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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Top guest favorite
The exterior of the guest house is showcased, featuring a mix of brick and elegant architecture. A shaded pergola is visible above a seating area, surrounded by manicured landscaping and mature trees. The blue sky provides a vibrant backdrop to this tranquil setting.
Guesthouse in Montclair
4.96 out of 5 average rating, 47 reviews

Mountaintop Carriage House with Tennis Court

Take it easy at this unique and tranquil getaway nestled in Montclair’s estate section. Spread over two floors, you have plenty of space to relax in this beautifully renovated guest house. Outdoor space includes a spacious patio with a wood burning chiminea. This one of a kind home is located on a 1.2 acre property with views of NYC from the bedroom (!) as well as access to a private Har-Tru tennis court. Tennis rackets and balls available. (Tennis court may not be playable in winter months.)

Guest favorite
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, 64 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 favorite
A living area features cozy seating with a wide daybed and a sofa adorned with colorful cushions. A lamp and a decorative piece add charm. Natural light filters in through a window, while a potted plant brings a touch of greenery to the space.
Guest suite in Maplewood
4.97 out of 5 average rating, 179 reviews

Private Basement Apartment in Maplewood

You will be close to everything when you stay at this centrally-located 1-bedroom apartment. It is less than a mile to the NJ Transit train station with direct service to NYC, Newark or Hoboken. Restaurants and shops are within walking or quick driving distance. It is a 10 minute drive to Seton Hall University, a 15 minute drive to Newark International Airport, and a 20 minute drive to NJIT and Rutgers Newark. The Garden State Parkway and Rte 78 are are less than 10 minutes from your door.

Top guest favorite
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 favorite
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.
Apartment in New Providence
4.92 out of 5 average rating, 60 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 favorite
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, 31 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 favorite
A spacious living area is presented, featuring a dark sofa adorned with decorative pillows. A coffee table sits on a textured area rug, while soft lighting illuminates the room. A small dining table is visible in the background, complemented by a decorative plant and a mirror on the wall.
Guest suite in Scotch Plains
4.88 out of 5 average rating, 169 reviews

Buddha's Home Stay: A Tranquil Oasis Awaits"

Strategically Located for Travel & Leisure** **Easy Access to NYC** Enjoy privacy in our cozy two-room suite with a kitchenette and bath, located in a beautiful, safe and tranquil neighborhood. Near 3 NJ Transit train stations (7-15 min drive, 35-50 min to NYC), a golf course (3 min), and diverse dining and shopping (10 min). Newark Airport (25 min) and the stunning Akshardham Temple (60 min) away. Easy access to NYC and NJ beaches (45 min drive). Ideal for both relaxation and adventure!

Guest favorite
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
4.96 out of 5 average rating, 71 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!

Guest favorite
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.
Apartment in East Orange
4.9 out of 5 average rating, 146 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 favorite
Apartment 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 favorite
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
4.93 out of 5 average rating, 215 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 favorite
Home in Morristown
4.85 out of 5 average rating, 34 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.

Popular amenities for Chatham vacation rentals