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 42 reviews
Fairfield, CT
06/09 – 20/09
NZ$504/nighttotal: NZ$7056 (14 )
Entire Home In Fairfield, Beach & Train ~5min
1 2
apartment , Fairfield
This Fairfield, Connecticut railway carriage is situated approximately 6.4 km from Fairfield University and a 5-minute drive from Fairfield Metro Station, offering easy access to beaches like Jennings and Penfield, and towns including Southport and Westport. The three-bedroom, two-bathroom dwelling sleeps seven guests and boasts a fully equipped kitchen with appliances including a fridge, freezer, microwave, and dishwasher, plus Wi-Fi, smart TVs, and in-unit laundry facilities; a patio and garden complete this Fairfield accommodation.
10 24 reviews
Fairfield, CT
22/10 – 26/10
NZ$1359/nighttotal: NZ$5436 (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.
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.
9.6 41 reviews
Fairfield, CT
01/07 – 31/07
NZ$1727/nighttotal: NZ$51810 (30 )
Westport Luxury Family Retreat | Resort Pool Debut
1 2
apartment , Westport
This stylish three-bedroom home is located on a charming New England street in Westport, just a short distance from both the beautiful Compo Beach and the vibrant downtown area. The property has received excellent ratings for location, cleanliness, and overall user experience. The apartment is spacious and comfortable, with a large eat-in kitchen, a comfy family room, and a sunken patio. It can accommodate up to five guests and offers a fully equipped kitchen, a private home gym, a family-friendly yard, and convenient amenities like a laundry room and a two-car garage.
10 4 reviews
Fairfield, CT
16/08 – 28/08
NZ$924/nighttotal: NZ$11088 (12 )
Tidal Creek Beach Cottage
1 2
apartment , Fairfield
This four-bedroom cottage is situated in Fairfield, a short 1.6 kilometre bike ride from the town's beaches, restaurants, and ice cream shops. The property offers a private dock and kayaks for exploring the creek, a fully equipped kitchen with a dishwasher and induction stove, and comfortable beds for up to six guests.
8.0 8 reviews
Fairfield, CT
01/07 – 31/07
NZ$433/nighttotal: NZ$12990 (30 )
59 Rennell St, Bridgeport · Lovely 1 Bedroom Cozy Modern Apartment W/75 4k Tv
1 1
apartment , Bridgeport
This Bridgeport apartment is ideally situated near the University of Bridgeport and the Bridgeport Downtown South Historic District, within a 2.4km radius of Seaside Park and Seaside Beach, and a 1.9km walk from Bridgeport Station. The one-bedroom flat, sleeping two guests, boasts a fully equipped kitchen with a fridge, microwave, and stovetop, a washing machine, a fireplace, a TV, and on-site parking, all within a smoke-free environment.
Fairfield, CT
16/08 – 28/08
NZ$1226/nighttotal: NZ$14712 (12 )
4 Mi To Beach & Dtwn! Charming Fairfield Home
4 2
apartment , Fairfield
This apartment is situated in Fairfield's Tunxis Hill district, offering convenient access to Fairfield University (3.2 kilometres), downtown Bridgeport (6.4 kilometres), and local beaches. This 139 square metre flat accommodates up to nine guests with four bedrooms and two bathrooms, featuring a well-equipped kitchen, air conditioning, a garden, and parking, alongside outdoor dining facilities and a fire pit for entertaining.
9.6 5 reviews
Fairfield, CT
17/07 – 19/07
NZ$6334/nighttotal: NZ$12668 (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.
Fairfield, CT
16/08 – 28/08
NZ$471/nighttotal: NZ$5652 (12 )
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.
8.0 2 reviews
Fairfield, CT
25/09 – 28/09
NZ$522/nighttotal: NZ$1566 (3 )
Modern Apartment In Black Rock-
1 3
apartment , Bridgeport
This modern one-bedroom apartment in Bridgeport's Black Rock neighbourhood is conveniently located 2.7km from Jennings Beach and within a short drive of Silver Sands State Park and the Connecticut Post Mall. The 84-square-metre flat offers one bathroom, sleeps one guest, includes free Wi-Fi, air conditioning, and a fully equipped kitchen with a fridge and microwave; pets are welcome.
Fairfield, CT
01/07 – 08/09
NZ$323/nighttotal: NZ$22287 (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.
