Vacation rentals in Chester Township

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Top-rated vacation rentals in Chester Township

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Top guest favorite

A spacious lawn is framed by natural rock formations, leading to a deck with chaise loungers. The gently sloping pathway is lined with greenery and provides access to the lakefront. In the background, a multi-level house is set against a clear blue sky.

Home in Jefferson

Lakeside Lux and Laughs!

Newly renovated 4BR/3.5BA lakefront property with multiple sitting areas, both inside and outside, is the perfect spot for relaxing and having fun with family and friends. It boasts a full game-room in the basement, a 10-person outdoor dining table, a firepit - and a fully covered bar down by the water. Sleeps 12 and is centrally located on "main lake" affording access to local restaurants, mini-golf and retail. Short-haired / non-shedding dogs (1) allowed. This home is truly something special!

FamilyLocationComfort

5.0 out of 5 average rating, 32 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.

LocationValueBathroom

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.

ValueFamilyWalkability

4.94 out of 5 average rating, 352 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.

FamilyValuePets

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!

ValueFamilyLayout

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.

LocationFamilyComfort

4.96 out of 5 average rating, 79 reviews

Guest favorite

A living room is presented with a large television mounted on the wall and a comfortable leather chair. A wooden coffee table sits in front of a tan sofa, which features decorative cushions. Natural light filters through several windows, illuminating the space.

Home in Morris Plains

Home Away From Home

Everything you need for your stay away from home. Fully furnished and stocked home close to direct train to NYC, 40 min to MetLife Stadium, minutes to Morristown and major highways, quiet suburban home with parklike yard. 4 bedrooms, 2.5 baths, eat in kitchen, dining room, living room and sunroom on 3 floors. 3 of 4 bedrooms have dedicated work spaces. Park like yard in quiet friendly neighborhood. Garage is accessible but for light storage only. A few closets locked for owners.

FamilyLocationBackyard

4.79 out of 5 average rating, 34 reviews

Guest favorite

A comfortable family room features a light gray sofa adorned with patterned throw pillows. A round coffee table with a woven design sits in front. Natural light enters through a large window, flanked by patterned curtains, creating a cozy atmosphere. A wall-mounted TV is visible.

Home in Morristown

Private Cottage 1 BR 1BA on a quiet farm in NJ

Fully furnished Clean 1 bedroom 1 bath guest house on a small 5 acre farm in Morristown. Rural, serene, beautiful, quiet retreat that's in close proximity to Morristown, NYC, Newark Airport, and Summit. Private entrance, parking included. Eat-in Full kitchen w fridge, gas oven/stove, dishwasher, microwave, coffee maker & toaster. Family room with tv & couch. Separate private bedroom with king bed. Washer and dryer in basement. Linens, towels, kitchen utensils included.

LocationFamilyAccuracy

4.92 out of 5 average rating, 38 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.

LocationFamilyBackyard

4.94 out of 5 average rating, 64 reviews

Guest favorite

Barn in Hackettstown

Historic Stone Mill on the River

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.

FamilyValueHospitality

4.91 out of 5 average rating, 86 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.

FamilyValueBathroom

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

LocationFamilyAir conditioning

4.94 out of 5 average rating, 53 reviews