Fairfield, CT Short term rentals

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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

2br Flat Above Historic Cider Mill - Fairfield, CT
10 25 reviews

2br Flat Above Historic Cider Mill

apartment, Westport
This Westport apartment, situated in Southport, enjoys a waterfront location within 5km of Southport Beach, Burying Hill Beach, Sasco Hill Beach, and the Country Club of Fairfield, and a 12-minute walk from Southport Station.
The 112 square metre dwelling offers two bedrooms, one bathroom, sleeps five guests, and includes a fully equipped kitchen, in-unit laundry, free WiFi, a garden, parking, and air conditioning.
*Pool Open* Designer Home  Hot Tub & Fire Pits - Fairfield, CT
9.7 22 reviews

*Pool Open* Designer Home Hot Tub & Fire Pits

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).
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.
Sun-filled Fairfield 3br|fam-friendly Yard+pergola - Fairfield, CT
9.9 100 reviews

Sun-filled Fairfield 3br|fam-friendly Yard+pergola

apartment, Fairfield
This newly renovated three-bedroom flat is located in a residential area of Bridgeport, just a short walk from the city centre and its many attractions. The accommodation has received excellent ratings for cleanliness, location and user experience.
This spacious property can comfortably accommodate up to seven guests and features two king-size beds and one queen-size bed. Guests can enjoy a large private yard with a barbecue, picnic table and fire pits, perfect for relaxing and entertaining.

Best Fairfield, CT short term rentals with a balcony

Luxury Designer 2 Bedroom+office/3bed Vacation Home. - Fairfield, CT
9.6 27 reviews

Luxury Designer 2 Bedroom+office/3bed Vacation Home.

apartment, Bridgeport
This three-bedroom flat is located in the Brooklawn-St. Vincent neighbourhood of Bridgeport, just a short distance from downtown and major highways. It has received excellent user ratings and is ideal for families or groups of friends.
The apartment spans 139 square metres and comfortably accommodates up to five guests. It is fully furnished and features a modern kitchen, a private terrace, a garden, and parking, making it a perfect choice for those looking for a comfortable and convenient stay in Bridgeport.
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.
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 5br Home With Yard Theater + Office - Fairfield, CT
8.8 10 reviews

The B&w Haven 5br Home With Yard Theater + Office

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.

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! Start with a stroll along the Fairfield Beach, enjoying the Long Island Sound views. Explore the historic Fairfield Museum and History Center to learn about the town's rich past. For nature lovers, a visit to Lake Mohegan is a must, offering walking trails and beautiful scenery. Downtown Fairfield has charming shops and restaurants; consider a visit to the Sherman Green for a relaxing break. If time allows, take a short trip to nearby Southport, known for its picturesque harbour and upscale shops.
  • 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 you ample time to explore Fairfield and its surroundings thoroughly. In addition to the attractions mentioned for a week-long stay, you could explore the various parks and nature reserves, including Jennings Beach and the Lake Mohegan State Park. Consider day trips to nearby towns like Westport or New Haven. Explore the different neighbourhoods, discovering hidden gems and local businesses. You could also dedicate time to specific interests, such as visiting art galleries, exploring the local culinary scene, or participating in community events. Consider a visit to the Pequot Library, a beautiful historic building with a vast collection.
  • 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?

    Yes, Fairfield experiences beautiful autumn colours typically peaking in October and November, transforming the landscape with vibrant reds, oranges, and yellows. While not as renowned for cherry blossoms as some other locations, you can still find some flowering trees in spring, though it's not a major seasonal event like in Washington D.C.
  • 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?

    To connect with locals, visit the farmers' markets held regularly throughout the year, offering a chance to interact with vendors and sample local produce. Attend community events, like concerts or festivals at the Sherman Green. Support local businesses by dining at restaurants and shopping at independent stores. Participating in activities at the Fairfield University campus might offer opportunities for interaction with students and faculty. A friendly chat with staff at the Fairfield Museum and History Centre can also provide insight into the local culture.
  • 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?

    Fairfield offers various cultural activities. The Fairfield Theatre Company hosts regular performances, and the Pequot Library often runs workshops and events. Check local listings for art classes, cooking demonstrations, or other hands-on workshops offered by community centres or local businesses. The Fairfield Museum and History Center may also offer workshops related to local history.
  • What are some secret spots or hidden treasures to visit in Fairfield, Connecticut, United States?

