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Best Short term and Weekly rentals in Fairfield, CT
9.7 29 reviews
Fairfield, CT
08/16 – 08/28
$1013/nighttotal: $12156 (12 )
Dreamy Beachfront Cottage With Nyc Views
1 2
apartment , Fairfield
This 4-bedroom, 3-bathroom vacation home in Fairfield is just 0.8 miles from Fairfield Beach and within 3 miles of several other beaches, as well as popular attractions like Fairfield Theater Company and Fairfield Museum and History Center. It has received excellent ratings for its location, cleanliness, and user experience. The home is perfect for families or groups, with a spacious layout and amenities like a well-equipped kitchen, laundry facilities, and a garden. It also offers convenient on-site parking, complimentary internet access, and entertainment options like a TV.
10 18 reviews
Fairfield, CT
08/16 – 08/28
$583/nighttotal: $6996 (12 )
Newly Built Twin Beach House Within Steps To Beach
1 2
apartment , Fairfield
This Fairfield beach house, located less than a mile from downtown Fairfield's restaurants and shops, offers easy access to Fairfield's beautiful beaches. This five-bedroom, three-bathroom home sleeps ten guests and boasts a fenced backyard with decks, a Weber grill, central air conditioning, and a Tesla charging station; a neighboring identical house is available for larger groups.
9.0 1 review
Fairfield, CT
08/06 – 08/09
$412/nighttotal: $1236 (3 )
3 Bedrm Apt At Black Rock Suites
3 5
apartment , Bridgeport
This three-bedroom Bridgeport apartment is situated in the Black Rock neighborhood, ten miles from Silver Sands State Park and within 25 miles of Yale University and Tweed-New Haven Airport. This 1,076-square-foot rental boasts a fully equipped kitchen, in-unit laundry, free Wi-Fi, and accommodates up to thirteen guests, perfect for families or groups visiting Bridgeport.
Fairfield, CT
07/01 – 07/31
$302/nighttotal: $9060 (30 )
The Divine At Fairfield Beach
1 2
apartment , Fairfield
This apartment is located on a quiet lane in Fairfield, adjacent to Penfield Beach and a short distance from downtown Fairfield. This residence offers air conditioning, a kitchen, two bathrooms, and can accommodate up to eight guests, providing a peaceful summer retreat with abundant natural light and fresh linens.
9.9 20 reviews
Fairfield, CT
08/03 – 08/21
$169/nighttotal: $3042 (18 )
Renovated Arts Studio| Piano, Fireplace & Woods
1 2
apartment , Fairfield
This Fairfield, Connecticut studio apartment is located on a private 2-acre property, offering a peaceful retreat while being conveniently situated near Fairfield's town center (exact distance unspecified). The unit features a queen bed, sofa bed, 75-inch TV, piano, fully equipped kitchen with fridge, freezer, and microwave, a new bathroom with shower and tub, and accommodates up to 3 guests, all within a spacious layout.
8.5 11 reviews
Fairfield, CT
07/01 – 07/31
$50/nighttotal: $1500 (30 )
Habitación Para Una Persona
1 1
apartment , Fairfield
This Trumbull guesthouse offers a convenient Fairfield County location, a 7-minute drive from I-95 and 12 minutes from Westfield Trumbull mall, with nearby shopping at Stop & Shop, TJ Maxx, CVS, and Aldi. The single-bedroom, single-bathroom unit sleeps one guest and features free parking, Wi-Fi, and easy communication with the host; note that smoking and outside guests are not permitted.
8.8 8 reviews
Fairfield, CT
10/23 – 10/25
$615/nighttotal: $1230 (2 )
3-bedroom 2-bath House In Norwalk With In-law Suite, Pool, Bbq
3 7
apartment , Norwalk
This Norwalk rental house is located near Earthplace Museum and Lockwood Mathews Mansion Museum, and within 1 mile of The SoNo Collection. This 3-bedroom, 2-bathroom residence accommodates up to 8 guests and features a full kitchen, air conditioning, a swimming pool, and parking, with an additional in-law suite for privacy.
Fairfield, CT
07/09 – 08/31
$204/nighttotal: $10812 (53 )
Charming Newly Renovated 2-bedroom Apartment In Fairfield
2 1
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.
