Holiday rentals in New Underwood

Cozy Cottage: Family-Friendly, SD Charm, Bar, Deck

Welcome to The Green Door Cottage in Custer! This cozy 3BR, 2BA home, filled with South Dakota charm, is just steps from local dining, shops, and bars. Relax on the spacious back deck or unwind at the small bar downstairs. Inside, enjoy a rustic atmosphere with plenty of local decor. Perfect for families or small groups, it’s a great base for exploring the Black Hills. ☀ 10 Min to Custer State Park ☀ 15 Min to Sylvan Lake ☀ 30 Min to Mt. Rushmore Experience Custer With Us and Learn More Below

Red Roof Cottage in Custer walkable to downtown!

New listing in Custer, South Dakota! 2 bedroom quaint cottage with many custom finishes. Only 8 minutes to Custer State Park, 20 minutes to Mount Rushmore, 16 minutes to Jewel Cave, 15 minutes to Crazy Horse Memorial, and 21 minutes to Wind Cave! Full kitchen, BBQ grill, air conditioning, bunk room, and a fully fenced yard for privacy. Walking distance to downtown restaurants, shops, and museums. Free off-street parking and additional parking are available for large vehicles and trailers.

Summit Trails Lodge | Cozy, Hot Tub, Trail Access

Summit Trails Lodge offers the ultimate nature escape: a warm and spacious knotty pine cabin crafted for comfort, connection, and outdoor adventure. Whether you're gathering with family or friends, it's the perfect place to relax, recharge, and explore. *Mountain views *Private hot tub *3-level cabin, lots of privacy *Minutes to skiing, ATV and hiking trails, and horseback riding *Lead 3mi / Deadwood 8mi / Sturgis 20mi *Easy day trips to Mt. Rushmore, Crazy Horse, and Custer State Park

Historical Downtown Cottage with Hot Tub

Welcome to your downtown cottage retreat in this renovated 1914 home. After a day of Black Hills adventuring enjoy dinner and a movie with a relaxing soak in the hot tub. Experience luxury mattresses and linens that will leave you feeling refreshed. Located less than a mile from restaurants, coffee shops, shopping, and hiking in the Skyline Wilderness. Minutes from SDSM&T, Monument Health, and the Civic Center. 30-40 mins to Mount Rushmore, Crazy Horse, Custer State Park and more!

Perfectly Located Creekside Vacation Home

LOCATION...LOCATION...LOCATION! Creekside property!!!! This ideally located Black Hills home is nestled in the center of many favorite attractions which are just a scenic drive away! Pick a direction which will lead you to Deadwood, Hill City, Mount Rushmore, Rapid City, Custer...you are in the center of it all! Located just a few miles away is Pactola Lake and Sheridan Lake where you can add to your vacation memories with a pontoon, kayak or other water-related rentals!

Mountain View Gem: Firepit + Sauna + Wildlife

Nestled among the Ponderosa Pines, our cabin offers breathtaking views of the Needle Spires, providing a truly unique and relaxing getaway. Thoughtfully designed for a home-like feel, our cabins provide all you need for a comfortable stay. Just 5 miles from downtown Custer and conveniently located within minutes' drive to Mount Rushmore, Crazy Horse, Custer State Park, and other major tourist attractions, it's the perfect base to explore the beauty of the Black Hills!

The Last Chance Getaway - Terry Peak Area

This beautiful cabin is located in the Terry Peak Ski Development and is just a few minutes away from the ski slopes and miles of trails. The huge windows create a frame of amazing views! Last Chance provides you with ease of off-road parking with plenty of space to maneuver a trailer, hot tub after your day of taking in the sites of the Black Hills and all everything needed to ensure you have a comfortable, relaxing stay!

BS Retreat - Brand New Construction - Hot Tub !

A luxury retreat with all the modern conveniences to help you escape the daily routine, while still connecting to those you love. A perfect layout for any group. Something to do in every season. Instant access to skiing, hiking, atv trails, and more! Hot tub/EV charger/baby gates/huge deck/luxury linens and beds/custom lighting/massive fireplace/Keurig Commercial coffee maker….you name it, we thought of it!

4. Lakeside Rapid City Home With Views

This is a beautiful lakeside home located on the west side of Rapid City. Huge windows creating a beautiful bright space with lake views. Relax in the hot tub and enjoy the surrounding nature! Location can't be beat. Woodsy oasis right in the city. Please note this is a personal residence when not rented.