Compare best Airbnb in Fairfield, CT from 100+ providers!
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Best Vacation rentals and Airbnb offers in Fairfield, CT
10 1 review
Fairfield, CT
10/23 – 10/25
$731/nighttotal: $1462 (2 )
Spacious Family Home
4 7
apartment , Westport
This Westport, CT apartment rental is located at 360 Main Street, offering easy access to the Earthplace Museum and Stepping Stones Museum for Children, as well as shopping at the Westport Farmers Market and The SoNo Collection. The spacious 4-bedroom, 3-bathroom unit comfortably sleeps 8 guests and includes air conditioning and internet access; nearby attractions include the Total Mortgage Arena and Hartford HealthCare Amphitheater.
Fairfield, CT
08/16 – 08/28
$158/nighttotal: $1896 (12 )
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.
9.9 68 reviews
Fairfield, CT
10/22 – 10/26
$645/nighttotal: $2580 (4 )
Cozy, Updated Single Family In Fairfield County
1 2
apartment , Trumbull
This Trumbull apartment rental is a minute from Sacred Heart University and the Merritt Parkway, offering easy access to beaches, shopping, and restaurants in Fairfield County. The three-bedroom, one-bathroom unit sleeps seven, features a newly renovated kitchen, spacious backyard with patio and fire pit, and a family room/office, perfect for families or groups visiting Trumbull.
Fairfield, CT
07/01 – 09/08
$315/nighttotal: $21735 (69 )
Off The Beachin Track
1 2
apartment , Fairfield
This Fairfield apartment is a private loft located just two blocks from downtown, the train station, and a public beach. The surrounding area offers a quiet and peaceful atmosphere while being within walking distance of all the action. The apartment is a one-bedroom, one-bathroom unit that can accommodate up to two guests. It comes equipped with a kitchen, air conditioning, parking, and internet access, making it a comfortable and convenient option for travelers.
9.8 95 reviews
Fairfield, CT
08/16 – 08/28
$238/nighttotal: $2856 (12 )
2bdfairfield Work & Relax Space W. Patio+fast Wifi
1 2
apartment , Fairfield
This Fairfield apartment is situated in a quiet residential neighborhood, within walking distance to popular attractions. It has received excellent ratings for its user experience, location, and cleanliness. The apartment features 2 bedrooms, 1 bathroom, and a guest capacity of 5. It boasts a private and spacious backyard with a fire pit and picnic table, perfect for family gatherings or relaxation. The apartment also includes a smart TV with streaming services, separate entrances, an Alexa voice assistant, a cozy and spacious living room, and ample natural lighting.
Fairfield, CT
10/01 – 01/31
$288/nighttotal: $35136 (122 )
Charming 3-bedroom Main House In Wonderful Stratford Ct, With Inground Pool!
3 4
apartment , Stratford
This three-bedroom, two-bathroom Stratford vacation home offers convenient access to the Housatonic River (5-minute drive), Boothe Memorial Park and Museum (4-minute drive), and is within a short drive of the Hartford HealthCare Amphitheater and Beardsley Zoo. The 6-guest house features a hot tub, WiFi, air conditioning, a dryer, and essential amenities, providing a comfortable stay near Stratford's attractions.
10 7 reviews
Fairfield, CT
08/06 – 08/09
$535/nighttotal: $1605 (3 )
Big Family Home | 3br W/ Piano, Deck, Fire Pit
1 5
apartment , Fairfield
This Fairfield, Connecticut apartment rental is centrally located, within a 10-minute walk of Tunxis Hill Park and a short drive from Fairfield University, Fairfield beaches (Penfield and Jennings), and the Fairfield Metro-North train station providing easy access to New York City and New Haven. This three-bedroom, two-bathroom home, perfect for families or groups of up to six, boasts a home office, piano, oversized soaking tub, deck, fire pit, patio, driveway with space for three cars and a universal EV charging station, plus kayaks available for guest use (with agreement and deposit).
8.5 4 reviews
Fairfield, CT
07/17 – 07/19
$675/nighttotal: $1350 (2 )
Spacious&gracious- 5br Fam-friendly Near I95&shops
5 12
house , Fairfield
This Fairfield vacation home, near I-95, is conveniently located 11 miles from Silver Sands State Park and 14 miles from the Connecticut Post Mall. This 2,000-square-foot house boasts a spacious five-bedroom layout, accommodating up to 22 guests, and features a bonus game room with a pool table, darts, and arcade games, plus a home theater with massage seating.
