Best apartment offers in Fairfield, CT

307 available apartment offers

7 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • premierinn
  • sykescottages
  • plumguide
  • hotelscom
  • tripadvisor
  • homestay
  • tuivillas
  • hostelworld
Fairfield, CT apartments
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

307 Holiday apartments Fairfield, CT

Best family friendly Fairfield, CT Holiday Apartments and Self Catering Accommodations

Among the 307 accommodations in Fairfield, CT, here are the 4 best family friendly holiday apartments

Spacious Westport Apt Surrounded By Nature! - Fairfield, CT
9.8 320 reviews

Spacious Westport Apt Surrounded By Nature!

apartment, Westport
This apartment is located in a quiet residential area, just 8-10 kilometres from the centres of Westport, Fairfield, and Southport. It has received excellent ratings for location, cleanliness and user experience.
The property offers a spacious layout with two bedrooms and a bathroom, suitable for up to four guests. Amenities include a fully equipped kitchen, a private garden, parking, and a walk-in shower, as well as easy access to nearby beaches, golf courses, and nature reserves.
Fairfield! 5 Bedroom, 3.5 Bath On Cul-de-sac - Fairfield, CT
10 52 reviews

Fairfield! 5 Bedroom, 3.5 Bath On Cul-de-sac

apartment, Fairfield
This spacious, renovated apartment in Fairfield is conveniently located just a short distance from the town centre, universities, and transportation to NYC Grand Central. The apartment boasts excellent user, location and cleanliness ratings, making it a popular choice for travellers.
The apartment has 5 bedrooms and 3 bathrooms, comfortably accommodating up to 12 guests. Amenities include a private heated pool, a well-equipped kitchen, a spacious living area, a family room with a large TV, and a fully furnished garden with outdoor furniture.
1 Bedroom - Bridgeport Apartment - Fairfield, CT
9.6 19 reviews

1 Bedroom - Bridgeport Apartment

apartment, Bridgeport
This apartment is situated above a Tabernacle Church in Bridgeport, offering a unique cultural experience, especially on Sundays at 11 am and Wednesdays at 5 pm. The church's location is likely central, making it easy to explore the city.
The apartment offers a queen-size bed and a pull-out couch, comfortably sleeping up to three guests. It includes a kitchen with a fridge, freezer, and microwave oven, plus parking and internet access.
The Bridge House - Fairfield, CT
10 6 reviews

The Bridge House

apartment, Westport
This Westport ranch, a short walk from the town's amenities, offers a peaceful retreat nestled in nature.
The two-bedroom, one-bathroom cottage sleeps four, boasting a private garden with a brook, a petite pedestrian bridge, and a fully equipped kitchen including a dishwasher; ideal for families or artists seeking a secluded yet convenient base.

Best Holiday Apartments and Self Catering Accommodations in Fairfield, CT with a pool

Among the 307 accommodations in Fairfield, CT, here are the 4 best apartments with a pool

Business Or Weekend Escape - Fairfield, CT
9.2 58 reviews

Business Or Weekend Escape

apartment, Stratford
This Stratford holiday home is situated within 3.2 kilometres of the Housatonic River, Perry House, and the Stratford Historical Society's Captain David Judson House, offering easy access to Stratford's historical landmarks.
The one-bedroom property sleeps four guests, boasting a sofa bed, Smart TV, barbecue facilities, and is within easy reach of Academy Hill and Newfield Park, perfect for outdoor recreation.
1br Guest Apt. Suite /Full Bath, Kitchen -Pool/spa - Fairfield, CT
10 6 reviews

1br Guest Apt. Suite /Full Bath, Kitchen -Pool/spa

apartment, Weston
This Weston guesthouse is situated in a suburban area near Westport and New York City, conveniently located for exploring both locations.
The self-contained suite, sleeping up to three guests, boasts a California king bed, sleeper couch, kitchenette with fridge and microwave, private terrace, and access to a heated 15-metre gunite pool and jacuzzi on a three-acre estate.
Fairfield Favorite - Fairfield, CT
10 23 reviews

Fairfield Favorite

apartment, Fairfield
This Fairfield property is situated on a hill overlooking Brooklawn Country Club, offering a peaceful escape from the city bustle just 1.5 km from the centre of Fairfield. The accommodation is set in a quiet and tranquil setting, ideal for a relaxing getaway.
The house is a spacious four-bedroom property, comfortably accommodating up to eight guests. It boasts a modern kitchen, a swimming pool, a sauna, and a fitness centre, ensuring a comfortable and enjoyable stay.
Home In Fairfield - Fairfield, CT
9.8 10 reviews

Home In Fairfield

apartment, Fairfield
This modern house is located in Fairfield, just a short distance from the town centre and a kilometre from the freeway exit and Metro North station. The area is quiet and residential, with easy access to shops, restaurants and amenities.
This five-bedroom property can comfortably accommodate up to ten guests. The house includes a fully equipped kitchen, a spacious living area, a private garden and a swimming pool. Guests can enjoy a range of amenities, including a fitness centre, a games room, a barbecue area and a mudroom with direct access to the pool.

