
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.

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.

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.

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.

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.

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.

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.

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.

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.

* 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.

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.

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

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
Other great holiday rentals in Chester

Branchburg Lifestyle

Lake Views & Hiking Shoes (travel-nurse friendly)

Lovely room in peaceful setting!

Nice Bedroom

(Room no. 3) Charming suite + shared dining & bath

A large bedroom in a 200 y/o Charming Farmhouse

En-suite Room in Luxurious Villa for Women

Room 2 in Open Floor Plan House
Destinations to explore
- Plainview Holiday rentals
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- Long Island Holiday rentals
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- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
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- Times Square
- Rockefeller Center
- Madison Square Garden
- Bryant Park
- New York Public Library Main Branch
- Grand Central Terminal
- Columbia University
- Central Park Zoo
- MetLife Stadium
- Camelback Resort & Waterpark
- Mountain Creek Resort
- Yankee Stadium
- Six Flags Great Adventure
- United Nations Headquarters
- Sesame Place
- Citi Field
- Empire State Building
- Pocono Raceway
- Dorney Park & Wildwater Kingdom
- Radio City Music Hall
- Statue of Liberty
- Canarsie Beach
- Bushkill Falls
- USTA Billie Jean King National Tennis Center




