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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.

4.97 out of 5 average rating, 33 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 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.

Guest house in Rapid City

4.91 out of 5 average rating, 694 reviews

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!

The kitchen area features modern cabinetry with a brown finish, complemented by a white marble countertop. Stainless steel appliances, including a refrigerator and oven, are clearly visible. A coffee maker, canister set, and sink are positioned on the countertop, enhancing functionality.

Flat in Rapid City

4.88 out of 5 average rating, 26 reviews

Red Rock Private One Bedroom Apartment

Enjoy your stay in the beautiful Black Hills in our fully furnished, private one bedroom apartment! Comfortable queen size bed with fresh linens, blankets, & pillows. Tub & shower and full size washer and dryer in the bathroom. Kitchen has a full size refrigerator, flat top electric stove, built-in microwave, & dishwasher! Plates, cups, silverware, pots, pans, & cooking utensils are also available for your use. Living room has TV, full size pull- out bed in couch, & bar area for dining.

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.

4.93 out of 5 average rating, 42 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, 142 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!

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.

Apartment in Lead

5 out of 5 average rating, 90 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

Top guest favourite

The cabin's exterior features a mix of rustic wood paneling and modern siding. A welcoming sign reading 'On The Rocks' is positioned among natural stone landscaping. Tall trees add to the serene setting, while warm lights illuminate the home against a colorful sunset.

5 out of 5 average rating, 6 reviews

TrlrParking*KingEnsuite*ATVTrails*Garage*HotTub

Fall 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!

The home features a single-story brick façade with a well-maintained front yard. A two-car garage is visible on the right, while large windows provide glimpses of the interior. The driveway leads up to the house, bordered by a neat gravel edge.

Home in Rapid City

4.82 out of 5 average rating, 109 reviews

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

Beautiful home in a residential neighborhood on the West Side of Rapid City. Perfect for families and gatherings. You will have access to a two car garage, above ground pool, trampoline, large outdoor deck, fire pit, and a grill that’s available when the weather permits. The house is almost 80 years old and there are some features that are still from the 50s and we like those. We don't plan on changing them so if you're looking for a totally updated house this house might not be for you.

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.

Apartment in North Lawrence

5 out of 5 average rating, 21 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.

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.

4.97 out of 5 average rating, 95 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!

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

4.95 out of 5 average rating, 19 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)

A view shows several rustic cabins arranged around a grassy area, surrounded by trees. A sign indicates pony rides nearby. Fencing encloses the site, enhancing a sense of openness. The horizon features gently rolling hills, contributing to the serene setting.

Cabin in Hill City

4.83 out of 5 average rating, 139 reviews

High Country Guest Ranch - #25 Rodeo

Camping Cabins are perfect for a quick get-a-way for smaller families of 5-6 people! There is a large shared firepit to enjoy!!! Bedding and towels are provided. Cooking supplies, plates and cups are not provided! Come enjoy the small cabin feel in the middle of The Black Hills without breaking the bank! Little to No internet but the store has internet you can use!!

Popular amenities for Deadwood rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Guest favourite

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, 43 reviews

Crescent Moon Retreat

Top guest favourite

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, 11 reviews

Cozy T Cabin at Powderhouse Pass

Guest favourite

An open-concept living area features large windows that invite natural light and provide views of the surrounding trees. Comfortable seating is arranged around a coffee table on a warm area rug. A dining space with bar seating is visible in the background.

4.89 out of 5 average rating, 46 reviews

Blackwoods Retreat in Powder House Pass w/Hot tub

Guest favourite

An open-concept living area features a spacious sectional sofa facing a modern fireplace. Large windows allow for ample natural light and offer views of the surrounding trees. The kitchen, equipped with contemporary appliances, is positioned in the background, enhancing the inviting atmosphere.

4.96 out of 5 average rating, 51 reviews

Timber Trails: Pet-Friendly Haven for Adventurers

A modern two-story home stands with a unique architectural design, featuring a combination of horizontal and vertical lines. The garage has large, contemporary doors, and the surrounding landscape includes a gravel driveway and pine trees, contributing to a peaceful, natural setting.

4.89 out of 5 average rating, 35 reviews

The Sweet Life

A charming loft space features a shuffleboard table and an arcade game machine, complemented by a cozy seating area with a sofa. Natural light floods in through the skylight and large windows, while a rustic decorative mount adds character to the room.

4.82 out of 5 average rating, 11 reviews

Blackhorn-Lodge

Guest favourite

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.

4.94 out of 5 average rating, 48 reviews

Valley Vista Retreat - New 5BR Cabin

Guest favourite

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.

