Best apartment offers in Fairfield, CT

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Fairfield, CT apartments
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208 Holiday apartments Fairfield, CT

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

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

Lovely 5 Bedroom Beach House With Large Backyard - Fairfield, CT
10 10 reviews
Fairfield, CT
22/10 – 26/10
SG$2085/nighttotal: SG$8340 (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.
Modern Beach Bungalow - Fairfield, CT
9.9 74 reviews
Fairfield, CT
29/07 – 07/08
SG$588/nighttotal: SG$5292 (9 )

Modern Beach Bungalow

2 2
apartment , Fairfield
This modern house in Fairfield is just a short walk from the beach, offering easy access to the sand and the serene Long Island Sound. The accommodation has received excellent ratings for its location, cleanliness, and overall experience.
The house features a spacious open plan layout, comfortably accommodating up to four guests. It offers a range of amenities, including a fully equipped kitchen, air conditioning, a private garden, and a large smart TV. Guests can also enjoy the outdoor shower, beach amenities, and convenient access to nearby golf courses, hiking trails, and the town's shops and restaurants.
Newly Built Beautiful Home Within Steps From Beach - Fairfield, CT
10 25 reviews
Fairfield, CT
16/08 – 28/08
SG$739/nighttotal: SG$8868 (12 )

Newly Built Beautiful Home Within Steps From Beach

5 2
apartment , Fairfield
This five-bedroom, three-bathroom Fairfield house, sleeping up to ten guests, enjoys a prime beachfront location less than 1.6km from Fairfield's town centre, offering easy access to restaurants, shops, and nightlife.
The newly built (2019) property boasts a fully equipped kitchen including a dishwasher, a private fenced garden with a Weber grill, smart TVs in every bedroom and the living room, and ample parking.
Luxury Family Retreat With Lake & Comfort. - Fairfield, CT
9.7 43 reviews
Fairfield, CT
17/07 – 19/07
SG$4544/nighttotal: SG$9088 (2 )

Luxury Family Retreat With Lake & Comfort.

6 12
apartment , Trumbull
This spacious house is located in Trumbull, just a short distance from the lake and local attractions, offering a tranquil escape from the hustle and bustle. It consistently receives excellent ratings for its cleanliness, location, and overall guest experience.
The house has six bedrooms and four bathrooms, comfortably accommodating up to twelve guests. The house also features two kitchens, two living rooms, an office, and a patio, making it perfect for families or groups looking for a relaxing getaway.

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

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

Modern Westport Designer Estate - Fairfield, CT
Fairfield, CT
01/10 – 31/01
SG$4560/nighttotal: SG$556320 (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.
Private 5 Acre Estate Near Nyc Pool Ev Charger 4br 5ba Sleeps 8 Plus 2 Kids - Fairfield, CT
Fairfield, CT
01/10 – 31/01
SG$2621/nighttotal: SG$319762 (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.
Very Special Getaway Home - Fairfield, CT
Fairfield, CT
01/10 – 31/01
SG$1380/nighttotal: SG$168360 (122 )

Very Special Getaway Home

3 4
apartment , Weston
This newly renovated barn-style house is situated on a ridge overlooking the trees in Southern Connecticut, offering both tranquil privacy and easy access to Weston's town amenities.
The spacious home features three bedrooms and three bathrooms, comfortably accommodating up to six guests. The property boasts a private pool, hot tub, and a well-equipped kitchen, ensuring a comfortable and enjoyable stay.
The "Grant" Estate - Fairfield, CT
10 1 review
Fairfield, CT
27/06 – 04/07
SG$1645/nighttotal: SG$11515 (7 )

The "Grant" Estate

1 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.

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, its excellent schools, and its relatively affluent residential areas. The town boasts a rich history, evident in its preserved architecture and historical sites.
  • 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 different, explore the trails at Lake Mohegan State Park, offering lovely walks and views. The Pequotsepos Nature Center provides a tranquil escape into nature. Consider a visit to the historic Mill River, a picturesque area with walking paths and remnants of the town's industrial past. These locations provide a quieter experience than the main tourist areas.
  • What are the best apartments with a pool in Fairfield, CT?

