Best Short term and Weekly rentals in Fairfield, CT
9.9 95 reviews
Fairfield, CT
01/07 – 08/09
£226/nighttotal: £15594 (69 )
Polita’s Place #1
1 2
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.
10 3 reviews
Fairfield, CT
06/08 – 09/08
£261/nighttotal: £783 (3 )
Spacious Coastal Escape
1 5
apartment , Fairfield
This Fairfield Beach flat is ideally situated near Long Island Sound, a 97-kilometre train journey from New York City, and offers convenient ferry access to the Hamptons. The two-bedroom, one-bathroom apartment comfortably sleeps four guests and is within walking distance of Sound Beach, providing easy access to swimming and sunbathing.
Fairfield, CT
27/06 – 04/07
£319/nighttotal: £2233 (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.
9.0 6 reviews
Fairfield, CT
01/07 – 31/07
£46/nighttotal: £1380 (30 )
#8- Guest Room
1 1
apartment , Bridgeport
This Bridgeport guesthouse is conveniently located near a Starbucks, bakery, supermarket, pharmacy, and laundromat, all within easy walking distance, and directly above a Tabernacle Church, potentially offering an immersive cultural experience. The self-contained apartment, sleeping up to two guests, boasts a unique style, a fully equipped kitchen, air conditioning, parking, and Wi-Fi.
9.6 14 reviews
Fairfield, CT
27/06 – 04/07
£218/nighttotal: £1526 (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.
9.7 159 reviews
Fairfield, CT
16/08 – 28/08
£244/nighttotal: £2928 (12 )
Cozy Condo With Yard And Patio. Long-stay Discount Available
1 2
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.
10 11 reviews
Fairfield, CT
06/08 – 09/08
£663/nighttotal: £1989 (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.
Fairfield, CT
16/08 – 28/08
£532/nighttotal: £6384 (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.
10 176 reviews
Fairfield, CT
16/08 – 28/08
£115/nighttotal: £1380 (12 )
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.
8.5 11 reviews
Fairfield, CT
01/07 – 31/07
£38/nighttotal: £1140 (30 )
Habitación Para Una Persona
1 1
apartment , Fairfield
This Fairfield guesthouse enjoys a convenient location near Junction 95 of the I-95, approximately 20 kilometres from Westfield Trumbull Mall and within walking distance of shops including Stop & Shop, TJ Maxx, CVS, and Aldi. The single-bedroom, en-suite guest house sleeps one, offers free parking and Wi-Fi, and benefits from a peaceful residential setting with easy access to Bank of America and other amenities.
9.6 14 reviews
Fairfield, CT
23/10 – 25/10
£1150/nighttotal: £2300 (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.
Fairfield, CT
22/10 – 26/10
£137/nighttotal: £548 (4 )
Studio In Westport
1 2
apartment , Westport
This independent studio apartment is situated in Westport, offering unbeatable proximity to the town centre, just a 5-minute walk away, and the beach, a 15-minute walk away, with essential amenities and public transport a mere 1-minute walk from your doorstep. The studio accommodates two guests and features air conditioning, internet, and access to a fitness centre, providing a comfortable base for exploring Westport or commuting to Manhattan, NYC, which is approximately 1.6 kilometres away.
Best family friendly Fairfield, CT Short term rentals
Among the 212 accommodations in Fairfield, CT, here are the 4 best family friendly rentals
10 1 review
Fairfield, CT
01/10 – 31/01
£1257/nighttotal: £153354 (122 )
Large Family Home W/ Pool, Hot Tub, Sauna & Gym
4 4
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.
8.4 6 reviews
Fairfield, CT
06/09 – 20/09
£426/nighttotal: £5964 (14 )
Modern + Spacious 5br/2ba Home, Renovated Backyard
5 2
apartment , Bridgeport
This West End, West Side property is less than 2km from Bridgeport's Downtown South Historic District and Lafayette Park, and within 3km of the Housatonic Museum of Art and Downtown Cabaret Theatre. This five-bedroom house, boasting 232 square metres of floor space, comfortably sleeps 12 guests and includes a fully equipped kitchen, terrace, garden, parking, and free Wi-Fi.