Frequently asked questions about apartment rentals in Fairfield, CT

  • What is Fairfield, Connecticut, United States famous for?

    Fairfield, Connecticut is known for its beautiful coastline, offering stunning beaches like Jennings Beach and Lake Mohegan. It also boasts a rich history, evident in its well-preserved architecture and historical sites like the Fairfield Museum and History Center. The town's charming downtown area, with its mix of shops and restaurants, adds to its appeal.
  • What are the best apartments in Fairfield, CT?

  • What are some off-the-beaten-path spots to check out in Fairfield, Connecticut, United States?

    For something a bit different, explore the trails at Lake Mohegan State Park, perfect for hiking and enjoying nature. The quiet residential streets in the Southport section offer a glimpse into Fairfield's more secluded areas, with lovely views and charming architecture. Consider a visit to the Pequotsepos Nature Center for a peaceful escape into the natural world.
  • What are the best apartments with a pool in Fairfield, CT?

  • When should one visit Fairfield, Connecticut, United States for the best experience?

    Summer (June-August) offers warm weather ideal for enjoying the beaches and outdoor activities. However, this is also peak season, so expect higher prices and more crowds. Spring and autumn provide pleasant temperatures and fewer crowds, making them excellent times to visit. Winter can be quite cold, but offers a quieter atmosphere.
  • What are the best apartments with a jacuzzi in Fairfield, CT?

  • Are there any cultural festivals unique to Fairfield, Connecticut, United States?

    Fairfield hosts several local events throughout the year, often centred around the town's parks and harbour. Information on specific dates and events is best found closer to your travel dates through local listings. There aren't large-scale, nationally recognised festivals specifically unique to Fairfield itself.
  • What are the best apartments for families and kids in Fairfield, CT?

  • What sports or recreational activities are a big draw in Fairfield, Connecticut, United States?

    Fairfield offers a variety of recreational activities. The beaches are popular for swimming, sunbathing, and watersports. Lake Mohegan State Park provides opportunities for hiking, biking, and boating. Many residents enjoy playing golf at the local courses, and there are numerous parks and playing fields for various sports.
  • What are the best pet friendly apartments in Fairfield, CT?

  • How can one best interact with locals to learn about Fairfield, Connecticut, United States's traditions?

    The best way to learn about Fairfield's traditions is by striking up conversations with locals in the downtown area or at local businesses. Visiting local shops, cafes, and restaurants provides opportunities for casual interactions. Attending local events or festivals (when available) can also offer a chance to connect with the community and learn more about their traditions.
  • What are the best apartments with parking in Fairfield, CT?

  • What are the best local dishes to try in Fairfield, Connecticut, United States?

    Fairfield's culinary scene offers a mix of options. Many restaurants offer fresh seafood, given the town's coastal location. You'll also find a variety of American cuisine, including classic New England dishes. Exploring the different restaurants in the downtown area will provide a good sampling of what's available.
  • What specific items should one pack for a trip to Fairfield, Connecticut, United States?

    Pack comfortable walking shoes, as you'll likely be doing a fair bit of walking. If visiting during warmer months, bring swimwear and sunscreen. Layers are recommended, as the weather can be unpredictable. Don't forget any necessary medications and personal toiletries.
  • What are the top sights to visit in Fairfield, Connecticut, United States?

    Top sights include Jennings Beach for its beautiful sand and water, the Fairfield Museum and History Center to learn about the town's past, and the charming shops and restaurants of the downtown area. Lake Mohegan State Park offers scenic views and outdoor recreation. The Southport section of town is known for its attractive architecture and peaceful atmosphere.

