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Holiday rentals in Chester

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Top-rated holiday rentals in Chester

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

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Top guest favourite
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, 94 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
4.82 out of 5 average rating, 22 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 favourite
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, 144 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.

Guest favourite
An aerial view captures the tranquil lakefront home nestled in a family-friendly cul-de-sac. Surrounding greenery enhances the setting, while nearby vehicles and houses indicate a welcoming neighborhood. The serene lake reflects the lush landscape, providing a peaceful backdrop to the community.
Home in Mine Hill Township
5 out of 5 average rating, 8 reviews

Adventure Lake House: Pool, Hot Tub, Kayak, Bikes

Enjoy our Lakefront Home while we are away on Vacation! No Parties, we love our Neighbors. The backyard features a creek, sandpit, fire-pit, and direct access to the lake. There is an 18' pool (Jun-Sep) and Grill, and an inflatable 4-person Hot Tub (Year Round). There are 5 Kayaks, 2 iSUPs, Pedal-boat, a Sunfish Sailboat, 7 Skis, and 26 Bicycles of all sizes and kinds. Just 1 hour from NYC and 30 min from the Delaware Water Gap. Restaurants, Walmart, and shopping are all within 2-miles.

Top guest favourite
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, 60 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.

Top guest favourite
Flat in Morristown
5 out of 5 average rating, 43 reviews

Trailside Morristown Apartment

This fully renovated 1-bedroom 1 bath apartment with a full kitchen, gas fireplace, washer/dryer, extra loft space and its own entrance is ideally located less than a mile from Morristown Memorial and just minutes from vibrant Downtown Morristown. Across the street is one of the areas most popular parks with miles of bike and walking trails. Whether you’re visiting for work, study, or to explore No. Central NJ, this inviting Airbnb offers the perfect blend of convenience and comfort.

Guest favourite
A spacious living area is visible, featuring a large sectional sofa and two armchairs. A wall-mounted television is positioned across from the seating. Natural light filters through a window, and a neutral-colored carpet covers the floor, enhancing the openness of the room.
Farm stay in Hackettstown
4.96 out of 5 average rating, 46 reviews

Private farm loft

Enjoy the lovely setting of this quiet secluded, romantic spot in nature, but at the same time close to everything. Private farm. Another 3 bedroom, 2 bedroom, and cottage available for large family/wedding groups. Book our place and we’ll send a video as the site doesn’t accommodate for that. You can cancel if u don’t want, but that won’t be the case. We strive for having unique memorable stays; cleanliness, coffee/snack selections, and details to make your stay comfortable.

Guest favourite
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.
Flat in Chester
4.98 out of 5 average rating, 96 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 favourite
A cozy seating area features a blue futon sofa and a matching chair with yellow accent pillows. A small coffee table sits on a decorative rug. A lighted lamp and artwork add charm, while a glimpse of the bedroom is visible in the background.
Loft in West Orange
4.99 out of 5 average rating, 289 reviews

* Fragrance Free - Near NYC - Quiet, Safe Area

*The studio is private, entry is not private, it is through the hosts living area* (You will have your own keys and you and are free to come and go often, early, late) ***BEFORE REQUESTING TO BOOK*** please read the following rules and info. In your message, when you request to book, please confirm that you have read the rules and agree to honor them. I keep a fragrance free home and require that guests be fragrance free too.

Top guest favourite
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, 71 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.

Guest favourite
A dining area is positioned by large windows offering views of the lake and surrounding landscape. The round table is accompanied by six black chairs, and a light fixture hangs overhead, providing illumination. Sheer curtains allow natural light to fill the space.
Flat in Hopatcong
4.94 out of 5 average rating, 143 reviews

C'est La Vie Lakefront W/Boat slip available

Unit #3 If you've been searching for the perfect place to call home during your stay on the lake, you can stop looking. This 1 bedroom apartment has a King sized bed as well as a queen size sofa-bed. It also includes a spacious, open concept living/dining/kitchen room with large windows directly facing the lake. Permit#99815

Top guest favourite
A spacious studio apartment is presented, featuring a comfortable sofa bed and a bed adorned with a patterned quilt. Natural light filters through two windows, illuminating a small table with flowers. Decorative plants and framed artwork add a touch of character to the space.
Home in Wharton
4.96 out of 5 average rating, 46 reviews

Cozy and peaceful Studio apt

Kick back and relax in this calm, stylish space. Residential Neighborhood. Near Rockaway Mall. train station to New York City. Saint Clair Hospital. Routes : 80, 46, 10. Very convenient location, same as Cozy and Peaceful near Mall, close to restaurants, AMC theater, Lake Hopatcong? Pennsylvania, New York.

Popular amenities for Chester holiday rentals

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