9.7 26 reviews
Fairfield, CT
01/10 – 31/01
£424/nighttotal: £51728 (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.
10 25 reviews
Fairfield, CT
16/08 – 28/08
£429/nighttotal: £5148 (12 )
Newly Built Beautiful Home Within Steps From Beach
5 2
apartment , Fairfield
This five-bedroom, three-bathroom Fairfield house, sleeping up to ten guests, enjoys a prime beachfront location less than 1.6km from Fairfield's town centre, offering easy access to restaurants, shops, and nightlife. The newly built (2019) property boasts a fully equipped kitchen including a dishwasher, a private fenced garden with a Weber grill, smart TVs in every bedroom and the living room, and ample parking.
Best Fairfield, CT short term rentals with a balcony
8.8 10 reviews
Fairfield, CT
16/08 – 28/08
£811/nighttotal: £9732 (12 )
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.
10 2 reviews
Fairfield, CT
23/10 – 25/10
£812/nighttotal: £1624 (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.
8.8 9 reviews
Fairfield, CT
01/07 – 08/09
£291/nighttotal: £20079 (69 )
The B&w Haven 5br Home With Yard Theater + Office
5 2
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.
9.4 20 reviews
Fairfield, CT
16/08 – 28/08
£596/nighttotal: £7152 (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.
Frequently asked questions about short term rentals in Fairfield, CT
What attractions should one visit during a week-long stay in Fairfield, Connecticut, United States?
A week in Fairfield offers plenty! Begin with a stroll along Fairfield Beach, enjoying the Long Island Sound views. Explore the historic downtown area, perhaps visiting the Fairfield Museum and History Center to delve into the town's past. Consider a visit to Lake Mohegan, a beautiful spot for a picnic or a relaxing walk. For a bit of nature, the trails at Lake Mohegan State Park provide various walking options. If you have time, a trip to the nearby Beardsley Zoo in Bridgeport is also a worthwhile excursion.
What are the best short term rentals in Fairfield, CT?
What attractions should one visit when spending a month in Fairfield, Connecticut, United States?
A month gives ample opportunity to explore Fairfield and its surroundings thoroughly. In addition to the suggestions for a week-long stay, you could dedicate more time to exploring the various parks and nature preserves, such as Jennings Beach and the trails around Mill River. Take advantage of the opportunity to explore nearby towns like Westport and Southport, each possessing unique charms. Consider visiting the Stepping Stones Museum for Children, if travelling with children, or the Pequot Library for book lovers. Day trips to New York City, approximately an hour away by train, are also feasible.
What are the best short term rentals with a pool in Fairfield, CT?
Can visitors to Fairfield, Connecticut, United States witness any unique natural cycles, like cherry blossom season or autumn colours?
Fairfield experiences vibrant autumn colours, typically peaking in October and November. While there isn't a large-scale cherry blossom festival like some other locations, you can still enjoy the blossoming of various trees throughout spring and early summer in local parks and along the streets.
What are the best short term rentals with a jacuzzi in Fairfield, CT?
What are the most meaningful ways to engage with locals and discover the culture in Fairfield, Connecticut, United States?
Fairfield has a strong sense of community. Attending local events at the Fairfield Theatre Company or participating in activities at the Fairfield University campus provides opportunities to meet residents. Visiting local businesses, such as those in the downtown area, and engaging in conversation with shopkeepers and staff offers a glimpse into daily life. Exploring the various farmers' markets in the area is another excellent way to interact with locals and sample regional produce.
What are the best short term rentals for families and kids in Fairfield, CT?
Are there any distinctive cultural activities or hands-on workshops in Fairfield, Connecticut, United States?
The Fairfield Museum and History Center often hosts workshops and events related to local history and art. Check their website for current offerings. The town also has numerous art galleries and studios where one might find workshops or classes depending on the season. Fairfield University frequently hosts events open to the public, ranging from lectures to art exhibitions.
What are some secret spots or hidden treasures to visit in Fairfield, Connecticut, United States?
