Apartment vacation rentals in Fairfield County

5 out of 5 average rating, 71 reviews

A well-maintained exterior of a two-story home features a welcoming porch with white railings and an American flag. Lush green landscaping surrounds the front, with vibrant flower beds and several large windows allowing natural light inside.

Apartment in Fairfield

Bright, private 1,000 sq. ft. 1-Bedroom Apartment

Wow! 1,000 square foot Rental Suite now available for short or long--term rentals, vacation, University visitation, etc. Clean, bright, spacious and private. Apartment is a second story suite, attached to a separate single-family home and has a separate private entrance. Vaulted ceilings throughout, two sets of large glass sliders leading to deck overlooking 0.5 acre property which abuts Fairfield Town Open Space with lovely creek passing through. Attracts lovely birds! More detail below.

4.89 out of 5 average rating, 232 reviews

The property features a white two-story house with a covered front porch and lush green landscaping. A red barn stands nearby, contrasting against the blue sky, while a paved driveway leads up to the residence, offering ample space for off-street parking.

Apartment in Milford

Renovated Apartment in a Historic Farmhouse Estate

Take-in fresh air and tranquil views from the 2nd floor deck of a 1-acre property with an adjacent apple orchard. Rustic decor mixes with industrial flair to create an inspiring interior that offers country comforts along with modern amenities. Enjoy hardwood floors, Queen memory foam mattresses, high ceilings, keypad door lock (no keys needed), fast Wifi, central air conditioning, & a private deck. We can't wait to host you! This is a multi-unit property, so we do not allow parties or events.

4.85 out of 5 average rating, 26 reviews

A cozy living area features a soft gray sofa and a wooden coffee table. An electric fireplace is positioned beneath a large wall-mounted TV, offering a warm focal point. Natural light enters through the door, enhancing the hardwood floors and inviting ambiance.

Apartment in Greenwich

Stylish downstairs apt. Walk to town, beach ferry!

Nestled on a quiet dead-end street, this apartment occupies the entire first floor of a charming Greenwich home. Inside, a sleek modern kitchen, and a cozy living room featuring a large 4K TV and electric fireplace—perfect for unwinding after a day out. Step outside to enjoy your private patio. Grill in the backyard, relax on the front porch with a sunset view, or simply savor the peaceful surroundings. All of Greenwich is at your doorstep—walk to restaurants, parks, train stations, and more!

4.89 out of 5 average rating, 216 reviews

The living area features a blend of classic and modern decor, including a comfortable sofa and elegant armchairs around a richly patterned rug. A brick fireplace adds warmth, while a television is positioned in front of the seating area. Natural light fills the space from large windows.

Apartment in Westport

Spacious Westport Apt surrounded by nature

Spacious mother-in-law basement apartment with private entrance that opens to the backyard. Large windows in every room give view to the creek in the backyard and birds welcoming our guests. Two bedrooms with a queen size bed. Walk-in shower. Plenty of space for up to four people. Very family friendly - little humans and furry friends welcome! Centrally located 8 min drive to downtown Westport, Fairfield, or Southport. Beach, golf course, playgrounds, hikes, wonderful bakeries and restaurants.

Superhost

The living room showcases a modern sofa with decorative pillows and a textured throw blanket. A low coffee table is adorned with magazines and a fruit platter. A wall-mounted TV is positioned opposite a window with white blinds, while built-in shelves provide additional decor and storage.

4.87 out of 5 average rating, 189 reviews

HighLineHarbor Flat2BD|Train2NYC|HarborPointAccess

2 bedroom apartment in the Harbor Point area in Stamford, CT. Walking distance to the train station to NYC, restaurants, parks, shops & waterfront boardwalk. 5 minute drive to downtown. Bedrooms feature DWR memory foam mattresses (Sonno Prima) guaranteeing a great nights sleep. 40 inch Roku TV w live TV & access to hook up your favorite streaming services. The apartment is located on the third floor of a multi-family home and there are two flights of stairs to walk up to the apartment .

A well-lit bedroom is furnished with a spacious bed, a desk, and a chair. Floor-to-ceiling windows allow for ample natural light, while a neutral color palette creates a calming environment. A mirror reflects the room, enhancing the sense of openness.

