Vacation rentals in Chatham

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Top-rated vacation rentals in Chatham

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

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Top guest favorite

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

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.

LocationFamilyNearby

4.97 out of 5 average rating, 187 reviews

Guest favorite

A modern living room showcases a dark sectional sofa adorned with patterned throw pillows in rich tones. A small coffee table sits in front, featuring a decorative centerpiece. Abstract wall art adds visual interest to the light grey walls, enhancing the cozy ambiance.

Home in Union

Luxurious, newly renovated retreat near EWR, train

Modern, tranquil & centrally-located 10 minutes from Newark Airport, 15 minutes walk to Millburn train station to NYC and 15 minutes drive to Newark entertainment district. Playground on street or stroll to Millburn. Target/Whole foods is a 5 minute walk & dining options 5-10mins away, incl Shorthills Mall. Drive less than 5 minutes to major highways i.e Rt 24, 78 & NJ Turnpike. It’s newly renovated, luxurious, spacious with all amenities you need, including a private driveway & patio. Welcome!

LocationFamilyNearby

4.88 out of 5 average rating, 67 reviews

Guest favorite

A comfortable living room is showcased, featuring two leather sofas and an armchair arranged around a glass coffee table. A soft area rug lies beneath, and artwork adorns the walls. Natural light enters through the large windows, complemented by beige curtains.

Apartment in New Providence

Peaceful Luxury Stay • Parking • NYC Accessible

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.

ValueLocationAmenities

4.91 out of 5 average rating, 65 reviews

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

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. Jenny Landy productions handles details. Minutes to train, Hamilton Farm, Pingry , Gill & Willow schools. Willowwood Arboretum, Bamboo Brook, Natirar, MANY well known golf courses surrounded by hundreds of acres of preserved open land and state park.

ValueFamilyCondition

4.99 out of 5 average rating, 113 reviews

Guest favorite

Apartment in City of Orange

Elevated City Living•NEW 1BR•Gym• NYC Train 1block

Welcome to a brand-new modern 1-bedroom condo just 1 block from the NYC-bound train-reach Manhattan in 30 minutes. Ideal for couples, business travelers, & NYC visitors seeking comfort outside the city. •Walk to NYC train •Newark airport- 15min •Free indoor parking • Brand-new condo w. modern finishes •Gym, lounge (workspace-friendly) outdoor patio & grill •food/restaurants/markets nearby •Fully equipped kitchen, black out curtains •king pullout couch •Secure building- easy self check-in

ValueLocationLayout

4.98 out of 5 average rating, 42 reviews

Guest favorite

A living room is presented with a large television mounted on the wall and a comfortable leather chair. A wooden coffee table sits in front of a tan sofa, which features decorative cushions. Natural light filters through several windows, illuminating the space.

Home in Morris Plains

Home Away From Home

Everything you need for your stay away from home. Fully furnished and stocked home close to direct train to NYC, 40 min to MetLife Stadium, minutes to Morristown and major highways, quiet suburban home with parklike yard. 4 bedrooms, 2.5 baths, eat in kitchen, dining room, living room and sunroom on 3 floors. 3 of 4 bedrooms have dedicated work spaces. Park like yard in quiet friendly neighborhood. Garage is accessible but for light storage only. A few closets locked for owners.

ValueFamilyDecor

4.79 out of 5 average rating, 34 reviews

Top 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

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!

FamilyValueBackyard

4.96 out of 5 average rating, 82 reviews

Guest favorite

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

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.

ValueFamilyComfort

4.94 out of 5 average rating, 218 reviews

Superhost

Home in Morristown

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.

ValueFamilyIndoor spaces

4.79 out of 5 average rating, 38 reviews

Superhost

Guest suite in Livingston

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.

ValueLocationAir conditioning

4.86 out of 5 average rating, 632 reviews

Guest favorite

A modern living room features light-colored furnishings with a spacious sofa and wooden coffee table. Textured curtains frame the windows, complementing the warm wooden floor. A small decorative tree adds a touch of nature, while a lamp and an art piece enhance the inviting environment.

Apartment in Bernardsville

Modern bright downtown apartment Unit B

This cozy and modern apartment is designed for your comfort and relaxation. This includes a modern kitchen with brand-new stainless-steel appliances, well-equipped kitchen, comfortable living areas, and a dedicated workspace for business travelers. The sunny living room with decorative fireplace flows into the ample sized dining room. The primary bedroom boasts an en-suite full bathroom with stall shower, walk-in closet, and patio access.

FamilyValueLayout

4.98 out of 5 average rating, 51 reviews

Guest favorite

Apartment in Scotch Plains

Near NYC • Private Apt • Free Parking • Sleeps 5

Relax in a private, professionally maintained 1-bedroom apartment designed for comfort and convenience. Enjoy fast WiFi, a fully equipped kitchen, cozy living room with queen sleeper sofa, quality linens, and meticulous cleaning before every stay. Located in a quiet neighborhood with easy access to NYC trains, Newark Airport, major highways, restaurants, and shopping. Perfect for work trips, family visits, and extended stays.

FamilyValueIndoor spaces

4.93 out of 5 average rating, 84 reviews