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

3 Bedroom Carriage House- private estate-near NYC

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

ValueLocationWifi

4.89 out of 5 average rating, 141 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 One Bedroom Oasis -Near NYC/ERW

*Read Entire Listing Before Booking!* **Rate includes Airbnb's 18.5% fee** Escape to a peaceful, fragrance free, stylish garden apartment! This sunny, lower-level oasis is perfect for a remote work retreat or exploring the area. 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!

FamilyLocationBathroom

4.98 out of 5 average rating, 162 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.

FamilyValueLong stay

4.99 out of 5 average rating, 113 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

LocationFamilyOutdoor spaces

4.98 out of 5 average rating, 135 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.

FamilyLocationWalkability

5.0 out of 5 average rating, 11 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.

LocationFamilyQuiet

4.9 out of 5 average rating, 226 reviews

Guest favorite

Guest suite in West Orange

Lovely is What They Call Me! by Toseb Design

**MONTHLY STAYS WELCOME** This oversized PET-FRIENDLY studio on the ground floor/basment unit offers a clean, comfy space, a spa bathroom, kitchen, smart TV & ample closet space. It also comes with a HUGE backyard equipped with a hammock, bonfire & dining/lounging areas. Client services are available too (see your Welcome Book once booked). Free private parking spot, easy check-in, 30 mins to NYC; 7 mins to trendy hot spots. Early/late check-in/out: $70 each. Pet fee: $100/pet.

FamilyLocationBackyard

4.95 out of 5 average rating, 43 reviews

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

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

LocationValueTV

4.78 out of 5 average rating, 36 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.

ValueFamilyCleanliness

4.94 out of 5 average rating, 217 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.

ValueLocationSolo travel

4.86 out of 5 average rating, 631 reviews

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

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.

LocationValueKitchen

4.95 out of 5 average rating, 135 reviews

Superhost

Apartment in Montclair

Modern 1BR Walk to Train – Easy NYC Access

Feel at home in this modern 1BR/1BA apartment just a 3-minute walk from Montclair Walnut Train Station—perfect for exploring NJ or NYC. Enjoy the convenience of an in-unit washer/dryer and free on-site parking. Whether you're visiting for business or leisure, this cozy, updated space offers the comfort and location you need for a great stay.

ValueFamilyCheck-in

4.87 out of 5 average rating, 106 reviews