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.
9.8 230 reviews
Fairfield, CT
06/09 – 20/09
A$293/nighttotal: A$4102 (14 )
Spacious Studio With Pool Table
1 2
apartment , Westport
This studio apartment is located in Westport, just a short distance from the town centre and within walking distance of the Saugatuck River, offering a peaceful setting close to local amenities. The apartment has received excellent ratings for its cleanliness, location and overall experience. This comfortable studio apartment sleeps up to four guests and features a separate pool table area, entertainment lounge, and bedroom space. Guests can enjoy a private entrance, dedicated parking, a well-equipped kitchenette, a work desk with a large iMac, and a fully stocked bathroom with towels, hairdryer, and toiletries.
9.6 14 reviews
Fairfield, CT
23/10 – 25/10
A$2192/nighttotal: A$4384 (2 )
Westport Waterfront!
4 7
apartment , Westport
This waterfront cottage is located on Hummock Island, a short distance from Westport's town centre, offering a peaceful escape in a beautiful natural setting. The property has received excellent ratings for location, cleanliness and overall experience. The cottage has a spacious and bright layout, suitable for families or groups of up to 10 guests. The property offers a range of amenities, including a fully equipped kitchen, air conditioning, a garden, a fitness centre, kayaks and access to a private island.
9.6 10 reviews
Fairfield, CT
06/08 – 09/08
A$972/nighttotal: A$2916 (3 )
The Lil Nauti Cottage, Steps To Fairfield Beach
1 5
apartment , Fairfield
This Fairfield apartment is located a short distance inland from the original beachfront location, overlooking marshlands and offering a glimpse into the town's history. The property has received excellent ratings for its location, cleanliness, and overall user experience. This spacious five-bedroom home comfortably accommodates up to ten guests. The apartment features modern amenities, including a fully equipped kitchen, a private garden with an outdoor shower and fire pit, and a comfortable living area with large windows and vaulted ceilings.
Fairfield, CT
01/07 – 31/07
A$1393/nighttotal: A$41790 (30 )
Fairfield Beach-steps To Sand
4 1
apartment , Fairfield
This four-bedroom, three-bathroom flat offers direct access to Fairfield Beach, located just over 1.6 kilometres from downtown Fairfield's shops, restaurants, Metro North station, and I-95, with the marina, skate park, and playground also within easy reach. This property accommodates up to eight guests and features a home cinema, EV charger, high-speed Wi-Fi with Alexa integration, motorised shades, and Sonos sound system, alongside multiple decks, a covered porch with an outdoor fireplace, and complimentary use of kayaks, beach chairs, and blankets.
10 24 reviews
Fairfield, CT
22/10 – 26/10
A$1124/nighttotal: A$4496 (4 )
Westport Farmhouse, Walk To Beach & Train Station
5 2
apartment , Westport
This Westport Gold Coast farmhouse, less than 1.6km from two Metro-North train stations and within walking distance of two beaches, offers easy access to both NYC and the coastline. The five-bedroom, three-bathroom property sleeps nine, boasting a large dining room, covered porch, pond, and parking for three cars, plus a small garage ideal for bicycle storage.
10 3 reviews
Fairfield, CT
27/06 – 04/07
A$588/nighttotal: A$4116 (7 )
Fairfield! Spacious 3bd/1ba On A Quiet Cul De Sac
1 2
apartment , Fairfield
This Fairfield apartment, a spacious three-bedroom property sleeping five, offers convenient self check-in and is unfortunately lacking precise location details to specify proximity to local landmarks. The self-contained flat boasts a large private deck with a Weber BBQ, a fully equipped kitchen with granite worktops and stainless steel appliances, and high-quality amenities including a 65” Samsung Smart TV and Sonos sound system.
9.8 37 reviews
Fairfield, CT
01/10 – 31/01
A$893/nighttotal: A$108946 (122 )
Westport: Walk To Town, Private Natural Setting, Lovely Neighborhood
1 4
apartment , Westport
This spacious apartment is located in a quiet cul-de-sac neighbourhood in Westport, just a short walk from the bus stop for the commuter rail to Grand Central Station in Manhattan and a short drive from the town centre and the beach. It has consistently received excellent ratings for its location, cleanliness, and user experience. The property offers one-floor living with 186 square metres of space, accommodating up to 8 guests. Amenities include a fully equipped kitchen, a private garden, a jacuzzi, a sauna, a spa, a fitness centre, and a range of entertainment options for all ages.
