Pet-friendly holiday rentals in Deadwood

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.

Cozy hideaway on Main, Farmhouse Unit

Blocks from downtown, this Main Street unit is perfect for a weekend with friends, a family vacation, or a couples getaway. We are proud new owners of this 1920 building, and take pride in remodeling it with a contemporary farmhouse feel. Guests are able to use the backyard for gatherings, yard games, ect. The Hideaway is located next door to a prominent trolley stop, and also a little restaurant serving breakfast/lunch. Please checkout my other house listings if this does not fit your needs.

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.

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.

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.

Private Farmhouse Studio

Private Hot Tub!! Enjoy a stylish experience at our modern studio, located within walking distance to a Mexican eatery, brewery, farmer's market, bike path and Spearfish creek! Two sisters with a love for design renovated a small cabin into this cozy space for guests intending to explore the beautiful Black Hills. With a fully-equipped kitchen, this charming home is full of custom touches including a handcrafted barn door. Dogs allowed by PREAPPROVAL ONLY, please message for details.

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.

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!

Rapid City Black Hills Westside Home 2

This house is in a great location in Rapid City, minutes from downtown and a great starting point for exploring the Black Hills. We welcome dogs in our home. No cats! Additional fee will be added if cat is “snuck” into the home!. The yard is fully fenced and there is plenty of off street parking as well as use of a garage. ( Caution! Low Clearance). I am happy to help with trail maps and directions are you kick off your adventures in the Black Hills.

☼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!

Swisher Farmhouse at Granny Flats

This beautiful 3-acre property, once the Swisher Farm, is today a working homestead, with dozens of chickens and a large garden. This quiet oasis is located within the city of Spearfish. We have another rental on the property that was built by Cappie, co-host of Building Outside the Lines on Magnolia Network, as his own residence. This adorable off-grid cottage is handmade, from the bespoke front door to the custom 2-headed shower.

Downtown Modern-Farmhouse Studio with Hot Tub

Enjoy the hot tub in your own private, fully-fenced-in yard with a large sectional and fire pit! Located downtown in Spearfish in a peaceful neighborhood, two blocks from Main Street. Dog-friendly :)The best thing about this home is that whether you are in the living room, kitchen, or bedroom, you are in the same room as your loved ones! *WE ALLOW UP TO TWO DOGS ONLY. PET FEE APPLICABLE. NO CATS. PLEASE MESSAGE ME FOR DETAILS.*