Romantic Riverfront Antique Farmhouse In Historic Aspetuck Corners
1 4
manor house , Easton
This charming apartment is situated in the historic Aspetuck Corners, just minutes from Main Street Westport, highways, and the beaches of Long Island Sound. It has received excellent user ratings, a very good location rating, and a good cleanliness rating. The apartment offers 167 square metres of space with three bedrooms and can comfortably accommodate six guests. It features a modern kitchen, a garden, a fitness centre, parking, and a complimentary bike, perfect for exploring the surrounding area.
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 3 reviews
Fairfield, CT
29/07 – 07/08
NZ$889/nighttotal: NZ$8001 (9 )
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.
9.7 20 reviews
Fairfield, CT
19/12 – 02/01
NZ$5960/nighttotal: NZ$83440 (14 )
*Pool Open* Designer Home • Hot Tub & Fire Pits
1 4
apartment , Fairfield
This Fairfield chalet, situated centrally between Fairfield town centre and Southport, offers easy walking access to both the beach and local restaurants. Sleeping up to ten guests, this four-bedroom property boasts a chef's kitchen, private pool and spa, spacious recreation room with fireplace, and the option of renting a self-contained annexe next door (additional fee applies).
8.0 1 review
Fairfield, CT
01/07 – 08/09
NZ$467/nighttotal: NZ$32223 (69 )
The Blue Sapphire: Modern & Stylish 2br W/ 2 King Beds & Full Kitchen
2 2
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.
9.8 9 reviews
Fairfield, CT
19/12 – 02/01
NZ$520/nighttotal: NZ$7280 (14 )
Modern 2 Bedroom In Black Rock
2 4
apartment , Bridgeport
This Bridgeport apartment, located in the Black Rock neighbourhood, offers easy access to local beaches and is within a reasonable driving distance (exact distances to be confirmed) of the Connecticut Audubon Birdcraft Museum and the Discovery Museum. The two-bedroom, one-bathroom flat sleeps four guests and includes in-suite laundry facilities, a fully equipped kitchen with a fridge and microwave, air conditioning, parking, and internet access; nearby amenities include restaurants and the South Benson Marina.
Fairfield, CT
09/07 – 31/08
NZ$351/nighttotal: NZ$18603 (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.
9.5 23 reviews
Fairfield, CT
27/06 – 04/07
NZ$414/nighttotal: NZ$2898 (7 )
Walkable Black Rock Retreat: 2 Kings
1 2
apartment , Bridgeport
This Bridgeport apartment, situated in the peaceful Black Rock district, offers easy access to Black Rock's beaches and is conveniently located near local museums and lighthouses. The two-bedroom flat sleeps six guests comfortably, boasting two king-size beds and a full-size futon, and includes a fully equipped kitchen with a fridge and microwave, air conditioning, free street parking, and Wi-Fi; nearby parks provide ample opportunity for outdoor recreation.
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.
9.4 39 reviews
Fairfield, CT
29/07 – 07/08
NZ$349/nighttotal: NZ$3141 (9 )
New & Stylish 2 King Bed Apartment W/ Grand Dining
1 2
apartment , Bridgeport
This Bridgeport apartment, conveniently located in a central area offering easy access to Beardsley Zoo, Seaside Park, and Captain's Cove Seaport, provides a comfortable base for exploring the city. The two-bedroom, one-bathroom flat sleeps five guests and boasts a fully equipped kitchen, high-speed Wi-Fi, smart TVs, a shared garden, parking, and wheelchair accessibility via a ramp; nearby restaurants and shops offer further convenience.
9.6 15 reviews
Fairfield, CT
27/06 – 04/07
NZ$503/nighttotal: NZ$3521 (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.
10 4 reviews
Fairfield, CT
19/12 – 02/01
NZ$772/nighttotal: NZ$10808 (14 )
Beautiful Home In The Town Of Fairfield.
4 4
apartment , Fairfield
This recently renovated four-bedroom, two-bathroom house in Fairfield is located just minutes from Sacred Heart University, offering convenient access to this major regional institution. This fully equipped apartment accommodates up to nine guests and features a microwave oven, dishwasher, air conditioning, parking, and a backyard with a fire pit, alongside gleaming hardwood floors and cozy bedrooms.
