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 light grey sofa decorated with a variety of cushions sits against a dark wall. Two round wooden coffee tables are positioned in front, complemented by a textured area rug. A modern light fixture and a small plant add warmth to the inviting space.
Flat in East Orange
4.89 out of 5 average rating, 36 reviews

Luxe 1br~Rooftop View, Free Parking, King Bed~Gym

Great for visitors to American Dream, Prudential Ctr, NYC (30min Train ride) Your luxury 8th FL city view boutique 1br, designed to satisfy your crave for uniqueness. The all-black & neutrals aesthetic+ give you the best of both Peace when needed, the city when wanted ✅Free parking ✅King bed ✅Gym ✅Fast WiFi+Smart TV (Netflix) ✅Washer+Dryer (in-unit) ✅Rooftop ✅Dining table for 4 ✅Blackout curtains ✅Luggage drop-off ✅Coffee/tea 📍Train 5min walk ✈️ 15min away Top Spots 10-40min away

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, 170 reviews

Your Cozy Designer Cottage -private Estate retreat

Escape to your own private designer cottage set on a historic estate dating to c.1752, appx 20 miles NYC. This cozy, thoughtfully curated retreat is ideal for couples, solo travelers, and work-from-anywhere stays seeking peace, style, and privacy. Guests enjoy a quiet, self-contained cottage experience within a nationally recognized historic property. A rare blend of privacy, design, and proximity to New York City. Dog Friendly+ Free Parking+ Walking to it all: Shops, Restaurants, gyms, plus.

Top guest favourite
A cozy guest suite features a spacious bed with crisp white linens, positioned near a window allowing ample sunlight. A compact desk with a laptop is set against the wall, complemented by a mounted television. Soft curtains frame the window, enhancing the serene atmosphere.
Tiny home in Ridgefield Park
4.95 out of 5 average rating, 100 reviews

Tiny Guest Suite near NYC + Free Trips to NYC.

A unique guest suite ideal for 1 person (we allow 2). It's TINY! $5 bus to NYC 1 block away. Takes 20 minutes to NYC (except rush hour) * FREE trips to NYC! Read our "SCHEDULE" for days/times. * 1 double bed + Soundproof walls! Completely Private! * Small kitchen features portable cooking range, pots/utensils, mini-fridge, mini-freezer, microwave, toaster. * Central heat/cooling that you control! * Free Luggage Storage before & after! * Driveway parking possible, but please inquire first.

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
4.83 out of 5 average rating, 80 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. NO PARKING

Top guest favourite
Flat in Morristown
5 out of 5 average rating, 46 reviews

Trailside Morristown Apartment

This fully renovated 1-bedroom 1 bath apartment with a full kitchen, gas fireplace, washer/dryer, extra loft space and its own entrance is ideally located less than a mile from Morristown Memorial and just minutes from vibrant Downtown Morristown. Across the street is one of the areas most popular parks with miles of bike and walking trails. Whether you’re visiting for work, study, or to explore No. Central NJ, this inviting Airbnb offers the perfect blend of convenience and comfort.

Guest favourite
A modern kitchen features white cabinetry and stainless steel appliances, including a refrigerator and oven. Counter space is utilized for meal preparation, with a coffee maker and utensils visible. Natural light floods the room through a nearby window, illuminating the stylish tile flooring.
Home in Montclair
5 out of 5 average rating, 10 reviews

Cozy Home on Dead End St – Steps from the Park

Discover the perfect blend of comfort and tranquility in this charming 1BR/1BA retreat, nestled on a quiet dead-end street next to a beautiful park. Ideal for nature lovers and those seeking relaxation, yet just minutes from dining, shopping, and attractions. Enjoy a fully equipped kitchen, cozy furnishings, outdoor patio with a bbq, and a peaceful atmosphere. This charming space offers privacy, convenience, and tranquility. Book now and experience the perfect getaway!

Top guest favourite
A bright living area features a large, light-colored area rug on polished hardwood flooring. A plush couch, accented with decorative pillows, is positioned near windows that invite natural light. A tall indoor plant adds a touch of greenery, complemented by a modern chair.
Flat in Montclair
5 out of 5 average rating, 10 reviews

The Montclair Modern

Enjoy European elegance and American comfort in this beautifully styled apartment in the heart of Montclair, NJ. Just 30 minutes by car or 35 minutes by direct train to NYC, the location offers a vibrant mix of restaurants, family activities, cultural spots, and nightlife. Set on a quiet, tree-lined street, the apartment includes a front and back yard, with parking for two cars. Recently renovated, it features luxury finishes and modern sophistication.

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
4.94 out of 5 average rating, 160 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.

Top guest favourite
A cozy seating area features a blue futon sofa and a matching chair with yellow accent pillows. A small coffee table sits on a decorative rug. A lighted lamp and artwork add charm, while a glimpse of the bedroom is visible in the background.
Loft in West Orange
4.99 out of 5 average rating, 293 reviews

* Fragrance Free - Near NYC - Quiet, Safe Area

*The studio is private, entry is not private, it is through the hosts living area* (You will have your own keys and you and are free to come and go often, early, late) ***BEFORE REQUESTING TO BOOK*** please read the following rules and info. In your message, when you request to book, please confirm that you have read the rules and agree to honor them. I keep a fragrance free home and require that guests be fragrance free too.

Top guest favourite
Guest suite in West Orange
5 out of 5 average rating, 15 reviews

Spacious Suite w/Foosball, Ping Pong. Free Parking

Welcome to your New Jersey getaway! The entire lower level of our home is yours to enjoy, a private 850 sq ft space with a separate entrance. Host family lives on-site in upper level. -Close to World Cup games at MetLife Stadium -Free driveway parking -Pet-friendly -Close to hiking trails, family-friendly activities, American Dream Mall, Prudential Center, train to NYC

Top guest favourite
Flat in Lodi
5 out of 5 average rating, 22 reviews

Sleek Modern Studio Close to NYC, EWR & Dream Mall

Welcome to your private studio in a safe, convenient neighborhood! Perfect for a getaway or work trip, this cozy space offers comfort and privacy while keeping you close to everything. Just minutes from public transportation to NYC, EWR Airport, MetLife Stadium, and American Dream Mall, it’s the ideal spot whether you’re commuting, exploring, or simply relaxing.

Top guest favourite
A well-lit, open layout is displayed, featuring a modern kitchen with stainless steel appliances and sleek cabinetry. Four yellow bar stools are positioned at a kitchen island. A black sectional sofa sits in the living area, with natural light streaming through large windows.
Flat in Livingston
5 out of 5 average rating, 21 reviews

Your Happy place Away from Home

Kick back and relax in this just renovated, calm and stylish apartment on the second floor of a small apartment building. Conveniently located 35 minutes west of NYC and 20 minutes drive from Newark International Airport in a safe, nice and quiet residential area. Livingston is a picturesque suburb serving as a bedroom community for a variety of commuters.

Popular amenities for Fairfield holiday rentals

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