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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.

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Cottage in Lead

4.85 out of 5 average rating, 26 reviews

Beautiful Modern Rustic 3- Bedroom Cottage

Spruce Tree Retreat is a beautiful, modern, yet rustic, cottage in the heart of Lead with a beautiful view and wildlife surround this secluded and quiet street. Spruce Tree Retreat is within walking distance to the grocery store, tavern and local restaurants. Spruce Tree Retreat is also in a prime location for many of the Black Hills most popular activities - just minutes from Deadwood, Mickelson Trail, and Terry Peak Ski Resort, only 20 mins from Sturgis, and less than an hour from Mt. Rushmore

Cottage in Rapid City

4.93 out of 5 average rating, 14 reviews

Remodeled Home In The Woods, Just Past City Limits

Come enjoy the peace and quiet of this remodeled home in a canyon neighborhood setting conveniently located minutes from various trailheads, multiple lakes, and endless scenic roadways. Or just enjoy a peaceful walk or bike ride from your front door down the scenic Cleghorn Canyon. This location is also just a couple of miles from Rapid City's downtown including parks, restaurants, breweries, and shopping. This home is fully furnished with everything you should need including A/C and free Wi-Fi.

Cottage in Custer

4.74 out of 5 average rating, 19 reviews

2 Benches Cottage in Custer *Pet Friendly*

Relax with the family at this peaceful place to stay near downtown Custer, SD. Just minutes to Custer State Park, Mount Rushmore, Crazy Horse, Wind Cave, Jewel Cave, Mickelson Trail. This updated, fresh and clean vacation home sleeps 10 with 3 bedrooms and 2 sofa beds, 2.5 bathrooms. Propane BBQ grill and outdoor seating on the home's large deck allows you to rest and relax with the peaceful pines of the Black Hills National Forest. Air conditioning makes the home cool, super fast wifi.

Cottage in Hermosa

4.84 out of 5 average rating, 31 reviews

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.

Cottage in Wasta

4.89 out of 5 average rating, 480 reviews

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

Cottage in Nemo

4.9 out of 5 average rating, 10 reviews

Little Elk Cottage in Beautiful Vanocker Canyon

At Little Elk Cottage, we offer you a memorable place to stay during your visit to the Black Hills! We are conveniently located in Vanocker Canyon--30 minutes from Rapid City or Deadwood. We are approximately 3 miles north of Nemo. The drive from our cottage to Sturgis thru this spectacular canyon road should not be missed! We still have availability after the Sturgis Rally. A small creek meanders thru the 5 acres of land where our cottage sits--book now!

Cottage in Spearfish

4.95 out of 5 average rating, 146 reviews

Cottage #3 - Spearfish Orchard Creek Cottages

Welcome to Spearfish Cottages - we are happy to host you! Cottage #3 is a 1 bedroom, 1 bath cozy cabin. We have a shared hot tub close by and is walking distance to the creek and walking paths. One hour from Mt Rushmore and Rapid City Airport. Three blocks from BHSU! Flat screen Tv's with HULU LIVE, Disney+, and ESPN+. Free WIFI. *WE ALLOW UP TO TWO DOGS ONLY. PET FEE APPLICABLE. NO CATS. PLEASE MESSAGE ME FOR DETAILS.* *No smoking allowed on property*

Cottage in Rapid City

4.92 out of 5 average rating, 39 reviews

Cottages on Canyon Lake 30 Minutes to Mt Rushmore

Fully Equipped Two Bedroom Vacation home located by beautiful Canyon Lake in Rapid City just thirty minutes from Mt Rushmore. Perfectly located for access to all the Black Hills area attractions. Terrific paved bike and walk path winding around Canyon Lake and down Rapid Creek. Great fishing in Canyon Lake and Rapid Creek. Highly Rated Lake Park Campground and Cottages has been supplying vacation lodges to Black Hills visitors for 29 years.

Cottage in Sturgis

4.97 out of 5 average rating, 59 reviews

Level 3Br 2Ba Home 2 Blk from Sturgis Main St Cute

Your family will be close to everything when you stay at this centrally-located place. Minutes from the Interstate 90 and 2 blocks from Historic Sturgis Main St. It is 20 minutes to the mouth of Spearfish Canyon and 15 minutes from Deadwood. Relax on the back patio with firepit and large grill. This home is small but very comfy and has a welcoming outdoor space and a perfect front porch for sitting. One level with all the amenities you need.

