Family-friendly vacation rentals in Keystone

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Popular amenities for Keystone family-friendly rentals

Family-friendly home rentals with a hot tub

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
4.83 out of 5 average rating, 30 reviews

The Ponderosa Nestled in the Pines

AliRating, 5 stars3 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.
Cabin in Lead
4.88 out of 5 average rating, 17 reviews

Frontier at Wickiup Cabins

SeeRating, 5 stars8 months ago
the host was great to communicate with. very nice guy. very quiet community. great location. the bedsheets could be replace more often so it doesn't smell. The sauna broke down on us. besides that the place is great
Guest favorite
A wrap-around deck is visible, surrounded by lush greenery and colorful wildflowers. The view highlights rolling hills and expansive landscapes under a partly cloudy sky, creating a serene atmosphere for outdoor relaxation.
Home in Rapid City
4.95 out of 5 average rating, 188 reviews

A Quaint Escape with Luxury Jacuzzi Hot Tub

StephanieRating, 5 stars2 weeks ago
This is the second weekend we stayed at this house and we love it, the mornings on the deck watching the deer and turkeys is so peaceful. Hot tub at night was very enjoyable, hopefully we will back in the near future
Guest favorite
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 stars10 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
The exterior of a modern home is shown, nestled among tall trees on a hillside. The structure features wooden siding and a spacious deck visible, surrounded by greenery and natural landscaping. Sunlight filters through the trees, illuminating the surrounding area.
Home in Lead
4.95 out of 5 average rating, 73 reviews

Amazing Views of the Black Hills

MarkRating, 5 stars8 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
Home in Deadwood
4.96 out of 5 average rating, 75 reviews

Nugget Gulch Mining Shack

CrystalRating, 5 stars3 months ago
We took our large family here for our Christmas get together and it was PERFECT!! The layout accommodated our family PERFECTLY and the bar area was GREAT for our adult late night gatherings while the younger children were sleeping! The scenery was beautiful and felt very secluded....although it is only a few minutes from town! Scott was EXTREMELY responsive and helpful! We do these trips every year and this is DEFINITELY a place we would consider staying at again!
Guest favorite
The outdoor hot tub is positioned with a view of the surrounding greenery and tall trees, set against a backdrop of rolling mountains and clear blue skies.
Home in Spearfish
4.93 out of 5 average rating, 299 reviews

Jägerhaus - Mountain Lodge on Private Estate

JasonRating, 5 stars1 month ago
Absolutely a great place to stay, nice and secluded with a tremendous view!
A two-story colonial home features a white exterior with black accents. A covered porch provides seating, and a bright red door enhances the entrance. The driveway is visible, leading to a spacious two-car garage, framed by well-maintained landscaping and a clear blue sky above.
Home in Rapid City
5 out of 5 average rating, 5 reviews

Charming Rapid City Rally Rental

EvangelaRating, 5 stars20 months ago
Spacious home in quiet and peaceful neighborhood. Host was very responsive. Check in and out process was smooth.

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, 346 reviews

Modern, Urban, Downtown Apartment - Historic

JulieRating, 5 stars1 week ago
We love staying at Rick’s place when we’re in town. It’s clean well furnished and in a great location!
Superhost
A rustic wooden sign for Elk Haven Cabins is prominently displayed, surrounded by tall trees and grassy areas. The sign features the name 'Elk Haven Cabins' at the top, with space for additional information below.
Cabin in Custer
4.85 out of 5 average rating, 33 reviews

Elk Haven Vacation Cabins #2

DavidRating, 5 stars8 months ago
It was the 2 time staying in Custer during the rally. The 3 of us agreed it was the best. It was so comfortable and relaxing when we were at the cabin It was the best night sleep the beds are great!!! I would highly recommend the cabin & next time I hope to rent this place again!!!
Superhost
Home in Deadwood
4.86 out of 5 average rating, 292 reviews

Historic Creekside Home Dwtn Deadwood w/ Hot Tub

RachelRating, 5 stars3 weeks ago
It’s a nice little spot to stay and the trolly stops right by the house so easy to get places if you don’t want to walk.
Guest favorite
The exterior of a lakeside home is presented, featuring large glass windows that enhance natural light. A wooden deck with planters adorned with flowers is visible above, while the ground level shows a hot tub and a neatly manicured lawn. An American flag is gently displayed.
Chalet in Rapid City
4.83 out of 5 average rating, 41 reviews

4. Lakeside Rapid City Home With Views

JosephRating, 5 stars7 months ago
Thankyou for opening your hone to me. I felt very much at peace and at home there throughout my stay.
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, 254 reviews

Falsebottom Hide-away

ErinRating, 5 stars6 months ago
We loved staying at Anthony's place for a peaceful getaway while I did some off-site work and my spouse hiked and biked. Was a great place to bring our dog, too. Very pet-friendly. The place had everything we needed for our week and was very comfortable. Absolutely beautiful location and we enjoyed watching the wildlife in the area. Anthony's place is into the Black Hills just enough to be quiet and feel somewhat removed, but close enough for quick trips into Spearfish for food, coffee, and fun.
Guest favorite
A stylish tiny house on wheels features a contemporary design with metal siding and a bright yellow door. A small wooden staircase leads to the entrance. The house is set against a backdrop of trees and grass, reflecting a connection to nature.
Tiny home in Custer
4.91 out of 5 average rating, 298 reviews