10 26 reviews
Fairfield, CT
06/27 – 07/04
$237/nighttotal: $1659 (7 )
Lake Hills Suite
1 2
apartment , Fairfield
This modern one-bedroom suite is located in Fairfield's upscale Lake Hills neighborhood, offering convenient proximity to local universities, restaurants, and shops. The 1-bedroom apartment features a queen bed, queen-size pull-out sofa, full kitchenette, in-unit washer/dryer, private balcony overlooking a garden, dedicated parking, and central air conditioning, comfortably accommodating up to four guests.
Fairfield, CT
07/09 – 08/31
$159/nighttotal: $8427 (53 )
Absolute Tranquility Peace And Comfort
2 1
apartment , Westport
This Westport, Connecticut guesthouse is located on a private, two-plus acre lot, a short walk from a private beach and close to Westport's shops, art galleries, historical sites, and farmers' markets. This two-bedroom, one-bathroom inn features a kitchen, air conditioning, a garden, fitness center, parking, and two private outdoor decks; nearby amenities include tennis courts, outdoor pools, and a golf course.
10 6 reviews
Fairfield, CT
08/17 – 08/31
$448/nighttotal: $6272 (14 )
1br Guest Apt. Suite /Full Bath, Kitchen -Pool/spa
1 2
apartment , Weston
This Weston, Connecticut guesthouse is located near Westport and a short drive from New York City, offering a secluded retreat on a three-acre estate. The private suite features a California king bed, a sleeper sofa accommodating up to three guests, a kitchenette with a refrigerator and microwave, and access to a heated 50-foot gunite pool, spa, and furnished private terrace; a washer and dryer are available in the pool house.
Fairfield, CT
07/01 – 09/08
$407/nighttotal: $28083 (69 )
Fairfield Beach And Bar Retreat
2 2
apartment , Fairfield
This 2-bedroom, 1-bathroom apartment in Fairfield is located within walking distance of the beaches and the metro center, offering easy access to coastal recreation and transportation. This entire upper-level unit accommodates up to 6 guests, featuring a fully equipped kitchen, a fenced backyard with a grill, and optional access to a finished basement with a washer and dryer.
Best family friendly Fairfield, CT Short term rentals
Among the 212 accommodations in Fairfield, CT, here are the 4 best family friendly rentals
Fairfield, CT
10/01 – 01/31
$451/nighttotal: $55022 (122 )
House In Westport, Mid And Long Term Available
4 4
apartment , Westport
This 4-bedroom, 2-bathroom house in Westport is located on a peaceful residential street, offering a tranquil escape just 13 minutes from Compo Beach, 5 minutes from downtown Westport's shops and restaurants, and 10 minutes from the Westport train station with direct service to NYC. This pet-friendly rental accommodates up to 8 guests and features air conditioning, internet, a full kitchen, and a fireplace, with easy access to walking trails, parks, and the Saugatuck River for outdoor activities.
9.6 5 reviews
Fairfield, CT
07/17 – 07/19
$3683/nighttotal: $7366 (2 )
Lake House Cozy To Relax With A Family. 6 Bedroom Very Spacious House.
6 12
apartment , Trumbull
This Trumbull vacation home provides easy access to major highways and is conveniently located near Boothe Memorial Park and the Discovery Museum. This six-bedroom, four-bathroom house comfortably sleeps twelve guests and offers free WiFi, air conditioning, and amenities such as hair dryers and bathtubs in each bathroom; nearby attractions include Beardsley Zoo and the SportsCenter of Connecticut.
9.8 31 reviews
Fairfield, CT
08/06 – 08/09
$1347/nighttotal: $4041 (3 )
Beautiful Brand New Inviting Farmhouse
1 5
apartment , Westport
This family-friendly apartment in Westport, nestled in a serene neighborhood on a private 1-acre lot, offers a peaceful retreat with ample outdoor space. With excellent user, location, and cleanliness ratings, this 5-bedroom, 3-bathroom apartment comfortably accommodates 10 guests. The open and bright first floor features a gourmet kitchen, dining room, family room with fireplace, and gaming room. The basement entertainment area offers games, trampoline mats, and aerial silks. Outdoor amenities include a deck with furniture, grill, bonfire pit, zipline, and ropes course. Winter and summer gear is also provided, making this apartment perfect for any season.
