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Holiday rentals in Chester

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Top-rated holiday rentals in Chester

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Top 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, 180 reviews

Lakeview Cozy Cottage w/ 2 bedrooms & 1 bath

Start your morning with a fresh cup of coffee while watching the sunrise over the lake. Less than 1 hour from NYC, enjoy your staycation in this updated cottage in a peaceful lake community. Relax on the patio while enjoying the tranquility of nature and creating wonderful memories. Less than 5 minute drive to swimming, watersports, boating, farms, wineries, and lots of great restaurants & bars. Less than 10 mins to Hopatcong State Park, 10 mins from Rockaway Mall, and 30 mins to Mountain Creek.

Top guest favourite
Home in Jefferson
4.97 out of 5 average rating, 148 reviews

Adorable quiet & cozy lakefront studio on dead end

Welcome to your lakeside escape! This charming studio offers breathtaking views of the water- perfect for relaxing and peaceful sunsets. Tucked away at the end of a quiet dead end, you’ll enjoy the sounds of the lake. Whether you’re here for a weekend getaway or a longer stay, this is the perfect place to unwind, recharge, or work remotely in a serene setting. A short trip from NYC w/ great eateries, hiking, & shopping nearby. Enjoy the simple joys of lakefront living- you won’t be disappointed!

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, 115 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.

Guest favourite
A spacious living and dining area features a blend of comfortable furniture, including a green armchair and a sleek table with chairs. A small decorative rug lies on the tiled floor, and a television is mounted on the wall. Natural light enters through a window, accentuating the room's warmth.
Guest suite in Hackettstown
4.87 out of 5 average rating, 149 reviews

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.

Top guest favourite
A charming cottage with a red roof and yellow siding stands in a lush green landscape. A front porch is bordered by steps leading to a vibrant garden area. Tall trees and a clear blue sky create a serene outdoor environment.
Farm stay in Frenchtown
4.99 out of 5 average rating, 109 reviews

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. By summer, pick-your-own organic berries, vegetables & flowers or, by winter, cozy up to the wood burning stove. 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.

Top guest favourite
A spacious living area features large windows allowing natural light to illuminate the room. A comfortable sofa is paired with leather bean bags, while a wooden coffee table sits on a decorative rug. Neutral walls and wooden beams create a calming atmosphere.
Cabin in Knowlton Township
5 out of 5 average rating, 105 reviews

Luxury forest cabin w/private trails

Welcome to picturesque spacious luxury: this fully renovated cabin, tucked away on an expansive 200+ acre property w/ private trails. The spectacular 1 bedroom features: vaulted ceilings, brand new kitchen & appliances, granite counter island w/ seating, dining room, powder room & bathroom with walk in shower & soaking bathtub, King bed, blackout curtains, large windows with nature views, Smart TV, BBQ, hot tub option(available in summer) & direct access to the serene forest & walking paths.

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.
Guest house in Frenchtown
4.98 out of 5 average rating, 125 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 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, 379 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

Top guest favourite
Guest suite in Columbia
5 out of 5 average rating, 296 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

Top guest favourite
An open living area features a brown leather couch and a black and white checkered chair. The adjoining kitchen is visible, showcasing stainless steel appliances and a granite countertop. Two pendant lights hang over a small dining table with seating for two. Natural light fills the space through glass doors.
Farm stay in Frenchtown
4.99 out of 5 average rating, 108 reviews

The Cottage at Hershey Lane Farm

This gorgeous newly built cottage is located on a 40 acre farm in beautiful Hunterdon County. Enjoy serenity and unplug from the world for awhile. Only minutes away from Frenchtown, recently voted best small town shopping by USA Today! Sleep soundly in your plush bed. Wake up in the morning to a cup of coffee from the coffee bar. Enjoy the peace and quietness of each beautiful sunrise and sunset. We are committed to taking the steps to ensure your stay is relaxing and stress free.

Top guest favourite
A modern kitchen is showcased with wooden beams overhead, featuring stainless steel appliances, including a refrigerator and oven. Dark cabinetry is contrasted by a light countertop, while natural light filters through two windows. A small table with two chairs is positioned in the space.
Cottage in New Hope
5 out of 5 average rating, 351 reviews

Harvest Moon Farm

Located midway between New Hope and Doylestown this charming 1789 Stone Farmhouse is set on 32 scenic acres. This house combines the charm of an old stony with all the modern conveniences such as WiFi, streaming tvs, full kitchen and glorious outdoor patio with a huge wood burning fireplace. Madison our Newfoundland, Odin our Saint Bernard welcomes your well behaved pet if you chose to bring them.

Top guest favourite
The exterior of the rustic cottage features a wooden facade and two sets of French doors. Chairs are positioned on a stone path leading to the entrance, surrounded by a manicured garden area with pebbles and greenery. Nearby trees provide a natural backdrop.
Guest house in Stroudsburg
4.95 out of 5 average rating, 259 reviews

Cozy guest cottage with indoor fireplace

Take it easy at this unique getaway in the Poconos! This vintage one room cottage is the perfect space for soaking in nature, getting creative, or exploring the attractions of the Pocono Mountains. The cozy cottage is within 20 minutes of ski resorts, Kalahari, and the Delaware Water Gap national recreation park. Reach downtown Stroudsburg and it’s restaurants and nightlife within 7 minutes.

Popular amenities for Chester holiday rentals

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