Compare Vacation Rentals & Airbnb in Fairfield, CT

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Fairfield, CT vacation rentals
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245 Rentals and Airbnb in Fairfield, CT

Best family friendly Fairfield, CT vacation rentals

Among the 245 accommodations in Fairfield, CT, here are the 4 best family friendly rentals

Charming Newly Renovated 2-bedroom Apartment In Fairfield - Fairfield, CT
Fairfield, CT
22/06 – 31/07
$283/nighttotal: $11037 (39 )

Charming Newly Renovated 2-bedroom Apartment In Fairfield

2 1
apartment , Fairfield
This two-bedroom flat is situated in the Tunxis Hill district of Fairfield, a mere 6-minute drive from the Discovery Museum and 4 minutes from Lake Mohegan.
This 121 square meter apartment accommodates up to four guests and includes a private garden, complimentary Wi-Fi, a kitchenette with an oven and refrigerator, and on-site parking.
6br Spacious House With Big Yard In Easton - Fairfield, CT
Fairfield, CT
22/10 – 26/10
$1950/nighttotal: $7800 (4 )

6br Spacious House With Big Yard In Easton

6 4
house , Easton
This detached dwelling in Weston offers a peaceful garden setting with easy access to local facilities, located within the Easton district.
This spacious 177 square meter house provides accommodation for up to 6 guests across 2 bedrooms and 2 bathrooms, featuring a private outdoor swimming pool, hot tub, WiFi, parking, and a well-equipped kitchen.
Grand Fairfield Getaway- 5br Fam-friendly Near I95&shops - Spacious&gracious\n\n - Fairfield, CT
9.4 20 reviews
Fairfield, CT
16/08 – 28/08
$1116/nighttotal: $13392 (12 )

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

5 2
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.
Retro Bridgeport Apartment - Fairfield, CT
9.6 36 reviews
Fairfield, CT
06/09 – 20/09
$200/nighttotal: $2800 (14 )

Retro Bridgeport Apartment

1 2
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.

Best Fairfield, CT vacation rentals with a pool

Among the 245 accommodations in Fairfield, CT, here are the 4 best rentals with a pool

Newly Renovated Home In Westport Ct, Private Pool, Walk To Town, Close To Beach - Fairfield, CT
Fairfield, CT
01/07 – 08/09
$1768/nighttotal: $121992 (69 )

Newly Renovated Home In Westport Ct, Private Pool, Walk To Town, Close To Beach

3 2
apartment , Westport
This three-bedroom house is located in central Westport, just under 2 kilometres from the Westport Historical Society, Levitt Pavilion, and Westport Country Playhouse. The property boasts a private swimming pool, a fully equipped kitchen with a dishwasher, and a barbecue grill for outdoor dining, making it ideal for families or groups of up to 10 guests.
Victorian Apartment - Fairfield, CT
9.8 74 reviews
Fairfield, CT
06/09 – 20/09
$228/nighttotal: $3192 (14 )

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.
Modern Westport Designer Estate - Fairfield, CT
Fairfield, CT
20/06 – 08/07
$5023/nighttotal: $90414 (18 )

Modern Westport Designer Estate

1 2
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.
Beautiful Beach Escape In Fairfield - Fairfield, CT
9.0 4 reviews
Fairfield, CT
22/10 – 26/10
$2163/nighttotal: $8652 (4 )

Beautiful Beach Escape In Fairfield

1 4
apartment , Fairfield
This Fairfield apartment is just a two-minute walk from the town centre and a short distance from the beach, making it ideal for exploring the area. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The property is spacious, with four bedrooms and four bathrooms, comfortably accommodating up to eight guests. It features a well-equipped kitchen, a swimming pool, a garden, and a fitness centre, ensuring a comfortable and enjoyable stay.

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?

    The Inn At Fairfield Beach, Southport - Ct Across From Beach and Cozy Home Away From Home are the most popular Airbnb and vacation rentals in Fairfield, CT among travelers.

  • 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

Beechmont-charming Colonial For Events And Getaways! - Fairfield, CT
8.0 1 review
Fairfield, CT
22/10 – 26/10
$1527/nighttotal: $6108 (4 )

Beechmont-charming Colonial For Events And Getaways!

