Vacation rentals in Chester

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Top-rated vacation rentals in Chester

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Superhost

A spacious living area is highlighted by a large sectional couch and a matching ottoman. A flat-screen television is mounted on the wall, displaying an image of elephants. The open layout leads to a kitchen area, creating a seamless flow throughout the space.

Apartment in Sioux Falls

4.84 out of 5 average rating, 179 reviews

The Elephant Suite

Welcome to this one-of-a-kind, majestic elephant themed stay! Newly remodeled, this apartment features a spacious floorplan and inviting atmosphere adorned with subtle elephant motifs. Enjoy lounging on the large sectional couch or a restful night's sleep on the comfy king-sized bed! Conveniently located blocks away from downtown, there are many local attractions, restaurants, and shops within a 5-minute drive. Offering the perfect blend of comfort and convenience for your next Sioux Falls Stay

Top guest favorite

A comfortable living area features a tufted gray sofa and a patterned ottoman. A lamp softly illuminates the space, complemented by a vibrant floral artwork on the wall. A cozy armchair and a Christmas tree add a touch of warmth, enhancing the welcoming ambiance.

Apartment in Sioux Falls

4.96 out of 5 average rating, 140 reviews

Cozy Flat - near hospitals & universities

Cozy, clean and chic apartment down a flight of stairs in lower level of triplex near Augustana University, University of Sioux Falls, North American Seminary, Sanford & Avera Hospitals, and Midco Aquatics Center. Centrally located close to downtown & an easy drive to Empire Mall & Great Plains Zoo. Electric fireplace. Access to deck with bistro lighting and fire pit in backyard. Clean and safe neighborhood. Same floor laundry access. WiFi and ChromeCast streaming. On street parking available.

Top guest favorite

A well-maintained house features a gray exterior with a welcoming red front door. Colorful flower boxes adorn the windows, and a tidy garden path leads to a gated entrance. Lush greenery and blooming flowers create an inviting landscape around the home.

Apartment in Sioux Falls

4.93 out of 5 average rating, 526 reviews

McKennan Park Cottage/Patio fireplace and hot tub.

We offer you a beautiful garden cottage setting with a guest apartment in lower level of our home. Guests will have private access to hot tub, fire place and backyard garden patio, with private entrance for guests. Walking distance to downtown Sioux Falls. Our home is a safe space for folks from all minority and marginalized groups. We welcome guests of all races, faiths, genders, and sexual orientations. ***Note that we only accept guests who have good reviews from previous AirBnB hosts.

Guest favorite

Tiny home in Colton

4.73 out of 5 average rating, 134 reviews

The Historic Haunted Dairy Coach House (Sept/Oct)

During Sept/Oct we embrace local folklore and turn into the haunted dairy coach house ( enjoy our many creepy antiques) Centrally located in the sleepy town of Colton just minutes away from prime hunting and fishing and just a stones throw away from the biggest city in the state. The cabin sits on the same property as Tellberg's Gym LLC, which guests will also have access to. Forget some essentials for your trip? We are close to retailers. Need a bite to eat? There are several nearby places.

Top guest favorite

A spacious living area features polished cement flooring and features a wooden dining table with white chairs. A comfortable futon is positioned nearby with a soft blanket draped over it. Sliding barn doors add rustic charm, and a ceiling fan contributes to airflow.

Home in Sioux Falls

4.97 out of 5 average rating, 165 reviews

Secluded getaway, 10 min from SF

Get away from the busyness just outside of Sioux Falls. A full private apt in a new home in a country neighborhood. Parking spot and private walkway to a separate entrance on the lower level walkout. Relax with a split king adjustable bed and warm up with a steam shower for two. Full kitchen, Sitting area w/a futon bed, Carpet free, Polished cement with in-floor heat, Central Air & Ceiling Fans, Wooded backyard. Good Earth State Park 1/2 mile, Dntn Sioux Falls 10 miles, I-90 10miles.

Guest favorite

A shaded gazebo is featured with a circular fire pit at its center, surrounded by cushioned seating. The expansive deck offers a view of the lake, while the shoreline and water are visible in the background, providing a serene setting for relaxation.

Cabin in Wentworth

4.99 out of 5 average rating, 99 reviews

Intimate lake-side cabin with cozy outdoor space

Relax in this newly renovated, modern cabin. An easy 40 minutes from Sioux Falls, its truly lakeside location lets you wake up to the sound of crashing waves just outside your bedroom window. Enjoy a peaceful morning coffee on the deck, then explore the lake via kayak, and finish your day by coming up to a romantic fire under the gazebo. Perfect for a couple’s getaway. Convenience store and Hillside restaurant located within walking distance. Lakes Golf Course is 1.4 miles away.

