Apartment holiday rentals in Fairfield

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!

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.

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

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.

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.

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)!

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.

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.

Lovely 2 bedroom condo with parking on premises.

Relax with the whole family at this peaceful place to stay. Minutes away from popular restaurants, shopping and public transportation to NYC. Please keep in mind that this is a SMOKING FREE SPACE. There is NO SMOKING in or around the condo.