    Some lesser-known spots include the quiet trails within Lake Mohegan State Park, offering peaceful walks away from the main areas. Exploring the backstreets of Southport can reveal charming hidden shops and cafes. The views from the top of the hill overlooking the Long Island Sound from various residential areas offer unexpectedly beautiful panoramas. The specific locations are less about addresses and more about exploring the less travelled paths.
  • What should not be left out of one's suitcase if one is going to Fairfield, Connecticut, United States?

    Pack comfortable walking shoes, as you'll likely be doing a lot of exploring on foot. Layers of clothing are recommended, as the weather can be unpredictable. Sunscreen and a hat are essential, especially during summer months. Don't forget a light rain jacket, as showers can occur unexpectedly. Depending on the time of year, you might need warmer clothing for evenings.
  • What are the most popular festivals in Fairfield, Connecticut, United States?

    Fairfield doesn't have large-scale, internationally renowned festivals. However, local events are held throughout the year. Check local event listings closer to your travel dates for information on specific events, such as those held at the Sherman Green or in Southport. These are usually smaller, community-based events.

Nearby regions

Best Fairfield, CT short term rentals with a kitchen

#8- Guest Room - Fairfield, CT
9.1 7 reviews

#8- Guest Room

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.
Beautiful Home In The Town Of Fairfield. - Fairfield, CT
10 11 reviews

Beautiful Home In The Town Of Fairfield.

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.
Modern 2 Bedroom In Black Rock - Fairfield, CT
9.8 9 reviews

Modern 2 Bedroom In Black Rock

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.
Luxury Designer 3 Bedroom ( Office) Vacation Home. - Fairfield, CT
9.6 29 reviews

Luxury Designer 3 Bedroom ( Office) Vacation Home.

apartment, Bridgeport
This two-bedroom apartment is conveniently located in Bridgeport, within walking distance of Bridgeport Hospital and local amenities, and a short drive from downtown Bridgeport, Fairfield, New Haven, and Stamford. The accommodation has received excellent ratings for cleanliness and user experience, with a good location rating.
The apartment is spacious and comfortable, accommodating up to four guests, and features a living room, dining room, kitchen, bathroom, and front and back porches. The apartment comes fully equipped with fresh linens, towels, travel essentials, smart TVs, Wi-Fi, coffee, tea, and snacks, ensuring a comfortable and convenient stay.

Best Fairfield, CT short term rentals with laundry available

Spacious Westport Home | Walk To Shops | Beach - Fairfield, CT
9.3 42 reviews

Spacious Westport Home | Walk To Shops | Beach

apartment, Fairfield
This Southport apartment, in Fairfield, Connecticut, offers easy walking access to Southport's town centre, cafes, and restaurants, and is a short cycle (under 1.6km) from the beach and Long Shore Sailing School.
The four-bedroom, one-bathroom dwelling sleeps six, includes a fully equipped kitchen (fridge, freezer, microwave, dishwasher), air conditioning, parking, a garden, internet access, and is within easy reach of NYC by train; nearby bike rentals facilitate exploration of local routes, including those to Compo Beach and Saugatuck Shores.
Spacious Westport Apt Surrounded By Nature! - Fairfield, CT
9.8 328 reviews

Spacious Westport Apt Surrounded By Nature!

apartment, Westport
This apartment is located in a quiet residential area, just 8-10 kilometres from the centres of Westport, Fairfield, and Southport. It has received excellent ratings for location, cleanliness and user experience.
The property offers a spacious layout with two bedrooms and a bathroom, suitable for up to four guests. Amenities include a fully equipped kitchen, a private garden, parking, and a walk-in shower, as well as easy access to nearby beaches, golf courses, and nature reserves.
2 Bed Apt In Blackrock By Beach - Fairfield, CT
9.4 8 reviews

2 Bed Apt In Blackrock By Beach

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.
Lrg 2 Bedroom Apart In Blackrock - Fairfield, CT
9.4 6 reviews

Lrg 2 Bedroom Apart In Blackrock

apartment, Bridgeport
This beachfront Bridgeport apartment, near Fairfield, is located within 2km of Longfellow and Seaside Parks and 5km of Fairfield Museum and History Centre and Fairfield University.
The two-bedroom, one-bathroom flat sleeps five, features a fully equipped kitchen with appliances including a washing machine, and offers amenities such as a TV and coffee maker, providing a comfortable stay near public transport.
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