Vacation rentals in Chester

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Chester

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

0 of 0 items showing

1 of 3 pages

Top guest favorite

A studio apartment features a full-sized bed with a light blue comforter. A chair is situated beside the bed, and a small refrigerator is seen next to a television on a stand. Natural light enters through a window, highlighting the neutral-colored walls.

Apartment in Sioux Falls

4.9 out of 5 average rating, 101 reviews

Private Little Hideaway

Keep it simple at this peaceful and centrally-located hide-a-way. Be within walking distance from beautiful Downtown Sioux Falls and the Washington Pavillion, but far enough to get away from the hustle and bustle. Only 0.9 miles from Sanford Hospital, 2.0 miles from Avera Hospital, 1.7 miles from the Denny Sanford Premier/Convention Center, & 3.2 miles from the Regional Airport. The host offers transportation to & from the airport for a minimal fee, along with vehicle parking options while gone.

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, 513 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.

Superhost

A charming two-story house is presented with a light-colored exterior and dark shutters. The welcoming front door, adorned with a decorative mold, is flanked by two green windows. A neat driveway leads up to the home, bordered by fresh landscaping.

Home in Sioux Falls

4.84 out of 5 average rating, 356 reviews

Cozy Chalet without the Mountains

Have you ever heard the phrase, "Tiny, but Mighty"? That is this house! The bedroom is an open loft that can be found at the top of the spiral staircase on the 2nd floor. There is fast wifi, off street parking for 2 vehicles, a fireplace, desk and washer/dryer combo. We are centrally located near downtown shopping and nightlife, 7 minutes from the airport, 3 minutes to Sanford PREMIER Center, and under 10 minutes from both hospitals. The house has all you need...you may never want to leave!

Top guest favorite

A spacious living area is furnished with a light brown couch adorned with red accent pillows, complemented by a wooden coffee table. The room features a dark accent wall, framed pictures, and ample natural light from a nearby window, creating a comfortable setting.

Apartment in Sioux Falls

4.96 out of 5 average rating, 134 reviews

Suite Spot

Central location close to Avera, Sanford & VA Hospitals, Augustana & Univ of Sioux Falls, Midco Aquatics & Hockey Complexes, straight shot down Phillips Ave to Downtown, restaurants & Pavilion, close to grocery store, fast food restaurants, coffee shops, bakery & drug store. Quiet & safe neighborhood, driveway parking, private side entrance down 12 steps to lower level apartment with full windows. Perfect for visiting nurses & medical professionals. Hosts Iive on main level. Shared laundry.

Top guest favorite

The exterior of a spacious house is illuminated by soft outdoor lighting, highlighting the inviting features of the structure against a twilight sky. A large deck wraps around the home, offering ample space for relaxation. Lush greenery surrounds the property, enhancing the tranquil setting.

Home in Renner

4.96 out of 5 average rating, 253 reviews

RIVER VALLEY RETREAT

“RVR” is 5 peaceful acres in the country overlooking the Sioux River valley, just 3 mi north of the Sioux Falls city limits & I-29/I-90; 4 & 5 mi straight north of the Sanford Pentagon & Premier Center. Guests enjoy a SUNRISE each morning from all 5 bedrooms, the 30’x40’ common area Great Room/Kitchen, lower level British pub & parlor, 14’x40’ patio, 12’x40’ deck, covered deck, enclosed porch, & the 12’x16’ back deck. The last breath of every SUNSET is seen from half of those areas! Enjoy!

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

4.96 out of 5 average rating, 135 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

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, 308 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.

Superhost

The exterior of a barn-style building is presented, featuring a light grey facade with a metallic roof. Three large garage doors are visible, providing access to the lower level. A decorative quilt block hangs on the side, and a stone marker by the entrance displays 'Sunda Farm.'

Barn in Madison

4.9 out of 5 average rating, 105 reviews

Farm Barn Loft

Located in a farming community in Eastern South Dakota. Just a few minutes from Madison, stay in our barn loft. 1300 sq ft. space includes a private bedroom, bathroom, couch, bar area, and game table. You can also enjoy a game of ping pong, pool/snooker (adults only), and coin-operated pinballs. While on the farm you're welcome to see our animals. This is a working farm and you will get to experience the daily activities. Come see this unique setting.

Top guest favorite

An outdoor seating area features a small patio with a table and two chairs, surrounded by planters of vibrant flowers. The entrance to the building is flanked by two large windows, providing natural light to the space. The grass offers a green backdrop.

Apartment in Sioux Falls

4.98 out of 5 average rating, 582 reviews

Private Home for your rest and leisure!

My place is close to the airport and right off of interstate I-90.. You’ll love my place because of the coziness, the location, and the family friendly neighborhood.. My place is good for couples, solo adventurers, families (with kids),I live in the country so my WIFI is a MIFI JET PACK .. so it’s not perfect so if you need to work or depend on wifi it may not be a good fit unless you have unlimited WIFI . and as of 2022 i am no longer allowing pets.

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, 627 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 stack of dark blue plates is arranged neatly next to a rustic ceramic mug. The mug features an embossed design, highlighting the name 'RETRAT AT THE RIVER.'. The arrangement is placed on a wooden surface, providing a warm contrast.

Loft in Flandreau

4.94 out of 5 average rating, 199 reviews

Bend In the River AirBnB

A little rest, a little Rock & Roll. Historic Downtown Flandreau is in undergoing a series of renovations and reinvestments in properties, we are proud to be among them! Downstairs we are expanding The Merc - our boutique Mercantile, Taproom, Liquor Store, Coffee Shop and Live Music venue. Upstairs you'll find our historic 2-bedroom loft retreat a simple, clean, spacious, and fun place to stay. We hope you'll find it restful and inspiring as well!

Top guest favorite

A spacious living room features comfortable seating arrangements with a sectional sofa and an accent chair. A sleek media console showcases a large television showing streaming content. Natural light enters through several windows, illuminating the soft carpet underfoot.

Apartment in Sioux Falls

4.95 out of 5 average rating, 261 reviews

Upper East Villa-by Sanford,MidcoAqu.&CountryClub

Hello Travelers! This house is a newly decorated and furnished second level of a two-unit Duplex. To access the second-floor unit, guests will need to climb some stairs. Centrally located, it is close to Midco Aquatic center, Denny Sanford, Down Town, Sanford medical center, Augustana & University of Sioux Falls, and the Great Plains Zoo. Great living area with a big king and queen memory foam beds!