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Condo vacation rentals in Keystone

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Top-rated condo rentals in Keystone

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A two-unit building is presented with a sloped roof and covered porches. The exterior features a combination of light wood and dark trim, with multiple windows enhancing natural light. A gravel parking area is visible in front, accommodating vehicles.

Condo in Hermosa

5 out of 5 average rating, 3 reviews

Stylish, Black Hills Gateway 2

This stylish place to stay is perfect for your family trip to the Black Hills. Whether you are one person or 6, you will find everything you need and more in this clean, comfy 2 bedroom condo in Hermosa, SD! This home was just built summer of 2024 and has a full kitchen, 1 king bed and 1 queen bed where guests can relax in the cozy bedrooms. The living room offers additional space with a comfy pull out sofa bed. Heating and AC to keep you comfy. Come give us a try, you'll be glad you came here!

Top guest favorite

The living area features a dark leather sectional sofa facing a flat-screen TV mounted on the wall. A ceiling fan is overhead, and light streams in through sliding glass doors, which open to a private outdoor deck. A decorative lamp and wall art add interest to the space.

4.97 out of 5 average rating, 105 reviews

Lead me to Adventure

Let us Lead you to Adventure in this 2 bedroom, 1 bath condo in the beautiful Black Hills. Sleeps up to 6 and is perfect for those looking for a relaxing getaway. We welcome all! Get your adventure on at the nearby Mickelson trail, the 3,000+ miles of ATV trails with access in every direction. Minutes from Historic Deadwood, Terry Peak Ski Area, Spearfish Canyon, and Sturgis. Mount Rushmore and Custer State Park are within driving distance. We welcome any questions ahead of & during your stay.

A comfortable living area features a brown leather sofa adorned with patterned cushions. Above it, woven wall art is displayed, accompanied by hanging pendant lights. A rustic wooden ladder leans against the wall, and small side tables sit beside the sofa.

5 out of 5 average rating, 88 reviews

Condo Across from Terry Peak*Hot tub*Spacious

Welcome to Story Blu Summit, a newly updated 2BR/2Bath condo within steps of Terry Peak and the use of all the amenities Barefoot Resort. ★ Located across from Terry Peak Ski Hill ★ Gorgeous Views ★ 6 miles to Deadwood, SD ★Minutes to downtown Lead ★ Ski, hike, bike, snowmobile trails all close by ★ Large Smart TV's in each bedroom ★ King Bed in Master ★ High-speed internet ★Remote work friendly ★ Use of communal private Hot Tub x3, heated indoor pools x2, exercise room and sauna

The living area features a modern design with an open concept layout. A spacious sofa faces a Smart TV, while a sleek kitchen bar with seating for four is visible in the background. An electric fireplace adds a cozy element, complemented by a ceiling fan.

4.63 out of 5 average rating, 19 reviews

Lead Vacation Rental ~ 17 Mi to Sturgis

Experience the best of Lead, South Dakota, with a stay at this 2-bedroom, 2-bath vacation rental located just off Main Street. This condo offers an updated interior space with free WiFi and an electric fireplace, a private patio, and a location within a short drive of a variety of historic spots, hiking, casinos, and more. Venture out to go skiing at Terry Peak Ski Area, take a drive through Spearfish Canyon, explore historic Deadwood, or visit the Sturgis Motorcycle Museum & Hall of Fame!

An aerial view highlights the downtown area of Lead. The image showcases a mix of residential and commercial buildings, with tree-lined streets and nearby hills in the background. Key points of interest are marked, including local establishments and attractions.

4.81 out of 5 average rating, 231 reviews

Black Hills Stay Walk to Brewery 3mi 2Deadwood Ski

Stay at our charming 2-bedroom condo in downtown Lead, just minutes from skiing and 3 miles to Deadwood! With over 209 reviews and a nearly perfect 5-star rating, our Superhost property offers two king-sized beds, free Wi-Fi, and all the comforts of home. Walk to bars, restaurants, and a brewery right across the street. Enjoy a cozy living space, well-equipped kitchen, and mountain views. Whether for adventure or relaxation, this fully furnished condo is your perfect Black Hills getaway!

A well-equipped kitchen features a spacious island with seating for four, illuminated by stylish pendant lights. The kitchen includes modern appliances, a double sink, and wooden cabinets. Decorative items and a wall art piece add character, contributing to a functional and inviting cooking space.

