Holiday houses in Whitewood

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Top-rated holiday rentals in Whitewood

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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, 333 reviews

Jägerhaus - Mountain Lodge on Private Estate

We've hosted lovely folks from all over the world since 2017 in our family home--and now, we embark on a renovation journey. Changes for 2/1/26 + New sleeping arrangement; double-bunk bed replaced with 1 King bed + House capacity changes from 10 to 8 + Upgrading living room sofas and chairs + Repainting 3 rooms This is just the start of a broader vision we expect to complete by 2028. We will do our best to transition gracefully and keep the home cozy for your stay. Photos updated periodically.

Top 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.

Apartment in Whitewood

4.94 out of 5 average rating, 207 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.

Guest favourite

A compact studio apartment features a full bed covered in a gray quilt. Dark curtains frame the window, while a pendant light hangs above the bed. A small white refrigerator is positioned next to a countertop, enhancing the studio's functionality.

Apartment in Rapid City

4.84 out of 5 average rating, 217 reviews

Cozy Fourplex Studio in Historic West Boulevard!

Keep it simple at this peaceful and centrally-located cozy studio apartment near historic West Boulevard at the center of Rapid City, close to downtown Rapid, grocery stores and restaurants. You'll enjoy a fully equipped kitchen and bathroom with full stand-up shower. The 43" smart TV makes streaming your favorite shows easy. While the studio is small (225 sq ft,) it is clean and cozy, and if anything is needed to make one's stay more comfortable, we will do what we can to accommodate requests.

Top Guest favourite

The loft features a cozy sleeping area with a spacious bed dressed in a light blanket. Bright pillows add a pop of color. Natural light fills the room from a large window with red curtains, and a smaller window enhances the airy feel. A decorative feature stands nearby.

Loft in Lead

4.98 out of 5 average rating, 683 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.

Guest favourite

A peaceful outdoor patio area features two comfortable chairs positioned to take in scenic views of the surrounding greenery and hills. The patio is surrounded by lush foliage, providing a natural backdrop for relaxation.

Guest suite in Spearfish

4.88 out of 5 average rating, 171 reviews

Guest Suite with Beautiful Views and Hot Tub

Keep it simple at this peaceful and centrally-located guest suite. Located half a mile from downtown, this unit has it all! Enjoy your coffee with a view of the incredible Black Hills and the winding Spearfish Creek below. This guest unit overlooks the Spearfish city park campground and recreation paths. This guest suite is the lower level of our home and has no shared indoor spaces. Outside you’ll be greeted with beautiful views and a shared hot tub for an unmatched in town experience.

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.

Guesthouse in Whitewood

4.99 out of 5 average rating, 143 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

A charming house features a front porch with wooden steps leading to green chairs flanking either side. Two large windows are visible, each covered with modern window treatments. A small garden area contains rocks and greenery, while a flag is displayed on one side of the structure.

Home in Sturgis

4.96 out of 5 average rating, 191 reviews

Entire Sturgis Home 4 Blocks from Downtown!

2 Bed 1.5 bath located 4 blocks from downtown Sturgis! Nice neighborhood! - TV in master bedroom and living room with Amazon Prime Video, Netflix and YouTube TV. -Wifi -Shampoo, conditioner & body wash for both men and women -Grill -Washer/dryer with detergent and dryer sheets available -Coffee and coffee maker (drip style) -No cats allowed -No dogs over 40 lbs or under 2 years old allowed -No use of premises for any construction work or storage of construction materials.

Guest favourite

A well-equipped kitchen features a spacious island with seating for four, illuminated by stylish pendant lights. The kitchen includes modern appliances, a double sink, and wooden cabinets. Decorative items and a wall art piece add character, contributing to a functional and inviting cooking space.

Condo in Lead

4.91 out of 5 average rating, 222 reviews

Black Hills Condo

Welcome to Black Hills Condo! Come and enjoy this beautiful and sparkly-clean, two-bedroom, two-bath condo! Enjoy main-floor living with private entrance and front of condo parking! Located minutes from Deadwood, Terry Peak, and Sturgis, this condo offers convenience and comfortable living for up to six guests! Amenities include: Private patio, patio grill, pack-and-play, iron/board, and many kitchen amenities and conveniences. Come and enjoy all the Black Hills has to offer!

Top Guest favourite

A spacious cabin is set amidst tall trees, featuring a welcoming porch with ample seating. A gravel driveway leads up to the cabin, which is flanked by greenery. A fire-pit area is visible to the left, complemented by a blue storage container.

Cabin in Deadwood

4.96 out of 5 average rating, 140 reviews

Darby's Cabin in the Woods

Kick back and relax in our cozy cabin. Built in 2021 and decorated with love to make you feel at home in the woods! Includes two bedrooms, two bathrooms, living room, full kitchen, loft with two queen-size beds, porch, and fire-pit. Enjoy sitting outside on the porch or share a drink and camp stories around the fire-pit. Books, TV and board games are available for in-home entertainment. If you're looking for a peaceful getaway, Darby’s Cabin is the place for you!

Guest favourite

A cozy seating area consists of two upholstered chairs and a brown sofa with decorative pillows, positioned near a wooden cabinet. The cabin features wood-paneled walls and a high ceiling with exposed beams, contributing to a rustic ambiance.

Cabin in Sturgis

4.82 out of 5 average rating, 106 reviews

Aces & Eights, 1 mile to Deadwood, Hot tub

Keep it simple at this peaceful and centrally-located place. Located 1 mile from Deadwood, South Dakota in the Black Hills. Aces and Eights is a studio style cabin set for that perfect getaway. Grab a cab to town or order a pizza right to your doorstep. This lodge is adjoining with a second similar cabin called Dakota Lodge. Each side has its own deck, hot tub, space. This cabin is set up in perfect historic, rustic Deadwood Style.

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, 139 reviews

Mirror Cabin in the Black Hills

You'll love this unique and romantic escape. This tiny mirror cabin, REFLECT+RECONNECT, is nestled in the serene beauty of the Black Hills of South Dakota. 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.

Top Guest favourite

An outdoor seating area features a curved stone fire pit surrounded by several black chairs. The patio is shaded by a wooden deck above, and a well-maintained lawn stretches out in the background, providing ample space for gatherings.

Home in Sturgis

4.92 out of 5 average rating, 217 reviews

Deadwood & Sturgis 5 bedroom next to golf course

Set up as the perfect destination for larger groups with three separate lounge areas, three separate decks/patios with fire pit, modern smart technology, across the street from 18 hole golf course (Boulder Canyon Country Club). Sits on one acre mountain meadow with space for pets and kids to run. Five minutes from Sturgis Rally and 10 minutes from the streets of Deadwood.