Holiday rentals in Chester

Relaxing and peaceful Cabin on Brant Lake.

Relax with the whole family at this peaceful cabin on Brant Lake. Fully furnished and ready for you and your family or friends to enjoy some time away! Only 35 minutes from Sioux Falls! Large deck with lots of seating and lower patio for sitting as well. Enjoy watching the sunset from the deck or roasting marshmallows in one of our 3 fire pits. Lots of room to hang out either inside or out. **the dock will not be in the water until Memorial Day and will be out of the water Labor Day weekend *

Inspiration Ranch-HOT TUB/lower unit/SUPER CLEAN!!

PLEASE READ!! Inspiration Ranch is nestled in a safe, new neighborhood w/quick & easy access to restaurants, shopping malls, convenience & grocery stores. This is the LOWER UNIT with complete privacy!! Access via the garage stairs, where you'll feel right at home the moment you step inside. You have FULL access to the ENTIRE lower unit with an open concept feel thanks to the tall ceilings & large windows. With a warm, welcoming feeling, you won't want to leave! PLEASE READ MY REVIEWS

Black Bear Lodge Lake Madison

Rustic, cozy Log Cabin designed to accommodate larger families. Sleeps 15 No bachelor/bachelorette parties. House highlights: - Log Timber finishes - Gas Fireplace - Extra fridge/freezer space - Basement wet bar - Poker/Bumper pool table - Electric Fireplace - Garage Wet bar - Dart Board - Cornhole/Bean Bags - Tables w/ Benches and chairs - Concession bar to serve food and drinks to 1,000 square foot paver patio - Fire pit - Hot tub - Outdoor movie - Hammock - Swinging Chairs

Peaceful 2 BR w/ King Bed, 9 Min to Downtown

Clean 2 bedroom with a full kitchen and off-street parking! Blackout curtains, fans & mirrors in each bedroom, door code access, dishwasher & washer/dryer will make your stay comfortable. The entire left side of the duplex is yours to use. You have your own entrance, full kitchen, living area, two bedrooms, bathroom, deck & laundry. The kitchen and living area are on the main floor; bedrooms & bath on the 2nd floor. The kitchen is fully furnished including a Keurig & Instant Pot.

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)

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.

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.

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.

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!