
Vacation rentals in Chester
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Top-rated vacation rentals in Chester
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Private farm loft
Secluded farm with Mountain View’s surrounded by hundreds of acres of state land to hunt and hike right off our land, but still have the convenience of the town of Hackettstown, all the stores/restaurant choices you need all within 3 miles. Enjoy 2700 square feet of open concept space at the loft, with fully stocked kitchen, coffee choices, snacks. Enjoy board games, air hockey table, multi game table. Outside fire pit, grilling, areas to relax, walk our wildflower fields, manicured landscape

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.

Carriage House in The Valley
A quiet, safe countryside lifestyle 1 hour from Manhattan, NJ beaches, or the Delaware Water Gap. Walk, Bike, fish watch birds and see historical sites where George Washington marched. Senior couple's 2 acre lot among huge trees. The rustic outside of the unit gives way to a comfortable living space on the top floor and the bottom floor is a wide open utility room with a second bath, electric stove, full laundry and a place to store things while in transit or if moving in or out of the area.

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.

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.

Cranberry Cove Cabin - Lakefront Bright Oasis
Escape to a charming lakefront retreat on Cranberry Lake, just one hour from NYC. This cozy cabin features exposed beams, a comfortable living area with leather sofa, flat-screen TV, soundbar, and Roku, plus a fully stocked kitchen. Enjoy seasonal deck furniture, yard games, a charcoal grill, and fire pits by both the yard and the lake. Private lake access via stairs (over a hill) leading to your own dock, with folding chairs and a kayak—perfect for relaxing, paddling, and soaking in nature.

Pocono Castle: 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!

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.

Lakeside Style and Luxury
Tastefully appointed home on highly desirable deep water Davis Cove with stunning views of Lake Hopatcong. Fully updated home offers spacious bedrooms, two bathrooms, premium furnishings, beautiful landscaping, 50 Ft dock, lakeside deck/seating, hot tub, wood burning fireplace, game room, fully equipped kitchen, large outdoor grill, swimming, fishing, boating. Quiet side-street neighborhood. Outstanding guest service from your host. Don't just stay anywhere... make it memorable!

Charming Rustic Retreat
Discover timeless luxury wrapped in rustic charm. This home blends vintage character with upscale comfort, offering a warm, nostalgic atmosphere and refined touches throughout. From antique wood beams to handpicked vintage décor, every detail invites relaxation and emotional connection. Whether you're enjoying a serene morning or a cozy evening, this space promises a uniquely rich and elegant stay that feels like a heartfelt escape into classic sophistication.

Modern bright downtown apartment Unit B
This cozy and modern apartment is designed for your comfort and relaxation. This includes a modern kitchen with brand-new stainless-steel appliances, well-equipped kitchen, comfortable living areas, and a dedicated workspace for business travelers. The sunny living room with decorative fireplace flows into the ample sized dining room. The primary bedroom boasts an en-suite full bathroom with stall shower, walk-in closet, and patio access.

“Scenic Riverside Retreat – A Unique Getaway”
Escape to a piece of history reimagined! Stay in the Riverfront Historic Mill, a 19th-century masterpiece transformed into a luxurious retreat. Experience the charm of exposed beams and brickwork alongside modern amenities, all designed by renowned architect Charles Buckley. Immerse yourself in New Jersey's rich past within a village steeped in industrial heritage, all while enjoying a truly unique and unforgettable stay
Popular amenities for Chester vacation rentals
Other great vacation rentals in Chester

Lakeside Lux and Laughs!

Lux Lakeview House Experience/Sleep 8

The Lakeside Villa

Beautiful and Cozy, Lake view, hot tub, privt yard

Home Away From Home

Casita Bracewell

Lakefront | Kayaks | 200-Acre Estate | Tennis

Lakefront 4Bd 2Bth home on Lake Hopatcong + Kayaks
Destinations to explore
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- Times Square
- Central Park Zoo
- Mountain Creek Resort
- Columbia University
- Sesame Place
- Yankee Stadium
- American Dream
- Six Flags Great Adventure
- MetLife Stadium
- Bushkill Falls
- New York City Center
- Rockefeller Center
- Dorney Park & Wildwater Kingdom
- Camelback Mountain Resort
- United Nations Headquarters
- Pocono Raceway
- Empire State Building
- Blue Mountain Resort
- Bryant Park
- Barclays Center
- Citi Field
- Statue of Liberty
- Grand Central Terminal
- Brooklyn Bridge





