Holiday Rentals in Fairfield

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Fairfield holiday rentals
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Fairfield holiday rentals: compare the best deals

Best family friendly Fairfield holiday rentals

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

Polita’s Place #1 - Fairfield
9.9 98 reviews
Fairfield
07/01 – 09/08
HK$2375/nighttotal: HK$163875 (69 )

Polita’s Place #1

1 2
apartment , Bridgeport
This three-bedroom flat is conveniently located in the centre of Bridgeport, within walking distance of the Beardsley Zoo and a short drive from the Downtown Bridgeport area and the Bridgeport Art Center. It has received excellent ratings for location, cleanliness and user experience.
The flat is spacious and has a modern and coastal decor. It comes with a fully equipped kitchen, air conditioning, a garden, parking and internet access, making it perfect for a comfortable and enjoyable stay.
2br Flat Above Historic Cider Mill - Fairfield
10 24 reviews
Fairfield
08/17 – 08/31
HK$3004/nighttotal: HK$42056 (14 )

2br Flat Above Historic Cider Mill

2 2
apartment , Westport
This Westport apartment, situated in Southport, enjoys a waterfront location within 5km of Southport Beach, Burying Hill Beach, Sasco Hill Beach, and the Country Club of Fairfield, and a 12-minute walk from Southport Station.
The 112 square metre dwelling offers two bedrooms, one bathroom, sleeps five guests, and includes a fully equipped kitchen, in-unit laundry, free WiFi, a garden, parking, and air conditioning.
Fairfield Horse Country Serene Getaway - Fairfield
9.4 7 reviews
Fairfield
10/23 – 10/25
HK$9839/nighttotal: HK$19678 (2 )

Fairfield Horse Country Serene Getaway

1 7
apartment , Fairfield
This apartment is located in a tranquil countryside setting in Fairfield, offering a peaceful retreat from the hustle and bustle of city life. It is highly rated by previous guests, receiving excellent scores for location, cleanliness, and overall experience.
The apartment has three bedrooms and three bathrooms, comfortably accommodating up to seven guests. It comes equipped with modern amenities such as a fully fitted kitchen, air conditioning, a garden, a fitness centre, and parking, ensuring a comfortable and enjoyable stay.
Luminous Retreat 5br Home, Private Yard & Pergola - Fairfield
9.7 84 reviews
Fairfield
12/19 – 01/02
HK$4586/nighttotal: HK$64204 (14 )

Luminous Retreat 5br Home, Private Yard & Pergola

5 4
apartment , Fairfield
This five-bedroom home is situated on a quiet street in Fairfield, Connecticut, just a short drive (around 5km) from beaches, universities, shops, and restaurants on Black Rock Turnpike. The property has received excellent user ratings for location, cleanliness, and overall experience.
The two-level property comfortably accommodates up to 12 guests with separate entrances for each floor. Guests can enjoy a range of amenities, including a fully equipped kitchen, modern bathrooms, a game room, a home theatre, a large garden with a fire pit, and fast Wi-Fi throughout.

Best Fairfield holiday rentals with a pool

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

2br, Guest Apt. 2nd Floor - Pool & Spa - Fairfield
10 2 reviews
Fairfield
08/17 – 08/31
HK$3514/nighttotal: HK$49196 (14 )

2br, Guest Apt. 2nd Floor - Pool & Spa

1 2
apartment , Weston
This Weston apartment, situated in a suburban estate near Westport and a short drive from New York City, offers a tranquil retreat.
The over 93 square metre, two-bedroom flat boasts a full kitchen, bathroom, queen-size and two single beds, accommodating two guests, plus access to a heated swimming pool, jacuzzi and garden within a 3-acre landscaped setting.
Paradise Awaits
5 Acre Estate - Sasco Hill - Fairfield
10 5 reviews
Fairfield
10/22 – 10/26
HK$45383/nighttotal: HK$181532 (4 )

Paradise Awaits 5 Acre Estate - Sasco Hill

1 2
apartment , Fairfield
This luxury estate is situated on Sasco Hill in Fairfield, just a short walk from Sasco Beach and the Long Island Sound, offering a peaceful retreat with stunning views. The property has received excellent ratings for location, cleanliness, and user experience, making it a popular choice for travellers.
The five-bedroom house comfortably sleeps up to ten guests, ideal for families or groups of friends. With an Olympic-sized swimming pool, twin cabanas, a spacious den, a martini lounge, and a dedicated children's suite, the estate provides a luxurious and comfortable stay with plenty of entertainment options.
Fairfield Favorite - Fairfield
10 18 reviews
Fairfield
12/19 – 01/02
HK$10783/nighttotal: HK$150962 (14 )

