Holiday rentals in Keystone

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Top-rated holiday rentals in Keystone

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

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Top guest favourite
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, 168 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 favourite
Cabin in Keystone
4.98 out of 5 average rating, 123 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 favourite
Townhouse in Rockerville
5 out of 5 average rating, 24 reviews

Thomas Jefferson Inspired Condo Near Mt.Rushmore

Approved by Pennington County-License Number COVHRLIC26-0010 🏡 Escape to a modern condo nestled in the heart of the Black Hills! This peaceful retreat comfortably sleeps 2 and is the perfect home base for your South Dakota adventure ✨. Whether you're exploring nearby attractions or simply unwinding, you’ll have everything you need for a relaxing stay. 📍Located near Mount Rushmore, Custer State Park, and Rapid City — putting you close to some of the most iconic destinations in the region.

Guest favourite
A wooden cabin is nestled among towering pine trees with expansive windows reflecting the natural surroundings. A wrap-around deck features a private hot tub, and an American flag is displayed proudly outside, contributing to the serene ambiance of the location.
Home in Keystone
4.83 out of 5 average rating, 143 reviews

Chalet Mt Rushmore VIEWS Hot Tub

You’ll be amazed at the breath-taking view of Mt. Rushmore and the surrounding Black Hills from inside and out of this beautiful air-conditioned cabin situated amidst the quiet whispers of majestic pines in Keystone, SD. The location offers privacy along with comfort as you enjoy the large open deck with gas grill and fire pit, plenty of seating, private hot tub and lots of fresh air. Wrap-around deck with ample dining seating, guest parking and access to the Ramada Mt Rushmore indoor pool!

Top guest favourite
A panoramic view reveals a verdant canyon surrounded by towering pine trees. Jagged rock formations line the cliffs, with splashes of green foliage contrasting against the earthy tones. The sky, filled with soft clouds, adds a serene backdrop to this natural landscape.
Flat in Hermosa
4.97 out of 5 average rating, 39 reviews

Peaceful Canyon Retreat | Luxe Apt + Wildlife

Enjoy the perfect summer escape—warm days, open skies, and peaceful canyon views. Just 11 miles from the historic Game Lodge and the start of the famous Wildlife Loop. Nestled beside the stunning Box Canyon, our newly built 1-bedroom, 1-bathroom apartment offers a quiet retreat in one of the most breathtaking corners of the Black Hills. Spend your days exploring scenic drives, iconic landmarks, and endless trails, then return to unwind, and take in the natural beauty that surrounds you.

Guest favourite
A rustic lodge is nestled among trees, featuring a wide front porch with wooden beams and an American flag. The entrance is framed by large wooden doors, and the landscape includes a gravel path leading up to the building surrounded by greenery.
Cabin in Keystone
4.97 out of 5 average rating, 30 reviews

GlassLodge, SD Bucketlist to Stay

This unique place has a style all its own. Leave the busy world behind and become part of the wildlife and natural surroundings this unique lodge has to offer. All the rooms feature several windows so you can enjoy the views of granite outcroppings and majestic trees in every direction. The great room has 14 foot ceilings, a giant wood burning fireplace and floor to ceiling windows on three sides. Glass Lodge is stocked amenities. This lodge is located only miles from Mount Rushmore!

Guest favourite
An elegant guest house showcases a unique design with large wooden doors and stone details at the entrance. The exterior features a mix of dark siding and shingle roofing. Surrounding greenery and a rocky hillside complement the peaceful setting.
Home in Rapid City
4.96 out of 5 average rating, 128 reviews

Castle in the Sky

Are you looking for a luxurious, unique place to stay? This house sits overlooking Rapid City with incredible skyline views, every evening is as picture perfect as the glowing city lights. This unique house is a fun mix of eclectic and fancy. Originally built as a local builder's "Coup de Grande", he ended up only finishing the guest house. You will find high-end finishes mixed with eclectic choices. We promise this will be one of the most memorable places you'll ever stay!

Guest favourite
A small wooden cabin with a blue roof is surrounded by greenery. Flower boxes are placed under the window, complemented by rustic decor elements such as an old wagon wheel and metal barrel. The peaceful country setting is highlighted by the dense trees in the background.
Home in Keystone
4.85 out of 5 average rating, 163 reviews

Hill top Cabin. #4

Small cabin, 2 miles from Mt.Rushmore and walking distance to Keystone, SD shops. Just a queen bed, AC, refrigerator, shower and deck overlooking Battle Creek, 30 feet below. Scenic views of surrounding forest hilltops and canyon. We also have another cozy cabin #5 if this cabin isn't available or if you'd like to book both for a party of 4, just click on our host (Diane's) photo to see both cabin listings. Seasonal openings. June 1- Oct. 11. Not open winter months.

Top guest favourite
The exterior of the guesthouse is showcased, featuring a light-colored façade and a welcoming front porch. A covered carport and landscaped lawn enhance the entrance, while trees provide natural shade alongside the walkway. The driveway is spacious, allowing for convenient access.
Home in Rapid City
4.97 out of 5 average rating, 116 reviews

Enchantment hills retreat guesthouse.

This is a guesthouse beautiful Black Hills of South Dakota. Incredible views . 25 minutes from Mount Rushmore and all of Black Hills. Centrally located. Enjoy watching the deer ,wild turkeys , foxes and other wildlife wandering through. Use as a locum's medical professional, couples retreat or business executive . Approximately 700 sq/ft, and exquisitely decorated. Driveway private. Stunning views overlooking enchantment Canyon and the beautiful prairies.

Top guest favourite
The exterior of a modern guesthouse displays a blend of wood and stone accents, framed by a well-maintained lawn. A small tree and a rock landscaping feature are visible, while the sky above showcases a clear evening hue.
Farm stay in Rapid City
5 out of 5 average rating, 236 reviews

Luxury Ranch Stay

Be our guest on 40 private and fully gated acres. From all windows of the house you can watch 2 horses and cattle grazing through the meadow. The evening sunsets are magical with deer & turkeys wandering through. Relax under the stars at our fire pit (all supplies provided). Let your kids run wild with water guns & a water fall pond to refill at! Located right off HWY 16 makes you only 10 minutes to downtown Rapid City and 20 minutes to Mt. Rushmore!

Top guest favourite
The A-frame cabin is framed by tall pine trees, showcasing a blend of wood and metal in its exterior design. Warm lights illuminate the structure, highlighting the large windows and inviting entrance. A stairway leads to the deck, enhancing accessibility to the cozy retreat.
Tiny home in Custer
4.99 out of 5 average rating, 200 reviews

Modern A-Frame Cabin Next to Custer State Park

Enjoy this spacious modern A-Frame Cabin. Located just 5 minutes to Custer State Park. Experience views of the Needles Highway and Black Elk Peak 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 and kayak, trail ride rentals near by! Feel refreshed when you stay in this rustic gem.

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, 158 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.

Popular amenities for Keystone holiday rentals

When is the best time to visit Keystone?

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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 house rentals in Keystone have wifi?

    Absolutely! We offer over 20 house rentals with wifi in Keystone. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly cabin rentals in Keystone?

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

Quick stats about holiday rentals in Keystone

  • Total holiday rentals

    Explore 40 holiday rentals in Keystone

  • Nightly prices starting at

    Keystone holiday rentals start at £74 per night before taxes and fees

  • Verified guest reviews

    Over 2,510 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 of Keystone holiday rentals include wifi 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!