Holiday rentals with a pool in Deadwood

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Deadwood

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Top Guest favourite

The exterior of the vacation home is showcased, featuring a modern design with contrasting materials. A spacious driveway leads up to the entrance, surrounded by natural landscaping and tall trees in the background, set against a clear blue sky.

Home in Lead

4.97 out of 5 average rating, 38 reviews

New, 6 King Beds, 5 .5 Bath, Home Theater, Hot Tub

The whole group will be comfortable in this spacious and unique space. Welcome to "This is Livin'," an extraordinary six-bedroom, 5.5 bath vacation home in the Powder House Pass Development of the northern Black Hills, South Dakota. With sleeping arrangements up to 22 people. This haven of opulence offers an unparalleled experience, ensuring that your stay is nothing short of exceptional. Upon entering, you are greeted by a meticulously designed interior that radiates comfort and sophistication

Guest favourite

A scenic view reveals a snow-covered landscape, with tall evergreen trees dotting the foreground. The distant hills and valleys can be seen under a clear blue sky, creating a serene winter atmosphere.

Guesthouse in Rapid City

4.91 out of 5 average rating, 709 reviews

Priceless Black Hills View!

Two Large Furnished Bedrooms, new Queen Beds Pool Table and Darts Large living room with new sofa sleeper Newly remodeled bathroom 65'' UHD Smart TV, Dish DVR, Bluray Pool and Rec facilities, seasonal WIFI Highspeed Internet Outdoor patio area with seating Gas grill Pool table and darts Full size fridge/freezer Convection oven Induction cooktop Microwave Keurig coffee and breakfast snacks Washer and dryer Close to Rapid City shopping and dining Nature and wild life Amazing stars out at night!

Top Guest favourite

Cabin in Lead

5 out of 5 average rating, 11 reviews

DogFriendly*KingEnsuite*Trlr Parking*Garage*HotTub

Holiday Discounts!!! Relax in a spacious 5BR/3BA cabin in Powder House Pass with clubhouse and pool access. Enjoy the best parking for trailers, ATVs & snowmobiles. Main floor king ensuite, hot tub, 80" TV, air hockey, retro arcade & gas firepit. View Terry Peak from the front porch. Just 1 min to ATV & Mickelson trails, and minutes to skiing & Deadwood. Perfect for family or friends looking to unwind, explore, and make lasting memories in the Black Hills. One minute to the snowmobile trails!

Guest favourite

A spacious living area showcases a cozy stone fireplace with a mounted television above. Large windows offer views of surrounding trees, while plush furniture invites relaxation. The wooden ceiling with exposed beams enhances the rustic charm, complemented by a soft area rug beneath coffee tables.

Home in Lead

4.93 out of 5 average rating, 46 reviews

Welcome to Knotty Hideaway

Knotty Hideaway itself boasts an amazing open floor plan perfect for entertaining with the living, kitchen, and dining rooms all connected. Enjoy the covered patio right off the kitchen which consists of a gas fire pit to relax and enjoy. This home is located next to Mickelson Trails and Trail Head #5 Snowmobile Trail. Just a few minutes from Terry Peak Ski Resort and Lead/Deadwood. Enjoy the oversized 2 car garage for the toys. Full access to clubhouse and pools. Come stay, relax and enjoy.

Top Guest favourite

A private indoor pool features a vibrant blue surface, with a shallow entry area marked with depth indicators. Large windows allow natural light to fill the space, while lounge chairs are positioned along the edges for relaxation. The pool area is designed for guest privacy.

Home in Rapid City

5 out of 5 average rating, 149 reviews

Private Pool! Great Rapid City Location!

*Please be sure to read all house information! Welcome to Mary Jo's Place, a charming 1950s Rapid City home! Sleeping six with two bedrooms and two bathrooms. Located near the Historic West Boulevard in the center of Rapid City! A great location with nearby parks, walking and hiking trails, grocery, and restaurants. Also, easily access Mount Rushmore Road and Interstate 90. This home has recently been updated and is ready for your stay! Did we mention there is a private heated indoor pool!

Top Guest favourite

A comfortable living area features a brown leather sofa adorned with patterned cushions. Above it, woven wall art is displayed, accompanied by hanging pendant lights. A rustic wooden ladder leans against the wall, and small side tables sit beside the sofa.