Fairfield, CT
08/06 – 08/09
$579/nighttotal: $1737 (3 )
4 Mi To Beach & Dtwn! Charming Fairfield Home
4 5
apartment , Fairfield
This 4-bedroom, 2-bathroom apartment in Fairfield is located in a coastal neighborhood, offering convenient access to Seaside Park and downtown Bridgeport. This pet-friendly vacation home features a full kitchen with a fridge, microwave, and dishwasher, air conditioning, a Smart TV, a fireplace, a backyard with a fire pit, an outdoor dining area with a charcoal grill, and driveway parking for up to 3 vehicles, plus free street parking.
Fairfield, CT
07/01 – 09/08
$216/nighttotal: $14904 (69 )
Beautiful 2 Bedroom Apartment In Prime Location Of Bridgeport Connecticut\n
2 2
apartment , Bridgeport
This Bridgeport vacation rental is conveniently located near the Downtown South Historic District, within a 15-minute walk of Washington Park, the Downtown Cabaret Theatre, and a mile from the Barnum Museum and Baldwin Plaza Shopping Center. The two-bedroom, one-bathroom house sleeps four and includes in-house laundry facilities, internet, and air conditioning; public transportation is also easily accessible via Bridgeport Station, a 19-minute walk away.
9.0 10 reviews
Fairfield, CT
12/19 – 01/02
$435/nighttotal: $6090 (14 )
Modern House In Black Rock
3 4
apartment , Bridgeport
This Bridgeport beachfront vacation home is located near Fairfield, within one mile of Longfellow and Seaside Parks, and under three miles from the Fairfield Museum and History Center and Fairfield University. This 1510-square-foot property boasts four bedrooms, one bathroom, and sleeps seven, featuring a fully equipped kitchen, a garden, parking, and amenities such as a washer, dryer, sofa bed, and TV.
10 1 review
Fairfield, CT
12/19 – 01/02
$601/nighttotal: $8414 (14 )
Steps To The Sand & Surf!
4 4
apartment , Fairfield
This Fairfield vacation home is conveniently located within walking distance of three beaches – Fairfield Beach, Penfield Beach, and Jennings Beach – and a short drive from the Fairfield Theater Company. The 1,710-square-foot house features four bedrooms, two bathrooms, a fully equipped kitchen, a patio, a fireplace, and a barbecue grill, comfortably accommodating up to eight guests.
Best family friendly Fairfield, CT vacation rentals
Among the 245 accommodations in Fairfield, CT, here are the 4 best family friendly rentals
9.6 143 reviews
Fairfield, CT
08/16 – 08/28
$451/nighttotal: $5412 (12 )
Southport Shoreline Charm: Elegant Coastal Escape
1 2
apartment , Fairfield
This Fairfield accommodation is a 3-bedroom, 2-bathroom home situated just minutes from the town center and beaches. It has an excellent user rating and is family-friendly, with amenities like a ping-pong table and outdoor patio with a grill. The home has a floor area of 100 square feet and can accommodate up to 7 guests. It features cozy living areas, a fully stocked kitchen, and two full bathrooms. Amenities include sound machines in all bedrooms, two monitors and a docking station in the first bedroom, a coffee maker, and a washer and dryer.
10 59 reviews
Fairfield, CT
08/17 – 08/31
$332/nighttotal: $4648 (14 )
The Elijah Sterling House
1 2
apartment , Trumbull
This Trumbull apartment is conveniently located close to highways for easy access to nearby attractions like state parks, beaches, and the Bridgeport Amphitheater, just a 10-minute drive away. The Elijah Sterling House, built in 1791, offers a spacious family-friendly layout with a large dining room, a sunroom, and three bedrooms with three full bathrooms, accommodating up to 7 guests.
10 69 reviews
Fairfield, CT
12/19 – 01/02
$710/nighttotal: $9940 (14 )
Stay At Black Rock Harbor
3 4
apartment , Bridgeport
This apartment in Bridgeport is perfect for families. It has 2 bathrooms and can accommodate up to 6 guests. The apartment has a fully equipped kitchen with a fridge, freezer, microwave oven, and dishwasher. It also has air conditioning and parking. The apartment has excellent user, location, and cleanliness ratings. It is located in a family-friendly area and is close to many landmarks. Guests can enjoy the internet, air conditioning, and parking.
9.9 209 reviews
Fairfield, CT
07/29 – 08/07
$571/nighttotal: $5139 (9 )
Cozy Cottage With Fire Pit, Near Beach
1 2
apartment , Fairfield
This Fairfield apartment is conveniently located in a quiet residential neighborhood, just a mile from Fairfield University and within a 4-mile radius of beaches, charming villages, and attractions like the Norwalk Aquarium and Beardsley Zoo. It boasts excellent ratings for location, cleanliness, and overall user experience. The spacious apartment can comfortably accommodate up to 8 guests and features a well-equipped kitchen, a comfortable living area, and multiple bedrooms. Enjoy amenities like a private garden, air conditioning, parking, and a pet-friendly policy for furry companions.
