Vacation rentals in Chatham

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Top-rated vacation rentals in Chatham

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

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Guest favourite
Guesthouse 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.

Guest favourite
A modern living room showcases a dark sectional sofa adorned with patterned throw pillows in rich tones. A small coffee table sits in front, featuring a decorative centerpiece. Abstract wall art adds visual interest to the light grey walls, enhancing the cozy ambiance.
Home in Union
4.89 out of 5 average rating, 61 reviews

Luxurious, newly renovated retreat near EWR, train

Modern, tranquil & centrally-located 10 minutes from Newark Airport, 15 minutes walk to Millburn train station to NYC and 15 minutes drive to Newark entertainment district. Playground on street or stroll to Millburn. Target/Whole foods is a 5 minute walk & dining options 5-10mins away, incl Shorthills Mall. Drive less than 5 minutes to major highways i.e Rt 24, 78 & NJ Turnpike. It’s newly renovated, luxurious, spacious with all amenities you need, including a private driveway & patio. Welcome!

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 cozy sleeping area features a wooden bed frame with a light-colored patterned comforter. A bedside lamp and dresser are present, along with a full-length mirror on one wall. A textured wall adds a subtle warmth, and warm lighting enhances the space.
Home in Livingston
4.97 out of 5 average rating, 29 reviews

Private studio; MSU/SHU/St. Barnabas

Forget your worries in this spacious and serene space. This is great for any college students at Montclair State or Seton Hall University. This is also a fantastic location for anyone working at St. Barnabas Hospital! This is a private studio with its own private, full bathroom in a semi-basement. There is a dining room and kitchenette area — includes a fridge, microwave, electric kettle, coffee maker, filtered water and a sink. It is completely private from the rest of the basement & home.

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.
Apartment in Union
4.95 out of 5 average rating, 64 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!

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.
Apartment 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
Apartment in Florham Park
4.86 out of 5 average rating, 73 reviews

Commuter's Dream | Resort Amenities

Experience modern living in this one bedroom, one bathroom apartment in Florham Park, perfect for business travelers and NYC commuters. The 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 are included. Enjoy our resort style pool, 24/7 fitness center, and flexible coworking spaces.

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 World Cup Finals, NYC/NJ, Philadelphia and summer travel. 20 minute drive to EWR - Newark International Liberty Airport.

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
Guest suite in Livingston
4.86 out of 5 average rating, 623 reviews

Cozzy Get Away Priv.Apt/St Barnabas Hosp/ NYC/EWR

Near to RED BULL stadium Harrison 15 min and METLIFE stadium, Secaucus 30min. Private Apt/ Suite- attached to the house with a Private Entrance, 1 bedroom 2 beds, queen and a twin( please let me know in advance to prepare the twin bed) Kitchen, 1 Bathroom, & Sitting area, Television and Wi-Fi, it includes Refrigerator, Stove w/Oven, Toaster, Microwave, Coffee Maker and much more amenities. The Apt is located in the 2nd FL of the House.

Guest favourite
The outdoor dining area features a glass-topped table accompanied by four cushioned chairs, shaded by a striped umbrella. Surrounding greenery adds a natural backdrop, enhancing the tranquil setting within the secluded patio.
Guest suite in West Orange
4.87 out of 5 average rating, 279 reviews

Pvt. studio close to the city

This private, family-friendly suite features a spacious living room that opens to a secluded patio with a fire pit and outdoor dining area—an ideal retreat for a small family or a couple seeking peace and quiet while staying close to the city. Inside, you'll find a cozy living space with a queen bed, an attached bathroom, a sofa bed, a TV, a writing desk, and a convenient kitchenette equipped with a fridge, microwave, and coffee maker.

Guest favourite
Apartment in Scotch Plains
4.92 out of 5 average rating, 78 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.

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