Holiday rentals in Fairfield

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Top-rated holiday rentals in Fairfield

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

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Guest favourite
A newly constructed luxury residence is presented, featuring a spacious driveway lined with manicured lawns. The exterior showcases a blend of rich wood and stone accents, alongside multiple gabled roofs and large windows, creating an inviting presence against a backdrop of greenery.
Guest suite in Roseland
4.96 out of 5 average rating, 67 reviews

Carriage Home on Park setting

Luxury Carriage Home of Newly Constructed Estate on Park-like property Semi-Private Entrance to Private 2 Bedroom, 1 Bath Home. Open Concept Layout w/ new complete Kitchen, including Movable Island, Dishwasher, Microwave, Gas Range & Fridge Custom Designed with loads of natural light. Designer Finishes; Granite Counters, Marble Tiled Bath & Hardwood Floors Throughout Dinning/Family Room, Tub/Shower Bath, Shared Mudroom/Laundry Facility, Seperately controlled Central Air Heating & Cooling Walking Distance to town, shops, library, tennis courts, sports fields & EXPRESS BUS TO NYC !

Superhost
Flat in Union
4.89 out of 5 average rating, 365 reviews

Union 2BR Resort-Style Apt – Easy NYC Transit

✨ Urban Luxury next to Union Station ✨ Welcome to AVE Union, where premium living meets 24/7 service with an award-winning team.🏆 Community has a resort-style pool, outdoor kitchen, fire pit lounges, and outdoor gaming areas. 🚆 Perfect for Commuters - Easy NYC access via Secaucus or PATH - Minutes to Newark Airport & Short Hills Mall - Minutes from Newark Liberty International Airport 🛋️ Private Balconies. 💼 Productivity Center 💪 Performance & Wellness 🏡 Professional Environment.

Guest favourite
A cozy studio apartment features a queen bed with a floral duvet and soft pillows. A television is positioned on a wall, while a closet area provides hangers and storage. Natural light filters through blackout curtains, enhancing the tranquil atmosphere.
Flat in City of Orange
4.93 out of 5 average rating, 106 reviews

Luxury Reno w/ Private Entry

Unique studio apartment completely renovated with private entry and self check in from electronic lock. Queen bed w/ Sealy pillowtop mattress and blackout curtains for the best sleep. Free laundry detergent! In unit laundry. Access to the backyard and BBQ grill. 420 friendly in backyard only. Central to highways, shopping, and restaurants. Easy 40 min commute to NYC via Orange NJ Transit station 7 mins walking. Minutes from Newark Airport, Prudential Center, American Dream & Metlife Stadium

Top guest favourite
A small outdoor table with two black chairs is positioned on a patio. A vibrant pot of pink and orange flowers sits at the center, with a backdrop of lush green foliage and a staircase partially visible in the distance.
Flat in West Orange
4.98 out of 5 average rating, 121 reviews

Fragrance Free-Near NYC-Cozy Home Away From Home!

**BEFORE REQUESTING TO BOOK, please read my entire listing for important info and policies** As you can see by my ratings, photos and reviews this truly is a lovely place to stay and I am an attentive host, but please first indulge me and read on... *Exceptions to the rules are made depending on the request. *I maintain a fragrance free home and require that guests be fragrance free as well. Please no perfume, cologne, essential oils. More Details Below *Located in a very safe neighborhood.

Top guest favourite
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.
Flat in Montclair
4.97 out of 5 average rating, 90 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

Top guest favourite
The exterior of a cozy cottage features a dark exterior with large windows reflecting the outdoor scenery. A set of comfortable chairs is arranged on the deck, with a grill nearby for outdoor cooking. The backdrop includes trees and a sunset sky.
Home in West Caldwell
4.96 out of 5 average rating, 163 reviews

Designer Cottage on historic estate-outside NYC

Relax in a cozy cottage set on a private historic estate outside of NYC (apx 20 miles)-walking distance to shops, restaurants, plus. "Oasis in a metropolis". Designed to inspire. This one of a kind unique space offers you a studio area, sleep area, eat in kitchenette, full bath and deck to relax. Great for corporate travel, a retreat from NYC, travel doctors/nurses, tourists visiting excursions NYC, Metlife, Prudential Center, plus many nearby excursions hiking, golf, fishing, plus.

