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.
9.3 45 reviews
Fairfield, CT
19/12 – 02/01
NZ$732/nighttotal: NZ$10248 (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.
9.6 19 reviews
Fairfield, CT
22/10 – 26/10
NZ$291/nighttotal: NZ$1164 (4 )
1 Bedroom - Bridgeport Apartment
1 2
apartment , Bridgeport
This apartment is situated above a Tabernacle Church in Bridgeport, offering a unique cultural experience, especially on Sundays at 11 am and Wednesdays at 5 pm. The church's location is likely central, making it easy to explore the city. The apartment offers a queen-size bed and a pull-out couch, comfortably sleeping up to three guests. It includes a kitchen with a fridge, freezer, and microwave oven, plus parking and internet access.
9.5 11 reviews
Fairfield, CT
27/06 – 04/07
NZ$324/nighttotal: NZ$2268 (7 )
Modern And Spacious Studio In Fairfield, Ct
1 2
apartment , Fairfield
This Fairfield studio apartment is conveniently located in a quiet residential area, close to shops, Fairfield University, and a short drive (approximately 10 km) from Fairfield's beaches. The self-contained unit, sleeping up to two guests, features a private kitchenette with a fridge and microwave, a private bathroom, and access to a shared full-size kitchen and dining area; air conditioning and parking are also provided.
10 106 reviews
Fairfield, CT
22/10 – 26/10
NZ$433/nighttotal: NZ$1732 (4 )
Spacious Cottage Loft
1 2
apartment , Bridgeport
The Spacious Cottage Loft is located in Black Rock, a charming seaside neighbourhood in Bridgeport, Connecticut, set on the grounds of a historic Victorian house dating back to the 1840s. The cottage has received excellent ratings for location, cleanliness, and user experience, making it a popular choice for travellers. The cottage has one bedroom and one bathroom, comfortably accommodating two guests. It offers a range of amenities including a fully equipped kitchen, two smart TVs, a dedicated workspace, a private patio, and access to a swimming pool during the warmer months.
9.7 23 reviews
Fairfield, CT
29/07 – 07/08
NZ$1007/nighttotal: NZ$9063 (9 )
Ffld Beach House, Walk To Beach, Marina And Town!
1 2
apartment , Fairfield
This Fairfield property is situated in a highly desirable beach neighbourhood, just a short walk from Jennings Beach, South Benson Marina, and the Sand Castle Playground. The apartment has consistently received excellent ratings for its location, cleanliness, and overall user experience. The two-storey house offers ample space for up to 8 guests, providing privacy and comfort. Guests can enjoy a range of amenities, including a fully equipped kitchen, a fenced-in backyard with a patio, a private outdoor shower, and a selection of outdoor recreation equipment, such as beach cruisers, paddleboards, and a propane grill.
10 1 review
Fairfield, CT
27/06 – 04/07
NZ$2201/nighttotal: NZ$15407 (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.
Fairfield, CT
17/08 – 31/08
NZ$2627/nighttotal: NZ$36778 (14 )
Walk To Beach! 4 Bedroom, 4.5 Bath. August Only!
4 2
apartment , Fairfield
This Fairfield holiday home, near Penfield, Fairfield Beach, and Jennings Beach (all within under 2 km), offers easy access to the Fairfield Museum and History Centre. Sleeping up to 10 guests, this four-bedroom, five-bathroom property includes Wi-Fi, air conditioning, and essential toiletries; nearby attractions include the Country Club of Fairfield and Fairchild Wheeler Golf Course.
Fairfield, CT
27/06 – 04/07
NZ$577/nighttotal: NZ$4039 (7 )
Modern 3 Bed House In Black Rock
3 2
house , Bridgeport
This three-bedroom house in Bridgeport's Black Rock neighbourhood is 2.8 km from Jennings Beach, 17 km from Silver Sands State Park, and 22 km from the Connecticut Post Mall. The 140 square metre property offers a fully equipped kitchen, garden, air conditioning, Wi-Fi, and accommodates up to eight guests.
10 24 reviews
Fairfield, CT
22/10 – 26/10
NZ$1173/nighttotal: NZ$4692 (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 13 reviews
Fairfield, CT
27/06 – 04/07
NZ$1295/nighttotal: NZ$9065 (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.
9.7 3 reviews
Fairfield, CT
29/07 – 07/08
NZ$1069/nighttotal: NZ$9621 (9 )
Fairfield Cottage -Top Rated Gem, Fire Pit, Near Beach, 90 Min To Nyc
3 2
house , Fairfield
This charming cottage is located in Fairfield, just 18 kilometres from Silver Sands State Park, 22 kilometres from Connecticut Post Mall Shopping Centre, and 32 kilometres from The Yale Bowl, offering a peaceful retreat away from the hustle and bustle. It has consistently received excellent ratings for location, cleanliness, and overall user experience. The cottage features three bedrooms and one bathroom, spanning 130 square metres and comfortably accommodating up to six guests. It boasts a fully equipped kitchen, private patio, air conditioning, complimentary Wi-Fi, and private parking, along with a garden and outdoor play equipment for families.
