Find short term rentals in Fairfield, CT at the best prices
212 available short term rental offers
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating
Best Short term and Weekly rentals in Fairfield, CT
Fairfield, CT
20/06 – 08/07
$249/nighttotal: $4482 (18 )
Absolute Tranquility Peace And Comfort
2 2
apartment , Westport
This Westport guesthouse is situated on a two-acre private lot, a short walk from a private beach and close to Westport's shops, art galleries, historical sites, and farmers' markets. Offering two bedrooms, one bathroom, a kitchen, and a fitness centre, this self-catering property boasts two private decks and is near extensive walking and biking trails, tennis courts, outdoor pools, and a golf course.
Fairfield, CT
01/07 – 08/09
$1533/nighttotal: $105777 (69 )
Very Special Getaway Home
3 2
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.
9.9 95 reviews
Fairfield, CT
01/07 – 08/09
$424/nighttotal: $29256 (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 2 reviews
Fairfield, CT
01/07 – 08/09
$1310/nighttotal: $90390 (69 )
Charming In Beautiful Westport!
1 2
apartment , Westport
This Westport holiday home, sleeping six guests in four bedrooms and two bathrooms, boasts a stylish interior with a fully equipped kitchen (fridge, freezer, microwave, dishwasher), air conditioning, garden, parking, and excellent guest ratings for cleanliness, location and overall experience. The property offers Wi-Fi, pet-friendly accommodation and is conveniently located in Westport (precise location unspecified), placing it within easy reach of attractions such as Westport House and Croagh Patrick.
Fairfield, CT
22/10 – 26/10
$529/nighttotal: $2116 (4 )
Summer By The Shore, Washington Street Nightlife, Metronorth 60 Minutes To Gct
3 4
apartment , Norwalk
This 3-bedroom, 1-bathroom Tudor-style flat in South Norwalk offers proximity to Washington Street's shops and restaurants and is a 15-minute walk to the South Norwalk MetroNorth station, providing convenient access to Grand Central Terminal. Guests can enjoy the private backyard with a patio and screened porch, direct access to two private association beaches, and an eat-in kitchen equipped with modern appliances, all within this summer residence designed for up to six people.
9.6 142 reviews
Fairfield, CT
16/08 – 28/08
$630/nighttotal: $7560 (12 )
Southport Shoreline Charm: Elegant Coastal Escape
1 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.
9.9 20 reviews
Fairfield, CT
16/08 – 28/08
$241/nighttotal: $2892 (12 )
Renovated Arts Studio| Piano, Fireplace & Woods
1 2
apartment , Fairfield
This Fairfield studio apartment, situated on a private 2-acre property, offers a peaceful retreat while being conveniently located near Fairfield's town centre (distances unspecified). The self-contained apartment features a queen bed, sofa bed, 75-inch TV, piano, fireplace, fully equipped kitchen with fridge, freezer and microwave, new bathroom with shower and bath, accommodating up to 3 guests and includes high-speed Wi-Fi and parking.
9.9 46 reviews
Fairfield, CT
20/08 – 22/08
$678/nighttotal: $1356 (2 )
The Stone House
1 2
apartment , Easton
This charming stone house is located in Easton, just a short distance from the town centre and within easy reach of the historic district. The house offers a peaceful retreat from the hustle and bustle of town, providing a quiet and relaxing atmosphere. The property features four bedrooms and two bathrooms, comfortably accommodating up to eight guests. The house is equipped with modern amenities, including a fully equipped kitchen with a fridge, freezer, microwave oven, and dishwasher, as well as air conditioning, parking, and internet access.
9.7 159 reviews
Fairfield, CT
16/08 – 28/08
$457/nighttotal: $5484 (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 14 reviews
Fairfield, CT
20/08 – 22/08
$370/nighttotal: $740 (2 )
Home At Sunrise
1 2
apartment , Bridgeport
This three-bedroom, two-bathroom flat is located in a peaceful district of Bridgeport, offering convenient access to local attractions and a quiet environment for relaxation. This apartment accommodates up to eight guests and includes essential amenities such as internet, air conditioning, a kitchen, parking, and a swimming pool, providing a comfortable base for exploring Bridgeport.
9.6 19 reviews
Fairfield, CT
06/09 – 20/09
$163/nighttotal: $2282 (14 )
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.
9.6 32 reviews
Fairfield, CT
16/08 – 28/08
$273/nighttotal: $3276 (12 )
Westport Barn
1 2
farm , Westport
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.
Best family friendly Fairfield, CT Short term rentals
Among the 212 accommodations in Fairfield, CT, here are the 4 best family friendly rentals
9.9 16 reviews
Fairfield, CT
20/06 – 27/06
$1217/nighttotal: $8519 (7 )
Luxurious Farm House
1 4
apartment , Fairfield
This renovated farmhouse is located in Fairfield, Connecticut, just 97 kilometres from New York City and 5 kilometres from the beach. It has received excellent ratings for location, cleanliness and user experience. This spacious property offers 5 bedrooms and 4 bathrooms, comfortably accommodating up to 10 guests. It features a modern kitchen, a dedicated work space, a mudroom with a sitting area, a private garden and a fitness centre.