Fairfield, CT
01/07 – 08/09
A$267/nighttotal: A$18423 (69 )
Cozy 2-bedroom Apartment In Bridgeport With Wifi, Ac Heat, Washer Dryer, Parking
2 2
apartment , Bridgeport
This Bridgeport apartment is conveniently located near the Downtown Cabaret Theatre and Barnum Museum, offering easy access to other Bridgeport attractions. The two-bedroom flat sleeps four guests comfortably in two queen beds and includes in-unit laundry, Wi-Fi, and parking; nearby attractions include the Adventure Park at Discovery Museum and Beardsley Zoo.
Fairfield, CT
27/06 – 04/07
A$607/nighttotal: A$4249 (7 )
Charming Beach Apartment
1 2
apartment , Fairfield
This Fairfield apartment, recently renovated in January 2025, is centrally located within walking distance of Fairfield Beach and the town centre, and directly opposite a park with bocce, volleyball, and tennis courts. The three-bedroom, one-bathroom flat sleeps four guests and offers amenities including parking, internet access, and air conditioning; pets are welcome.
Fairfield, CT
01/10 – 31/01
A$389/nighttotal: A$47458 (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.
Fairfield, CT
01/07 – 31/07
A$288/nighttotal: A$8640 (30 )
Charming Newly Renovated 2-bedroom Apartment In Fairfield
2 1
apartment , Fairfield
This two-bedroom flat is situated in the Tunxis Hill district of Fairfield, a mere 6-minute drive from the Discovery Museum and 4 minutes from Lake Mohegan. This 121 square meter apartment accommodates up to four guests and includes a private garden, complimentary Wi-Fi, a kitchenette with an oven and refrigerator, and on-site parking.
Best family friendly Fairfield, CT Holiday Apartments
Among the 208 accommodations in Fairfield, CT, here are the 4 best family friendly holiday apartments
9.9 74 reviews
Fairfield, CT
25/09 – 28/09
A$807/nighttotal: A$2421 (3 )
Modern Beach Bungalow
1 3
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.
10 4 reviews
Fairfield, CT
06/09 – 20/09
A$583/nighttotal: A$8162 (14 )
Quintessential Cozy Haven, Brooklawn Beauty
4 2
apartment , Bridgeport
This 4-bedroom flat in Bridgeport's Brooklawn - St. Vincent district offers easy access to Beardsley Zoo, Downtown Cabaret Theatre, Seaside Park, and Webster Bank Arena, providing a residential feel with convenient access to local landmarks. This spacious property accommodates up to 10 guests with amenities including a fireplace, dedicated workspace with Wi-Fi, a fully equipped kitchen with a Nespresso machine, air conditioning, and on-site parking, ideal for families or groups seeking a comfortable stay.
Fairfield, CT
06/09 – 20/09
A$665/nighttotal: A$9310 (14 )
Captain House In Black Rock-academic Rental
3 2
apartment , Bridgeport
This three-bedroom flat is located in Bridgeport's historic Black Rock district, offering waterfront views of Burr Creek and situated 6 kilometres from Silver Sands State Park. This property, spanning 33 square metres and accommodating up to seven guests, features a kitchen with a fridge, microwave, and dishwasher, air conditioning, a garden, parking, and a laundry room, with a check-out time of 10:00 AM.
9.7 159 reviews
Fairfield, CT
01/10 – 31/01
A$365/nighttotal: A$44530 (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.
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
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.
Fairfield, CT
01/07 – 08/09
A$5138/nighttotal: A$354522 (69 )
Modern Westport Designer Estate
1 2
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.
10 1 review
Fairfield, CT
27/06 – 04/07
A$1820/nighttotal: A$12740 (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.
10 5 reviews
Fairfield, CT
22/10 – 26/10
A$8237/nighttotal: A$32948 (4 )
Paradise Awaits
5 Acre Estate - Sasco Hill
1 2
apartment , Fairfield
This luxury estate is situated on Sasco Hill in Fairfield, just a short walk from Sasco Beach and the Long Island Sound, offering a peaceful retreat with stunning views. The property has received excellent ratings for location, cleanliness, and user experience, making it a popular choice for travellers. The five-bedroom house comfortably sleeps up to ten guests, ideal for families or groups of friends. With an Olympic-sized swimming pool, twin cabanas, a spacious den, a martini lounge, and a dedicated children's suite, the estate provides a luxurious and comfortable stay with plenty of entertainment options.
