Holiday houses in Chatham

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Chatham

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

%{current} / %{total}1 / 1
Superhost
Apartment in Florham Park
4.92 out of 5 average rating, 36 reviews

Modern 2 Bed | Direct Transit to NYC

Ideal for professionals who value modern design and friendly service, valet dry cleaning & package acceptance. Soak up the sun at our seasonal resort-style pool or unwind by fire pit lounges. Enjoy grilling in our fully equipped outdoor kitchen. 🚆 Perfect for Commuters ~ Minutes from transit to NYC 🛋️ Spacious 2-Bedroom Retreats ~ HDTVs in living room & bedrooms 💼 Work From Anywhere ~ Ultra-high-speed WiFi throughout 💪 Resort-Style Amenities ~ 3,600 sq ft state-of-the-art fitness center

Top Guest favourite
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, 157 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 favourite
A small outdoor table with two black chairs is positioned on a patio. A vibrant pot of pink and orange flowers sits at the center, with a backdrop of lush green foliage and a staircase partially visible in the distance.
Apartment in West Orange
4.98 out of 5 average rating, 136 reviews

Fragrance Free-Near NYC/World Cup-Cozy Apartment

**BEFORE REQUESTING TO BOOK, please read my entire listing for important info and policies** As you can see by my ratings, photos and reviews this truly is a lovely place to stay and I am an attentive host, but please first read the following... *Exceptions to the rules can be made depending on the request. *I maintain a fragrance free home and require that guests be fragrance free as well. Please no perfume, cologne, essential oils. Details Below *Located in a safe, quiet neighborhood.

Top Guest favourite
Home in Montclair
4.98 out of 5 average rating, 780 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.

Top Guest favourite
A quiet front porch features a comfortable seating area with plush cushions. Hanging plants and string lights add a touch of charm. The view includes a tree-lined street, with parked cars visible in the soft glow of evening light.
Apartment in Montclair
4.97 out of 5 average rating, 110 reviews

Updated private two bedroom in heart of Montclair

A complimentary bottle of red wine is included with each stay by default. The space is quiet for Montclair yet centrally located. Our cleaner Mikki is responsible for cleaning and preparing the space. She takes great pride in her work, and we’re lucky to have her. The entire cleaning fee goes to her. I travel almost exclusively using AirBnb. If you value a space to be exclusively yours, as I do, this is likely the AirBnb for you. It would be a privilege to host you 🙂. Cheers, Alex

Top Guest favourite
Apartment in Morristown
5 out of 5 average rating, 54 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.

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
4.9 out of 5 average rating, 40 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.

Top 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
5 out of 5 average rating, 55 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 favourite
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, 172 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.

Top Guest favourite
Apartment in Union
5 out of 5 average rating, 14 reviews

Cozy&Private:2BR:10m-EWR, 35m-NYC, 22m-FIFAMetLife

Escape the noise and unwind in a peaceful, private spotless space designed for comfort and focus—perfect for a getaway or remote work. Enjoy two cozy bedrooms with queen/full beds and blackout curtains, a fully equipped kitchen, and a functional layout. The neighborhood offers great restaurants, cafés, supermarkets, and retail shops. Just 8 mins to Short Hills Mall, 10 mins to EWR, 35 mins to NYC, and 22 mins to MetLife Stadium.

Guest favourite
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, 123 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.

Top Guest favourite
A spacious sleeping area features a bed with layered bedding and a decorative blanket. A chest of drawers and wardrobe provide storage options. Soft lighting from a nearby lamp creates a cozy ambiance, while a small chaise lounge adds extra seating.
Guesthouse in Morristown
4.96 out of 5 average rating, 256 reviews

Private Guest House

Private 600 square foot guest house on side of owners home. Private entrance. Recently renovated with all new bedding, furnishings, bathroom, appliances and fixtures. Located just 1 mile from center of Morristown. Walking distance to many restaurants, parks and shopping. 1 mile from Morristown Train Station, direct to NYC. Plenty of parking, pet friendly.

Popular amenities for Chatham holiday rentals

  1. Airbnb
  2. United States
  3. New Jersey
  4. Morris County
  5. Chatham