Family-friendly holiday rentals in Keystone

Guest suite in Rapid City

A cozy bedroom features a spacious bed covered with a red blanket. Two framed artworks adorn the wall above the bed. A mounted TV is positioned nearby, while a light wood closet with double doors is visible to the right. Natural light enters through a window.

4.98 out of 5 average rating, 489 reviews

Quiet private suite with garage bay & kitchenette

Quiet private bedroom and kitchenette isolated from the main house with common use sun room between. Rural setting off Hwy 44 just minutes from Rapid City Airport. Tesla 11kw destination charging outlet in your garage bay directly accessible from the suite. Starlink 150mbps internet. Pet friendly to friendly pets with pet door from the suite out to the fenced back yard & patio isolated from our dog & cat. Private bath has in-floor heat and endless hot water with continuous flow water heater.

4.91 out of 5 average rating, 697 reviews

A scenic view of rolling hills and dense tree cover is captured from the outdoor patio area. Lush green grass and a variety of shrubs provide a natural border, while an expansive sky with scattered clouds completes the tranquil landscape.

Guesthouse in Rapid City

Priceless Black Hills View!

No cleaning fees Pool and Rec facilities, seasonal Two Large Furnished Bedrooms w/ new Queen Beds Large living room with new sofa sleeper Newly remodeled bathroom 65'' UHD Smart TV, Dish DVR and Bluray WIFI Highspeed Internet Outdoor patio area with seating Gas grill Pool table and darts Full size fridge/freezer Convection oven Induction cooktop Microwave Keurig coffee and breakfast snacks Washer and dryer Close to Rapid City shopping and dining Nature and wild life Amazing stars out at night!

4.99 out of 5 average rating, 261 reviews

A scenic view showcases the cabin nestled amongst tall pine trees, surrounded by expansive green meadows. A winding gravel driveway leads to the property, with a seasonal pond visible in the foreground, reflecting the clear blue sky.

Home in Hill City

Cabin on 20 acres w/ horses, goats, mini donkey

Enjoy country living close to town! Two bedrooms w/ queen size beds and loft w/ queen size pullout sofa allow you to comfortably sleep 6! Just 4 miles from downtown Hill City. Sits on 20 beautiful acres surrounded on 3 sides by Forest Service! Enjoy beautiful surroundings - a seasonal pond outside your cabin (water level varies), horses, mini donkey, mini goats and chickens. Enjoy private setting with the convenience of the owners just 1/4 mile up the driveway to take care of your needs!

4.96 out of 5 average rating, 137 reviews

Dome in Hermosa

Ponderosa Dome

Furnished with King bed, dual twin beds, coffee-bar, and breakfast table. Private outdoor seating area with lighting, gas and wood fire pit. Wood for purchase. Restroom-guest fav, a few minutes’ walk and located in a shared building, not in unit, pictures in listing. AC in summer (June 1) and electric heater in winter. Non aggressive dogs. No bathroom in unit! Self-check in. Directions are sent the morning of arrival. If your unit requires a passcode, that will be sent upon booking. No WIFI

4.98 out of 5 average rating, 678 reviews

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

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.

4.98 out of 5 average rating, 226 reviews

A spacious hot tub with lights is positioned on a wooden deck, surrounded by a protective wall. Snow covers the steps leading to the tub, while a small side table is visible next to it. Warm ambient lighting highlights the tub's inviting surface.

Cabin in Sturgis

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.

4.76 out of 5 average rating, 396 reviews

A large lodging building is shown, featuring a combination of wood and stone exterior. The front showcases a spacious deck with wooden railings, surrounded by trees. A garage door is visible on the left side, contributing to the rustic, natural atmosphere of the area.

Guest suite in Keystone

Wild, Wild West Experience

On 10 private acres in the heart of the Black Hills, this airbnb offers the best of both worlds—just 8 minutes to Mount Rushmore and 15 minutes to Rapid City. Surrounded by thr National Forest, it’s the perfect home base for exploring the area's sights and scenic drives. After a day of adventure, unwind where you can soak in the views, spot deer wandering through the trees, and enjoy the quiet sounds of nature. It’s the perfect spot to relax, recharge, and plan your next day in the hills.

A modern kitchen sink is positioned within a granite countertop, featuring a sleek black faucet. Above, vibrant orange towels with the word 'gather' hang from a decorative holder. A soap dispenser is placed nearby, complementing the overall design.

4.93 out of 5 average rating, 190 reviews

Beautiful 2 Bedroom West Blvd!

