Holiday Rentals in Fairfield, CT

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Fairfield, CT holiday rentals
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245 Holiday Rentals and Airbnb in Fairfield, CT

Best family friendly Fairfield, CT holiday rentals

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

Renovated Cape Near Beach, With Fire Pit And Bbq, 1 Mile To Nyc Train - Fairfield, CT
10 11 reviews
Fairfield, CT
06/08 – 09/08
NZ$1528/nighttotal: NZ$4584 (3 )

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

3 5
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.
1 Bedroom - Bridgeport Apartment - Fairfield, CT
9.6 19 reviews
Fairfield, CT
22/10 – 26/10
NZ$338/nighttotal: NZ$1352 (4 )

1 Bedroom - Bridgeport Apartment

1 2
apartment , Bridgeport
This apartment is situated above a Tabernacle Church in Bridgeport, offering a unique cultural experience, especially on Sundays at 11 am and Wednesdays at 5 pm. The church's location is likely central, making it easy to explore the city.
The apartment offers a queen-size bed and a pull-out couch, comfortably sleeping up to three guests. It includes a kitchen with a fridge, freezer, and microwave oven, plus parking and internet access.
Newly Built Twin Beach House Within Steps To Beach - Fairfield, CT
10 17 reviews
Fairfield, CT
16/08 – 28/08
NZ$1002/nighttotal: NZ$12024 (12 )

Newly Built Twin Beach House Within Steps To Beach

1 2
apartment , Fairfield
This five-bedroom, three-bathroom Fairfield house, ideal for large groups (up to 10 guests), is situated a short walk from Fairfield's beaches and less than 1.6km from the town centre's restaurants, shops, and bars.
The property boasts a fenced backyard with decks, a Weber grill, smart TVs in every bedroom and the living room, a Tesla charging station, and luxury furnishings; a similar neighbouring house is available for even larger parties.
The Bridge House - Fairfield, CT
10 6 reviews
Fairfield, CT
25/09 – 28/09
NZ$1900/nighttotal: NZ$5700 (3 )

The Bridge House

1 3
apartment , Westport
This Westport ranch, a short walk from the town's amenities, offers a peaceful retreat nestled in nature.
The two-bedroom, one-bathroom cottage sleeps four, boasting a private garden with a brook, a petite pedestrian bridge, and a fully equipped kitchen including a dishwasher; ideal for families or artists seeking a secluded yet convenient base.

Best Fairfield, CT holiday rentals with a pool

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

The "Grant" Estate - Fairfield, CT
10 1 review
Fairfield, CT
27/06 – 04/07
NZ$2201/nighttotal: NZ$15407 (7 )

The "Grant" Estate

1 2
apartment , Fairfield
This five-bedroom, four-bathroom colonial house in Fairfield, Connecticut, is situated near Westport, a 16km drive from Long Island Sound beaches and surrounded by forests offering hiking, fishing, and rock climbing opportunities.
The 2-acre property boasts a heated outdoor pool, hot tub, chef's kitchen with a 4.5-metre marble island, basement gym with Peloton and Nintendo Switch, EV charging, and accommodates up to ten guests.
Home In Fairfield - Fairfield, CT
10 5 reviews
Fairfield, CT
25/09 – 28/09
NZ$1898/nighttotal: NZ$5694 (3 )

Home In Fairfield

1 3
apartment , Fairfield
This modern house is located in Fairfield, just a short distance from the town centre and a kilometre from the freeway exit and Metro North station. The area is quiet and residential, with easy access to shops, restaurants and amenities.
This five-bedroom property can comfortably accommodate up to ten guests. The house includes a fully equipped kitchen, a spacious living area, a private garden and a swimming pool. Guests can enjoy a range of amenities, including a fitness centre, a games room, a barbecue area and a mudroom with direct access to the pool.
Winter Wonderland - Ski & Relax - Fairfield, CT
Fairfield, CT
27/08 – 30/08
NZ$3695/nighttotal: NZ$11085 (3 )

