Best Short term and Weekly rentals in Fairfield, CT
10 10 reviews
Fairfield, CT
17/08 – 31/08
£1074/nighttotal: £15036 (14 )
Lovely 5 Bedroom Beach House With Large Backyard
5 2
apartment , Fairfield
This Fairfield house is situated just a short walk from the beach, the town centre, and the Metro North train station, making it a convenient base for exploring the area. The surrounding neighbourhood is quiet and residential, offering a peaceful retreat from the hustle and bustle of city life. The house has 5 bedrooms and 3 bathrooms, providing ample space for up to 9 guests. It features a fully equipped kitchen, a spacious living room with a fireplace, a large garden with a patio, and parking for multiple vehicles.
10 61 reviews
Fairfield, CT
17/08 – 31/08
£247/nighttotal: £3458 (14 )
The Elijah Sterling House
1 2
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.
Fairfield, CT
09/07 – 31/08
£70/nighttotal: £3710 (53 )
Modern Room With Private Bath · Fairfield
1 1
apartment , Fairfield
This private room in a family house is located in a residential district of Fairfield, offering a quiet atmosphere with convenient access to local amenities. This accommodation provides a queen bed, a private bathroom, full access to a shared kitchen and common room, and parking, ideal for one guest seeking a comfortable stay with internet and air conditioning.
9.4 3 reviews
Fairfield, CT
19/12 – 02/01
£227/nighttotal: £3178 (14 )
2 Bed Apt In Blackrock By Beach
2 4
apartment , Bridgeport
This two-bedroom Bridgeport apartment, situated in the Black Rock neighbourhood, offers easy access to Black Rock beaches and is within reasonable driving distance of attractions such as the Beardsley Zoo and Fairfield Museum and History Centre. The self-catering flat sleeps six guests and includes amenities such as Wi-Fi, air conditioning, and a kitchen equipped with a fridge and microwave; nearby outdoor pursuits include the Lucius Pond Ordway / Devil's Den Preserve and The Coastal Center at Milford Point.
8.4 5 reviews
Fairfield, CT
09/07 – 31/08
£41/nighttotal: £2173 (53 )
One Luxurious Large Bedroom & Bath
1 1
apartment , Bridgeport
This one-bedroom flat is located on Park Avenue in Bridgeport, Connecticut, offering excellent proximity to St. Vincent's Hospital, Bridgeport Hospital, University of Bridgeport, Sacred Heart University, and Fairfield University. This Embassy Towers residence provides access to shared kitchen, living, and dining areas, along with building amenities including a sun deck, Olympic-sized swimming pool, fitness centre, and doorman security, ideal for students and professionals.
Fairfield, CT
17/08 – 31/08
£1140/nighttotal: £15960 (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.
10 1 review
Fairfield, CT
19/12 – 02/01
£449/nighttotal: £6286 (14 )
Steps To The Sand & Surf!
4 4
apartment , Fairfield
This four-bedroom house in Fairfield is located just a 1.6km walk from Fairfield Beach and Penfield Beach, and less than 3.2km from Jennings Beach and the Fairfield Theatre Company. The 159 square metre property features a patio, a fireplace, a fully equipped kitchen with a refrigerator and an oven, a spa, and parking, making it ideal for families or groups of up to eight people.
10 73 reviews
Fairfield, CT
19/12 – 02/01
£2567/nighttotal: £35938 (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
22/10 – 26/10
£529/nighttotal: £2116 (4 )
Mari Monroe River Cabin! 1 Hour To World Cup/nyc!
1 2
cabin , Fairfield
This Fairfield waterfront lodge, situated on a 2.36-acre plot bordering Westport, Connecticut, offers a unique location on the Aspetuck River, boasting a private waterfall and proximity to downtown Westport (16 km) and Fairfield (24 km), plus easy access to Manhattan (88 km). The 200-square-metre property features four bedrooms, two bathrooms, and sleeps eight, including a loft area, a fully equipped kitchen, air conditioning, internet access, parking, a fitness centre, and pet-friendly accommodation; it was once home to Marilyn Monroe's photographer.
