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.
Cottage in Greenwood Lake
4.92 out of 5 average rating, 136 reviewsCozy home in the Village of Greenwood Lake
Adorable country retreat under an hour from NYC - perfect for a romantic couples getaway or a family of 4. Located in the village, our quaint cottage is walkable to everything; Restaurants, bars, grocer, cvs, bagels, bus stop and even the public beach!! Minutes away from TONS of local attractions; drive-in, skiing, renaissance fair, wineries, shopping, lake activities, orchards, creameries, parks, Appalachian trail, spa, rafting, golf, water park, & so much more. Pets welcome! Permit #21-07603
Sep 2 – 9
Guest suite in Montgomery
4.95 out of 5 average rating, 417 reviewsGarden View Guest Cottage
Located under 15 min. to Stewart Airport...1 mile to City Winery , nearby Angry Orchards , 1/2 hour to West Point Charming cottage setting located in the village of Montgomery, NY, Come for the day or stay for a few to take in all this historic area has to offer. Walk to some of the best restaurants in Orange County or simply read a book in the gardens... Truly a great value since it's a true "apartment " like setting..not just a room, with all the conveniences and sleeps up to 6 people
Nov 10 – 17
Guest suite in Chester
4.96 out of 5 average rating, 224 reviewsAdorable Guest Apartment in Victorian Mansion
This lovely 3rd floor private apartment is in an 1883 Victorian Mansion in Blooming Grove, NY for 1 - 6 people. It is beautifully furnished, and has luxurious beds, so let us know if you need one, two or three bedrooms! The apartment has a private entrance, a claw foot tub, a French door shower, and a kitchenette with sunny breakfast nook. It is freshly renovated and spacious. You will have to take 2 staircases. Our land has a nice view of a field of wildflowers, and our neighbor has cows.
Jan 4 – 11
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Chester vacation rentals
Other great vacation rentals in Chester
Guesthouse in Suffern
4.91 out of 5 average rating, 110 reviewsPrivate Studio w/Full Kitchen & Bath
Apr 6 – 13
Guesthouse in Warwick
4.96 out of 5 average rating, 246 reviewsBellvale Guest House on Solar Powered Mini-estate
Jan 2 – 9
Cabin in Vernon Valley
4.97 out of 5 average rating, 339 reviewsSerenity Cabin, the historic waterfall cabin!
Dec 6 – 13
Cabin in Greenwood Lake
4.92 out of 5 average rating, 171 reviewsLakeview Cabin at Greenwood Lake
Oct 29 – Nov 5
Cottage in Monroe
5.0 out of 5 average rating, 128 reviewsCozy Lake Cabin
Aug 5 – 12
Apartment in Warwick
4.9 out of 5 average rating, 522 reviewsThe Painted House Warwick, NY
Sep 9 – 16
Apartment in Warwick
4.95 out of 5 average rating, 147 reviewsTHE GEM: In The Heart Of It All!
May 22 – 29
Apartment in Warwick
4.98 out of 5 average rating, 346 reviewsWarwick Village Apt w Off St Parking
Sep 3 – 10
Home in Warwick
4.93 out of 5 average rating, 74 reviewsRenovated 2 Bedroom Apartment in Heart of Village
Sep 13 – 20
Condo in Middletown
5.0 out of 5 average rating, 12 reviewsChic Haven: Modern & Stylish and Cozy Ambiance
Apr 26 – May 3
Home in Chester
5.0 out of 5 average rating, 31 reviewsPrivate Relaxing Secluded Home with heated Pool.
Dec 9 – 16
Home in Chester
5.0 out of 5 average rating, 58 reviewsMillionaire Mansion (Hottub, BBQ, Spa, Games, More
Sep 29 – Oct 6
Quick stats about vacation rentals in Chester
Total rentals | 10 properties |
---|---|
Local attractions | The Castle Fun Center, ShopRite of Chester Plaza, and NY |
Popular amenities | Kitchen, Wifi, and Pool |
Wifi availability | 10 properties include access to wifi |
Total number of reviews | 520 reviews |
Nightly prices starting at | € 74 before taxes and fees |
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