Best Fairfield, CT vacation rentals with a pool
Among the 245 accommodations in Fairfield, CT, here are the 4 best rentals with a pool
10 106 reviews
Fairfield, CT
10/22 – 10/26
$252/nighttotal: $1008 (4 )
Spacious Cottage Loft
1 2
apartment , Bridgeport
The Spacious Cottage Loft is located in Black Rock, a historic seaside neighborhood in Bridgeport, just a short distance from the city's downtown area and attractions. This charming cottage has received excellent ratings for its location, cleanliness, and overall experience. The cottage has a spacious kitchen and living area, a separate sleeping area with a queen-size bed, and a private patio, perfect for relaxing and enjoying the outdoors. The cottage also offers amenities such as a swimming pool, off-street parking, a music space, and a comfortable outdoor area, making it an ideal choice for travelers looking for a peaceful and enjoyable stay.
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.
10 73 reviews
Fairfield, CT
08/06 – 08/09
$3647/nighttotal: $10941 (3 )
Summer Estate Close To Ny, Nj, Ma W Heated Pool Sleeps 16+
1 5
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.
10 5 reviews
Fairfield, CT
06/27 – 07/04
$3962/nighttotal: $27734 (7 )
Paradise Awaits
5 Acre Estate - Sasco Hill
1 2
apartment , Fairfield
This luxury estate sits on Sasco Hill in Fairfield, just steps from Sasco Beach and a short distance from the charming town center. The property boasts excellent user, location, and cleanliness ratings, making it a top choice for travelers seeking a comfortable and enjoyable stay. This spacious home features 5 bedrooms and 5 bathrooms, comfortably accommodating up to 10 guests. The property offers a range of amenities, including a private pool, gardens, a martini lounge, and a dedicated children's suite, ensuring a memorable and relaxing vacation for all.
Frequently Asked Questions about vacation rentals in Fairfield, CT
What are the must-see sights in Fairfield, Connecticut?
Fairfield Beach is a must, especially during summer. The historic Fairfield Museum and History Center offers a glimpse into the town's past. Lake Mohegan offers beautiful scenery and recreational opportunities. The Sherman Green is a lovely park in the center of town, perfect for a stroll.
What are the best Airbnb and vacation rentals in Fairfield, CT?
Are there unique natural phenomena in Fairfield, Connecticut?
While Fairfield doesn't have dramatic geological features, its location on Long Island Sound provides beautiful coastal scenery and diverse wildlife. The tidal marshes are important ecosystems, and you'll find a variety of bird species. The beaches themselves are a significant natural feature.
What are the most popular Airbnbs in Fairfield, CT?
What essentials should you bring along for a trip to Fairfield, Connecticut?
Comfortable walking shoes are a must, as is sunscreen and a hat, especially during the summer months. Depending on the time of year, you might also want a light jacket or sweater. Don't forget swimwear if you plan on visiting the beach.
What are the best vacation rentals with a pool in Fairfield, CT?
What is the average daily budget you should plan for (accommodation, food, transportation, activities) in Fairfield, Connecticut?
A daily budget will vary greatly depending on your choices. Accommodation can range from budget-friendly motels to upscale hotels. Food costs can vary from inexpensive takeout to fine dining. Transportation costs depend on whether you rent a car or use public transportation (which is limited). A reasonable estimate for a mid-range daily budget might be between $150-$300 per person, but it could easily be higher or lower.
What are the best rentals for families and kids in Fairfield, CT?
Where can you find the best restaurants serving local dishes in Fairfield, Connecticut, and what are the must-try specialties?
Fairfield has a diverse culinary scene. For seafood, try the Black Bear Saloon or another restaurant along the coast. There are also many Italian restaurants reflecting the area's heritage. There isn't one specific 'must-try' Fairfield specialty, but the focus is on fresh, seasonal ingredients.
What are the best rentals or Airbnbs with a jacuzzi in Fairfield, CT?
What are some less-famous attractions in Fairfield, Connecticut that are worth the visit?
The Pequotsepos Nature Center offers nature trails and educational programs. The various smaller parks scattered throughout town provide peaceful escapes. Exploring the residential streets can reveal charming architecture and historical homes.
What are the best activities for engaging with locals and understanding their culture in Fairfield, Connecticut?
Visiting local businesses, like independent shops and restaurants, is a great way to interact with residents. Attending community events, if any are scheduled during your visit, can also provide opportunities to meet locals. Simply striking up conversations with people you encounter is another way to experience the local culture.
What unique natural landscapes and terrain features can travelers explore in Fairfield, Connecticut?
Fairfield's main natural features are its coastline, including the beaches and tidal marshes, and Lake Mohegan. The terrain is relatively flat, with rolling hills in some areas, but nothing dramatically mountainous.
