
Villa vacation rentals in Chester
Find and book unique villas on Airbnb
Top-rated villa rentals in Chester
Guests agree: these villas are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Chester villa rentals
Private villa rentals

Luxe Mountain Getaway|Fire Pit|Arcade|Hot Tub|Pool

Harmony House - A Luxury Retreat Back in Time

Goshen Retreat w/ Hot Tub & Fire Pit near Legoland

Elegant designer decorated house in Poconos

Country House, Mountain Views, Dine, Bike, & Hike

Lakefront, newly renovated home in the Catskills

Villa Retreat: Yoga Studio, Theater, EV Charger

Ultra Modern Private Oasis with River Views
Luxury villa rentals

Country home with rock climbing gym, pond & creek.

Lakefront Estate Film Location Sunset Views

Exquisite Modernism overlooking the Hudson

Spacious 1 BR Unit w/ Washer-Dryer and Parking
Villa rentals with a pool

Contemporary Lake Front - 5 Acres!

Private Room with a stunning balcony & view

Bird Haven Farmhouse: Luxury Villa Living w/ Pool.

Westchester Foliage - Pool BBQ Arcade Pet-Friendly

Serene and Peaceful - Surrounded by Nature

Best pool in town Davos
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Long Island Vacation rentals
- Montreal Vacation rentals
- Boston Vacation rentals
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- East River Vacation rentals
- Hudson Valley Vacation rentals
- Philadelphia Vacation rentals
- Mount Pocono Vacation rentals
- Jersey Shore Vacation rentals
- Ocean City Vacation rentals
- Times Square
- Rockefeller Center
- Bryant Park
- Madison Square Garden
- Empire State Building
- Columbia University
- MetLife Stadium
- Central Park Zoo
- Yankee Stadium
- Mountain Creek Resort
- Citi Field
- United Nations Headquarters
- Bethel Woods Center for the Arts
- Rye Beach
- Grand Central Terminal
- Statue of Liberty
- USTA Billie Jean King National Tennis Center
- Bushkill Falls
- Radio City Music Hall
- The Metropolitan Museum of Art
- Astoria Park
- Bronx Zoo
- Minnewaska State Park Preserve
- Delaware Water Gap National Recreation Area