Best apartment offers in Fairfield, CT

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Fairfield, CT apartments
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208 Holiday apartments in Fairfield, CT

Best family friendly Fairfield, CT Holiday Apartments

Among the 208 accommodations in Fairfield, CT, here are the 4 best family friendly holiday apartments

Retro Bridgeport Apartment - Fairfield, CT
9.6 36 reviews
Fairfield, CT
19/12 – 02/01
A$282/nighttotal: A$3948 (14 )

Retro Bridgeport Apartment

1 4
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.
Sunrise Water Views Fairfield Ct - Fairfield, CT
Fairfield, CT
01/10 – 31/01
A$1798/nighttotal: A$219356 (122 )

Sunrise Water Views Fairfield Ct

1 4
apartment , Fairfield
This four-bedroom apartment is located in Fairfield, Connecticut, just a short walk from Penfield Beach and less than 1.6 kilometres from the town centre. The apartment is ideal for families, with a capacity of eight guests, and is equipped with three cribs, multiple bikes and beach equipment.
The apartment features a fully equipped kitchen, a spacious living room with stunning water views, a back deck with picnic tables, a covered deck, an outdoor shower, a natural gas Weber grill, and a fitness centre. Guests can also enjoy the use of two paddle boards to explore the nearby waters.
Renovated Retreat With Heated Pool - Fairfield, CT
10 2 reviews
Fairfield, CT
23/10 – 25/10
A$1547/nighttotal: A$3094 (2 )

Renovated Retreat With Heated Pool

4 7
apartment , Redding
This Redding, Connecticut apartment, situated in the peaceful Redding Centre, is 8km from restaurants such as The Redding Roadhouse, 16km from Ridgefield's shops, and 24km from Collis P. Huntington State Park.
This five-bedroom, three-bathroom property sleeps nine guests and boasts a modern gourmet kitchen with Taj Mahal quartzite countertops, a heated saltwater pool, and a private garden; nearby activities include hiking trails and convenient access to restaurants and shopping.
Fairfield Favorite - Fairfield, CT
10 18 reviews
Fairfield, CT
19/12 – 02/01
A$1957/nighttotal: A$27398 (14 )

Fairfield Favorite

1 4
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.

Best Holiday Apartments in Fairfield, CT with a pool

Among the 208 accommodations in Fairfield, CT, here are the 4 best apartments with a pool

Large Family Home W/ Pool, Hot Tub, Sauna & Gym - Fairfield, CT
10 1 review
Fairfield, CT
01/07 – 08/09
A$2443/nighttotal: A$168567 (69 )

Large Family Home W/ Pool, Hot Tub, Sauna & Gym

4 2
apartment , Weston
This spacious house is located in Weston, just over 100km from Manhattan, offering easy access to the town centre and its amenities. It has received excellent user, location and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The property has four bedrooms and five bathrooms, comfortably accommodating up to four guests. The house features a range of amenities, including a swimming pool, jacuzzi, sauna, fitness centre, and a fully equipped kitchen, perfect for both relaxation and entertainment.
Modern Westport Designer Estate - Fairfield, CT
Fairfield, CT
01/10 – 31/01
A$5045/nighttotal: A$615490 (122 )

Modern Westport Designer Estate

1 4
apartment , Westport
This modern luxury home is located in Westport, Connecticut, just a short distance from Compo Beach and the town's restaurants and shops. It is situated in a peaceful residential area, offering a tranquil escape from the hustle and bustle of city life.
The five-bedroom property can comfortably accommodate up to ten guests, providing plenty of space for families or groups of friends. It features a fully equipped kitchen, a heated saltwater pool, a Jacuzzi, a fitness centre, and a steam room, offering a range of amenities for relaxation and entertainment.
The "Grant" Estate - Fairfield, CT
10 1 review
Fairfield, CT
27/06 – 04/07
A$1820/nighttotal: A$12740 (7 )

