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Cottage vacation rentals in Pennington County

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Top-rated cottage rentals in Pennington County

Guests agree: these cottages are highly rated for location, cleanliness, and more.

Guest favorite
Cottage in Hermosa
Black Hills Guest Ranch With View of Mt Rushmore
Experience SD country in a new 3,000 square foot home on 22 acres close to Mt Rushmore & Custer State Park. Enjoy a quiet get away with your family/friends in a peaceful setting with amazing views of the black hills including Mount Rushmore lit up in the distance at night. Watch horses, deer, and even fox roam the countryside. Step out onto the deck at dusk and watch the sunset light up the Rushmore Mountain Range. 15 mins south of Rapid City. Amenities of a smaller town 5 mins away.
Aug 29 – Sep 5
$350 per night
Guest favorite
Cottage in Spearfish
Beautiful Off-Grid Living @ Granny Flats
Welcome! Cappie, star of two episodes of Discovery Channel's Building Off The Grid (go to Youtube and search season 3, episode 5), built this adorable off-grid cottage as his own, but now you have the opportunity to stay! This beautiful 3-acre property, once the Swisher Farm, is today a working homestead, with two pigs, dozens of chickens, and a large garden. This cottage is handmade, from the bespoke front door to the custom 2-headed shower. We know you'll appreciate the details!
Jun 30 – Jul 7
$175 per night
Guest favorite
Cottage in Wasta
The Rock and Block house
This is a Great Little House with Rustic yet Modern Charm, Beautiful View of the Cheyenne River Breaks. Two very comfy king sized beds. Wasta is a "very" small town, a gas station, a fabulous military museum and a bar. You can take in the Badlands on your way, you might drop down through Interior, S.D. and drive through the Badlands then come out just south of Wall. We are about 20 miles from the Badlands, 40 miles from Rapid City, and Beautiful Black Hills. Thank You, Billie
May 13 – 20
$90 per night

Popular amenities for Pennington County cottage rentals

Cottage rentals with a hot tub

Guest favorite
Cottage in Deadwood
Wild Bill Cottage at First Deadwood Cottages
Oct 24 – 31
$300 per night
Guest favorite
Cottage in Spearfish
Cottage #3 - Spearfish Orchard Creek Cottages
Sep 11 – 18
$207 per night
Guest favorite
Cottage in Spearfish
Cottage #9 Spearfish Orchard Creek Cottages
Jul 18 – 25
$236 per night
Guest favorite
Cottage in Spearfish
Cottage #2 - Spearfish Orchard Creek Cottages
Nov 17 – 24
$225 per night
Guest favorite
Cottage in Spearfish
Cottage #7 - Spearfish Orchard Creek Cottages
Nov 19 – 26
$225 per night
Guest favorite
Cottage in Spearfish
Cottage #1 - Spearfish Orchard Creek Cottages
Sep 11 – 18
$225 per night
Guest favorite
Cottage in Spearfish
Cottage#6 - Spearfish Orchard Creek Cottages
Dec 29 – Jan 5
$225 per night
Superhost
Cottage in Deadwood
Bullock Cottage at First Deadwood Cottages
Jun 11 – 18
$451 per night
Guest favorite
Cottage in Spearfish
Cottage #5 - Spearfish Orchard Creek Cottages
Apr 23 – 30
$94 per night

Pet-friendly cottage rentals

Guest favorite
Cottage in Rapid City
Flyfisher’s Oasis on Rapid Creek
Apr 29 – May 6
$260 per night
Guest favorite
Cottage in Custer
Cozy Retreat Steps from Downtown Custer
Aug 14 – 21
$253 per night
Guest favorite
Cottage in Spearfish
Cottage #9 Spearfish Orchard Creek Cottages
Jul 18 – 25
$236 per night
Guest favorite
Cottage in Spearfish
Cottage #4 - Spearfish Orchard Creek Cottages
Dec 20 – 27
$111 per night
Guest favorite
Cottage in Wasta
The Rock and Block house
May 13 – 20
$90 per night
Guest favorite
Cottage in Spearfish
Cottage #3 - Spearfish Orchard Creek Cottages
Sep 11 – 18
$207 per night
Guest favorite
Cottage in Spearfish
Cottage#6 - Spearfish Orchard Creek Cottages
Dec 29 – Jan 5
$225 per night
Guest favorite
Cottage in Spearfish
Cottage #1 - Spearfish Orchard Creek Cottages
Sep 11 – 18
$225 per night
Guest favorite
Cottage in Spearfish
Cottage #2 - Spearfish Orchard Creek Cottages
Nov 17 – 24
$225 per night
Guest favorite
Cottage in Spearfish
Cottage #7 - Spearfish Orchard Creek Cottages
Nov 19 – 26
$225 per night
Guest favorite
Cottage in Deadwood
Wild Bill Cottage at First Deadwood Cottages
Oct 24 – 31
$300 per night
Guest favorite
Cottage in Spearfish
Cottage #5 - Spearfish Orchard Creek Cottages
Apr 23 – 30
$94 per night

Private cottage rentals

Guest favorite
Cottage in Custer
Cozy Creekside Cottage
May 23 – 30
$229 per night
Guest favorite
Cottage in Rapid City
Cottages on Canyon Lake 30 Minutes to Mt Rushmore
Jul 20 – 27
$239 per night
Guest favorite
Cottage in Spearfish
Cozy Spearfish Cottage < 1 Mi to Hiking Trail
Sep 6 – 13
$275 per night
Guest favorite
Cottage in Deadwood
Best little house in Deadwood
Oct 28 – Nov 4
$138 per night
Cottage in Sturgis
The Farmhouse Cottage (studio home)
Oct 20 – 27
$250 per night
Guest favorite
Cottage in Rapid City
Remodeled Home In The Woods, Just Past City Limits
May 20 – 27
$225 per night
Cottage in Hill City
Alice's Cottage near Mt. Rushmore
Aug 7 – 14
$360 per night
Guest favorite
Cottage in Nemo
Little Elk Cottage in Beautiful Vanocker Canyon
May 10 – 17
$245 per night
Guest favorite
Cottage in Lead
Beautiful Modern Rustic 3- Bedroom Cottage
Jan 15 – 22
$208 per night
Superhost
Cottage in Rapid City
Two Bedroom Cottage 30 minutes from Mt Rushmore
May 4 – 11
$189 per night
Guest favorite
Cottage in Rapid City
2-Bedroom Cottage thirty minutes from Mt Rushmore
May 15 – 22
$189 per night
Superhost
Cottage in Rapid City
Clean & Comfortable Studio Cottage by Canyon Lake
Jun 7 – 14
$169 per night

Destinations to explore