Winter Wonderland - Ski & Relax

1 11
apartment , Westport
This six-bedroom Westport house is ideally situated in the town centre, less than 70km from major ski areas. The house boasts a fully equipped kitchen, a swimming pool, a jacuzzi, a fitness centre, and a spa with eucalyptus rain showers, perfect for families or groups of up to 12 guests.
Very Special Getaway Home - Fairfield, CT
Fairfield, CT
01/10 – 31/01
NZ$1847/nighttotal: NZ$225334 (122 )

Very Special Getaway Home

3 4
apartment , Weston
This newly renovated barn-style house is situated on a ridge overlooking the trees in Southern Connecticut, offering both tranquil privacy and easy access to Weston's town amenities.
The spacious home features three bedrooms and three bathrooms, comfortably accommodating up to six guests. The property boasts a private pool, hot tub, and a well-equipped kitchen, ensuring a comfortable and enjoyable stay.

Frequently asked questions about holiday rentals in Fairfield, CT

  • What are the must-see sights in Fairfield, Connecticut?

    Fairfield boasts several attractive spots. The historic Fairfield Museum and History Center offers a glimpse into the town's past. Lake Mohegan offers lovely walks and views, while the Fairfield University campus is architecturally impressive and has some beautiful green spaces. People also enjoy exploring the coastline and beaches, such as Jennings Beach and Southport Beach.
  • What are the best Airbnb and holiday 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 holiday rentals in Fairfield, CT among travellers.

  • Are there any unique natural phenomena in Fairfield, Connecticut?

    Fairfield doesn't have dramatic, unique natural phenomena like geysers or massive caves. However, its location on Long Island Sound provides beautiful coastal scenery, tidal changes, and diverse birdlife, particularly noticeable in the salt marshes and along the coastline. The seasonal changes are also quite striking.
  • What are the most popular Airbnbs in Fairfield, CT?

  • What essentials should you bring along to Fairfield, Connecticut?

    Pack comfortable walking shoes, as you'll likely be doing a fair bit of exploring on foot. Sunscreen and a hat are vital, especially during the summer months. Depending on the time of year, layers of clothing are advisable, as the weather can be changeable. Don't forget swimwear if you plan on visiting the beaches.
  • What are the best holiday rentals with a pool in Fairfield, CT?

  • What famous events or festivals are happening in Fairfield, Connecticut?

    Fairfield's events calendar varies throughout the year. The annual July 4th fireworks display over Long Island Sound is a popular event. Check local listings closer to your travel dates for smaller community events and festivals.
  • 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. While there aren't specific 'Fairfield specialties', many restaurants offer fresh seafood caught locally from Long Island Sound. Consider trying some of the restaurants along the Post Road for a range of options, from casual eateries to more upscale dining experiences. Looking at online reviews will help you find places that suit your taste and budget.
  • 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 a visit?

    The Pequotsepos Nature Center offers a lovely escape into nature with walking trails. Exploring the various smaller parks and green spaces scattered throughout town can be a rewarding experience. Take a walk along the coastline paths away from the main beaches for a more tranquil experience.
  • What are the best activities for engaging with locals and understanding their culture in Fairfield, Connecticut?

    Attending local events and festivals is a great way to interact with residents. Visiting the Fairfield Museum and History Center can provide insight into the town's heritage. Simply striking up conversations with people in local shops or cafes can be a pleasant way to learn more about the community.
  • What unique natural landscapes and terrain features can travellers explore in Fairfield, Connecticut?

    Fairfield's landscape is characterised by its coastal location, with beaches, salt marshes, and the shoreline itself offering diverse exploration opportunities. The relatively flat terrain is punctuated by some gentle hills and the wooded areas of places like Lake Mohegan.
  • How many days are ideal for visiting Fairfield, Connecticut, and what are some itinerary suggestions?

