Vacation rentals in Chatham

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Top-rated vacation rentals in Chatham

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Top guest favorite
The image captures a serene sunset over the lake, with warm hues illuminating the sky. Properties and trees frame the scene, while boats are visible on the water. Power lines traverse the foreground, connecting the area with the surrounding landscape.
Cottage in Jefferson
4.97 out of 5 average rating, 181 reviews

Lakeview Cottage Near Restaurants & Wedding Venues

Enjoy lake views at this peaceful retreat just under an hour from NYC. Sip your morning coffee as the sun rises over the water, then unwind at night by the fire pit. Guests love how spotless, comfortable, & thoughtfully stocked the cottage is. Across the street from a marina - bring your boat! 5 min to beach-like swimming, watersports, & great restaurants, w/in 20 mins of popular wedding venues, 10 mins to Hopatcong State Park & Rockaway Mall, 35 mins to Mountain Creek, 40 min to MetLife (FIFA).

Guest favorite
Apartment in Florham Park
4.92 out of 5 average rating, 39 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 favorite
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, 101 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 favorite
A charming, two-story barn conversion features a blue exterior with yellow accents on the garage doors. A spacious deck overlooks the surrounding greenery. The property is enclosed by trees, providing a serene environment, while a well-maintained lawn enhances the inviting outdoor space.
Barn in West Orange
4.87 out of 5 average rating, 181 reviews

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.

Guest favorite
A spacious living room is presented, featuring two red sofas and a light-colored sofa, arranged around a coffee table. A large area rug covers the hardwood floor, creating a cozy setting. Natural light filters through the windows, framed by dark curtains, and decorative wall art adds visual interest.
Apartment in New Providence
4.9 out of 5 average rating, 31 reviews

Stylish & Cozy | Parking | AD Mall & NYC Near

Situated in the charming borough of New Providence, this residential area offers a blend of suburban tranquility and convenient access to urban amenities in close proximity! A 10-minute walk to the Murray Hill train station grants you direct NJ Transit service to NYC. It is also a 25 min drive to Met Life Stadium & American Dream! Ideal for families, business travelers, or extended stays. Enjoy fast WiFi, parking, a fully equipped kitchen, laundry, and a bright, thoughtfully designed space.

Guest favorite
A spacious bedroom features a large bed with a decorative throw and two bedside lamps. Natural light enters through a window, illuminating the warm wooden floors and area rug. Artwork depicting birds and a serene landscape is displayed on the walls.
Apartment in Westfield
4.9 out of 5 average rating, 21 reviews

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!

Guest favorite
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
4.98 out of 5 average rating, 58 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 favorite
Home in Morristown
4.9 out of 5 average rating, 21 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.

Top guest favorite
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, 262 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 favorite
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, 125 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.

Guest favorite
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, 616 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.

Top guest favorite
A spacious living room features a sectional sofa in deep blue fabric, complemented by a vibrant green ottoman. A circular dining table with clear chairs is positioned near the railing. Wooden floors shine under natural light from two windows with white blinds.
Guest suite in Short Hills
5 out of 5 average rating, 134 reviews

Quiet Short Hills Retreat | Private Apartment

Peaceful, private apartment in beautiful Short Hills - ideal for visiting family, attending local events, or enjoying a comfortable stay. Updated 1-bedroom with full kitchen, 1.5 baths, and in-unit washer & dryer. Enjoy a private entrance, dedicated parking, and a calm, upscale neighborhood just a short walk to the train to NYC.

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