This Westport farm stay offers a private room and bathroom in a historic barn setting, minutes from Westport's Metro-North station and Compo Beach. The property, sleeping two guests, includes an upstairs office and boasts excellent cleanliness and guest ratings, with convenient access to local restaurants.
9.7 29 reviews
Fairfield, CT
16/08 – 28/08
A$1441/nighttotal: A$17292 (12 )
Dreamy Beachfront Cottage With Nyc Views
1 2
apartment , Fairfield
This Fairfield house is situated just 0.8 miles from Fairfield Beach and within 3 miles of Penfield Beach and Jennings Beach, making it perfect for beach lovers. The property has received excellent ratings for location, cleanliness, and overall user experience. This four-bedroom, three-bathroom home comfortably sleeps eight guests. It features a fully equipped kitchen, a washing machine, a TV, air conditioning, a garden, and parking, ensuring a convenient and enjoyable stay.
10 24 reviews
Fairfield, CT
22/10 – 26/10
A$970/nighttotal: A$3880 (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 5 reviews
Fairfield, CT
19/12 – 02/01
A$1258/nighttotal: A$17612 (14 )
Home In Fairfield
1 4
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.
9.6 14 reviews
Fairfield, CT
27/06 – 04/07
A$416/nighttotal: A$2912 (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.
9.9 34 reviews
Fairfield, CT
17/08 – 31/08
A$610/nighttotal: A$8540 (14 )
Remodeled Cozy Country Cape
1 2
apartment , Fairfield
This Fairfield apartment is conveniently located just a short distance from the town's attractions and amenities, making it an ideal base for exploring the area. The property has received excellent ratings for its cleanliness, location, and overall experience. The spacious apartment can comfortably accommodate up to four guests and features a modern and stylish open plan layout. Guests can enjoy a fully equipped kitchen, a private garden, and a comfortable living area with a TV, perfect for relaxing after a day of sightseeing.
9.4 26 reviews
Fairfield, CT
06/08 – 09/08
A$555/nighttotal: A$1665 (3 )
Modern 3 Bedroom House In The Heart Of Black Rock
1 5
house , Bridgeport
Blackrock Suites is located in the Blackrock district of Bridgeport, just a short distance from beautiful beaches, museums, lighthouses, and parks. The area offers a peaceful retreat from the hustle and bustle of the city, with easy access to a variety of attractions. The suite is a comfortable and spacious three-bedroom apartment that can accommodate up to seven guests. It features a fully equipped kitchen, laundry facilities, air conditioning, parking, and internet access, ensuring a comfortable and convenient stay.
10 44 reviews
Fairfield, CT
19/12 – 02/01
A$596/nighttotal: A$8344 (14 )
Entire Home In Fairfield, Beach & Train ~5min
1 4
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.
9.4 20 reviews
Fairfield, CT
16/08 – 28/08
A$1136/nighttotal: A$13632 (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.
10 6 reviews
Fairfield, CT
22/10 – 26/10
A$1672/nighttotal: A$6688 (4 )
The Bridge House
1 2
apartment , Westport
This Westport ranch, a short walk from the town's amenities, offers a peaceful retreat nestled in nature. The two-bedroom, one-bathroom cottage sleeps four, boasting a private garden with a brook, a petite pedestrian bridge, and a fully equipped kitchen including a dishwasher; ideal for families or artists seeking a secluded yet convenient base.
Fairfield, CT
27/06 – 04/07
A$477/nighttotal: A$3339 (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.
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.
Best family friendly Fairfield, CT holiday rentals
Among the 245 accommodations in Fairfield, CT, here are the 4 best family friendly rentals
9.9 364 reviews
Fairfield, CT
16/08 – 28/08
A$264/nighttotal: A$3168 (12 )
Studio Flat Above Historic Cider Mill
1 2
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 1 review
Fairfield, CT
22/10 – 26/10
A$927/nighttotal: A$3708 (4 )
Summer Hideaway | Close To Beach And Hiking Trails
3 2
apartment , Fairfield
This three-bedroom home is located in a peaceful Fairfield neighbourhood, just a short drive from the beach and a local playground. It has received excellent ratings for its cleanliness, location, and overall experience. The property is ideal for families or groups of up to seven guests. The spacious living area features a fireplace and an open-plan kitchen, while the large garden includes a patio and fire pit for outdoor dining and relaxation.
Fairfield, CT
09/07 – 31/08
A$291/nighttotal: A$15423 (53 )
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.