Best family friendly Fairfield, CT Holiday Apartments and Self Contained Accommodations
Among the 208 accommodations in Fairfield, CT, here are the 4 best family friendly holiday apartments
10 4 reviews
Fairfield, CT
06/09 – 20/09
NZ$705/nighttotal: NZ$9870 (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.
9.9 95 reviews
Fairfield, CT
23/10 – 25/10
NZ$589/nighttotal: NZ$1178 (2 )
Polita’s Place #1
1 7
apartment , Bridgeport
This three-bedroom flat is conveniently located in the centre of Bridgeport, within walking distance of the Beardsley Zoo and a short drive from the Downtown Bridgeport area and the Bridgeport Art Center. It has received excellent ratings for location, cleanliness and user experience. The flat is spacious and has a modern and coastal decor. It comes with a fully equipped kitchen, air conditioning, a garden, parking and internet access, making it perfect for a comfortable and enjoyable stay.
8.8 10 reviews
Fairfield, CT
06/09 – 20/09
NZ$1800/nighttotal: NZ$25200 (14 )
Charming Colonial For Events! Perfect For Family Reunions And Group Getaways!
6 2
apartment , Bridgeport
This six-bedroom, four-bathroom house, situated in Bridgeport's Downtown South Historic District near Perry House, offers easy access to attractions such as Beardsley Zoo and the Bridgeport Bluefish Baseball Club (distances not specified). The 3,300 sq ft (approximately 307 sq m) property sleeps 8-12 guests and includes a modern master suite with a private terrace, a den, stainless steel appliances, off-street parking for six cars, and extensive outdoor space including a half-acre lawn.
9.7 43 reviews
Fairfield, CT
17/07 – 19/07
NZ$6079/nighttotal: NZ$12158 (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 Fairfield, CT Holiday Apartments and Self Contained Accommodations in Fairfield, CT with a pool
Among the 208 accommodations in Fairfield, CT, here are the 4 best apartments with a pool
10 7 reviews
Fairfield, CT
25/09 – 28/09
NZ$5430/nighttotal: NZ$16290 (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.
10 7 reviews
Fairfield, CT
01/10 – 31/01
NZ$1067/nighttotal: NZ$130174 (122 )
Fairfield Beach Modern Colonial
1 4
apartment , Fairfield
This charming four-bedroom apartment is located just 800 metres from the beach and a 10-minute walk from Fairfield's town centre, with its restaurants and train station for easy access to New York City. The apartment has received excellent user reviews, making it a popular choice for travellers. The spacious apartment, covering 325 square metres, provides ample room for families or groups. Guests can enjoy a range of amenities including a swimming pool, a garden, a gym, and a chef's kitchen with a dining room that comfortably seats eight people.
Fairfield, CT
01/07 – 31/07
NZ$4349/nighttotal: NZ$130470 (30 )
6-bedroom House With Fitness Room And Pool In Westport
7 1
apartment , Westport
This spacious 604 square metre residence in Westport offers 7 bedrooms and 8 bathrooms, accommodating up to 14 guests with a private swimming pool, outdoor pavilion with a fireplace, and an on-site fitness room. Conveniently located near the Country Club of Fairfield and Gateway Shopping Centre, this property provides easy access to golf courses, shopping, and entertainment at the Pitt Centre and Total Mortgage Arena, with pets and families welcome.
Fairfield, CT
01/10 – 31/01
NZ$1847/nighttotal: NZ$225334 (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.
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 access to Long Island Sound. It's also renowned for its charming New England town centre, featuring historic architecture and a mix of boutiques and restaurants. The town boasts excellent schools and a strong sense of community, making it a desirable place to live, and consequently, a pleasant place to visit.
What are some off-the-beaten-path spots to check out in Fairfield, Connecticut, United States?
For something a bit different, explore the Lake Mohegan area. It offers lovely walking trails and a peaceful atmosphere away from the busier parts of town. The Southport section of Fairfield also has some quieter, more residential streets with beautiful architecture and glimpses of the Sound that are less crowded than the main beaches.
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 perfect for enjoying the beaches and outdoor activities. However, it's also the busiest time. Spring (April-May) and Autumn (September-October) provide pleasant temperatures, fewer crowds, and beautiful foliage in the autumn. Winter can be cold, but offers a quieter experience.
What are the best apartments with a jacuzzi in Fairfield, CT?
Are there any cultural festivals unique to Fairfield, Connecticut, United States?
Fairfield doesn't have large-scale festivals unique to the town itself in the way some larger cities do. However, the town participates in the broader Connecticut and New England celebrations throughout the year. Check local listings for events closer to your travel dates.