    Bright Zen Studio and Luxury Apartment Downtown 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 perfect for enjoying the beaches and outdoor activities. Autumn (September-October) provides stunning foliage and a pleasant climate for exploring the town and its surroundings. Spring (April-May) shows the area's beauty as it awakens, while winter (November-March) offers a quieter, more peaceful experience, ideal for those who enjoy a slower pace.
  • What are the best apartments with a jacuzzi in Fairfield, CT?

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

    Fairfield hosts various local events throughout the year. While there aren't large, internationally recognised festivals specific to Fairfield, the town regularly celebrates events like the annual July 4th fireworks display and various community events throughout the year. Check local listings closer to your travel dates for specific events.
  • 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 many recreational opportunities. The beaches are popular for swimming, sunbathing, and watersports. Lake Mohegan State Park provides opportunities for hiking, biking, and fishing. There are also several golf courses in the area. Many residents enjoy boating and kayaking in the Long Island Sound.
  • 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 at local businesses, such as cafes, restaurants, or shops in the town centre. Attending community events or visiting local historical societies can also provide insights into the town's heritage and 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 reflects its location on the coast. Expect to find plenty of fresh seafood, such as lobster rolls and clam chowder, in many restaurants. Many restaurants also offer classic American fare with a New England twist. Exploring the various restaurants in town will offer a diverse range of options.
  • What specific items should one pack for a trip to Fairfield, Connecticut, United States?

    Pack comfortable walking shoes for exploring the town and its many trails. Swimsuits are essential if you plan on visiting the beaches. Layers of clothing are recommended, as the weather can be unpredictable. Sunscreen, a hat, and sunglasses are vital for sunny days. Don't forget any necessary medications.
  • What are the top sights to visit in Fairfield, Connecticut, United States?

    Top sights include the beautiful beaches like Jennings Beach and Southport Beach. The Fairfield Museum and History Center offers insights into the town's past. Exploring the charming shops and restaurants in the town centre is a must. A visit to Lake Mohegan State Park provides a tranquil escape into nature.

Nearby regions

Best Fairfield, CT holiday apartments with air conditioning

Modern Artist Retreat Near Beach - Fairfield, CT
9.3 45 reviews
Fairfield, CT
19/12 – 02/01
SG$547/nighttotal: SG$7658 (14 )

Modern Artist Retreat Near Beach

2 4
apartment , Fairfield
This Fairfield apartment is conveniently located just a short walk from the beach, shops, historical sites, and a wide selection of restaurants. With excellent user, location, and cleanliness ratings, this property offers a comfortable and enjoyable stay.
The apartment has two bedrooms and one bathroom, comfortably accommodating up to four guests. Amenities include a fully equipped kitchen, air conditioning, a private garden, a swimming pool, a jacuzzi bath, and a separate in-law suite option available for an extra fee.
Zen Goddess Studio In Historic Seaside Village - Fairfield, CT
9.7 85 reviews
Fairfield, CT
16/08 – 28/08
SG$243/nighttotal: SG$2916 (12 )

Zen Goddess Studio In Historic Seaside Village

1 2
apartment , Fairfield
The Zen Studio is situated in Southport Village, a six-minute walk from the train station and a half-kilometre walk from the beach, offering a tranquil escape in a charming historic area. Guests consistently rate the studio excellent for location, cleanliness, and overall experience.
The studio offers a peaceful retreat for two guests, with a private garden and a picnic table. Amenities include a kitchen with a fridge, freezer, and microwave, air conditioning, a beach umbrella, cooler, and chair, and private parking.
Luxury Designer 3 Bedroom ( Office) Vacation Home. - Fairfield, CT
9.6 29 reviews
Fairfield, CT
19/12 – 02/01
SG$264/nighttotal: SG$3696 (14 )

Luxury Designer 3 Bedroom ( Office) Vacation Home.

