Best apartment offers in Fairfield, CT

307 available apartment offers

7 nights
2
1
  • airbnb
  • booking
  • makemytrip
  • oyo
  • yatra
  • goibibo
  • travelguru
  • cleartrip
  • vrbo
  • expedia
  • hotelscom
  • tripcom
  • agoda
Fairfield, CT apartments
Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

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

Retro Bridgeport Apartment - Fairfield, CT
9.6 37 reviews

Retro Bridgeport Apartment

apartment, Bridgeport
This apartment in Bridgeport is conveniently located within a kilometre of a Starbucks, bakery, supermarket, and pharmacy, making it a practical choice for travellers. The apartment has received excellent ratings for cleanliness, location, and overall user experience.
The apartment has two bedrooms with queen-size beds and a living room with a pull-out couch, comfortably accommodating up to four guests. It is equipped with air conditioning, parking, internet access, and a kitchen with a fridge, freezer, microwave oven, and dishwasher.
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.
The Elijah Sterling House - Fairfield, CT
10 66 reviews

The Elijah Sterling House

apartment, Trumbull
This three-bedroom apartment is situated in Trumbull, Connecticut, a 10-minute drive from the Total Mortgage Arena and the Bridgeport Amphitheatre.
The apartment, housed in the historic Elijah Sterling House, dating back to 1791, offers a fully equipped kitchen, a spacious outdoor patio, and multiple living areas, accommodating up to seven guests.
*Pool Open* Designer Home  Hot Tub & Fire Pits - Fairfield, CT
9.7 22 reviews

*Pool Open* Designer Home Hot Tub & Fire Pits

apartment, Fairfield
This Fairfield chalet, situated centrally between Fairfield town centre and Southport, offers easy walking access to both the beach and local restaurants.
Sleeping up to ten guests, this four-bedroom property boasts a chef's kitchen, private pool and spa, spacious recreation room with fireplace, and the option of renting a self-contained annexe next door (additional fee applies).

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 13 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.
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.
Sunny Modern 3 Bedroom House Walk To  Beach And Town - Fairfield, CT
No reviews

Sunny Modern 3 Bedroom House Walk To Beach And Town

apartment, Fairfield
This three-bedroom flat is located in Downtown Fairfield, a 14-minute walk from the Fairfield Museum and History Centre and a 10-minute walk from South Benson Marina.
This apartment offers accommodation for six guests with air conditioning, a hot tub, on-site laundry facilities, and essential toiletries.
Westport Summer Retreat: Available 6/21-7/6 - Fairfield, CT
No reviews

Westport Summer Retreat: Available 6/21-7/6

apartment, Westport
This six-bedroom, five-bathroom residence in Westport offers a prime location, situated conveniently within 1 kilometre of the town centre, the beach, and the train station.
This spacious property accommodates up to 12 guests and features a saltwater swimming pool, jacuzzi, two offices, and a recreation room with a gym and wine cellar, perfect for a relaxing holiday.

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

3 Bedrm Apt At Black Rock Suites - Fairfield, CT
8.0 3 reviews

3 Bedrm Apt At Black Rock Suites

apartment, Bridgeport
This three-bedroom Bridgeport apartment, ideally situated in the Black Rock neighbourhood, offers easy access to Black Rock Harbour and its beaches, museums, and parks, all within walking distance of local restaurants and breweries.
The 3-bedroom, 1-bathroom dwelling sleeps seven guests and includes in-suite laundry facilities, a fully equipped kitchen, and air conditioning; nearby attractions include the Bridgeport Bluefish Baseball Club and Hartford HealthCare Amphitheater (short drive).
Black Rock Suites-86-1 - Fairfield, CT
9.0 3 reviews

Black Rock Suites-86-1

apartment, Bridgeport
Black Rock Suites offers a one-bedroom apartment in Bridgeport's Black Rock neighbourhood, conveniently located 2.7 kilometres from Jennings Beach.
This self-contained flat provides free Wi-Fi, in-unit laundry, air conditioning, and parking, sleeping one guest and is ideal for exploring Bridgeport and its surroundings.
Private House, Walk To Beach, Train, Town, Theatre - Fairfield, CT
9.8 31 reviews

Private House, Walk To Beach, Train, Town, Theatre

apartment, Fairfield
This Fairfield house is ideally located within walking distance of the beach, town centre, Town Green, shopping, restaurants, the train station, local concerts, and Fairfield Theatre Company. It has received excellent ratings for its cleanliness, location, and overall experience.
The house has two bedrooms and two bathrooms, comfortably accommodating up to three guests. It features a peaceful backyard nature reserve, spacious living areas, multiple workspaces, storage options, laundry facilities, and a private garden with parking.
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.

Best pet-friendly Fairfield, CT holiday apartments

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

Southport Shoreline Charm: Elegant Coastal Escape - Fairfield, CT
9.6 144 reviews

Southport Shoreline Charm: Elegant Coastal Escape

apartment, Fairfield
This 3-bedroom house in Fairfield is located just a short distance from the town centre and a 5-minute drive from the beach. It has received excellent ratings for cleanliness, location, and overall experience.
The house spans 9 square metres and comfortably accommodates up to 7 guests. It includes a fully equipped kitchen, a spacious living area, a private garden, and a range of amenities for a comfortable and enjoyable stay, including a ping pong table, sound machines in each bedroom, and a work-from-home friendly setup.
Modern House In Black Rock - Fairfield, CT
8.6 12 reviews

Modern House In Black Rock

apartment, Bridgeport
This Fairfield beachfront property, less than 2km from Longfellow and Seaside Parks and within 5km of Fairfield Museum and History Centre and Fairfield University, offers easy access to Bridgeport's attractions.
This 140 square metre house sleeps seven, boasting four bedrooms, one bathroom, a fully equipped kitchen including a dishwasher and washing machine, plus a garden, parking, and excellent guest reviews.
Renovated Arts Studio| Piano, Fireplace & Woods - Fairfield, CT
9.8 26 reviews

Renovated Arts Studio| Piano, Fireplace & Woods

apartment, Fairfield
This Fairfield studio apartment, situated on a private 2-acre property, offers a peaceful retreat while being conveniently located near Fairfield's town centre (distances unspecified).
The self-contained apartment features a queen bed, sofa bed, 75-inch TV, piano, fireplace, fully equipped kitchen with fridge, freezer and microwave, new bathroom with shower and bath, accommodating up to 3 guests and includes high-speed Wi-Fi and parking.
Southport Shoreline Charm: Elegant Coastal Escape - Fairfield, CT
8.8 5 reviews

Southport Shoreline Charm: Elegant Coastal Escape

apartment, Fairfield
This three-bedroom flat is conveniently located in Southport, Fairfield, just a short 5-minute drive from the beaches and a few minutes from the town centre. The surrounding area offers a range of shops, restaurants, and attractions, making it an ideal base for exploring the local area.
The property features a spacious living area, dining room, and a cosy back room with a large flat-screen TV. It can comfortably accommodate up to seven guests. The apartment is fully equipped with everything you need for a comfortable stay, including a kitchen with a dishwasher, a washing machine, and a dryer, plus a ping pong table in the basement for entertainment.
©2026 cozycozy.com