Vacation rentals in Chester

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Top-rated vacation rentals in Chester

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Guest favorite

The image captures a serene sunset over the lake, with warm hues illuminating the sky. Properties and trees frame the scene, while boats are visible on the water. Power lines traverse the foreground, connecting the area with the surrounding landscape.

Cottage in Jefferson

4.97 out of 5 average rating, 186 reviews

Lakeview Cottage Near Restaurants & Wedding Venues

Enjoy lake views at this peaceful retreat just under an hour from NYC. Sip your morning coffee as the sun rises over the water, then unwind at night by the fire pit. Guests love how spotless, comfortable, & thoughtfully stocked the cottage is. Across the street from a marina - bring your boat! 5 min to beach-like swimming, watersports, & great restaurants, w/in 20 mins of popular wedding venues, 10 mins to Hopatcong State Park & Rockaway Mall, 35 mins to Mountain Creek, 40 min to MetLife (FIFA).

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Guest favorite

A spacious living area is visible, featuring a large sectional sofa and two armchairs. A wall-mounted television is positioned across from the seating. Natural light filters through a window, and a neutral-colored carpet covers the floor, enhancing the openness of the room.

Farm stay in Hackettstown

4.95 out of 5 average rating, 58 reviews

Private farm loft

Secluded farm with Mountain View’s surrounded by hundreds of acres of state land to hunt and hike right off our land, but still have the convenience of the town of Hackettstown, all the stores/restaurant choices you need all within 3 miles. Enjoy 2700 square feet of open concept space at the loft, with fully stocked kitchen, coffee choices, snacks. Enjoy board games, air hockey table, multi game table. Outside fire pit, grilling, areas to relax, walk our wildflower fields, manicured landscape

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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, 108 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.

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Top guest favorite

A rustic carriage house is featured, surrounded by lush greenery and trees. A neatly maintained lawn leads up to the structure, which has a symmetrical façade with multiple windows. An American flag is displayed prominently in front of the house.

Guesthouse in Bridgewater

4.95 out of 5 average rating, 128 reviews

Carriage House in The Valley

A quiet, safe countryside lifestyle 1 hour from Manhattan, NJ beaches, or the Delaware Water Gap. Walk, Bike, fish watch birds and see historical sites where George Washington marched. Senior couple's 2 acre lot among huge trees. The rustic outside of the unit gives way to a comfortable living space on the top floor and the bottom floor is a wide open utility room with a second bath, electric stove, full laundry and a place to store things while in transit or if moving in or out of the area.

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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, 155 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.

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Top guest favorite

A cozy seating area features a richly colored sofa adorned with patterned cushions, paired with a small circular table. A comfortable armchair complements the space, surrounded by floral wallpaper and natural light filtering through nearby windows.

Guesthouse in Frenchtown

4.98 out of 5 average rating, 155 reviews

River Witch Cottage Frenchtown

Nestled in the heart of Frenchtown NJ, you'll find enchantment hidden in the lush gardens of River Witch Cottage. • Restore yourself in a luxe queen bed • Prep a simple meal in the fully equipped kitchen • Nourish yourself in the charm of an intimate dining area • Recline in cozy comfort beside a beautiful gas fireplace • Rejuvenate in the jets of the jacuzzi tub, soaking under the natural glow of skylights • Morning coffee or evening wine in the tranquil setting of the private outdoor patio

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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, 663 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. ***No pets allowed - please book our dog-friendly bungalow (on same property) if you’d like to bring your dog.

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Top guest favorite

A charming log cabin is nestled among trees, featuring a stone patio with two green chairs. A wooden deck leads to a door, with a view of the lake in the background and a stone chimney adding character to the cabin exterior.

Cabin in Greenwood Lake

4.96 out of 5 average rating, 488 reviews

Cabinessence -on Greenwood Lake, NY #34370

"Cabinessence" is Year Round Comfort in a Chestnut Cabin by Greenwood Lake with a little touch of "glamping". Hiking, biking, strolling, paddle boarding, kayaking , canoeing. Restaurants, shopping, Drive-in movies, antiquing in nearby Warwick. Fall color, apple picking, gas fireplace (in season). Winter, ski, snowboard, tubing. Spring is watching the natural world wake up :) Hanging at the cabin- year round- is special here! Every season has its magic! ( + Covid Enhanced cleaning!)

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Guest favorite

An outdoor area is illuminated by a vibrant red fireplace, surrounded by cozy seating arrangements with cushions and throws. Potted flowers add color, while string lights gently glow above, enhancing the serene atmosphere of the deck. A natural stone backdrop is visible in the distance.

Cottage in Greenwood Lake

4.97 out of 5 average rating, 388 reviews

Luxury Cottage with Spectacular Lake Views

Ultra Chic Cottage set high above Greenwood Lake with Private beach and lake front community access. Minutes away from Mountain Creek Ski Resort, Spa & Water park, Mt. Peter Ski & Tubing, Warwick creameries, breweries & vineyards & apple picking. 1 BR, 1 Bath, play/office/common room. Huge wrap around fenced in deck with Mid century modern fireplace allows for scenic dining, lounging and around the fire gatherings. #LakeViewCottage_GWL Town of Warwick Short Term Rental Permit #P25-0245

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Guest favorite

The exterior of the unit showcases a blend of white and gray siding with large windows framing the entrance. A black door is set between stone accents at the base. Flower pots filled with various plants are arranged along the pathway, enhancing the welcoming appearance.

Guesthouse in Morristown

4.95 out of 5 average rating, 131 reviews

C&J Signature Stays Historic Renovated Apartment

Stay in your private, beautiful, bright two-bedroom unit with historical 1870s architectural details, including original brick walls, arched living room doorways, and stone kitchen walls. The unit was recently renovated to maintain its old charm while updating and modernizing the kitchen, living room, and two bedrooms. It is an excellent space for vacation or work. Fast Wi-Fi + Roku TV.

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Top guest favorite

A charming cottage with a red roof and yellow siding stands in a lush green landscape. A front porch is bordered by steps leading to a vibrant garden area. Tall trees and a clear blue sky create a serene outdoor environment.

Farm stay in Frenchtown

4.98 out of 5 average rating, 116 reviews

The Summer Kitchen Cottage: Pastoral Elegance

Idyllic pastoral getaway on 26 acres of renowned landscape designer Paul Steinbeiser’s homestead. Stroll the walking paths framed by native plants, wildflower meadows and sculptures featured in annual HOBART show. Nestled outside of Frenchtown, 15 from New Hope/Lambertville, an hour from New York and Philly, the cottage is a utopian respite to decompress and connect with the land.

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Guest favorite

Cabin in Vernon Township

4.94 out of 5 average rating, 247 reviews

Mountain Creek Views Chalet

Escape to our modern mountain retreat with breathtaking year around views and easy access to outdoor adventures - 2min to the Appalachian Trail - 8min to Mountain Creek - 10min to Warwick drive-in movie theatre - Hiking trails all over And when you're ready to relax, you'll have a comfortable and inviting space to call home. We take pride in providing exceptional hospitality.

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