The trails along the Mill River offer peaceful escapes from the town centre. Exploring the less-visited sections of Lake Mohegan State Park can reveal hidden coves and scenic overlooks. The quiet residential streets in the Southport section of town offer a glimpse into a more tranquil side of Fairfield, with charming architecture and hidden gardens.
What should not be left out of your suitcase if you are going to Fairfield, Connecticut, United States?
Comfortable walking shoes are essential for exploring the town and its many parks and trails. Layers of clothing are recommended, as the weather can be unpredictable. Sunscreen and insect repellent are also advisable, especially during warmer months. Don't forget swimwear if you plan on enjoying the beaches.
What are the most popular festivals in Fairfield, Connecticut, United States?
Fairfield's events calendar varies. While there isn't one single, nationally renowned festival, the town hosts various smaller events throughout the year, often related to local businesses or community groups. Check local listings closer to your travel dates for specific events.
Where should one try the best local food in Fairfield, Connecticut, United States?
Fairfield boasts a diverse culinary scene. For fresh seafood, several restaurants along the coast offer excellent options. The downtown area has a variety of restaurants, cafes and eateries offering diverse cuisines. Exploring the local farmers' markets provides opportunities to sample regional produce and prepared foods. Specific restaurant recommendations would depend on individual preferences, but exploring the options in the downtown and coastal areas is a good starting point.
Nearby regions
Best Fairfield, CT short term rentals with a kitchen
9.7 29 reviews
Fairfield, CT
16/08 – 28/08
£756/nighttotal: £9072 (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.
9.7 141 reviews
Fairfield, CT
01/07 – 31/07
£44/nighttotal: £1320 (30 )
The Hide Away
1 1
apartment , Bridgeport
This charming guest house is situated in historic Bridgeport, just a short distance from museums, attractions, restaurants, and parks, with easy access to public transport. It has received excellent ratings for its cleanliness, location, and overall guest experience. The property offers a private entrance and a shared backyard, providing a peaceful retreat with a queen-sized bed, flat-screen TV, and a kitchenette. Guests can enjoy the beautiful vegetable garden in the summer, access shared decks and BBQ facilities, and interact with the friendly hosts who value both privacy and connection.
9.6 28 reviews
Fairfield, CT
06/09 – 20/09
£112/nighttotal: £1568 (14 )
Fairfield Guest Suite
1 2
B&B , Fairfield
This Fairfield in-law suite is conveniently located near Sacred Heart University, offering easy access to the university and local amenities. The self-contained apartment features a queen-size bed, sofa bed, fully equipped kitchen with dishwasher, in-unit laundry, private entrance, and parking, comfortably sleeping up to three guests.
10 7 reviews
Fairfield, CT
06/08 – 09/08
£399/nighttotal: £1197 (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.
Best Fairfield, CT short term rentals with laundry available
9.0 1 review
Fairfield, CT
25/09 – 28/09
£296/nighttotal: £888 (3 )
Modern 2 Bed In Blackrock
1 3
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.
9.9 24 reviews
Fairfield, CT
22/10 – 26/10
£679/nighttotal: £2716 (4 )
Fairfield Beach ⛱Renovated Cape - 3 Bed 2 Bath
1 2
apartment , Fairfield
This charming holiday home is ideally situated in Fairfield, just a short walk from the beach, town centre, and train station, making it an excellent base for exploring all that the area has to offer. The property has received excellent ratings for its location, cleanliness, and overall experience. The home has three bedrooms and two bathrooms, comfortably accommodating up to four guests. It is fully equipped with modern amenities including air conditioning, a kitchen with a dishwasher, a jacuzzi, a garden, and parking, ensuring a comfortable and enjoyable stay.
Fairfield, CT
01/07 – 08/09
£137/nighttotal: £9453 (69 )
Home Away From Home
1 2
apartment , Bridgeport
This Bridgeport guesthouse enjoys a central location, offering easy access to attractions within a 17-24 km radius. The two-bedroom, one-bathroom property sleeps four guests and includes a kitchen, parking, and internet access.
10 4 reviews
Fairfield, CT
06/09 – 20/09
£332/nighttotal: £4648 (14 )
Beautiful Home In The Town Of Fairfield.
1 2
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.
