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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, 90 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, 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.

Guest favorite
Home in Hopatcong
4.98 out of 5 average rating, 136 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.

Guest favorite
A charming kitchen area features a mix of natural stone and wooden elements. A countertop is complemented by a small dining table and rustic decor. Appliances include a refrigerator, microwave, and stove. Natural light fills the space through a nearby door and window.
Farm stay in Hackettstown
4.9 out of 5 average rating, 67 reviews

Cozy cottage, serene with views

Enjoy the lovely setting of this romantic spot in nature. Good for 2 adults, 2 children on pull out sofa.3 miles from center of Hackettstown. Also available on site are 2-three bedroom units and a 2-bedroom unit. Many food options, parks in area, grocery stores. Book and I will send video of place as site doesn’t accommodate for that. You can cancel if u don’t like it, but that won’t be the case. We strive for perfection to cleanliness, snacks, coffee choices to make for a memorable stay.

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, 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.

Top guest favorite
The exterior of a waterfront house is shown, featuring three levels with multiple balconies and large windows. A private dock is visible in front, equipped with seating and a shaded area with an umbrella. A boat is docked alongside, highlighting access to water activities.
Place to stay in Hopatcong
4.95 out of 5 average rating, 255 reviews

Lake Sports Home !

Luxury water front suite, 40 ft. encl. deck, 26 windows, king bed, bath, 83 inch TV, LED fireplace, Hot Tub, dock, . Capacity 2 guests. Plus : optional 2nd bedroom/bath/2 single rolling beds avail. (small extra charge), Kitchenette : appliances [8]: fire pit, BBQ grill, hammocks, dining table, deck chairs. Dock umbrellas, Electric mountain bikes , world class kayaks, dry suits, rafts , floats . Extras: Surfing Boat, electric surfboards, electric hydrofoils, (Permit 2024-13)

Guest favorite
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.
Apartment 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.

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, 67 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
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, 600 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, 247 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
4.93 out of 5 average rating, 136 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

Guest favorite
A spacious studio apartment is presented, featuring a comfortable sofa bed and a bed adorned with a patterned quilt. Natural light filters through two windows, illuminating a small table with flowers. Decorative plants and framed artwork add a touch of character to the space.
Home in Wharton
4.95 out of 5 average rating, 39 reviews

Cozy and peaceful Studio apt

Kick back and relax in this calm, stylish space. Residential Neighborhood. Near Rockaway Mall. train station to New York City. Saint Clair Hospital. Routes : 80, 46, 10. Very convenient location, same as Cozy and Peaceful near Mall, close to restaurants, AMC theater, Lake Hopatcong? Pennsylvania, New York.

Popular amenities for Chester vacation rentals

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  2. United States
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  4. Morris County
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