Condo holiday rentals in Fairfield County

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Top-rated condo rentals in Fairfield County

Guests agree: These condos are highly rated for location, cleanliness and more.

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Guest favourite
A bright studio space features a compact kitchen area with white cabinets and appliances. A wooden dining table is surrounded by four chairs, while a simple bench rests against the wall. Natural light streams through two windows, enhancing the warm wooden flooring.
Condo in Hoboken
4.92 out of 5 average rating, 208 reviews

Cozy apartment in beautiful midtown Hoboken

Cozy Studio apartment minutes away from Manhattan located in Midtown Hoboken. VERY CONVENIENT NEW YORK COMMUTE 2mins to a bus stop 10mins to Trains/Subway/Path/Ferry 24 mins to WTC 32 mins to Empire St Bld Located on Hudson Street between 7th and 8th. It is walking distance to Washington St, the main Hoboken's street with bars, restaurants, nightlife, stores. The building has an elevator and a community wash and dryer in the basement. Very safe and convenient location. No smoking at any time.

Guest favourite
A modern living area features a gray sofa adorned with patterned cushions. Two sleek black tables are positioned on a striped rug, with a small plant on one of the tables. Tall, dark curtains frame the window, allowing natural light to enter the space.
Condo in Poughkeepsie
4.97 out of 5 average rating, 374 reviews

Spacious and stylish entire one bedroom apartment.

Enjoy a stylish experience at this centrally-located one bedroom apartment in Poughkeepsie. Apt is located in a quiet Victorian townhouse on the 3rd floor. Entire rental unit, Parking is included for one vehicle. Located downtown. Walking distance to: Post Office, Courts, County Bldgs, Police Station, City Hall, Nesheiwat Convention Center (fka Civic Center), Poughkeepsie Grand Hotel, Walkway Over The Hudson, Bardavon Opera House, The Academy, train station, waterfront, bus depot, and more.

Superhost
Condo in Stamford
4.84 out of 5 average rating, 108 reviews

Downtown gem w/ parking, Wi-Fi+!

Enjoy a stylish experience at this centrally-located downtown gem! Whether looking to explore NYC or stay local to enjoy our great city of Stamford, we have you covered. Walk into a fully equipped kitchen that makes preparing food or whipping up mixed drinks at the center island a breeze. Come enjoy convenience at it's finest! ✲ Free Parking spot! ✲ 5 Min walk into Downtown! ✲ 20 min walk to Metro to NYC! ✲ Nearby park w/ tennis & basketball courts! ✲ UConn, Stamford Hospital minutes away!

Superhost
Condo in Hoboken
4.8 out of 5 average rating, 377 reviews

Charming Downtown Hoboken APT close to NYC

Our sweet apartment is a 5 min walk to the Path station, which is a 10 minute ride to NYC! With a lovely balcony lots of sunlight spills into the apartment. Catch a sunset or have dinner on the balcony! The interior is artfully decorated, with a homey feel. The location cannot be beat. You'll read it in each review, there's no better located BNB! Steps from cafés, bars & restaurants and the waterfront. Whether you're looking to stay in Hoboken or explore NYC, this is the apartment for you!

Guest favourite
A spacious living area features high ceilings and a large window allowing ample natural light. A blue sofa is positioned next to a round coffee table. An electric fireplace is visible, with a stylish TV mounted on the wall. Artwork adds character to the space.
Condo in Norwalk
4.88 out of 5 average rating, 17 reviews

Norwalk Loft with Private Patio

Kick back and relax in this calm, stylish space. This airy loft bedroom condo in the heart of Norwalk boasts high ceilings, a private patio, and plenty of natural light. This cozy retreat is walking distance to top restaurants, a brewery, and shopping. Close to East Norwalk and Sono train stations, bars and restaurants of South Norwalk, and picturesque Calf Pasture Beach. Perfect for a relaxing getaway or a work trip, you’ll enjoy comfort and convenience all in one. Book your stay today!

Guest favourite
Condo in Middletown
4.94 out of 5 average rating, 190 reviews

Entire place to yourself Cromwell/Middletown Line

Welcome to Cromwell / Middletown line, open space condo has living room with smart TV, Wi-Fi and sofa bed connected with dining room with four seats, the kitchen is well stocked with all the amenities you need, 24 hours keyless access to the apartment, free parking. Washer / dryer unit on - site paid through a prepaid card. Condo is located near I 91 and Route 9 ramps and just minutes from shopping, restaurants and more, 5 min drive to Wesleyan University, Middlesex Hospital

Superhost
A well-appointed bedroom features a spacious bed with decorative pillows, complemented by a cozy armchair with a vibrant red cushion. Natural light fills the room through large windows adorned with blinds, while an elegant painting adorns the wall above the bed.
Condo in Fairfield
4.84 out of 5 average rating, 158 reviews

Cozy 3-Bed 2-Bath Condo | Parking and Laundry!