Black Hills Rambler-Tiny House

PamRating, 5 stars6 months ago
We loved our stay in the tiny house. We fixed our breakfast and sat at the kitchen bar in front of the window and watched the wildlife. So relaxing. It was close to the main attractions. Kristi had a basket fixed for us with brochures of the many places to see. Would come back.
Top guest favorite
Natural light filters through large windows, illuminating a cozy studio space adorned with houseplants and wooden accents. A compact wood stove adds warmth, while a multifunctional table invites creativity. Comfortable seating is positioned for relaxation, offering a view of the surrounding landscape.
Tiny home in Rapid City
4.98 out of 5 average rating, 234 reviews

Bale & Butterfly Bungalow

LisaRating, 5 stars6 months ago
Everything about Scott's slice of heaven is fabulous! Words fail the mission of describing how very perfect it actually is so let me just say, if you are going to that area & do not stay at Bale & Butterfly, we cannot be friends. Thank you so very much for a wonderful place for ALL of us to enjoy. Blessings
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, 518 reviews

Rapid City Black Hills Westside Home 1

TinaRating, 5 stars2 weeks ago
Kyndra's Westside Home was perfect. Super clean and comfortable, had absolutely everything we needed (and appreciated the local coffee). We are traveling across country with our 2 pups and having a fenced back yard was a great plus for us. Close to groceries and restaurants. Highly recommend, this house is a 10/10.

Family-friendly home rentals with a pool

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
4.83 out of 5 average rating, 18 reviews

Raven`s Ridge

NeelyRating, 5 stars15 months ago
Great Cozy cabin. Kitchen has a nice selection of essentials supplies. May want to bring paper plates/cups if you have kids and don’t want to use glass dishes. Bring your own Hot Tub towels if larger then 5 are staying, if you would like everyone to have their own as they only supply enough for how many it holds. Clubhouse was great addition but the location is down the hill and around the corner, not adjacent/across the street. Be prepared for steep driveway and lots of stairs. Quick drive to town and Terry Peak.
Superhost
The cabin is surrounded by tall trees and features a welcoming outdoor deck area with seating. An inviting pool is visible within a fenced area, reflecting the blue sky above. A pathway leads towards the cabin, enhancing the serene setting.
Cabin in Lead
4.7 out of 5 average rating, 10 reviews

Alpine Escape

DavidRating, 5 stars12 months ago
Excellent value and totally as described/pictured! Communication was great and the electronic deadbolt worked easily. Beds and bedding were extremely comfortable. There were a couple nit-picky things that could have been better: Several dishes in the cabinets were clearly not washed, not a light in the place had a dimmer (we ended up unscrewing a bunch of bulbs to compensate), and the steam room in the clubhouse doesn't work (big bummer for me). But overall we had a great time and would recommend!
Superhost
Home in Lead
4.93 out of 5 average rating, 14 reviews

Cabin w/ 2 decks, Mtn Views & Community Amenities

ShariRating, 5 stars2 months ago
We had a great stay, the cabin was everything we expected it to be. It was very beautiful, the beds were comfortable, and very clean.
Superhost
Cabin in Lead
4.83 out of 5 average rating, 89 reviews

Heart of Gold Lodge

KelseyRating, 5 stars2 weeks ago
The host was extremely helpful and responsive. The cabin was just far enough away from amenities that it was peaceful, but close enough to be convenient. Enjoyed our stay tremendously and would recommend!
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 stars57 months ago
Awesome place with incredible views and the best hospitality from the hosts! Will definitely be back....
Guest favorite
Cabin in Lead
4.82 out of 5 average rating, 51 reviews

Great Escape - shared pool

TylerRating, 5 stars3 months ago
Very relaxing stay. We felt very comfortable. We would recommend it to anyone wanting to stay in the area.
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
4.67 out of 5 average rating, 21 reviews

Rocky Cliff - Black Hills

BethRating, 5 stars21 months ago
We had such a great stay! The space was just right for our family of 8, and we appreciated how easy it was to manage our dogs. We would definitely stay here again. Everything on the property was so clean and well maintained. Thanks, Lee Ann, for being so helpful and welcoming to our family!
Superhost
Cabin in Lead
5 out of 5 average rating, 8 reviews

Cash Sluice Lodge

CarmenRating, 5 stars6 months ago
The cabin was beautiful and worked perfectly for our family of 7. Every family had their own floor and bathroom which was so convenient and gave everyone enough space. Instructions for check-in and check-out were very clear. We loved the cabin decor and fun, local touches.

Quick stats about vacation rentals that are family-friendly in Keystone

  • Total rentals

    20 properties

  • Nightly prices starting at

    ﺩ.ﺇ367 before taxes and fees

  • Total number of reviews

    1K reviews

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

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