Family-friendly vacation rentals in West Pennington

Find and book unique family-friendly homes on Airbnb

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Popular amenities for West Pennington family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
The exterior porch showcases decorative wooden columns and a covered area with a view of the surrounding hills. A well-maintained lawn and shrubbery frame the space, while a single chair offers a spot to relax. Natural light enhances the inviting atmosphere.
Cottage in Deadwood
4.74 out of 5 average rating, 57 reviews

Wild Bill Cottage at First Deadwood Cottages

RavenRating, 5 stars2 months ago
Wayne’s place is charming and cozy and comfortable. Loved the decor and old west Deadwood photos and feel. We enjoyed the at home feeling. We had a great experience! Can’t wait to go back
Guest favorite
A spacious living area features high wooden ceilings and large windows that welcome natural light. Comfortable seating arrangements, including a pair of armchairs, are positioned around a stone fireplace. Indoor plants add a touch of greenery, while a large rug centers the room, enhancing its cozy ambiance.
Chalet in Deadwood
4.95 out of 5 average rating, 83 reviews

Gold Dust Manor-beauty, serenity, privacy for all

TrinityRating, 5 stars1 month ago
Randy was so very kind and made our special weekend a breeze. Thank you !
The home is nestled among tall trees on a hillside, featuring multiple decks with black railings. A stone chimney extends from the roof, and large windows enhance the structure's facade, creating a connection with the surrounding natural landscape.
Cabin in Rapid City
4.84 out of 5 average rating, 32 reviews

The Ponderosa Nestled in the Pines

KimberlyRating, 5 stars1 week ago
The house was very comfortable base camp in the mountains. Loved the hot tub! It was extremely well stocked for cooking and had basic cooking supplies (flour, oil, sugar, coffee, lots of spices, etc.) Was perfect for our vacation!
Superhost
The exterior of a southwestern-style log cabin is shown, featuring a wide front porch with two wooden chairs and hanging flower baskets. A bicycle is leaned against the cabin, and a gravel pathway leads to the entrance, surrounded by green lawn.
Cabin in Hermosa
5 out of 5 average rating, 5 reviews

Peaceful Cabin

Chris And JenRating, 5 stars36 months ago
Paula and her family are wonderful hosts. They stay in the small home on property and you really don’t even know they are there. Paula shows the best amount hospitality. Stella ,their dog is the sweetest. They keep her on their part of the property. The cabin is one of the cleanest airbnbs I’ve stayed in. Paula keeps a fully supplied kitchen with all you would need, if you like to cook your own meals. There’s a little ‘echo’ for playing your favorite music. Out in the backyard is a great hot tub. Privacy and having a peaceful experience is their M.O. We certainly had a peaceful and private experience. Paula makes great recommendations for anywhere you’d like to go from sight seeing & hiking to meals out. We went to the best coffee place in town on her recommendation and had to go everyday from the first time on. We went everyday for 1 week. It was the Hermosa Coffee house. The owner is super hospitable, she works with her daughters. She makes her own pastry. The maple bacon cinnamon roll is the best! The coffee is superb. Back to the house, the backyard is where we spent mornings reading and nights star gazing. The cabin is also central to lots of great South Dakota highlights, Custer state park, Mount Rushmore, the badlands, keystone, rock hunting, and downtown Custer. We would definitely stay again. We found South Dakota to take pride in being caring for others and hospitable. We loved our vacation. We loved our stay in Paula’s family cabin.
Guest favorite
A scenic view of the cabin’s porch extends towards a peaceful pond surrounded by trees. Native stones create a pathway leading to the water's edge, while green grass complements the natural landscape. The tranquil setting invites relaxation and connection with nature.
Cabin in Sturgis
4.92 out of 5 average rating, 95 reviews