Guest favourite
A cozy sleeping area features a neatly made bed with light bedding and a textured throw. Above the bed, three decorative prints hang on the wall. A mirrored closet reflects the space, creating an open feel, while soft lighting enhances the peaceful ambiance.
Guest house in Montclair
4.78 out of 5 average rating, 60 reviews

The cozy studio apartment of Montclair

“Take care of this space—a beautiful, cozy underground studio that feels like a little retreat. It’s truly a gem. It’s not just warm and charming—it’s a kind of warmth that radiates style.” Relax and enjoy this underground Studio. Please read the house manual and house rules before booking for check restrictions. This space is intended for rest and sleep. It is suitable for a quick stay and fit the needs, but may not be ideal for guests seeking comfortable and pleasure stay.

Guest favourite
The living room features a comfortable sectional sofa with a throw blanket draped over one end. A glass coffee table sits in the center, surrounded by soft carpeting. Two lamps provide gentle light, and large windows allow natural light to fill the space. A map-themed artwork decorates one wall.
Flat in Caldwell
5 out of 5 average rating, 118 reviews

Bright and Airy 6- Room Apartment

Spacious and bright, 2 separate bedroom 2nd floor apartment in Caldwell, NJ in a quiet and safe neighborhood with off-street parking for 1 car. Close to NYC transportation, restaurants and shopping. This is perfect for business travelers in need of a short term rental, such as, traveling nurses, those relocating to the area or who are in between homes due to construction, etc., as well as, those who want to go into NYC for a show but don't want to pay NYC hotel prices.

Guest favourite
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
4.93 out of 5 average rating, 180 reviews

The 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. 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! We are avid gardeners who enjoy raising beautiful koi fish. Guests are welcome to admire our pond and sample in-season vegetables.

Top guest favourite
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
4.95 out of 5 average rating, 130 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.

Guest favourite
The exterior of the guest house is showcased, featuring a mix of brick and elegant architecture. A shaded pergola is visible above a seating area, surrounded by manicured landscaping and mature trees. The blue sky provides a vibrant backdrop to this tranquil setting.
Guest house in Montclair
4.94 out of 5 average rating, 31 reviews

Mountaintop Carriage House with Tennis Court

Take it easy at this unique and tranquil getaway nestled in Montclair’s estate section. Spread over two floors, you have plenty of space to relax in this beautifully renovated guest house. Outdoor space includes a spacious patio with a wood burning chiminea. This one of a kind home is located on a 1.2 acre property with views of NYC from the bedroom (!) as well as access to a private Har-Tru tennis court. Tennis rackets and balls available.

Top guest favourite
A comfortable living area is arranged with a sectional sofa complemented by decorative pillows. A dark wood coffee table features a tray with magazines. A flat-screen TV is mounted on the wall, while light curtains frame windows that allow natural light to fill the space.
Flat in Bloomingdale
4.96 out of 5 average rating, 57 reviews

Spacious Retreat Close to Nature

Forget your worries in this spacious and serene space. Our neighborhood is very quiet and close to anything that satisfies the hearts of outdoor enthusiasts. There are plenty of great hikes and bike trails just 10 minutes away. Lots of lakes for kayaking, paddle boarding or just simply relaxing. Crystal Springs Resort and Warwick Drive in Theatre are 30 minute drive if you want to have a spa day and catch a movie under the stars.

Popular amenities for Fairfield holiday rentals

  1. Airbnb
  2. United States
  3. New Jersey
  4. Essex County
  5. Fairfield