiple leather sofas and a mounted flat-screen TV. Floor-to-ceiling windows provide natural light, complemented by a fireplace and rustic decor. A solid wood dining table is visible, enhancing the spacious open layout.
Home in Whitewood
4.98 out of 5 average rating, 91 reviews

The Whispering Buffalo Condo

Enjoy a unique & exciting experience at a renovated 1800's hotel, turned vacation rental where Calamity Jane frequented. The entire main floor makes up the The Roaming Buffalo including 3BR, 3BA, + murphy's bed. Sleeping space for 8, TVs in every room, private patio, & a hot tub. Grab food and drinks at the bar/restaurant across the street or a cold one at the beer garden. 25min to Rapid, 10min to Spearfish, 15 min to Deadwood. Centrally located to all of your favorite Black Hills attractions!

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Top guest favourite
A modern camper trailer is set against a backdrop of lush green trees and bright blue sky. A rugged white vehicle is parked beside the trailer on a grassy area. The landscape is accented by a mix of dirt and greenery, highlighting the natural surroundings.
Camper van/Motorhome in Whitewood
4.98 out of 5 average rating, 65 reviews

Crook Mountain View Rental

Beautiful location with great views in the woods. Deer and turkey frequently walk through the property. Located just minutes from Deadwood, Spearfish Canyon, and Sturgis. Mt. Rushmore , Devils Tower and Rapid City is not far. Great center location. On scenic Crook City Road (paved road). This rental is brand new. King bed, two full size bunks. Plus couch and table fold out to bed. Indoor bathroom with shower/tub hot water. Outdoor kitchen is a great addition. Short gravel driveway with incline.

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Top guest favourite
A modern tiny cabin features reflective walls, blending into the surrounding nature. Tall trees and a blue sky are mirrored on the surface, creating a seamless connection with the forest. The cabin's structure is set among rocky terrain, emphasizing its unique design.
Tiny home in Lead
4.98 out of 5 average rating, 179 reviews

Mirror Cabin in the Black Hills

You'll love this unique and romantic escape. This tiny Mirror Cabin by REFLECT+RECONNECT, is nestled in the serene beauty of the Black Hills. It creates a rejuvenating and memorable experience. This unique retreat is designed to offer you a chance to disconnect from the hustle and bustle of everyday life and reconnect with the special person in your life, yourself, and the surrounding nature. Come for the adventure. Stay for the connection. Leave feeling refreshed, reconnected, and renewed.

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Top guest favourite
A covered patio features seating with dark wood glider chairs and a table, providing a serene view of the expansive green lawn. A propane grill is positioned nearby, surrounded by lush trees and the gentle slopes of the Black Hills in the background.
Home in Whitewood
4.96 out of 5 average rating, 28 reviews

Peaceful cabin <10 mi Sturgis/Deadwood/Spearfish

If quiet mornings on a covered patio surrounded by the smell of beautiful Black Hills pine trees is your vibe, our cozy cabin might be just what you need for a peaceful getaway. Location details: + 5 min to grocery + great coffee/food + 8 mi to Deadwood + 13 mi to Spearfish + 11 mi to Sturgis + Forest views + Easily accessible off of a picturesque paved drive. A very well-stocked kitchen + amazing coffee/dining/grocery <10mi makes this central location our best kept secret.

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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, 161 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.

ValueFamilyCheckout

Guest favourite
An expansive indoor pool area features a large swimming pool with a water slide. Natural light filters through skylights and large windows. A basketball hoop stands at the side of the pool, while lounge chairs provide space for relaxation.
Home in Rapid City
4.92 out of 5 average rating, 144 reviews

lNDOOR POOL! The FUN house

Ready for an unforgettable getaway? Welcome to your 7,000 sq. ft. vacation dream home! Packed with fun for all ages and designed with sustainability in mind, thanks to solar-powered energy! Whether you're splashing down the water slide, soaking in the hot tub, or enjoying a friendly game of foosball, this is where epic memories are made. Everyone in the family will thank you for choosing this one-of-a-kind escape! This property is pet-free and 100% smoke-free – indoors and out.

LocationValueOutdoor spaces

Guest favourite
A modern kitchen features sleek cabinetry, a granite countertop, and stainless steel appliances. An island with a sink and seating area is seen, while open shelving displays decorative items. Soft lighting enhances the spacious layout, providing an inviting space for cooking and gathering.
Home in Spearfish
4.94 out of 5 average rating, 139 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.

LocationValueAir conditioning

Top guest favourite
A modern two-story home features a combination of gray siding and brick accents. Large windows provide natural light to the front interior. A spacious driveway leads to a double garage with wooden doors. Landscaping includes gravel and manicured grass.
Home in Spearfish
5.0 out of 5 average rating, 19 reviews

New Spearfish 5 Bedroom Home

This elegant home in Spearfish, SD, offers the perfect blend of comfort and nature. Located in the scenic Black Hills, it features 5 bedrooms, a spacious living area, and a fully equipped kitchen. Enjoy stunning views from large windows, a private patio, and a relaxing atmosphere. Just minutes from downtown Spearfish and the Spearfish Canyon Scenic Byway, it's an ideal base for outdoor adventures or a peaceful retreat. Book your stay and experience the charm of Spearfish!

LocationFamilyView

Top guest favourite
A spacious living area features high wooden ceilings with exposed beams. Comfortable rustic seating and dining arrangements are visible, complemented by a stone fireplace. Large windows provide views of the surrounding landscape, enhancing the open floor concept that encourages connection among guests.
Home in Whitewood
4.98 out of 5 average rating, 47 reviews

Large Log Home with Beautiful Creek Views!

Enjoy your coffee, the babble of Whitewood Creek, and the morning call of the Meadowlark while watching wild deer and turkeys in their natural environment. Or enjoy a crackling fire on a warm South Dakota summer night! Lazy T-5 Lodge is the perfect escape from the day's activities. Located a mile and a half off of I90, Lazy T-5 Lodge is centrally located to a number of attractions (1 hr. to Mount Rushmore and Devil's Tower; 20 minutes to Deadwood)!

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Top guest favourite
The rustic cabin is nestled among trees, showcasing a wooden exterior with large windows and a deck. Sunlight filters through the branches, highlighting the natural materials of the structure. A gentle slope leads to the entrance surrounded by a lush forest.
Cabin in Spearfish
4.97 out of 5 average rating, 393 reviews

Secluded Cabin - Coyote Ridge Lodge

A unique, secluded, rustic cabin nestled on 10 acres of Ponderosa pine forest. Enjoy morning coffee on the sunny, spacious deck, afternoon picnics by the creek, a cozy wood fire in the evening and a sky full of stars at night. Only 12 minutes from great food and cafes in Spearfish; 20 minutes to Deadwood. The cabin is best for couples, families and groups of close friends. Note limited privacy; there are no bedrooms with doors you can close.

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