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
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, 183 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 spacious lawn is framed by natural rock formations, leading to a deck with chaise loungers. The gently sloping pathway is lined with greenery and provides access to the lakefront. In the background, a multi-level house is set against a clear blue sky.
Home in Jefferson
5.0 out of 5 average rating, 30 reviews

Lakeside Lux and Laughs!

Newly renovated 4BR/3.5BA lakefront property with multiple sitting areas, both inside and outside, is the perfect spot for relaxing and having fun with family and friends. It boasts a full game-room in the basement, a 10-person outdoor dining table, a firepit - and a fully covered bar down by the water. Sleeps 12 and is centrally located on "main lake" affording access to local restaurants, mini-golf and retail. Short-haired / non-shedding dogs (1) allowed. This home is truly something special!

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, 111 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
4.9 out of 5 average rating, 63 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
Apartment in Union
4.84 out of 5 average rating, 79 reviews

Near EWR and NYC | 3BD 2BTH + Free Parking

Welcome to your home away from home! This renovated, first-floor unit boasts 3 bedrooms and 2 bathrooms, offering a comfortable and stylish retreat. Located near Newark Airport and the Jersey Garden Mall, this home provides easy access to NYC via bus, train, or car. Enjoy the diverse selection of bars and restaurants just steps away, making it the perfect spot for foodies and adventurers alike. Conveniently situated in a great neighborhood, this unit is the ideal choice for your next trip!

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, 32 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 living room is presented with a large television mounted on the wall and a comfortable leather chair. A wooden coffee table sits in front of a tan sofa, which features decorative cushions. Natural light filters through several windows, illuminating the space.
Home in Morris Plains
4.79 out of 5 average rating, 34 reviews

Home Away From Home

Everything you need for your stay away from home. Fully furnished and stocked home close to direct train to NYC, 40 min to MetLife Stadium, minutes to Morristown and major highways, quiet suburban home with parklike yard. 4 bedrooms, 2.5 baths, eat in kitchen, dining room, living room and sunroom on 3 floors. 3 of 4 bedrooms have dedicated work spaces. Park like yard in quiet friendly neighborhood. Garage is accessible but for light storage only. A few closets locked for owners.

Superhost
A cozy living room features a light-colored sectional sofa adorned with decorative pillows. A circular coffee table is positioned on a soft area rug. Natural light fills the space through the windows, highlighting the hardwood floors and the adjacent dining area with a modern light fixture.
Home in Millburn
4.91 out of 5 average rating, 43 reviews

Turnkey Luxury & Comfort in the heart of Millburn

Our Millburn Cottage has everything you need for a peaceful and comfortable stay. This fully renovated and furnished English colonial boasts 4 bedrooms, 2 full, 2 half baths, & plenty of indoor and outdoor space to enjoy everything Millburn Short Hills has to offer. Steps from downtown Millburn, and a quick walk to the Millburn train station with direct train to NYC. IMPORTANT: No smoking/vaping, no animals, no parties. There is an extra guest charge after 5 guest, max 7 incl kids.

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, 74 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
Apartment in Florham Park
4.93 out of 5 average rating, 44 reviews

2 Bed | Resort & Business Amenities, Morristown

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.

Superhost
An outdoor lounge area is framed by wooden beams, featuring dark seating arrangements around a small table. Soft lighting casts a warm glow over the scene, with landscaped greenery and vibrant flowers enhancing the ambiance. The resort-style pool is visible in the background, reflecting soft colors.
Apartment in Union
4.9 out of 5 average rating, 534 reviews

2 Bed Apt | Quick Access to NYC

Step off the train and into luxury at AVE Union, your fully furnished two-bedroom, two-bathroom retreat in Union, NJ. Perfect for groups and families seeking comfort and space with the convenience of direct access into Manhattan via Union Station steps away. Both bedrooms feature a king bed and walk-in closet, with a full kitchen, in-unit laundry, and all utilities included. Resort-style pool, fire pit lounge, and 24-hour fitness center all on site.

Superhost
Home in Morristown
4.78 out of 5 average rating, 37 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