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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.

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Top guest favorite
A serene landscape features a large farmhouse set against a clear blue sky, with lush green grass surrounding a tranquil pond. Reflections of trees and the farmhouse are visible on the water's surface, complemented by a rustic barn in the background.
Home in Far Hills
4.99 out of 5 average rating, 89 reviews

Pickle Farm

Meticulously maintained private quiet gated enclave featuring a restored vintage 1800 historic farmhouse and pastoral land- 1 hour from NYC. Registered movie and film location, featured in movies, commercials, documentaries and photo shoots. Agent handles negotiations, Prices vary. Minutes to train, Hamilton Farm, Pingry , Gill & Willow schools. Willowwood Arboretum, Bamboo Brook, Natirar, Several well known golf courses surrounded by hundreds of acres of preserved open land and state park.

Superhost
The exterior of a single-story home is displayed, featuring a spacious deck that overlooks a manicured lawn. A stone fire pit is positioned on the patio, surrounded by vibrant flower beds. Trees provide natural privacy, enhancing the tranquil outdoor setting.
Home in Chester
4.79 out of 5 average rating, 19 reviews

Chester Private Home - 2 acres

Take it easy at this unique and tranquil getaway. 2 beautifully landscaped very private acres. Over 1 acre of backyard fenced - dog friendly. Two Tesla Level 2 Chargers available for an extra charge. 60' x 120' playing field for soccer or any sport. Close to downtown Chester - easy access to Rt 206, Rt 24, Rt 80, Rt 287 and Rt 78. The landscaped yard blooms throughout the seasons. This is a completely smoke-free property, indoors and out, to ensure a clean and comfortable stay for all guests.

Guest favorite
A spacious living and dining area features a blend of comfortable furniture, including a green armchair and a sleek table with chairs. A small decorative rug lies on the tiled floor, and a television is mounted on the wall. Natural light enters through a window, accentuating the room's warmth.
Guest suite in Hackettstown
4.88 out of 5 average rating, 143 reviews

Full Apartment near Hackettstown

Enjoy this private apartment connected to an 18th century stone house. It comes furnished with 1 1/2 bathrooms, a fully equipped kitchen, large living/dining room, and one bedroom with closet and a queen sized bed. We are located in the beautiful highlands of northwest NJ--about 60 miles from Lincoln Tunnel and 75 miles from Philadelphia. Nearby are historical sights, great hiking and skiing areas restaurants, brew pubs, and a train station. Private parking provided next to entrance.

Top guest favorite
A castle-style retreat is showcased, featuring a whimsical dragon statue and a large chess set in the foreground. A tranquil pond with a fountain is visible, alongside a magnificent castle structure designed with classic stone elements and a welcoming entrance, all set amidst lush greenery.
Castle in East Stroudsburg
4.99 out of 5 average rating, 409 reviews

Pocono Castle w/ Dungeon Escape Room &Private Pond

Sleep in a Fairy Tale at Pocono Castle! Live the dream in this 2,300 sq. ft storybook retreat, where you’ll sleep like royalty in a real fairy tale castle. Unwind in luxury with a bubbling hot tub, a cedar sauna, and endless magical touches. Dress up as Kings, Queens, or Knights and explore the grounds, featuring a private one-acre pond & maybe you’ll catch a Golden Fish! With enchanting bedrooms, outdoor adventures, and unforgettable charm, this is the OMG getaway you’ve been waiting for!

Top guest favorite
A serene outdoor area features two sets of blue Adirondack chairs positioned beside a gently flowing waterfall. Lush greenery surrounds the private pond, with a distant view of a white shed and the glistening pool, creating a peaceful retreat in nature.
Home in Mendham Township
4.98 out of 5 average rating, 56 reviews

Historic Cottage with Private Pond & Pool

Step back in time to 1760 with the old world charm of Colonial America. Pre-dating our country by over a decade, our beautifully renovated 260+ year old home sits on 5 acres with a detached studio and 2 separate water features. Experience the private pond teeming with koi, frogs, and other wildlife or take a dip in the refreshing pool just steps away. Whether you seek a relaxing getaway or a portal back to the days of our founding fathers, our historic home promises the ideal retreat.

