Pet-friendly holiday rentals in Spearfish

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.

4.98 out of 5 average rating, 291 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.

A custom home is showcased, featuring a two-story design with a striking metal roof. The front entrance is highlighted by stairs leading to a welcoming door, flanked by well-manicured lawns and expansive green spaces. A spacious driveway leads to a two-car garage.

4.97 out of 5 average rating, 312 reviews

Hot Tub-Steam Shower-Arcade-Rooftop Deck-Bunk Bed

Looking for the perfect getaway? This 5/3.5 custom home has it all! From a spacious open floor plan to luxurious amenities like a rooftop deck with mountain views, chef’s kitchen, steam shower, and hot tub, you'll find every comfort here. The fun never stops with our collection of classic gaming systems (Nintendo, Nintendo 64, Super NES, Sega) plus Pac-Man and Mortal Kombat arcades and a variety of games, books, and toys. This home is your ideal spot for adventure and relaxation in Spearfish!

A modern kitchen space is highlighted by a large island with seating for four. Sleek black appliances, including a vintage-style refrigerator, complement the white cabinetry and tile backsplash. Natural light fills the area through overhead lighting and nearby windows, enhancing its contemporary design.

4.93 out of 5 average rating, 362 reviews

Modern 2-Bedroom Getaway

Enjoy a stylish experience, with your own Hot Tub, at Creekside Village - located within walking distance to great eateries, a brewery, farmer's market, bike path, and Spearfish creek! Two sisters with a love for design renovated this cabin into an inviting space for guests intending to explore the beautiful Black Hills. With a fully-equipped modern kitchen and tile shower, this renovated home is waiting for you to kick back and relax! Dog(s) allowed by PREAPPROVAL ONLY, message for details.

4.91 out of 5 average rating, 109 reviews

The exterior of a cozy cabin is illuminated by soft outdoor lighting. A hot tub sits on the deck alongside a fire pit, both enhancing the tranquil setting. A grill is positioned nearby, and the cabin's large windows reflect warm indoor lighting, inviting a sense of comfort.

Home in Lead

Lead/Deadwood, Pet friendly. Central location

Pet friendly!!! Cozy and fully furnished cabin nestled in the serene Black Hills of South Dakota. Features two private bedrooms upstairs, each with a queen bed, plus a spacious open basement with two queen beds and a day bed. Enjoy the new hot tub, a fire pit, and hammock outside. Keurig coffee machine ( coffee provided!). The fully equipped kitchen and grill make mealtime a breeze. Located just minutes from a premier ski resort, you’ll have easy access to outdoor adventures year-round

4.98 out of 5 average rating, 171 reviews

The exterior of the Mercantile features blue siding and a red sign, showcasing a traditional design. A covered porch is present, furnished with a small table and two chairs. Windows allow natural light to fill the space, while trees surround the property, enhancing privacy.

Guest house in Deadwood

The Mercantile at Mad Peak Lodging, sleeps four

The Mercantile at Mad Peak Lodging is part of our Old West–inspired collection of vacation rentals, blending historic character with modern comfort in the heart of the Black Hills. Surrounded by mountain scenery, this inviting retreat offers a peaceful setting with easy access to outdoor adventure, local attractions, and scenic drives. Whether you’re exploring the Hills or unwinding after a full day out, the Mercantile is a comfortable and memorable place to stay.

A light blue house features a well-maintained exterior with a welcoming front porch and multiple windows. A spacious driveway accommodates several vehicles, leading to a large two-car garage on the left. Lush green grass surrounds the property, complemented by mature trees in the background.

4.96 out of 5 average rating, 159 reviews

Grammy's Place, home with garage in Spearfish

Relax and enjoy your time in this spacious and serene home. A charming house, that includes a full kitchen, four bedrooms, 2 bathrooms, a cozy living room with a gas fireplace, and dining room. We have a large backyard featuring a deck and grill. Grammy's place is walking distance (half a mile) from downtown Spearfish. We're a 20 minute drive from Historic Deadwood and Sturgis. Covered parking available for one mid size vehicle or 4-5 motorcycles upon request.

The exterior of the home is characterized by a unique architectural design, featuring a dark grey façade and a spacious balcony with seating. Large windows provide ample natural light, while a well-maintained driveway leads to the two garage doors beneath the residence.

4.94 out of 5 average rating, 116 reviews

Hot tub, walk to downtown & Spearfish Canyon!

The most unique home in Spearfish with the best location in town. The outside boasts interesting architecture and the inside has a unique style with all the comforts of home. This lovely home is just around the corner from Spearfish City Park with the creek, pickle ball and basketball courts. The bike path is there too which will take you all the way to Spearfish Canyon. Don’t forget the DC Booth fish hatchery and local breweries and restaurants all close by.

4.97 out of 5 average rating, 429 reviews

A dining area is shown with a wooden table set for four, adorned with a floral centerpiece. Two sets of glass doors lead to a well-maintained yard, allowing natural light to fill the space. A cozy atmosphere is created by the warm ceiling light.

Home in Belle Fourche

Maple Cottage

Maple Cottage is ideal for guests that want to experience the Black Hills area as "locals." Whether you're staying just for the night or for several days, you will find everything you need here. Two bedrooms on the main level share a bathroom, while the basement bedroom has a private three-quarter bath. A community fitness center located directly across the street features a swimming pool, two basketball courts, racquetball, walking track and weight room.

4.93 out of 5 average rating, 149 reviews

Cabin in Lead

High Mountain Rustic Cabin- Hot Tub- Game Loft

This home is magazine worthy and one of a kind! Modernly furnished to an excellent standard. It is the ideal retreat for a secluded & nature-bound stay. You can open the windows and let the sounds of the Black Hills feel like you are in paradise. It is Conveniently located near Terry Peak Ski Lodge, Deadwood, and other major Black Hills tourist destinations. We believe it is the ultimate location to immerse yourself in the beauty of the Black Hills!

4.88 out of 5 average rating, 209 reviews

A cozy sitting area features a brown love seat positioned next to a window, with a small table and decorative items nearby. The kitchen area, visible in the background, includes a white refrigerator and stove, and charming cabinetry enhances the space.

Guest house in Spearfish

Adorable loft carriage house with hot tub

This is the original carriage house from 1892 that has been converted into living quarters with a small fenced in outdoor space. The cozy cottage is made up of two levels. On the floor level, is a small kitchen, bathroom, and sitting area with gas fire place (love seat pulls out to a single bed). On the second level, via a narrow steep hayloft staircase, is a king bed, tv, and private balcony. This quaint space is the perfect get away.

A leather sofa is positioned against a light wall, adorned with a simple sign that reads 'stay humble work hard.' A decorative wreath hangs above the sofa. A patterned pillow and a soft throw add texture, while a black pet bag rests on the floor beside the sofa.

4.93 out of 5 average rating, 164 reviews

Beautiful Getaway with Hot Tub

Kick back and relax in this calm, stylish space. There is too much stress in this world! Take a night off and come stay at our peaceful retreat. Turn your phone off and recharge your batteries! This tastefully decorated and designed home is a perfect retreat. The peaceful setting with the overhead trees set back from the road porch, outdoor furniture, and much more. Dog friendly with approval. Pet Fee Applicable. No other pets.

A spacious living area is showcased with a light gray sofa and a small coffee table at the center, offering a contemporary feel. To the left, a modern kitchen with stainless steel appliances is visible. A doorway leads to the bedroom in the background.