Vacation rentals with a pool in South Dakota

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, 22 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, 681 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!

4.87 out of 5 average rating, 23 reviews

A clear swimming pool is surrounded by a wooden fence and features a small waterfall in the background. Lounge chairs are positioned nearby, and tall trees provide a natural backdrop against the blue sky.

Cabin in Rapid City

Silver Moon Black Hills Cabin

Welcome to Silver Mountain Resort and Cabins. Silver Moon is one of seven cabins on our country property. Silver Moon Cabin includes 2 bedrooms with 1 queen bed each, plus a queen-size futon in the living room and 1 bathroom with stand up shower only. Perfect for a small family or 2 couples. The apartment-size kitchen is fully equipped with everything you need. The cabin is air-conditioned, but don't forget to enjoy fresh air on the private porch with gas grill and a picnic table, which looks

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

5 out of 5 average rating, 3 reviews

A dark wooden structure is nestled among tall trees, with a spacious deck leading to the entrance. An outdoor seating area is visible, positioned on well-maintained grass. A circular fire pit is present nearby, creating a comfortable space for outdoor gatherings.

Cabin in Keystone

The Golden Nugget Cabin

2.5 Miles to Mt Rushmore Escape to the cozy charm of the Golden Nugget. This studio provides the perfect blend of comfort and convenience, featuring a king-sized bed elevated above a living area. The kitchenette comes fully equipped making it easy to feel right at home. Step outside to enjoy the serene surroundings from the covered deck, complete with a private gas grill and fire pit – ideal for evenings spent under the stars. It's the perfect place to unwind and create lasting memories.

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.

4.88 out of 5 average rating, 121 reviews

Cabin in Lead

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.

4.96 out of 5 average rating, 81 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, 129 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!

4.97 out of 5 average rating, 154 reviews

A tranquil view of an inviting swimming pool reflects the evening sky, with lush green fields extending into the distance. The surrounding area features a well-kept lawn and trees, creating a peaceful outdoor atmosphere.

Guest suite in Hayti

Salt and Light Retreat~ Overnight Stays - rural SD

Relax and get away from it all! A place to Literally UNPLUG from the world! A bit of a drive out, enjoying the farmlands you will find our Salt and Light Retreat for overnight stays. Private entry, garage parking, clean and comfy! Complimentary breakfast & full time coffee bar available We are not allowing pets at this time. Perhaps kenneled hunting dogs may work out Fishing trip? Boat parking available

4.91 out of 5 average rating, 32 reviews

A vintage framed album cover features a prominent image of a man in a suit, alongside bold colors of red and yellow. The title 'Greatest! Johnny Cash' is displayed prominently, evoking a classic music era. The composition is enhanced by a decorative border, enriching the nostalgic theme.

Apartment in Custer

NEW Johnny Cash on Main Walk to Downtown

Looking for the perfect downtown spot? Check out this vintage-style apartment with modern amenities! Sit back and relax as you're transported to 1968 with a Johnny Cash vibe. Conveniently located off Main Street in Custer, it's just steps away from grocery stores and coffee shops - plus plenty of parking nearby on the parade route. Feel like home (and hear some classic tunes) at our place!

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Chalets

Adventure-ready homes with après-ski style

Apartments

Convenient locations with everyday essentials

Popular amenities for South Dakota rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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.

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.

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.

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 stars2 weeks 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, 33 reviews

Kickback Shack, Powderhouse Pass, Black Hills, SD

MorganRating, 5 stars1 day ago

We loved our time at the Kickback Shack!! Beautiful home in a convenient location, perfect for our group of 11. Brad was super responsive and helpful when we had questions. 10/10 would recommend!

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.

4.83 out of 5 average rating, 30 reviews

Home in Custer

Wind Dance Lodge w/ HOT TUB Large Shop garage

AnneRating, 5 stars1 month ago

We had a wonderful stay in this home. There were plenty of bedrooms and bathrooms for our group, a nice living/dining/kitchen area and a wonderful hot tub to use. Everything was comfortable and clean and it was in a great location for all of our various adventures to different parks in the area. Would highly recommend!

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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 spacious living area is highlighted by large windows offering views of the lake. A comfortable sofa with decorative pillows faces a modern television mounted above a stone fireplace. A cozy armchair and a woven coffee table complete the inviting seating arrangement.

Condo in Watertown

4.88 out of 5 average rating, 8 reviews

Waterfront Watertown Condo w/ Patio & Pool Access!

StuartRating, 5 stars12 months ago

This beautiful space was perfect for us, our 2 married children & mother-in-law as we were in town for a birthday party & to gather as a family. The outdoor space was wonderful even when it was raining & the sunsets spectacular. We did get a couple opportunities to enjoy the pool & hot tub between rain storms & we made great memories just spending time in this well designed space. Would love the opportunity to stay again.

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.

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 stars2 weeks ago

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

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!

4.9 out of 5 average rating, 10 reviews

The exterior of the coastal condo is shown, with a large multi-story building overlooking the water. Lush greenery surrounds the property, while a pathway leads to a dock. The calm blue water reflects the clear sky, enhancing the serene setting.

Condo in Watertown

Sweet Martini on Lake Kampeska

AmandaRating, 5 stars6 months ago

This is our third time staying at Sweet Martini. We absolutely love this unit. The decor is well done and feels very welcoming. Our family of 5 sleeps comfortably in the space. We typically have visited in the summer and have been able to utilize the pool and hot tub which is wonderful, but this time the cold kept us indoors. The views from the unit are still beautiful in the winter. I especially love sipping on coffee and watching the sunrise. This time we took advantage of the fitness room. Both mornings, we were the only ones there. The equipment was nice and had a good variety of machines. Not sure when we will get back to Watertown, but would definitely stay here again.

A spacious open-concept living area is highlighted by large windows offering lake views. A comfortable sectional sofa sits atop a neutral rug, complemented by small side tables. Contemporary kitchen surfaces are visible in the background, and natural light fills the room, creating an airy atmosphere.

Condo in Watertown

Luxury Lakefront Condo w/ Private Hot Tub & Sauna

JordynRating, 5 stars1 week ago

It was the perfect place for our family. We had all the amenities and more! Very nice place & a beautiful location.

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.