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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

Southport Shoreline Charm: Elegant Coastal Escape - Fairfield, CT
8.8 5 reviews

Southport Shoreline Charm: Elegant Coastal Escape

apartment, Fairfield
This 3-bedroom apartment is in Southport, Fairfield, just minutes from the town center and a short drive from the beaches. The area is quiet and residential, with easy access to shops, restaurants, and attractions.
The apartment has a welcoming living room, a dining room, and a cozy back room, comfortably accommodating up to seven guests. The kitchen is fully equipped, and the patio area is perfect for outdoor dining and relaxation.
Canoe Brook Lakefront Escape | Canoes, Screened Porch, Indoor/outdoor Living Spaces, Sleeps 8 - Fairfield, CT
No reviews

Canoe Brook Lakefront Escape | Canoes, Screened Porch, Indoor/outdoor Living Spaces, Sleeps 8

apartment, Trumbull
This Trumbull lakeside rental offers 3 bedrooms and 3 bathrooms, accommodating up to 8 guests with pet-friendly and family-friendly options, located just 10 miles from Monroe Plaza Shopping Center and 12 miles from the Bridgeport Downtown South Historic District.
Enjoy a private terrace with a fire pit, a full kitchen with a washer and dryer, and complimentary Wi-Fi, perfect for outdoor enthusiasts with nearby fishing and scenic lake walks.
Renovated Cape Near Beach, With Fire Pit And Bbq - Fairfield, CT
10 114 reviews

Renovated Cape Near Beach, With Fire Pit And Bbq

apartment, Fairfield
This Fairfield, Connecticut house rental is conveniently located near Fairfield University and Sacred Heart University, minutes from Jennings and Penfield Beaches, and a short drive from the Norwalk Aquarium and Beardsley Zoo.
The three-bedroom, two-bathroom home sleeps nine guests and features a fully equipped kitchen, spacious backyard with BBQ grill, pet-friendly amenities, and fast Wi-Fi, plus beach essentials like towels, chairs, and an umbrella.
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, Connecticut vacation home is located within 3 miles of Fairfield University, 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 4-bedroom, 2-bathroom house sleeps 8 guests and features a fully equipped kitchen, game room, and private garden; pets are welcome.

Best Fairfield, CT lodging with a balcony

The Blue Sapphire: Modern & Stylish 2br W/ 2 King Beds & Full Kitchen - Fairfield, CT
9.0 2 reviews

The Blue Sapphire: Modern & Stylish 2br W/ 2 King Beds & Full Kitchen

apartment, Bridgeport
This two-bedroom Bridgeport apartment rental, located in the Brooklawn-St. Vincent neighborhood, offers convenient proximity to Beardsley Zoo, the Discovery Museum, and Fairchild Wheeler Golf Course.
The 2,000-square-foot residence features a fully equipped kitchen, a spacious backyard, smart TVs, high-speed internet, and sleeps up to five guests comfortably.
Charming &Spacious 3bd, 1ba, Fam-friendly-yard&porch - Fairfield, CT
10 3 reviews

Charming &Spacious 3bd, 1ba, Fam-friendly-yard&porch

apartment, Fairfield
This Fairfield, Connecticut apartment rental is located in the West End - West Side neighborhood, near Baldwin Plaza Shopping Center and within easy driving distance of Beardsley Zoo and the Discovery Museum.
This spacious 1,000-square-foot home features four bedrooms, one bathroom, and accommodates up to seven guests, boasting a fully equipped kitchen, a private yard with fire pits, a game room (additional fee applies), and a home theater with massage chairs.
Renovated Retreat With Heated Pool - Fairfield, CT
9.4 3 reviews

