Holiday rentals with outdoor seating in Custer

4.97 out of 5 average rating, 256 reviews

Chalet in Lead

Spearfish Canyon Skye lodge

Skyelodge is located in the heart of Spearfish Canyon. Located on a cliff wall . A 750 Sq. Ft. apartment on the top floor of a private vacation home. Spearfish Falls and Roughlock Falls one mile away can be accessed by hiking trails. FANTASTIC VIEWS! ( DEER, ELK, BALD EAGLES, PEREGINE FALCONS, OSPREYS, VULTURES ARE YOUR NEIGHBORS) HIKING, BIKING, ROCK CLIMBING, PHOTOGRAPHY, TROUT FISHING, OR JUST HANGING OUT. THE STARS AT NIGHT. GREAT COUPLES RETREAT!

4.99 out of 5 average rating, 161 reviews

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

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

4.99 out of 5 average rating, 266 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!

5 out of 5 average rating, 112 reviews

The bungalow features a spacious wooden deck with a rail, furnished with four outdoor chairs and a table. Large windows showcase the stone and wood exterior, while the warm lighting highlights the architectural details against the backdrop of trees.

Home in Custer

Beautiful Bungalow Next to Custer State Park

Enjoy this newly built 2023 modern Beautiful Bungalow, 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 style and comfort with amazing accommodations.

4.97 out of 5 average rating, 378 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.

Guest suite in Rapid City

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.

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.

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

4.96 out of 5 average rating, 173 reviews

Hut in Hermosa

Elkview Lodge

Glamp in comfort! King bed, coffee bar, and couch. Relax on your private outdoor space with twinkle lights, gas & wood fire pits (wood for sale). Clean shared restrooms a short stroll—no bathroom in unit. Portable AC in summer & heater in winter (super hot days it may feel toasty). Dog-friendly for sweet pups. No WiFi—this is an unplugged, stargazing getaway! Easy self check-in with directions sent before arrival.

4.98 out of 5 average rating, 147 reviews

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

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.

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.

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.

A serene landscape featuring tall pine trees and a lush green meadow under a soft sunset sky. Mist gently rolls over the hills in the background, creating a peaceful and tranquil atmosphere, inviting reflection and relaxation in nature.

4.95 out of 5 average rating, 237 reviews

Cabin @ Bluebird Ridge:Quiet Refuge

If you appreciate beauty, inside and out, our rustic-modern cabin is perfect for you. It's cozy enough for 2 and spacious enough for up to 8. The cabin is surrounded by forest and looks out to the meadows and Hills. If you want comfort, outdoor living space, beauty, peace and quiet, we encourage you to come make yourself at home! Follow us on Insta @bluebirdridge

4.97 out of 5 average rating, 144 reviews

Hilltop Cottage

This recently remodeled home has been furnished to an excellent standard. It’s the ideal retreat for a secluded & nature-bound stay. The property is less than 2 miles from downtown Custer, less than 1 mile from Rocky Knolls Golf Course, and 5 miles from Custer State Park. We believe it’s the ultimate location to immerse yourself in the beauty of the Black Hills.

Popular amenities for Custer outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with Outdoor Seating

A wood-paneled home is set within a wooded area, featuring a wraparound deck and multiple windows that allow natural light to filter in. Tall pine trees frame the house, creating a sense of seclusion and tranquility. The surrounding landscape is dotted with pine needles and rocky terrain.

4.96 out of 5 average rating, 243 reviews

In the Trees, Close to Town! EV Charging Level 2

A panoramic view from the wrap-around deck captures rolling hills and dense trees, outlined by a colorful sunset sky. Soft hues of orange, pink, and purple blend as clouds drift above the tranquil landscape, creating a serene atmosphere for outdoor relaxation.

4.92 out of 5 average rating, 223 reviews

A Quaint Escape with Luxury Jacuzzi Hot Tub

A charming turn-of-the-century cottage is framed by vibrant autumn foliage. The front porch, adorned with a seasonal wreath, invites visitors to enter. A walkway leads to the entrance, flanked by fallen leaves and greenery, enhancing the home's welcoming appearance.

4.93 out of 5 average rating, 151 reviews

Turn of the Century, Downtown Cottage

A well-maintained garden pathway is flanked by vibrant flowers and greenery. The wooden fence is adorned with climbing plants, creating a serene entrance. A grassy area is visible at the end of the path, inviting relaxation in a private outdoor space.

5 out of 5 average rating, 200 reviews

Charming Rushmore House in the heart of Rapid City

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.

4.91 out of 5 average rating, 357 reviews

Rapid City Black Hills Westside Home 2

4.89 out of 5 average rating, 214 reviews

An aerial view of the home showcases a spacious, two-story structure with a brown wooden exterior and stone accents. The front yard is landscaped with grass and bordered by trees, while a concrete driveway leads to the garage. The American flag is displayed near the entrance.

