Family-friendly vacation rentals in Terry Peak

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Top-rated family-friendly rentals in Terry Peak

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

The outdoor hot tub is positioned with a view of the surrounding greenery and tall trees, set against a backdrop of rolling mountains and clear blue skies.

Home in Spearfish

4.93 out of 5 average rating, 304 reviews

Jägerhaus - Mountain Lodge on Private Estate

We crossed this summit in '99. Its magnificence & energy kept our family planted here. Two decades later, we open this one-of-a-kind experience—the Jägerhaus—to the world. Views run deep over hundreds of acres of the Black Hills under big skies. We invite you to explore. The hot tub shares these views, and we keep the water crystal clear. Gather around a bonfire, the gas fire pit, or the fireplace. The kitchen is truly "stocked." We don't skimp; we don't cut corners. Welcome to the Jägerhaus.

Guest favorite

A scenic view captures snow-covered cliffs framed by evergreen trees. Wisps of mist rise from the mountainous terrain, contrasting with the clear blue sky. The landscape showcases the natural beauty of Spearfish Canyon, highlighting its tranquil winter atmosphere.

Chalet in Lead

4.97 out of 5 average rating, 240 reviews

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!

Top guest favorite

A charming log home is featured, showcasing a spacious front deck with seating options and a gas grill. Lush green grass surrounds the property, and colorful flower boxes line the deck. Large glass doors illuminate the interior, providing a warm entrance to the home.

Cabin in Lead

4.97 out of 5 average rating, 189 reviews

Spearfish Canyon Retreat (Valhalla)

A lovely log home located in spectacular Spearfish Canyon. Situated between Spearfish and Deadwood. Wi-Fi/cell /internet. Northern Black Hills Attractions and Activities: Spearfish Falls Bridal Veil Falls Roughlock Falls Fishing Rock Climbing Hiking Snowmobiling Skiing Many fine restaurants 15 mins to Spearfish 1/2 hour to Lead and Deadwood. 1 hour to Rapid City and Devil’s Tower. 1 1/2 hours to Mt. Rushmore or Badlands. 1 3/4 hours to Crazy Horse, Custer and Custer State Park

Top guest favorite

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

4.98 out of 5 average rating, 260 reviews

Falsebottom Hide-away

This is a great place to relax and enjoy the sounds of nature after a long day vacationing. Sleeps six with a secure fenced yard for the safety of your pets. Located in beautiful Maitland Canyon with seasonal Falsebottom Creek right off the private back deck featuring a BBQ and outdoor table. We have lived here for 40 years and are still amazed with the beauty of the Northern Black Hills. Close to so much, but with a real connection to the pristine nature that the Black Hills are famous for.

Top guest favorite

A functional kitchen area features light-colored cabinetry and appliances, complemented by a contrasting countertop. A small round table with two wooden stools occupies the center, while a doorway leads to a bedroom in the background. Natural wood flooring adds warmth to the space.

Apartment in Deadwood

4.98 out of 5 average rating, 266 reviews

Aggies 1895 Saloon & Brothel Deadwood Main Street

The former Ayres Hardware (founded 1876) Store, loaded with history and charm! One of the few merchants who would not sell or convert to a casino when the gambling boom began in Deadwood. Walking distance to Saloon #10, Kevin Costner's Midnight Star, Franklin Hotel and many other historic Deadwood attractions. You’ll love the location and coziness. Perfect for couples, solo adventurers, business travelers, and families (with kids).Aggies is a restored 2 1/2 bed apt/brothel all inclusive .

Superhost

An aerial view highlights the downtown area of Lead. The image showcases a mix of residential and commercial buildings, with tree-lined streets and nearby hills in the background. Key points of interest are marked, including local establishments and attractions.

Condo in Lead

4.81 out of 5 average rating, 219 reviews

Black Hills Stay Walk to Brewery 3mi 2Deadwood Ski

Stay at our charming 2-bedroom condo in downtown Lead, just minutes from skiing and 3 miles to Deadwood! With over 209 reviews and a nearly perfect 5-star rating, our Superhost property offers two king-sized beds, free Wi-Fi, and all the comforts of home. Walk to bars, restaurants, and a brewery right across the street. Enjoy a cozy living space, well-equipped kitchen, and mountain views. Whether for adventure or relaxation, this fully furnished condo is your perfect Black Hills getaway!