Renovated Retreat With Heated Pool

apartment, Redding
This Redding, Connecticut rental is located in the peaceful Redding Center, five minutes from top-rated restaurants, ten minutes from Ridgefield's shopping and dining, and fifteen minutes from Collis P. Huntington State Park. This five-bedroom, three-bathroom home, boasting a heated saltwater pool, pizza oven, and fire pit, comfortably sleeps nine guests and features a modern gourmet kitchen with Taj Mahal quartzite countertops.
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 about 10 miles from Silver Sands State Park and 13 miles from Connecticut Post Mall Shopping Center, making it a great base for exploring the area. The apartment has received excellent ratings for location, cleanliness, and overall user experience, ensuring a comfortable and enjoyable stay.
The spacious apartment can comfortably accommodate up to 6 guests in its 3 bedrooms and 2 bathrooms. Guests can enjoy a private patio and yard, a fully equipped kitchen with a dishwasher, and access to free parking and Wi-Fi.

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! You could spend a day at Lake Mohegan, enjoying its walking trails and scenic views. Another day might be dedicated to exploring the historic Fairfield Museum and History Center, learning about the town's rich past. Downtown Fairfield has some great shopping and dining options, and you could easily spend an afternoon there. Consider a visit to the Pequotsepos Nature Center for a nature walk and wildlife viewing. For a relaxing day, head to Jennings Beach for some sun and sand. A final day trip could be to nearby Southport, with its charming shops and waterfront views.
  • 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 really delve into Fairfield's offerings. In addition to the suggestions for a week-long stay, you could explore more of the town's parks and green spaces, such as Mill River Park. You could take day trips to nearby towns like Westport or Bridgeport, exploring their unique attractions. Consider visiting the Connecticut Audubon Coastal Center at Milford Point for birdwatching. A longer stay allows for more leisurely exploration of the shops and restaurants in Fairfield Center and Southport. You could also plan some longer hikes on the trails around Lake Mohegan or explore the coastline further. Check out local event listings for concerts, farmers' markets, and other activities that might be happening during your stay.
  • 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 beautiful autumn foliage typically peaking in October and November, offering stunning colors. While not as renowned for cherry blossoms as some other areas, you might catch some flowering trees in the spring, particularly around Lake Mohegan and in local parks.
  • 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?

    To connect with locals, visit the farmers' markets held throughout the warmer months. These markets offer opportunities to chat with vendors and sample local produce. Many local restaurants feature seasonal menus highlighting Connecticut ingredients. Attending community events, like concerts in Mill River Park or festivals, offers another chance to interact with residents. Exploring the historic downtown area and engaging with shop owners can also provide a glimpse 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?

    Fairfield offers various cultural activities. The Fairfield Museum and History Center often hosts workshops and exhibits. Check local community centers and art galleries for classes in pottery, painting, or other crafts. The Pequotsepos Nature Center might offer nature-based workshops. Look for seasonal events and festivals that might include hands-on activities.
  • What are some secret spots or hidden treasures to visit in Fairfield, Connecticut?

    While Fairfield is not known for hidden gems in the same way as some larger cities, a lesser-known spot is the charming neighborhood of Southport. It offers a quieter, more residential feel than downtown Fairfield, with beautiful homes and waterfront views. Exploring the various side streets and residential areas can reveal some lovely hidden gardens and architecture.
  • What should not be left out of your suitcase if you are going to Fairfield, Connecticut?

    Pack comfortable walking shoes, as you'll likely be doing a lot of walking, especially if you plan to explore the downtown area and waterfront. Depending on the season, pack layers as the weather can be unpredictable. Don't forget sunscreen and insect repellent, especially during warmer months. A light rain jacket is also advisable.