Fairfield, CT
06/27 – 07/04
$1327/nighttotal: $9289 (7 )
Sunrise Water Views Fairfield Ct
1 2
apartment , Fairfield
This Fairfield apartment is located just steps from Penfield Beach and less than a mile from downtown, giving you easy access to both the beautiful shoreline and the town's restaurants, bars, and shops. This family-friendly rental is perfect for a group vacation, with four bedrooms, three bathrooms, and a guest capacity of eight. The apartment has everything you need for a comfortable and enjoyable stay, including a fully equipped kitchen, a spacious living area, outdoor amenities like a grill and picnic tables, and beach equipment like paddle boards and bikes.
Best Fairfield, CT lodging with a balcony
Fairfield, CT
08/17 – 08/31
$155/nighttotal: $2170 (14 )
2-bedroom Modern Apartment For Relaxing Stays
2 2
apartment , Bridgeport
This 2-bedroom, 1-bathroom apartment is located in Bridgeport's West End, offering easy access to Silver Sands State Park (approximately 4 miles away), The Coastal Center at Milford Point (approximately 4 miles away), Beardsley Zoo (approximately 1 mile away), and the Regina A. Quick Center for the Arts (approximately 1 mile away), as well as being within walking distance to the Hartford HealthCare Amphitheater and Total Mortgage Arena. This pet-friendly rental accommodates up to 4 guests with a king bed and a queen bed, featuring air conditioning, internet, a terrace/balcony, and on-site parking for your convenience.
8.8 10 reviews
Fairfield, CT
08/17 – 08/31
$1022/nighttotal: $14308 (14 )
Charming Colonial For Events! Perfect For Family Reunions And Group Getaways!
6 2
apartment , Bridgeport
This Bridgeport colonial home rental, located in the Downtown South Historic District near Perry House, offers easy access to Beardsley Zoo, The Discovery Museum's Adventure Park, and Fairchild Wheeler Golf Course. This 3,300-square-foot residence boasts six bedrooms, four bathrooms, off-street parking for six cars, and an expansive lawn, comfortably accommodating up to twelve guests with amenities including a microwave, air conditioning, and updated stainless steel appliances.
9.4 20 reviews
Fairfield, CT
08/16 – 08/28
$799/nighttotal: $9588 (12 )
Grand Fairfield Getaway- 5br Fam-friendly Near I95&shops - Spacious&gracious\n\n
5 2
apartment , Fairfield
This Fairfield home is conveniently located within a 3km radius of Fairfield University, Bridgeport Downtown South Historic District, and Longfellow Park, making it easy to explore the area's attractions. The property has received excellent user ratings, indicating a comfortable and enjoyable stay for guests. This 5-bedroom house can accommodate up to 12 guests, providing ample space for families or groups. The home offers a range of amenities, including a fully equipped kitchen, a garden with barbecue grills, a terrace, and a tennis court, ensuring a relaxing and entertaining stay.
10 34 reviews
Fairfield, CT
07/29 – 08/07
$758/nighttotal: $6822 (9 )
Cozy Cottage With Fire Pit, Near Beach, 1 Mile To Nyc Train
3 2
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.
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
10 2 reviews
Fairfield, CT
07/09 – 08/31
$70/nighttotal: $3710 (53 )
Beautiful Room Perfect For Your Stay
1 1
apartment , Bridgeport
This one-bedroom, one-bathroom apartment in Bridgeport offers excellent ratings and is located 5 miles from Saint Vincent's Hospital and Secret University, 10 miles from Trumbull Mall, and within 10 miles of the Merritt Parkway and I-95. This peaceful residence includes internet, air conditioning, and parking, providing a quiet home environment with easy access to public transportation and a 20-mile commute to downtown Fairfield.
