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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, 237 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

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 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, 409 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
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 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, 204 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
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, 66 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.

Guest favourite
The exterior of the rustic cottage features a wooden facade and two sets of French doors. Chairs are positioned on a stone path leading to the entrance, surrounded by a manicured garden area with pebbles and greenery. Nearby trees provide a natural backdrop.
Guest house in Stroudsburg
4.95 out of 5 average rating, 220 reviews

Cozy guest cottage with indoor fireplace

Take it easy at this unique getaway in the Poconos! This vintage one room cottage is the perfect space for soaking in nature, getting creative, or exploring the attractions of the Pocono Mountains. The cozy cottage is within 20 minutes of ski resorts, Kalahari, and the Delaware Water Gap national recreation park. Reach downtown Stroudsburg and it’s restaurants and nightlife within 7 minutes.

Top guest favourite
Two mini donkeys graze peacefully in a grassy field, surrounded by trees with green foliage. A blue sky with a few scattered clouds provides a bright backdrop, and wooden fences outline the pasture, enhancing the farm-like setting.
Farm stay in Frenchtown
4.95 out of 5 average rating, 584 reviews

DREAM BIG! Rustic Tiny Home on Hidden Farmlet

Ready to kick back and relax from your busy life? Have you ever dreamed of waking up on a farm? Then our charming 170 sq ft tiny home is perfect for you! Situated on 10 picturesque acres, and home to one horse, two mini donkeys, two goats, a pig, twenty-two chickens, five ducks, a goose and, of course, a barn cat. This is the place to disconnect and get back to nature!

Top guest favourite
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.
Guest house in Morristown
4.96 out of 5 average rating, 246 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 favourite
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.
Flat 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 favourite
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, 38 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 holiday rentals

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