Quiet cabin off the beaten path

RachelRating, 5 stars2 weeks ago
The house was beautiful! We had a lot of privacy and tons of space! The house was easy to find and had all the amenities and Utensils you would need to cook a nice meal! The kids especially liked the game room in the basement and having access to all the bikes! We really enjoyed our time there! Highly recommend!
A handcrafted log and rock cabin is nestled beside a snow-covered creek, surrounded by winter's pristine landscape. The architecture features a charming A-frame roof and large windows, with snow blanketing the ground. The serene scene is complemented by distant trees in a winter setting.
Cabin in Hill City
4.91 out of 5 average rating, 43 reviews

Cabin Nestled in the Hills

LisaRating, 5 stars12 months ago
We had so much fun on our Black Hills adventure. We loved that the location of this cabin was so close to all the main destinations. The kids had a blast playing in the creek and spotting deer. The home worked perfectly for what we needed. Thank you!
Guest favorite
A spacious bedroom features a large bed with soft bedding and decorative pillows. A ceiling fan hangs above, and light filters in through a large window with a cozy reading nook nearby. A nightstand and dresser add functional warmth to the room.
Home in Lead
4.95 out of 5 average rating, 74 reviews

Amazing Views of the Black Hills

ShaniaRating, 5 stars5 days ago
Beautiful view! Lots of deer came right through the yard which the kids loved. The house was fully stocked and felt like a home away from home! Hot tub was an added bonus for the cool nights! Would definitely recommend this home for visitors needing extra trailer, ATV/UTV parking! Plenty of space and close to trails!
Guest favorite
A two-story wooden house is set against a backdrop of rolling hills and a clear sky. The structure features a spacious deck with railings, surrounded by trees. A snowy landscape is visible at the base, enhancing the home's rustic appeal.
Home in Deadwood
4.95 out of 5 average rating, 77 reviews

Nugget Gulch Mining Shack

DerekRating, 5 stars3 weeks ago
Fantastic cabin! Great private place for your getaway. Scenery is wonderful. Beds are comfy & plenty of space for a decent sized group.

Family- and pet-friendly home rentals

Top guest favorite
The open-concept living area showcases a floor-to-ceiling brick wall, complemented by polished concrete floors and exposed beams. A leather full sleeper sofa faces a television and remote-controlled fireplace. Two bicycles are mounted on the wall, providing convenient storage.
Apartment in Rapid City
4.97 out of 5 average rating, 353 reviews

Modern, Urban, Downtown Apartment - Historic

ElaineRating, 5 stars6 days ago
We enjoyed staying at Richard’s place very much. Walking just a block or two, we couple choose from a wide variety of restaurants, cafes, and drink options in the historic downtown. The Journey Museum is less than a mile away, easily walked, and we enjoyed the overview of geological and cultural history there. It was an easy drive to the Custer State park, Wind Rock, Mt Rushmore, and the Crazy Horse Memorial from Rapid City, plus other towns nearby. A great central location for exploring the area - we would stay here again!
Superhost
A cozy living space features a dark leather sectional couch and a wooden coffee table. A dining table with black chairs is situated nearby. Natural light filters through sheer curtains, illuminating the room's wooden flooring. A fireplace serves as a focal point, enhancing the inviting ambiance.
Home in Deadwood
4.86 out of 5 average rating, 295 reviews

Historic Creekside Home Dwtn Deadwood w/ Hot Tub

KinsleyRating, 5 stars3 weeks ago
This place is great if you have a bigger group staying in deadwood! It is in a great location and everything we wanted to do was a very short distance! It also was far enough off the main drag to be nice and peaceful.
Guest favorite
A rustic cabin is nestled among tall trees, displaying a stone facade and a green roof. The surrounding grassy area creates an inviting outdoor space. A gravel driveway leads to an adjacent structure, enhancing accessibility to the property.
Cabin in Hill City
4.86 out of 5 average rating, 96 reviews