The "Grant" Estate

5 2
apartment , Fairfield
This five-bedroom, four-bathroom colonial house in Fairfield, Connecticut, is situated near Westport, a 16km drive from Long Island Sound beaches and surrounded by forests offering hiking, fishing, and rock climbing opportunities.
The 2-acre property boasts a heated outdoor pool, hot tub, chef's kitchen with a 4.5-metre marble island, basement gym with Peloton and Nintendo Switch, EV charging, and accommodates up to ten guests.
Private 5 Acre Estate Near Nyc Pool Ev Charger 4br 5ba Sleeps 8 Plus 2 Kids - Fairfield, CT
Fairfield, CT
01/10 – 31/01
A$2900/nighttotal: A$353800 (122 )

Private 5 Acre Estate Near Nyc Pool Ev Charger 4br 5ba Sleeps 8 Plus 2 Kids

4 4
apartment , Redding
This architect-designed modern retreat is located on over 5 private acres in Redding, Connecticut, less than 145 kilometres from New York City, and close to attractions such as the Connecticut Golf Club and Blue Jay Orchards.
This 372 square metre flat offers four bedrooms, four bathrooms, and accommodation for eight guests, featuring seamless indoor-outdoor living with retractable nano walls, a luxury chef’s kitchen equipped with Wolf, Gaggenau, and Viking appliances, resort-style amenities including a swimming pool and sundeck, an executive workstation with four monitors, and an EV charger with a two-car garage and additional courtyard parking.

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 is also appreciated for its excellent schools and family-friendly atmosphere.
  • 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 a quieter experience, explore the trails at Lake Mohegan State Park, offering scenic views and opportunities for hiking and birdwatching. The Southport section of town has charming, less-visited streets with lovely architecture and quaint shops. Consider a visit to the Pequotsepos Nature Center for a peaceful escape into nature.
  • 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. Autumn (September-October) provides vibrant foliage and a pleasant climate for exploring the town's historical sites and parks. Spring (April-May) showcases the blossoming flowers and a generally mild climate, while winter (November-March) is quieter, but offers a different charm.
  • 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. While there aren't large, internationally renowned festivals specific to Fairfield, the town's calendar features various community events, including summer concerts and farmers' markets. Check local listings closer to your travel dates for specifics.
  • 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 various recreational activities. The beaches are popular for swimming, sunbathing, and watersports. Lake Mohegan State Park provides opportunities for hiking, boating, and fishing. There are also several golf courses and tennis courts in the area.
  • What are the best pet friendly apartments in Fairfield, CT?

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

    The best way to learn about local traditions is by striking up conversations with people at local businesses, farmers' markets, or community events. Many residents are happy to share information about their town's history and culture. Visiting local establishments and engaging with the staff can also provide insights into the community.
  • 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 is diverse. You'll find many excellent seafood restaurants offering fresh catches of the day. There are also numerous Italian restaurants reflecting the town's heritage, and a variety of other cuisines. Exploring the local restaurants will provide opportunities to sample a wide range of dishes.
  • What specific items should one pack for a trip to Fairfield, Connecticut, United States?

    Pack comfortable walking shoes for exploring the town. 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 any personal items you require.
  • What are the top sights to visit in Fairfield, Connecticut, United States?

    Top sights include Jennings Beach, Lake Mohegan State Park, the Fairfield Museum and History Center, and the charming shops and restaurants in Southport. Exploring the town's historic architecture and enjoying the coastal scenery are key aspects of a Fairfield visit.

Nearby regions

Best Fairfield, CT holiday apartments with air conditioning

Fairfield Beach House - Fairfield, CT
10 1 review
Fairfield, CT
01/07 – 08/09
A$618/nighttotal: A$42642 (69 )

Fairfield Beach House

4 2
apartment , Fairfield
This Fairfield apartment is just a short 5-minute drive from Jennings and Penfield Beach, offering easy access to the beautiful coastline. It consistently receives excellent ratings for its location, cleanliness, and overall experience.
The apartment has four bedrooms and two bathrooms, comfortably accommodating up to 10 guests. It comes equipped with a kitchen, air conditioning, and parking, along with internet access, ensuring a comfortable and convenient stay.
Pleasant Wellness Home Bridgeport-2 - Fairfield, CT
10 2 reviews
Fairfield, CT
06/08 – 09/08
A$466/nighttotal: A$1398 (3 )

