Holiday rentals in Chester

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Top-rated holiday rentals in Chester

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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, 95 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, 145 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 spacious living area features large windows allowing natural light to illuminate the room. A comfortable sofa is paired with leather bean bags, while a wooden coffee table sits on a decorative rug. Neutral walls and wooden beams create a calming atmosphere.
Cabin in Knowlton Township
5 out of 5 average rating, 99 reviews

Luxury forest cabin w/private trails

Welcome to picturesque spacious luxury: this fully renovated cabin, tucked away on an expansive 200+ acre property w/ private trails. The spectacular 1 bedroom features: vaulted ceilings, brand new kitchen & appliances, granite counter island w/ seating, dining room, powder room & bathroom with walk in shower & soaking bathtub, King bed, blackout curtains, large windows with nature views, Smart TV, BBQ, hot tub option(available in summer) & direct access to the serene forest & walking paths.

Superhost
A spacious outdoor deck overlooking the lake is furnished with comfortable seating, including a sectional sofa and lounge chairs. Two large umbrellas provide shade, and a potted plant adds a touch of greenery, enhancing the tranquil lakeside setting.
Home in Andover
4.94 out of 5 average rating, 318 reviews

Stay at beautiful Leisure Lake Lodge

Leisure Lake Lodge is located on beautiful Lake Hopatcong just 1 hour from NYC. You'll fall in love w/ stunning lake views from all 3 levels of this large home, two massive decks over the lake & totally updated home easily sleeps 9. Fireplace, hot tub, sauna, foosball, ping pong, grill, 65" UHD TV, fully equipped newer kitchen, newer bathrooms, newer mattresses, 50 ft lake frontage w/ 80 ft dock, 32x20 ft boathouse w/ 400 SF deck over the lake & 19x12 ft 4-season game room with ping pong.

Top guest favourite
A serene morning scene captures the strawbale home with its welcoming porch. Lush fields stretch beyond, partially shrouded in mist, while a solitary tree stands nearby. Gentle sunlight casts a warm glow over the landscape, inviting a peaceful atmosphere.
Guest house in Ottsville
5 out of 5 average rating, 246 reviews

The Roost, Strawbale Construction

You will be staying in picturesque Northern Bucks County in a Strawbale constructed home. We are located on 25 acres with a 4 acre organic orchard. Our property abuts 5286 acre Nockamixon State Park which has mountain biking, boating, fishing and hiking. We are out in the country but only an hour from Philadelphia and 1 1/2 hours to New York City. You will be located in walking distance of a coffee shop, Italian restaurant and within 20 to 30 minutes of Doylestown, Frenchtown and New Hope.

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, 422 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
An open-concept living area features a combination of wooden beams and white shiplap walls. A cozy seating area is positioned next to a stone fireplace. A modern kitchen with dark cabinetry is visible, along with a dining table set for four, complete with plates and a decorative centerpiece.
Chalet in East Stroudsburg
4.9 out of 5 average rating, 180 reviews

Enchanting River Chalet

Located Conveniently in the Pocono's, just 1 hour 30 minutes from Manhattan and under 2 hours from Philly! Our relaxing 100 year old cabin has been fully remodeled down to the finest detail. Just minutes from the most popular hiking destinations, waterfalls, and sits right on the Bushkill River for great fishing and relaxation. The bathroom features special stone imported from Italy along with a custom carved rock sink. Pets are welcome free of charge (:

Guest favourite
A bright studio space features a cozy queen bed with a textured blanket, complemented by neutral-toned walls. A small coffee table is positioned in front of the bed, while a TV is mounted on the wall opposite. A kitchenette with cabinetry and a fridge is visible in the background.
Home in West Orange
4.94 out of 5 average rating, 163 reviews

Cute n cozy, minimalist studio

This meticulously curated Japandi-inspired studio is perfect for remote work or a peaceful retreat. The space features a cozy queen bed, small loveseat, and seating area. Enjoy high-speed internet, TV, and a writing desk for productivity. The suite includes a kitchenette with a fridge, microwave, and coffee maker. Located in a quiet, safe neighborhood, with access to a backyard fire pit for relaxation. Ideal for a calm, comfortable, and productive stay.

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, 293 reviews

* Fragrance Free - Quiet, Safe Area - NYC 30 min

*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 often, early, late) ***BEFORE REQUESTING TO BOOK*** please read the following rules and info. In your message, when you request to book, please confirm that you have read the rules and agree to honor them. I keep a fragrance free home and require that guests be fragrance free too.

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, 626 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, 611 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, 254 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.

Popular amenities for Chester holiday rentals

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