Holiday rentals in Chatham Township

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Top-rated holiday rentals in Chatham Township

Guests agree: these stays are highly rated for location, cleanliness and more.

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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, 185 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).

Guest favourite
Guest house in Short Hills
4.97 out of 5 average rating, 30 reviews

Luxurious Retreat in Historic Home near NYC

Designer appointed, fully updated, immaculate executive retreat w/ 2 bedrooms, 2 baths & European courtyard, located in the historic district of Short Hills, NJ. Just a 35/45 min train ride to NYC (5 min walk to train) or 30 min by car. You'll find every comfort of home in our beautiful retreat including pillow top mattress, down comforter & fluffy towels. Fully equipped kitchen w/ a gas range, refrigerator, dishwasher and a washer/dryer. Large flat screen tv, high speed internet/cable included.

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, 108 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.

Guest favourite
A comfortable living room is showcased, featuring two leather sofas and an armchair arranged around a glass coffee table. A soft area rug lies beneath, and artwork adorns the walls. Natural light enters through the large windows, complemented by beige curtains.
Flat in New Providence
4.91 out of 5 average rating, 58 reviews

Peaceful Luxury Stay • Parking • NYC Accessible

Situated in the charming borough of New Providence, this residential area offers a blend of suburban tranquility and convenient access to urban amenities in close proximity! A 10-minute walk to the Murray Hill train station grants you direct NJ Transit service to NYC. It is also a 25 min drive to Met Life Stadium & American Dream! Ideal for families, business travelers, or extended stays. Enjoy fast WiFi, parking, a fully equipped kitchen, laundry, and a bright, thoughtfully designed space.

Guest favourite
A well-kept two-story house is presented with a neatly manicured lawn and a pathway leading to the entrance. Large windows with dark shutters adorn the front, and a white garage door is visible on the right side. Decorative statues are placed near the entrance.
Flat in Union
4.95 out of 5 average rating, 65 reviews

3 Bed Apt in Quiet Neighborhood

Beautifully maintained 3 bedroom apartment in peaceful neighborhood. Located 7 miles away from Newark Airport. 15 miles away from Midtown Manhattan NYC with bus 114 walking distance away. Metlife Stadium is located 13 miles away. Close to many restaurants and NJ famous malls like Short Hills/Jersey Gardens. Close to major highways in NJ including the Parkway, Turnpike and RT 78. Free Parking available on the driveway quiet and safe street. Great place to relax after exploring!

Top guest favourite
Home in West Orange
4.94 out of 5 average rating, 64 reviews

Modern Comfort • Near MetLife/NYC • Free Parking

Modern 2‑bedroom suite near NYC/MetLife. Designed for 4 guests, with optional foldaway beds available for an additional 2 guests (please confirm total number of expected overnight guests 24 hours prior to check-in). Two full bathrooms, spacious interior, private outdoor areas, two free parking spaces, central air, quiet neighborhood, and perfect for guests visiting locally, NYC/NJ, Philadelphia and summer travel. 20 minute drive to EWR - Newark International Liberty Airport.

Superhost
A comfortable seating area features a gray sofa adorned with decorative cushions, positioned on a patterned area rug. A glass coffee table holds a bouquet of flowers, while warm lighting enhances the inviting ambiance. The adjacent space includes a dining area with modern chairs.
Flat in Westfield
4.85 out of 5 average rating, 66 reviews

Exquisite 3rd floor private Apt with style

Feel at home in this modern stylish Apt. Decor is both calm and comfortable. Our newest Airbnb unit, located in downtown Westfield close to shopping, transportation, & services all walking distance. Enjoy quiet comfort, if here to visit friends & family, or here for business in our area. The location is perfect for those that want to experience the American suburbs yet have easy access to the NJ Shore beaches, or the cultural and business options here in the NY metro area.

Superhost
A light-colored sectional sofa is arranged in a cozy living area, accompanied by a round wooden coffee table. A patterned rug lies beneath, while a potted plant and decorative vase with flowers add a touch of greenery. A world map decorates one wall, enhancing the space's ambiance.
Flat in East Orange
4.89 out of 5 average rating, 140 reviews

The space Gemini 1

Gemini 1 is a cozy space located in a quiet and safe neighborhood. It’s a stylish and comfortable apartment designed to make you feel at home. Perfect for up to 4 guests, with a full kitchen, Wi-Fi, keypad entry, and free parking. Just 8 min walk to the train to 🗽 NYC and 2 min to Watsessing Park. Only 15–17 min drive to ✈️ Newark Airport, 🎢 American Dream Mall, 🏟️ MetLife Stadium, ⚽ Red Bull Arena, and 🏒 Prudential Center. 30–35 min to 🏙️ Times Square

Guest favourite
Flat in Florham Park
4.93 out of 5 average rating, 43 reviews

Modern 2 Bed | Direct Transit to NYC

Experience modern living in this two-bedroom, two-bathroom apartment in Florham Park, perfect for families and business travelers. Each bedroom features a king bed and ample closet storage. Enjoy cooking in the fully accessorized kitchen with cookware, dinnerware, silverware, and glassware. Relax in the spacious living area with smart TV. All utilities plus high speed WiFi included. Enjoy our resort style pool, 24/7 fitness center, and coworking spaces.

Guest favourite
A bright studio space features a cozy queen bed with a textured blanket, complemented by neutral-toned walls. A small coffee table is positioned in front of the bed, while a TV is mounted on the wall opposite. A kitchenette with cabinetry and a fridge is visible in the background.
Home in West Orange
4.94 out of 5 average rating, 211 reviews

Cute n cozy, minimalist studio

This meticulously curated Japandi-inspired studio is perfect for remote work or a peaceful retreat. The space features a cozy queen bed, small loveseat, and seating area. Enjoy high-speed internet, TV, and a writing desk for productivity. The suite includes a kitchenette with a fridge, microwave, and coffee maker. Located in a quiet, safe neighborhood, with access to a backyard fire pit for relaxation. Ideal for a calm, comfortable, and productive stay.

Guest favourite
Home in Morristown
4.9 out of 5 average rating, 29 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
Flat in Scotch Plains
4.92 out of 5 average rating, 79 reviews

Near NYC • Private Apt • Free Parking • Sleeps 5

Relax in a private, professionally maintained 1-bedroom apartment designed for comfort and convenience. Enjoy fast WiFi, a fully equipped kitchen, cozy living room with queen sleeper sofa, quality linens, and meticulous cleaning before every stay. Located in a quiet neighborhood with easy access to NYC trains, Newark Airport, major highways, restaurants, and shopping. Perfect for work trips, family visits, and extended stays.

Popular amenities for Chatham Township holiday rentals