Vacation rentals with a pool in Deadwood

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.

4.95 out of 5 average rating, 21 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

4.91 out of 5 average rating, 680 reviews

A scenic view of rolling hills and dense tree cover is captured from the outdoor patio area. Lush green grass and a variety of shrubs provide a natural border, while an expansive sky with scattered clouds completes the tranquil landscape.

Guesthouse in Rapid City

Priceless Black Hills View!

No cleaning fees Pool and Rec facilities, seasonal Two Large Furnished Bedrooms w/ new Queen Beds Large living room with new sofa sleeper Newly remodeled bathroom 65'' UHD Smart TV, Dish DVR and Bluray 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!

An outdoor pool is surrounded by a spacious deck featuring numerous lounge chairs. Tall trees provide a natural backdrop, enhancing the serene setting. The clear blue water reflects the sky, creating a calming atmosphere for relaxation.

4.93 out of 5 average rating, 28 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.

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.

5 out of 5 average rating, 75 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

The exterior of the modern two-story cabin is showcased, featuring a sleek gray facade. A spacious gravel driveway can accommodate multiple vehicles, surrounded by tall trees and patches of snow. The serene setting emphasizes a connection to nature.

5 out of 5 average rating, 38 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.

4.96 out of 5 average rating, 80 reviews

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

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!

5 out of 5 average rating, 128 reviews

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

Private Pool! Great Rapid City Location!

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!

4.88 out of 5 average rating, 56 reviews

A spacious living area features a rustic stone fireplace, flanked by comfortable seating arrangements. Large windows allow natural light to brighten the space, while wooden beams and flooring add warmth and character to the room.

Cabin in Lead

Welcome to Iron Horse Cabin

Located near Terry Peak & Deadwood.Quiet ATV/UTV friendly community located on a paved road with parking for up to 3 trucks with 3 trailers or 6 vehicles. The Iron Horse Cabin is in the Gilded Mountain Community & in additional to a private hot tub, Guests have access to a shared salt water pool (heated year-round!), 2 additional hot tubs, exercise room, pool table, sauna & a large space for gatherings at the Community's Clubhouse.

4.95 out of 5 average rating, 76 reviews

An aerial view of a spacious living area showcases large windows that invite natural light, framed by a rustic stone accent wall. A modern fireplace is positioned beside a comfortable seating arrangement, with a dining table visible nearby, emphasizing an open layout.

Cabin in Lead

Huge Windows! Modern Powderhouse Pass Home

Welcome to the Dancing Clouds Lodge! This modern new 4 bedroom, 3 bathroom cabin built in the highly regarded Powder House Pass Development is a great place to spend a vacation! Complete with hot tub, open family room, large deck, garage access, paved roads and access to the community clubhouse that features a pool.

Vacation rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Apartments

Convenient locations with everyday essentials

Houses

A space thats all yours, with room for everyone

Popular amenities for Deadwood rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

The cabin features a two-story structure with a natural wood exterior and an A-frame design. A spacious wraparound deck is adorned with a US flag, and large windows provide views of the surrounding pines and rolling hills.

Home in Keystone

4.69 out of 5 average rating, 113 reviews

Views of Mt Rushmore, Private Hot Tub!

EmilyRating, 5 stars1 week ago

Excellent location for exploring the Black Hills! It was the perfect rental for a family!

An open-concept living area features a modern fireplace and a ceiling fan. Large windows allow natural light to fill the space, highlighting the warm wood accents and sleek furnishings. A dining set is positioned near the staircase, and a cozy seating area invites relaxation.

5 out of 5 average rating, 9 reviews

Cozy T Cabin at Powderhouse Pass

RozaRating, 5 stars2 weeks ago

Beautiful home the pictures on the web don’t do justice :). It’s cozy, clean, well thought out home with all the needed amenities. It is a gorgeous home in a beautiful private gateway. We definitely plan to come back and rent it again! By far one of the best airbnb we stayed.

4.82 out of 5 average rating, 100 reviews

A spacious backyard features an above ground pool surrounded by an open grassy area. A trampoline is positioned nearby, and a fire pit is visible with several outdoor seating options, including a swing and colorful chairs, creating a welcoming outdoor space.

Home in Rapid City

Pool, deck, fire pit, and trampoline!!!

AnnieRating, 5 stars2 months ago

We had a great stay! Amanda always responds quickly and even allowed my family who were arriving much earlier than us to have access a couple of hours before check in time. The house is cozy and in a quiet neighborhood close to pretty much everything. We would definitely stay there again especially when the pool is available to swim in.

The spacious living area showcases two comfortable gray sofas positioned around a wooden coffee table. Natural light floods the room, highlighting the open-concept layout and modern decor. A staircase leads to the upper level, while a dining area and kitchen are visible in the background.

4.9 out of 5 average rating, 40 reviews

Blackwoods Retreat in Powder House Pass w/Hot tub

GalenRating, 5 stars1 week ago

Second stay here, plan to stay again next year.

An aerial view captures the cabin and clubhouse nestled among snow-covered trees, with the winter landscape extending into the distance. A swimming pool is visible near the clubhouse, surrounded by snow, creating a serene atmosphere in the scenic Black Hills.