Guest favorite
Apartment in Hopatcong
4.92 out of 5 average rating, 160 reviews

C'est La Vie Lakeview with Optional Boat Slip

Unit #1 Welcome to our lakeside retreat on Lake Hopatcong! This charming 1-bedroom apartment offers the perfect escape to a warm cottage with direct access to the sparkling waters of New Jersey's largest lake via the shared dock and dedicated slip. Unwind in the spacious bedroom which features a king bed & futon, or relax in the inviting living room on the open-up sofa. Start your day with breathtaking lake views and end it with a mesmerizing sunset from the dock. Permit#99815

Top guest favorite
The exterior of a waterfront house is shown, featuring three levels with multiple balconies and large windows. A private dock is visible in front, equipped with seating and a shaded area with an umbrella. A boat is docked alongside, highlighting access to water activities.
Place to stay in Hopatcong
4.95 out of 5 average rating, 255 reviews

Lake Sports Home !

Luxury water front suite, 40 ft. encl. deck, 26 windows, king bed, bath, 83 inch TV, LED fireplace, Hot Tub, dock, . Capacity 2 guests. Plus : optional 2nd bedroom/bath/2 single rolling beds avail. (small extra charge), Kitchenette : appliances [8]: fire pit, BBQ grill, hammocks, dining table, deck chairs. Dock umbrellas, Electric mountain bikes , world class kayaks, dry suits, rafts , floats . Extras: Surfing Boat, electric surfboards, electric hydrofoils, (Permit 2024-13)

Guest favorite
A living room features floral-patterned sofas with pink accent pillows, complemented by warm wooden flooring. A central coffee table is adorned with a decorative green vase. Artwork hangs on the walls, and natural light enters through a window dressed with soft curtains.
Apartment in Chester
4.98 out of 5 average rating, 95 reviews

Carriage House

Our place is close to the Gladstone train station, historic downtown Chester, Hacklebarney State Park, and several other parks. It's a great place to stay if you are coming to the area for business travel, visiting family in the area or leisure. You’ll love our place because it's large, tastefully decorated and comfortable. We have hiking trails, a stream, and a pond on our beautiful acreage that you can explore and enjoy. Friendly black lab on premises.

Top guest favorite
Guest suite in Bridgewater
4.93 out of 5 average rating, 158 reviews

Private Villa

Newley renovated spacious apartment attached to a home in a great neighborhood. Private property with plenty of space to park. Apartment has separate entrance. Minutes from Bridgewater mall, 8 minute drive to downtown Somerville, shopping centers, train station and major highways. This one bedroom apartment has a full bed, a wide couch that can be used for additional person to sleep on and additional air mattress is available if necessary.

Top guest favorite
Two yellow wingback chairs are positioned near a brick fireplace, where a fire is gently flickering. A dark wooden coffee table is set in front, and a flat-screen TV is mounted above the mantel. Soft lighting illuminates the inviting space.
Cottage in Oxford
5 out of 5 average rating, 66 reviews

The Cottage at Willever Lake

Escape to a serene and sophisticated retreat at the former carriage house of the Willever Estate, constructed in 1939. This exquisite lakefront cottage is situated in the heart of National Conservation Lands and has been thoughtfully restored to incorporate contemporary amenities while preserving its significant historic features. Experience the perfect balance of tranquility and refinement in this meticulously renovated abode.

Top guest favorite
A comfortable living area features a white sofa adorned with coordinating cushions, set against a neutral wall. A rustic coffee table with a weathered finish sits in the center, complemented by a patterned rug. Artwork is displayed above the couch, adding a contemporary touch.
Cottage in Upper Black Eddy
5 out of 5 average rating, 600 reviews

Riverwood Cottage• borders Bucks County state park

Wake up to fresh bagels and quiet countryside views. This charming guest cottage sits in the heart of Bucks County, surrounded by picturesque river towns and rolling hills. Enjoy fresh bagels delivered to your door on your first morning. Take a 5 minute drive along the Delaware River into Frenchtown for a day of exploring and dining. Close to New Hope, Lambertville and Doylestown.

Top guest favorite
Two mini donkeys graze peacefully in a grassy field, surrounded by trees with green foliage. A blue sky with a few scattered clouds provides a bright backdrop, and wooden fences outline the pasture, enhancing the farm-like setting.
Farm stay in Frenchtown
4.95 out of 5 average rating, 584 reviews

DREAM BIG! Rustic Tiny Home on Hidden Farmlet

Ready to kick back and relax from your busy life? Have you ever dreamed of waking up on a farm? Then our charming 170 sq ft tiny home is perfect for you! Situated on 10 picturesque acres, and home to one horse, two mini donkeys, two goats, a pig, twenty-two chickens, five ducks, a goose and, of course, a barn cat. This is the place to disconnect and get back to nature!

Popular amenities for Chester vacation rentals

  1. Airbnb
  2. United States
  3. New Jersey
  4. Morris County
  5. Chester