
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.

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
4.89 out of 5 average rating, 141 reviews
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!
4.98 out of 5 average rating, 162 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.
4.99 out of 5 average rating, 113 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
4.98 out of 5 average rating, 135 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.
5.0 out of 5 average rating, 11 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.
4.9 out of 5 average rating, 226 reviews
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.
4.95 out of 5 average rating, 43 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
4.78 out of 5 average rating, 36 reviews
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.
4.94 out of 5 average rating, 217 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.
4.86 out of 5 average rating, 631 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.
4.95 out of 5 average rating, 135 reviews
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.
4.87 out of 5 average rating, 106 reviewsPopular amenities for Fairfield vacation rentals
Other great vacation rentals in Fairfield

Elevated City Living•NEW 1BR•Gym• NYC Train 1block
4.98 out of 5 average rating, 41 reviews
The Casita Cabin
4.93 out of 5 average rating, 15 reviews
Lakeside Lux and Laughs!
5.0 out of 5 average rating, 31 reviews
Mountaintop Carriage House with Tennis Court
4.94 out of 5 average rating, 50 reviews
The Carriage House
4.75 out of 5 average rating, 8 reviews
Comfortable 3BR Home | Sleeps 9 | 20 Min to NYC
5.0 out of 5 average rating, 17 reviews
Elegant Upper Montclair Rental Stylish 3 Beds Home
5.0 out of 5 average rating, 15 reviews
Modern apartment close to MetLife|NYC|American Dr
4.93 out of 5 average rating, 14 reviewsDestinations to explore
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