Condo vacation rentals in Fairfield

Find and book unique condos on Airbnb

Top-rated condo rentals in Fairfield

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

0 of 0 items showing

1 of 3 pages

Superhost

The bathroom features a clean, modern design with a shower and tub combination. A sink with a wooden seat is complemented by a cabinet below. A window allows natural light to fill the space, and neatly arranged towels and toiletries are available on a shelf.

Condo in Downtown Stamford

4.76 out of 5 average rating, 45 reviews

Artist Apartment in the Heart of Downtown Stamford

Stylish spacious 1 bedroom 1 bath apartment in Downtown Stamford. Whether you are just getting away for the weekend or looking for an extended work stay. This fresh renovated apartment is located in the heart of Stamford Downtown in close proximity to all that Stamford has to offer. Featuring a Queen size bed, a fully equipped kitchen, carefully selected furnishings add to the open Artist effect. Perfectly located within walking distance to the Train station, Mall and downtown restaurants.

Top guest favorite

A well-lit laundry area features a full-size washer and dryer, complemented by white shelving for storage. The neutral-colored walls contribute to the clean and functional design, providing a practical space for laundry tasks.

Condo in Downtown Stamford

4.98 out of 5 average rating, 42 reviews

Downtown Living w/ parking, W/D & Wi-Fi+!

Heart of Downtown Stamford! Turn the corner and you'll find an array of shops, local eateries and nightlife. Minutes to Metro North train to NYC. Fully equipped spacious kitchen which offers enough room for all your culinary creations. The living room is spacious & bright w/ designated work space. There's also a washer and dryer in the unit, making laundry day a breeze! ✲ Free Parking spot! ✲ 3 Minute walk to all! ✲ 5 Minute uber to Metro to NYC! ✲ UConn, Stamford Hospital minutes away!

Top guest favorite

The living area features leather seating arranged around a circular coffee table, with a decorative fireplace as a focal point. Large windows allow natural light to fill the space, while a workstation with a chair is positioned against the wall, creating an inviting atmosphere for relaxation or work.

Condo in Harlem

5 out of 5 average rating, 35 reviews

Artful 3BDR: Near Subway, Stadium + Private Patio

Welcome to "Vintage Luxe," an 1894 landmark by Frederick Dinkelberg, restored into a luxurious boutique experience. This home combines historic charm with modern comforts: high ceilings, an accent fireplace, bay windows, a full kitchen, high-speed WiFi, 2 TVs, and a private workstation. Relax on the cozy private patio—a rare NYC retreat. With 3 bedrooms—a queen suite, vibrant twin room, and fun bunk room—and a prime Sugar Hill location, it’s perfect for families, groups, or any traveler.

Guest favorite

A clean bathroom countertop displays a crystal soap dispenser and containers holding cotton balls and swabs. A decorative tray presents a coordinating design, while fresh towels are neatly arranged nearby. The mirror reflects light, enhancing the clarity of the space.

Condo in Middletown

4.94 out of 5 average rating, 154 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

Top guest favorite

A modern kitchen features sleek cabinets with a light beige finish, complemented by granite countertops. Stainless steel appliances, including an oven, microwave, and refrigerator, offer contemporary efficiency. Subway tile backsplashes reflect light, creating an inviting cooking space. Under-cabinet lighting enhances visibility.

Condo in Highland Falls

4.96 out of 5 average rating, 107 reviews

Cozy West Point Hide Away and Cadet’s Get Away

Newly renovated basement space in a very quiet secluded neighborhood with a full kitchen, full size bathroom, Fast WiFi, Smart TV, Separate parking, walking distance to Hudson River, Main Street, Bear Mountain State Park, West Point Military Academy and several adventurous hiking trails. For those who like to shop we are located only 20 minutes to the Woodbury Commons and only a 45 minute drive to NYC. Also Stuart International Airport is only a short drive from here.