Home in Lead

The Hills Hide-a-While ~ Minutes from Deadwood

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.

4.97 out of 5 average rating, 116 reviews

Enchantment hills retreat guesthouse.

4.83 out of 5 average rating, 143 reviews

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

Chalet Mt Rushmore VIEWS Hot Tub

Apartment rentals with outdoor seating

The sleeping area features a spacious bed with a patterned blue and white coverlet. Two side tables with lamps provide soft lighting, and a large wall art piece in calming colors is displayed above the bed. A mirror and decorative plant add to the aesthetic.

4.87 out of 5 average rating, 363 reviews

Cozy Apartment Minutes from Downtown w/Fenced Yard

4.81 out of 5 average rating, 150 reviews

Adorable unit in Historic West Blvd district

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, 243 reviews

Black Hills Getaway

4.99 out of 5 average rating, 122 reviews

A cozy sunroom bedroom features a king size bed adorned with a floral quilt, light streaming in through multiple windows. Decorative wall hangings complement the natural wood ceiling, while a bedside table with lamps offers functionality. Plants in the foreground create a touch of greenery.

Apartment in Keystone

The Sage - Hinterwood Inn & Cabins

4.95 out of 5 average rating, 336 reviews

A charming house from the 1920s with a distinct roof design displays a welcoming front porch. Two bicycles sit on the side, and sunlight filters through the surrounding trees, providing a serene ambiance. The front entrance features steps leading to a welcoming door.

Apartment in Hot Springs

Claudia's Cowgirl Cottage

An inviting open floor plan is depicted, featuring a comfortable seating area with a brown leather sofa and two modern black chairs around a glass coffee table. A sleek kitchen with dark cabinetry and bright green backsplash is visible in the background, complemented by contemporary lighting.

4.91 out of 5 average rating, 123 reviews

Lavish Historic 1 Bedroom Flat

4.94 out of 5 average rating, 122 reviews

A winding gravel driveway leads through tall pine trees to a rustic wooden lodge with a green roof. The property features a secondary building adjacent to the main lodge, both surrounded by natural greenery and boulders, illustrating a serene forest setting.

Apartment in Custer

Laramie Bluffs Mountain Getaway

A charming two-story brick and wood home with a welcoming front porch and neatly landscaped yard. Lush green grass and shrubbery frame the path leading to the entrance, while large windows allow natural light to fill the interior. The home is surrounded by trees and features a clear blue sky.

4.9 out of 5 average rating, 222 reviews

The Corner House Apt #2 | Historic Downtown Area

Condo rentals with outdoor seating

4.9 out of 5 average rating, 87 reviews

Cozy Mountain Condo • Hot Tubs+Pools • Terry Peak

A spacious living area is furnished with a large, comfortable sectional sofa and a recliner. A wooden coffee table is centered in front of the seating. In the background, a full kitchen with wooden cabinetry and dining space is visible, complemented by natural light from nearby windows.

5 out of 5 average rating, 8 reviews

Remodeled Condo at Terry Peak SD

4.97 out of 5 average rating, 167 reviews

A cozy bedroom features a queen-sized bed adorned with a colorful patterned quilt and decorative pillows. A bedside lamp provides soft lighting, and a wooden dresser and a ladder-style chair add character to the space. Natural light filters through sheer curtains.

Condo in Rapid City

Grandma's House

A cozy living area features a brown leather sofa adorned with patterned cushions. A matching ottoman sits in front of the sofa. A wooden kitchenette is visible in the background, complete with bar stools, a microwave, and essential cooking appliances.

4.75 out of 5 average rating, 4 reviews

A8- Bright lodge feel 1bd/1ba walk to ski, w/ view

A cozy seating area is presented with two wooden chairs and a plush rocking chair, providing comfortable spaces to relax. Natural light filters through a large window adorned with light curtains, while a small table with a lamp adds to the functionality of the space.

5 out of 5 average rating, 3 reviews

B2- classic ski vibe 1bd/1ba, walk to ski, w/ pool

A two-unit building is presented with a sloped roof and covered porches. The exterior features a combination of light wood and dark trim, with multiple windows enhancing natural light. A gravel parking area is visible in front, accommodating vehicles.

Condo in Hermosa

5 out of 5 average rating, 4 reviews

Stylish, Black Hills Gateway 2

An indoor swimming area is featured, showcasing a heated pool with clear, inviting water. Hot tubs are visible in the background, providing additional relaxation options. The space is well-lit, highlighting the smooth surfaces and surrounding windows that allow natural light to filter in.

4.63 out of 5 average rating, 16 reviews

B8 Classy and updated 2bd/2ba walk to ski, hot tub

A cozy bedroom is highlighted with a spacious bed dressed in a patterned blanket. Natural light filters in through a nearby window with dark curtains, and a bedside table supports a lamp, creating a serene atmosphere against the neutral-toned walls.