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

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

4.89 out of 5 average rating, 140 reviews

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

Fragrance Free Peaceful Oasis 1 Br 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.

4.98 out of 5 average rating, 159 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. 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.

4.99 out of 5 average rating, 112 reviews

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

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

4.96 out of 5 average rating, 359 reviews

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

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

4.98 out of 5 average rating, 134 reviews

Guest favorite

Home in West Orange

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.

5.0 out of 5 average rating, 9 reviews

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

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.

4.9 out of 5 average rating, 222 reviews

Superhost

Barn in Parsippany-Troy Hills

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!

4.91 out of 5 average rating, 11 reviews

Guest favorite

Apartment in Passaic

Modern apartment close to MetLife|NYC|American Dr

Spacious 1st floor apartment featuring an open, comfortable living room, 3 BR and 2 baths. Ideal for families, sports fans, and concertgoers looking for easy access to MetLife stadium, the American Dream and NYC! Close to public transportation as well. Packed with premium amenities to make you feel right at home. Includes 1 reserved off-street parking spot. We are one of the highest rated hosts in the area. Read our reviews! Book your ultimate North Jersey/NYC stay today!

4.92 out of 5 average rating, 12 reviews

Guest favorite

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

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.

4.9 out of 5 average rating, 537 reviews

Guest favorite

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.

4.86 out of 5 average rating, 629 reviews

Superhost

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

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.

4.86 out of 5 average rating, 283 reviews