Compare Vacation Rentals & Airbnb in Fairfield, CT
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245 Rentals and Airbnb in Fairfield, CT
9.8 9 reviews
Fairfield, CT
09/07 – 31/08
$543/nighttotal: $28779 (53 )
3 Bedroom Villa In Bridgeport
3 1
house , Bridgeport
This house is located on a lake in Bridgeport, just 3.2km from The Adventure Park at Discovery Museum, Discovery Museum, and Sacred Heart University. The property has received excellent user ratings for its comfortable and well-equipped accommodation. The house has three bedrooms and can comfortably accommodate up to seven guests. It features a fully equipped kitchen, a fireplace, a private yard, a terrace, a barbecue grill, and a jacuzzi, perfect for enjoying a relaxing stay in Bridgeport.
10 34 reviews
Fairfield, CT
29/07 – 07/08
$1060/nighttotal: $9540 (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.
9.8 74 reviews
Fairfield, CT
22/10 – 26/10
$268/nighttotal: $1072 (4 )
Victorian Apartment
1 2
apartment , Bridgeport
This one-bedroom apartment is situated in the historic Black Rock neighbourhood of Bridgeport, a short walk from the Fairfield Metro Train Station and minutes from the I-95 highway, offering easy access to both the city and the surrounding area. The property has excellent ratings for location, cleanliness, and user experience. The downstairs flat has a separate entrance and can accommodate up to two guests. It features a private washer and dryer, two smart TVs, strong Wi-Fi, and a spacious living area. There is a shared swimming pool available during the summer months, as well as a private patio, a barbecue, and a large garden.
9.4 22 reviews
Fairfield, CT
09/07 – 31/08
$1976/nighttotal: $104728 (53 )
One Of A Kind Executive Stay In Easton, Ct.
1 1
apartment , Easton
This Lower Easton Colonial/Contemporary home is situated in a peaceful, secluded area on 3 acres, just a short drive (around 3 km) from the bustling centre of Easton. The property has excellent user, location and cleanliness ratings. This spacious residence offers five bedrooms and four bathrooms, comfortably accommodating up to 10 guests. Enjoy a range of amenities including a swimming pool, garden, parking, a fully equipped kitchen, air conditioning and a basement entertainment area with a theatre room, game room and bar.
9.3 4 reviews
Fairfield, CT
01/07 – 31/07
$550/nighttotal: $16500 (30 )
The B&w Haven 5br Home With Yard Theater
5 2
apartment , Bridgeport
The B&W Haven 5BR Home with yard theatre is located in Bridgeport, just 13 kilometres from Silver Sands State Park and 18 kilometres from the Connecticut Post Mall Shopping Centre. This makes it a great choice for families or groups wanting to explore the area and enjoy both the beach and shopping. This spacious five-bedroom home offers 186 square metres of living space and can comfortably accommodate up to 20 guests. The apartment features a fully equipped kitchen, a fireplace, a private yard with outdoor seating, a yard theatre, free parking, and free Wi-Fi.
This Fairfield apartment, situated 18km from Silver Sands State Park and 23km from the Connecticut Post Mall, offers easy access to both coastal attractions and shopping. The 93 square metre, two-bedroom property sleeps nine guests and features a fully equipped kitchen, a garden, parking, and a fireplace; nearby Yale University and the Yale Bowl are within 32km.
Fairfield, CT
06/08 – 09/08
$758/nighttotal: $2274 (3 )
Downtown & Beach Townhome
2 5
house , Fairfield
This distinctive abode is located in a tranquil district of Fairfield, offering convenient access to key landmarks without being in the central business area, approximately 3 kilometers from Fairfield Museum and Art Gallery. This two-bedroom, one-bathroom dwelling accommodates up to five guests and features air conditioning, a garden, and a fully equipped kitchen including a fridge, freezer, microwave, and dishwasher, with internet access provided.
10 1 review
Fairfield, CT
29/07 – 07/08
$1145/nighttotal: $10305 (9 )
Amazing Elevated House Across From The Beach
4 2
apartment , Fairfield
This four-bedroom, two-bathroom flat is located in Fairfield, a coastal town, offering proximity to the sea for a picturesque and tranquil getaway. This apartment accommodates up to eight guests and includes a kitchen, air conditioning, internet, and parking, with pets welcome.