Best family friendly Fairfield, CT holiday rentals
Among the 245 accommodations in Fairfield, CT, here are the 4 best family friendly rentals
Fairfield, CT
01/10 – 31/01
NZ$2174/nighttotal: NZ$265228 (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.
10 1 review
Fairfield, CT
16/08 – 28/08
NZ$1383/nighttotal: NZ$16596 (12 )
Amazing Elevated House Across From The Beach
1 2
apartment , Fairfield
This four-bedroom, two-bathroom flat is located in Fairfield, a coastal town, offering proximity to the sea for a picturesque and tranquil getaway. This apartment accommodates up to eight guests and includes a kitchen, air conditioning, internet, and parking, with pets welcome.
10 181 reviews
Fairfield, CT
29/07 – 07/08
NZ$263/nighttotal: NZ$2367 (9 )
Sunny Fairfield Studio Apartment
1 2
apartment , Fairfield
This charming studio apartment is located in a historic carriage house in Fairfield, just a short drive from the town centre, the beach and Fairfield University. The studio has received excellent ratings for its location, cleanliness and overall experience, making it a great choice for travellers looking for a comfortable and convenient stay. The studio is ideal for a couple or a small family, with a queen-size bed and a twin daybed with a pull-out trundle. It features a well-equipped kitchenette, a comfortable living space, a 55-inch Smart LED TV, a private entrance and a dedicated parking space.
Fairfield, CT
19/12 – 02/01
NZ$1787/nighttotal: NZ$25018 (14 )
Compo Beach Access Gated Private House In Westport
3 4
apartment , Westport
This private, gated 1-acre Gold Coast residence in Westport is situated 22.5 kilometres from Compo Beach and 16 kilometres from the town centre. This spacious 3-bedroom, 3-bathroom flat accommodates up to 10 guests and offers amenities including a stocked kitchen, a playroom, a ping-pong table, a fire pit, and an exclusive Compo Beach parking emblem for the summer season.
Best Fairfield, CT holiday rentals with a pool
Among the 245 accommodations in Fairfield, CT, here are the 4 best rentals with a pool
9.5 29 reviews
Fairfield, CT
17/08 – 31/08
NZ$1127/nighttotal: NZ$15778 (14 )
Bright Zen Studio
1 2
apartment , Fairfield
This Fairfield apartment is located on a quiet historic street, just a block away from the lively Post Road, offering easy access to shops, restaurants and the town centre. The property has received excellent ratings for its cleanliness, location and overall experience. The home is spacious and designed to evoke a relaxed beach atmosphere. Guests can enjoy outdoor dining by the pool, relax in the garden, and make use of the fully equipped kitchen, which includes a dishwasher, fridge, freezer and microwave.
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.
Fairfield, CT
01/10 – 31/01
NZ$3507/nighttotal: NZ$427854 (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.
10 5 reviews
Fairfield, CT
22/10 – 26/10
NZ$8587/nighttotal: NZ$34348 (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 holiday rentals in Fairfield, CT
What are the must-see sights in Fairfield, Connecticut?
Fairfield boasts several attractive spots. The historic Fairfield Museum and History Center offers a glimpse into the town's past. Lake Mohegan offers lovely walks and views, while the Fairfield University campus is architecturally impressive and has some beautiful green spaces. People also enjoy exploring the coastline and beaches, such as Jennings Beach and Southport Beach.
What are the best Airbnb and holiday rentals in Fairfield, CT?
Are there any unique natural phenomena in Fairfield, Connecticut?
Fairfield doesn't have dramatic, unique natural phenomena like geysers or massive caves. However, its location on Long Island Sound provides beautiful coastal scenery, tidal changes, and diverse birdlife, particularly noticeable in the salt marshes and along the coastline. The seasonal changes are also quite striking.
What are the most popular Airbnbs in Fairfield, CT?
What essentials should you bring along to Fairfield, Connecticut?
Pack comfortable walking shoes, as you'll likely be doing a fair bit of exploring on foot. Sunscreen and a hat are vital, especially during the summer months. Depending on the time of year, layers of clothing are advisable, as the weather can be changeable. Don't forget swimwear if you plan on visiting the beaches.
What are the best holiday rentals with a pool in Fairfield, CT?
What famous events or festivals are happening in Fairfield, Connecticut?
Fairfield's events calendar varies throughout the year. The annual July 4th fireworks display over Long Island Sound is a popular event. Check local listings closer to your travel dates for smaller community events and festivals.
What are the best rentals for families and kids in Fairfield, CT?
Where can you find the best restaurants serving local dishes in Fairfield, Connecticut, and what are the must-try specialties?
Fairfield has a diverse culinary scene. While there aren't specific 'Fairfield specialties', many restaurants offer fresh seafood caught locally from Long Island Sound. Consider trying some of the restaurants along the Post Road for a range of options, from casual eateries to more upscale dining experiences. Looking at online reviews will help you find places that suit your taste and budget.