Fairfield, CT
20/06 – 27/06
$3679/nighttotal: $25753 (7 )
6-bedroom House With Fitness Room And Pool In Westport
7 4
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.
10 6 reviews
Fairfield, CT
22/10 – 26/10
$1672/nighttotal: $6688 (4 )
The Bridge House
1 4
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.
9.7 29 reviews
Fairfield, CT
16/08 – 28/08
$1416/nighttotal: $16992 (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.
Best Fairfield, CT lodging with a balcony
10 34 reviews
Fairfield, CT
20/08 – 22/08
$1312/nighttotal: $2624 (2 )
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.
9.4 10 reviews
Fairfield, CT
20/06 – 27/06
$1425/nighttotal: $9975 (7 )
Stunning Direct Waterfront Beach House!
3 4
apartment , Fairfield
This Fairfield beachfront property offers direct beach access, situated a 2.4km walk from Fairfield Beach and Penfield Beach, and under 3.2km from Jennings Beach and South Benson Marina. This three-bedroom, three-bathroom holiday home boasts 223 square metres of space, accommodating up to seven guests and featuring a fully equipped kitchen, Jacuzzi, private balcony, free Wi-Fi, and on-site amenities including a playground and barbecue grills.
This Fairfield West End apartment, conveniently located near Beardsley Zoo and the Discovery Museum, offers easy access to Fairfield's attractions. The 93 square metre (1000 square foot) property sleeps seven guests across four bedrooms and one bathroom, boasting a fully equipped kitchen, garden, terrace, parking, and a bonus games room (additional fee applies) featuring a pool table, darts, arcade game, and table football.
10 4 reviews
Fairfield, CT
06/09 – 20/09
$573/nighttotal: $8022 (14 )
Quintessential Cozy Haven, Brooklawn Beauty
4 2
apartment , Bridgeport
This 4-bedroom flat in Bridgeport's Brooklawn - St. Vincent district offers easy access to Beardsley Zoo, Downtown Cabaret Theatre, Seaside Park, and Webster Bank Arena, providing a residential feel with convenient access to local landmarks. This spacious property accommodates up to 10 guests with amenities including a fireplace, dedicated workspace with Wi-Fi, a fully equipped kitchen with a Nespresso machine, air conditioning, and on-site parking, ideal for families or groups seeking a comfortable stay.
Frequently Asked Questions about short term rentals in Fairfield, CT
What attractions should you visit during a week-long stay in Fairfield, Connecticut?
A week in Fairfield offers plenty to explore! Start with the Fairfield Museum and History Center to get a feel for the town's past. Spend some time at Lake Mohegan, enjoying the walking trails and picturesque views. A visit to the Sherman Green is a must; it's a beautiful park perfect for relaxation. For some shopping and dining, head to downtown Fairfield's charming streets. If you enjoy the outdoors, consider a walk or bike ride along the Fairfield Beach Road, enjoying the coastline. Depending on the season, you might also want to check out the local farmers' markets.
What are the best short term rentals in Fairfield, CT?
What attractions should you visit when you spend a month in Fairfield, Connecticut?
With a month, you can delve deeper! Beyond the initial week's suggestions, explore the different beaches Fairfield offers, each with its own character. Consider day trips to nearby towns like Westport or New Haven. Explore the many hiking trails in the surrounding areas, such as the trails around Lake Mohegan or the trails in Jennings Beach. Check out local art galleries and studios. Fairfield University's campus is also worth a visit, particularly if there are any events or performances happening. And don't forget to take advantage of the many restaurants and cafes Fairfield has to offer.
What are the best short term rentals with a pool in Fairfield, CT?
Can visitors to Fairfield, Connecticut witness any unique natural cycles, like cherry blossom season or autumn colors?
Yes! Fairfield experiences vibrant autumn foliage typically peaking in October and early November, offering stunning views throughout town and along the coastline. While there isn't a large-scale cherry blossom festival like in Washington D.C., you can still find beautiful cherry trees scattered throughout residential areas and parks, offering glimpses of springtime blooms.
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?
Attend local events at the Sherman Green or other community spaces. Visit the Fairfield Farmers' Market to chat with vendors and sample local produce. Explore the various restaurants and cafes, engaging with the staff and patrons. Consider joining a local walking tour, or simply striking up conversations with people you meet – Fairfield residents are generally welcoming and happy to share information about their town.
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?
Fairfield offers various cultural activities. Check local listings for art exhibits at galleries in town. The Fairfield Museum and History Center often hosts workshops and events related to local history and culture. Look for seasonal craft fairs and workshops, particularly around holidays. The offerings vary throughout the year, so checking local event listings is recommended.