Fairfield, CT
22/10 – 26/10
$990/nighttotal: $3960 (4 )
Mari Monroe River Cabin! 1 Hour To World Cup/nyc!
1 2
cabin , Fairfield
This Fairfield waterfront lodge, situated on a 2.36-acre plot bordering Westport, Connecticut, offers a unique location on the Aspetuck River, boasting a private waterfall and proximity to downtown Westport (16 km) and Fairfield (24 km), plus easy access to Manhattan (88 km). The 200-square-metre property features four bedrooms, two bathrooms, and sleeps eight, including a loft area, a fully equipped kitchen, air conditioning, internet access, parking, a fitness centre, and pet-friendly accommodation; it was once home to Marilyn Monroe's photographer.
9.9 37 reviews
Fairfield, CT
06/08 – 09/08
$359/nighttotal: $1077 (3 )
Zen, Spacious & Comfy, Lux Beds
1 5
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.
9.8 95 reviews
Fairfield, CT
06/08 – 09/08
$436/nighttotal: $1308 (3 )
2bdfairfield Work & Relax Space W. Patio+fast Wifi
1 5
apartment , Fairfield
This two-bedroom flat is located in a peaceful residential area in Fairfield, just a short distance from the bustling town centre. The property has received excellent ratings for its cleanliness, location, and overall experience. The apartment comfortably accommodates up to five guests and features a spacious living area, a fully equipped kitchen, and a private garden. Guests can enjoy a range of amenities including a fire pit, a picnic table, multiple patios, and a modern entertainment system.
8.8 10 reviews
Fairfield, CT
09/07 – 31/08
$1312/nighttotal: $69536 (53 )
Charming Colonial For Events! Perfect For Family Reunions And Group Getaways!
6 1
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.
Best family friendly Fairfield, CT vacation rentals
Among the 245 accommodations in Fairfield, CT, here are the 4 best family friendly rentals
Fairfield, CT
27/06 – 04/07
$3620/nighttotal: $25340 (7 )
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.
10 4 reviews
Fairfield, CT
06/08 – 09/08
$831/nighttotal: $2493 (3 )
Beautiful Home In The Town Of Fairfield.
4 5
apartment , Fairfield
This recently renovated four-bedroom, two-bathroom house in Fairfield is located just minutes from Sacred Heart University, offering convenient access to this major regional institution. This fully equipped apartment accommodates up to nine guests and features a microwave oven, dishwasher, air conditioning, parking, and a backyard with a fire pit, alongside gleaming hardwood floors and cozy bedrooms.
10 55 reviews
Fairfield, CT
17/08 – 31/08
$661/nighttotal: $9254 (14 )
Scandinavian Designer 2 Bed Cabin In The Woods
2 2
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.
9.7 23 reviews
Fairfield, CT
29/07 – 07/08
$818/nighttotal: $7362 (9 )
Ffld Beach House, Walk To Beach, Marina And Town!
1 2
apartment , Fairfield
This Fairfield property is situated in a highly desirable beach neighbourhood, just a short walk from Jennings Beach, South Benson Marina, and the Sand Castle Playground. The apartment has consistently received excellent ratings for its location, cleanliness, and overall user experience. The two-storey house offers ample space for up to 8 guests, providing privacy and comfort. Guests can enjoy a range of amenities, including a fully equipped kitchen, a fenced-in backyard with a patio, a private outdoor shower, and a selection of outdoor recreation equipment, such as beach cruisers, paddleboards, and a propane grill.
Best Fairfield, CT vacation rentals with a pool
Among the 245 accommodations in Fairfield, CT, here are the 4 best rentals with a pool
Fairfield, CT
01/10 – 31/01
$4958/nighttotal: $604876 (122 )
Modern Westport Designer Estate
1 4
apartment , Westport
This modern luxury home is located in Westport, Connecticut, just a short distance from Compo Beach and the town's restaurants and shops. It is situated in a peaceful residential area, offering a tranquil escape from the hustle and bustle of city life. The five-bedroom property can comfortably accommodate up to ten guests, providing plenty of space for families or groups of friends. It features a fully equipped kitchen, a heated saltwater pool, a Jacuzzi, a fitness centre, and a steam room, offering a range of amenities for relaxation and entertainment.