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.
10 4 reviews
Fairfield, CT
09/07 – 31/08
£61/nighttotal: £3233 (53 )
House In St Mary’s By The Sea.
1 1
apartment , Bridgeport
This Bridgeport guesthouse offers excellent walkability to Bridgeport's beaches, restaurants, and the train station, providing easy access to local amenities and onward travel. The self-catering property features one bedroom, two bathrooms, and sleeps one guest, with a kitchen and parking available; further details on interior design and specific amenities are pending.
10 10 reviews
Fairfield, CT
22/10 – 26/10
£678/nighttotal: £2712 (4 )
Westport Beachfront Retreat! *Steps To The Ocean*
4 2
apartment , Westport
This charming beach house is located in Westport, Connecticut, just a short walk from the beach and a few minutes' drive from the town centre, train stations, and the I-95. This makes it a great base for exploring the local area and enjoying the beautiful Connecticut coastline. The property has four bedrooms and two bathrooms, sleeping up to eight guests. It offers a fully equipped kitchen, a spacious living area, a private outdoor space, and a basement with a queen bed and bathroom.
Best family friendly Fairfield, CT Short term rentals
Among the 212 accommodations in Fairfield, CT, here are the 4 best family friendly rentals
9.7 43 reviews
Fairfield, CT
17/07 – 19/07
£2638/nighttotal: £5276 (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.
Fairfield, CT
23/10 – 25/10
£856/nighttotal: £1712 (2 )
House In Westport, Mid And Long Term Available
4 7
apartment , Westport
This four-bedroom, two-bathroom flat in Westport is located on a quiet residential street, just a 2-kilometre drive from Compo Beach, 800 metres from downtown Westport's shops and restaurants, and a 10-minute drive to the Westport train station for direct access to London. This property accommodates up to eight guests and features bright, open living spaces with hardwood floors, a living room fireplace, a fully equipped kitchen, and outdoor areas for relaxation.
9.9 98 reviews
Fairfield, CT
01/07 – 31/07
£226/nighttotal: £6780 (30 )
Polita’s Place #1
1 1
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 5 reviews
Fairfield, CT
17/08 – 31/08
£426/nighttotal: £5964 (14 )
Southport Shoreline Charm: Elegant Coastal Escape
3 2
apartment , Fairfield
This three-bedroom flat is conveniently located in Southport, Fairfield, just a short 5-minute drive from the beaches and a few minutes from the town centre. The surrounding area offers a range of shops, restaurants, and attractions, making it an ideal base for exploring the local area. The property features a spacious living area, dining room, and a cosy back room with a large flat-screen TV. It can comfortably accommodate up to seven guests. The apartment is fully equipped with everything you need for a comfortable stay, including a kitchen with a dishwasher, a washing machine, and a dryer, plus a ping pong table in the basement for entertainment.
Best Fairfield, CT short term rentals with a balcony
8.0 1 review
Fairfield, CT
09/07 – 31/08
£205/nighttotal: £10865 (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
£278/nighttotal: £8340 (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.
8.8 10 reviews
Fairfield, CT
09/07 – 31/08
£700/nighttotal: £37100 (53 )
Charming Colonial For Events! Perfect For Family Reunions And Group Getaways!
6 1
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.
9.4 20 reviews
Fairfield, CT
19/12 – 02/01
£749/nighttotal: £10486 (14 )
Grand Fairfield Getaway- 5br Fam-friendly Near I95&shops - Spacious&gracious
5 4
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
10 60 reviews
Fairfield, CT
09/07 – 31/08
£568/nighttotal: £30104 (53 )
Mill Pond Retreat
1 1
apartment , Westport
This charming cottage is located just a short walk from Mill Pond Beach and a 5-minute drive from Compo Beach, offering a tranquil setting close to Westport's beautiful coastline. It has consistently received excellent reviews from guests for its location, cleanliness, and overall experience. The cottage is ideal for families or groups of up to 6 guests, featuring 4 bedrooms, a well-equipped kitchen, and a spacious living area. Guests can enjoy panoramic views of Mill Pond from the main living area, master bedroom, and upper deck, as well as a large patio, a garden, and a private parking space.