Nearby regions

Best Fairfield, CT lodging with a kitchen

Charming Colonial For Events And Getaways! - Fairfield, CT
10 6 reviews

Charming Colonial For Events And Getaways!

apartment, Bridgeport
This Bridgeport, Connecticut colonial house, sleeps 8-12 guests and is located near various Bridgeport attractions (exact distances unspecified).
The 3,300-square-foot home features six bedrooms, two bathrooms, a kitchen, air conditioning, parking, and ample outdoor space including a large front porch, rear porch, and patio.
2br Flat Above Historic Cider Mill - Fairfield, CT
10 25 reviews

2br Flat Above Historic Cider Mill

apartment, Westport
This Westport apartment rental is located in Southport, a short 12-minute walk from Southport Station and within three miles of Southport Beach, Burying Hill Beach, Sasco Hill Beach, and the Country Club of Fairfield.
This 1210-square-foot, two-bedroom, one-bathroom unit sleeps five, features a fully equipped kitchen, in-unit laundry, free WiFi, a garden, and parking, plus offers waterfront views.
Home Away From Home - Fairfield, CT
No reviews

Home Away From Home

apartment, Bridgeport
This Bridgeport guesthouse is centrally located, offering easy access to area attractions within an 11-15 minute drive.
The two-bedroom, one-bathroom inn sleeps four guests and includes a kitchen, parking, and internet access.
Spacious Family Home, Sleeps 10, Pet Friendly - Fairfield, CT
9.6 49 reviews

Spacious Family Home, Sleeps 10, Pet Friendly

apartment, Bridgeport
This Bridgeport apartment is conveniently located in Brooklawn, close to Fairfield University, Sacred Heart University, and the University of Bridgeport, making it ideal for travelers visiting the area. The apartment has received excellent ratings for its location, cleanliness, and overall experience, ensuring a comfortable and enjoyable stay.
The apartment features four bedrooms and two bathrooms, comfortably accommodating up to ten guests. Guests can enjoy a fully equipped kitchen, a spacious living area, a private garden, and on-site parking, along with other amenities like air conditioning and internet access.

Neighborhoods and points of interest in Fairfield, CT

Best Fairfield, CT lodging with laundry available

Cozy Haven In Fairfield W/ Ample Amenities - Fairfield, CT
9.7 18 reviews

Cozy Haven In Fairfield W/ Ample Amenities

apartment, Fairfield
This Fairfield apartment rental is conveniently located near three major hospitals, ideal for healthcare professionals or those needing easy access to medical facilities.
The one-bedroom, one-bathroom unit offers a queen bed, fully furnished living room, separate dining area, kitchenette with fridge, freezer, and microwave, plus parking and a fitness center; it comfortably sleeps two guests.
Charming Newly Renovated 2-bedroom Apartment In Fairfield - Fairfield, CT
No reviews

Charming Newly Renovated 2-bedroom Apartment In Fairfield

apartment, Fairfield
This apartment is situated in Fairfield's Tunxis Hill neighborhood, offering a 4-minute drive to Lake Mohegan and a 6-minute drive to the Discovery Museum.
This 1300 square foot rental accommodates up to 4 guests with 2 bedrooms and 1 bathroom, featuring a full kitchen, complimentary Wi-Fi, a private garden, and in-unit laundry.
Ct Estate Near Ny, Ma W/ Pool - Fairfield, CT
10 77 reviews

Ct Estate Near Ny, Ma W/ Pool

apartment, Fairfield
This Fairfield apartment is located in a secluded, 2-acre property in a rural area, just a short drive from the town center. It has earned excellent ratings for its location, cleanliness, and overall experience.
The 5010-square-foot home comfortably accommodates up to 16 guests. Enjoy amenities including a heated pool, a fitness center with a Peloton bike and treadmill, a spacious kitchen, and a large backyard perfect for relaxing or entertaining.
Fairfield Favorite - Fairfield, CT
10 23 reviews

Fairfield Favorite

apartment, Fairfield
This Fairfield home is located on a hill, offering privacy and scenic views, and is right next to Brooklawn Country Club. The property is steeped in history, adding a unique charm to your stay.
This spacious home has four bedrooms and five bathrooms, comfortably accommodating up to eight guests. The home offers a range of amenities, including a swimming pool, sauna, fitness center, and a large garden, perfect for relaxing and enjoying the beautiful Fairfield scenery.
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