
Vacation rentals in Chester
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Chester
Guests agree: these stays are highly rated for location, cleanliness, and more.

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).

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

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.

Stone ranch home on river in quaint Califon NJ.
Relax in our private open floorplan ranch home on the bank of a trout stream .Enjoy the wildlife from our river side deck, or the very private rear patio. with hot tub . The property adjoins the Columbia trail which is perfect for hiking ,biking and horseback riding. Ken Lockwood Gorge is a 1/4 mile downstream. NYC is just 1 hour by express bus .or auto on I-78 .New Hope Pa is 45 mins. 2 night minimum stay .Wildlife may be in the area ,eagles ,blue herons ,racoons and the occasional bear .

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.

Cranberry Cove Cabin - Lakefront Bright Oasis
Escape to a charming lakefront retreat on Cranberry Lake, just one hour from NYC. This cozy cabin features exposed beams, a comfortable living area with leather sofa, flat-screen TV, soundbar, and Roku, plus a fully stocked kitchen. Enjoy seasonal deck furniture, yard games, a charcoal grill, and fire pits by both the yard and the lake. Private lake access via stairs (over a hill) leading to your own dock, with folding chairs and a kayak—perfect for relaxing, paddling, and soaking in nature.

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

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

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!

Boone Docks - lower level
Newly built in 2021 you’ll enjoy the entire basement level of this lake front home with private entrance. Hosts occupy the first floor of the home. It is located on the Northern end of Lake Hopatcong which is perfect for waterskiing, tubing, kayaking, fishing, or just sitting on the dock watching the sunset. We are minutes away from many hiking and biking trails. Rent a boat at Bridge Marina for a day and explore the largest lake in New Jersey. Only 5 miles from Interstate 80.

Idyllic 1 Bedroom Cottage in picturesque setting.
Nestled at the end of a long driveway just an hour from NYC and an hour and a half from Philly, experience peace and quiet in a pastoral setting while staying in this newly appointed sun filled cottage. You’ll get country views from every window while being minutes to Frenchtown, where you can peruse the great shops, and restaurants or visit Art Yard, bike down the towpath, and hike in Horseshoe Bend Park.

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.
Popular amenities for Chester vacation rentals
Other great vacation rentals in Chester

Cozy and peaceful Studio apt

The Lakeside Villa

Isaac Read Cottage—historic Hope property near DWG

Beautiful Lakefront Retreat w/ Deck & Views!

Lux Lakeview House Experience/Sleep 8

Historic Cottage with Private Pond & Pool

Mori A-Frame: New Cabin Retreat w/Hot Tub

Country vicinity & modern living
Destinations to explore
- New York Vacation rentals
- Philadelphia Vacation rentals
- Washington Vacation rentals
- Boston Vacation rentals
- Ocean City Vacation rentals
- Pittsburgh Vacation rentals
- Virginia Beach Vacation rentals
- Niagara Falls Vacation rentals
- Jersey City Vacation rentals
- Newark Vacation rentals
- Baltimore Vacation rentals
- Richmond Vacation rentals
- Times Square
- Madison Square Garden
- Central Park Zoo
- New York City Center
- Camelback Resort & Waterpark
- Yankee Stadium
- Columbia University
- Mountain Creek Resort
- Sesame Place
- Six Flags Great Adventure
- American Dream
- Bushkill Falls
- MetLife Stadium
- Rockefeller Center
- United Nations Headquarters
- Pocono Raceway
- Dorney Park & Wildwater Kingdom
- Empire State Building
- Blue Mountain Resort
- Bryant Park
- Camelback Mountain Resort
- Barclays Center
- Citi Field
- Statue of Liberty