What are the best rentals or Airbnbs with a jacuzzi in Fairfield, CT?
What are some less-famous attractions in Fairfield, Connecticut that are worth a visit?
The Pequotsepos Nature Center offers a lovely escape into nature with walking trails. Exploring the various smaller parks and green spaces scattered throughout town can be a rewarding experience. Take a walk along the coastline paths away from the main beaches for a more tranquil experience.
What are the best activities for engaging with locals and understanding their culture in Fairfield, Connecticut?
Attending local events and festivals is a great way to interact with residents. Visiting the Fairfield Museum and History Center can provide insight into the town's heritage. Simply striking up conversations with people in local shops or cafes can be a pleasant way to learn more about the community.
What unique natural landscapes and terrain features can travellers explore in Fairfield, Connecticut?
Fairfield's landscape is characterised by its coastal location, with beaches, salt marshes, and the shoreline itself offering diverse exploration opportunities. The relatively flat terrain is punctuated by some gentle hills and the wooded areas of places like Lake Mohegan.
How many days are ideal for visiting Fairfield, Connecticut, and what are some itinerary suggestions?
Two to three days is a good amount of time to explore Fairfield. One could spend a day exploring the town centre, visiting the museum and enjoying the beaches. Another day could be dedicated to exploring Lake Mohegan and the surrounding nature trails. A third day could involve further beach time or exploring nearby towns.
Nearby regions
Best Fairfield, CT holiday rentals with a balcony
Fairfield, CT
29/07 – 07/08
NZ$274/nighttotal: NZ$2466 (9 )
2-bedroom Modern Apartment For Relaxing Stays
2 2
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.
8.0 1 review
Fairfield, CT
09/07 – 31/08
NZ$1058/nighttotal: NZ$56074 (53 )
Beechmont-charming Colonial For Events And Getaways!
6 1
house , Bridgeport
This Bridgeport property, a colonial-style house, is located 13.7km from Silver Sands State Park and 19.3km from the Connecticut Post Mall, offering convenient access to local attractions. The 307 square metre dwelling boasts one bedroom, four bathrooms, and accommodates up to 23 guests, featuring a fully equipped kitchen, free Wi-Fi, private parking, and a terrace/garden.
Fairfield, CT
06/08 – 09/08
NZ$1174/nighttotal: NZ$3522 (3 )
Renovated Cape Near Beach With Fire Pit
3 5
house , Fairfield
Fairfield Retreat, a one-bedroom house in Fairfield, Connecticut, is conveniently located 18km from the Connecticut Post Mall, 18km from Silver Sands State Park, and 35km from Yale University. This self-catering property sleeps up to 17 guests and boasts two bathrooms, free Wi-Fi, private parking, a garden, and air conditioning.
10 2 reviews
Fairfield, CT
23/10 – 25/10
NZ$1871/nighttotal: NZ$3742 (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.
Best Fairfield, CT holiday rentals with parking
10 4 reviews
Fairfield, CT
29/07 – 07/08
NZ$476/nighttotal: NZ$4284 (9 )
Modern Apartment In Black Rock-
1 2
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.
9.0 1 review
Fairfield, CT
06/08 – 09/08
NZ$708/nighttotal: NZ$2124 (3 )
3 Bedrm Apt At Black Rock Suites
3 5
apartment , Bridgeport
This three-bedroom apartment in Bridgeport's Black Rock neighbourhood offers a peaceful retreat, situated 16 kilometres from Silver Sands State Park and 21 kilometres from the Connecticut Post Mall. The 930 square metre property boasts a fully equipped kitchen, in-unit laundry, free Wi-Fi, and comfortably accommodates up to 13 guests.
10 2 reviews
Fairfield, CT
01/10 – 31/01
NZ$269/nighttotal: NZ$32818 (122 )
2 Mi To Dtwn: Well-appointed Bridgeport Duplex!
3 4
apartment , Bridgeport
This Bridgeport house rental is conveniently located near Glenwood Park, the Bridgeport Downtown South Historic District, and Svihra Park, all within a 2km radius. This 130 square metre, three-bedroom property boasts two bathrooms, a fully equipped kitchen including dishwasher, free Wi-Fi, private parking, and a patio; sleeping up to six guests.
9.4 20 reviews
Fairfield, CT
16/08 – 28/08
NZ$1374/nighttotal: NZ$16488 (12 )
Grand Fairfield Getaway- 5br Fam-friendly Near I95&shops - Spacious&gracious
5 2
apartment , Fairfield
This Fairfield house is conveniently located within 3km of Fairfield University, Bridgeport Downtown South Historic District, and Longfellow Park, offering easy access to local attractions. It has received excellent user ratings, suggesting a comfortable and enjoyable stay. The property can accommodate up to 12 guests in its 5 bedrooms and 2 bathrooms, making it ideal for families or groups of friends. Amenities include a fully equipped kitchen, a terrace or balcony, a garden, a tennis court, and parking.
