Compare Vacation Rentals & Airbnb in Fairfield, CT

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

Best family friendly Fairfield, CT vacation rentals

Among the 355 accommodations in Fairfield, CT, here are the 4 best family friendly rentals

Gilded Age Luxury Surrounded By Nature - Fairfield, CT
No reviews

Gilded Age Luxury Surrounded By Nature

house, Norwalk
This Gilded Age luxury villa in Norwalk is set amidst nature, offering garden views and is located 35 kilometres from Silver Sands State Park and 31 kilometres from Westchester County Airport.
This one-bedroom, one-bathroom villa spans 92 square metres, accommodates up to nine guests, and features a fully equipped kitchen, air conditioning, free WiFi, and private on-site parking.
Villa Après Sea - Fairfield, CT
9.0 1 review

Villa Après Sea

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.
Villa Après Sea - Fairfield, CT
9.0 8 reviews

Villa Après Sea

house, Westport
This stylish apartment is located on a private 1-acre gated estate, offering seclusion while remaining a short distance from Westport's amenities.
This 4-bedroom, 3-bathroom property sleeps six guests and features a dedicated playroom, ping-pong table, fire pit, outdoor furniture, and an 85-inch television, making it ideal for family stays.
Captain House In Black Rock-academic Rental - Fairfield, CT
No reviews

Captain House In Black Rock-academic Rental

apartment, Bridgeport
This three-bedroom flat is located in Bridgeport's historic Black Rock district, offering waterfront views of Burr Creek and situated 6 kilometres from Silver Sands State Park.
This property, spanning 33 square metres and accommodating up to seven guests, features a kitchen with a fridge, microwave, and dishwasher, air conditioning, a garden, parking, and a laundry room, with a check-out time of 10:00 AM.

Best Fairfield, CT vacation rentals with a pool

Among the 355 accommodations in Fairfield, CT, here are the 4 best rentals with a pool

1br Guest Apt. Suite /Full Bath, Kitchen -Pool/spa - Fairfield, CT
10 6 reviews

1br Guest Apt. Suite /Full Bath, Kitchen -Pool/spa

apartment, Weston
This Weston guesthouse is situated in a suburban area near Westport and New York City, conveniently located for exploring both locations.
The self-contained suite, sleeping up to three guests, boasts a California king bed, sleeper couch, kitchenette with fridge and microwave, private terrace, and access to a heated 15-metre gunite pool and jacuzzi on a three-acre estate.
Modern Beach Area Vacation Home With Pool - Fairfield, CT
9.2 30 reviews

Modern Beach Area Vacation Home With Pool

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.
Luxury Estate W/ Heated Pool And Tennis Court - Fairfield, CT
No reviews

Luxury Estate W/ Heated Pool And Tennis Court

apartment, Fairfield
This Georgian Colonial estate, a secluded 2-acre gated property, offers a private retreat in Fairfield, with easy access to local shops and restaurants.
This spacious residence accommodates up to 16 guests with 6 en-suite bedrooms, a separate in-law suite, a home theatre, game room, and resort-style amenities including a heated swimming pool and tennis court.
Modern Artist Retreat Near Beach - Fairfield, CT
9.3 46 reviews

Modern Artist Retreat Near Beach

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.

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

4 Mi To Beach & Dtwn! Charming Fairfield Home - Fairfield, CT
No reviews

4 Mi To Beach & Dtwn! Charming Fairfield Home

house, Fairfield
This Fairfield property is located 6 kilometres from the beach and town centre, with Silver Sands State Park 16 kilometres away and the Yale Bowl 31 kilometres away.
This residence offers 139 square metres of living space with four bedrooms and two bathrooms, accommodating up to 17 guests and featuring a fully equipped kitchen, air conditioning, a garden, and private parking.
The B&w Haven 3br Private Office By Li Ferry - Fairfield, CT
8.7 3 reviews

The B&w Haven 3br Private Office By Li Ferry

apartment, Bridgeport
This Bridgeport apartment, situated 13km from Silver Sands State Park and 18km from the Connecticut Post Mall, offers easy access to both coastal and shopping attractions.
The 186 square metre, three-bedroom property sleeps eleven guests and boasts a fully equipped kitchen, free Wi-Fi, on-site parking, a shared garden, and a fireplace; additional cleaning is available fortnightly.
Cozy Condo With Yard And Patio. Long-stay Discount Available - Fairfield, CT
9.7 168 reviews

Cozy Condo With Yard And Patio. Long-stay Discount Available

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.
Charming Colonial For Events!  Perfect For Family Reunions And Group Getaways! - Fairfield, CT
8.8 10 reviews

Charming Colonial For Events! Perfect For Family Reunions And Group Getaways!

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 Fairfield, CT vacation rentals with parking

Bright, Airy Singlefamily Home In Fairfield, Minutes From Fairfield Beach - Fairfield, CT
10 1 review

Bright, Airy Singlefamily Home In Fairfield, Minutes From Fairfield Beach

apartment, Fairfield
This Fairfield flat is located in the Tunxis Hill district, approximately 1.6 kilometres from Sacred Heart University and Fairfield University, and is also conveniently close to Fairfield Beach.
This 139 square metre residence accommodates up to nine guests with four bedrooms and two bathrooms, offering air conditioning, heating, a hair dryer, an iron, and a garden for outdoor enjoyment, with easy access to the Downtown Cabaret Theatre, Barnum Museum, Fairchild Wheeler Golf Course, and The Adventure Park at Discovery Museum.
Brooklawn House Classic Victorian - Fairfield, CT
8.9 86 reviews

Brooklawn House Classic Victorian

apartment, Bridgeport
This Bridgeport apartment, near Seaside Park Beach and Bridgeport's Metro-North station, is a historically restored property designed by James Northrup and featured in the film "Away We Go".
The one-bedroom, one-bathroom flat sleeps four guests and offers a full kitchen, washer/dryer, complimentary bicycles, and access to a yard and veranda; nearby attractions include parks, restaurants, and shops.
The Colonial Cottage At Fairfield Beach - Fairfield, CT
10 1 review

The Colonial Cottage At Fairfield Beach

house, Fairfield
This historic Fairfield Beach cottage offers a prime location, just 800 metres from Jennings Beach and a short distance from downtown Fairfield.
This two-bedroom, one-bathroom property accommodates up to four guests and includes essential amenities like internet, a kitchen, and air conditioning, making it suitable for families and business travellers.
Stay At Black Rock Harbor - Fairfield, CT
8.7 3 reviews

Stay At Black Rock Harbor

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.
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