Holiday houses in New Underwood

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Top-rated holiday rentals in New Underwood

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

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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.
Apartment in Box Elder
4.99 out of 5 average rating, 117 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
The logo of Hills Roost Farm features a warm, earthy orange background with bold, stylized text that reads 'HILLS ROOST' in uppercase letters, and 'Farm' in a cursive font, creating a welcoming and rustic atmosphere.
Farm stay in Rapid City
5.0 out of 5 average rating, 106 reviews

Farm♡tastic stay @ Hills Roost Farm!

Our farm's only bnb, "The Roost," offers a clean, modern, & fun space to stay. Located in the lower walkout level of our home, it's similar to a suite. Offering 575 sq. ft. of private, clean, well maintained living quarters include, a kitchen, a cozy living space, w/twin sofa bed, & a spacious bed & bathroom. Chickens just outside your door to greet you a "rise & shine" morning & flowers everywhere. Our seasonal gardens are open for you to enjoy picking organic food, along with farm fresh eggs.

Top Guest favourite
Tower in Rapid City
5.0 out of 5 average rating, 56 reviews

Allard Tower

Perched dramatically on the edge of a quartzite cliff and surrounded by towering pines, this two-story rustic tower offers an unforgettable Black Hills escape. With panoramic views stretching across the forest and mountains, it’s the perfect hideaway for those seeking solitude, romance, and a deep connection with nature. Inside, you’ll find everything you need for a comfortable stay. The tower features 1 bedroom, 1 and 1/2 bathroom, and a fully equipped kitchenette—all styled with a warm touch.

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, 526 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.

Top Guest favourite
The game room features a classic wooden pool table with a blue felt surface, surrounded by a carpeted floor. A wall of brick showcases various framed memorabilia and decorative items, enhancing the recreational atmosphere. Two high-top chairs are positioned nearby.
Guesthouse in Rapid City
4.91 out of 5 average rating, 740 reviews

Priceless Black Hills View!

Two Large Furnished Bedrooms, new Queen Beds Pool Table and Darts Large Living Room with sofa sleeper 65'' UHD Smart TV Netflix, Prime, HD/Local Channels Pool and Rec facilities, seasonal WIFI Highspeed Internet Newly remodeled bathroom Outdoor patio area with gas grill Pool table and darts Full size fridge/freezer Convection oven Induction cooktop Microwave Keurig coffee and breakfast snacks Washer/Dryer Close to Rapid City shopping and dining Nature and wild life Amazing stars out at night!

Guest favourite
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
4.95 out of 5 average rating, 272 reviews

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.

Top Guest favourite
The exterior of the house features a well-maintained yard with green grass and a concrete patio. A picnic table is placed on the patio, with a large umbrella overhead. The back entrance of the house is highlighted by a set of steps leading up to the door.
Home in Rapid City
4.91 out of 5 average rating, 224 reviews

The Clark Street House | Downtown Historic Gem

Enjoy this charming 1939 Farm house right in the heart of Rapid City. Walking distance to downtown restaurants, hikes, and coffee shops. Located in the center of the historic West Blvd district it’s perfect for exploring town and a short drive to the beautiful Black Hills. This quaint historic house has two queen bedrooms upstairs, kitchen, dining and living rooms and a private yard with patio and ample off-street parking. We would love to host you! Please message if you have any questions.

Guest favourite
Guesthouse in Rapid City
4.78 out of 5 average rating, 157 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 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
4.89 out of 5 average rating, 353 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, 521 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
Home in Rapid City
4.96 out of 5 average rating, 135 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, 125 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.

Popular amenities for New Underwood holiday rentals