Chester offers an array of vacation rentals that cater to various tastes and preferences, ensuring a delightful escape for families, couples, and solo travelers alike. From charming cottages to spacious homes, visitors can find accommodations that fit their needs while enjoying the unique character of this picturesque town. Whether seeking a serene getaway by the lakeside or an adventure-filled stay near local attractions, Chester's vacation rentals provide the perfect base for exploring the area.
Best Chester Vacation Rentals
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Whiski Cabin *12-Acres With Mountain Views!*
Whiski Cabin *12-Acres With Mountain Views! * Venue is situated around 10 minutes' drive from North Springfield Baptist Church in Chester and offers accommodation with a fully-equipped kitchen. The villa is composed of 2 bedrooms and 2 bathrooms.
Lockwood-Boynton House is approximately 10 minutes' drive away. This property is 103 km from Saratoga Springs. Rutland State airport can be reached within 52 minutes by car.
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Chester Home With Views About 10 Mi To Okemo Mtn Resort!
From 420$
The 3-bedroom Chester Home With Views About 10 Mi To Okemo Mtn Resort! is less than around 7 km from DaVallia Art & Accents. It includes a fully equipped kitchen and 3 bathrooms.
The property is 10 minutes' drive from Jeffrey House. The villa is sited 92 km to Lake George. You can get to Vermont Institute of Contemporary Arts in a few minutes by car. The nearest airport is Rutland State, about 45 km away.
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Country Riverside Retreat
Country Riverside Retreat Villa is situated 4.8 km from Martins's Maple Farm in Chester and offers accommodation with a fully equipped kitchen. This venue has 2 bedrooms and 2 bathrooms.
The centre of Chester is nearly 1 km from the villa. Lake George is nestled 92 km from the property, while DaVallia Art & Accents is 1.4 km away. You can get to Stone House Antique Center in a few minutes by car. The nearest airport is Rutland State airport, 55 km from Country Riverside Retreat Villa.
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Sage House At Camp Greenwood Vermont With Sauna
Sage House At Camp Greenwood Vermont With Sauna Villa is situated about a 25-minute walk from Green Mountain Flyer in Chester and offers accommodation with a fully-fitted kitchen. This venue has 1 bedroom and 1 bathroom.
The villa is 10 minutes' drive from Stone House Antique Center. It is located 2 km from the centre of Chester. The property is set 98 km from Saratoga Springs. You can get to Vermont Institute of Contemporary Arts in a few minutes by car. Rutland State airport is within a distance of 55 km.
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House At Dream Barn Hollow
From 520$
House At Dream Barn Hollow Villa is situated 4.9 km from Six Loose Ladies Yarn & Fiber Shop in Chester and offers accommodation with a full kitchen. The venue comprises 2 bedrooms and 2 bathrooms.
The centre of Chester is nearly 5 km from the villa. Warren is 97 km from this property, while Whiting Library is 4.1 km away. You can get to DaVallia Art & Accents in a few minutes by car. Rutland State airport is 50 km away from House At Dream Barn Hollow Villa.
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Peaceful Brookside Getaway ~10 Mi To Okemo Slopes!
Peaceful Brookside Getaway About 10 Mi To Okemo Slopes! Venue is situated around a 15-minute drive from DaVallia Art & Accents in Chester and offers accommodation with a fully furnished kitchen. This villa has 1 bedroom and 1 bathroom.
Whiting Library is approximately 15 minutes' drive away. Dover is 48 km from the property. You can get to Vermont Institute of Contemporary Arts in a few minutes by car. Peaceful Brookside Getaway About 10 Mi To Okemo Slopes! Venue offers a welcoming accommodation within 52 minutes by car from Rutland State airport.
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Chester Farmhouse On 100 Acres, 15 Min To Okemo!
From 252$
Chester Farmhouse On 100 Acres, 15 Min To Okemo! Venue provides a welcoming accommodation within a 10-minute drive from Spaulding Bridge. This villa has 2 bedrooms, 2 bathrooms, and a full kitchen with an oven and a stovetop.
Black River Academy Museum is approximately 15 minutes' drive away. Dover is about 35 minutes away by car. Chester Farmhouse On 100 Acres, 15 Min To Okemo! Property offers a welcoming accommodation within 47 minutes by car from Rutland State airport.
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Chester Charmer
From 281$
Chester Charmer Villa is situated around 25 minutes' walk from DaVallia Art & Accents in Chester and offers accommodation with a fully furnished kitchen. The venue features a hot tub for you to relax.
Stone House Antique Center is approximately 10 minutes' drive away. Lake George is 91 km from the property. It is located 3 km from the centre of Chester. You can get to Vermont Institute of Contemporary Arts in a few minutes by car. The nearest airport is Rutland State airport, 50 km from Chester Charmer Villa.
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Private Chester Home W/ Deck, Mins To Skiing!
From 414$
Private Chester Home With Deck, Mins To Skiing! offers a welcoming accommodation within 46 minutes by car from Rutland State airport. The villa has 3 bedrooms and a fully-equipped kitchen with an oven and a stovetop.
Warren is 90 km from this venue.
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Thistle House At Camp Greenwood Vermont With Sauna
From 120$
Thistle House At Camp Greenwood Vermont With Sauna Villa is situated about 25 minutes' walk from Whiting Library in Chester and offers accommodation with a fully-fitted kitchen. The venue features a patio.
Green Mountain Flyer is approximately 5 minutes' drive away. Saratoga Springs is 98 km away from this villa. The property is nestled 2 km from the centre of Chester. You can get to Stone House Antique Center in a few minutes by car. When your stay comes to an end, Rutland State airport is only 55 km away from the venue.