9.7 84 reviews
Fairfield, CT
19/12 – 02/01
A$832/nighttotal: A$11648 (14 )
Luminous Retreat 5br Home, Private Yard & Pergola
5 4
apartment , Fairfield
This five-bedroom home is situated on a quiet street in Fairfield, Connecticut, just a short drive (around 5km) from beaches, universities, shops, and restaurants on Black Rock Turnpike. The property has received excellent user ratings for location, cleanliness, and overall experience. The two-level property comfortably accommodates up to 12 guests with separate entrances for each floor. Guests can enjoy a range of amenities, including a fully equipped kitchen, modern bathrooms, a game room, a home theatre, a large garden with a fire pit, and fast Wi-Fi throughout.
Best Fairfield, CT holiday rentals with a pool
Among the 245 accommodations in Fairfield, CT, here are the 4 best rentals with a pool
10 4 reviews
Fairfield, CT
22/10 – 26/10
A$1893/nighttotal: A$7572 (4 )
Access To Relax!
1 2
apartment , Fairfield
This Fairfield house is located just 1.6 kilometres from the main beach, a 5-minute walk from the town centre with restaurants and entertainment, and a 10-minute walk from the train station with direct links to Grand Central Station in New York City. It offers a peaceful and relaxing environment, ideal for a getaway. The property has three bedrooms and one bathroom, accommodating up to five guests. It features a fully equipped kitchen, air conditioning, a swimming pool, a fireplace, and easy access to the beach and the town centre.
10 2 reviews
Fairfield, CT
23/10 – 25/10
A$1547/nighttotal: A$3094 (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.
9.5 29 reviews
Fairfield, CT
17/08 – 31/08
A$932/nighttotal: A$13048 (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.
10 18 reviews
Fairfield, CT
22/10 – 26/10
A$2156/nighttotal: A$8624 (4 )
Fairfield Favorite
1 2
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.
Frequently asked questions about holiday rentals in Fairfield, CT
What are the must-see sights in Fairfield, Connecticut?
Fairfield boasts a lovely mix of historical sites and natural beauty. You definitely want to check out the Fairfield Museum and History Center to learn about the town's rich past. Lake Mohegan is gorgeous for a stroll or picnic, and the charming downtown area offers plenty of boutique shopping and places to grab a bite to eat. The historic Old Town Hall is also worth a visit.
What are the best Airbnb and holiday rentals in Fairfield, CT?
Are there any unique natural phenomena in Fairfield, Connecticut?
Fairfield doesn't have any dramatic, unique natural phenomena like geysers or massive caves. However, its location on Long Island Sound provides beautiful coastal scenery, and the diverse ecosystems within Lake Mohegan and the surrounding areas offer opportunities for birdwatching and nature walks. The beaches are also a key attraction.
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 lot of exploring on foot. Depending on the time of year, bring layers of clothing as the weather can be unpredictable. Sunscreen and insect repellent are always good ideas, especially during the warmer months. Don't forget your swimwear if you plan on hitting the beach!
What are the best holiday rentals with a pool in Fairfield, CT?
What famous events or festivals are happening in Fairfield, Connecticut?
Fairfield hosts various local events throughout the year. Information on specific dates and events is best found closer to your travel dates by checking the town's official website or local event listings. There isn't one single, nationally renowned festival that defines Fairfield.
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. For fresh seafood, try one of the restaurants along the coast. There are also many excellent Italian restaurants reflecting the area's heritage. Specific restaurant recommendations change frequently, so checking local reviews closer to your visit is recommended. There isn't one single 'must-try' Fairfield specialty, but the emphasis is on fresh, local ingredients.
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 lovely nature trails and educational exhibits. Exploring the various smaller parks and beaches scattered throughout town can also be a rewarding experience. Many of Fairfield's residential areas have beautiful architecture and charming streets to wander.
What are the best activities for engaging with locals and understanding their culture in Fairfield, Connecticut?
Visiting local farmers' markets is a great way to interact with residents and sample local produce. Attending community events or local festivals (check local listings for schedules) can also provide opportunities to meet people. Simply striking up conversations with people in local shops or cafes is another way to experience the local culture.
What unique natural landscapes and terrain features can travellers explore in Fairfield, Connecticut?
Fairfield's landscape is characterised by its coastal location, with beaches and the Long Island Sound. Inland, you'll find rolling hills, wetlands, and several smaller lakes and ponds, including Lake Mohegan. The terrain is generally fairly flat, making it easy to explore on foot or by bicycle.
How many days are ideal for a visit to Fairfield, Connecticut, and what are some itinerary suggestions?