Black Hills Get-Away

RachaelRating, 5 stars1 week ago
The host provided detailed directions for finding this cabin which was helpful since it is in a pretty remote location. I would definitely recommend taking the route that has you driving on 3 miles of gravel road and not 11 miles. The woods were beautiful, and we were able to find a nice hiking trail very close by. The yard was also great and the dogs had a great time running around.
Top guest favorite
A serene outdoor seating area is framed by greenery, featuring two wooden chairs with cushions facing a small glass table. Potted chrysanthemums add a touch of color. A relaxed pet is seen resting on the grass nearby, enhancing the peaceful ambiance of the space.
Home in Spearfish
4.98 out of 5 average rating, 259 reviews

Falsebottom Hide-away

JanealRating, 5 stars4 days ago
Best place we've ever stayed. The kids had fun playing in the stream and enjoyed the games while my husband and i either joined them or lounged on the back deck. It was nice to have a good, clean place to cook and the grill was helpful. The rooms were well thought out for the space, and it was nice to have a window AC unit in each room, though we stayed when we only really needed them one day, most of the days open windows with a breeze was perfect. The dog was in heaven, and even wanted to become an outside dog instead of staying an inside dog. Instructions were great and they had some nice personal touches. The place was clean and in good working order. It was a a good spot for being close to cool things to do and see without being in the middle of crazy. It was such a beautiful, peaceful place. We'd definitely come back and stay here again.
Top guest favorite
A single-story house with a neutral exterior is framed by a well-maintained lawn and decorative flower beds. A front porch with steps leads to the main entrance, featuring a white door and large window, while the surrounding landscape is dotted with greenery.
Home in Rapid City
4.94 out of 5 average rating, 528 reviews

Rapid City Black Hills Westside Home 1

RyanRating, 5 stars1 week ago
This was our second time staying at Kyndra's house we love it and are hoping to stay at it next year. Also her range of DVDs were awesome.
Top guest favorite
The exterior of a contemporary studio showcases natural wood siding complemented by sleek, metal accents. Large glass doors provide a view into the interior, while warm lighting illuminates the structure. A comfortable rocking chair is positioned on the porch, enhancing the inviting outdoor space.
Tiny home in Rapid City
4.98 out of 5 average rating, 236 reviews

Bale & Butterfly Bungalow

BaileyRating, 5 stars3 weeks ago
My wife and I greatly enjoyed Scott & Soren's tiny house! It is located just outside the city, and we found the location very peaceful and relaxing while still being convenient. We thoroughly enjoyed the eclectic, DIY design and décor - you can feel the passion that went into curating the space. I also want to recognize how kind and helpful Scott was during our stay. He had the wood stove going prior to our arrival, which was perfect for the rainy weather. I ended up leaving a hoodie (which has sentimental value to me), and Scott offered to mail it to me without hesitation! Truly a great Airbnb and experience!
Guest favorite
An 18-foot tipi is positioned in an open grassy area, framed by dark trees. The sky is painted with vibrant colors as the sun sets in the background, casting a warm glow. The clouds create a dramatic backdrop to the peaceful scene.
Tent in Spearfish
4.96 out of 5 average rating, 329 reviews

Charming Tipi

MikeRating, 5 stars9 months ago
Great experience to sleep in a Tipi. We even woke up and saw a couple deer as we got out of the Tipi. The best part of the stay was the host who was so helpful and friendly. We received some great suggestions from the host on what we could see on our drive. Very helpful.
Guest favorite
The exterior of a historic Victorian house is showcased, featuring a combination of light-colored siding and dark trim. A wrap-around porch with Adirondack chairs invites relaxation, surrounded by well-maintained greenery. The structure boasts multiple gabled roofs and large windows, contributing to its stately presence.
Home in Spearfish
4.85 out of 5 average rating, 170 reviews

Historic Registry Victorian in Perfect Location!

DryeannRating, 5 stars1 month ago
Beautiful stay and location, our party throughly enjoyed the house!