Beautiful 2 bedroom in a historic West Boulevard four-plex. Enjoy your morning cup of coffee during your Black Hills stay in this recently updated, fully equipped kitchen with new hickory cabinets and River Birch Countertop. Apartment comes with 2 bedrooms: a queen and full size bed. Enjoy streaming on the Samsung Smart TV with included wifi. You will be centrally located to the best spots in the Hills and just minutes from downtown Rapid. Let your Black Hills Vacation begin!

A warm living space is highlighted by a leather couch and decorative pillows, centered on a wooden coffee table over a patterned area rug. An accent light fixture and artwork adorn the walls, while a small desk and bar seating are visible near the window.

4.91 out of 5 average rating, 239 reviews

Black Hills Getaway

Rest and recharge at your Black Hills get away in this newly finished apartment. Enjoy the walk-in shower with 2 shower heads and then get a soothing night sleep on the top of the line mattress produced by Nectar. Kick back at the end of your night by trying out the retro arcade game or watching a movie accompanied by your own bucket of popcorn from the popcorn maker and supplies provided. All of this is centrally located within driving distance to all the sites and attractions!

The historic home is framed by lush greenery, featuring a welcoming front porch with two yellow chairs. Stone steps lead up to the entrance, surrounded by well-maintained landscaping, with colorful flowers and mature trees adding to the charm.

4.98 out of 5 average rating, 149 reviews

Charming 1 bedroom apartment in 1880s home

Charming 1 bedroom apartment on the 2nd floor of a beautiful, restored 1880s historic home. Lots of historic charm left in place to enjoy. Nine foot ceilings, 5 & 6 foot high windows, original doors and trim and more. 1 mile or less to downtown Rapid City, restaurants, shopping, The Monument Civic Center, 11 mile paved bike path on the Rapid Creek, Hanson-Larson park with 20 miles of hiking / mountain biking trails, playgrounds, parks and so more. Convenient off-street parking.

4.99 out of 5 average rating, 195 reviews

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

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.

4.97 out of 5 average rating, 372 reviews

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

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.

Popular amenities for Keystone family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.98 out of 5 average rating, 100 reviews

A cozy living room features a stone fireplace at the center, surrounded by large windows. A spacious sectional sofa is adorned with colorful throw pillows, complemented by a plush armchair. A wooden coffee table rests on a patterned area rug, adding warmth to the inviting space.

Cabin in Custer

Elk Ridge-Fire Place-Custer

5 out of 5 average rating, 208 reviews

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

Mystic Road Cottage… -Peaceful -Private -Hot tub

4.94 out of 5 average rating, 228 reviews

The open living area features a kitchen island with a sink, surrounded by wood cabinetry. A cozy seating area is highlighted by a sofa, armchairs, and a television mounted on the wall. Natural light enters through window treatments, creating a warm atmosphere.

Apartment in Custer

Black Hills Lodge Rental

4.99 out of 5 average rating, 284 reviews

The exterior of the cabin showcases a combination of natural wood siding and green accents, framed by tall trees. A welcoming deck extends from the front entrance, and landscaped stone beds add charm. The adjacent structure features a garage and earthy tones, integrating seamlessly with the surroundings.

Cabin in Black Hawk

Squirrel Hill Cabin - hot tub, gameroom, wi-fi

4.88 out of 5 average rating, 244 reviews

A charming house surrounded by trees is highlighted by a wooden deck with planters and steps leading up to it. The front entrance features large windows that provide views of the outdoors, while vibrant yellow flowers add a splash of color to the garden area.

Home in Lead

Reato House--Cozy comfort away from home, HOT TUB!

4.94 out of 5 average rating, 294 reviews

A modern kitchen space is highlighted by a large island with seating for four. Sleek black appliances, including a vintage-style refrigerator, complement the white cabinetry and tile backsplash. Natural light fills the area through overhead lighting and nearby windows, enhancing its contemporary design.

Home in Spearfish

Modern 2-Bedroom Getaway

4.88 out of 5 average rating, 160 reviews

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

Guest Suite with Beautiful Views and Hot Tub

4.88 out of 5 average rating, 201 reviews

The exterior of a rustic cabin is displayed, featuring a wooden facade and a porch with seating. A small bicycle is positioned on the gravel pathway, surrounded by tall trees, enhancing the natural setting.

Cabin in Lead

Cabin w/Hot Tub on Terry Peak-10 miles to Deadwood

Family- and pet-friendly home rentals

4.98 out of 5 average rating, 138 reviews

The exterior of the Mercantile features blue siding and a red sign, showcasing a traditional design. A covered porch is present, furnished with a small table and two chairs. Windows allow natural light to fill the space, while trees surround the property, enhancing privacy.

