Find short term rentals in Fairfield, CT at the best prices

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Fairfield, CT short term rentals
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Best Short term and Weekly rentals in Fairfield, CT

Best family friendly Fairfield, CT Short term rentals

Among the 317 accommodations in Fairfield, CT, here are the 4 best family friendly rentals

Ct Estate Near Ny, Ma W/ Pool - Fairfield, CT
10 77 reviews

Ct Estate Near Ny, Ma W/ Pool

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.
Large Family Home W/ Pool, Hot Tub, Sauna & Gym - Fairfield, CT
10 1 review

Large Family Home W/ Pool, Hot Tub, Sauna & Gym

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.
Southport Shoreline Charm: Elegant Coastal Escape - Fairfield, CT
9.6 146 reviews

Southport Shoreline Charm: Elegant Coastal Escape

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.
Stay At Black Rock Harbor - Fairfield, CT
10 28 reviews

Stay At Black Rock Harbor

apartment, Bridgeport
This apartment is located in the Black Rock district of Bridgeport, a short stroll from the beach and a 10-minute drive from Fairfield University, offering a peaceful escape in a quiet neighbourhood. The apartment has excellent user ratings and is a great choice for families or groups of friends. This three-bedroom property can accommodate up to six guests, providing ample space for everyone. The apartment comes equipped with a range of amenities including a fully equipped kitchen, a sunroom, a tranquil backyard, and parking for two vehicles, including an EV charger.

Best Fairfield, CT lodging with a balcony

Zen, Spacious & Comfy 2 Bed, Lux Beds - Fairfield, CT
10 2 reviews

Zen, Spacious & Comfy 2 Bed, Lux Beds

apartment, Bridgeport
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.
The B&w Haven 3br Private Office By Li Ferry - Fairfield, CT
8.7 3 reviews

The B&w Haven 3br Private Office By Li Ferry

apartment, Bridgeport
This Bridgeport apartment, situated 13km from Silver Sands State Park and 18km from the Connecticut Post Mall, offers easy access to both coastal and shopping attractions.
The 186 square metre, three-bedroom property sleeps eleven guests and boasts a fully equipped kitchen, free Wi-Fi, on-site parking, a shared garden, and a fireplace; additional cleaning is available fortnightly.
Cozy Cottage With Fire Pit, Near Beach, 1 Mile To Nyc Train - Fairfield, CT
10 39 reviews

Cozy Cottage With Fire Pit, Near Beach, 1 Mile To Nyc Train

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.
The B&w Haven: Stylish 3br Escape With Private Office By Li Ferry - Fairfield, CT
No reviews

The B&w Haven: Stylish 3br Escape With Private Office By Li Ferry

apartment, Bridgeport
This Bridgeport apartment, situated in the Brooklawn-St. Vincent neighbourhood, offers convenient proximity to Beardsley Zoo, the Discovery Museum, and Fairchild Wheeler Golf Course.
The 186 square metre (1991 square feet) property comprises four bedrooms, one bathroom, and accommodates six guests, boasting a stylish black and white interior, a fully equipped kitchen, high-speed internet, smart TVs, and a private balcony with access to a shared garden and parking.

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

Cozy Condo With Yard And Patio. Long-stay Discount Available - Fairfield, CT
9.7 169 reviews

Cozy Condo With Yard And Patio. Long-stay Discount Available

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.
Newly Renovated Home In Westport Ct, Private Pool, Walk To Town, Close To Beach - Fairfield, CT
No reviews

Newly Renovated Home In Westport Ct, Private Pool, Walk To Town, Close To Beach

apartment, Westport
This three-bedroom house is located in central Westport, just under 2 kilometres from the Westport Historical Society, Levitt Pavilion, and Westport Country Playhouse. The property boasts a private swimming pool, a fully equipped kitchen with a dishwasher, and a barbecue grill for outdoor dining, making it ideal for families or groups of up to 10 guests.
(4) Country Home Near Hiking Trails & Universities - Fairfield, CT
9.5 144 reviews

(4) Country Home Near Hiking Trails & Universities

apartment, Fairfield
This charming guesthouse is situated on a quiet residential street in Fairfield, within easy walking distance of Lake Mohegan and a local park, and a short drive from Fairfield University and the University of Bridgeport. Guests have consistently rated this accommodation as excellent for its cleanliness, location, and overall experience.
This charming home, built in the early 1900s, offers a unique and comfortable experience for up to two guests. Amenities include a shared kitchen with a fridge, microwave, coffee maker, and a shared outdoor space with a grill.
2br Flat Above Historic Cider Mill - Fairfield, CT
9.9 351 reviews

2br Flat Above Historic Cider Mill

apartment, Westport
This charming apartment is situated on top of a renovated historic mill in Westport, just a short distance from several beaches. It has consistently received excellent ratings for location, cleanliness, and overall user experience.
The property offers two bedrooms and one bathroom, comfortably accommodating up to five guests. Enjoy modern amenities like smart TVs, a fully equipped kitchen with a dishwasher, and a washer and dryer, along with unique features like a co-working space and a garden.

Best Fairfield, CT lodging with laundry available

Lovely 5 Bedroom Beach House With Large Backyard - Fairfield, CT
10 11 reviews

Lovely 5 Bedroom Beach House With Large Backyard

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.
Beautiful One Floor Open Apartment - Fairfield, CT
9.0 2 reviews

Beautiful One Floor Open Apartment

apartment, Fairfield
This apartment is situated in a peaceful neighbourhood in Fairfield, just a short distance from the Merritt Parkway and Black Turnpike shopping area. It has received excellent ratings for location and user experience, as well as a good rating for cleanliness.
The apartment has one bedroom and one bathroom, comfortably accommodating two guests. It comes equipped with a range of amenities, including a private entrance, off-street parking, a three-season porch, a fully equipped kitchen, a washer and dryer, and a large flat-screen TV with cable.
One Of A Kind Executive Stay In Easton, Ct. - Fairfield, CT
9.4 22 reviews

One Of A Kind Executive Stay In Easton, Ct.

apartment, Easton
This Lower Easton Colonial/Contemporary home is situated in a peaceful, secluded area on 3 acres, just a short drive (around 3 km) from the bustling centre of Easton. The property has excellent user, location and cleanliness ratings.
This spacious residence offers five bedrooms and four bathrooms, comfortably accommodating up to 10 guests. Enjoy a range of amenities including a swimming pool, garden, parking, a fully equipped kitchen, air conditioning and a basement entertainment area with a theatre room, game room and bar.
Spacious Family Home, Sleeps 10, Pet Friendly - Fairfield, CT
9.6 49 reviews

Spacious Family Home, Sleeps 10, Pet Friendly

apartment, Bridgeport
This four-bedroom apartment is located in Brooklawn, a residential neighbourhood in Bridgeport, just a few kilometres from Fairfield University, Sacred Heart University, and the University of Bridgeport. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The apartment is perfect for families or groups of up to 10 guests, offering a comfortable living space with two bathrooms and a fully equipped kitchen. It includes a dedicated office space, a garden, parking, and air conditioning, making it ideal for both work and leisure.
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