4.92 out of 5 average rating, 216 reviews

Black Hills Condo

Welcome to Black Hills Condo! Come and enjoy this beautiful and sparkly-clean, two-bedroom, two-bath condo! Enjoy main-floor living with private entrance and front of condo parking! Located minutes from Deadwood, Terry Peak, and Sturgis, this condo offers convenience and comfortable living for up to six guests! Amenities include: Private patio, patio grill, pack-and-play, iron/board, and many kitchen amenities and conveniences. Come and enjoy all the Black Hills has to offer!

Top guest favorite

A cozy bedroom features a queen-sized bed adorned with a colorful patterned quilt and decorative pillows. A bedside lamp provides soft lighting, and a wooden dresser and a ladder-style chair add character to the space. Natural light filters through sheer curtains.

Condo in Rapid City

4.97 out of 5 average rating, 165 reviews

Grandma's House

This is my townhome in west Rapid City. I invite to you my welcoming downstairs, air conditioned, basement bedroom, bath, and living room with a smart TV, microwave, mini fridge, coffee, tea, blender and toaster area. Snacks included. Ground floor and NO STAIRS. I live in a small town home community that enjoys its quiet privacy, and you are most welcome here. I am your host and am very excited to welcome you to stay in my clean, quiet, safe, cute and comfortable home.

A hot tub is visible on a private deck, surrounded by trees, with a stunning view of the sunset over the mountains. The cozy bedroom features a spacious blue bed set against a rustic wood wall. A modern bathroom with understated decor is also shown.

Condo in North Lawrence

5 out of 5 average rating, 21 reviews

Kindred Pines At Terry Peak

Welcome to Kindred Pines. A charming Black Hills Condo, privately owned, just steps away from the slopes of Terry Peak Ski Area, nestled in a town rich in history & surrounded by so much natural beauty. Our condo is perfectly situated for outdoor adventure and cozy relaxation. In the winter, enjoy some of the best skiing and snowboarding in the region. When the snow melts, the Black Hills transforms in to a haven for hiking, biking and exploring iconic landmarks.

A cozy living area features a fireplace, flat-screen TV, and a light wood coffee table. Two leather sofas, one with a recliner, are situated around the table. Bright red curtains frame the windows, allowing natural light. A door leads to a private balcony.

4.93 out of 5 average rating, 15 reviews

Remodeled Condo at Terry Peak SD

At 6,500 feet in elevation, the Barefoot Resort sits among towering pine trees and a rugged, mountainous landscape. With expansive views and a peaceful atmosphere, Barefoot Resort offers the perfect escape from the daily commotion and hectic lifestyle that many are used to. The Barefoot Resort offers an unforgettable experience year-round, so whether you prefer summer, fall, winter, or spring, there is always something to enjoy while you are here.

A cozy bedroom features a queen bed with a red quilt and decorative pillows. Two framed animal prints adorn the wall above the bed. A small bedside table with a lamp is positioned beside it. A cushioned chair sits in the corner, with a window providing natural light.

4.91 out of 5 average rating, 170 reviews

Condo in the Hills #1 | Minutes to Deadwood

Cozy condo in the Northern Black Hills with all the luxuries you'll want. This property is near the most beautiful places in South Dakota - Spearfish Canyon, Sturgis, Deadwood, waterfalls, lakes, gambling, hunting, ATV riding, snowmobiling, skiing and endless outdoor adventures! Enjoy the cozy, clean, and rustic décor of the wild west in our fully furnished condo. Perfect for couples, solo adventurers, business travelers, or families.

4.9 out of 5 average rating, 160 reviews

The “Hat Creek Condo”

“Lonesome Dove” inspired us for the “Hat Creek Condo”. You’ll see this theme throughout! It is one of the best westerns ever made! As part of a real working ranch, we invite you to enjoy our get away. In addition to a parking space on the premises, we can help make arrangements for trailer parking if needed. Lead is centrally located to access National Parks and Monuments, State Parks, geological wonders, skiing, and hiking!

A spacious bed is positioned against an elegantly designed headboard, adorned with several decorative pillows. A bedside lamp on a nightstand provides soft lighting, while a small floral arrangement adds a touch of nature. Natural light enters through a nearby window, enhancing the serene ambiance.

