
Vacation rentals in Chester
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Top-rated vacation rentals in Chester
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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
4.95 out of 5 average rating, 62 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.
4.99 out of 5 average rating, 112 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.
4.88 out of 5 average rating, 156 reviews
Private Home - 2 acres
Take it easy at this unique and tranquil getaway. 2 beautifully landscaped very private acres. Over 1 acre of backyard fenced - dog friendly. Two Tesla Level 2 Chargers available for an extra charge. 60' x 120' playing field for soccer or any sport. Close to downtown Chester - easy access to Rt 206, Rt 24, Rt 80, Rt 287 and Rt 78. The landscaped yard blooms throughout the seasons. This is a completely smoke-free property, indoors and out, to ensure a clean and comfortable stay for all guests.
4.84 out of 5 average rating, 31 reviews
Full Sized Bed and Twin Sized Bed-Hopatcong Cabin
This little house offers a lot for visitors to the area: - near Route 15 and minutes to US 80, - bedrooms with twin and double beds + a bonus Queen sized Murphy Bed in the living room, - open living room and kitchen area, - kitchen with basic cooking amenities, - patio with grill and front porch deck, - yard area with firepit, - walking distance to boat rentals, - near trails and restaurants, - popular wedding venues within 15 mile drive: Perona Farms, Waterloo Village, Crossed Keys Estate.
4.94 out of 5 average rating, 351 reviews
Pocono Castle: 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!
4.99 out of 5 average rating, 480 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.
4.96 out of 5 average rating, 79 reviews
Lakeside Style and Luxury
Tastefully appointed home on highly desirable deep water Davis Cove with stunning views of Lake Hopatcong. Fully updated home offers spacious bedrooms, two bathrooms, premium furnishings, beautiful landscaping, 50 Ft dock, lakeside deck/seating, hot tub, wood burning fireplace, game room, fully equipped kitchen, large outdoor grill, swimming, fishing, boating. Quiet side-street neighborhood. Outstanding guest service from your host. Don't just stay anywhere... make it memorable!
4.92 out of 5 average rating, 238 reviews
Charming Rustic Retreat
Discover timeless luxury wrapped in rustic charm. This home blends vintage character with upscale comfort, offering a warm, nostalgic atmosphere and refined touches throughout. From antique wood beams to handpicked vintage décor, every detail invites relaxation and emotional connection. Whether you're enjoying a serene morning or a cozy evening, this space promises a uniquely rich and elegant stay that feels like a heartfelt escape into classic sophistication.
4.94 out of 5 average rating, 63 reviews
Historic Stone Mill on the River · Sleeps 12
Stay in a c.1810 stone grist mill on the Musconetcong River - milled on this site since 1762, and listed on the National Register as the S.B. Fisher Grist Mill. Four stories of hand-hewn beams, exposed stone and original mill workings, reimagined as a home in the 1980s by Yale-trained architect Charles Buckley. The millrace still runs beneath the living room. Five bedrooms, sleeps 12, 1,500 ft of private riverfront, kayaks at the water's edge. Pets welcome.
4.91 out of 5 average rating, 86 reviews
Modern bright downtown apartment Unit B
This cozy and modern apartment is designed for your comfort and relaxation. This includes a modern kitchen with brand-new stainless-steel appliances, well-equipped kitchen, comfortable living areas, and a dedicated workspace for business travelers. The sunny living room with decorative fireplace flows into the ample sized dining room. The primary bedroom boasts an en-suite full bathroom with stall shower, walk-in closet, and patio access.
4.98 out of 5 average rating, 51 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.
4.95 out of 5 average rating, 135 reviewsPopular amenities for Chester vacation rentals
Other great vacation rentals in Chester

Cranberry Cove Cabin - Lakefront Bright Oasis
4.98 out of 5 average rating, 49 reviews
Lakeside Lux and Laughs!
5.0 out of 5 average rating, 31 reviews
Lux Lakeview House Experience/Sleep 8
4.94 out of 5 average rating, 52 reviews
The Lakeside Villa
4.88 out of 5 average rating, 76 reviews
Home Away From Home
4.79 out of 5 average rating, 34 reviews
Beautiful and Cozy, Lake view, hot tub, privt yard
4.84 out of 5 average rating, 79 reviews
Lakefront | Kayaks | 200-Acre Estate | Tennis
4.91 out of 5 average rating, 34 reviews
Cozy and peaceful Studio apt
4.92 out of 5 average rating, 74 reviewsDestinations to explore
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