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Browse Select Chester Vacation Homes

Lakeside Getaway on Lake Madison. Hot tub with a view of the lake!

10.0 out of 10, Exceptional, (23)
"The property was spotless and the location was perfect. Quiet, peaceful & not too far from town. "
Lakeside Getaway on Lake Madison. Hot tub with a view of the lake!

WATERFRONT HOME ON LAKE MADISON

10.0 out of 10, Exceptional, (26)
"Great communication and location, very comfortable !"
WATERFRONT HOME ON LAKE MADISON

Beautiful year round lake home! Sleeps 8 comfortably!

10.0 out of 10, Exceptional, (30)
"Great location overlooking the lake Nice environment Plenty of Room"
Beautiful year round lake home! Sleeps 8 comfortably!

The Grandview Lake House, Dog Friendly, Near Lake Madison, Outdoor Patio

9.6 out of 10, Exceptional, (4)
"Great spot to stay if you want to be near a quiet little town. It’s also within driving distance of some cool South Dakota attractions!"
The Grandview Lake House, Dog Friendly, Near Lake Madison, Outdoor Patio

Beautiful large lake home for a family retreat, have fun by the water!

7.6 out of 10, Good, (4)
"Wonderful experience! The property was great! Pictures do not do it justice. Beautiful home, amazing deck for watching the water. Owners were great to work with. Highly recommend!"
Beautiful large lake home for a family retreat, have fun by the water!

Unique Home Where The Buffalo Roam! Perfect for Families, Reunions. Hunters.

9.2 out of 10, Wonderful, (47)
"This property has everything you will need for a comfortable family stay! Plenty of beds to sleep my parents and 2 siblings and families. The kitchen is very well stocked for preparing meals. We thought the location was very convenient to the interstates and enjoyed being just a few minutes outside of the business of Sioux Falls."
Unique Home Where The Buffalo Roam! Perfect for Families, Reunions. Hunters.

Sportsman's Outpost

The price is CA $172
CA $212 total
includes taxes & fees
Aug 10 - Aug 11
Sportsman's Outpost

Skeet's Retreat: Lake Herman's Hidden Gem of Adventure and Relaxation! Sleeps 8

10.0 out of 10, Exceptional, (4)
"Very pretty and relaxing!! Great for fishing swimming and making memories!"
Skeet's Retreat: Lake Herman's Hidden Gem of Adventure and Relaxation! Sleeps 8

Summit Splendor, a splendid place to stay while in Madison, SD

2.0 star property
10.0 out of 10, Exceptional, (5)
"Beautifully renovated home in a quiet neighborhood!"
Summit Splendor, a splendid place to stay while in Madison, SD

Welcome DSU, Aviation Students & Madison Families! Cute, Clean & Well Stocked!

10.0 out of 10, Exceptional, (5)
"We loved the layout of the house and how organized everything was inside the kitchen. It was perfect for our visit!"
Welcome DSU, Aviation Students & Madison Families! Cute, Clean & Well Stocked!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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