Condo in Deadwood

4.96 out of 5 average rating, 28 reviews

Luxurious Main St Deadwood Condo - Outlaw Square!

This stylish Condo has a luxurious king bed with a pull-out queen sofa bed. Located at the top of Main Street just across from the Outlaw Square and only steps to Bars, Gaming, Restaurants, Shopping, Concerts, Ice Skating and all the FUN Deadwood has to offer. The Studio has a kitchenette with full sized refrigerator, microwave and induction cook-top for guests that want to pre-game or relax before going out on the town!

Vacation rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Chalets

Adventure-ready homes with après-ski style

Houses

A space thats all yours, with room for everyone

Popular amenities for Keystone condo rentals

Free parking on premises

Air conditioning

Weekly condo rentals

A spacious living area is furnished with a large, comfortable sectional sofa and a recliner. A wooden coffee table is centered in front of the seating. In the background, a full kitchen with wooden cabinetry and dining space is visible, complemented by natural light from nearby windows.

5 out of 5 average rating, 5 reviews

Remodeled Condo at Terry Peak SD

Top guest favorite

A cozy bedroom features a queen-sized bed adorned with a colorful patterned quilt and decorative pillows. A bedside lamp provides soft lighting, and a wooden dresser and a ladder-style chair add character to the space. Natural light filters through sheer curtains.

Condo in Rapid City

4.97 out of 5 average rating, 165 reviews

Grandma's House

A hot tub is visible on a private deck, surrounded by trees, with a stunning view of the sunset over the mountains. The cozy bedroom features a spacious blue bed set against a rustic wood wall. A modern bathroom with understated decor is also shown.

Condo in North Lawrence

5 out of 5 average rating, 21 reviews

Kindred Pines At Terry Peak

An aerial view highlights the downtown area of Lead. The image showcases a mix of residential and commercial buildings, with tree-lined streets and nearby hills in the background. Key points of interest are marked, including local establishments and attractions.

4.81 out of 5 average rating, 231 reviews

Black Hills Stay Walk to Brewery 3mi 2Deadwood Ski

A cozy bedroom features a queen bed with a red quilt and decorative pillows. Two framed animal prints adorn the wall above the bed. A small bedside table with a lamp is positioned beside it. A cushioned chair sits in the corner, with a window providing natural light.

4.91 out of 5 average rating, 170 reviews

Condo in the Hills #1 | Minutes to Deadwood

A comfortable living area features a brown leather sofa adorned with patterned cushions. Above it, woven wall art is displayed, accompanied by hanging pendant lights. A rustic wooden ladder leans against the wall, and small side tables sit beside the sofa.

5 out of 5 average rating, 88 reviews

Condo Across from Terry Peak*Hot tub*Spacious

Top guest favorite

A spacious bedroom features a large bed with a quilted cover and decorative pillows. A wall mural depicting a forest scene creates a calming backdrop. Natural light enters through a window, complemented by warm-toned curtains. A cozy armchair and bedside tables with lamps are also present.

4.97 out of 5 average rating, 32 reviews

Gold Rush Getaway

Top guest favorite

A comfortable living area features a full-sized couch and love seat, arranged around a wooden coffee table. Natural light enters through a window dressed with blinds, and an artwork depicting a forest scene is displayed on the wall. A soft area rug lays beneath the furniture.

4.94 out of 5 average rating, 146 reviews

Spacious Couples Retreat - Northern Black Hills

Condo rentals with a pool

A spacious sundeck is equipped with a round black table surrounded by six mesh chairs. Scenic views of the surrounding hills and ski area are visible in the background, creating a relaxed outdoor setting.

A6-Chic 2bd/1ba upstairs condo hot tub/walk to ski

A spacious living area is furnished with a large, comfortable sectional sofa and a recliner. A wooden coffee table is centered in front of the seating. In the background, a full kitchen with wooden cabinetry and dining space is visible, complemented by natural light from nearby windows.

5 out of 5 average rating, 5 reviews

Remodeled Condo at Terry Peak SD

A comfortable living area is highlighted by a light brown couch and armchair, adorned with plush dark pillows. A wooden coffee table with candles is centered in front of the seating, while the well-equipped kitchen is visible in the background.

