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

Grand Fairfield Getaway- 5br Fam-friendly Near I95&shops - Spacious&gracious\n\n - Fairfield, CT
9.4 20 reviews
Fairfield, CT
19/12 – 02/01
SG$1290/nighttotal: SG$18060 (14 )

Grand Fairfield Getaway- 5br Fam-friendly Near I95&shops - Spacious&gracious\n\n

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.
Dreamy Beachfront Cottage With Nyc Views - Fairfield, CT
9.7 29 reviews
Fairfield, CT
16/08 – 28/08
SG$1303/nighttotal: SG$15636 (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.
Summer Hideaway | Close To Beach And Hiking Trails - Fairfield, CT
10 1 review
Fairfield, CT
22/10 – 26/10
SG$838/nighttotal: SG$3352 (4 )

Summer Hideaway | Close To Beach And Hiking Trails

3 2
apartment , Fairfield
This three-bedroom home is located in a peaceful Fairfield neighbourhood, just a short drive from the beach and a local playground. It has received excellent ratings for its cleanliness, location, and overall experience.
The property is ideal for families or groups of up to seven guests. The spacious living area features a fireplace and an open-plan kitchen, while the large garden includes a patio and fire pit for outdoor dining and relaxation.
Captain House In Black Rock-academic Rental - Fairfield, CT
Fairfield, CT
01/10 – 31/01
SG$447/nighttotal: SG$54534 (122 )

Captain House In Black Rock-academic Rental

3 4
apartment , Bridgeport
This three-bedroom flat is located in Bridgeport's historic Black Rock district, offering waterfront views of Burr Creek and situated 6 kilometres from Silver Sands State Park.
This property, spanning 33 square metres and accommodating up to seven guests, features a kitchen with a fridge, microwave, and dishwasher, air conditioning, a garden, parking, and a laundry room, with a check-out time of 10:00 AM.

Best Fairfield, CT short term rentals with a balcony

Charming Colonial For Events!  Perfect For Family Reunions And Group Getaways! - Fairfield, CT
8.8 10 reviews
Fairfield, CT
17/08 – 31/08
SG$1313/nighttotal: SG$18382 (14 )

Charming Colonial For Events! Perfect For Family Reunions And Group Getaways!

6 2
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.
2-bedroom Modern Apartment For Relaxing Stays - Fairfield, CT
Fairfield, CT
17/08 – 31/08
SG$200/nighttotal: SG$2800 (14 )

2-bedroom Modern Apartment For Relaxing Stays

2 2
apartment , Bridgeport
This two-bedroom flat is situated in Bridgeport's West End - West Side, offering convenient access to Silver Sands State Park and The Coastal Centre at Milford Point, with Beardsley Zoo and the Regina A. Quick Centre for the Arts also within proximity.
This accommodation for four guests boasts air conditioning, a balcony, and parking, with nearby attractions including the Hartford HealthCare Amphitheatre and Total Mortgage Arena, making it ideal for exploring local events and natural beauty.
Cozy Condo With Yard And Patio. Long-stay Discount Available - Fairfield, CT
9.7 159 reviews
Fairfield, CT
17/08 – 31/08
SG$418/nighttotal: SG$5852 (14 )

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

3 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.
Cozy Cottage With Fire Pit, Near Beach, 1 Mile To Nyc Train - Fairfield, CT
10 34 reviews
Fairfield, CT
29/07 – 07/08
SG$975/nighttotal: SG$8775 (9 )

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.

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

Beachy Convenient Haven - Fairfield, CT
Fairfield, CT
01/10 – 31/01
SG$1450/nighttotal: SG$176900 (122 )

Beachy Convenient Haven

1 4
apartment , Westport
This historic renovated three-bedroom, two-bathroom flat in Westport, Connecticut, is located in a historic district, offering an 8-minute walk to the train station and a 10-minute walk to Bury Hill Beach.
This pet-friendly dwelling accommodates four guests and features a kitchen with a fridge, microwave, and dishwasher, air conditioning, a shared garden, and proximity to I-95, though potential backyard noise is noted.
Blackrock One Bedroom Apt. By The Park & St.marys - Fairfield, CT
10 18 reviews
Fairfield, CT
22/10 – 26/10
SG$640/nighttotal: SG$2560 (4 )

Blackrock One Bedroom Apt. By The Park & St.marys

1 2
apartment , Bridgeport
This Bridgeport apartment, ideally located near Saint Mary's by the Sea boardwalk, offers easy access to coastal walks.
The first-floor flat features a spacious layout including a living room, dining room, breakfast nook, and sun porch, sleeping two guests and boasting a fully equipped kitchen, private garden and parking.
Modern 3-bdrm Apt In Black Rock - Fairfield, CT
9.4 3 reviews
Fairfield, CT
19/12 – 02/01
SG$550/nighttotal: SG$7700 (14 )

Modern 3-bdrm Apt In Black Rock

3 4
apartment , Bridgeport
This Bridgeport beachfront apartment, near Fairfield, is less than 2km from Longfellow and Seaside Parks and within 5km of Fairfield Museum and History Centre and Fairfield University.
The 111 square metre property boasts four bedrooms, one bathroom, sleeps ten guests, and includes a fully equipped kitchen, in-unit laundry, and on-site parking.
Cozy, Updated Single Family In Fairfield County - Fairfield, CT
9.9 68 reviews
Fairfield, CT
22/10 – 26/10
SG$715/nighttotal: SG$2860 (4 )

Cozy, Updated Single Family In Fairfield County

1 2
apartment , Trumbull
This Trumbull apartment, a short 1.6km drive from Sacred Heart University and the Merritt Parkway, offers easy access to parks, beaches, shopping, and restaurants in Fairfield County.
Sleeping seven guests, this three-bedroom, one-bathroom property features a newly renovated kitchen, spacious backyard with patio and fire pit, family room/office, and covered patio with outdoor dining; private parking is also available.

Best Fairfield, CT short term rentals with laundry available

6-bedroom House With Fitness Room And Pool In Westport - Fairfield, CT
Fairfield, CT
22/10 – 26/10
SG$3473/nighttotal: SG$13892 (4 )

6-bedroom House With Fitness Room And Pool In Westport

7 2
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.
Studio Flat Above Historic Cider Mill - Fairfield, CT
9.9 364 reviews
Fairfield, CT
16/08 – 28/08
SG$239/nighttotal: SG$2868 (12 )

Studio Flat Above Historic Cider Mill

1 2
studio , Westport
This Westport apartment is conveniently located within a 3-mile radius of Southport Beach, Burying Hill Beach, and the Country Club of Fairfield, making it ideal for exploring the area. It has received excellent ratings for location, cleanliness, and user experience, ensuring a comfortable and enjoyable stay.
The apartment offers a spacious 79 square metre layout with one bedroom and one bathroom, comfortably accommodating up to four guests. It is fully equipped with a kitchen, laundry facilities, air conditioning, a jacuzzi, and parking, as well as free Wi-Fi, a Smart TV, and a coffee/tea maker for a relaxing and convenient stay.
The Bridge House - Fairfield, CT
10 6 reviews
Fairfield, CT
22/10 – 26/10
SG$1303/nighttotal: SG$5212 (4 )

The Bridge House

1 2
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.
(4) Country Home Near Hiking Trails & Universities - Fairfield, CT
9.5 142 reviews
Fairfield, CT
01/07 – 08/09
SG$127/nighttotal: SG$8763 (69 )

(4) Country Home Near Hiking Trails & Universities

1 2
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.
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