Vacation rentals in Chester

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Top-rated vacation rentals in Chester

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Top guest favorite
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, 183 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 favorite
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, 126 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 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
4.99 out of 5 average rating, 105 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 favorite
Cabin in Byram Township
4.97 out of 5 average rating, 29 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 favorite
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, 143 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

Top guest favorite
A comfortable living area features a white sofa adorned with coordinating cushions, set against a neutral wall. A rustic coffee table with a weathered finish sits in the center, complemented by a patterned rug. Artwork is displayed above the couch, adding a contemporary touch.
Cottage in Upper Black Eddy
5 out of 5 average rating, 655 reviews

Riverwood Cottage• borders Bucks County state park

Wake up to fresh bagels and quiet countryside views. This charming guest cottage sits in the heart of Bucks County, surrounded by picturesque river towns and rolling hills. Enjoy fresh bagels delivered to your door on your first morning. Take a 5 minute drive along the Delaware River into Frenchtown for a day of exploring and dining. Close to New Hope, Lambertville and Doylestown. ***No pets allowed - please book our dog-friendly bungalow (on same property) if you’d like to bring your dog.

Top guest favorite
Guest suite in Columbia
5 out of 5 average rating, 304 reviews

DWG Mountain Oasis-Private Apt w/Frog Pond

Private family apartment built for relaxing comfort and views of nature 2 miles from Mount Tammany, Mount Minsi, and the Appalachian Trail Walk to a private brookside trail and a winery Private deck Includes: Bread, eggs, pancake mix, coffee, tea, milk, bananas, s'mores kit, and more AWARDS: Top 1% of all Airbnb & #1 "Most Hospitable NJ Host" in 2021 Little or no host interaction – your choice Host lives on-site and can provide customized recommendations for food and things to do

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
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 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
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.

Top guest favorite
Home in Hackettstown
5 out of 5 average rating, 12 reviews

Secluded yellow farm house with Mountain View’s

Take it easy at this unique and tranquil getaway. Secluded but 3 miles from center of Hackettstown, shopping, restaurants, centenary college all within 3 miles. Many parks nearby to visit, long valley, historic Chester, and local farm markets with animals nearby. This building is stand alone. View our profile for our 4 other listings available for larger groups/events.

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
4.99 out of 5 average rating, 80 reviews

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. Fully equipped kitchen. Fiber internet. We are located in Northwest NJ, just a few miles from Route 80 in Succasunna.

Superhost
A sailboat with a vibrant red, yellow, and blue sail glides across the calm waters of Lake Musconetcong. Reflections of the boat and surrounding trees can be seen in the water, while a tranquil sky adds to the serene atmosphere.
Home in Stanhope
4.78 out of 5 average rating, 272 reviews

Lakefront Vacation Home

Our vacation home sits on Lake Musconetcong. With a change in season comes new adventures. Fall means pumpkin and apple picking, fresh locally grown vegetables and farm baked pies. And don’t forget our area wineries, all just minutes away! My wife and I will be available to assist you.

Popular amenities for Chester vacation rentals

  1. Airbnb
  2. United States
  3. New Jersey
  4. Morris County
  5. Chester