Fairfield, CT Short term rentals

317 available short term rental offers

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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

Retro Bridgeport Apartment - Fairfield, CT
9.6 37 reviews

Retro Bridgeport Apartment

apartment, Bridgeport
This apartment in Bridgeport is conveniently located within a kilometre of a Starbucks, bakery, supermarket, and pharmacy, making it a practical choice for travellers. The apartment has received excellent ratings for cleanliness, location, and overall user experience.
The apartment has two bedrooms with queen-size beds and a living room with a pull-out couch, comfortably accommodating up to four guests. It is equipped with air conditioning, parking, internet access, and a kitchen with a fridge, freezer, microwave oven, and dishwasher.
Fairfield Guest Suite - Fairfield, CT
9.7 33 reviews

Fairfield Guest Suite

B&B, Fairfield
This Fairfield in-law suite is conveniently located near Sacred Heart University, offering easy access to the university and local amenities.
The self-contained apartment features a queen-size bed, sofa bed, fully equipped kitchen with dishwasher, in-unit laundry, private entrance, and parking, comfortably sleeping up to three guests.
Renovated 3br Apt / Easy Check-in / Familyfriendly - Fairfield, CT
No reviews

Renovated 3br Apt / Easy Check-in / Familyfriendly

apartment, Bridgeport
This three-bedroom Bridgeport West Side apartment, near the Adventure Park at Discovery Museum and South Benson Marina, offers convenient access to Bridgeport's attractions.
The 84 square metre self-catering flat sleeps eight, boasting a fully equipped kitchen, high-speed internet, smart TVs, and a shared garden; self check-in is available.
The Elijah Sterling House - Fairfield, CT
10 66 reviews

The Elijah Sterling House

apartment, Trumbull
This three-bedroom apartment is situated in Trumbull, Connecticut, a 10-minute drive from the Total Mortgage Arena and the Bridgeport Amphitheatre.
The apartment, housed in the historic Elijah Sterling House, dating back to 1791, offers a fully equipped kitchen, a spacious outdoor patio, and multiple living areas, accommodating up to seven guests.

Best Fairfield, CT short term rentals 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.
Grand Fairfield Getaway- 5br Fam-friendly Near I95&shops - Spacious&gracious - Fairfield, CT
9.4 20 reviews

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

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.
Charming Colonial For Events!  Perfect For Family Reunions And Group Getaways! - Fairfield, CT
8.8 10 reviews

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

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
No reviews

2-bedroom Modern Apartment For Relaxing Stays

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.

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

Spacious Fairfield Studio For Longer Stays - Fairfield, CT
9.5 13 reviews

Spacious Fairfield Studio For Longer Stays

apartment, Fairfield
This Fairfield studio apartment is conveniently located in a quiet residential area, close to shops, Fairfield University, and a short drive (approximately 10 km) from Fairfield's beaches.
The self-contained unit, sleeping up to two guests, features a private kitchenette with a fridge and microwave, a private bathroom, and access to a shared full-size kitchen and dining area; air conditioning and parking are also provided.
Zen, Spacious & Comfy, Lux Beds - Fairfield, CT
9.8 39 reviews

Zen, Spacious & Comfy, Lux Beds

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.
Zen Goddess Studio In Historic Seaside Village - Fairfield, CT
9.7 93 reviews

Zen Goddess Studio In Historic Seaside Village

apartment, Fairfield
The Zen Studio is situated in Southport Village, a six-minute walk from the train station and a half-kilometre walk from the beach, offering a tranquil escape in a charming historic area. Guests consistently rate the studio excellent for location, cleanliness, and overall experience.
The studio offers a peaceful retreat for two guests, with a private garden and a picnic table. Amenities include a kitchen with a fridge, freezer, and microwave, air conditioning, a beach umbrella, cooler, and chair, and private parking.
2 Bed Apt In Blackrock By Beach - Fairfield, CT
9.0 1 review

2 Bed Apt In Blackrock By Beach

apartment, Bridgeport
This two-bedroom flat in Bridgeport's Black Rock neighbourhood is conveniently located near the beach, approximately 16 km from Silver Sands State Park and 22 km from the Connecticut Post Mall.
The 1000 square metre property boasts a fully equipped kitchen, air conditioning, Wi-Fi, and accommodates up to six guests, making it ideal for families or groups visiting Bridgeport.

Best Fairfield, CT short term rentals with laundry available

Waterfront 1-bedroom Cottage With Dock In Charming Fairfield - Fairfield, CT
8.0 2 reviews

Waterfront 1-bedroom Cottage With Dock In Charming Fairfield

cottage, Fairfield
This 1-bedroom holiday home in Fairfield Beach offers waterfront living on Pine Creek with direct access to Long Island Sound, located a short drive from Bridgeport Downtown South Historic District and Westport Historical Society, and approximately 9.5 kilometres from Trout Brook Valley State Park Reserve.
This furnished bungalow, ideal for two guests, provides a private dock for a tranquil retreat and allows pets, with amenities including Wi-Fi and air conditioning, and is available for short or longer stays.
Home Away From Home - Fairfield, CT
No reviews

Home Away From Home

apartment, Bridgeport
This Bridgeport guesthouse enjoys a central location, offering easy access to attractions within a 17-24 km radius.
The two-bedroom, one-bathroom property sleeps four guests and includes a kitchen, parking, and internet access.
Fairfield Favorite - Fairfield, CT
10 23 reviews

Fairfield Favorite

apartment, Fairfield
This Fairfield property is situated on a hill overlooking Brooklawn Country Club, offering a peaceful escape from the city bustle just 1.5 km from the centre of Fairfield. The accommodation is set in a quiet and tranquil setting, ideal for a relaxing getaway.
The house is a spacious four-bedroom property, comfortably accommodating up to eight guests. It boasts a modern kitchen, a swimming pool, a sauna, and a fitness centre, ensuring a comfortable and enjoyable stay.
Scandinavian Designer 2 Bed Cabin In The Woods - Fairfield, CT
10 56 reviews

Scandinavian Designer 2 Bed Cabin In The Woods

cabin, Easton
This designer lodge is situated in the woods, just a short drive from Westport and a 20-minute journey to beaches, shops and supermarkets in Easton. The property has received excellent ratings for cleanliness, location and overall user experience.
The two-bedroom lodge can accommodate up to four guests and features a modern interior with a fully equipped kitchen, a wood-burning fireplace and a large outdoor deck. Enjoy the panoramic views of the surrounding woodland, relax in the hammock by the fire pit or take advantage of the on-site generator for peace of mind.