Best apartment offers in Fairfield, CT

208 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

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

Cozy Condo With Yard And Patio. Long-stay Discount Available - Fairfield, CT
9.7 159 reviews
Fairfield, CT
01/10 – 31/01
222 €/nighttotal: 27084 € (122 )

Cozy Condo With Yard And Patio. Long-stay Discount Available

1 4
apartment , Fairfield
This Fairfield apartment is conveniently located just 10 miles from Silver Sands State Park and 13 miles from the Connecticut Post Mall Shopping Center, offering a great base for exploring the area. The property has consistently received excellent ratings for location, cleanliness, and overall user experience.
This three-bedroom apartment can comfortably accommodate up to six guests. It features a fully equipped kitchen, a private patio, a garden, and free parking, making it a great choice for families or groups looking for a comfortable and convenient stay.
Southport Shoreline Charm: Elegant Coastal Escape - Fairfield, CT
8.8 5 reviews
Fairfield, CT
16/08 – 28/08
503 €/nighttotal: 6036 € (12 )

Southport Shoreline Charm: Elegant Coastal Escape

3 2
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.
Studio Flat Above Historic Cider Mill - Fairfield, CT
9.9 364 reviews
Fairfield, CT
25/09 – 28/09
278 €/nighttotal: 834 € (3 )

Studio Flat Above Historic Cider Mill

1 3
studio , Westport
This Westport apartment is conveniently located within a 3-mile radius of Southport Beach, Burying Hill Beach, and the Country Club of Fairfield, making it ideal for exploring the area. It has received excellent ratings for location, cleanliness, and user experience, ensuring a comfortable and enjoyable stay.
The apartment offers a spacious 79 square metre layout with one bedroom and one bathroom, comfortably accommodating up to four guests. It is fully equipped with a kitchen, laundry facilities, air conditioning, a jacuzzi, and parking, as well as free Wi-Fi, a Smart TV, and a coffee/tea maker for a relaxing and convenient stay.
Lake House Cozy To Relax With A Family. 6 Bedroom Very Spacious House. - Fairfield, CT
9.6 5 reviews
Fairfield, CT
17/07 – 19/07
3185 €/nighttotal: 6370 € (2 )

Lake House Cozy To Relax With A Family. 6 Bedroom Very Spacious House.

6 12
apartment , Trumbull
This Trumbull, Connecticut holiday home is conveniently located near major highways, offering easy access to local parks such as Boothe Memorial Park and museums including the National Helicopter Museum.
The six-bedroom, four-bathroom property sleeps twelve guests and boasts amenities including a jacuzzi, garden, free WiFi, and a fully equipped kitchen with dishwasher; nearby attractions include Beardsley Zoo and the Discovery Museum.

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 Art&architecture Retreat - Fairfield, CT
10 7 reviews
Fairfield, CT
25/09 – 28/09
2731 €/nighttotal: 8193 € (3 )

Modern Art&architecture Retreat

1 3
apartment , Westport
This Westport, Connecticut apartment, an eight-minute drive from the beaches and an hour and 20 minutes from New York City via Metro-North, offers easy access to Westport's restaurants and shops.
Sleeping fourteen comfortably in seven bedrooms and six and a half bathrooms, this luxurious dwelling boasts a private pool, hot tub, media room, and fire pit, alongside high-speed Wi-Fi and smart features.
Private 5 Acre Estate Near Nyc Pool Ev Charger 4br 5ba Sleeps 8 Plus 2 Kids - Fairfield, CT
Fairfield, CT
01/10 – 31/01
1764 €/nighttotal: 215208 € (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.
Home In Fairfield - Fairfield, CT
10 5 reviews
Fairfield, CT
25/09 – 28/09
954 €/nighttotal: 2862 € (3 )

Home In Fairfield

1 3
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.
3-bedroom 2-bath House In Norwalk With In-law Suite, Pool, Bbq - Fairfield, CT
8.8 8 reviews
Fairfield, CT
23/10 – 25/10
532 €/nighttotal: 1064 € (2 )

3-bedroom 2-bath House In Norwalk With In-law Suite, Pool, Bbq

3 7
apartment , Norwalk
This apartment in Norwalk is located a mere 400 metres from Earthplace Museum and Lockwood Mathews Mansion Museum, with The SoNo Collection and Center Seven Shopping Centre also within easy reach.
This 3-bedroom, 2-bathroom flat accommodates up to 8 guests and includes a microwave oven, dishwasher, air conditioning, and parking, with a swimming pool available on site.

