Vacation rentals in Chatham

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Top-rated vacation rentals in Chatham

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Top guest favorite
A cozy seating area features a blue futon sofa and a matching chair with yellow accent pillows. A small coffee table sits on a decorative rug. A lighted lamp and artwork add charm, while a glimpse of the bedroom is visible in the background.
Guest suite in West Orange
4.99 out of 5 average rating, 297 reviews

Garden Suite Fragrance Free Near NYC World Cup

Welcome! I'd love to host you! I have made every effort to insure a clean, cozy stay with lots of amenities The Suite has been remodeled and decorated to create a peaceful space for you to return to after a long day or to work remotely. Spare time-books, games and Alex music. *Entry is not private, it is through the hosts living area* (You will have your own keys and you and are free to come and go as you like) I keep a fragrance free home and require that guests be fragrance free too

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, 165 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, 101 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.

Top guest favorite
A charming, two-story barn conversion features a blue exterior with yellow accents on the garage doors. A spacious deck overlooks the surrounding greenery. The property is enclosed by trees, providing a serene environment, while a well-maintained lawn enhances the inviting outdoor space.
Barn in West Orange
4.87 out of 5 average rating, 181 reviews

Quaint Converted Barn

Terrific space with loads of light and openness. Overlooking golf course, hayloft converted into king bed with twin bunks in office nook and 1.5 baths. It's the perfect place to get away from it all. Barn converted into residence. Comfy, quiet and serene. First level has living room, dining room and a half bath with a spiral to the hayloft which is open to below and divided by closets that create the office nook but permit light over them. The barn is open, only the bathrooms have doors.

Top guest favorite
Home in Montclair
4.98 out of 5 average rating, 790 reviews

Cozy Cabin Style Apt In Montclair City Center

Must be at least 25 yrs old to book. *This is a quiet space as we live in the apartment below. Absolutely NO parties and a MAX of 2 people in the room at any time. This all wood, 3rd floor studio is right in the center of town. Tons of restaurants, bars, theaters, and super easy NYC transit (Train and Bus) are all just a few min walk away. The apt. is totally open, has a private entrance, private bathroom, amazing decor, parking and lovely touches throughout. ROMANTIC PACKAGES AVAILABLE.

Superhost
Apartment in Florham Park
4.86 out of 5 average rating, 69 reviews

Commuter's Dream | Resort Amenities

Long-term rentals only. 📍 AVE Florham Park provides optimal positioning near major employers including BASF, Summit Medical Group, and Novartis. Ten minutes to Morristown and Madison, NYC transit, and Short Hills Mall. Each 2 BDR features high-end appliance packages, dedicated workspaces, and walk-in storage. Nearly 65,000 sq ft of amenities including private work suites, executive conference facilities, and high-speed WiFi. Huge fitness center and resort-quality pool. On-site 24/7 team.

Guest favorite
A spacious bedroom features a large bed with a decorative throw and two bedside lamps. Natural light enters through a window, illuminating the warm wooden floors and area rug. Artwork depicting birds and a serene landscape is displayed on the walls.
Apartment in Westfield
4.9 out of 5 average rating, 21 reviews

NEW-XL Spacious 2b/2ba Unit - 4

Experience comfort and style at this spacious, centrally-located 2b/2ba unit. Plenty of room, this beautifully appointed space includes added amenities for your convenience. Steps from downtown Westfield and moments from the train, it’s a great hotel alternative! Enjoy no-contact entry in a secure building with shared gym and grilling area. Inside, you’ll find a full kitchen, spacious living room, and in-unit laundry, perfect for family-friendly travel. This unit is ready to welcome you!

Top guest favorite
Apartment in Morristown
5 out of 5 average rating, 58 reviews

Trailside Morristown Apartment

This fully renovated 1-bedroom 1 bath apartment with a full kitchen, gas fireplace, washer/dryer, extra loft space and its own entrance is ideally located less than a mile from Morristown Memorial and just minutes from vibrant Downtown Morristown. Across the street is one of the areas most popular parks with miles of bike and walking trails. Whether you’re visiting for work, study, or to explore No. Central NJ, this inviting Airbnb offers the perfect blend of convenience and comfort.

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
4.98 out of 5 average rating, 58 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
Home in Morristown
4.9 out of 5 average rating, 21 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.

Top guest favorite
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, 262 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 favorite
The exterior of the unit showcases a blend of white and gray siding with large windows framing the entrance. A black door is set between stone accents at the base. Flower pots filled with various plants are arranged along the pathway, enhancing the welcoming appearance.
Guesthouse in Morristown
4.94 out of 5 average rating, 125 reviews

C&J Signature Stays Historic Renovated Apartment

Stay in your private, beautiful, bright two-bedroom unit with historical 1870s architectural details, including original brick walls, arched living room doorways, and stone kitchen walls. The unit was recently renovated to maintain its old charm while updating and modernizing the kitchen, living room, and two bedrooms. It is an excellent space for vacation or work. Fast Wi-Fi + Roku TV.

Popular amenities for Chatham vacation rentals

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