Holiday rentals 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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Guest favourite
Flat in Union
4.89 out of 5 average rating, 415 reviews

Union 2BR Resort-Style Apt – Easy NYC Transit

✨ Urban Luxury next to Union Station ✨ Welcome to AVE Union, where premium living meets 24/7 service with an award-winning team.🏆 Community has a resort-style pool, outdoor kitchen, fire pit lounges, and outdoor gaming areas. 🚆 Perfect for Commuters - Easy NYC access via Secaucus or PATH - Minutes to Newark Airport & Short Hills Mall - Minutes from Newark Liberty International Airport 🛋️ Private Balconies. 💼 Productivity Center 💪 Performance & Wellness 🏡 Professional Environment.

Superhost
An expansive swimming pool spans across the courtyard, surrounded by lounge chairs and vibrant greenery. Modern apartment buildings are visible in the background against a clear blue sky, providing a tranquil setting for relaxation and outdoor enjoyment.
Flat in Florham Park
4.9 out of 5 average rating, 30 reviews

Modern Commuter Dream | 24/7 Support | AVE Living

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 comfortable living area is presented with a blue sofa accented by orange cushions and a matching chair. A coffee table sits in front, surrounded by light hardwood flooring. Decorative shelves in the background display books and woven baskets, providing a cozy atmosphere.
Flat in West Orange
4.98 out of 5 average rating, 132 reviews

Fragrance Free-Near NYC-Cozy Home Away From Home!

**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
Flat in Morristown
5 out of 5 average rating, 43 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.

Top guest favourite
An open living area features natural hardwood flooring, exposed brick walls, and large windows allowing ample daylight. A comfortable sofa and small chairs are arranged around a coffee table, while a dining area and kitchen with bar seating are visible in the background.
Flat in Westfield
4.93 out of 5 average rating, 45 reviews

Luxury living in Downtown Westfield! 2-BR/2-BA

Completely restored and renovated 2BR/2BA penthouse apartment with private balcony in the heart of Downtown Westfield. Natural hardwood floors, sky high ceilings, restored exposed brick walls, and abundance of large windows for fantastic daylight and views. Custom kitchen, Primary Suite with oversized closet and luxurious bath, Private balcony, and Washer/Dryer in Unit. Central air and forced hot air heat for your comfort. Equipped with everything you need for an amazing stay!

Guest favourite
An open living area features a spacious light-colored sectional sofa, a glass-topped coffee table, and a wall-mounted television. The kitchen is visible in the background, equipped with white cabinetry and modern appliances. A dining area with round table and elegant chairs is seen, providing a welcoming space for meals.
Home in Scotch Plains
4.94 out of 5 average rating, 17 reviews

Suburbs of NYC, near NJ Beaches

You will be 1 hour - 1.5 hours to everything when you stay at this centrally-located place. Experience New York City like a real American from this suburban town with beautiful NJ & NY beaches nearby. There is so much to do here. You can also see the lush green hills and lakes of upstate NY. I was born in NYC. Close walk to 5 good restaurants and CVS. Farmers Market on Saturdays seasonally. I'm more than happy to help you with any questions. I live on the bottom level. <>Kerri

Guest favourite
A warm sleeping area features a plush king bed with crisp white bedding, complemented by a wooden bed frame. Two large windows are adorned with sheer and dark curtains, allowing natural light to enhance the space. A decorative area rug adds texture to the hardwood floor.
Flat in Scotch Plains
4.91 out of 5 average rating, 68 reviews

Newly constructed! Private 1bd 1ba Apartment

Escape the hustle and bustle and indulge in tranquility at our newly constructed 1-bed, 1-bath apartment, nestled in the quiet town of Scotch Plains. It features a plush king bed, queen sleeper sofa, and an office desk for work efficiency. Stay connected with free WiFi and enjoy hassle-free parking. Rejuvenate with complimentary bath toiletries and kickstart your day at our coffee bar. With 750 sq ft of modern comfort, this retreat promises a peaceful stay for your visit.

Top guest favourite
A charming modern farmhouse is presented with a welcoming yellow front door. A stone pathway leads through a manicured lawn, flanked by lush greenery. The porch features comfortable seating under a spacious overhang, enhancing the inviting exterior of the home.
Home in Summit
5 out of 5 average rating, 35 reviews

Modern Farmhouse nestled in beautiful Summit NJ

Enjoy this beautifully updated upscale modern farmhouse with the whole family or a group of friends. Located just an 8 minute walk to beautiful historic downtown Summit, NJ where you can dine at over 40 fabulous restaurants and stroll through boutique shops. Catch the train and take a 30 minute direct trip right into Penn Station, New York City. Whether you want a fun easy getaway or place to stay during a house renovation, find comfort away from home in Summit, NJ.

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
4.95 out of 5 average rating, 154 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
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.
Guest house in Morristown
4.95 out of 5 average rating, 119 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
The spacious living area features a comfortable sectional sofa facing a flat-screen TV. A dark coffee table is centered in the room, with soft lighting emanating from adjacent lamps. A curtain partially divides the space, revealing the entrance to the separate bedroom.
Flat in South Orange Village
4.87 out of 5 average rating, 473 reviews

Private 1 bedroom apartment with separate entrance

Comfortable and spacious one bedroom apartment with separate entrance located on the ground (basement) level of our historic home in South Orange, New Jersey. South Orange is a vibrant commuter town located 25 minutes by train from New York Penn Station and 15 minutes from Newark Airport. Located 1 block from Seton Hall University. Off street parking is available.

Guest favourite
A spacious bedroom features a queen bed with coral-patterned bedding and a decorative pillow. Nightstands with lamps are positioned on either side. A simple seating area with a love seat is visible, and bookshelves are located above the bed, providing additional storage.
Guest suite in Livingston
4.86 out of 5 average rating, 604 reviews

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

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.

Popular amenities for Chatham holiday rentals

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