9.3 45 reviews
Fairfield, CT
19/12 – 02/01
$595/nighttotal: $8330 (14 )
Modern Artist Retreat Near Beach
2 4
apartment , Fairfield
This Fairfield apartment is conveniently located just a short walk from the beach, shops, historical sites, and a wide selection of restaurants. With excellent user, location, and cleanliness ratings, this property offers a comfortable and enjoyable stay. The apartment has two bedrooms and one bathroom, comfortably accommodating up to four guests. Amenities include a fully equipped kitchen, air conditioning, a private garden, a swimming pool, a jacuzzi bath, and a separate in-law suite option available for an extra fee.
10 73 reviews
Fairfield, CT
19/12 – 02/01
$4809/nighttotal: $67326 (14 )
Summer Estate Close To Ny, Nj, Ma W Heated Pool Sleeps 16+
1 4
apartment , Fairfield
This spacious apartment is situated on a secluded two-acre property in the countryside of Fairfield, Connecticut, offering peace and privacy away from the town centre. It has received excellent ratings for its location, cleanliness, and overall user experience. The apartment spans 465 square metres and comfortably accommodates up to 16 guests. It boasts a range of amenities including a private pool and pool house, a fitness centre with a Peloton bike and treadmill, and a fully equipped kitchen.
9.5 29 reviews
Fairfield, CT
17/08 – 31/08
$916/nighttotal: $12824 (14 )
Bright Zen Studio
1 2
apartment , Fairfield
This Fairfield apartment is located on a quiet historic street, just a block away from the lively Post Road, offering easy access to shops, restaurants and the town centre. The property has received excellent ratings for its cleanliness, location and overall experience. The home is spacious and designed to evoke a relaxed beach atmosphere. Guests can enjoy outdoor dining by the pool, relax in the garden, and make use of the fully equipped kitchen, which includes a dishwasher, fridge, freezer and microwave.
Frequently Asked Questions about vacation rentals in Fairfield, CT
What are the must-see sights in Fairfield, Connecticut?
Fairfield Beach is a classic, offering beautiful sand and views. The Fairfield Museum and History Center provides a great overview of the town's past. Lake Mohegan offers scenic walks and opportunities for water activities. Downtown Fairfield has charming shops and restaurants.
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 formations, its coastline offers tidal pools teeming with marine life at low tide, especially near Fairfield Beach. The diverse birdlife around Lake Mohegan and the coastline is also noteworthy. The seasonal changes in foliage are beautiful throughout town.
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 season, a light jacket or raincoat might be needed. Don't forget your swimwear if you plan on visiting the beach.
What are the best vacation rentals with a pool in Fairfield, CT?
What famous events or festivals are happening in Fairfield, Connecticut?
Fairfield's events calendar varies, but the annual Memorial Day parade is a significant community event. Check local listings for smaller, seasonal festivals and events throughout the year. The town often hosts concerts and farmers' markets in the warmer months.
What are the best rentals for families and kids 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 range from $25 to $75 per day depending on dining choices. Transportation costs depend on whether you rent a car; public transportation is limited. Activities can range from free (hiking, beach visits) to several hundred dollars for more elaborate experiences. A reasonable estimate might be between $150 and $400 per day per person, but this is a broad range.
What are the best rentals or Airbnbs with a jacuzzi 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 one of the restaurants along the coast. Many restaurants offer New England classics like clam chowder and lobster rolls. There are also many Italian restaurants reflecting the area's history. Specific restaurant names change frequently, so it's best to check current reviews and guides.
What are some less-famous attractions in Fairfield, Connecticut that are worth the visit?
The Pequotsepos Nature Center offers a quieter escape into nature with hiking trails and wildlife viewing opportunities. Exploring the various neighborhoods reveals charming architecture and historical homes. The coastline offers many less-crowded areas for walking and enjoying the views beyond the main beach areas.
What are the best activities for engaging with locals and understanding their culture in Fairfield, Connecticut?
Attending local events like farmers' markets or concerts provides opportunities to interact with residents. Visiting the Fairfield Museum and History Center can give insight into the town's heritage. Simply striking up conversations with people in local shops or restaurants can offer a glimpse into the community's character.
What unique natural landscapes and terrain features can travelers explore in Fairfield, Connecticut?
