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Fairfield, CT apartments
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307 Best apartments in 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

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.
Fairfield Horse Country Serene Getaway - Fairfield, CT
9.4 7 reviews

Fairfield Horse Country Serene Getaway

apartment, Fairfield
This apartment is located in a tranquil countryside setting in Fairfield, offering a peaceful retreat from the hustle and bustle of city life. It is highly rated by previous guests, receiving excellent scores for location, cleanliness, and overall experience.
The apartment has three bedrooms and three bathrooms, comfortably accommodating up to seven guests. It comes equipped with modern amenities such as a fully fitted kitchen, air conditioning, a garden, a fitness centre, and parking, ensuring a comfortable and enjoyable stay.
Modern + Spacious 5br/2ba Home, Renovated Backyard - Fairfield, CT
9.6 5 reviews

Modern + Spacious 5br/2ba Home, Renovated Backyard

apartment, Bridgeport
This West End, West Side property is less than 2km from Bridgeport's Downtown South Historic District and Lafayette Park, and within 3km of the Housatonic Museum of Art and Downtown Cabaret Theatre.
This five-bedroom house, boasting 232 square metres of floor space, comfortably sleeps 12 guests and includes a fully equipped kitchen, terrace, garden, parking, and free Wi-Fi.
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.

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

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.
Victorian Apartment - Fairfield, CT
9.8 77 reviews

Victorian Apartment

apartment, Bridgeport
This one-bedroom apartment is situated in the historic Black Rock neighbourhood of Bridgeport, a short walk from the Fairfield Metro Train Station and minutes from the I-95 highway, offering easy access to both the city and the surrounding area. The property has excellent ratings for location, cleanliness, and user experience.
The downstairs flat has a separate entrance and can accommodate up to two guests. It features a private washer and dryer, two smart TVs, strong Wi-Fi, and a spacious living area. There is a shared swimming pool available during the summer months, as well as a private patio, a barbecue, and a large garden.
Old Post Road W/pool And Cottage, Walk To Beach - Fairfield, CT
9.9 62 reviews

Old Post Road W/pool And Cottage, Walk To Beach

apartment, Fairfield
This six-bedroom English Tudor house is situated on a prestigious street of historic homes, just 400 metres from Penfield Beach and within easy walking distance of Fairfield's town centre. The property has received excellent ratings for its location, cleanliness, and overall user experience.
This spacious home spans 297 square metres and comfortably accommodates up to 14 guests. The house features a private heated pool, a fully equipped cottage, a designer kitchen, a formal living room with a fireplace, a garden, and a tennis court, offering a range of amenities and activities for families and groups.
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.

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 various beaches like Jennings Beach and Lake Mohegan. It's also appreciated for its charming New England town centre, featuring historical architecture and a vibrant mix of shops and restaurants. The town boasts a strong sense of community and excellent schools, making it a desirable place to live. Its proximity to both New York City and Boston makes it a convenient location for commuters.
  • What are some off-the-beaten-path spots to check out in Fairfield, Connecticut, United States?

    For a quieter experience, explore the trails at Lake Mohegan State Park, offering scenic views and opportunities for hiking and birdwatching. The Pequotsepos Nature Center provides a peaceful escape into nature with walking trails and exhibits. Consider a visit to the historic Mill River Park, a revitalised area offering green spaces and recreational opportunities, away from the main tourist areas.
  • When should one visit Fairfield, Connecticut, United States for the best experience?

    The best time to visit Fairfield is during the summer (June-August) for warm weather and access to the beaches. However, spring and autumn offer pleasant temperatures and fewer crowds, ideal for exploring the town and its surroundings. Winter can be cold, but offers a different charm with potential for snow activities, though many outdoor attractions may have limited hours.
  • Are there any cultural festivals unique to Fairfield, Connecticut, United States?

    Fairfield hosts several local events throughout the year. While there aren't large-scale, internationally renowned festivals specifically unique to Fairfield, the town's calendar features many community events and celebrations like the annual Memorial Day parade and local farmers' markets. Checking the town's official website for the most up-to-date event listings would be beneficial.
  • What sports or recreational activities are a big draw in Fairfield, Connecticut, United States?

    Fairfield offers many recreational activities. Water sports are popular during summer months at the beaches. Hiking and biking trails are available in Lake Mohegan State Park and other green spaces. The town also has various sports facilities, including those for baseball, basketball and tennis. Many residents enjoy boating and fishing in the Long Island Sound.
  • How can you best interact with locals to learn about Fairfield, Connecticut, United States's traditions?

    Visiting local businesses, such as independent shops and restaurants, is a great way to interact with residents. Attending community events and local festivals provides opportunities to meet people and learn about the town's culture. Striking up conversations with people you encounter in parks or other public spaces can also be a friendly and informative approach.
  • What are the best local dishes to try in Fairfield, Connecticut, United States?

    Fairfield's culinary scene offers a mix of options. Many restaurants serve classic New England seafood dishes, such as lobster rolls and clam chowder. There are also various options for Italian-American cuisine, reflecting the town's history and demographics. Exploring the diverse restaurants in the town centre will reveal a range of choices.
  • What specific items should you pack for a trip to Fairfield, Connecticut, United States?