2 4
apartment , Bridgeport
This two-bedroom apartment is conveniently located in Bridgeport, within walking distance of Bridgeport Hospital and local amenities, and a short drive from downtown Bridgeport, Fairfield, New Haven, and Stamford. The accommodation has received excellent ratings for cleanliness and user experience, with a good location rating.
The apartment is spacious and comfortable, accommodating up to four guests, and features a living room, dining room, kitchen, bathroom, and front and back porches. The apartment comes fully equipped with fresh linens, towels, travel essentials, smart TVs, Wi-Fi, coffee, tea, and snacks, ensuring a comfortable and convenient stay.
Beach Area 2-3 Bedroom - Fairfield, CT
10 13 reviews
Fairfield, CT
27/06 – 04/07
SG$968/nighttotal: SG$6776 (7 )

Beach Area 2-3 Bedroom

1 2
apartment , Fairfield
This renovated bungalow is located in Fairfield's beach area, just a 1 kilometre walk from the town centre, train station, theatres, restaurants, shops, and beaches. The property is a short distance from the vibrant heart of Fairfield, offering a peaceful retreat while still being within easy reach of all the action.
This two-bedroom flat can comfortably accommodate up to three guests. It features a modern kitchen and bathroom, a fireplace, a cosy patio with a grill, a side yard, a fire pit, parking, 5G WiFi, cable TV with 130 channels, a washer/dryer, and access to bikes, scooters, a kayak, or a stand-up paddleboard with the host's approval.

Best pet-friendly Fairfield, CT holiday apartments

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

2 Bed Apt In Blackrock By Beach - Fairfield, CT
9.4 3 reviews
Fairfield, CT
29/07 – 07/08
SG$507/nighttotal: SG$4563 (9 )

2 Bed Apt In Blackrock By Beach

2 2
apartment , Bridgeport
This two-bedroom Bridgeport apartment, situated in the Black Rock neighbourhood, offers easy access to Black Rock beaches and is within reasonable driving distance of attractions such as the Beardsley Zoo and Fairfield Museum and History Centre.
The self-catering flat sleeps six guests and includes amenities such as Wi-Fi, air conditioning, and a kitchen equipped with a fridge and microwave; nearby outdoor pursuits include the Lucius Pond Ordway / Devil's Den Preserve and The Coastal Center at Milford Point.
Modern Renovated 2bdr Apt In Prime Blackrock - Fairfield, CT
9.6 14 reviews
Fairfield, CT
27/06 – 04/07
SG$376/nighttotal: SG$2632 (7 )

Modern Renovated 2bdr Apt In Prime Blackrock

1 2
apartment , Bridgeport
This Bridgeport flat is located in the peaceful Black Rock neighbourhood, offering convenient access to beaches, museums, and lighthouses, though precise distances are unspecified.
The two-bedroom, one-bathroom apartment sleeps six, features a fridge and microwave, air conditioning, internet access, and allows pets; further details regarding its size and specific proximity to local attractions are unavailable.
Spacious Coastal Escape - Fairfield, CT
10 3 reviews
Fairfield, CT
06/08 – 09/08
SG$450/nighttotal: SG$1350 (3 )

Spacious Coastal Escape

1 5
apartment , Fairfield
This Fairfield Beach flat is ideally situated near Long Island Sound, a 97-kilometre train journey from New York City, and offers convenient ferry access to the Hamptons.
The two-bedroom, one-bathroom apartment comfortably sleeps four guests and is within walking distance of Sound Beach, providing easy access to swimming and sunbathing.
Yiayia’s Beach House - Fairfield, CT
10 1 review
Fairfield, CT
27/06 – 04/07
SG$902/nighttotal: SG$6314 (7 )

Yiayia’s Beach House

6 2
apartment , Fairfield
This newly built, fully furnished 2400 sq ft beach rental in Fairfield is located just 0.8 kilometres from the beach, 160 metres from Veterans Park and less than 1.6 kilometres from Downtown Fairfield, with Buds Deli directly across the street.
This six-bedroom, three-bathroom property accommodates up to 12 guests and features an expansive wrap-around deck with a BBQ and patio furniture, ample off-street parking for six cars, and includes beach essentials like chairs, a wagon, and toys.
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