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

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.

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.

Guest favourite

A bright sleeping area is characterized by a spacious bed topped with crisp white linens. Wood-paneled walls add warmth, while large windows allow natural light to flood in, providing views of the greenery outside. A ceiling fan and modern light fixtures enhance the comfort.

Home in Little Falls

4.79 out of 5 average rating, 58 reviews

Lovely private home in a serene neighborhood

Tucked away on a quiet dead-end street in Little Falls, this stylish private home offers comfort, space, and unbeatable access. Whether you’re visiting for work or a romantic escape, enjoy a spacious layout with a king bedroom, cozy living area, office space, and a private outdoor deck. Just minutes from NYC transit, Newark Airport, top shopping, and dining — and only 11 miles from MetLife Stadium, making it a perfect spot for World Cup fans. The ideal blend of relaxation and convenience!

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.

Guest favourite

A bright living area features a comfortable gray sofa paired with a light-colored armchair. A glass coffee table sits in the center, surrounded by a patterned rug. The open kitchen with bar seating is visible in the background, illuminated by recessed lighting.

Flat in Montclair

5 out of 5 average rating, 6 reviews

New Montclair 1 BR comfort and style, #1 location

Just renovated! Walk to train, restaurants & shops! Beautiful 1 bedroom apartment with parking, just 10 min walk to Bay St train station to NYC. One block from Bloomfield Ave, with Wellmont theatre, great restaurants, parks and entertainment. Spacious, fully equipped kitchen with bar dining. The bedroom includes a queen size bed. Cozy living area, loads of storage. Dedicated home office area. Off-street free parking and laundry included on site.

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.

Guest favourite

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

4.85 out of 5 average rating, 234 reviews

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.

Superhost

Flat in Paterson

4.8 out of 5 average rating, 10 reviews

The 22 on Rose Garden Suite| Near Met Life Stadium

Welcome to 22 on Rose — a stylish 1BR retreat in the heart of Paterson. Enjoy a cozy bedroom, chic living space, in-unit laundry, and a private outdoor area with gazebo + grill. Minutes from downtown, Great Falls Park, and MetLife Stadium. Newark Airport is 30 mins away and NYC is easily accessible. Enjoy your own private space with a responsive host just a text away!