Fairfield's landscape is a mix of coastline, wetlands, and residential areas. The coastline offers sandy beaches, rocky areas, and tidal pools. Lake Mohegan provides a freshwater environment with walking trails. The town also has several smaller parks and green spaces.
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 explore the main attractions. A possible itinerary could include a day exploring Fairfield Beach and downtown, a day at Lake Mohegan and the Pequotsepos Nature Center, and a day for shopping and dining. A longer stay allows for more relaxed exploration and deeper engagement with the community.
Nearby regions
Best Fairfield, CT vacation rentals with a balcony
9.4 20 reviews
Fairfield, CT
19/12 – 02/01
$1403/nighttotal: $19642 (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.
Fairfield, CT
06/08 – 09/08
$954/nighttotal: $2862 (3 )
Renovated Cape Near Beach With Fire Pit
3 5
house , Fairfield
Fairfield Retreat, a one-bedroom house in Fairfield, Connecticut, is conveniently located 18km from the Connecticut Post Mall, 18km from Silver Sands State Park, and 35km from Yale University. This self-catering property sleeps up to 17 guests and boasts two bathrooms, free Wi-Fi, private parking, a garden, and air conditioning.
9.7 3 reviews
Fairfield, CT
29/07 – 07/08
$869/nighttotal: $7821 (9 )
Fairfield Cottage -Top Rated Gem, Fire Pit, Near Beach, 90 Min To Nyc
3 2
house , Fairfield
This charming cottage is located in Fairfield, just 18 kilometres from Silver Sands State Park, 22 kilometres from Connecticut Post Mall Shopping Centre, and 32 kilometres from The Yale Bowl, offering a peaceful retreat away from the hustle and bustle. It has consistently received excellent ratings for location, cleanliness, and overall user experience. The cottage features three bedrooms and one bathroom, spanning 130 square metres and comfortably accommodating up to six guests. It boasts a fully equipped kitchen, private patio, air conditioning, complimentary Wi-Fi, and private parking, along with a garden and outdoor play equipment for families.
9.7 159 reviews
Fairfield, CT
17/08 – 31/08
$455/nighttotal: $6370 (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.
Best Fairfield, CT vacation rentals with parking
Fairfield, CT
01/10 – 31/01
$2850/nighttotal: $347700 (122 )
Private 5 Acre Estate Near Nyc Pool Ev Charger 4br 5ba Sleeps 8 Plus 2 Kids
4 4
apartment , Redding
This architect-designed modern retreat is located on over 5 private acres in Redding, Connecticut, less than 145 kilometres from New York City, and close to attractions such as the Connecticut Golf Club and Blue Jay Orchards. This 372 square metre flat offers four bedrooms, four bathrooms, and accommodation for eight guests, featuring seamless indoor-outdoor living with retractable nano walls, a luxury chef’s kitchen equipped with Wolf, Gaggenau, and Viking appliances, resort-style amenities including a swimming pool and sundeck, an executive workstation with four monitors, and an EV charger with a two-car garage and additional courtyard parking.
Fairfield, CT
17/08 – 31/08
$217/nighttotal: $3038 (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.
Fairfield, CT
01/07 – 08/09
$263/nighttotal: $18147 (69 )
Cozy 2-bedroom Apartment In Bridgeport With Wifi, Ac Heat, Washer Dryer, Parking
2 2
apartment , Bridgeport
This Bridgeport apartment is conveniently located near the Downtown Cabaret Theatre and Barnum Museum, offering easy access to other Bridgeport attractions. The two-bedroom flat sleeps four guests comfortably in two queen beds and includes in-unit laundry, Wi-Fi, and parking; nearby attractions include the Adventure Park at Discovery Museum and Beardsley Zoo.
9.6 17 reviews
Fairfield, CT
22/10 – 26/10
$1110/nighttotal: $4440 (4 )
Indulge In Prime Luxury 3br 3-7 Guest
3 2
house , Bridgeport
This house is conveniently located in Bridgeport, just a short distance from major hospitals, universities, and transport hubs. It has excellent user, location, and cleanliness ratings, making it a great choice for travellers. The house is spacious and can comfortably accommodate up to 7 guests. It offers a range of modern amenities, including a fully equipped kitchen, a Samsung 85” TV, and a smart night table with a built-in refrigerator drawer, Bluetooth speakers, LED lighting, and charging ports.