Cottage in Sturgis

4.64 out of 5 average rating, 11 reviews

The Farmhouse Cottage (studio home)

If you are looking for a unique country setting with peace and quiet, look no further than The Farmhouse Barn Cottage! We are only 10 miles outside of Sturgis. The Farmhouse Barn Cottage is settled on 14 acres next to The Farmhouse Barn Event Venue, the Cottage's big sister. Rest assured, when you stay in the cottage, there will not be events taking place at the same time so you will get the full relaxation experience our property offers.

Cottage in Rapid City

4.83 out of 5 average rating, 36 reviews

Flyfisher’s Oasis on Rapid Creek

Come enjoy a perfect getaway in the heart of the Black Hills. Located minutes from Rapid City, Mount Rushmore, Custer State Park, Sturgis & OHV/snow mobile trails. This property sits on a prime stretch of Rapid Creek. Enjoy amazing trout fishing opportunities and abundant wildlife watching. Whether you’re looking for relaxation, adventure, hunting/fishing, motorcycle riding, or sightseeing, this is the place for you!

Cottage in Spearfish

4.96 out of 5 average rating, 229 reviews

Beautiful Off-Grid Living @ Granny Flats

Welcome! Cappie, Star of Building Outside the Lines on Magnolia Network, 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, 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!

Vacation rentals for every style

Get the amount of space that is right for you

Chalets

Adventure-ready homes with après-ski style

Houses

A space thats all yours, with room for everyone

Apartments

Convenient locations with everyday essentials

Popular amenities for Pennington County cottage rentals

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

Cottage in Spearfish

4.92 out of 5 average rating, 121 reviews

Cottage #2 - Spearfish Orchard Creek Cottages

Cottage in Spearfish

4.94 out of 5 average rating, 157 reviews

Cottage #7 - Spearfish Orchard Creek Cottages

Cottage in Spearfish

4.88 out of 5 average rating, 93 reviews

Cottage #5 - Spearfish Orchard Creek Cottages

Cottage in Spearfish

4.93 out of 5 average rating, 167 reviews

Cottage #9 Spearfish Orchard Creek Cottages

Cottage in Deadwood

4.71 out of 5 average rating, 52 reviews

Wild Bill Cottage at First Deadwood Cottages

Cottage in Spearfish

4.95 out of 5 average rating, 152 reviews

Cottage#6 - Spearfish Orchard Creek Cottages

Cottage in Spearfish

4.93 out of 5 average rating, 181 reviews

Cottage #1 - Spearfish Orchard Creek Cottages

Cottage in Spearfish

4.93 out of 5 average rating, 204 reviews

Cottage #4 - Spearfish Orchard Creek Cottages

Pet-friendly cottage rentals

Cottage in Spearfish

4.94 out of 5 average rating, 157 reviews

Cottage #7 - Spearfish Orchard Creek Cottages

Cottage in Spearfish

4.93 out of 5 average rating, 167 reviews

Cottage #9 Spearfish Orchard Creek Cottages

Cottage in Deadwood

4.71 out of 5 average rating, 52 reviews

Wild Bill Cottage at First Deadwood Cottages

Cottage in Spearfish

4.95 out of 5 average rating, 146 reviews

Cottage #3 - Spearfish Orchard Creek Cottages

Cottage in Custer

4.74 out of 5 average rating, 19 reviews

2 Benches Cottage in Custer *Pet Friendly*

Cottage in Spearfish

4.93 out of 5 average rating, 204 reviews

Cottage #4 - Spearfish Orchard Creek Cottages

Cottage in Deadwood

4.78 out of 5 average rating, 32 reviews

Bullock Cottage at First Deadwood Cottages

Cottage in Wasta

4.89 out of 5 average rating, 480 reviews

The Rock and Block house

Private cottage rentals

Cottage in Spearfish

4.94 out of 5 average rating, 157 reviews

Cottage #7 - Spearfish Orchard Creek Cottages

Cottage in Custer

4.91 out of 5 average rating, 106 reviews

Cozy Creekside Cottage

Cottage in Spearfish

4.93 out of 5 average rating, 167 reviews

Cottage #9 Spearfish Orchard Creek Cottages

Cottage in Sturgis

4.97 out of 5 average rating, 59 reviews

Level 3Br 2Ba Home 2 Blk from Sturgis Main St Cute

Cottage in Spearfish

4.95 out of 5 average rating, 146 reviews

Cottage #3 - Spearfish Orchard Creek Cottages

Cottage in Spearfish

4.93 out of 5 average rating, 204 reviews

Cottage #4 - Spearfish Orchard Creek Cottages

Cottage in Hill City

4.99 out of 5 average rating, 161 reviews

Mystic Road Cottage… -Peaceful -Private -Hot tub

Cottage in Wasta

4.89 out of 5 average rating, 480 reviews

The Rock and Block house

Destinations to explore