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

A renovated cabin is situated among tall pine trees, showcasing a warm exterior with a stone foundation. A pathway with steps leads from the foreground to the cabin, framed by a grassy area. The surrounding landscape features natural wooded scenery.
Cabin in Rapid City
4.75 out of 5 average rating, 52 reviews

Miners Cabin with Hot Tub and Privacy in the Pines

Roger BruceRating, 5 stars12 months ago
Miners Cabin was a very nice place. It had beautiful scenery, it was peaceful and relaxing after a day if sightseeing in the local tourist areas and enjoyed seeing wildlife while staying there. The hot tub was a great for the grandkids and adults as well. Really enjoyed our stay.
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
Top 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, 31 reviews

The Ponderosa Nestled in the Pines

AliRating, 5 stars5 months ago
We spent New Year's at Julie’s cabin, and it was a wonderful experience. The cabin was very clean, and Julie, the host, was incredibly responsive to our requests, even when I asked her a late-night question on our first night. Overall, I really enjoyed my stay and would definitely recommend this place to my friends.
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
4.91 out of 5 average rating, 93 reviews

Quiet cabin off the beaten path

HaleyRating, 5 stars2 weeks ago
This was our second stay at this cabin and it didn't disappoint. Clean, cozy and great for a group.
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, 73 reviews

Amazing Views of the Black Hills

MarkRating, 5 stars10 months ago
The house was as described and had everything we needed for a comfortable stay. The kitchen was well stocked with all the equipment we needed. The views were amazing and we saw a few deer wandering around, too. We would definitely recommend - it was perfect for a group of six (3 adult couples), with room to spare!
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 stars2 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, 351 reviews

Modern, Urban, Downtown Apartment - Historic

MitchRating, 5 stars6 days ago
We absolutely loved staying at the apartment. It’s so convenient to everything downtown but more than that the place is just awesome. I feel like I could live here if I had regular trips to Rapid City. It’s just the perfect getaway. Beyond just being a really cool space it is very, very comfortable and we enjoyed staying every minute we were there. We rented it for three nights and it felt like home.
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 stars2 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.
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, 257 reviews

Falsebottom Hide-away

CathyRating, 5 stars6 days ago
There is nothing more relaxing for us than enjoying the sounds of the creek from the back deck and watching the deer and turkey on the hillside. That is why we booked this place. It was very well taken care of, very clean and the hosts are great! They were flexible, left us waters and snacks which we appreciated after a long day of travel. House had everything we needed to cook meals including some traditional condiments and cooking oils. We enjoyed the lovely property, the peacefulness and would definitely stay 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 stars3 days 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 stars2 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!
Top guest favorite
A dining area is shown with a wooden table set for four, adorned with a floral centerpiece. Two sets of glass doors lead to a well-maintained yard, allowing natural light to fill the space. A cozy atmosphere is created by the warm ceiling light.
Home in Belle Fourche
4.97 out of 5 average rating, 381 reviews

Maple Cottage

AbbyRating, 5 stars6 days ago
Ashley is the most thoughtful host! She went above and beyond to provide all the amenities we could want and more. The house was in the perfect location to walk our dogs and stretch our legs on our long road trip. We felt right at home and would highly recommend! 🐾🤍

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 stars2 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 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 stars7 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 stars9 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
Superhost
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.
Home in Lead
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!!
A two-story lodge is visible, featuring a reddish-brown exterior and a large garage door. Surrounding trees provide greenery. The entrance is grounded by a concrete driveway, promoting accessibility.
Home in Rapid City
4 out of 5 average rating, 4 reviews

Cattail Lodge at Canyon Lake Resort

DaleRating, 5 stars58 months ago
Awesome place with incredible views and the best hospitality from the hosts! Will definitely be back....
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

Destinations to explore