Holiday houses in Chester Township

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Top-rated holiday rentals in Chester Township

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Guest favourite
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, 184 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).

Top Guest favourite
A cozy sitting area features a vintage armchair and a chaise lounge with a white throw blanket. A rustic stone fireplace made of arching brickwork stands nearby, complemented by natural light filtering through sheer curtains.
Guesthouse in Blairstown
4.9 out of 5 average rating, 40 reviews

Isaac Read Cottage—historic Hope property near DWG

The Isaac Read Cottage offers a peaceful respite in the northwestern heart of the Garden State, minutes from the historic township of Hope, NJ, and the Poconos. Here you will find a cozy retreat thoughtfully curated with unique antiques, original artwork, premium linens, and local provisions. 1:10 hours from NYC, nearby attractions include Jenny Jump State Forest, Shawnee Mountain Ski Area, Delaware Water Gap National Rec Area, and the Appalachian Trail, plus antiques, wineries, farm stands...

Top Guest favourite
A soft, textured sofa in a light neutral tone is positioned against a warm, smooth wall. A single floor lamp provides gentle lighting beside a small black side table. An adjacent window is dressed with sheer curtains, allowing natural light to filter softly into the space.
Cottage in Warwick
4.99 out of 5 average rating, 127 reviews

Ranch in the Woods | A Peaceful Designer Retreat

Welcome to @ranch_inthewoods No cleaning fee STR permit #34035 This newly built ranch-style home with thoughtfully designed wabi-sabi interiors sits in the woods of the Warwick Valley. It's located a short drive away from several lakes, hiking trails, breweries, and dining experiences. It features forest/creek views, designer furniture, modern appliances (dishwasher, washer/dryer, gas cooktop), smart 4k TV, gym & yoga studio, gas firepit, and ample deck with an outdoor kitchen & dining area.

Top Guest favourite
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, 107 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.

Top Guest favourite
Cabin in Byram Township
4.97 out of 5 average rating, 30 reviews

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.

Top Guest favourite
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, 146 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

Guest favourite
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
4.98 out of 5 average rating, 385 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

Guest favourite
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
4.93 out of 5 average rating, 41 reviews

Lux Lakeview House Experience/Sleep 8

Welcome to our breathtaking lake-view retreat! This stylish 2,600 sq ft home is perfect for families and friends, featuring multiple living areas, large flat-screen TVs, cozy wood and pellet fireplaces, a game table (pool, ping-pong & air hockey), karaoke, a gourmet kitchen, and a spacious deck with stunning lake views. High-speed Wi-Fi for remote work, peaceful surroundings for relaxation, and parking for 1 car per 2 guests, up to 4 cars. Permit 2025-18

Guest favourite
Home in Morristown
4.89 out of 5 average rating, 27 reviews

Check Into Charm. Stay for the Style.

For the price of a hotel room, you can have a beautiful house that sleeps 6 with a driveway that can fit three cars and spacious outdoors. The decor and renovation was deliberately created to feel like a spacious Retreat in Morristown. Enjoy the chic design and cozy comfort in this stylish 3-bed, 2-bath home with luxe touches, a bold kitchen, and sunlit lounge. Feels like a modern bed and breakfast without the hassle of the staff in your way.

Guest favourite
Apartment in Scotch Plains
4.92 out of 5 average rating, 77 reviews

Near NYC • Private Apt • Free Parking • Sleeps 5

Relax in a clean, quiet, professionally maintained 1BR apartment in Scotch Plains. Professionally cleaned with a detailed checklist every stay. Fast, reliable WiFi—great for work or streaming. Includes full kitchen, cozy living space with pullout sofa, and quiet neighborhood setting. Easy access to NYC, Newark Airport, and major highways. Ideal for short stays, work trips, or temporary housing.

Guest favourite
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, 129 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.

Guest favourite
Bungalow in Jefferson
4.9 out of 5 average rating, 432 reviews

2 Queen Bedrooms

2 Bedroom cottage with Queen sized beds and a full sized sleeper sofa in the living room. This house works well for guests enjoying the many activities around the lake. We can fit an RV or boat trailer in our parking lot. Please check to make sure it is available before booking. Commuters enjoy the easy access to Rte 15 and I-80. **There is no lake access with this house**

Popular amenities for Chester Township holiday rentals