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

Family Home Near Roosevelt Forest & Historic Sites - Fairfield, CT
Fairfield, CT
01/10 – 31/01
236 €/nighttotal: 28792 € (122 )

Family Home Near Roosevelt Forest & Historic Sites

4 4
apartment , Stratford
This Stratford flat offers easy access to the Merritt Parkway, with Roosevelt Forest less than 1 kilometre away and Boothe Memorial Park 1.6 kilometres distant.
This 147 square metre residence accommodates up to eight guests in four bedrooms, featuring two living areas, two dining tables, a well-equipped kitchen with a dishwasher, air conditioning, and free WiFi, with pets allowed for a fee.
Cozy 1920s Beach Cottage - Fairfield, CT
10 2 reviews
Fairfield, CT
25/09 – 28/09
395 €/nighttotal: 1185 € (3 )

Cozy 1920s Beach Cottage

1 3
apartment , Fairfield
This three-bedroom flat is situated in a private beach community in Fairfield, just 60 metres from Long Island Sound with public access, and a five-minute drive from downtown Fairfield and Southport.
This property offers accommodation for five guests with a combined living/dining area, a breakfast bar, a workspace, and includes a pullout twin, a double bed, and a queen bed, with nearby amenities such as a playground, nature trails, and a Par 3 golf course.
Lovely 5 Bedroom Beach House With Large Backyard - Fairfield, CT
10 10 reviews
Fairfield, CT
22/10 – 26/10
1403 €/nighttotal: 5612 € (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.
Westport Connecticut Greensfarms Road Gated Estate Home\nmint Condition - Fairfield, CT
Fairfield, CT
01/07 – 31/07
743 €/nighttotal: 22290 € (30 )

Westport Connecticut Greensfarms Road Gated Estate Home\nmint Condition

5 1
apartment , Westport
This five-bedroom, seven-bathroom residence in Westport offers convenient access to Southport Beach, located within a 15-minute walk, and is a short drive from Burying Hill Beach, the Fairfield Theatre Company, and the Country Club of Fairfield.
This spacious apartment accommodates up to ten guests and includes essential amenities such as Wi-Fi and air conditioning, with nearby attractions including Trout Brook Valley State Park Reserve and the Ballpark at Harbor Yard.

Best pet-friendly Fairfield, CT holiday apartments

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

Retro Bridgeport Apartment - Fairfield, CT
9.6 36 reviews
Fairfield, CT
06/09 – 20/09
124 €/nighttotal: 1736 € (14 )

Retro Bridgeport Apartment

1 2
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.
Modern Apartment In Black Rock- - Fairfield, CT
10 4 reviews
Fairfield, CT
25/09 – 28/09
318 €/nighttotal: 954 € (3 )

Modern Apartment In Black Rock-

1 3
apartment , Bridgeport
This Black Rock, Bridgeport flat is conveniently located near Bridgeport's Downtown South Historic District and beautiful beaches, offering easy access to attractions such as the Connecticut Audubon Birdcraft Museum and the Discovery Museum.
The 83 square metre (893 square feet) one-bedroom, one-bathroom apartment sleeps four guests and includes amenities such as free internet, parking, air conditioning, and a kitchen with a fridge and microwave; nearby water activities, including motor boating, are also available.
Bright, Airy Singlefamily Home In Fairfield, Minutes From Fairfield Beach - Fairfield, CT
Fairfield, CT
06/09 – 20/09
406 €/nighttotal: 5684 € (14 )

Bright, Airy Singlefamily Home In Fairfield, Minutes From Fairfield Beach

4 2
apartment , Fairfield
This Fairfield flat is located in the Tunxis Hill district, approximately 1.6 kilometres from Sacred Heart University and Fairfield University, and is also conveniently close to Fairfield Beach.
This 139 square metre residence accommodates up to nine guests with four bedrooms and two bathrooms, offering air conditioning, heating, a hair dryer, an iron, and a garden for outdoor enjoyment, with easy access to the Downtown Cabaret Theatre, Barnum Museum, Fairchild Wheeler Golf Course, and The Adventure Park at Discovery Museum.
2-bedroom Modern Apartment For Relaxing Stays - Fairfield, CT
Fairfield, CT
01/10 – 31/01
95 €/nighttotal: 11590 € (122 )

2-bedroom Modern Apartment For Relaxing Stays

2 4
apartment , Bridgeport
This two-bedroom flat is situated in Bridgeport's West End - West Side, offering convenient access to Silver Sands State Park and The Coastal Centre at Milford Point, with Beardsley Zoo and the Regina A. Quick Centre for the Arts also within proximity.
This accommodation for four guests boasts air conditioning, a balcony, and parking, with nearby attractions including the Hartford HealthCare Amphitheatre and Total Mortgage Arena, making it ideal for exploring local events and natural beauty.
©2026 cozycozy.com