6 4
house , Bridgeport
This Bridgeport property, a colonial-style house, is located 13.7km from Silver Sands State Park and 19.3km from the Connecticut Post Mall, offering convenient access to local attractions.
The 307 square metre dwelling boasts one bedroom, four bathrooms, and accommodates up to 23 guests, featuring a fully equipped kitchen, free Wi-Fi, private parking, and a terrace/garden.
Renovated Cape Near Beach, With Fire Pit And Bbq, 1 Mile To Nyc Train - Fairfield, CT
10 11 reviews
Fairfield, CT
20/08 – 22/08
$1174/nighttotal: $2348 (2 )

Renovated Cape Near Beach, With Fire Pit And Bbq, 1 Mile To Nyc Train

3 2
apartment , Fairfield
This Fairfield holiday home, minutes from Fairfield town centre and Sacred Heart University, offers easy access to Jennings and Penfield beaches, the Norwalk Aquarium, and Beardsley Zoo.
Sleeping up to ten guests, this five-bedroom, two-bathroom property boasts a fully equipped kitchen, outdoor patio with BBQ and fire pit, driveway parking for three cars, plus free on-street parking, and provides beach essentials.
Quintessential Cozy Haven, Brooklawn Beauty - Fairfield, CT
10 4 reviews
Fairfield, CT
06/09 – 20/09
$573/nighttotal: $8022 (14 )

Quintessential Cozy Haven, Brooklawn Beauty

4 2
apartment , Bridgeport
This 4-bedroom flat in Bridgeport's Brooklawn - St. Vincent district offers easy access to Beardsley Zoo, Downtown Cabaret Theatre, Seaside Park, and Webster Bank Arena, providing a residential feel with convenient access to local landmarks.
This spacious property accommodates up to 10 guests with amenities including a fireplace, dedicated workspace with Wi-Fi, a fully equipped kitchen with a Nespresso machine, air conditioning, and on-site parking, ideal for families or groups seeking a comfortable stay.
Charming &Spacious 3bd, 1ba, Fam-friendly-yard&porch - Fairfield, CT
10 3 reviews
Fairfield, CT
20/06 – 27/06
$437/nighttotal: $3059 (7 )

Charming &Spacious 3bd, 1ba, Fam-friendly-yard&porch

3 4
apartment , Fairfield
This Fairfield West End apartment, conveniently located near Beardsley Zoo and the Discovery Museum, offers easy access to Fairfield's attractions.
The 93 square metre (1000 square foot) property sleeps seven guests across four bedrooms and one bathroom, boasting a fully equipped kitchen, garden, terrace, parking, and a bonus games room (additional fee applies) featuring a pool table, darts, arcade game, and table football.

Best Fairfield, CT vacation rentals with parking

Beachfront Cottage Located In The Heart Of Fairfield Beach!! - Fairfield, CT
9.6 18 reviews
Fairfield, CT
20/06 – 27/06
$1014/nighttotal: $7098 (7 )

Beachfront Cottage Located In The Heart Of Fairfield Beach!!

3 4
cottage , Fairfield
This charming cottage is situated in Fairfield, within a 10-minute walk of Fairfield Beach and Penfield Beach, and within 2 miles of Jennings Beach and the Fairfield Museum and History Centre. The cottage has received excellent reviews from previous guests, highlighting its comfortable and convenient accommodation.
The cottage offers 3 bedrooms and 1 bathroom, accommodating up to 6 guests in its 111 square metres of space. Guests can enjoy a range of amenities, including a fully equipped kitchen, a patio, a garden, a spa, free Wi-Fi, and parking.
2 Bed Apt In Blackrock By Beach - Fairfield, CT
9.0 1 review
Fairfield, CT
06/09 – 20/09
$324/nighttotal: $4536 (14 )

2 Bed Apt In Blackrock By Beach

2 2
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.
2br Flat Above Historic Cider Mill - Fairfield, CT
9.5 2 reviews
Fairfield, CT
20/08 – 22/08
$808/nighttotal: $1616 (2 )

2br Flat Above Historic Cider Mill

2 2
apartment , Westport
This Westport apartment, located near the historic mill district, is approximately 2.3 kilometres from both Sasco Beach and Southport Beach.
The 111-square-metre self-catering property features two bedrooms, one bathroom, and accommodates up to nine guests, offering free Wi-Fi, a fully equipped kitchen, air conditioning, and private garden access.
Lake Hills Suite - Fairfield, CT
10 26 reviews
Fairfield, CT
06/09 – 20/09
$325/nighttotal: $4550 (14 )

Lake Hills Suite

1 2
apartment , Fairfield
This modern one-bedroom apartment is situated in Fairfield's Lake Hills area, offering convenient proximity to local universities, restaurants, and shops.
The self-contained suite features a queen-size bed, a queen-size sofa bed, a fully equipped kitchenette, in-unit laundry, and dedicated parking, comfortably accommodating up to four guests.
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