How many days are ideal for visiting Fairfield, Connecticut, and what are some itinerary suggestions?
A long weekend (3 days/2 nights) is sufficient to see the main attractions. A possible itinerary could include: Day 1 - Fairfield Beach and the Fairfield Museum; Day 2 - Lake Mohegan and exploring the downtown area; Day 3 - Pequotsepos Nature Center and a relaxing walk through Sherman Green. Longer stays allow for more exploration of the surrounding areas.
How is the weather in Fairfield, Connecticut in high season?
Fairfield's high season is summer (June-August). Expect warm temperatures, often in the 70s and 80s Fahrenheit (20s and 30s Celsius), with humidity. There's always a chance of rain showers, so packing layers and rain gear is advisable.
Nearby regions
Best Fairfield, CT vacation rentals with a balcony
9.0 1 review
Fairfield, CT
12/19 – 01/02
$784/nighttotal: $10976 (14 )
Villa Après Sea
3 4
house , Westport
This Westport vacation home offers direct private access to Compo Beach and is located 17 miles from Silver Sands State Park and 20 miles from Connecticut Post Mall. This 3280 square foot house accommodates up to 11 guests with 4 bathrooms, a fully equipped kitchen, air conditioning, Wi-Fi, and private parking.
8.8 10 reviews
Fairfield, CT
08/17 – 08/31
$1087/nighttotal: $15218 (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.
9.7 3 reviews
Fairfield, CT
07/29 – 08/07
$622/nighttotal: $5598 (9 )
Fairfield Cottage -Top Rated Gem, Fire Pit, Near Beach, 90 Min To Nyc
3 2
house , Fairfield
This cozy cottage is located in Fairfield, just 11 miles from Silver Sands State Park and 14 miles from the Connecticut Post Mall Shopping Center, offering easy access to both nature and shopping. Guests consistently rate the home excellent for its cleanliness, location, and overall experience. The 1400 square foot house features 3 bedrooms, 2 bathrooms, and can comfortably accommodate up to 12 guests. Enjoy modern amenities like a fully equipped kitchen, air conditioning, a private garden, and free parking, plus outdoor play equipment and a baby safety gate for families with young children.
Fairfield, CT
12/19 – 01/02
$922/nighttotal: $12908 (14 )
4 Mi To Beach & Dtwn! Charming Fairfield Home
4 4
house , Fairfield
This Fairfield house is located 4 miles from the beach and downtown Fairfield, 10 miles from Silver Sands State Park, and 20 miles from Yale University. This 1500 square foot home offers 4 bedrooms, 2 bathrooms, a full kitchen with a dishwasher and microwave, air conditioning, and free private parking, accommodating up to 17 guests.
Neighborhoods and points of interest in Fairfield, CT
Best Fairfield, CT vacation rentals with parking
Fairfield, CT
10/01 – 01/31
$348/nighttotal: $42456 (122 )
Captain House In Black Rock-academic Rental
3 4
apartment , Bridgeport
This historic Victorian house in Bridgeport's Black Rock Historic District offers water views of Burr Creek and is located in a well-preserved neighborhood. This 360-square-foot rental accommodates up to 7 guests with 3 bedrooms and 2 bathrooms, featuring a kitchen with a fridge, microwave, and dishwasher, air conditioning, a garden, parking, and a wrap-around porch.
Fairfield, CT
07/01 – 07/31
$197/nighttotal: $5910 (30 )
Cozy 2-bedroom Apartment In Bridgeport With Wifi, Ac Heat, Washer Dryer, Parking
2 2
apartment , Bridgeport
This Bridgeport apartment rental is conveniently located near the Downtown Cabaret Theatre and Barnum Museum, offering easy access to other Bridgeport attractions. The two-bedroom, one-bathroom unit sleeps four guests comfortably in two queen beds and includes in-unit laundry, WiFi, air conditioning, parking, and a kitchen with a microwave and refrigerator; nearby family-friendly options include the Beardsley Zoo and Discovery Museum.
10 1 review
Fairfield, CT
06/27 – 07/04
$437/nighttotal: $3059 (7 )
Modern 3 Bed House In Black Rock
3 2
apartment , Bridgeport
This Bridgeport vacation rental is conveniently located just a short drive from the Bridgeport Downtown South Historic District and Jennings Beach, offering easy access to both attractions and the waterfront. The home is perfect for a small family or group of friends, with 3 bedrooms and 1 bathroom in a comfortable 1510 square feet. The rental includes modern amenities like a full kitchen, washer and dryer, and air conditioning, and guests can enjoy a private garden, parking, and a comfortable living space with a Smart TV and desk.
9.0 1 review
Fairfield, CT
07/29 – 08/07
$352/nighttotal: $3168 (9 )
3 Bedrm Apt At Black Rock Suites
3 2
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.
