Chester Vacation Rentals

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Vacation Rentals in Chester

WATERFRONT HOME ON LAKE MADISON
Beach towels
WATERFRONT HOME ON LAKE MADISON
10.0 out of 10, Exceptional, (22)
"We loved the view and the tranquility of the location. We were disappointed with kitchen. Limited kitchen utensils, spices and no crockpots or Ziplock bags. "
WATERFRONT HOME ON LAKE MADISON
Lakeside Getaway on Lake Madison. Hot tub with a view of the lake!
Property grounds
Lakeside Getaway on Lake Madison. Hot tub with a view of the lake!
10.0 out of 10, Exceptional, (12)
"We had a wonderful time. The home was nicely updated and was the right size for our family to enjoy. Being able to walk right out to the lake was very peaceful. We enjoyed all the amenities like the fire pit and hot tub. We only wish we could have stayed longer. "
Lakeside Getaway on Lake Madison. Hot tub with a view of the lake!
Welcome to Millie’s on Lake Madison, a quiet and peaceful family getaway!
Property grounds
Welcome to Millie’s on Lake Madison, a quiet and peaceful family getaway!
9.8 out of 10, Exceptional, (33)
"It was our second time staying Here and we enjoyed our time there and being next to the lake ."
Welcome to Millie’s on Lake Madison, a quiet and peaceful family getaway!
Beautiful large lake home for a family retreat, have fun by the water!
Property grounds
Beautiful large lake home for a family retreat, have fun by the water!
6.0 out of 10, (2)
"We had an amazing time at Lake Madison this weekend. The home is beautiful and equipped with everything and anything you would need. You have your own little beach and dock. It was perfect for our little family getaway.!"
Beautiful large lake home for a family retreat, have fun by the water!
Beautiful year round lake home! Sleeps 8 comfortably!
Fridge, microwave, oven, stovetop
Beautiful year round lake home! Sleeps 8 comfortably!
10.0 out of 10, Exceptional, (23)
"We went to the DSU homecoming festivities, and this was a great place to stay. Close to Madison, plenty of bedrooms, nice to cook some of our own food. "
Beautiful year round lake home! Sleeps 8 comfortably!
Unique Home Where The Buffalo Roam! Perfect for Families, Reunions. Hunters.
Smart TV, books
Unique Home Where The Buffalo Roam! Perfect for Families, Reunions. Hunters.
9.2 out of 10, Wonderful, (38)
"Great location. "
Unique Home Where The Buffalo Roam! Perfect for Families, Reunions. Hunters.
Lake Madison Condo
Outdoor dining
Lake Madison Condo
10.0 out of 10, Exceptional, (39)
"Light on cookware and kitchen items in general. Ice maker did not work. Bathroom is really small. The living room was spacious and relaxing. Beautiful location. Overall, we enjoyed our stay and would consider staying again, but would explore other options in the general area as well."
Lake Madison Condo
Lakefront Fun
Property grounds
Lakefront Fun
9.8 out of 10, Exceptional, (8)
"Beautiful spot on lake Madison! We loved this spot! Perfect for relaxing and having fun!"
Lakefront Fun
Madison gem by DSU & the Airport! Clean & Packed with Charm by A1Day1
Fridge, microwave, oven, stovetop
Madison gem by DSU & the Airport! Clean & Packed with Charm by A1Day1
10.0 out of 10, Exceptional, (3)
"All the comforts of home. The kitchen was well equipped with everything we needed to cook anything we wanted. The cleanliness was well appreciated. We talked about wanting to plan another trip to this area just so we could stay here again."
Madison gem by DSU & the Airport! Clean & Packed with Charm by A1Day1
Skeet's Retreat: Lake Herman's Hidden Gem of Adventure and Relaxation! Sleeps 8
Fridge, microwave, oven, stovetop
Skeet's Retreat: Lake Herman's Hidden Gem of Adventure and Relaxation! Sleeps 8
10.0 out of 10, Exceptional, (2)
"Really relaxing weekend getaway spot. Great walking trail at Lake Herman State Park. Our stay was great. Beautifully updated lake home with perfect amenities. "
Skeet's Retreat: Lake Herman's Hidden Gem of Adventure and Relaxation! Sleeps 8
Spacious 4-bedroom house in beautiful Madison with AC, WiFi
Property grounds
Spacious 4-bedroom house in beautiful Madison with AC, WiFi
2.0 star property
Spacious 4-bedroom house in beautiful Madison with AC, WiFi
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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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Other types of properties in Chester you may be interested in

Royal River Casino and Hotel
Lobby sitting area
Royal River Casino and Hotel
3.0 star property
8.4 out of 10, Very Good, (413)
"It was good for the price. Smoking facility and the smell was pervasive. The room had a "someone had smoked in there" smell. Okay for the price."
The price is ￥13,592
￥17,223 total
includes taxes & fees
Sep 29 - Sep 30
Royal River Casino and Hotel
AmericInn by Wyndham Hartford SD
Exterior
AmericInn by Wyndham Hartford SD
2.5 star property
9.2 out of 10, Wonderful, (636)
"My biggest gripe is no water pressure. Worst shower - plenty of clean towels, but little water. Otherwise a good place."
The price is ￥14,141
￥15,371 total
includes taxes & fees
Oct 27 - Oct 28
AmericInn by Wyndham Hartford SD
AmericInn by Wyndham Madison SD
Reception
AmericInn by Wyndham Madison SD
2.5 star property
8.2 out of 10, Very Good, (264)
"Quaint hotel! Friendly staff!"
The price is ￥13,255
￥14,694 total
includes taxes & fees
Sep 30 - Oct 1
AmericInn by Wyndham Madison SD
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.

Frequently asked questions

Can I find vacation rentals in Chester?

Yes, you can find vacation rentals near popular local attractions in Chester, or you can go with a secluded option if you're looking for relaxation.

What are some of the best vacation home rentals that Chester has to offer?

WATERFRONT HOME ON LAKE MADISON: This vacation home rental near Chester is located on a lake and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What can I see and do in Chester?

While you're exploring the area, Brant Lake and Lake Madison are a couple of picturesque spots to get outside and enjoy nature. In the larger area, you’ll find Grand Opera House of Dell Rapids and Dakota State University.

What are vacation rentals like in Chester?

Vacation rentals are private accommodations you can book for several days or longer in Chester. Vacation rentals feature extras such as kitchens and laundry facilities so you'll feel right at home. If you're concerned about a sanitized environment, vacation rentals can provide a sense of security away from shared hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for family trips.