Fairfield Favorite

1 4
apartment , Fairfield
This Fairfield property is situated on a hill overlooking Brooklawn Country Club, offering a peaceful escape from the city bustle just 1.5 km from the centre of Fairfield. The accommodation is set in a quiet and tranquil setting, ideal for a relaxing getaway.
The house is a spacious four-bedroom property, comfortably accommodating up to eight guests. It boasts a modern kitchen, a swimming pool, a sauna, and a fitness centre, ensuring a comfortable and enjoyable stay.
Access To Relax! - Fairfield
10 4 reviews
Fairfield
10/01 – 01/31
HK$8423/nighttotal: HK$1027606 (122 )

Access To Relax!

1 4
apartment , Fairfield
This Fairfield house is located just 1.6 kilometres from the main beach, a 5-minute walk from the town centre with restaurants and entertainment, and a 10-minute walk from the train station with direct links to Grand Central Station in New York City. It offers a peaceful and relaxing environment, ideal for a getaway.
The property has three bedrooms and one bathroom, accommodating up to five guests. It features a fully equipped kitchen, air conditioning, a swimming pool, a fireplace, and easy access to the beach and the town centre.

Frequently asked questions about holiday rentals in Fairfield

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

    Fairfield offers a charming blend of history and nature. The Fairfield Museum and History Center is a great place to start, showcasing the town's rich past. For a dose of nature, Lake Mohegan offers lovely walking trails and scenic views. The town green, a historic central space, is also a must-see, often hosting community events.
  • What are the best Airbnb and vacation rentals in Fairfield?

    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 among travelers.

  • Are there unique natural phenomena in Fairfield, United States?

    While Fairfield doesn't boast dramatic natural wonders like geysers or massive canyons, its location offers appealing natural beauty. The coastline provides opportunities for birdwatching, and the varied landscapes around Lake Mohegan offer pleasant hiking and walking trails. The changing seasons bring different colours and textures to the area.
  • What are the most popular Airbnbs in Fairfield?

  • What essentials should you bring along for a trip to Fairfield, United States?

    Pack comfortable walking shoes, as you'll likely be doing a fair bit of exploring on foot. Depending on the season, bring layers of clothing, as the weather can be unpredictable. Sunscreen, a hat, and sunglasses are recommended, especially during summer. Don't forget your camera to capture the beautiful scenery.
  • What are the best vacation rentals with a pool in Fairfield?

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

    Fairfield hosts various local events throughout the year. Information on specific dates and events is best found closer to your travel dates through local listings. However, many smaller community events and farmers' markets take place regularly in the town green.
  • What are the best rentals for families and kids in Fairfield?

  • Where can you find the best restaurants serving local dishes in Fairfield, United States, and what are the must-try specialties?

    Fairfield has a variety of restaurants. While there aren't specific 'Fairfield' specialties, many restaurants offer fresh seafood given the proximity to the coast. Checking local review sites closer to your travel dates will give you the most up-to-date information on highly-rated establishments.
  • What are the best rentals or Airbnbs with a jacuzzi in Fairfield?

  • What are some less-famous attractions in Fairfield, United States that are worth a visit?

    The smaller parks and nature trails around town offer a peaceful escape. Exploring the residential streets can reveal charming architecture and hidden gems. Many local shops and businesses offer a glimpse into the community's character.
  • What are the best activities for engaging with locals and understanding their culture in Fairfield, United States?

    Attending local events at the town green is a great way to interact with residents. Visiting local shops and businesses allows for casual conversations with owners and staff. Simply exploring the town and striking up conversations with people you encounter can provide insights into the local culture.
  • What unique natural landscapes and terrain features can travellers explore in Fairfield, United States?

    Fairfield's landscape is a mix of coastal areas, residential neighbourhoods, and smaller parks. Lake Mohegan provides a significant natural area for walking and enjoying the scenery. The coastline offers views of Long Island Sound.
  • How many days are ideal for a visit to Fairfield, United States, and what are some itinerary suggestions?

    A long weekend (3-4 days) is sufficient to explore Fairfield's main attractions. A possible itinerary could include: Day 1: Fairfield Museum and History Center, Town Green; Day 2: Lake Mohegan, exploring local shops; Day 3: Coastal walk, relaxation.