Best family friendly Fairfield, CT holiday rentals
Among the 245 accommodations in Fairfield, CT, here are the 4 best family friendly rentals
10 4 reviews
Fairfield, CT
19/12 – 02/01
NZ$1591/nighttotal: NZ$22274 (14 )
Villa Après Sea
4 4
apartment , Westport
This stylish apartment is located on a private 1-acre gated estate, offering seclusion while remaining a short distance from Westport's amenities. This 4-bedroom, 3-bathroom property sleeps six guests and features a dedicated playroom, ping-pong table, fire pit, outdoor furniture, and an 85-inch television, making it ideal for family stays.
9.9 34 reviews
Fairfield, CT
17/08 – 31/08
NZ$738/nighttotal: NZ$10332 (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.
10 1 review
Fairfield, CT
29/07 – 07/08
NZ$1409/nighttotal: NZ$12681 (9 )
Amazing Elevated House Across From The Beach
4 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.
Fairfield, CT
27/06 – 04/07
NZ$2283/nighttotal: NZ$15981 (7 )
Sunrise Water Views Fairfield Ct
1 2
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.
Best Fairfield, CT holiday rentals with a pool
Among the 245 accommodations in Fairfield, CT, here are the 4 best rentals with a pool
8.8 8 reviews
Fairfield, CT
23/10 – 25/10
NZ$1057/nighttotal: NZ$2114 (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.
10 2 reviews
Fairfield, CT
17/08 – 31/08
NZ$771/nighttotal: NZ$10794 (14 )
2br, Guest Apt. 2nd Floor - Pool & Spa
1 2
apartment , Weston
This Weston apartment, situated in a suburban estate near Westport and a short drive from New York City, offers a tranquil retreat. The over 93 square metre, two-bedroom flat boasts a full kitchen, bathroom, queen-size and two single beds, accommodating two guests, plus access to a heated swimming pool, jacuzzi and garden within a 3-acre landscaped setting.
Fairfield, CT
22/10 – 26/10
NZ$4646/nighttotal: NZ$18584 (4 )
6-bedroom House With Fitness Room And Pool In Westport
7 2
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$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.
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
22/10 – 26/10
NZ$376/nighttotal: NZ$1504 (4 )
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
01/07 – 08/09
NZ$1053/nighttotal: NZ$72657 (69 )
Beechmont-charming Colonial For Events And Getaways!
6 2
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.
10 36 reviews
Fairfield, CT
29/07 – 07/08
NZ$1304/nighttotal: NZ$11736 (9 )
Cozy Cottage With Fire Pit, Near Beach, 1 Mile To Nyc Train
3 2
apartment , Fairfield
This Fairfield property is situated within 5km of Fairfield University, the Bellarmine Museum of Art, Longfellow Park, Bridgeport's Downtown South Historic District, and Seaside Park, and an 18-minute walk from Fairfield Metro station. This four-bedroom, two-bathroom house sleeps eight guests and boasts a fully equipped kitchen (fridge, microwave, dishwasher), air conditioning, a garden, parking, Wi-Fi, and an on-site games room; pets are welcome.
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
8.8 9 reviews
Fairfield, CT
09/07 – 31/08
NZ$676/nighttotal: NZ$35828 (53 )
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 6 reviews
Fairfield, CT
17/08 – 31/08
NZ$771/nighttotal: NZ$10794 (14 )
1br Guest Apt. Suite /Full Bath, Kitchen -Pool/spa
1 2
apartment , Weston
This Weston guesthouse is situated in a suburban area near Westport and New York City, conveniently located for exploring both locations. The self-contained suite, sleeping up to three guests, boasts a California king bed, sleeper couch, kitchenette with fridge and microwave, private terrace, and access to a heated 15-metre gunite pool and jacuzzi on a three-acre estate.
9.4 3 reviews
Fairfield, CT
19/12 – 02/01
NZ$736/nighttotal: NZ$10304 (14 )
Modern 3-bdrm Apt In Black Rock
3 4
apartment , Bridgeport
This Bridgeport beachfront apartment, near Fairfield, is less than 2km from Longfellow and Seaside Parks and within 5km of Fairfield Museum and History Centre and Fairfield University. The 111 square metre property boasts four bedrooms, one bathroom, sleeps ten guests, and includes a fully equipped kitchen, in-unit laundry, and on-site parking.
9.0 1 review
Fairfield, CT
29/07 – 07/08
NZ$606/nighttotal: NZ$5454 (9 )
3 Bedrm Apt At Black Rock Suites
3 2
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.
