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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, 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.

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, 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.

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, 421 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, 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 favorite
Apartment 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 favorite
A comfortable bedroom is present, featuring a dark wood bed with crisp white bedding and decorative pillows. Nightstands with lamps are positioned on either side. Framed artwork adorns the walls, and a ceiling fan provides airflow. Soft carpeting completes the inviting space.
Guest suite in Phillipsburg
4.93 out of 5 average rating, 165 reviews

Modern Private Suite w/ Self check-in & free wifi

Whatever brings you to Philipsburg – visiting friends and family, enjoying the bustling nightlife and restaurants in Easton, business, or any other reason, the location of the apartment and the way it is suited makes it a perfect choice! We know how important it is to feel comfortable & relaxed when you arrive back from a long day of work or sightseeing. This idea is what inspired us to design the space and provide everyone that stays with a place to recharge, relax, and enjoy.

Top guest favorite
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, 291 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 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, 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.

Top guest favorite
Apartment in Lawrenceville
4.97 out of 5 average rating, 301 reviews

Cute apt near Lawrenceville Prep

Take a break and unwind at this peaceful oasis. Keyless entrance that leads to private apartment upstairs. One queen in bedroom and a huge sofa in the other room that could double as a sleep space in a pinch. Fun balcony that overlooks a lovely yard. Television that has cable and ROKU with many channels, and strong WIFI for computers. Plenty of parking. 15 minutes to Princeton.

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, 618 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
A spacious sleeping area features a bed with layered bedding and a decorative blanket. A chest of drawers and wardrobe provide storage options. Soft lighting from a nearby lamp creates a cozy ambiance, while a small chaise lounge adds extra seating.
Guesthouse in Morristown
4.96 out of 5 average rating, 252 reviews

Private Guest House

Private 600 square foot guest house on side of owners home. Private entrance. Recently renovated with all new bedding, furnishings, bathroom, appliances and fixtures. Located just 1 mile from center of Morristown. Walking distance to many restaurants, parks and shopping. 1 mile from Morristown Train Station, direct to NYC. Plenty of parking, pet friendly.

Guest favorite
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.
Apartment in Hopatcong
4.94 out of 5 average rating, 144 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

Popular amenities for Chester vacation rentals

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