Fairfield holiday rentals

We found 704 holiday rentals — enter your dates for availability
Discover a selection of 50 homes and other holiday rentals in Fairfield that are perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday rentals have the best amenities for spending time at your holiday home, such as Wi-Fi and cable TV. At the end of the day, you'll find a property to rent for everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – Fairfield

Showing deals for:18 Dec - 25 Dec

Living room
View of back of house
Kitchen
Front of house
Exceptional
(7 reviews)

Fairfield Beach Modern Colonial

Fairfield

8% off
AU$12,258
for 7 nights, 1 home
AU$1,751 per night
includes taxes & fees
Fairfield Beach Modern Colonial
Interior
Terrace/patio
Dining
Pool
Exceptional
(5 reviews)

Lake house cozy to relax with a family. 6 bedroom very spacious house.

Trumbull

8% off
AU$14,328
for 7 nights, 1 home
AU$2,047 per night
includes taxes & fees
Lake house cozy to relax with a family. 6 bedroom very spacious house.
Living area
Living area
Pool
Terrace/patio
Exceptional
(5 reviews)

2 Beautiful Homes, 1 Stunning Retreat: Pool HotTub Pizza Oven + Near Beach & NYC

Fairfield

8% off
AU$29,985
for 7 nights, 1 home
AU$4,284 per night
includes taxes & fees
2 Beautiful Homes, 1 Stunning Retreat: Pool HotTub Pizza Oven + Near Beach & NYC
Exterior
Enjoy lounging after a long beach day on the sectional looking out at the water
Fully stocked kitchen with stainless steel appliances and breakfast counter
Large comfortable sectional with a 70" smart tv
Exceptional
(10 reviews)

Luxury Beach Oasis with Amazing Panoramic Ocean Views

Milford

8% off
AU$9,096
for 7 nights, 1 home
AU$1,299 per night
includes taxes & fees
Luxury Beach Oasis with Amazing Panoramic Ocean Views
Exterior
Outdoor dining
Interior
Property grounds
Exceptional
(5 reviews)

On the Water Spacious Comfortable Historic Home

West Haven

8% off
AU$9,618
for 7 nights, 1 home
AU$1,374 per night
includes taxes & fees
On the Water Spacious Comfortable Historic Home
Interior
Living area
Living area
Property grounds
Exceptional
(11 reviews)

Renovated Milford Beach home by Charles Island/Silver Sands Pk

Milford

8% off
AU$3,948
for 7 nights, 1 cottage
AU$564 per night
includes taxes & fees
Renovated Milford Beach home by Charles Island/Silver Sands Pk
Living area
Outdoor dining
Kitchen
Living area
Exceptional
(8 reviews)

Silver Sands Beach Getaway

Milford

16% off
AU$4,348
for 7 nights, 1 home
AU$621 per night
includes taxes & fees
Silver Sands Beach Getaway
Exterior
Marina
Outdoor dining
Living area
Wonderful
(16 reviews)

<br>❤️High-Line Harbor Flat 2 BD | Train🚊 | Harbor Point Access | 40 Minutes to NYC🗽

Stamford

7% off
AU$1,962
for 7 nights, 1 apartment
AU$280 per night
includes taxes & fees
<br>❤️High-Line Harbor Flat 2 BD | Train🚊 | Harbor Point Access | 40 Minutes to NYC🗽
Kitchen
Stairwell to Master
Dining Room
Living Room
Excellent
(6 reviews)

Beach Apartment in Woodmont Milford

Milford

8% off
AU$3,147
for 7 nights, 1 apartment
AU$450 per night
includes taxes & fees
Beach Apartment in Woodmont Milford
Dining
Living area
Living area
Private kitchen
Very good
(13 reviews)

❤️High-Line Harbor Pad 2 BDTrain🚊Harbor Point Access 40 Minutes to NYC

Stamford

7% off
AU$1,998
for 7 nights, 1 apartment
AU$285 per night
includes taxes & fees
❤️High-Line Harbor Pad 2 BDTrain🚊Harbor Point Access 40 Minutes to NYC
Interior
Interior
Private kitchen
Interior
Exceptional
(10 reviews)

The Season’s Luxe One Bedroom Apartment, Center of Stamford, Train2NYC

Stamford

5% off
AU$1,420
for 7 nights, 1 apartment
AU$203 per night
includes taxes & fees
The Season’s Luxe One Bedroom Apartment, Center of Stamford, Train2NYC

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  • More quality time

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Why visit Fairfield

  • Urban and Coastal Blend: Enjoy the vibrant downtown alongside the charming seaside atmosphere at Fairfield Beach.
  • Natural Beauty: Discover scenic urban parks and sandy beaches perfect for leisurely strolls and family outings.
  • Cultural Richness: Explore history museums that delve into the local heritage and cultural narratives.
  • Family-Friendly Environment: Experience a welcoming town with attractions suited for all ages.
  • Cosy Accommodations: Choose from a range of private holiday homes, apartments, and cottages for a comfortable stay.

