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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 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 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, 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 favourite
Home in Hopatcong
4.97 out of 5 average rating, 141 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 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, 144 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.

Guest favourite
An aerial view captures the tranquil lakefront home nestled in a family-friendly cul-de-sac. Surrounding greenery enhances the setting, while nearby vehicles and houses indicate a welcoming neighborhood. The serene lake reflects the lush landscape, providing a peaceful backdrop to the community.
Home in Mine Hill Township
5 out of 5 average rating, 8 reviews

Adventure Lake House: Pool, Hot Tub, Kayak, Bikes

Enjoy our Lakefront Home while we are away on Vacation! No Parties, we love our Neighbors. The backyard features a creek, sandpit, fire-pit, and direct access to the lake. There is an 18' pool (Jun-Sep) and Grill, and an inflatable 4-person Hot Tub (Year Round). There are 5 Kayaks, 2 iSUPs, Pedal-boat, a Sunfish Sailboat, 7 Skis, and 26 Bicycles of all sizes and kinds. Just 1 hour from NYC and 30 min from the Delaware Water Gap. Restaurants, Walmart, and shopping are all within 2-miles.

Top guest favourite
Flat 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 favourite
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, 163 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.

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, 96 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 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, 612 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 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, 602 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, 251 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.

Top 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
4.94 out of 5 average rating, 143 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 holiday rentals

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