Holiday houses in Chatham

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Top-rated holiday rentals in Chatham

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

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Superhost
Apartment in Lyndhurst
5 out of 5 average rating, 3 reviews

Luxury 5 min to MetLife & American Dream Near NYC

Experience a stylish and fully renovated 2-bedroom retreat just minutes from MetLife, American Dream, a short drive to NYC and EWR. World Cup, concerts, families, city explorers, this combines comfort, convenience, and luxury. Whether attending a game, shopping, exploring Manhattan, this puts you close to everything while offering a peaceful place to relax. ✔ 5 min MetLife ✔ 5 min American Dream ✔ 15 min NYC ✔ 15 min EWR ✔ Private Parking ✔ Fully Renovated Modern ✔ Fast WiFi ✔ Families, Groups

Top Guest favourite
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
4.95 out of 5 average rating, 44 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.)

Top Guest favourite
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, 304 reviews

*Fragrance Free Comfy Luxury Guest Suite Near NYC

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 to return to after a long day or space 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 favourite
Home in Montclair
4.98 out of 5 average rating, 803 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, 70 reviews

Commuter's Dream | Resort Amenities

Experience modern living in this one bedroom, one bathroom apartment in Florham Park, perfect for business travelers and NYC commuters. The 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 are included. Enjoy our resort style pool, 24/7 fitness center, and flexible coworking spaces.

Superhost
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
4.89 out of 5 average rating, 133 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 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
4.94 out of 5 average rating, 205 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 favourite
Home in Morristown
4.89 out of 5 average rating, 27 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.

Guest favourite
Guest suite in Livingston
4.86 out of 5 average rating, 620 reviews

Cozzy Get Away Priv.Apt/St Barnabas Hosp/ NYC/EWR

Near to RED BULL stadium Harrison 15 min and METLIFE stadium, Secaucus 30min. Private Apt/ Suite- attached to the house with a Private Entrance, 1 bedroom 2 beds, queen and a twin( please let me know in advance to prepare the twin bed) Kitchen, 1 Bathroom, & Sitting area, Television and Wi-Fi, it includes Refrigerator, Stove w/Oven, Toaster, Microwave, Coffee Maker and much more amenities. The Apt is located in the 2nd FL of the House.

Guest favourite
Apartment in Scotch Plains
4.92 out of 5 average rating, 77 reviews

Near NYC • Private Apt • Free Parking • Sleeps 5

Relax in a clean, quiet, professionally maintained 1BR apartment in Scotch Plains. Professionally cleaned with a detailed checklist every stay. Fast, reliable WiFi—great for work or streaming. Includes full kitchen, cozy living space with pullout sofa, and quiet neighborhood setting. Easy access to NYC, Newark Airport, and major highways. Ideal for short stays, work trips, or temporary housing.

Superhost
A spacious living area is featured with a brown and beige sofa positioned beside a round glass table. A striped area rug lies on the wooden floor. Two framed artworks adorn the wall, and doors lead to the bedrooms and kitchen area.
Apartment in Scotch Plains
4.67 out of 5 average rating, 114 reviews

Entire Apartment: Living/Kitchen + 2Bed +1Bath

This wonderful, spacious home is located in North New Jersey, and is a 30 min train ride from NYC, a short ride from Newark airport (EWR) and JFK airport in NYC. Quiet and safe neighborhood (wonderful park just two min away), the comfy beds, and open space. Good for couples, solo adventurers, business travelers, and families with kids. All people are welcome! All rooms upgraded on Aug 2024!

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
4.95 out of 5 average rating, 129 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 holiday rentals

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