Holiday rentals in New Underwood

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Top-rated holiday rentals in New Underwood

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Top guest favourite
A hot tub is situated under a covered porch, providing serene views of a vibrant sunset over the expansive landscape. The sky showcases hues of orange and purple, while the peaceful surroundings feature rolling hills and an open horizon.
Flat in Box Elder
4.99 out of 5 average rating, 112 reviews

Welcome to Case Place! A spacious quiet retreat!

Welcome! This relaxing & unique a space sets the stage for beautiful views of the Black Hills & gorgeous sunrises & sunsets right from the hot tub! Case Place is 15 minutes from Rapid City and 30-40 minutes from Mt. Rushmore, Custer & Keystone, & Sturgis. Box Elder is growing & a has public golf course, Ellsworth Air Force Base/Museum! Guests often take in the unique experience of seeing & hearing the sound of freedom from the majestic B-1's! Honeymooners /Anniversaries ❤️ Inquire w/ options.

Top guest favourite
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.
Guest suite in Rapid City
4.98 out of 5 average rating, 513 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.

Guest favourite
An outdoor seating area is showcased, featuring four wicker chairs arranged around a circular stone firepit. A wooden bench is positioned nearby, surrounded by lush green grass and natural foliage. A wooden fence adds privacy to the space.
Cabin in Rapid City
4.93 out of 5 average rating, 166 reviews

❖Charming Log Cabin❖Firepit❖Great Deck with Grill❖

Stay at our charming log cabin. It is secluded and private but still only minutes from town. ✔824 sq ft w/free parking & private entrance ✔Self check-in via door code ✔Dog friendly ✔Firepit and complimentary firewood ✔Great deck with grill ✔Close to Canyon Lake Park and a dog park ✔36 minute drive to Mt. Rushmore ✔1 hour drive to Badlands National Park ✔47 minute drive to Custer State Park ✔Full kitchen ✔Fast Wi-Fi ✔In-suite laundry Approved by Pennington County License Number COVHRLIC24-0019

Top guest favourite
A well-maintained outdoor patio area is showcased, featuring a stone-paved surface and several wooden chairs arranged around a small grill. Lush greenery and a natural landscape are visible in the background, with a sturdy wooden fence providing privacy.
Farm stay in Fairburn
5 out of 5 average rating, 103 reviews

Guest house adjacent to Custer State Park

Take it easy at this unique and tranquil getaway. Guesthouse with full amenities situated next to Custer State Park and Wind Cave National Park is on a 665 acre bison ranch. Relax and take in the beauty of the Black Hills. Enjoy the creature comforts of WiFi, streaming video, full kitchen, laundry and bathroom. I'm close to all of the Black Hills attractions and 1 mile from the bison corrals at Custer State Park. Rapid City is an easy 45 minute drive for dining, groceries, and RAP airport.

Guest favourite
Guest house in Rapid City
4.78 out of 5 average rating, 156 reviews

Guest Suite-Hot Tub-Close to Town

Welcome to our charming guest suite with private access and parking, perfect for a relaxing getaway. This unique space offers a hot tub with complete privacy (enclosed by a 6-foot fence), an LED makeup mirror with a defogger, a full-size washer and dryer, and a private patio. Enjoy thoughtful touches and unique details throughout the space. Located near all West Rapid coffee shops and restaurants, it’s also a short drive to major tourist destinations. Book now and enjoy a unique retreat!

Top guest favourite
A modern building exterior is presented, featuring a combination of brick and tan siding. Pathways are lined with green landscaping, and a mail area is visible near the entrance. A parking lot is seen to the left, with a few vehicles parked.
Flat in Rapid City
4.92 out of 5 average rating, 159 reviews

118 Main - Apt. 7

118 Main Street - the best of a small town down town. Great place for one night or a year, comfortable and easy living. Walk to everything you need, or relax with a walk along Rapid Creek. Restaurants, Main Street Square, Coffee, Ice cream, bars, are all just a short walk away. Even Monument Arena and SDSMT are near. Perfect for a couple, but we put sleeps three in case someone wants to crash on the couch. Plenty of space for people, but the sleeper sofa I like was out of stock!

Top guest favourite
A cozy bedroom features a queen bed adorned with a blue and brown patterned quilt. Soft lighting is provided by a bedside lamp, and natural light enters through two windows with dark blinds. The ceiling fan adds a practical touch to the airy ambiance.
Tiny home in Wasta
4.88 out of 5 average rating, 339 reviews

The tiny house of Wasta with lots of character

Kick back and relax in this calm, stylish space. The tiny house is not an actual tiny house, a one bedroom with 1 queen bed, bathroom, kitchen/living room. Lazy boy reclining love seat, and a lazy boy recliner (very comfortable) for watching a movie in front of a faux fireplace. The kitchen is furnished with everything you need to prepare a home cooked meal. The microwave is air fryer/microwave. Enjoy your evening/morning sitting on the covered porch with your favorite beverage.

Guest favourite
A quaint house exterior is shown, featuring a blend of stone and smooth wall finishes. Sunflowers grow vibrantly in front of the house, adding a touch of color. A light-colored door leads into the home, with a window beside it offering a view of the interior.
Cottage in Wasta
4.89 out of 5 average rating, 519 reviews

The Rock and Block house

This is a Great Little House with Rustic yet Modern Charm, Beautiful View of the Cheyenne River Breaks. Two very comfy king sized beds. Wasta is a "very" small town, a gas station, a fabulous military museum and a bar. You can take in the Badlands on your way, you might drop down through Interior, S.D. and drive through the Badlands then come out just south of Wall. We are about 20 miles from the Badlands, 40 miles from Rapid City, and Beautiful Black Hills. Thank You, Billie

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, 130 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!

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
4.98 out of 5 average rating, 121 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.

Guest favourite
A charming creek-side home is featured, showcasing rustic wooden siding and a welcoming entrance. A pathway leads to a wooden deck, with a flagpole prominently displaying the American flag. Vibrant green grass and a fire pit with red chairs enrich the outdoor space, surrounded by natural hills.
Cabin in Rapid City
4.83 out of 5 average rating, 386 reviews

Creek-side Cabin | Hot Tub + Trout Fishing

Wake up to the sound of a babbling creek, sip your morning coffee on the deck while bighorn sheep graze on the hillside, and spend your evenings soaking in the hot tub under a sky full of stars. This beautifully furnished 3-bedroom Black Hills cabin sits right on the water — perfect for trout fishing, family gatherings, romantic getaways, or simply unplugging from the world. With stunning creek and mountain views, This is a Complete Black Hills retreat.

Top guest favourite
Farm stay in Rapid City
5 out of 5 average rating, 9 reviews

Cozy Bunkhouse on bucking bull ranch

Wake up to a rooster’s call and enjoy fresh eggs just steps from your door at our cozy western bunkhouse in the Black Hills. Attached to a working barn, this unique stay lets you feed Highlander cattle, relax by a fire pit with vintage wagon picnic tables, and access nearby ATV trails. Sleeps four with full kitchen, bath, loft, and pull-out couch, perfect for unplugging and experiencing authentic ranch life.

Popular amenities for New Underwood holiday rentals