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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 living area is showcased with a light-colored rug beneath a coffee table surrounded by two poufs. A comfortable leather sofa and a wicker chair with a soft throw create a cozy seating arrangement. Natural light streams in through two windows dressed in soft curtains.
Flat in Scotch Plains
4.99 out of 5 average rating, 239 reviews

Bright and Cozy Oasis. Bus 2 NYC steps away

This second floor apartment with a private entrance is in a residential house. Fully renovated, boasting cathedral ceilings, granite counter tops, hardwood floors and central AC. Buses leading to NYC at the end of our block. Only a 15 minute drive from Newark international Airport. ******Check out my guidebook for tasty places to eat and fun things to do.****** Near Westfield, Cranford, Linden, Woodbridge, Clark, Garwood, Fanwood, South Plainfield, Edison, Metuchen, Jersey City, Hoboken

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, 91 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 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, 281 reviews

*Fragrance Free-Clean Safe Cozy-Easy Commute NYC!

**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 as early or late as you like) ***BEFORE REQUESTING TO BOOK*** please read my entire listing *As you can see by my photos, ratings and reviews this really is a lovely place to stay, I am an attentive host, but please indulge me and read on.... * I keep a fragrance free house and require that guests be fragrance free.

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
4.8 out of 5 average rating, 20 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, 143 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 favourite
A serene outdoor seating area features two wooden chairs positioned beside a stone platform. A fire pit with a crackling flame is set in front of the chairs, overlooking a gently flowing creek and lush greenery, creating a tranquil nature retreat.
Cabin in Millrift
4.99 out of 5 average rating, 244 reviews

Remote Waterfall Cabin at Swiftwater Acres

Deep in a lush oak forest, on the bank of Bushkill Creek sits this hidden oasis. This is simply THEE most private abode in the entire area. Situated just feet from the water, the falls can be seen and heard from every room within the cabin’s charming, rustic interior. This spectacular 45 acre parcel is set within a vast reserve of state land: an oasis within an oasis. Just 90 minutes from NYC, this is a truly sublime atmosphere, perfect for those seeking a rejuvenating and inspiring getaway.

Guest favourite
The main living area features a spacious bed adorned with a light green throw blanket, complemented by a colorful artwork above. A kitchenette is situated against the wall, equipped with a coffee maker and minimalist wooden cabinetry. Natural light enhances the warm wood flooring.
Guest suite in Sayreville
4.91 out of 5 average rating, 142 reviews

Contemporary Private Guest Studio close to NYC

Welcome to The Urban Guest Studio, a refined and modern retreat in vibrant Sayreville, NJ. Ideally located just off the Garden State Parkway and Routes 9 & 35, it’s a 40-minute drive to NYC and 30 minutes to Newark Airport. Enjoy quick access to the South Amboy Ferry, upscale shopping, top hospitals, Rutgers University, and New Brunswick’s cultural hub. Only 7 minutes from the iconic Starland Ballroom and 20 minutes to the PNC Bank Arts. Experience comfort, style, and effortless convenience.

Top guest favourite
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, 411 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!

Guest favourite
The tranquil lake reflects a vibrant sunset, showcasing shades of pink, purple, and orange across the water's surface. The scene is framed by distant wooded hills and includes a dock extending into the lake, providing a serene setting.
Home in Hopatcong
4.91 out of 5 average rating, 223 reviews

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!

Top guest favourite
Flat in Hopatcong
4.92 out of 5 average rating, 162 reviews

C’est La Vie Lakeview W/Optional Boat Slip

Unit #1 Welcome to our lakeside retreat on Lake Hopatcong! This charming 1-bedroom apartment offers the perfect escape to a warm cottage with direct access to the sparkling waters of New Jersey's largest lake via the shared dock and dedicated slip. Unwind in the spacious bedroom which features a king bed & futon, or relax in the inviting living room on the open-up sofa. Start your day with breathtaking lake views and end it with a mesmerizing sunset from the dock. Permit#99815

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
4.95 out of 5 average rating, 42 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 cozy living area is highlighted by a blue sofa adorned with decorative pillows. Natural light fills the space through two windows, revealing wooden flooring and a light-colored rug. An air conditioning unit and two dining options are visible in the background.
Bungalow in Jefferson
4.91 out of 5 average rating, 418 reviews

2 Queen Sized Beds - Lake Hopatcong Cottage

This little house offers a lot for visitors to the area: - near Route 15 and minutes to US 80 - two comfortable queen sized beds - sofa bed that comfortably sleeps 2 - kitchen with basic cooking amenities - rear patio with grill and fire pit - walking distance to boat rentals - near trails and restaurants - popular wedding venues within 15 mile drive: Perona Farms, Waterloo Village, Crossed Keys Estate, Sussex Fairgrounds -Mountain Creek approximately 20 miles away.

Popular amenities for Chester holiday rentals

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