Vacation rentals in Keystone

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Top-rated vacation rentals in Keystone

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

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Top guest favorite
A dining area features a white table surrounded by blue chairs, inviting shared meals. A cozy seating area with a brown sofa and a patterned rug complements the space. Natural light flows through large windows adorned with light curtains, enhancing the room's welcoming feel.
Bungalow in Custer
4.99 out of 5 average rating, 160 reviews

The Jasper House: A cheerful downtown bungalow

Named after a local gemstone, The Jasper House is a stylish, centrally-located 1940s bungalow that was newly remodeled in 2022. This cheerful 2-bedroom house sleeps 4 and offers a full kitchen, full bath, fenced back yard with fire pit & grill, and more! -Five minute walk to downtown shopping, award winning restaurants & the Mickelson Trail -Ten minute drive to Custer State Park; twenty minute drives to both Jewel Cave National Monument & Wind Cave National Park -One block from the city pool

Top guest favorite
An open living space features wood flooring and a striking wood stump wall. A dining table with brown chairs and a sofa are visible, along with a kitchen area equipped with appliances, shelves, and a workspace. The cozy design is complemented by natural light from nearby windows.
Cabin in Keystone
4.97 out of 5 average rating, 117 reviews

The Winsome Cabin - Hinterwood Inn & Cabins

The Winsome Cabin is part of Hinterwood Inn & Cabins, situated 60 ft. from National Forest. Enjoy hiking and wildlife sightings from your front door! The cabin has 2 bedrooms, each with a queen bed, a queen murphy bed in the living room, a bathroom with a shower (no tub), and an apartment size kitchen w/ essentials. Custom built by the owners, enjoy the beautiful stump accent wall, vaulted ceilings, and large windows. Includes a private deck with a gas grill, private fire pit area, and more!

Top guest favorite
A spacious living area is defined by large windows and high ceilings. A gray couch with colorful cushions is positioned near a wooden coffee table. Artistic wall decor adds character, while the open kitchen is visible in the background, featuring modern appliances and natural wood accents.
Apartment in Rapid City
4.97 out of 5 average rating, 329 reviews

Flat 6 - East of 5th District, Downtown Rapid City

Artsy and creative loft-style apartment located in the up and coming East of 5th District, just one block from downtown Rapid City. This space has soaring ceilings, private uncovered parking, all the amenities of home and is clean and well-cared for. Harriet & Oak is just around the corner (in the same building) and offers a great selection of coffee and food. Close to everything with easy access to tourist sights and main highways. Unfortunately, parties and/or pets are NOT allowed.

Top guest favorite
A covered porch is displayed with two wooden chairs positioned in front. Large glass doors reveal a spacious dining area and kitchen, featuring dark cabinetry and modern appliances. The floor appears polished and reflects the warm lighting from overhead fixtures.
Home in Hill City
4.96 out of 5 average rating, 205 reviews

Hill City Hideaway on the Mickelson Trail

Location, location, location. Hill City is located in the center of the Black Hills and this house is within walking distance of the best parts of Hill City. 40 feet to the world famous Mickelson Trail, 1/2 a block to the 1880s steam train, and 3 blocks to the best restaurant in South Dakota. This home is not too big and not too small. Whether you are doing a couples get away, traveling with kids or your friends this home may be "just right" for you.

Top guest favorite
An aerial view of a cabin interior features high vaulted wooden ceilings and warm wood accents. A cozy seating area includes a dark sofa and wooden coffee table. Large windows provide natural light, and a dining table is situated near the kitchen space equipped with a gas stove.
Cabin in Custer
4.97 out of 5 average rating, 127 reviews

Farmhouse Cabin in the Black Hills (Cabin 1)

Enjoy a farmhouse cabin on 120 acres. Experience the best of the Black Hills from your massive front porch. Add a farm tour to your experience if you want to interact with farm staff and animals. Enjoy Mount Rushmore, Crazy Horse, Jewel Cave, and hundreds of other attractions only a few miles from your door. Cabin 1 Sleeps 7 1 Private Bedroom (Queen Bed) 1 Loft Bedroom (2 Twin Beds +1 Partial Trundle {kids only}) 1 Foldout Couch (Queen Bed)

Guest favorite
The exterior features a newly remodeled wooden facade with a welcoming entrance. A set of steps leads to a deck with a simple railing, providing access to large windows that illuminate the interior.
Guest suite in Rapid City
4.93 out of 5 average rating, 101 reviews

Modern Luxury | 2BR/1BA | Minutes from Downtown

Experience upscale comfort in this newly remodeled, 2 King Bedroom, modern-luxury unit—just minutes from downtown. Enjoy a private entrance, serene deck with wildlife views, full gourmet kitchen, spa-style walk-in shower, washer/dryer, and high-speed Wi-Fi. Peaceful, quiet, and close to top tourist spots. Note: Steps required for access. This is a secondary unit. The property is split into two units, with this unit being on the upper level.