5 out of 5 average rating, 8 reviews

Downtown Stamford, CT apartment

Enjoy modern luxury in this top-floor 1-bedroom, 1-bathroom apartment in a new upscale building in downtown Stamford. High-end finishes, floor-to-ceiling windows, and plenty of natural light make it the perfect retreat. Extraordinary amenities include work-from-home spaces, and you'll find yourself moments away from fantastic dining, entertainment, and Metro-North for an easy NYC commute. As Superhosts , your comfort is our priority. More pictures coming soon to include the bedroom.

Superhost

A living area features a modern black sofa adorned with striped throw pillows, complemented by a patterned area rug. A round mirror hangs above, reflecting natural light from large curtains that frame a sliding glass door, which opens to a view of the city.

4.88 out of 5 average rating, 129 reviews

Modern Luxe 1BR Apt in Downtown Stamford

This super clean cozy space will be your home away from home. Located in the heart of Downtown Stamford within walking distance to shopping area, restaurants and bars. 3 minutes from the I-95 and 4 minutes from the Metro North Stamford Station with easy access to NYC. This luxury apartment has all the essentials you’ll need to rest, relax and rejuvenate. Enjoy seamless check in with key lock, fast internet, and major essentials. You’ll have access to a fitness center and rooftop.

4.99 out of 5 average rating, 98 reviews

Apartment in Waterbury

Everything you need! Apartment!

Awesome bright 2nd floor apartment, has everything you need for your stay. Full Kitchen, Laundry and is in an very convenient and safe area. Walking distance to several restaurants and bars. Easy access to highway. Garage may be available. Ask for details. Plenty of on-street parking. Quiet area, On cul-de-sac. Wi-Fi, Netflix, Prime, Direct TV (Note: I do use the garage below the unit for a card game every 2 weeks from approximately 7 PM to 11:30 PM) Does not affect your stay.

4.95 out of 5 average rating, 107 reviews

An outdoor seating area is presented with a comfortable couch adorned with colorful throw pillows. A small table features a decorative item, while a vibrant side table adds a pop of color. A patterned rug complements the space, surrounded by greenery.

Apartment in Milford

Downtown, Private balcony, 1gb fiber Wi-Fi

Charming 2nd floor one bedroom apartment with a separate entrance located in Milford's Historic district south of the green. You'll be 0.4 miles to the Milford train station. It's only 0.3 miles to the Milford Green which features restaurants, nightlife, and the Milford Harbor. Three local breweries are within 20 minutes of driving. Enjoy 17 miles of coastline where you can swim, kayak, and paddle board. Check in time is flexible with self check in lockbox.

A living room space is presented, featuring a dark grey sofa accompanied by a yellow throw blanket. Two circular coffee tables are placed in front of the sofa. A large mirror is positioned nearby, reflecting natural light. An abstract cityscape painting adorns the wall, complemented by indoor plants.

4.91 out of 5 average rating, 105 reviews

Honey Spot Studio | Downtown City Views

Enjoy a stylish experience at this centrally-located spot in the heart of downtown Stamford. Walk downtown to enjoy all it has to offer, from restaurants, shopping, UCONN of Stamford and more! A short train ride to New York City, our apartment offers everything you need for a comfortable stay in the area. We offer free parking on the premises and the train station is a 10 minute walk. Washer and Dryer included in the building with credit card payment.

4.97 out of 5 average rating, 118 reviews

A hallway with light-colored walls and wooden flooring connects distinct areas of the studio apartment. A dark leather bench is positioned against one wall, while a framed artwork adds character. Natural light enters through multiple windows, creating a bright atmosphere.

Apartment in Fairfield

Sunny Fairfield Studio Apartment

Enjoy this sunny, newly-renovated, modern Fairfield studio apartment, located in the carriage building of a historic early 1900's house. Great for an individual, couple, or family. Well situated, a short drive to Sacred Heart & Fairfield Universities, downtown Fairfield and the beach, Silverman's Farm and other Easton farms for apple picking, petting zoos, and the like, and Fairfield Metro Station for a 1 hour train ride to NYC.

Superhost

A cozy living area is present, featuring a neutral-colored sofa draped with an orange throw. A round glass coffee table is positioned in front of the sofa, set on a patterned area rug. Natural light filters through sheer curtains, illuminating the blue walls decorated with artwork.