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 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
10 2 reviews
Fairfield, CT
25/09 – 28/09
A$487/nighttotal: A$1461 (3 )
Pleasant Wellness Home Bridgeport-2
1 3
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.
9.2 10 reviews
Fairfield, CT
06/09 – 20/09
A$339/nighttotal: A$4746 (14 )
Modern Westport Studio With Pool Table & Lounge
1 2
studio , Westport
This Westport studio apartment is conveniently located approximately 32 to 43 kilometres from the Connecticut Post Mall and the Russian Railway Museum. The 107-square-metre self-contained unit sleeps seven guests and features a fully equipped kitchen, air conditioning, free Wi-Fi, a private entrance, and a pool table.
10 18 reviews
Fairfield, CT
25/09 – 28/09
A$2370/nighttotal: A$7110 (3 )
Fairfield Favorite
1 3
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.
9.7 26 reviews
Fairfield, CT
01/10 – 31/01
A$809/nighttotal: A$98698 (122 )
Modern + Spacious 5br/2ba Home, Renovated Backyard
1 4
apartment , Bridgeport
This five-bedroom, two-bathroom house in Bridgeport offers excellent accommodation for up to 12 guests, situated within walking distance of Seaside Park, Captain's Cove Seaport, and Beardsley Zoo. The property features two fully equipped kitchens, two living rooms, a private garden with parking, high-speed internet, and is newly renovated throughout.
Best pet-friendly Fairfield, CT holiday apartments
Among the 208 accommodations in Fairfield, CT, here are the 4 best pet friendly holiday apartments
9.8 45 reviews
Fairfield, CT
01/10 – 31/01
A$652/nighttotal: A$79544 (122 )
Gorgeous, Luxury Cape In Westport!
3 4
apartment , Westport
This Cape Cod-style house is located in Westport, Connecticut, just a short distance from the beach and the charming downtown area, making it perfect for exploring both the natural beauty and the urban amenities of the town. The accommodation has consistently received excellent ratings for its location, cleanliness, and overall experience. The house is spread over three floors, offering ample space for up to six guests. It comes equipped with a fully fitted kitchen, a garden, and parking, ensuring a comfortable and enjoyable stay.
10 3 reviews
Fairfield, CT
06/09 – 20/09
A$713/nighttotal: A$9982 (14 )
Coastal Lifestyle
1 2
apartment , Fairfield
This Fairfield apartment is situated just a short distance from the beach and offers stunning views of the salt marsh, a tranquil setting just an hour's train ride from New York City and 25 minutes from New Haven. The property has consistently received excellent ratings for user experience, location, and cleanliness. The apartment comfortably accommodates up to six guests in its four bedrooms and two bathrooms. It comes equipped with modern amenities such as air conditioning, a dishwasher, and a private deck with scenic views, making it a perfect choice for families or groups looking for a comfortable and relaxing stay.
10 17 reviews
Fairfield, CT
16/08 – 28/08
A$829/nighttotal: A$9948 (12 )
Newly Built Twin Beach House Within Steps To Beach
1 2
apartment , Fairfield
This five-bedroom, three-bathroom Fairfield house, ideal for large groups (up to 10 guests), is situated a short walk from Fairfield's beaches and less than 1.6km from the town centre's restaurants, shops, and bars. The property boasts a fenced backyard with decks, a Weber grill, smart TVs in every bedroom and the living room, a Tesla charging station, and luxury furnishings; a similar neighbouring house is available for even larger parties.
10 1 review
Fairfield, CT
25/09 – 28/09
A$347/nighttotal: A$1041 (3 )
Cozy Private 2br/2ba Retreat W/separate Entrance
1 3
apartment , Bridgeport
This newly renovated two-bedroom flat in Bridgeport is located in a residential area, offering a private and peaceful stay with convenient access to local amenities. This basement apartment accommodates up to four guests and features a fully equipped kitchen, two bathrooms, a bar area, and in-unit laundry, with assigned parking and air conditioning for year-round comfort.