Guest favorite

A charming house is positioned on a slight elevation, featuring a wraparound porch with white railings. The exterior is painted in calming hues, complemented by a green roof. Surrounding trees provide a natural backdrop, enhancing the serene setting.

Chalet in Lead

4.94 out of 5 average rating, 146 reviews

Tucked Away Chalet minutes to Deadwood and Skiing

PLEASE READ THE ENTIRE LISTING DESCRIPTION, REVIEW ALL FEATURES, AND VIEW ALL PICTURES TO KNOW EXACTLY WHAT TO EXPECT! Conveniently located in the northern Black Hills in the City of Lead, central to all that it has to offer. Minutes to historic Deadwood and Terry Peak ski area. Snowmobile trails, mountain biking and hiking trails minutes away. Visit the many local breweries and restaurants while taking in all the history of this historic mining town. Please enjoy and respect our home!

Guest favorite

The A-frame cabin is surrounded by a dense forest of evergreen trees, with a snowy ground visible in the foreground. The cabin's triangular roof and large windows are prominent, suggesting natural light within. A picnic table sits outside, inviting relaxation in a tranquil setting.

Cabin in Hill City

4.88 out of 5 average rating, 284 reviews

Hideaway Cabin near Rochford

Nestled on a pine filled hillside is the Hideaway Cabin, a secluded A-frame with loft & Deck. It is perfect for 2, fine for 4 ! It is NOT IN HILL CITY, it's by ROCHFORD WE DO NOT HAVE: CELL SERVICE ( landline is available for emergencies) WE DO NOT HAVE: WIFI (very limited availability). WE DO NOT HAVE: Noisy neighbors & traffic ! This property affords quiet and privacy. About the only thing you will hear after 8:00 PM is an occasional coyote call !

Guest favorite

The kitchen area features wooden cabinetry alongside modern appliances, including a full-size fridge and stove. An island with seating provides space for casual dining. Natural light filters through the windows, illuminating the inviting dining and living areas that are designed for comfort and gathering.

Apartment in Deadwood

4.96 out of 5 average rating, 106 reviews

Mountain Escape, spacious, bright, sleeps up to 6

The Mountain Escape at Mad Peak Lodging offers a spacious, cozy space where you can experience the beautiful Black Hills and yet have easy access to the major route to both Deadwood and Mount Rushmore, among many others. With the forest as a backyard, Ride directly from your front door on UTV or snowmobile trails as we have plenty of parking for your trailers. Visit our Mad-Peak website to book your UTV rentals, call us to get a UTV rental discount for staying with us.

Top guest favorite

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

4.97 out of 5 average rating, 364 reviews

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 favorite

A charming cabin with a distinctive A-frame structure is surrounded by snow-covered trees, creating a serene winter scene. The entrance features a small deck with seating, and large windows allow for natural light to enter. A striking sunset colors the sky beyond the treetops.

Home in Lead

4.84 out of 5 average rating, 128 reviews

Haylie's Hideaway

Haylie’s Hideaway: A Cozy Retreat in the Black Hills Escape to Haylie’s Hideaway, a charming cabin nestled in the heart of the Black Hills. Located at the Terry Peak Ski Area, this inviting getaway offers tranquility and relaxation, the perfect home base for your next adventure. This 3-bedroom, 2-bathroom cabin comfortably sleeps up to 6 guests, making it ideal for families, friends, or small groups.

Top guest favorite

The entrance features a wooden stairway leading to a door with a decorative glass insert. Flanking the door is a planter with flowers. The exterior wall is finished in light brown siding, and the area is well-lit by natural sunlight.

Cottage in Deadwood

4.99 out of 5 average rating, 180 reviews

Best little house in Deadwood

Welcome to Dogwood! This great in-town location offers one bedroom with king bed, an extra large living-dining area and well stocked kitchen, but no dishwasher. The bathroom has a large tile shower with glass doors. Relax with a movie or tv show on our 50" smart TV. or enjoy the passing scene from the roomy front porch on a summer day. We hope to host you soon!