Vacation rentals in Chester Township

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Top-rated vacation rentals in Chester Township

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Top guest favorite
A spacious lawn is framed by natural rock formations, leading to a deck with chaise loungers. The gently sloping pathway is lined with greenery and provides access to the lakefront. In the background, a multi-level house is set against a clear blue sky.
Home in Jefferson
5.0 out of 5 average rating, 30 reviews

Lakeside Lux and Laughs!

Newly renovated 4BR/3.5BA lakefront property with multiple sitting areas, both inside and outside, is the perfect spot for relaxing and having fun with family and friends. It boasts a full game-room in the basement, a 10-person outdoor dining table, a firepit - and a fully covered bar down by the water. Sleeps 12 and is centrally located on "main lake" affording access to local restaurants, mini-golf and retail. Short-haired / non-shedding dogs (1) allowed. This home is truly something special!

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, 111 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.

Top guest favorite
A rustic carriage house is featured, surrounded by lush greenery and trees. A neatly maintained lawn leads up to the structure, which has a symmetrical façade with multiple windows. An American flag is displayed prominently in front of the house.
Guesthouse in Bridgewater
4.95 out of 5 average rating, 130 reviews

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.

Guest favorite
An 18th-century stone house is depicted, showcasing multiple stories and large windows that offer bright views. Surrounding trees and greenery create a natural setting, while a small outdoor patio area with a table and chairs is visible at the front of the building.
Guest suite in Hackettstown
4.88 out of 5 average rating, 156 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 favorite
A spacious deck features a round table surrounded by black wicker chairs beneath a tiki umbrella. The warm wooden surface overlooks serene lake views, with the shoreline and homes in the background. An outdoor seating area with dark cushions is visible to the right.
Home in Hopatcong
4.96 out of 5 average rating, 158 reviews

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.

Superhost
Home in Chester
4.84 out of 5 average rating, 31 reviews

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.

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, 475 reviews

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!

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
4.96 out of 5 average rating, 77 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 favorite
A spacious exterior view of a two-story home features a blend of stone and stucco. Arched windows and doors create a welcoming entrance, while the surrounding area is landscaped with shrubs and trees. The driveway is paved, leading up to the inviting entrance.
Home in Hackettstown
4.93 out of 5 average rating, 60 reviews

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.

Guest favorite
A modern living room features light-colored furnishings with a spacious sofa and wooden coffee table. Textured curtains frame the windows, complementing the warm wooden floor. A small decorative tree adds a touch of nature, while a lamp and an art piece enhance the inviting environment.
Apartment in Bernardsville
4.98 out of 5 average rating, 47 reviews

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.

Guest favorite
Barn in Hackettstown
4.91 out of 5 average rating, 86 reviews

“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

Guest favorite
The exterior of the unit showcases a blend of white and gray siding with large windows framing the entrance. A black door is set between stone accents at the base. Flower pots filled with various plants are arranged along the pathway, enhancing the welcoming appearance.
Guesthouse in Morristown
4.95 out of 5 average rating, 133 reviews

C&J Signature Stays Historic Renovated Apartment

Stay in your private, beautiful, bright two-bedroom unit with historical 1870s architectural details, including original brick walls, arched living room doorways, and stone kitchen walls. The unit was recently renovated to maintain its old charm while updating and modernizing the kitchen, living room, and two bedrooms. It is an excellent space for vacation or work. Fast Wi-Fi + Roku TV.

Popular amenities for Chester Township vacation rentals