Chester Vacation Rentals

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Vacation Rentals in Chester

Lots of charm and only blocks away from the Root River and Bike trails

9.8 out of 10, Exceptional, (23)
"Would stay here again!"
Lots of charm and only blocks away from the Root River and Bike trails

Cozy house / small town living. Attractions include trout capital of Minnesota

5.4 out of 10, (11)
"We came up for the weekend for our fanily reunion . The house is old & smells like an old house, which isn't a bad thing. The house was clean & tidy. We couldn't find the hot tub,but it was all good. We didn't spend much time at the house, except for sleeping & watching tv in the evening. Thank you for a pleasant stay."
The price is CA $141
CA $257 total
includes taxes & fees
Jul 29 - Jul 30
Cozy house / small town living. Attractions include trout capital of Minnesota

Steps to Root River: Home w/ Large Yard!

Steps to Root River: Home w/ Large Yard!

Harmony Home w/ Fire Pit: 5 Mi to Niagara Cave!

9.6 out of 10, Exceptional, (8)
"House was very clean and full of amenities and instructions to make the stay easy and useful. Would stay here again in a heartbeat. "
Harmony Home w/ Fire Pit: 5 Mi to Niagara Cave!

Steps to Root River: Home w/ Large Yard!

3.0 star property
6.0 out of 10, (1)
"Dirty dishes, dirty pots and pans, dirty utensils, dusty and unswept floors"
Steps to Root River: Home w/ Large Yard!

Friendly-Farm Retreat

10.0 out of 10, Exceptional, (72)
"We loved our stay. Owners were friendly and helpful. All the animals were great. Would for sure stay here again next time we come to the area."
Friendly-Farm Retreat

Root River Retreat

9.6 out of 10, Exceptional, (38)
"We had a great stay. The listing was accurate and served us well for our stay. Lori was an excellent communicator. Would definitely recommend!"
Root River Retreat

Sage Street Retreat, a quiet and relaxing getaway

10.0 out of 10, Exceptional, (5)
"We really were happy with everything about our stay. Very clean & good beds & quiet neighborhood. Would definitely book again."
The price is CA $182
CA $285 total
includes taxes & fees
Aug 25 - Aug 26
Sage Street Retreat, a quiet and relaxing getaway

Harmony Home w/ Fire Pit: 5 Mi to Niagara Cave!

3.0 star property
Harmony Home w/ Fire Pit: 5 Mi to Niagara Cave!
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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Top Chester Hotel Reviews

Frequently asked questions

Are there vacation rentals in Chester?

Yes, we give you a choice of vacation rentals near the most popular local attractions in Chester, or you can choose a more remote option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals in Chester?

Lots of charm and only blocks away from the Root River and Bike trails: This vacation home rental outside of Chester offers a garden, a selection of games, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family.

What’s there to see and do in Chester?

While you're exploring the area, Forestville Mystery Cave State Park and Niagara Cave are a couple of picturesque spots to get outside and enjoy nature. In the larger area, you’ll find Four Daughters Vineyard & Winery and Deer Creek Speedway.

What’s a vacation rental in Chester like?

A vacation rental is a private property you can stay in for a long or short time in Chester. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll feel right at home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of privacy away from public hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for family trips or small group gatherings.