9.0 1 review
Fairfield, CT
12/19 – 01/02
$304/nighttotal: $4256 (14 )
Modern 2 Bed In Blackrock
1 4
apartment , Bridgeport
This two-bedroom Bridgeport apartment, located in the Black Rock neighborhood, offers convenient access to Silver Sands State Park (10 miles), the Connecticut Post Mall (13 miles), and Yale University (21 miles). The 9,690-square-foot rental features one bathroom, accommodates seven guests, includes in-unit laundry, and offers a fully equipped kitchen with a refrigerator and microwave.
9.6 28 reviews
Fairfield, CT
08/03 – 08/21
$147/nighttotal: $2646 (18 )
Fairfield Guest Suite
1 2
B&B , Fairfield
This in-law suite is located in a quiet residential area near Sacred Heart University in Fairfield, within easy walking distance of the university campus. It has consistently received excellent ratings for location, cleanliness, and overall experience. The apartment features a separate entrance, one bedroom, one bathroom, and can accommodate up to three guests. Amenities include a fully equipped kitchen, laundry facilities, a comfortable living area, air conditioning, a garden, and parking.
9.9 77 reviews
Fairfield, CT
08/06 – 08/09
$237/nighttotal: $711 (3 )
Polita’s Place # 2
1 5
apartment , Bridgeport
This Bridgeport apartment is located on the third floor of a building, just a short walk from the waterfront and a quick drive to the city's museums and downtown area. The apartment has received excellent ratings for location, cleanliness, and overall user experience. The apartment offers a peaceful retreat from the city's hustle and bustle, with a spacious layout that can comfortably accommodate up to six guests. Enjoy a fully equipped kitchen, laundry facilities, a private backyard, and easy access to shared porches and outdoor spaces.
Neighborhoods and points of interest in Fairfield, CT
Best Fairfield, CT lodging with laundry available
10 51 reviews
Fairfield, CT
10/22 – 10/26
$862/nighttotal: $3448 (4 )
Walk To Compo Beach Renovated Westport Home
1 2
apartment , Westport
This Westport, Connecticut California-style home is conveniently located near Compo Beach, the Westport train station, and downtown shops. This three-bedroom, two-bathroom house offers a one-level open-concept living space, chef's kitchen with high-end appliances, two living rooms, a private garden, parking, and a bonus country shed; it sleeps five and includes all the amenities for a comfortable stay.
9.5 2 reviews
Fairfield, CT
08/17 – 08/31
$449/nighttotal: $6286 (14 )
2br Flat Above Historic Cider Mill
2 2
apartment , Westport
This Westport apartment rental is located near the historic mill district, approximately 1.4 miles from both Sasco and Southport Beaches. The 1,190-square-foot unit features two bedrooms, one bathroom, and accommodates up to nine guests, offering free Wi-Fi, a fully equipped kitchen with a dishwasher, air conditioning, and access to a private garden.
9.9 340 reviews
Fairfield, CT
08/17 – 08/31
$344/nighttotal: $4816 (14 )
2br Flat Above Historic Cider Mill
1 2
apartment , Westport
This apartment is located in the coastal New England town of Westport, a short distance from several beaches. It is atop a renovated historic cider mill from the 1850s, offering panoramic views of the marsh and surrounding flora and fauna. The apartment has excellent user, location, and cleanliness ratings. It has one bathroom and can accommodate up to six guests. The apartment is well-equipped with modern amenities such as smart TVs, Amazon Fire Stick, and Alexa/Sonos system. Guests also have access to a private parking lot and a multi-level co-working space with riverfront views.
Fairfield, CT
08/17 – 08/31
$1528/nighttotal: $21392 (14 )
Walk To Beach! 4 Bedroom, 4.5 Bath
4 2
apartment , Fairfield
This Fairfield vacation rental is conveniently located near three beaches—Penfield Beach, Fairfield Beach, and Jennings Beach—all within a 12-minute walk, and a similar distance from the Fairfield Museum and History Center. This four-bedroom, five-bathroom home sleeps ten guests and offers amenities including Wi-Fi, air conditioning, a dryer, an ironing board, and essential toiletries; nearby attractions include the Country Club of Fairfield, Fairchild Wheeler Golf Course, Trout Brook Valley State Park Reserve, Silver Sands State Park, the Ballpark at Harbor Yard, and Webster Bank Arena.