
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.

Carriage House in The Valley
A quiet, safe countryside lifestyle 1 hour from Manhattan, NJ beaches, or the Delaware Water Gap. Walk, Bike, fish watch birds and see historical sites where George Washington marched. Senior couple's 2 acre lot among huge trees. The rustic outside of the unit gives way to a comfortable living space on the top floor and the bottom floor is a wide open utility room with a second bath, electric stove, full laundry and a place to store things while in transit or if moving in or out of the area.

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.

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.

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!

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!

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.

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!

Location! Location! World Cup & NYC Access
Staying for the FIFA World Cup 2026? This Morristown home is just ~30 minutes from MetLife Stadium, host of the Final—while offering a quiet, comfortable escape from game-day crowds with easy NYC access. This sophisticated gem is steps from South Street’s vibrant bars, restaurants, and direct NYC train access. Note: This is our personal home, so you'll find some belongings, but there’s ample storage for your stay, and we ensure it remains welcoming and comfortable for guests.

Prime location, cozy, secure and peaceful!
Keep it simple at this peaceful and centrally-located 2nd floor cozy space. Walking distance to bus 112 to NYC, close to Linden and Roselle Park NJ transit, food shopping, Johnny Tequilas, Dunkin Donuts, laundromat and much more. Located 1 block from Linden and 5 minute drive to Cranford, you can also take a quick 30 minute drive to NYC, 15 minute drive to Newark airport and 10 minute drive to Elizabeth. Kean University is just 8 minutes away (Collegiate student friendly).

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.

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.

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
Other great vacation rentals in Chatham

West Orange Getaway Cozy Corner

Spacious Suite | Private Entrance | Near World Cup

Private studio; MSU/SHU/St. Barnabas

Private Guest House

Entire apartment/own entry in a quiet neighborhood

Home Away From Home- close to World Cup!

Pickle Farm

Newly renovated cozy 3BR house
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- Times Square
- Madison Square Garden
- New York City Center
- New York University
- Central Park Zoo
- Columbia University
- MetLife Stadium
- Mountain Creek Resort
- Yankee Stadium
- Sesame Place
- Asbury Park Beach
- United Nations Headquarters
- Jones Beach
- Rockefeller Center
- Six Flags Great Adventure
- Citi Field
- Empire State Building
- Grand Central Terminal
- Bronx Zoo
- Bryant Park
- Manasquan Beach
- Statue of Liberty
- Bushkill Falls
- Radio City Music Hall