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's location on Long Island Sound makes water sports popular, including boating, kayaking, and swimming. There are also many parks and trails ideal for hiking, cycling, and running. The town also has several excellent golf courses.
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?
Visiting local businesses, particularly smaller, independent shops and restaurants, is a great way to interact with residents. Attending local events, if any are scheduled during your visit, will also provide opportunities for conversation. Many people in Fairfield are friendly and happy to chat about their town.
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 New England location. You'll find plenty of fresh seafood restaurants offering dishes like lobster rolls and clam chowder. There are also many options for traditional American comfort food.
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 exploring on foot. Depending on the season, pack layers of clothing, including a light jacket or raincoat. Sunscreen, swimwear (if visiting during warmer months), and insect repellent are also recommended.
What are the top sights to visit in Fairfield, Connecticut, United States?
The Fairfield Museum and History Center provides insights into the town's past. Fairfield Beach is a popular spot for swimming and sunbathing. Exploring the town centre, with its mix of shops and historic buildings, is also a must. Consider a walk or cycle along the shoreline for beautiful views of Long Island Sound.
Nearby regions
Best Fairfield, CT holiday apartments with air conditioning
10 59 reviews
Fairfield, CT
06/08 – 09/08
NZ$785/nighttotal: NZ$2355 (3 )
The Elijah Sterling House
1 5
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.
9.9 364 reviews
Fairfield, CT
25/09 – 28/09
NZ$552/nighttotal: NZ$1656 (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.
10 7 reviews
Fairfield, CT
06/08 – 09/08
NZ$920/nighttotal: NZ$2760 (3 )
Big Family Home | 3br W/ Piano, Deck, Fire Pit
1 5
apartment , Fairfield
This Fairfield apartment, located near Tunxis Hill Park, is within 1.6km of a subway station and less than 5km from Fairfield University and Fairfield beaches (Penfield and Jennings). The three-bedroom, two-bathroom property sleeps six, offering a full kitchen, dining room, living room, home office, garden, parking (including EV charging), and kayaks; guests can also enjoy amenities such as a piano, fire pit, and a deck.
9.6 13 reviews
Fairfield, CT
25/09 – 28/09
NZ$616/nighttotal: NZ$1848 (3 )
Modern Apartment In Black Rock
1 3
apartment , Bridgeport
This beachfront apartment in Bridgeport, Connecticut is conveniently located less than 1.6km from Longfellow and Seaside Parks, and under 4.8km from Fairfield Museum and History Centre and Fairfield University. The 83 square metre flat offers one bedroom, one bathroom, sleeps three, and includes a fully equipped kitchen, in-unit laundry, and a sofa bed; nearby attractions include Fairfield Metro Station, a 17-minute walk away.
Best pet-friendly Fairfield, CT holiday apartments
Among the 208 accommodations in Fairfield, CT, here are the 4 best pet friendly holiday apartments
10 13 reviews
Fairfield, CT
25/09 – 28/09
NZ$1037/nighttotal: NZ$3111 (3 )
Beach Area 2-3 Bedroom
1 3
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.
10 73 reviews
Fairfield, CT
06/08 – 09/08
NZ$6272/nighttotal: NZ$18816 (3 )
Summer Estate Close To Ny, Nj, Ma W Heated Pool Sleeps 16+
1 5
apartment , Fairfield
This spacious apartment is situated on a secluded two-acre property in the countryside of Fairfield, Connecticut, offering peace and privacy away from the town centre. It has received excellent ratings for its location, cleanliness, and overall user experience. The apartment spans 465 square metres and comfortably accommodates up to 16 guests. It boasts a range of amenities including a private pool and pool house, a fitness centre with a Peloton bike and treadmill, and a fully equipped kitchen.
9.7 159 reviews
Fairfield, CT
01/10 – 31/01
NZ$441/nighttotal: NZ$53802 (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.
9.0 1 review
Fairfield, CT
06/09 – 20/09
NZ$438/nighttotal: NZ$6132 (14 )
Modern 2 Bed In Blackrock
1 2
apartment , Bridgeport
This two-bedroom Bridgeport apartment is situated in the Black Rock district, approximately 16 kilometres from Silver Sands State Park and 40 kilometres from Yale University and the Yale Bowl. The 900-square-metre flat offers a private entrance, in-unit laundry, free Wi-Fi, and accommodates up to seven guests, with a fully equipped kitchen including an oven and microwave.
