
Family-friendly vacation rentals in West Pennington
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Top-rated family-friendly rentals in West Pennington
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Popular amenities for West Pennington family-friendly rentals
Family-friendly home rentals with a hot tub

Wild Bill Cottage at First Deadwood Cottages
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

Gold Dust Manor-beauty, serenity, privacy for all
Randy was so very kind and made our special weekend a breeze. Thank you !

The Ponderosa Nestled in the Pines
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!

Peaceful Cabin
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.

Quiet cabin off the beaten path
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!

Cabin Nestled in the Hills
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!

Amazing Views of the Black Hills
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!

Nugget Gulch Mining Shack
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

Modern, Urban, Downtown Apartment - Historic
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!

Historic Creekside Home Dwtn Deadwood w/ Hot Tub
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.

Black Hills Get-Away
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.

Falsebottom Hide-away
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.

Rapid City Black Hills Westside Home 1
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.

Bale & Butterfly Bungalow
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!

Charming Tipi
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.

Historic Registry Victorian in Perfect Location!
Beautiful stay and location, our party throughly enjoyed the house!
Family-friendly home rentals with a pool

Little Badger Lodge
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!

Raven`s Ridge
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!

Gunstock Lodge
Spacious and comfortable location for northern Black Hills activities.

Big Bear Lodge
Beautiful scenery, very nice neighborhood. Quiet, but not secluded.

Foote Creek Lodge
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.

Mercantile Cabin
Great little cabin, very good resteraunts and things to do within minutes, overall in a good location. Would book again 10/10

Great Escape - shared pool
Great place to stay had a lot of fun

Rocky Cliff - Black Hills
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!
Destinations to explore
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