What are some secret spots or hidden treasures to visit in Fairfield, Connecticut?
While Fairfield is relatively well-known, some lesser-visited gems include the quiet residential streets with beautiful architecture, particularly in the Southport section. Explore the less-trafficked trails along the coastline, away from the main beaches. Discover hidden alcoves and viewpoints along the shoreline. These offer a more tranquil and intimate experience of Fairfield's natural beauty. Specific locations aren't easily publicized to maintain their secluded nature.
What should not be left out of your suitcase if you are going to Fairfield, Connecticut?
Comfortable walking shoes are essential, given the town's walkability and many outdoor spaces. Pack layers of clothing, as the weather can be unpredictable. Sunscreen and a hat are crucial, especially during summer months. Bring swimwear if you plan on enjoying the beaches. And don't forget a reusable water bottle to stay hydrated while exploring.
Where should you try the best local food in Fairfield, Connecticut?
Fairfield boasts a diverse culinary scene. For a taste of fresh seafood, try one of the restaurants along the coastline. Downtown Fairfield offers various options, from casual cafes to more upscale dining establishments. Exploring the different neighborhoods will uncover hidden culinary gems. Specific restaurant recommendations would require a more detailed inquiry into preferred cuisines and price ranges.
Nearby regions
Best Fairfield, CT lodging with a kitchen
9.9 37 reviews
Fairfield, CT
20/06 – 08/07
$254/nighttotal: $4572 (18 )
Zen, Spacious & Comfy, Lux Beds
1 2
apartment , Bridgeport
This basement flat is situated in a peaceful neighbourhood just 2 kilometres from Bridgeport's two main hospitals, Sacred Heart and Bridgeport Hospital, making it easy to access the city centre. It has received excellent ratings for cleanliness, location, and user experience. The two-bedroom flat comfortably accommodates up to four guests and comes equipped with a well-stocked kitchen, a washing machine and dryer, a large yard with a swing, and high-speed internet. Enjoy the peace and quiet of this comfortable flat with its memory foam beds and entertainment system.
10 23 reviews
Fairfield, CT
22/10 – 26/10
$950/nighttotal: $3800 (4 )
Westport Farmhouse, Walk To Beach & Train Station
5 4
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.
Fairfield, CT
20/08 – 22/08
$925/nighttotal: $1850 (2 )
4 Mi To Beach & Dtwn! Charming Fairfield Home
4 2
apartment , Fairfield
This Fairfield holiday flat is situated in a coastal district, offering convenient access to Seaside Park, just 1.1 kilometres away, and downtown Bridgeport for entertainment. This 4-bedroom, 2-bathroom flat accommodates up to 9 guests and features a garden with a fire pit, a patio for outdoor dining, a charcoal grill, air conditioning, a Smart TV, a fireplace, and driveway parking for 3 vehicles, with pets welcome for a fee.
9.6 13 reviews
Fairfield, CT
20/06 – 27/06
$1190/nighttotal: $8330 (7 )
Beach Cottage Steps From The Sand And Surf!!
4 4
apartment , Fairfield
This charming cottage is situated in Fairfield, Connecticut, just 5km from the town centre and a short drive from the beach, offering easy access to the area's attractions. The property has consistently received excellent guest reviews, highlighting its comfortable and convenient location. The property features 4 bedrooms and 2 bathrooms, sleeping up to 6 guests, making it ideal for families or groups of friends. The cottage is equipped with modern amenities, including a fully equipped kitchen, air conditioning, and a private terrace, perfect for enjoying the outdoors.
Best Fairfield, CT lodging with laundry available
9.0 10 reviews
Fairfield, CT
20/06 – 08/07
$552/nighttotal: $9936 (18 )
Modern House In Black Rock
3 2
apartment , Bridgeport
This Fairfield beachfront property, less than 2km from Longfellow and Seaside Parks and within 5km of Fairfield Museum and History Centre and Fairfield University, offers easy access to Bridgeport's attractions. This 140 square metre house sleeps seven, boasting four bedrooms, one bathroom, a fully equipped kitchen including a dishwasher and washing machine, plus a garden, parking, and excellent guest reviews.
9.8 42 reviews
Fairfield, CT
27/08 – 30/08
$3828/nighttotal: $11484 (3 )
Luxury Family Retreat With Lake & Comfort.
6 11
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.
9.3 55 reviews
Fairfield, CT
22/06 – 31/07
$83/nighttotal: $3237 (39 )
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.
10 3 reviews
Fairfield, CT
22/06 – 31/07
$82/nighttotal: $3198 (39 )
Cozy Master Bedroom W/private Entrance
1 1
apartment , Bridgeport
This one-bedroom flat is situated in a convenient district of Bridgeport, offering easy access to local attractions and amenities. This comfortable apartment, suitable for two guests, provides a private master bedroom, en-suite bathroom, a shared kitchen and laundry, and dedicated parking.