Condo in Lead

5 out of 5 average rating, 93 reviews

Condo Across from Terry Peak*Hot tub*Spacious

Welcome to Story Blu Summit, a newly updated 2BR/2Bath condo within steps of Terry Peak and the use of all the amenities Barefoot Resort. ★ Located across from Terry Peak Ski Hill ★ Gorgeous Views ★ 6 miles to Deadwood, SD ★Minutes to downtown Lead ★ Ski, hike, bike, snowmobile trails all close by ★ Large Smart TV's in each bedroom ★ King Bed in Master ★ High-speed internet ★Remote work friendly ★ Use of communal private Hot Tub x3, heated indoor pools x2, exercise room and sauna

Guest favourite

An expansive indoor pool area features a large swimming pool with a water slide. Natural light filters through skylights and large windows. A basketball hoop stands at the side of the pool, while lounge chairs provide space for relaxation.

Home in Rapid City

4.91 out of 5 average rating, 119 reviews

lNDOOR POOL! The FUN house

Ready for an unforgettable getaway? Welcome to your 7,000 sq. ft. vacation dream home! Packed with fun for all ages and designed with sustainability in mind, thanks to solar-powered energy! Whether you're splashing down the water slide, soaking in the hot tub, or enjoying a friendly game of foosball, this is where epic memories are made. Everyone in the family will thank you for choosing this one-of-a-kind escape! This property is pet-free and 100% smoke-free – indoors and out.

Guest favourite

Home in Lead

4.98 out of 5 average rating, 48 reviews

Crescent Moon Retreat

Welcome to Crescent Moon Retreat! Escape to this spacious and stylish 5-bedroom, 3.5-bath getaway designed with families and groups in mind. From the open-concept living space to the fully stocked kitchen, every corner is made for comfort and connection. Unwind around the cozy fire pit, soak in the outdoor hot tub under a blanket of stars, or enjoy access to the nearby clubhouse featuring a year-round heated pool, a seasonal outdoor pool, and a splash zone just for the kids.

Guest favourite

A hot tub is visible on a private deck, surrounded by trees, with a stunning view of the sunset over the mountains. The cozy bedroom features a spacious blue bed set against a rustic wood wall. A modern bathroom with understated decor is also shown.

Condo in North Lawrence

5 out of 5 average rating, 23 reviews

Kindred Pines At Terry Peak

Welcome to Kindred Pines. A charming Black Hills Condo, privately owned, just steps away from the slopes of Terry Peak Ski Area, nestled in a town rich in history & surrounded by so much natural beauty. Our condo is perfectly situated for outdoor adventure and cozy relaxation. In the winter, enjoy some of the best skiing and snowboarding in the region. When the snow melts, the Black Hills transforms in to a haven for hiking, biking and exploring iconic landmarks.

Guest favourite

The exterior of the mountain modern cabin showcases a blend of wood and metal siding, complemented by large windows. The driveway leads to a three-stall garage, surrounded by snow-dusted pines. The home features multiple levels under a cloudy sky, highlighting its spacious design.

Cabin in Lead

4.88 out of 5 average rating, 130 reviews

44° North Lodge- Luxury Cabin in Powder House Pass

Mountain Modern Cabin with Stunning Views of Terry Peak, Sleeps 26. The crown jewel of the Northern Black Hills. Escape to our beautiful NEW retreat nestled in the pines and aspens of the Black Hills. You will enjoy this immaculate home located in the prestigious Powder House Pass. This luxury mountain modern home features three levels of wonderful amenities with a great floor plan for large groups. It is ideal for family reunions or celebrations with friends.

Top Guest favourite

A modern cabin with a sloped roof and wooden deck is surrounded by lush greenery. Vibrant wildflowers add color to the scene, while tall pine trees frame the structure. A welcoming sign is visible nearby, enhancing the cabin's rustic charm.

Cabin in Lead

4.97 out of 5 average rating, 98 reviews

Moonlight Pines-Happy Little Cabin

Moonlight Pines (n.) a place where memories are made. Hello, we are so happy you’re here! Relax, unwind, + consume all the beauty + positive energy our space offers. Steps away from trails + slopes, have fun exploring our beautiful backyard knowing a cozy fire, a game of backgammon, a glass of wine, + a soak in the hot tub await (#hygge)! Connect with the peacefulness of nature and, of course, enjoy the moonlight shining down on all the pines!

Top Guest favourite

A spacious cabin is set amidst oak trees, featuring a large covered porch with seating. A fire pit area with multiple chairs is positioned in the foreground, surrounded by natural scenery. The well-maintained yard leads to a tranquil view of the wooded surroundings.

Cabin in Keystone

4.96 out of 5 average rating, 24 reviews

The Oak Grove Cabin

Welcome to the Oak Grove Cabin. This 3 bedroom/2 bath cabin is set apart and surrounded by oak trees. With multiple gathering areas there's enough room for the whole family to be together. Take a deep breath of fresh air and listen to the water run down the stream on this 8 acre property surrounded by National Forest. You will feel complete peace while also being minutes away from Mt Rushmore (2.4 miles) and Custer State Park (15 mins)