Come stay in our clean and cozy condo located close to Fairfield University, great restaurants, local grocery stores, appliance centers, and other essential shops. Also includes: - Free Wi-Fi - Washer and dryer - Keurig with K-cups - Full kitchen with essentials - Smart Roku TVs with apps (Netflix, Hulu, etc.) - Fenced in/gated backyard - Outdoor patio set and grill - Free parking (4 car max) - Central heating and AC Perfect for those that need a temporary space!

Top Guest favourite
A spacious bedroom features a large bed with crisp white linens and decorative pillows. Exposed brick walls add character, while natural light pours in through two windows, dressed in sheer curtains. A bedside table with a lamp and a modern chair complete the inviting space.
Condo in Jersey City
4.93 out of 5 average rating, 425 reviews

⭐Minutes to NYC⭐ Brownstone beauty | FREE PARKING

Urban energy, brownstone charm! Welcome to bustling Journal Square in Jersey City! We renovated our beautiful 19th century brownstone and installed brand-new everything. The front spacious master bedroom has a queen bed and a sitting area; the rear smaller bedroom has a full size bed that looks out onto our quiet and serene backyard. Since we live downstairs we're happy to help make your stay as pleasant as possible. We are fully licensed PERMIT#: STR-002935-2025

Guest favourite
A private patio area is depicted, featuring a seating arrangement with dark wicker furniture. Cushions in neutral tones enhance comfort, while an umbrella provides shade. A coffee table made of natural wood adds a touch of warmth, surrounded by decorative plants against a backdrop of wooden fencing.
Condo in New York
4.92 out of 5 average rating, 147 reviews

Private European Garden Apartment

You will feel comfortable in my Manhattan home which is LARGE by New York City standards. If your travel dates are unavailable or need more space, please message me for an additional apartment upstairs. My neighborhood Washington Heights borders HARLEM USA. For baseball and Jay Z concert fans, I’m walking distance to Yankee Stadium. I would be happy to help plan a custom itinerary for your trip including sample sales, restaurants and travel, let me know.

Top Guest favourite
The living room features a mounted TV above an exposed brick fireplace, surrounded by decor and plants. A spacious sofa with yellow accent pillows faces a cozy coffee table, while natural light fills the room through a window, highlighting the neutral color palette.
Condo in Hoboken
4.97 out of 5 average rating, 147 reviews

Five-star charming getaway blocks to NYC transit.

An urban chic 1st floor(only stairs to enter building) downtown Hoboken condo with unbeatable proximity to public transportation to NYC and airports. Just a 5 minute walk to subways to NYC (15 min commute Hoboken->Manhattan). The unit boasts a mounted TV in living room AND bedroom, great natural light, a fully stocked kitchen and an updated bathroom. Enjoy the hustle & bustle of NYC before coming home to experience everything Hoboken has to offer!

Top Guest favourite
A cozy living area features a plush sofa with a soft throw, showcasing a warm, inviting atmosphere. The open-plan layout includes a dining space with black chairs and a wooden table, alongside a well-equipped kitchen visible in the background, highlighted by brick accents and large windows.
Condo in Jersey City
4.97 out of 5 average rating, 271 reviews

5 min train NYC, vintage Jules Verne theme, quiet

Discover effortless NYC access from our inviting city retreat. Ideal for business or leisure, our condo is a short walk to the PATH train, offering direct routes to NYC's heart. Enjoy the comfort of a Queen bed and a convertible Queen Plus sofa, accommodating up to 4 guests in a cozy setting. Convenient parking and a welcoming, comfortable environment make it perfect for those seeking both adventure and relaxation in the city.

Top Guest favourite
The kitchen features white cabinetry with glass display doors, showcasing colorful dishware. A Viking range is prominently positioned, with a polished countertop below. A wooden table with two chairs sits on a light yellow floor, illuminated by warm lighting from a nearby lamp.
Condo in Beacon
4.99 out of 5 average rating, 655 reviews

Rustic Spa Retreat

10 minute walk to Main Street (many restaurants, cafes, galleries, etc) 10 minute walk to Mt Beacon TrailHead. (It's not a hotel and not on Main Street: it's in a residential neighborhood) Cozy, small space set up for a couple (or solo traveler) looking for a relaxing short escape from "The Real World". A couple days here really feels likes so much longer (especially if you take a steam and a jacuzzi)!

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