Vacation rentals in Fairfield

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Top-rated vacation rentals in Fairfield

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

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Guest favorite

A charming exterior view of the carriage house is presented, featuring dark-colored siding with bright red windows and door. Potted plants line the front, and a cozy seating area is positioned on the side, surrounded by greenery and sunlight filtering through the trees.

Home in West Caldwell

4.89 out of 5 average rating, 140 reviews

Carriage House- private estate-near NYC-rare find

Relax in a 3-bedroom carriage house set on a private historic estate- appx 20 miles from NYC. Experience this one-of-a-kind “oasis in a metropolis” which blends rustic charm and modern comfort, offers privacy, garden and natural pond views, and a vintage vibe rarely found near NYC. Guests love to stargaze, relax by nature, birdwatch. Walkable to shops, restaurants, parks, wellness centers, gyms plus. Free Parking (2cars) +dog friendly. Conde Nast Traveler -“Best Airbnb NJ”. A Rare find Top home

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Top guest favorite

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.

Apartment in West Orange

4.98 out of 5 average rating, 159 reviews

Fragrance Free Home Away From Home Apt Near NYC

***Please Read Entire Listing Before Booking*** Escape to a peaceful, fragrance free, stylish garden apartment in West Orange! This sunny, lower-level oasis is perfect for a remote work retreat or exploring the area. Features a fully equipped kitchen, workspace, and a serene shared garden. Comfortably accommodates up to 4 guests in a private bedroom with a queen bed, a sofa bed in a semi-private area and a sofa bed in the livingroom. A clean, cozy, and calming home away from home awaits you.

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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, 111 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.

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Top guest favorite

The living room features a comfortable gray sofa adorned with decorative cushions. A TV sits on a blue stand, and light enters through a window beside the door. A round rug covers the hardwood floor, adding a cozy touch to the space.

Apartment in Montclair

4.96 out of 5 average rating, 358 reviews

Private & Spacious 2 Bed Apt - Prime Montclair

⭐️Perfect Upper Montclair location! ⭐️Spacious 2-bed apartment on 1st floor of Victorian house. ⭐️Private entrance. ⭐️Off-street parking for 1-2 cars. ⭐️Fully stocked kitchen with gas stove, dishwasher, microwave, coffee maker, fridge-freezer. ⭐️Comfortable king-size beds. ⭐️Strong WiFi and TV with Netflix. ⭐️In unit washer and dryer. ⭐️Close to trains and bus to NYC, parks, grocery stores, cafes, restaurants, American Dream Mall, MetLife stadium. ⭐️Super friendly hosts who live on-site

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Top guest favorite

A quiet front porch features a comfortable seating area with plush cushions. Hanging plants and string lights add a touch of charm. The view includes a tree-lined street, with parked cars visible in the soft glow of evening light.

Apartment in Montclair

4.98 out of 5 average rating, 134 reviews

Updated private two bedroom in heart of Montclair

A complimentary bottle of red wine is included with each stay by default. The space is quiet for Montclair yet centrally located. Our cleaner Mikki is responsible for cleaning and preparing the space. She takes great pride in her work, and we’re lucky to have her. The entire cleaning fee goes to her. I travel almost exclusively using AirBnb. If you value a space to be exclusively yours, as I do, this is likely the AirBnb for you. It would be a privilege to host you 🙂. Cheers, Alex

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Guest favorite

Home in West Orange

5.0 out of 5 average rating, 9 reviews

Modern Glam Getaway 30 minutes from NYC

Welcome to your luxurious home away from home! This modern, glamorous 5-bedroom, 3-bathroom house in West Orange, New Jersey, offers the perfect blend of comfort, style, and convenience. Be greeted by a bright, open layout designed for relaxation and connection. With sleek modern finishes, high-end furnishings, and thoughtful touches throughout, this home easily accommodates up to 10 guests — ideal for families, groups, or business travelers seeking both space and sophistication.

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Guest favorite

A living room features a cozy arrangement with a brown armchair and a matching chaise lounge. Natural light filters through partially draped windows, illuminating polished wooden floors. Decorative wall art and a potted plant add subtle touches to the inviting space.

Home in Boonton

4.9 out of 5 average rating, 222 reviews

Boonton Revival - A restored treasure in NJ

The Boonton Revival is an updated 100-year-old home within walking distance of historic Main Street, quaint restaurants, and unique shops. Sleep in luxury. We provide the finest, highest quality bed linens from Brooklinen. The nearby train and bus stations can connect to the NYC Port Authority (7th Ave) in one hour. Newark Liberty Airport is a 30-minute ride; you can be at the Jersey Shore in an hour! Guests are welcome to admire our pond and sample in-season vegetables.

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Superhost

Barn in Parsippany-Troy Hills

4.91 out of 5 average rating, 11 reviews

The Casita Cabin

Welcome to The Casita Cabin!! A cozy and relaxing gateway designed for peace,comfort,and quality time with family and loved ones. Surrounded by fresh air , this charming cabin is the perfect place to unwind and recharge your escape. Enjoy a warm and inviting space where you can relax,rest and feel right at home. Whether you are looking for a peaceful retreat, a romantic escape or a cozy family stay "The Casita Cabin" is where comfort,peace and cozy memories come together!

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Superhost

The exterior of a two-story half duplex is shown, featuring light beige siding and stone accents. A well-maintained driveway leads to a single-car garage, while neatly trimmed shrubs and green grass enhance the property's curb appeal.

Townhouse in Boonton

4.76 out of 5 average rating, 34 reviews

Extended Stay Home Boonton | Travel Group Friendly

Beautiful half duplex unit with 3 bedrooms (1 bedroom used as an office/bedroom combo), 2 bathrooms, full kitchen, dining area, living room with gas fireplace, In-unit LG washer/dryer, private backyard with patio and deck; great for entertaining and recreation. A large finished basement suite with a dedicated bathroom is also available for lease, inquire for more details. Close to i-287 highway, shopping, restaurants and public transportation Only 30mins to Metlife stadium

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Superhost

An outdoor lounge area is framed by wooden beams, featuring dark seating arrangements around a small table. Soft lighting casts a warm glow over the scene, with landscaped greenery and vibrant flowers enhancing the ambiance. The resort-style pool is visible in the background, reflecting soft colors.

Apartment in Union

4.9 out of 5 average rating, 537 reviews

2 Bed Apt | Quick Access to NYC

Step off the train and into luxury at AVE Union, your fully furnished two-bedroom, two-bathroom retreat in Union, NJ. Perfect for groups and families seeking comfort and space with the convenience of direct access into Manhattan via Union Station steps away. Both bedrooms feature a king bed and walk-in closet, with a full kitchen, in-unit laundry, and all utilities included. Resort-style pool, fire pit lounge, and 24-hour fitness center all on site.

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Guest favorite

Guest suite in Livingston

4.86 out of 5 average rating, 629 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.

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Top guest favorite

A charming three-story home with a welcoming front porch is set among lush greenery. The exterior is painted in soft yellow tones, with multiple windows arranged symmetrically. A concrete pathway leads to the entrance, framed by manicured lawns and mature trees.

Home in Upper Montclair

5.0 out of 5 average rating, 14 reviews

Elegant Upper Montclair Rental Stylish 3 Beds Home

Welcome to our newly renovated 3-bedroom home in Montclair! This spacious unit spans the 2nd and 3rd floors, offering comfort and privacy. Enjoy the convenience of 2 dedicated parking spots. You’ll be close to shops, dining, and transit. Ideal for families or groups seeking a peaceful stay with easy access to local attractions. Please No smoking, no pets, and no parties. We’d love to host you and create a memorable experience 💗

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