Holiday rentals in Chester

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Top-rated holiday rentals in Chester

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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.

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!

Top guest favourite
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, 57 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.

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!

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.

Guest favourite
A living room features floral-patterned sofas with pink accent pillows, complemented by warm wooden flooring. A central coffee table is adorned with a decorative green vase. Artwork hangs on the walls, and natural light enters through a window dressed with soft curtains.
Flat in Chester
4.98 out of 5 average rating, 95 reviews

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.

Superhost
A wooden deck features a row of four chairs, offering views of the lake and neighboring homes. The area is illuminated by natural light, with shadows cast by the railing. A grill is positioned nearby, enhancing the outdoor experience.
Home in Hopatcong
4.78 out of 5 average rating, 206 reviews

Charming Lake House w/ Large Dock

Relax on beautiful Lake Hopatcong at this lakefront home with dock, waterside deck, fire pit, and BBQ. Includes (2) kayaks and (2) paddle boards. Great fishing right off the dock. Boat parking for up to a 35ft boat. Swim-out backyard. All brand new foam beds, freshly painted, always professionally cleaned. Close to great waterfront restaurants, pontoon rentals, state park, hiking trails and more. By car, 1 min from town center and 5 min from Rt 80.

Top guest favourite
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, 604 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.

Popular amenities for Chester holiday rentals

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