Nearby regions

Best Fairfield, CT holiday apartments with air conditioning

59 Rennell St, Bridgeport · Lovely 1 Bedroom Cozy Modern Apartment W/75 4k Tv - Fairfield, CT
8.0 8 reviews

59 Rennell St, Bridgeport · Lovely 1 Bedroom Cozy Modern Apartment W/75 4k Tv

apartment, Bridgeport
This Bridgeport apartment is ideally situated near the University of Bridgeport and the Bridgeport Downtown South Historic District, within a 2.4km radius of Seaside Park and Seaside Beach, and a 1.9km walk from Bridgeport Station.
The one-bedroom flat, sleeping two guests, boasts a fully equipped kitchen with a fridge, microwave, and stovetop, a washing machine, a fireplace, a TV, and on-site parking, all within a smoke-free environment.
2br Flat Above Historic Cider Mill - Fairfield, CT
10 25 reviews

2br Flat Above Historic Cider Mill

apartment, Westport
This Westport apartment, situated in Southport, enjoys a waterfront location within 5km of Southport Beach, Burying Hill Beach, Sasco Hill Beach, and the Country Club of Fairfield, and a 12-minute walk from Southport Station.
The 112 square metre dwelling offers two bedrooms, one bathroom, sleeps five guests, and includes a fully equipped kitchen, in-unit laundry, free WiFi, a garden, parking, and air conditioning.
Westport: Walk To Town, Private Natural Setting, Lovely Neighborhood - Fairfield, CT
9.8 37 reviews

Westport: Walk To Town, Private Natural Setting, Lovely Neighborhood

apartment, Westport
This spacious apartment is located in a quiet cul-de-sac neighbourhood in Westport, just a short walk from the bus stop for the commuter rail to Grand Central Station in Manhattan and a short drive from the town centre and the beach. It has consistently received excellent ratings for its location, cleanliness, and user experience.
The property offers one-floor living with 186 square metres of space, accommodating up to 8 guests. Amenities include a fully equipped kitchen, a private garden, a jacuzzi, a sauna, a spa, a fitness centre, and a range of entertainment options for all ages.
3br Family Apt, Renovated With Easy Check-in - Fairfield, CT
9.4 54 reviews

3br Family Apt, Renovated With Easy Check-in

apartment, Bridgeport
This apartment is conveniently located just a short distance from Seaside Park and Captain's Cove Seaport, offering easy access to the beach and Bridgeport's waterfront attractions. It has consistently received excellent ratings for cleanliness, location, and overall user experience.
The apartment has three bedrooms, accommodating up to eight guests, perfect for families or groups of friends. The fully equipped kitchen, comfortable living area, and smart TVs provide everything you need for a relaxing and enjoyable stay, while the dedicated workspace with Wi-Fi is ideal for those who need to work remotely.

Best pet-friendly Fairfield, CT holiday apartments

Among the 307 accommodations in Fairfield, CT, here are the 4 best pet friendly holiday apartments

Villa Après Sea - Fairfield, CT
10 1 review

Villa Après Sea

apartment, Westport
This private, gated 1-acre Gold Coast residence in Westport is situated 22.5 kilometres from Compo Beach and 16 kilometres from the town centre.
This spacious 3-bedroom, 3-bathroom flat accommodates up to 10 guests and offers amenities including a stocked kitchen, a playroom, a ping-pong table, a fire pit, and an exclusive Compo Beach parking emblem for the summer season.
River Cottage In Weston, Ct - Fairfield, CT
10 33 reviews

River Cottage In Weston, Ct

apartment, Weston
This Weston, Connecticut riverfront cottage, 72 kilometres from New York City and a 16-kilometre drive from Westport, offers convenient access to Saugatuck River for fishing and hiking.
The 93-square-metre self-catering property features two bedrooms, one bathroom, sleeps three, and includes a fully equipped kitchen, sunroom, and access to a shared riverside lawn and fire pit; nearby attractions include Lachat Town Farm, Westport Playhouse, and Compo Beach.
Charming Beach Apartment - Fairfield, CT
10 2 reviews

Charming Beach Apartment

apartment, Fairfield
This Fairfield apartment, recently renovated in January 2025, is centrally located within walking distance of Fairfield Beach and the town centre, and directly opposite a park with bocce, volleyball, and tennis courts.
The three-bedroom, one-bathroom flat sleeps four guests and offers amenities including parking, internet access, and air conditioning; pets are welcome.
Modern Light-filled Studio In Fairfield, Ct - Fairfield, CT
9.7 12 reviews

Modern Light-filled Studio In Fairfield, Ct

apartment, Fairfield
This Fairfield studio apartment, sleeping two guests, offers self-catering facilities including a fridge, air conditioning, parking and internet access.
Further details regarding the precise location within Fairfield, proximity to local attractions, and the apartment's size and specific interior design are unavailable.
©2026 cozycozy.com