4.82 out of 5 average rating, 11 reviews

Blackhorn-Lodge

Matt And HeatherRating, 5 stars8 months ago

This was a beautiful cabin very close to Lead and Deadwood. It was off of a main road so it was mostly quiet. Not a lot of parking space but it worked well for vehicles with trailers. Easy check in with lockbox. The home was clean and looks just like the photos. Very spacious living area. Kitchen was well stocked with everything you need to cook/prepare meals. Neat decor made the cabin fit right in to the area. The beds and pillows were comfortable. The basement got quite chilly in the evenings and nights. We really enjoyed using the hot tub. It was nice to have a washer and dryer on location. We had great communication with the Renter. She always responded quicky. We were very thankful they let us extend our stay by 2 days when we decided to stay longer. We would absolutely stay here again!!

An open living area features a modern sectional sofa arranged around a coffee table. Large windows allow natural light to fill the space, while a television is mounted above a gas fireplace. Wood details and vaulted ceilings create a spacious and airy atmosphere.

4.93 out of 5 average rating, 41 reviews

Valley Vista Retreat - New 5BR Cabin

HoustonRating, 5 stars1 week ago

Nice house with plenty of sleeping space. Comfortable with hot tub, porch, community room, and other items. Only knock on it would be the lack of cooking materials if planning on big cookouts.

The exterior of a modern home features a combination of dark wood and stone accents. A spacious driveway leads to a three-car attached garage, flanked by pine trees. The two-story structure includes balconies and a welcoming entryway, all set against a natural wooded backdrop.

4.91 out of 5 average rating, 32 reviews

Kickback Shack, Powderhouse Pass, Black Hills, SD

AshleyRating, 5 stars4 months ago

The Kickback Shack was a great place to stay for a quick getaway to ride snowmobiles. House was super nice and love the location - easy access to trails, restaurants and town. Highly recommended!

The modern exterior of the home is highlighted by sleek lines and large windows, illuminated by soft outdoor lighting. A spacious driveway leads to an expansive garage, creating an inviting entrance surrounded by freshly fallen snow and natural landscaping.

5 out of 5 average rating, 9 reviews

Midnight Star

ShawnaRating, 5 stars2 weeks ago

We loved the house! It fit all of us perfectly. We saw rabbits and a deer right out the back door, so peaceful and relaxing. Would definitely stay again.

Show all

Condo rentals with a pool

A spacious living area is furnished with a large, comfortable sectional sofa and a recliner. A wooden coffee table is centered in front of the seating. In the background, a full kitchen with wooden cabinetry and dining space is visible, complemented by natural light from nearby windows.

5 out of 5 average rating, 3 reviews

Remodeled Condo at Terry Peak SD

JerryRating, 5 stars1 month ago

It's place is great. Beautiful scenery. Plenty of peace and quiet. Would definitely recommend..

A comfortable living area is highlighted by a light brown couch and armchair, adorned with plush dark pillows. A wooden coffee table with candles is centered in front of the seating, while the well-equipped kitchen is visible in the background.

4.9 out of 5 average rating, 67 reviews

Roomy Condo on the Mountain

EricaRating, 5 stars1 week ago

The stay was wonderful. Place was further out of town than expected but beautiful scenery and peaceful location. Very close to ski slopes if that is what you are there to do.

A comfortable living area features a brown leather sofa, two decorative pillows, and a plush area rug on the wooden floor. A chair with a built-in cup holder is situated nearby. Natural light is allowed in through a large window adorned with light curtains.

5 out of 5 average rating, 3 reviews

A3- Spacious 2bd/2ba condo w/ hot tub, walk to ski

BrandyRating, 5 stars23 months ago

beautiful location and lodg. it was perfect for our family to stay 2 bedrooms and baths. we spent the days at different attractions and then came home to a nice little space. no a/c, but it was always cool in the evening, so it was perfect. hot tubs were a great way to end the day. we stayed over the week of the 4th. it was just perfect.

5 out of 5 average rating, 11 reviews

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

Kindred Pines At Terry Peak

StocktonRating, 5 stars1 week ago

Quite enjoyed the space for our group. Lodge style building was ten to five minute drive from town and absolutely loved it.

A cozy seating area is presented with two wooden chairs and a plush rocking chair, providing comfortable spaces to relax. Natural light filters through a large window adorned with light curtains, while a small table with a lamp adds to the functionality of the space.

5 out of 5 average rating, 3 reviews

B2- classic ski vibe 1bd/1ba, walk to ski, w/ pool

AmyRating, 5 stars23 months ago

Perfect location for our stay and the room was clean. Easy access with the lock on the door and had everything we needed inside. The kitchen was fully stocked with dishes, pans, cups, appliances, and the bathroom shower was roomy and clean. The room was a little small for 2 people and our archery gear, and we went in the summer, so it was hot, even with the fans. I didn't look to see if there was A/C, so that was my fault. The bed was comfortable! There was a TV in the living room and bedroom, which was nice, even though we didn't use them, and the internet was quick and easy to connect to. It was a little noisy with kids running around upstairs and we being on the first floor, but by bed-time it got quiet. You can see the ski lodge from the room and it takes about 5 minutes to walk there! We would stay again, but maybe on an upper unit.

An open living space features a leather couch adorned with a patterned throw pillow. A dining table with four yellow chairs sits nearby, complemented by a kitchenette equipped with modern appliances. Large windows provide a view of the surrounding trees and natural light.

4.6 out of 5 average rating, 10 reviews

B15 Renovated Gem: 2bd/2ba +Pool w/Views, Walk2Ski

SheaRating, 5 stars9 months ago

Great condo in a beautiful location. The hot tubs and pool were great after a long day hiking around the Badlands and Black Hills. Would definitely stay here again!

A cozy bedroom is highlighted with a spacious bed dressed in a patterned blanket. Natural light filters in through a nearby window with dark curtains, and a bedside table supports a lamp, creating a serene atmosphere against the neutral-toned walls.