    Pack comfortable walking shoes, as exploring the town often involves walking. In warmer months, swimwear and sunscreen are essential. Layers of clothing are recommended, as the weather can be changeable. Don't forget any necessary medications and any personal items, such as a reusable water bottle.
  • What are the top sights to visit in Fairfield, Connecticut, United States?

    Top sights include the historic Fairfield Museum and History Center, offering insights into the town's past. Jennings Beach provides opportunities for swimming and sunbathing. Lake Mohegan State Park offers beautiful scenery and recreational activities. The shops and restaurants in the town centre provide a pleasant atmosphere for exploring.

Nearby regions

Best Fairfield, CT holiday apartments with air conditioning

The B&w Haven 3br Private Office By Li Ferry - Fairfield, CT
8.7 3 reviews

The B&w Haven 3br Private Office By Li Ferry

apartment, Bridgeport
This Bridgeport apartment, situated 13km from Silver Sands State Park and 18km from the Connecticut Post Mall, offers easy access to both coastal and shopping attractions.
The 186 square metre, three-bedroom property sleeps eleven guests and boasts a fully equipped kitchen, free Wi-Fi, on-site parking, a shared garden, and a fireplace; additional cleaning is available fortnightly.
Modern 3 Bedroom Apt In The Heart Of Black Rock - Fairfield, CT
9.3 38 reviews

Modern 3 Bedroom Apt In The Heart Of Black Rock

apartment, Bridgeport
This modern three-bedroom flat is situated in Black Rock, a peaceful neighbourhood in Bridgeport, just a short distance from beautiful beaches, museums, lighthouses, and parks. Black Rock is known for its relaxed atmosphere and proximity to the shoreline.
The apartment can comfortably accommodate up to seven guests and features a well-equipped kitchen, air conditioning, and internet access. Enjoy the convenience of a peaceful location, close to a variety of attractions and activities.
Revamped 3br Apt With Easy Check-in Family-friendly - Fairfield, CT
9.4 5 reviews

Revamped 3br Apt With Easy Check-in Family-friendly

apartment, Bridgeport
This house in Bridgeport is located just 16km from Silver Sands State Park and 21km from the Connecticut Post Mall Shopping Center, offering easy access to both nature and shopping. The house is a comfortable and spacious property with 3 bedrooms, 1 bathroom, and a floor area of 186 square metres, comfortably accommodating up to 14 guests. The house is equipped with modern amenities including a fully equipped kitchen with a fridge, microwave oven, and dishwasher, as well as air conditioning, a garden, parking, and free Wi-Fi.
Luminous Retreat 5br Home, Private Yard & Pergola - Fairfield, CT
9.7 87 reviews

Luminous Retreat 5br Home, Private Yard & Pergola

apartment, Fairfield
This five-bedroom home is situated on a quiet street in Fairfield, Connecticut, just a short drive (around 5km) from beaches, universities, shops, and restaurants on Black Rock Turnpike. The property has received excellent user ratings for location, cleanliness, and overall experience.
The two-level property comfortably accommodates up to 12 guests with separate entrances for each floor. Guests can enjoy a range of amenities, including a fully equipped kitchen, modern bathrooms, a game room, a home theatre, a large garden with a fire pit, and fast Wi-Fi throughout.

Best pet-friendly Fairfield, CT holiday apartments

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

2br Flat Above Historic Cider Mill - Fairfield, CT
9.7 3 reviews

2br Flat Above Historic Cider Mill

apartment, Westport
This Westport apartment, located near the historic mill district, is approximately 2.3 kilometres from both Sasco Beach and Southport Beach.
The 111-square-metre self-catering property features two bedrooms, one bathroom, and accommodates up to nine guests, offering free Wi-Fi, a fully equipped kitchen, air conditioning, and private garden access.
5 Minute Walk To Beach & Downtown Fairfield - Fairfield, CT
9.9 98 reviews

5 Minute Walk To Beach & Downtown Fairfield

apartment, Fairfield
This Fairfield Beach Area holiday home is a five-minute walk (0.8 km) from Fairfield Beach and within walking distance of Fairfield's train station, downtown area, and marina.
Sleeping six guests, this recently updated three-bedroom property boasts a modern kitchen with dishwasher, air conditioning, a fenced garden with deck, and parking; it also features a breakfast nook overlooking the backyard.
Fairfield 2nd Floor - 2 Rms - Full Bath - Parking - Fairfield, CT
No reviews

Fairfield 2nd Floor - 2 Rms - Full Bath - Parking

apartment, Fairfield
This exclusive 2nd-floor flat is situated in an affluent Fairfield Town district, offering convenient access to local landmarks and the surrounding affluent area.
This private rental accommodates up to two adults, featuring two bedrooms, one bathroom, a kitchenette, and dedicated parking, with wall-mounted air conditioning and central air ensuring year-round comfort.
Modern 2 Bedroom In Black Rock - Fairfield, CT
9.8 9 reviews

Modern 2 Bedroom In Black Rock

apartment, Bridgeport
This Bridgeport apartment, located in the Black Rock neighbourhood, offers easy access to local beaches and is within a reasonable driving distance (exact distances to be confirmed) of the Connecticut Audubon Birdcraft Museum and the Discovery Museum.
The two-bedroom, one-bathroom flat sleeps four guests and includes in-suite laundry facilities, a fully equipped kitchen with a fridge and microwave, air conditioning, parking, and internet access; nearby amenities include restaurants and the South Benson Marina.