Family-friendly home rentals with a pool

Top guest favorite
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.
Cabin in Lead
4.86 out of 5 average rating, 86 reviews

Little Badger Lodge

SarahRating, 5 stars1 month ago
This was an amazing place! Beautiful location in the Black Hills! We were just a few minutes away from dining and entertainment. The view from the cabin and deck is breathtaking!
Superhost
A spacious three-level cabin surrounded by trees, featuring multiple covered decks with wooden railings. A fire pit is located in the foreground, surrounded by scattered stones and natural landscaping, highlighting the peaceful outdoor setting.
Cabin in Lead
4.84 out of 5 average rating, 19 reviews

Raven`s Ridge

AngelaRating, 5 stars3 weeks ago
This was such a beautiful cabin! It matched the pictures perfectly. Raven's Ridge was very clean and decorated very nicely. There were plenty of dishes, cooking pans and utensils. The propane grill could use some updates, but we made it work and were thankful for it. There weren't any issues with the hot water and there were five of us. We enjoyed the hot tub, shuffleboard table and peaceful surroundings in the evenings. Raven's Ridge was perfect for our family. We hope to stay here again some day and will definitely recommend it!
Superhost
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.
Cabin in Lead
4.76 out of 5 average rating, 59 reviews

Gunstock Lodge

JessieRating, 5 stars2 weeks ago
Spacious and comfortable location for northern Black Hills activities.
Superhost
The cabin exterior is surrounded by trees, set against a clear night sky filled with stars. Soft lighting highlights the entrance and windows, while lush green grass frames the structure, creating a serene natural setting.
Home in Lead
4.78 out of 5 average rating, 74 reviews

Big Bear Lodge

AngelaRating, 5 stars8 months ago
Beautiful scenery, very nice neighborhood. Quiet, but not secluded.
Superhost
A charming cabin exterior features a combination of wood and stone elements. Double garage doors, framed by earthy tones, complement the gabled roof. The setting is surrounded by tall trees under a clear blue sky, suggesting a serene retreat in nature.
Cabin in Lead
4.74 out of 5 average rating, 31 reviews

Foote Creek Lodge

AngelinaRating, 5 stars10 months ago
WOW! So beautifully decorated, the two decks were clean and had amazing view. inside was clean and well lit, comfortable. lots of games and area to spread out. Awesome for entire family. Parking was spacious, and the pool-lodge area was fun.
Superhost
The cabin exterior features a welcoming porch adorned with rocking chairs, surrounded by lush greenery and tall trees. The wooden structure is complemented by a metal roof, and the inviting facade showcases large windows allowing natural light to fill the interior.
Cabin in Lead
4.5 out of 5 average rating, 48 reviews

Mercantile Cabin

JordanRating, 5 stars9 months ago
Great little cabin, very good resteraunts and things to do within minutes, overall in a good location. Would book again 10/10
Guest favorite
The cabin is nestled among tall pine trees, showcasing a rustic wooden facade. A covered porch with rocking chairs invites relaxation, while a gravel pathway leads to the entrance. Windows are framed by natural materials, complementing the outdoor setting.
Cabin in Lead
4.83 out of 5 average rating, 53 reviews

Great Escape - shared pool

Eli WayneRating, 5 stars1 month ago
Great place to stay had a lot of fun
Superhost
The single-story home features a wooden exterior with multiple windows allowing natural light. A small tree and decorative wagon are placed in the front yard. The concrete walkway leads to the entrance, which is marked by a sign. A gentle slope of landscape is visible in the background.
Home in Hill City
4.68 out of 5 average rating, 22 reviews

Rocky Cliff - Black Hills

AmandaRating, 5 stars3 weeks ago
We loved our stay in Hill City! The house was cute and clean with a little backyard for our small dog. We even had deer visit us every night! It is walkable to town and very close to the best food at Alpine Inn. We would definitely stay here again!

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