
Vacation rentals in Chester
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Top-rated vacation rentals in Chester
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Private Lakeview Cottage/Farmstay NYC & Rt80.
Retreat, Relax, & Renew. Enjoy Open Land, Fresh Air & Spacious Views. Your Sweet Cottage sits on 80 Ac. of Land w/Lakeviews, Fields, Trails & Streams throughout. Easy Access to Rt 80. *Avoid the Pocono traffic with quiet country roads, local antiques & crafts. Plenty of local fun-See our Guidebook! Enjoy daily walks on the trails. Ask for our animal tours. Alpaca Farm+Wolf Preserve+ ask about Ski/tubing/Snow Shoe Nearby. Local Music & Events/Wineries & Farmer's Mkt. Our market coming soon :))

Lakeside Home w/Lake Access, Dock & Water Views!
Enjoy amazing lake views from this absolutely gorgeous, modern lakeside home! Perfect destination for a mini-vacation, couples retreat or a family getaway. "La Vida Lago" is a completely furnished, single family lakeside ranch home featuring 2 bedrooms, 1.5 baths, deck, patio, private lake access and dock directly across the street. The property is perched up from the road and nestled into the mountain surrounded by trees! The ideal environment to connect w/nature, yourself and loved ones.

The Summer Kitchen Cottage: Pastoral Elegance
Idyllic pastoral getaway on 26 acres of renowned landscape designer Paul Steinbeiser’s homestead. Stroll the walking paths framed by native plants, wildflower meadows and sculptures featured in annual HOBART show. By summer, pick-your-own organic berries, vegetables & flowers or, by winter, cozy up to the wood burning stove. Nestled outside of Frenchtown, 15 from New Hope/Lambertville, an hour from New York and Philly, the cottage is a utopian respite to decompress and connect with the land.

Luxury forest cabin w/private trails
Welcome to picturesque spacious luxury: this fully renovated cabin, tucked away on an expansive 200+ acre property w/ private trails. The spectacular 1 bedroom features: vaulted ceilings, brand new kitchen & appliances, granite counter island w/ seating, dining room, powder room & bathroom with walk in shower & soaking bathtub, King bed, blackout curtains, large windows with nature views, Smart TV, BBQ, hot tub option(available in summer) & direct access to the serene forest & walking paths.

NEW! Fisherman's Cottage on the Delaware River
Ready to trade the hustle and bustle of city life for some R&R in the countryside? Our charming, riverside cottage is just the place to disconnect and get back to nature. Relax and recharge in our newly-renovated cottage, featuring one bedroom, one bathroom, a small kitchen, a comfy living room, and a vintage-style gas stove. Our location in the Bucks County town of Upper Black Eddy is perfect for nature lovers, foodies, art enthusiasts, or anybody who wants to enjoy some peace and quiet.

River Witch Cottage Frenchtown
Nestled in the heart of Frenchtown NJ, you'll find enchantment hidden in the lush gardens of River Witch Cottage. • Restore yourself in a luxe queen bed • Prep a simple meal in the fully equipped kitchen • Nourish yourself in the charm of an intimate dining area • Recline in cozy comfort beside a beautiful gas fireplace • Rejuvenate in the jets of the jacuzzi tub, soaking under the natural glow of skylights • Morning coffee or evening wine in the tranquil setting of the private outdoor patio

Creekfront Poconos Cabin w/ Hot Tub & Fire Pit
Welcome to Split Creek Cabin, a private creekfront retreat nestled down a quiet dirt road along Marshall’s Creek. This cozy 2-bedroom, 1.5-bath log cabin offers a one-of-a-kind Poconos experience combining rustic charm with modern comfort. Unwind in the hot tub as the soothing sounds of the creek flow by, roast s’mores around the fire pit under starry skies, and enjoy a relaxing escape where your only neighbors are towering trees and wandering deer. A cozy, Creekside stay you won’t forget

Country Barn in Historic Northern NJ
Historic Hope NJ: 2 story country barn sleeps 1-4 people; New Kitchen & bath Loft has king bed & clothes storage. Second bedroom has double sized futon New outdoor deck seats 4; WiFi & cell phone access; Good for singles, couples, business travelers, visiting parents, kayakers, hikers, bicyclists, gliders, nature lovers, etc. Near Delaware Water Gap, Wolf Preserve, Farmer's Markets, Antiquing, Appalachian Trail, Nature Center, Land of Make Believe, Blairstown & Blair Academy:

Riverwood Bungalow- Bucks County Getaway
A small but cozy bungalow on a quiet property bordering a state park. Explore river towns along the Delaware including Frenchtown, New Hope and Lambertville. FRESH BAGEL DELIVERY included on first morning. It offers private parking (next to front door), EV charger for electric vehicles, QUEEN-SIZE bed, kitchenette and heated floors in bed & bath. Take a morning walk along the canal, enjoy a quiet dinner outside at the table for two, then end the night relaxing by the chiminea.

Historic Tiny Cottage on the Delaware Canal
This renovated home, dating back to 1900, is located right along the picturesque Delaware Canal, offering stunning views and plenty of opportunities for outdoor activities like kayaking and biking. Inside are modern amenities like a new heating/AC system, hardwood floors, a new bathroom, W/D, and a fully equipped kitchen. The loft area features a queen bed and a desk area perfect for remote work. The yard has outdoor seating to enjoy the scenery.

Modern carriage house, renovated w beautiful views
Newly renovated Unique + charming 1800's stable house/turned artists studio/turned guest cottage on beautiful, quiet property with gorgeous views. Cathedral ceilings, with breathtaking floor to ceiling windows. Exposed beams. New bathrooms with 1 soaking tub. Fully equipped kitchen + W/D Movie-quality projector, Roku+surround sound system Hi speed wifi <5 minutes to Flemington, all major shopping + hiking. 15min to Frenchtown+Delaware River.

Romantic New Hope Cottage
Whether you’re visiting for business or pleasure, you will feel right at home in our private cottage tucked away on a quiet country road in historic Bucks County. From the moment you pull into the driveway and meander along the stone pathway, you will feel a sense of tranquility, warmth, and comfort. The cozy environment is perfect for a romantic getaway, a relaxing weekend, or a solo work trip (exceptional wifi on premises).
Popular amenities for Chester vacation rentals
Other great vacation rentals in Chester

Secluded Private Retreat Entire House and Woodland

Chester Private Home - 2 acres

⌂ Backyard Porch ⌂ Cozy Getaway ⌂ Catskills Hikes

Beautiful guesthouse - Larchmont

lake coffee

Historic Cottage with Private Pond & Pool

Lake front cabin Aframe+fire pit+game room+hot tub

Lakeside Living on Lake Hopatcong
Destinations to explore
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- Times Square
- Madison Square Garden
- New York City Center
- Columbia University
- Central Park Zoo
- MetLife Stadium
- Camelback Resort & Waterpark
- Brooklyn Bridge
- Mountain Creek Resort
- Bronx Zoo
- Yankee Stadium
- Rockefeller Center
- United Nations Headquarters
- Sesame Place
- Blue Mountain Resort
- Camelback Mountain Resort
- Six Flags Great Adventure
- Empire State Building
- Citi Field
- Grand Central Terminal
- Bryant Park
- Pocono Raceway
- Statue of Liberty
- Radio City Music Hall