Top guest favorite
Cabin in Custer
4.99 out of 5 average rating, 307 reviews

CABIN @ redblue - King bed - near parks & trails

Enjoy your stay in a private, rustic cabin with all the comforts of home. King bed! Steps from Black Hills National Forest & Michelson Trail, this location is centrally located to Wind Cave National Park, Jewel Cave National Monument, Crazy Horse Memorial & Mount Rushmore National Memorial. Bring your hiking shoes. Bring your bikes. Adventure is yours! Also on the property is the redblue RIDGE and OUTLAW units. Perfect for family reun

Top guest favorite
A modern tiny house features warm wooden siding and a sleek black exterior. A spacious wrap-around deck showcases seating and soft lighting. The surrounding landscape includes distant rock formations under a cloudy sky, providing a serene atmosphere for relaxation.
Tiny home in Custer
4.99 out of 5 average rating, 159 reviews

Rustic Modern Tiny House Next To Custer State Park

Enjoy this modern Tiny House, located just 5 minutes to Custer State Park. Experience unique views of rock formations while you drink your morning coffee. You will have access to the entire house, all to yourself. Great area to hike, bike, see the fluffy buffalo. Just a two minute drive to downtown Custer. This area has great ATV, trail ride and kayak rentals near by! Feel refreshed when you stay in this rustic gem.

Guest favorite
A private hot tub is situated on a covered patio, surrounded by lush greenery. The calming waters reflect the natural light filtering through the canopy of trees. Nearby, a wooden bench and a swing add to the serene outdoor setting.
Cabin in Custer
4.92 out of 5 average rating, 173 reviews

Tenderfoot Creek Retreat

Welcome to Tenderfoot Creek Retreat! You will find yourself surrounded by towering evergreens of the Black Hills National Forest, and steps from the Mickelson Trail. You will occupy the entire main or 2nd floor of this rustic residence. Close to all the major Black Hills attractions yet you will feel at one with nature. Tenderfoot Creek can lull you to sleep or greet the morning with its soothing chatter.

Top guest favorite
A spacious outdoor area features a comfortable swing set with striped cushions, positioned on well-maintained grass. In the background, a cabin with a green roof is surrounded by tall trees, providing a serene setting for relaxation.
Cabin in Hermosa
4.94 out of 5 average rating, 199 reviews

Beautiful Black Hills Cabin Centrally Located.

Beautiful Black Hills Cabin Centrally located on Hwy 40 West in Hermosa SD. This property is within 30 min of Keystone/Mt Rushmore, Hill City, Custer/Crazy Horse. Enjoy the Amazing views of the Hills and the abundance of wildlife from the covered patio. Two Bedrooms with Queen Beds. One large bathroom with walk in shower. Fully Furnished kitchen with all amenities, and Washer and Dryer.

Top guest favorite
A cozy living space is highlighted by a leather sofa and an ottoman, accompanied by a wooden dining table. Natural light filters through multiple windows with white blinds, illuminating bookshelves and decorative art on the walls. A ceiling fan and an air conditioning unit are visible.
Loft in Custer
4.94 out of 5 average rating, 223 reviews

Downtown Loft

We invite you to stay with us in downtown Custer. This unique location is within walking distance to all of the great shops, award winning restaurants, and exciting music venues. Our aim is to offer you a comfortable place to lay your head after long days of travel and exploring. No matter your preference Custer is centrally located to all of the attraction the Paha Sapa has to offer.

Top guest favorite
A single-story house is depicted with a wooden exterior in a soft grey shade. Large glass sliding doors offer views of the interior, framed by two side windows. A small seating area with two chairs is visible on the porch, surrounded by grassy grounds and pine trees.
Cottage in Hill City
5 out of 5 average rating, 219 reviews

Mystic Road Cottage… -Peaceful -Private -Hot tub

Kick back and relax in this calm, stylish space. Conveniently located adjacent to the Mickelson Trail and UTV Trails. If you enjoy water adventures, Deerfield Lake, Sheridan Lake and Pactola Lake are only a short drive away. Come enjoy nature and explore the Black Hills. End your day relaxing in the hot tub gazing at the stars.

Popular amenities for Keystone vacation rentals

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Keystone?

    Yes! Work meets play with ease at over 10 vacation rentals in Keystone featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Keystone?

    Four-legged friends are welcome in Keystone. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Are there Keystone vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Keystone, available on Airbnb. Make a splash and soak up the sun in style!

  • How much does it cost to stay in house rentals in Keystone?

    Experience the best of Keystone with our house rentals, starting at about $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do cabin rentals in Keystone have wifi?

    Absolutely! We offer over 10 cabin rentals with wifi in Keystone. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Keystone have a bbq area?

    Absolutely! We offer over 10 house rentals with a bbq area in Keystone. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Keystone?

    Keystone has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for House Rentals in Keystone?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a bbq area, over 20 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Keystone

  • Total vacation rentals

    Explore 30 vacation rentals in Keystone

  • Nightly prices starting at

    Keystone vacation rentals start at G$10,457 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,420 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Keystone vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Self check-in, Gym, and BBQ grill across Keystone rentals

  • 4.9 Average rating

    Keystone stays are highly rated by guests—averaging 4.9 out of 5!