4.92 out of 5 average rating, 36 reviews

Kickback Shack, Black Hills, Ski, UTV Parking+

Apartment rentals with a pool

Guest favourite

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.

Apartment in Lead

4.9 out of 5 average rating, 80 reviews

Roomy Condo on the Mountain

Guest favourite

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.

Apartment in Lead

5 out of 5 average rating, 5 reviews

Remodeled Condo at Terry Peak SD

An indoor heated pool is centered within a spacious area, with landscaping elements around the edges. Adjacent hot tubs provide additional relaxation options, while large windows allow natural light to illuminate the space. The setting promotes a calm atmosphere for enjoyment and leisure.

Apartment in Lead

5 out of 5 average rating, 3 reviews

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

A cozy living area features a brown leather sofa adorned with patterned cushions. A matching ottoman sits in front of the sofa. A wooden kitchenette is visible in the background, complete with bar stools, a microwave, and essential cooking appliances.

Apartment in Lead

4.75 out of 5 average rating, 4 reviews

A8- Bright lodge feel 1bd/1ba walk to ski, w/ view

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.

Apartment in Lead

5 out of 5 average rating, 3 reviews

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

An indoor heated pool is prominently featured, surrounded by a smooth deck. Hot tubs are located nearby, creating spaces for relaxation. Large windows allow natural light to fill the area, enhancing the inviting atmosphere of the recreational facility.

Apartment in Lead

4.25 out of 5 average rating, 8 reviews

B5 NEW* 1bd/1ba modern Mt. vibe, walk to ski, pool

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.

Apartment in Lead

4.82 out of 5 average rating, 11 reviews

B3 classy updated 1bd/1ba, walk to ski, w/ pool

A large sundeck is depicted, featuring a round table surrounded by six black metal chairs. Two picnic tables are positioned nearby, accommodating outdoor gatherings. A scenic view of green hills and nearby lodges enhances the outdoor space.

Apartment in Lead

5 out of 5 average rating, 7 reviews

B12 Original woodsy 2bd/2ba, walk to ski, hot tubs

Other holiday rentals with a pool

Guest favourite

The three-story cabin is constructed with natural wood and large windows, set in a snowy landscape. Multiple decks showcase the exterior, surrounded by tall pine trees. An exterior staircase leads to the upper levels, providing access to spacious outdoor areas.

4.85 out of 5 average rating, 92 reviews

Little Badger Lodge

Top guest favourite

This exterior view of the lodge reveals a spacious two-story structure with large windows that allow natural light. A deck is visible, equipped with seating and barbecue grills. The surrounding landscape features trees and well-maintained outdoor spaces.

5 out of 5 average rating, 15 reviews

Overlook Trailhead Lodge

A well-appointed interior features wooden paneling and a cozy layout. A spacious bed with a colorful quilt is complemented by a futon and an air-conditioning unit. Natural light enters through large doors leading to an outdoor area, enhancing the inviting atmosphere of the suite.

Cabin in Rapid City

4.91 out of 5 average rating, 58 reviews

Mountain View Suite near Mount Rushmore in the Bla

The exterior of the cabin showcases a two-story design with wooden beams and a spacious wrap-around deck. Large picture windows allow for natural light, while the surrounding natural landscape features tall pine trees. A gravel area provides access to the entrance.

4.77 out of 5 average rating, 62 reviews

Gunstock Lodge

Guest favourite

An open living space features a stone fireplace beneath a large wall-mounted TV, complemented by stylish seating arrangements. A blend of textures is presented through patterned chairs and a wooden table. Natural light enters through nearby windows, enhancing the inviting ambiance.

4.93 out of 5 average rating, 86 reviews

Spacious 5 Bed 4 Bath, Hot Tub, Arcade, Paved Road

A rustic cabin exterior is framed by tall trees, showcasing wooden siding and metal roofing. An inviting wrap-around deck is present, featuring a sheltered area for seating. The natural landscape provides a serene backdrop, while the structure integrates harmoniously with its surroundings.

4.78 out of 5 average rating, 9 reviews

Cash`s Sluice Cabin

Guest favourite

A spacious living area features large windows that offer views of surrounding trees. A comfortable sectional sofa is positioned in front of a wall-mounted TV and electric fireplace. An adjacent dining area is furnished with a table and multiple chairs, enhancing the open design.

4.89 out of 5 average rating, 37 reviews

Sunset Ridge - Beautiful Powderhouse Pass with Clu

Guest favourite

A modern three-story home showcases rustic wooden accents and a mix of horizontal and vertical siding. The front entrance features a spacious deck with railings, overlooking a paved driveway that leads to two garage doors. Surrounding pine trees contribute to a serene atmosphere.

4.97 out of 5 average rating, 29 reviews

Grand View Lodge

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