9.9 34 reviews
Fairfield, CT
19/12 – 02/01
£332/nighttotal: £4648 (14 )
Remodeled Cozy Country Cape
1 4
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.
9.6 143 reviews
Fairfield, CT
17/08 – 31/08
£335/nighttotal: £4690 (14 )
Southport Shoreline Charm: Elegant Coastal Escape
3 2
apartment , Fairfield
This 3-bedroom house in Fairfield is located just a short distance from the town centre and a 5-minute drive from the beach. It has received excellent ratings for cleanliness, location, and overall experience. The house spans 9 square metres and comfortably accommodates up to 7 guests. It includes a fully equipped kitchen, a spacious living area, a private garden, and a range of amenities for a comfortable and enjoyable stay, including a ping pong table, sound machines in each bedroom, and a work-from-home friendly setup.
9.5 8 reviews
Fairfield, CT
22/10 – 26/10
£224/nighttotal: £896 (4 )
Modern Light-filled Studio In Fairfield, Ct
1 2
apartment , Fairfield
This Fairfield studio apartment, sleeping two guests, offers self-catering facilities including a fridge, air conditioning, parking and internet access. Further details regarding the precise location within Fairfield, proximity to local attractions, and the apartment's size and specific interior design are unavailable.
Best Fairfield, CT short term rentals with laundry available
8.9 9 reviews
Fairfield, CT
27/06 – 04/07
£141/nighttotal: £987 (7 )
Quaint Private Two Bdrm With Balcony, Stream View!
2 2
apartment , Bridgeport
This two-bedroom flat in Bridgeport offers convenient access, being just a 4-minute drive from Sacred Heart University. This Airbnb provides high-speed WiFi, a fully equipped kitchen, and a private balcony, comfortably accommodating up to five guests with new Serta Sleeper mattresses.
Fairfield, CT
01/07 – 08/09
£430/nighttotal: £29670 (69 )
Driftwood Flats
1 2
apartment , Bridgeport
This private 2nd-floor flat offers accommodation for up to four guests in Bridgeport, situated in a coastal retreat area with convenient access to city attractions. The property features two bedrooms, one bathroom, a fitted kitchen, Wi-Fi, and in-house laundry facilities, providing a comfortable and convenient stay.
9.9 209 reviews
Fairfield, CT
29/07 – 07/08
£426/nighttotal: £3834 (9 )
Cozy Cottage With Fire Pit, Near Beach
1 2
apartment , Fairfield
This Fairfield apartment is located in a quiet residential neighbourhood, just 1.6 kilometres from Fairfield University and within a 6.4 kilometre radius of beaches, attractions, and the village of Southport. It has received excellent ratings for location, cleanliness, and overall user experience. The property offers comfortable accommodation for up to eight guests, with a fully equipped kitchen and a dining room. It also provides amenities such as a garden with a patio, BBQ grill, and games, plus beach towels, chairs, and an umbrella.
9.3 55 reviews
Fairfield, CT
09/07 – 31/08
£45/nighttotal: £2385 (53 )
Queen Rm Country Home Walk’g Trails & Universities
1 1
apartment , Fairfield
This charming guesthouse is situated in a peaceful Fairfield neighbourhood, just a short walk from Lake Mohegan and its scenic trails, and within easy reach of local amenities. It has consistently received excellent ratings for its cleanliness, location, and overall guest experience. The farmhouse, dating back to 1900, can comfortably accommodate two guests and features a shared kitchen, laundry facilities, and a deck with a barbecue. Enjoy the vintage style, the quiet setting, and the opportunity to explore the nearby lake and local shops and restaurants.