4.9 out of 5 average rating, 79 reviews

Roomy Condo on the Mountain

An indoor heated pool is featured in the image, surrounded by a smooth, textured edge. Hot tubs are positioned nearby against the wall, with large windows allowing natural light to illuminate the area. The pool's surface reflects light, enhancing the inviting atmosphere.

4.38 out of 5 average rating, 8 reviews

B4 rustic lodge feel 1bd/1ba, walk to ski, w/ pool

An indoor heated pool is centered within a spacious area, with landscaping elements around the edges. Adjacent hot tubs provide additional relaxation options, while large windows allow natural light to illuminate the space. The setting promotes a calm atmosphere for enjoyment and leisure.

5 out of 5 average rating, 3 reviews

A3- Spacious 2bd/2ba condo w/ hot tub, walk to ski

The two-story lodge is situated among scenic trees and rolling hills, featuring a green roof and large windows. The upper-level corner unit is highlighted, showcasing a spacious outdoor area that offers rustic mountain charm.

4.42 out of 5 average rating, 12 reviews

B15 Renovated Gem: 2bd/2ba +Pool w/Views, Walk2Ski

A cozy seating area is presented with two wooden chairs and a plush rocking chair, providing comfortable spaces to relax. Natural light filters through a large window adorned with light curtains, while a small table with a lamp adds to the functionality of the space.

5 out of 5 average rating, 3 reviews

B2- classic ski vibe 1bd/1ba, walk to ski, w/ pool

A cozy living area features a brown leather sofa adorned with patterned cushions. A matching ottoman sits in front of the sofa. A wooden kitchenette is visible in the background, complete with bar stools, a microwave, and essential cooking appliances.

4.75 out of 5 average rating, 4 reviews

A8- Bright lodge feel 1bd/1ba walk to ski, w/ view

Private condo rentals

A living area features a comfortable brown couch and a light brown armchair beside a small ottoman. A flat-screen TV is positioned on a cabinet near a window. A dining table with four chairs is complemented by a colorful rug that anchors the space.

4.65 out of 5 average rating, 20 reviews

Walkable Lead Condo: 5 Mi to Terry Peak Ski Area!

A bedroom features a spacious bed with a quilted cover and decorative pillows. A wooden headboard complements the dark green wall, while a wall art piece of a cow adds character. Soft lighting is provided by bedside lamps, and a cozy chair is positioned nearby.

4.94 out of 5 average rating, 50 reviews

Hillside Hideaway in Historic Lead

The bedroom features a spacious bed dressed in warm tones, complemented by decorative pillows. A cozy armchair is placed next to the bed, enhancing the comfort of the space. Natural light filters through the windows, illuminating the artistic wall mural in soft shades.

4.92 out of 5 average rating, 13 reviews

Birch Bungalow

A spacious sundeck features a table surrounded by six chairs, offering views of the hillside and nearby lodges. The deck is paved with wooden planks, and picnic tables are positioned for additional seating. Trees border the area, providing a natural backdrop.

4.2 out of 5 average rating, 5 reviews

B10 Bright, quaint 1bd/1ba, walk to ski w/ hot tub

An indoor heated pool is prominently featured, surrounded by a smooth deck. Hot tubs are located nearby, creating spaces for relaxation. Large windows allow natural light to fill the area, enhancing the inviting atmosphere of the recreational facility.

4.25 out of 5 average rating, 8 reviews

B5 NEW* 1bd/1ba modern Mt. vibe, walk to ski, pool

A wooden archway labeled 'Outlaw Square' is featured prominently, welcoming visitors. The historic stone building in the background houses several shops, with bright awnings and a bustling street visible. Natural rock formations and a clear blue sky frame the scene.

Condo in Deadwood

5 out of 5 average rating, 12 reviews

Luxury Penthouse Overlook Main Street

A modern kitchen area features stainless steel appliances and a central island with seating for four. Adjacent is a cozy living space with a flat-screen television and an electric fireplace. Large windows allow natural light to brighten the open layout.

4.59 out of 5 average rating, 44 reviews

Modern Condo Minutes from Sturgis & Deadwood

A cozy living area features a striped sofa and a wooden coffee table. Natural light fills the space through the sliding glass door, which offers access to the balcony. A lamp and framed artwork add subtle decor to the comfortably furnished room.

4.64 out of 5 average rating, 64 reviews

Cozy Homestake Condo

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