Vacation rentals in Chester

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Top-rated vacation rentals in Chester

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Home in Chester

Lakeside Oasis on Brant Lake

Cozy, stylish, and fully furnished lake front home with breathtaking views of Brant Lake that is perfect for your next getaway! Whether you are enjoying the sunrise on the back patio with a cup of coffee, playing yard games along the 112 feet of shoreline, roasting marshmallows around the fire pit, or fishing off the dock, you are sure to have a relaxing time! Utilize the private on-site ramp to drop your jet ski’s in the water, use your water toys, or go for a dip.

$249 per night

SUPERHOST

Cabin in Wentworth

Immaculate Year-Round Lake Madison home

This property features the main home (3 bed, 2 baths). You can rent the guest house (pictured on the right) as well; please inquire. This property offers spectacular views of Lake Madison from the south shore. The screen porch access from inside the home and to the lake. This place is immaculate and will need to be well-cared for by guests. This is a new listing for us; we are Superhosts and have more than 600 positive reviews. We look forward to hosting you!

$195 per night

SUPERHOST

Cabin in Wentworth

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 with coffee on the deck, then explore the lake via kayak, and finish your day by cozying up to a romantic fire under the gazebo. Perfect for a quiet couple’s getaway. (Note: the bunk beds are only suitable for children)

$200 per night

SUPERHOST