Pet-friendly holiday rentals in Deadwood

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.

Outdoor spaces · Walkability · Location

Treehouse Yurt Lead Black Hills SD Mickelson Trail

Off grid yurt in the pines, with great view of mystic miner and Terry peak above, on mile 100 of beautiful Mickelson trail. Get away to nature (with style and a unique stay)....goulay. not for non-outdoorsy as there is only a half bathroom outhouse, no running water (you get to port it in, great spring pump at nearby Englewood trail-head on Mickelson and running stream for a dip at bottom of hill), no electricity, and a great little wood stove. BEFORE RENTING read other things to note.

Outdoor spaces · Walkability · Value

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

Outdoor spaces · Pets · Condition

Modern 5-bed cabin with Hot Tub, King size beds

Conveniently located only 2 miles outside of historic Deadwood, 11 miles outside legendary Sturgis, and 8 miles from Terry Peak ski lodge, this secluded modern cabin is nestled amongst the pines and a young aspen grove. Large picture windows highlight the living spaces, and the rough sawn deck reflects the perfect mountain escape for enjoying your morning coffee amongst the bent oak trees. Enjoy the wildlife that frequent this peaceful property while relaxing in the brand new hot tub.

Outdoor spaces · Pets · Bathroom

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!

Outdoor spaces · Pets · TV

Historic Creekside Home Dwtn Deadwood w/ Hot Tub

Stay in the heart of historic Deadwood at this beautifully restored 1902 home just one block from Main Street and Deadwood Mountain Grand. Walk to casinos, restaurants, nightlife, and the Mickelson Trail, then relax in your private 7-person hot tub after a day exploring the Black Hills. With space for large groups, creekside privacy, flexible sleeping arrangements, and convenient parking options, this home offers the perfect mix of location, comfort, and convenience.

Walkability · Pets · Cleanliness

Darby's Cabin in the Woods

Kick back and relax in our cozy cabin. Built in 2021 and decorated with love to make you feel at home in the woods! Includes two bedrooms, two bathrooms, living room, full kitchen, loft with two queen-size beds, porch, and fire-pit. Enjoy sitting outside on the porch or share a drink and camp stories around the fire-pit. Books, TV and board games are available for in-home entertainment. If you're looking for a peaceful getaway, Darby’s Cabin is the place for you!

Walkability · Outdoor spaces · Comfort

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!

Walkability · Pets · Getting around

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.

Walkability · Outdoor spaces · Cleanliness

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.

Pets · Walkability · Getting around

Cabin on Open Acreage

Cabin with basic amenities on open acreage. 1 bedroom cabin located approximately 2 miles from Spearfish. Full sized kitchen, TV, Wi-Fi, 1 king sized bed and 1 queen sized bed , Closet, Couch, Recliner, Stand up shower, Tons of parking, Basic kitchen supplies, Coffee pot, Towels, Washer/Dryer, Laundry soap *All animals need to pay a pet fee of $25 per pet per night. *Owners occupy a house and shop on acreage.

Pets · Outdoor spaces · Air conditioning

Alpine Retreat

WALK to Terry Peak Ski Area! The Alpine Retreat is your cozy Black Hills cabin getaway! It is located just a short walk from the main Terry Peak Lodge (Stewart Slope Lodge) and Ski Area and also a 15-minute drive or cab ride to historic downtown Deadwood. This cabin's location is ideal for ski bums, Deadwood nightlife, and also a great home base for those interested in hiking, biking, fishing and sight-seeing.

Walkability · Outdoor spaces · Cleanliness