Holiday rentals in Chatham Township

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Top-rated holiday rentals in Chatham Township

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

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Superhost
Flat 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.
Guest house 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
Flat in Westfield
5 out of 5 average rating, 16 reviews

Studio apartment for travel professionals.

Peaceful, centrally located space close to shops, dining, and transportation Full kitchen with cookware, dishes, and a coffee/tea station Smart TV for streaming your favorite shows Queen-size bed with luxury bedding for a great night’s sleep Blackout curtains to keep the room dark and quiet Comfortable recliner chair for reading or relaxing Washer and dryer for convenient in-unit laundry Good-size closet with plenty of space for all your belongings Bright natural light during the day Fast Wi-Fi

Top guest favourite
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, 106 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 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, 303 reviews

*Fragrance Free Comfy Cozy 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

Guest favourite
A comfortable seating area features a gray sofa adorned with decorative cushions, positioned on a patterned area rug. A glass coffee table holds a bouquet of flowers, while warm lighting enhances the inviting ambiance. The adjacent space includes a dining area with modern chairs.
Flat in Westfield
4.86 out of 5 average rating, 65 reviews

Exquisite 3rd floor private Apt with style

Feel at home in this modern stylish Apt. Decor is both calm and comfortable. Our newest Airbnb unit, located in downtown Westfield close to shopping, transportation, & services all walking distance. Enjoy quiet comfort, if here to visit friends & family, or here for business in our area. The location is perfect for those that want to experience the American suburbs yet have easy access to the NJ Shore beaches, or the cultural and business options here in the NY metro area.

Superhost
Flat 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.
Flat in East Orange
4.89 out of 5 average rating, 132 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
Home in Morristown
4.88 out of 5 average rating, 26 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.

Top guest favourite
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, 276 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 favourite
Flat in Scotch Plains
4.92 out of 5 average rating, 77 reviews

Private Apt • Near NYC • 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.

Popular amenities for Chatham Township holiday rentals