Nearby regions

Best Fairfield holiday rentals with a balcony

Grand Fairfield Getaway- 5br Fam-friendly Near I95&shops - Spacious&gracious - Fairfield
9.4 20 reviews
Fairfield
08/16 – 08/28
HK$6260/nighttotal: HK$75120 (12 )

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

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.
The Blue Sapphire: Modern & Stylish 2br W/ 2 King Beds & Full Kitchen - Fairfield
8.0 1 review
Fairfield
07/09 – 08/31
HK$2151/nighttotal: HK$114003 (53 )

The Blue Sapphire: Modern & Stylish 2br W/ 2 King Beds & Full Kitchen

2 1
apartment , Bridgeport
This Bridgeport apartment, situated in the Brooklawn-St. Vincent neighbourhood, offers convenient proximity to attractions such as Beardsley Zoo, the Discovery Museum, and Fairchild Wheeler Golf Course.
The 186 square metre (1999 square foot) property boasts two bedrooms, one bathroom, and sleeps five, featuring a fully equipped kitchen, smart TVs, a terrace, garden access, and high-speed internet.
Private Compo Beach Access Home - Fairfield
9.0 1 review
Fairfield
12/19 – 01/02
HK$6140/nighttotal: HK$85960 (14 )

Private Compo Beach Access Home

3 4
house , Westport
This Westport holiday home offers exclusive private access to Compo Beach, located 27 kilometres from Silver Sands State Park and 32 kilometres from Connecticut Post Mall.
This spacious, air-conditioned detached house covers 305 square metres, accommodating up to 11 guests with four bathrooms, a fully equipped kitchen, complimentary Wi-Fi, and free private parking.
Cozy Cottage With Fire Pit, Near Beach, 1 Mile To Nyc Train - Fairfield
10 34 reviews
Fairfield
07/29 – 08/07
HK$5941/nighttotal: HK$53469 (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.

Best Fairfield holiday rentals with parking

59 Rennell St, Bridgeport · Lovely 1 Bedroom Cozy Modern Apartment W/75 4k Tv - Fairfield
8.0 8 reviews
Fairfield
07/01 – 09/08
HK$1990/nighttotal: HK$137310 (69 )

59 Rennell St, Bridgeport · Lovely 1 Bedroom Cozy Modern Apartment W/75 4k Tv

1 2
apartment , Bridgeport
This Bridgeport apartment is ideally situated near the University of Bridgeport and the Bridgeport Downtown South Historic District, within a 2.4km radius of Seaside Park and Seaside Beach, and a 1.9km walk from Bridgeport Station.
The one-bedroom flat, sleeping two guests, boasts a fully equipped kitchen with a fridge, microwave, and stovetop, a washing machine, a fireplace, a TV, and on-site parking, all within a smoke-free environment.
Stay At Black Rock Harbor - Fairfield
8.7 3 reviews
Fairfield
08/16 – 08/28
HK$7442/nighttotal: HK$89304 (12 )

Stay At Black Rock Harbor

3 2
house , Bridgeport
This charming beachside property is situated just a short drive from Silver Sands State Park and under 32 kilometres from Yale University and the Yale Bowl, making it a great base for exploring the area. The home offers a relaxed atmosphere with easy access to the beach and a range of attractions.
The 121 square metre house has three bedrooms and two bathrooms, comfortably accommodating up to eleven guests. It comes equipped with modern amenities, including a fully equipped kitchen, a private garden, and a parking space, ensuring a comfortable stay for families or groups of friends.
Westport Gem - Walk To Shops, Dining, Town Center, Pet-friendly - Fairfield
10 15 reviews
Fairfield
10/01 – 01/31
HK$4977/nighttotal: HK$607194 (122 )

Westport Gem - Walk To Shops, Dining, Town Center, Pet-friendly

2 4
apartment , Westport
This Westport seaside property is a short walk from the Westport Historical Society and Levitt Pavilion, and within 3.2km of the Westport Country Playhouse and Westport Farmers' Market.
The two-bedroom, two-bathroom house sleeps four and offers a fully equipped kitchen with microwave and dishwasher, plus amenities including a washing machine, coffee maker, office space, Smart TV, and a terrace; enjoy easy beach access and stunning sea views.
Lake Hills Suite - Fairfield
10 26 reviews
Fairfield
08/16 – 08/28
HK$1825/nighttotal: HK$21900 (12 )

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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