Two to three days is a good amount of time to explore Fairfield's main attractions. A possible itinerary could include: Day 1: Explore downtown, visit the Fairfield Museum and History Center, enjoy a meal by the water. Day 2: Spend time at Lake Mohegan, relax on the beach, and explore one of the smaller parks. Day 3: Visit the Pequotsepos Nature Center and perhaps take a scenic drive along the coast.
Nearby regions
Best Fairfield, CT holiday rentals with a balcony
Fairfield, CT
29/07 – 07/08
A$226/nighttotal: A$2034 (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
A$390/nighttotal: A$20670 (53 )
The Blue Sapphire: Modern & Stylish 2br W/ 2 King Beds & Full Kitchen
2 1
apartment , Bridgeport
This Bridgeport apartment, situated in the Brooklawn-St. Vincent neighbourhood, offers convenient proximity to attractions such as Beardsley Zoo, the Discovery Museum, and Fairchild Wheeler Golf Course. The 186 square metre (1999 square foot) property boasts two bedrooms, one bathroom, and sleeps five, featuring a fully equipped kitchen, smart TVs, a terrace, garden access, and high-speed internet.
8.8 9 reviews
Fairfield, CT
01/07 – 31/07
A$530/nighttotal: A$15900 (30 )
The B&w Haven 5br Home With Yard Theater + Office
5 1
apartment , Bridgeport
This five-bedroom house in Bridgeport's Brooklawn-St. Vincent neighbourhood is a short walk from the Bridgeport Downtown South Historic District and St Vincent's Medical Center, with Svihra and Lafayette Parks less than 1.6km away. This 186 square metre family home, sleeping up to 11 guests, boasts a fully equipped kitchen, free WiFi, a balcony, and parking, plus housekeeping is available on request; Bridgeport Station is approximately 2.4km away.
10 11 reviews
Fairfield, CT
06/08 – 09/08
A$1264/nighttotal: A$3792 (3 )
Renovated Cape Near Beach, With Fire Pit And Bbq, 1 Mile To Nyc Train
3 5
apartment , Fairfield
This Fairfield holiday home, minutes from Fairfield town centre and Sacred Heart University, offers easy access to Jennings and Penfield beaches, the Norwalk Aquarium, and Beardsley Zoo. Sleeping up to ten guests, this five-bedroom, two-bathroom property boasts a fully equipped kitchen, outdoor patio with BBQ and fire pit, driveway parking for three cars, plus free on-street parking, and provides beach essentials.
Best Fairfield, CT holiday rentals with parking
Fairfield, CT
29/07 – 07/08
A$639/nighttotal: A$5751 (9 )
Charming 3-bedroom Beach Cottage In Beautiful Fairfield With Ac
3 2
cottage , Fairfield
This cottage is located in the exclusive Fairfield Beach community, approximately 60 metres from Long Island Sound, a short drive from downtown Fairfield and Southport, and within walking distance of a Par 3 golf course. This 93 square metre holiday home offers accommodation for up to five guests, featuring three bedrooms, one bathroom, air conditioning, internet, and a kitchen equipped with a fridge, microwave oven, and dishwasher, with direct access to a private beach, playground, and nature trails.
10 73 reviews
Fairfield, CT
19/12 – 02/01
A$4894/nighttotal: A$68516 (14 )
Summer Estate Close To Ny, Nj, Ma W Heated Pool Sleeps 16+
1 4
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.
Fairfield, CT
06/08 – 09/08
A$399/nighttotal: A$1197 (3 )
Zen, Spacious & Comfy 2 Bed, Lux Beds
2 5
apartment , Fairfield
This two-bedroom basement flat is situated in Bridgeport's Brooklawn-St. Vincent neighbourhood, conveniently close to Sacred Heart University and Bridgeport Hospital. The 2-bedroom property sleeps 5, boasts high-speed internet, a washer/dryer, and a fully equipped kitchen, plus access to a large yard with a swing; nearby attractions include the Bridgeport Downtown South Historic District and Fairchild Wheeler Golf Course.
8.0 4 reviews
Fairfield, CT
06/08 – 09/08
A$720/nighttotal: A$2160 (3 )
Charming Home In Seaside
4 5
apartment , Bridgeport
This 4-bedroom house in Bridgeport is situated a mere 5-minute walk from the Amphitheatre and 10 minutes from the Bridgeport Ferry, offering excellent walkability and convenient car access within the district. This 110 square meter property accommodates up to 7 guests with 1 king, 1 queen, and 3 twin beds, featuring a kitchen with a fridge, microwave, and dishwasher, air conditioning, and garden access, with nearby attractions including Beardsley Zoo and Discovery Museum.