Superhost

The compact kitchen features modern white cabinetry, a microwave, and a sleek sink. A light-colored countertop extends over the storage space. Two metal stools are positioned at the counter, while a large wall clock adds a practical touch to the decor.

Condo in Stamford

4.65 out of 5 average rating, 23 reviews

Clean 1 BD apt with Free Wi-Fi and parking

Newly renovated 1 bedroom apartment is a 10 minute walk to the downtown Stamford area, and 50 minute train ride into Manhattan. Queen sized bed in bedroom and sleeper sofa in the living room accommodates up to 4 people. Internet/Wifi, Keurig coffee maker, linens, towels, dishes, silverware and pots/pans are included. **As of May, 2023, a new larger parking space has been obtained, free of charge, and clear instructions are available to guests.

Guest favorite

A modern Keurig coffee maker is positioned next to a stainless steel cocktail shaker on a marble countertop. A cocktail recipe book titled 'The Art of Mixology' stands nearby, complementing the kitchen's elegant design.

Condo in Washington Heights

4.92 out of 5 average rating, 113 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 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 favorite

The bathroom features a glass-enclosed shower with built-in shelves and modern fixtures. A white toilet is positioned next to a small storage unit containing neatly folded towels. A light grey rug lies in front of the shower, complementing the overall neutral color scheme.

Condo in Stratford

5 out of 5 average rating, 25 reviews

Comfortable apartment near all communal facilities

I have an apartment located in an excellent quiet area with easy access. It is furnished and is very close to different areas such as supermarkets, restaurants, hospitals and universities. It also has 100% filtered water to drink. Something very important is that NO type of drugs are accepted, NO Viper or electronic cigarettes or Hookah are NOT accepted on this property. If we find odors or drug residues, they will be reported and fined.

Top guest favorite

A private yard features two blue Adirondack chairs surrounded by lush greenery and various plants. The area is accented by decorative elements hanging from a tree, creating a serene and inviting outdoor space.

Condo in Beacon

4.99 out of 5 average rating, 582 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)!

Guest favorite

An outdoor seating area features a wicker sofa and two matching chairs, adorned with green cushions and decorative pillows. A small round table stands nearby, while a fire pit is positioned at the center of a stone patio surrounded by a natural stone wall.

Condo in Mount Sinai

5 out of 5 average rating, 34 reviews

1856 Trading House close to water

Located in quaint, quiet Historic Mount Sinai. 2mi to Cedar Beach, 2mi to Downtown Port Jefferson, and 2mi to Train Station. Converted convent built in 1856 w/winter water view, across the street from Mt. Sinai harbor, low tide clamming and high tide kayaking and fishing. Next to Episcopal Friary. Antique hardwood floors. Parking available on Premises. Yard Access.

Top guest favorite

An inviting corner of the room is highlighted by a console table with a decorative orchid in a small pot. Two framed artworks adorn the green walls, one depicting a landscape in autumn hues and the other showcasing a serene garden scene. A shelf displays colorful vases and a decorative object.

Condo in Old Greenwich

4.86 out of 5 average rating, 64 reviews

Cozy private furnished apartment

My place is good for couples, solo adventurers, and business travelers. It is an easy commute to NYC. Great neighborhood on the border of Stamford and Greenwich. It is a perfect location to explore all your needs. Newly renovated and updated space with a fresh new look. Come enjoy a relaxing stay in the cozy suite.

Superhost

A fully equipped kitchen features stainless steel appliances, including a refrigerator and range. Granite countertops provide ample workspace, and a window allows natural light to illuminate the area. A small dining space is visible near the sink, enhancing functionality.

Condo in Downtown New Haven

4.84 out of 5 average rating, 285 reviews

Stunning, Spacious, Spotless. Close to Yale.

This is a gorgeous two bedroom apartment. The main bedroom has two twin beds, a walk-in closet, and its own private bathroom. The second bedroom has a queen size bed and its own private bathroom and closet. Fully equipped open kitchen. Living dining space. In unit washer/dryer.