Holiday rentals in Chester Township

Mountain Air - Jacuzzi, Hiking, Biking & River

Our house is just up the road from the Shawnee Mountain Ski Area. Located between Bushkill Falls and the Delaware National Recreation Area, it offers Skiing, hiking, biking, rivers, streams, and waterfalls. From Spring to Fall, easy access to kayak or canoe rentals. Numerous golf courses just minutes away. The historical town of Delaware Water Gap and Stroudsburg offers a variety of restaurants, music venues, wineries, breweries and boutiques. Best of all, we are only 75 minutes west of NYC.

Modern Cozy "Romi's Ranch"<5min drive to 2 Beaches

Imagine escaping to the serene beauty of the Pocono Mountains and staying at Romi's Ranch, where relaxation, adventure, and rustic elegance converge—in Long Pond. Within a 5-mile radius, you can access all the fun activities the Poconos offer, making your stay truly memorable. If it's a rainy day, you won't need a "Raindy-check," as we offer indoor entertainment: games, puzzles, and cozy books! We also have an on-site office and a gym. Age: Minimum age of 25 years Township Reg #:- 020810

Vacation | Lane | Chalet

Welcome to Vacation Lane Chalet; a sophisticated and serene atmosphere where rustic meets modern to create a perfect setting for a quaint and relaxing getaway. The chalet is equipped with top of the line appliance and high end designs and finishes topped off breathing comfort in every corner . Located within a 5 minute drive of all the necessities and super close to the major Pocono attractions such as Kalahari, you’ll have no worries keeping everyone entertained. DESIGH NOT FOR COPY

New Cozy Cabin Perfect getaway!

Unwind in our newly renovated cabin, where you can enjoy the comforts of home in a cozy setting. Whether you seek adventure or relaxation, there's something for everyone year-round. Our cabin is ideally located near hiking, kayaking, tubing, white-water rafting, historic towns, scenic train rides, parks, lakes, water parks, skiing, antiquing, flea markets, shopping outlets, golf, casinos, spas, zoos, and a raceway, among other attractions. Experience fun and tranquility all in one place!

The Beautiful & Cozy Malvec Chalet

Escape & Relax at this peaceful & cozy Chalet. Perfect getaway! Near all attractions! Discover all-season fun while staying at this deluxe vacation rental! Up to 10 people. Access to top-notch community perks - making it the perfect home base for all your outdoor/indoor adventures. Take a stroll through Tobyhanna State Park, fun at Kalahari Water Park, or ski the fresh powder at Camelback Mountain just to name a few! Late 3pm checkout! Your personal slice of Pocono paradise awaits!

GameRoom-PetFriendly-A/C FirePit-FastWiFi-ClubPool

Escape to The Penn House – A Pet-Friendly Getaway! 🏡✨ Just 90 minutes from NYC, this spacious 4-bedroom, 2-bath home offers the perfect retreat. Enjoy a game room and top-notch amenities, including pools, lakes, tennis, basketball, a ski lift, and a fitness center. Outdoor adventures await! Explore Bushkill Falls, Shawnee Ski Resort, ziplining, and more—all within 15 minutes. Camelback Ski & Water Park is just 35 minutes away. Don’t wait—book your unforgettable stay today!

Lakefront Hopatcong w/dock kayaks fishing near NYC

3800 sqt 4b 2.5b, stunning lakefront house on the largest lake in NJ. Breathtaking lake views from every room. Sunrise coffee at bedroom balcony. Grill in the sunset at the spacious patio, fishing off the private dock. two spacious living rm for multi family, well equipped kitchen, large washer dryer, 3 kayak, fishing rods, grill, everything you need for your group to have a comfortable lake retreat and make some beautiful memories. 1 hr to NYC.

Stylish 4Bdr Mountain Retreat, Hot Tub, Pool

Welcome to Serenity Falls! A true gem mountain house with its own private waterfall! Large deck with a private hot tub, dining area, and magical atmosphere with entertainment for all. This retreat also offers a full-size billiards table and a game room with PS4, darts, and other toys for all ages. Enjoy delicious meals with loved ones on the spacious deck with a BBQ grill and take in the breathtaking Poconos scenery. What else can you ask for?

*Kids & Families! 5BR Hot Tub-Fire Pit-Huge Yard*

**PET OWNERS PLEASE INQUIRE BEFORE BOOKING** Book a stay in our home and you'll receive 5-star Superhost Hospitality from experienced hosts who've earned 700+ 5-star reviews! Our home has 5-BR, 3-BA with year-round hot tub & game room. You'll have the privacy & seclusion of our wooded 1.5 acre lot yet we're just minutes from 3 water parks, 3 ski resorts, parks with hiking & biking, wineries, spas, shopping, lakes, golfing, casino & more!