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Vacation rentals in Chester

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Top-rated vacation rentals in Chester

Guests agree: these stays are highly rated for location, cleanliness, and more.

Private 1 bedroom apartment Village of Goshen
Entire rental unit · 2 guests · 1 bed · 1 bath

Private 1 bedroom apartment Village of GoshenFun modern second floor private apartment in the rear of historic 1830 home. Historic walking village. 1 bedroom, full kitchen, private bathroom and living room quirky and fun. Private parking and entrance. WiFi for easy work at home. Washer and dryer in basement perfect long term or weekly. Bike trail, hiking, wineries, craft beer, antiquing, Woodbury commons and/ or quiet. Owner lives on premise. Vaccinated guest. Pets with photo before booking

Historic Barn 2 Bedroom Apartment Close 2 Legoland
SUPERHOST
Entire rental unit · 6 guests · 3 beds · 1 bath

Historic Barn 2 Bedroom Apartment Close 2 LegolandCompletely renovated 2-bedroom apartment in a historic barn. A separate entrance for those looking for more privacy. Full kitchen, washer/dryer for your convenience. WiFi access and TV. Located directly across from Goshen Historic Track with a panoramic view of the world's oldest active harness racing track. Walk, bike, skate or scoot to quaint village restaurants, shopping, and attractions including the nearby Heritage Trail.

Private Tennis Court, biking and hiking
Entire rental unit · 2 guests · 1 bed · 1 bath

Private Tennis Court, biking and hikingLarge studio apartment in an historic estate setting. Guests have a private entrance with parking to a first floor, fun studio. Our property boasts a private tennis court for guest use and is situated directly on the Heritage Trail, which is perfect for biking and jogging. Our home borders several hundred acres of scenic rural property, yet we are conveniently located in the charming, historic Village of Goshen - within walking distance to restaurants and the Trotting Horse Museum.

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Popular amenities for Chester vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Chester

SUPERHOST
  1. Entire residential home
  2. Goshen
Unique Dutch Barn in the Hudson Valley
SUPERHOST
  1. Entire residential home
  2. Chester
Harmony House - A Luxury Retreat Back in Time
  1. Barn
  2. Goshen
Charming Barn in the historic area- with Pool
SUPERHOST
  1. Entire residential home
  2. Monroe
Perfect Weekend Getaway near Legoland
SUPERHOST
  1. Private room
  2. Chester
Priv. Entrance Room (5 mins - Legoland)
SUPERHOST
  1. Entire rental unit
  2. Chester
Luxury Apt In Sugar Loaf, Near LEGOLAND
  1. Private room
  2. Chester
Private Cozy Country Suite
SUPERHOST
  1. Entire townhouse
  2. Goshen
Trailside Retreat in Historic Village of Goshen
  1. Private room
  2. Chester
Mama Lasso
SUPERHOST
  1. Entire residential home
  2. Chester
The Little Green Farmhouse
SUPERHOST
  1. Entire residential home
  2. Chester
Charming & Modern 1841 FarmHouse (Renovated ‘20)
  1. Private room
  2. Monroe
Private Guest Suite in Monroe, NY

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