Top guest favorite

A wooden dock extends over the calm surface of Lake Madison, with two chairs positioned at the end. A single, fluffy cloud reflects in the water, complementing the serene blue sky and the tranquil surroundings.

Home in Wentworth

4.96 out of 5 average rating, 28 reviews

Lakeside getaway on Lake Madison

Escape to our serene lakeside retreat on Lake Madison! Enjoy fishing, boating, and relaxing by the water. Our cozy house offers 2 bedrooms (sleeps 5), a spacious living room, and a four seasons room with stunning views. Conveniently located near local attractions, it's the perfect getaway for unforgettable memories! SUMMER BOOKINGS include a detached garage with kitchenette, full bathroom, 3 additional beds (sleeps additional 4 people), a game table, and living space! (AC only)

Guest favorite

The treehouse is elevated on a sturdy platform, surrounded by snow-covered landscape and trees. The structure features a wraparound deck with a metal railing and a sloped roof, allowing for unobstructed views of the environment. Morning light casts a soft glow over the scene.

Treehouse in Valley Springs

4.91 out of 5 average rating, 335 reviews

Lookout Loft Treehouse

Welcome to the Lookout Loft Treehouse! Find a retreat in this peaceful hilltop oasis just a short 20 min drive out of Sioux Falls, SD. Sleep in the clouds on your dreamy pillow top mattress, wake up to stunning 360 degree views overlooking the surrounding countryside. Enjoy a cup of coffee on the wraparound deck, a propane fire on the mid-level deck and a dip in the hot tub at ground-level. Space includes a kitchenette, bathroom, and sleeping quarters, with AC and heat.

Top guest favorite

A charming house is displayed beneath a clear blue sky, featuring distinctive architectural details such as decorative wooden trim and large windows. The exterior is painted in light colors, complemented by red brick accents at the base, surrounded by well-maintained lawns and greenery.

Guest suite in Madison

5 out of 5 average rating, 17 reviews

715 N Egan Residence

Welcome to your cozy retreat in the heart of Madison! This private entry/exclusive 1-bedroom, 1-bathroom unit offers a comfortable and convenient stay just across the street from Dakota State University. Private entry with code lock access ensures smooth check-in. Perfect for visiting parents, professors, or students. Whether you’re here for a weekend visit or an extended stay, this Airbnb provides a peaceful home base for your adventures. We look forward to hosting you!

Guest favorite

A comfortable living area is furnished with a patterned couch and a light-colored armchair. A wooden coffee table, styled as a trunk, is positioned in front of the couch. Two windows allow natural light to fill the space, and a television is placed on a round wooden stand.

Apartment in Sioux Falls

4.78 out of 5 average rating, 502 reviews

Terrace Park #3

The perfect place to stay for work or play (or a stopover through town)! Curl up in front of the fireplace on the full-sized couch and stream your favorite shows on the 48” LED TV (Netflix only, no cable) or take a break from relaxing and get some work done on the desk. Eat takeout on the high-top table in the kitchen or make your own meal with the full-sized kitchen. The place is fully stocked, from dishes and silverware, fresh towels and sheets, to soap and shampoo.

Top guest favorite

A cozy living area features a comfortable futon and a twin-sized bunk above, adorned with colorful patterned pillows. A television is mounted on a white media console, complemented by a decorative rug and vibrant curtains. Soft seating is provided by a beige armchair.

Guest suite in Brandon

4.97 out of 5 average rating, 647 reviews

Private Studio Apartment With Private Entrance

Private studio apartment with separate entrance 1/2 mile off I-90. NOTE: Busy street during business hours, but the apartment is quiet. Fast food, restaurants, grocery store nearby. Features Murphy queen bed, full futon with top bunk, kitchenette w/small sink, microwave, full fridge/freezer, Keurig, toaster, & induction stovetop. Separate bathroom, SMART TV, wifi, AC, heater, coffee and tea, as well as snacks. Towels, washcloths, and toiletries.

Guest favorite

A spacious lakeside property is set against a clear blue sky, featuring a deck lined with seating. A boat dock is visible in the water, accompanied by a canopy. Towering trees provide shade, enhancing the natural environment surrounding the home.

Home in Chester

5 out of 5 average rating, 50 reviews

Brant Lake Escape

Get away from it all at the Brant Lake Escape! Enjoy all the luxurious amenities at the property. Including a game room, hot tub and 90 inch tv ready to stream! Enjoy the South Dakota fresh air and relax on the lily pad or splash around with numerous floats. Get active with the kayaks, stand up paddle board or fishing poles. Make s’mores at either of the two outdoor fireplaces (gas or wood burning). Dock is in the lake seasonally.