
Holiday houses in Chester
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Top-rated holiday rentals in Chester
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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).

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.

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.

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.

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.

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

Charming Chestnut Cabin in Woods
*Winter bookings must have 4 Wheel or AWD Vehicle. This one-of-a-kind cabin borders the Delaware Water Gap National Recreation Area. Hike right behind the cabin, through the woods, to Dingmans Creek. A short hike upstream leads to George W. Childs Park with 3 tumbling waterfalls, a rustic trail system, and observation decks. A longer hike downstream will bring you to Dingmans Falls. DWGNRA offers swimming, fishing, hiking, biking, canoeing, and kayaking, all within minutes of the cabin.

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.

Lakefront | Kayaks | 200-Acre Estate | Tennis
✓ Lakefront on a private gated 200-acre estate ✓ 5-acre lake with kayaks, pedal boats & boat slip ✓ Tennis court, hiking trails & outdoor fire pit ✓ 1 hour to NYC, 20 minutes to ski resorts Set on a 200-acre private gated farm with a 5-acre lake, this property offers complete privacy and access to a tennis court, hiking trails, fishing, swimming, and breathtaking views. We provide kayaks, life vests, tennis rackets, and firewood. Everything you need for a relaxing or adventurous getaway

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

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

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. Good heat , air conditioning, wood stove. 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.
Popular amenities for Chester holiday rentals
Other great holiday rentals in Chester

Lakefront 1Br Apartment on Lake Hopatcong + Kayaks

Carriage House

Private Guest House

Lux Lakeview House Experience/Sleep 8

Home away from home. private and quiet

The Riverfront - King Suite*Fire Pit*River Access

"The Wave Lambertville", iconic mid-century home

Mori A-Frame: New Cabin Retreat w/Hot Tub
Destinations to explore
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- Times Square
- Madison Square Garden
- Central Park Zoo
- New York City Center
- Yankee Stadium
- Camelback Resort & Waterpark
- Columbia University
- Mountain Creek Resort
- Sesame Place
- Six Flags Great Adventure
- American Dream
- Bushkill Falls
- Rockefeller Center
- United Nations Headquarters
- Pocono Raceway
- MetLife Stadium
- Dorney Park & Wildwater Kingdom
- Empire State Building
- Blue Mountain Resort
- Bryant Park
- Citi Field
- Barclays Center
- Camelback Mountain Resort
- Statue of Liberty