Guesthouse in Deadwood

The Mercantile at Mad Peak Lodging, sleeps four

Guest suite in Rapid City

A shaded patio area is shown, featuring two wooden chairs positioned beside a small table. A rustic barrel and a decorative wheel enhance the outdoor setting. Lush greenery and tall trees form the backdrop, creating a serene atmosphere in the Black Hills.

4.8 out of 5 average rating, 236 reviews

The SWEET Retreat

4.94 out of 5 average rating, 217 reviews

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

Downtown Loft

4.98 out of 5 average rating, 275 reviews

A charming yellow cabin is framed by lush greenery, with a wooden deck leading to the entrance. The path is bordered by plants, and a lantern-style fixture adds to the tranquil setting. Sunlight filters through the surrounding trees, highlighting the welcoming entrance.

Home in Spearfish

Falsebottom Hide-away

4.91 out of 5 average rating, 344 reviews

The exterior of the house is showcased, featuring a front yard with manicured grass and landscaping. A gravel pathway leads to the entrance, framed by trees and bushes. A garage is visible in the background, providing additional parking space.

Home in Rapid City

Rapid City Black Hills Westside Home 2

4.98 out of 5 average rating, 252 reviews

The exterior of a contemporary studio showcases natural wood siding complemented by sleek, metal accents. Large glass doors provide a view into the interior, while warm lighting illuminates the structure. A comfortable rocking chair is positioned on the porch, enhancing the inviting outdoor space.

Tiny home in Rapid City

Bale & Butterfly Bungalow

A cozy living area is presented with light-colored furnishings, including a comfortable sofa adorned with decorative pillows. A rustic wooden table occupies the center of the space, accompanied by a small glass side table. Wood flooring complements the area, with a patterned rug adding texture.

4.84 out of 5 average rating, 200 reviews

Western-Style apartment with off-street parking

4.84 out of 5 average rating, 281 reviews

A yurt is nestled among tall pine trees, standing on a wooden deck. The circular structure features a blue exterior, and a warm glow is visible through the door, suggesting a sunset in the background. Lush foliage surrounds the setting, enhancing the natural ambiance.

Yurt in South Lawrence

Treehouse Yurt Lead Black Hills SD Mickelson Trail

Family-friendly home rentals with a pool

4.86 out of 5 average rating, 36 reviews

A modern living and dining area features a comfortable sofa with decorative cushions and a coffee table placed in front. A spacious dining table with six chairs occupies the center, surrounded by large windows that allow natural light to brighten the space.

Loft in Custer

Jackalope Loft in Downtown Custer, Sleeps 6

5 out of 5 average rating, 7 reviews

The exterior of the cabin showcases a multi-level structure surrounded by tall trees, with a combination of wood and dark finishes. Snow covers the ground, highlighting the cabin's inviting design and multiple decks. Steps lead to the main entrance, creating a welcoming approach.

Home in Lead

Lookout Tower

4.87 out of 5 average rating, 226 reviews

The mountain lodge is nestled among tall pine trees, featuring a multi-level design with warm lights illuminating the exterior. The wrap-around deck offers a spacious area for relaxation, while the surrounding landscape includes natural greenery, creating a serene atmosphere.

Cabin in Lead

Mineral Mountain Lodge in Gilded Mountain

4.86 out of 5 average rating, 14 reviews

Home in Rapid City

Explore The Black Hills From Reber’s Retreat.

4.82 out of 5 average rating, 109 reviews

The home features a single-story brick façade with a well-maintained front yard. A two-car garage is visible on the right, while large windows provide glimpses of the interior. The driveway leads up to the house, bordered by a neat gravel edge.

Home in Rapid City

Pool, deck, fire pit, and trampoline!!!

4.96 out of 5 average rating, 54 reviews

An open-concept living area features a spacious sectional sofa facing a modern fireplace. Large windows allow for ample natural light and offer views of the surrounding trees. The kitchen, equipped with contemporary appliances, is positioned in the background, enhancing the inviting atmosphere.

Home in Lead

Timber Trails: Pet-Friendly Haven for Adventurers

5 out of 5 average rating, 93 reviews

A comfortable living area features a brown leather sofa adorned with patterned cushions. Above it, woven wall art is displayed, accompanied by hanging pendant lights. A rustic wooden ladder leans against the wall, and small side tables sit beside the sofa.

Condo in Lead

Condo Across from Terry Peak*Hot tub*Spacious