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.

1 of 1 pages1 / 1

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

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

Guest favorite

An 18th-century stone house is depicted, showcasing multiple stories and large windows that offer bright views. Surrounding trees and greenery create a natural setting, while a small outdoor patio area with a table and chairs is visible at the front of the building.

Guest suite in Hackettstown

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, 157 reviews

Guest favorite

A cozy living room is featured, showcasing a stone fireplace with a warm fire. Comfortable seating is arranged around a wooden coffee table, with a bookshelf filled with books and a large television mounted above the fireplace. Windows allow natural light to fill the space.

Cottage in Jefferson

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, 352 reviews

Top guest favorite

Cabin in Byram

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.

4.98 out of 5 average rating, 51 reviews

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

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. Jenny Landy productions handles details. Minutes to train, Hamilton Farm, Pingry , Gill & Willow schools. Willowwood Arboretum, Bamboo Brook, Natirar, MANY well known golf courses surrounded by hundreds of acres of preserved open land and state park.

4.99 out of 5 average rating, 113 reviews

Top guest favorite

A castle-style retreat is showcased, featuring a whimsical dragon statue and a large chess set in the foreground. A tranquil pond with a fountain is visible, alongside a magnificent castle structure designed with classic stone elements and a welcoming entrance, all set amidst lush greenery.

Castle in East Stroudsburg

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, 481 reviews

Top guest favorite

A serene outdoor area features two sets of blue Adirondack chairs positioned beside a gently flowing waterfall. Lush greenery surrounds the private pond, with a distant view of a white shed and the glistening pool, creating a peaceful retreat in nature.

Home in Mendham Township

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

Top guest favorite

A spacious exterior view of a two-story home features a blend of stone and stucco. Arched windows and doors create a welcoming entrance, while the surrounding area is landscaped with shrubs and trees. The driveway is paved, leading up to the inviting entrance.

Home in Hackettstown

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, 64 reviews

Guest favorite

A modern living room features light-colored furnishings with a spacious sofa and wooden coffee table. Textured curtains frame the windows, complementing the warm wooden floor. A small decorative tree adds a touch of nature, while a lamp and an art piece enhance the inviting environment.

Apartment in Bernardsville

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

Top guest favorite

A master bedroom features large double doors leading to a private balcony overlooking the lake. A spacious bed with a textured white coverlet is visible in the foreground. The scenic view of the water and distant landscape can be enjoyed from the room.

Home in Hopatcong

Lux Lakeview House Experience/Sleep 8

Welcome to our breathtaking lake-view retreat! This stylish 2,600 sq ft home features multiple living areas, large TVs, wood/pellet fireplaces, a 3-in-1 game table (pool, ping-pong, air hockey), karaoke, and a gourmet kitchen. Relax on the spacious deck with stunning lake views. Includes high-speed Wi-Fi, smart bidet toilets in all 3 bathrooms, and peaceful surroundings. Parking for up to 4 cars (1 car per 2 guests). Permit 2025-18

4.94 out of 5 average rating, 53 reviews

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

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 reviews

Top guest favorite

The bedroom features a full-size bed dressed in a blue coverlet, complemented by wooden nightstands on either side. A large dresser and a bench are present, while natural light filters through two windows adorned with woven shades. A ceiling fan adds a touch of comfort.

Apartment in Roxbury Township

Clean, one BR apartment.

Enjoy our second floor, one bedroom apartment! (One flight of stairs - above our garage.) Perfect for one person but can accommodate two ( full-size bed). Our daily rate is $125 + a one time cleaning fee of $35. (All other costs are Airbnb & taxes)) Fully equipped kitchen. Fiber internet. We are located in Northwest NJ, just a few miles from Route 80 in Succasunna.

4.99 out of 5 average rating, 88 reviews