Pleasant Wellness Home Bridgeport-2

1 5
apartment , Bridgeport
This three-bedroom flat in Bridgeport is located in a convenient district, offering easy access to the Bridgeport Museum and the historic Barnum Museum, both within 1 kilometre.
This stylish apartment accommodates up to nine guests and features air conditioning, internet, a kitchen, and parking, making it an ideal base for exploring Bridgeport.
Lovely 5 Bedroom Beach House With Large Backyard - Fairfield, CT
10 10 reviews
Fairfield, CT
22/10 – 26/10
A$2307/nighttotal: A$9228 (4 )

Lovely 5 Bedroom Beach House With Large Backyard

5 2
apartment , Fairfield
This Fairfield house is situated just a short walk from the beach, the town centre, and the Metro North train station, making it a convenient base for exploring the area. The surrounding neighbourhood is quiet and residential, offering a peaceful retreat from the hustle and bustle of city life.
The house has 5 bedrooms and 3 bathrooms, providing ample space for up to 9 guests. It features a fully equipped kitchen, a spacious living room with a fireplace, a large garden with a patio, and parking for multiple vehicles.
Sunshine Daydream Creekside Cottage - Fairfield, CT
Fairfield, CT
17/08 – 31/08
A$397/nighttotal: A$5558 (14 )

Sunshine Daydream Creekside Cottage

1 2
apartment , Fairfield
This single-level, one-bedroom cottage offers a serene creek-side setting within Fairfield.
This cosy dwelling accommodates two guests and features a private dock, free parking, air conditioning, and a kitchen equipped with a fridge and microwave oven.

Best pet-friendly Fairfield, CT holiday apartments

Among the 208 accommodations in Fairfield, CT, here are the 4 best pet friendly holiday apartments

Lrg 2 Bedroom Apart In Blackrock - Fairfield, CT
9.6 5 reviews
Fairfield, CT
27/06 – 04/07
A$439/nighttotal: A$3073 (7 )

Lrg 2 Bedroom Apart In Blackrock

2 2
apartment , Bridgeport
This beachfront Bridgeport apartment, near Fairfield, is located within 2km of Longfellow and Seaside Parks and 5km of Fairfield Museum and History Centre and Fairfield University.
The two-bedroom, one-bathroom flat sleeps five, features a fully equipped kitchen with appliances including a washing machine, and offers amenities such as a TV and coffee maker, providing a comfortable stay near public transport.
Modern And Spacious Studio In Fairfield, Ct - Fairfield, CT
9.9 20 reviews
Fairfield, CT
27/06 – 04/07
A$303/nighttotal: A$2121 (7 )

Modern And Spacious Studio In Fairfield, Ct

1 2
apartment , Fairfield
This Fairfield studio apartment is situated in a peaceful residential area, conveniently located near Fairfield University and within easy reach of local shops and train stations providing access to wider Connecticut.
The self-contained apartment sleeps two guests and includes a fridge, microwave, and parking, offering a tranquil base for exploring Fairfield and its surroundings.
Modern 3 Bed House In Black Rock - Fairfield, CT
10 1 review
Fairfield, CT
17/08 – 31/08
A$678/nighttotal: A$9492 (14 )

Modern 3 Bed House In Black Rock

3 2
apartment , Bridgeport
This property is conveniently located in Bridgeport, just 4 kilometres from the historic downtown area and 8 kilometres from Jennings Beach. The area offers a mix of historical charm and coastal beauty, making it a great base for exploring the city.
This 3-bedroom house is ideal for families or groups of up to 8 guests, offering 140 square metres of comfortable living space. It comes equipped with modern amenities, including a fully equipped kitchen, laundry facilities, air conditioning, and Wi-Fi, ensuring a comfortable and convenient stay.
Studio Flat Above Historic Cider Mill - Fairfield, CT
9.2 5 reviews
Fairfield, CT
16/08 – 28/08
A$344/nighttotal: A$4128 (12 )

Studio Flat Above Historic Cider Mill

1 2
studio , Westport
This Westport studio apartment, near Sasco and Southport beaches (2.3km), offers convenient access to coastal attractions and is a short drive from Silver Sands State Park (24km) and the Connecticut Post Mall (29km).
The 81-square-metre self-contained apartment sleeps five, features a fully equipped kitchen with fridge and microwave, free Wi-Fi, private parking, and a garden, plus luggage storage.
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