    Two to three days is a good amount of time to explore Fairfield. One could spend a day exploring the town centre, visiting the museum and enjoying the beaches. Another day could be dedicated to exploring Lake Mohegan and the surrounding nature trails. A third day could involve further beach time or exploring nearby towns.

Nearby regions

Best Fairfield, CT holiday rentals with a balcony

2-bedroom Modern Apartment For Relaxing Stays - Fairfield, CT
Fairfield, CT
01/10 – 31/01
NZ$189/nighttotal: NZ$23058 (122 )

2-bedroom Modern Apartment For Relaxing Stays

2 4
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.
Cozy Condo With Yard And Patio. Long-stay Discount Available - Fairfield, CT
9.7 159 reviews
Fairfield, CT
16/08 – 28/08
NZ$565/nighttotal: NZ$6780 (12 )

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.
Renovated Retreat With Heated Pool - Fairfield, CT
10 2 reviews
Fairfield, CT
23/10 – 25/10
NZ$1871/nighttotal: NZ$3742 (2 )

Renovated Retreat With Heated Pool

4 7
apartment , Redding
This Redding, Connecticut apartment, situated in the peaceful Redding Centre, is 8km from restaurants such as The Redding Roadhouse, 16km from Ridgefield's shops, and 24km from Collis P. Huntington State Park.
This five-bedroom, three-bathroom property sleeps nine guests and boasts a modern gourmet kitchen with Taj Mahal quartzite countertops, a heated saltwater pool, and a private garden; nearby activities include hiking trails and convenient access to restaurants and shopping.
Beechmont-charming Colonial For Events And Getaways! - Fairfield, CT
8.0 1 review
Fairfield, CT
01/07 – 08/09
NZ$1053/nighttotal: NZ$72657 (69 )

Beechmont-charming Colonial For Events And Getaways!

6 2
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.

Best Fairfield, CT holiday rentals with parking

New & Stylish 2 King Bed Apartment W/ Grand Dining - Fairfield, CT
9.4 39 reviews
Fairfield, CT
06/08 – 09/08
NZ$540/nighttotal: NZ$1620 (3 )

New & Stylish 2 King Bed Apartment W/ Grand Dining

1 5
apartment , Bridgeport
This Bridgeport apartment, conveniently located in a central area offering easy access to Beardsley Zoo, Seaside Park, and Captain's Cove Seaport, provides a comfortable base for exploring the city.
The two-bedroom, one-bathroom flat sleeps five guests and boasts a fully equipped kitchen, high-speed Wi-Fi, smart TVs, a shared garden, parking, and wheelchair accessibility via a ramp; nearby restaurants and shops offer further convenience.
Indulge In Prime Luxury 3br 3-7 Guest - Fairfield, CT
9.6 17 reviews
Fairfield, CT
25/09 – 28/09
NZ$1227/nighttotal: NZ$3681 (3 )

Indulge In Prime Luxury 3br 3-7 Guest

1 3
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.
Zen, Spacious & Comfy 2 Bed, Lux Beds - Fairfield, CT
Fairfield, CT
06/09 – 20/09
NZ$321/nighttotal: NZ$4494 (14 )

Zen, Spacious & Comfy 2 Bed, Lux Beds

2 2
apartment , Fairfield
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.
3-bedroom 2-bath House In Norwalk With In-law Suite, Pool, Bbq - Fairfield, CT
8.8 8 reviews
Fairfield, CT
23/10 – 25/10
NZ$1057/nighttotal: NZ$2114 (2 )

3-bedroom 2-bath House In Norwalk With In-law Suite, Pool, Bbq

3 7
apartment , Norwalk
This apartment in Norwalk is located a mere 400 metres from Earthplace Museum and Lockwood Mathews Mansion Museum, with The SoNo Collection and Center Seven Shopping Centre also within easy reach.
This 3-bedroom, 2-bathroom flat accommodates up to 8 guests and includes a microwave oven, dishwasher, air conditioning, and parking, with a swimming pool available on site.
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