Vacation rentals in Fairfield

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Top-rated vacation rentals in Fairfield

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Top guest favorite

A dining area features a long wooden table surrounded by six rattan chairs, enhancing a communal space for gatherings. A stylish chandelier hangs above the table, and natural light enters through three windows with white blinds, complemented by a cozy seating area visible in the background.

Home in Montclair

5 out of 5 average rating, 36 reviews

Walkable Wonder in Heart of Montclair, NYC train

✨This is more than just an Airbnb, it’s a home we’ve put our hearts into. Staying here is like visiting a friend’s house - that’s the cozy, friendly vibe we aim for you to experience. Thoughtful details, cozy linens, snacks, comfy beds, and everything a friend would do for a friend. 95 walking score, 2 blocks from Paper Plane’s Coffee, Bloomfield + Walnut Train Station (NYC). 🧹🧽🫧 For longer stays, we offer professional cleaning services AT NO COST FOR YOU for a fresh, clean and cozy experience.

Top guest favorite

A spacious bedroom features a comfortably made bed with a striped quilt, complemented by a decorative pillow. A bedside lamp is present, along with a cozy armchair in the corner. A wooden side table and a window with light-filtering blinds contribute to the room's serene ambiance.

Apartment in Little Falls

4.95 out of 5 average rating, 66 reviews

Upscale 2Br APT*SafeCenLoc*NYC*MSU*PKG*MetLife*EWR

KINDLY READ Everything “Before” Booking+”Supply PreBooking Info” To Be Considered. Must be “Fully Verified”w/Profile pic . Newly Renovated 2BR 2nd FL Apt in Owner occupied 2Fam Home *Quiet, Safe, Cen Loc! *Upscale accommodations for Guests-“Looking for a Safe Clean”Place to Sleep”while visiting area. *Large LR/BR Combo area,2nd BR w/DBL Bed, Kit+BA Near 80,46,23,PKWY,3 *FREE Driveway+St. PKG CHECKIN 5PM-11PM CHECKOUT-10AM “NO”ADDITIONALGUESTS PERMITTED! *SHOELESS HOME *Limited Cookin APP REQ!

Top guest favorite

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.

Apartment in West Orange

4.97 out of 5 average rating, 111 reviews

Fragrance Free-Very Special 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 favorite

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, 159 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 enjoy gardens. 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 favorite

A living area features a light-colored couch with decorative cushions, accompanied by a small table. A dining area with a round table and four chairs is visible in the background. The kitchen area has white cabinets, a black refrigerator, and a tiled backsplash.

Guest suite in Pequannock Township

4.93 out of 5 average rating, 137 reviews

Comfortable & Private Guest Suite

Private home with a guest space on the 2nd story. Located in a quiet residential area with on and off street parking. Suite has a private entrance outdoor seating, personal door key code. Its a 1 bed room with a king bed , living room has a couch w/2 recliners. Access to washer & dryer in common area. Centrally located & 30 min to1 hr to major Airports, NY, Penn, NJ beaches and ski resort. Close to restaurants , shopping . Access to public transportation via bus and train is within minutes.

Top guest favorite

A spacious bed is centered against a backdrop of exposed brick walls and rich wooden ceilings. Two bedside lamps provide soft lighting, enhancing the warm ambiance. Fresh towels are neatly arranged at the foot of the bed, and a small table with a candle adds a cozy touch.

Home in Montclair

4.98 out of 5 average rating, 737 reviews

Cozy Cabin Style Apt In Montclair City Center

Must be at least 25 yrs old to book. *This is a quiet space as we live in the apartment below. Absolutely NO parties and a MAX of 2 people in the room at any time. This all wood, 3rd floor studio is right in the center of town. Tons of restaurants, bars, theaters, and super easy NYC transit (Train and Bus) are all just a few min walk away. The apt. is totally open, has a private entrance, private bathroom, amazing decor, parking and lovely touches throughout. ROMANTIC PACKAGES AVAILABLE.

Guest favorite

A bright and inviting studio space features a spacious layout with wooden flooring. Natural light fills the room, highlighting a cozy corner with a patterned rug. The kitchenette and spa-like bathroom are accessible, offering convenience for guests. The overall atmosphere is calm and functional.

Guest suite in West Orange

4.96 out of 5 average rating, 27 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.

Guest favorite

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.

Apartment in Caldwell

5 out of 5 average rating, 117 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 favorite

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.

Guesthouse in Montclair

4.92 out of 5 average rating, 24 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 favorite

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

4.9 out of 5 average rating, 10 reviews

Extended Stay Home Boonton | Available Suite Unit

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

Guest favorite

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, 215 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.

Top guest favorite

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.

Apartment in Bloomingdale

4.96 out of 5 average rating, 50 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.