Popular types of accommodation in Fairfield

You've chosen Fairfield, Connecticut, for your getaway, and now it’s time to select your perfect accommodation. This charming city offers an array of private holiday homes, apartments, and cottages, ensuring comfort and convenience. Enjoy the benefits of free parking, delightful weekend stays, and some options include free breakfast and even outdoor pools. Explore local attractions like the scenic beaches and parks, making your stay in Fairfield truly memorable.

  • Private Holiday Homes: The top choice for visitors, offering complete seclusion and bespoke comforts for a truly homely retreat in Fairfield.
  • Apartments: Second in popularity, these urban-styled dwellings provide modern conveniences and cosy settings in the heart of Fairfield.
  • Cottages: Third in line, charming and quaint, ideal for those seeking a traditional and rustic holiday experience.
  • Condos: Fourth in favour, these contemporary units blend style with practicality, perfect for a relaxed stay in Fairfield.
  • Villas: Fifth and equally inviting, spacious and elegant, offering a touch of luxury for a memorable Fairfield holiday.**

Top attractions in and around Fairfield

Fairfield, Connecticut, offers a delightful blend of urban charm and natural beauty. Tourists can explore its vibrant urban parks, sandy beaches and enriching history museums, ensuring a balanced cultural and outdoor experience. Whether you are travelling with family, as a couple, or in a group, the city provides a range of engaging attractions for every taste.

Things to do recommended for couples

Experience a romantic escape in Fairfield, Connecticut. Enjoy scenic walks along the shoreline, savour delightful local cuisine, and share a quiet moment in charming parks, perfect for creating lasting memories together.

Things to do recommended for families

Families visiting Fairfield can explore interactive museums, enjoy scenic parks, and take part in creative workshops, ensuring an engaging experience for all ages.

Things to do recommended for groups

Experience thrilling outdoor adventures at The Adventure Park at Discovery Museum, just 8km from Fairfield. Enjoy a zipline and ropes course that promises excitement and camaraderie for your group as you navigate through the treetops and embrace the adventure together.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Fairfield

When planning your trip, whether you're travelling with a group, family, or pets, or seeking extended stays, it's essential to filter according to your specific priorities. Here are some helpful booking tips from Stayz.

  • Traveling to Fairfield with a group: Consider how many bedrooms you will require, along with facilities such as a fully-equipped kitchen or an outdoor area suitable for a group get-together. Luckily, you can apply filters for all these features, and more, on Stayz.
  • Traveling to Fairfield with young kids: Travelling with young children can present its challenges. It's essential to prioritise their comfort and safety, as well as access to suitable amenities, like a private swimming pool. Additionally, it would be wise to consider how close you are to family-friendly attractions.
  • Taking your pets with you to Fairfield: For many, a family holiday is not complete without their four-legged companion. If this resonates with you, consider exploring Stayz properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels right at home.
  • Planning for a long term stay visiting Fairfield: If you're searching for long-term holiday rentals with special deals for stays of a month or more, you've come to the right place. By utilising the appropriate filter, you can effortlessly discover and save on monthly rentals. You might also consider including options such as a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay near Fairfield

Fairfield, Connecticut offers an eclectic blend of city charm and outdoor allure. Visitors can explore the vibrant downtown, enjoy the family-friendly atmosphere and romantic seaside vibe at Fairfield Beach, and experience the welcoming town of Fairfield. Whether wandering through historic streets or relaxing by the shore, travellers are sure to appreciate the unique cultural and sunny experience this delightful city provides.

  • Stamford: Located 26km from Fairfield, Stamford offers a vibrant urban experience with a blend of family-friendly, city-themed, and outdoor activities. Visitors can explore diverse shopping areas and enjoy a visit to local theatres, as well as enriching educational venues. The city is noted for its tourist precinct, lively square and modern square, making it a dynamic destination for travellers seeking a well-rounded cultural and recreational experience.
  • Bridgeport: At a distance of 8km from Fairfield, Bridgeport is a city that beckons visitors with its outdoor attractions, family-oriented venues and urban charm. The city boasts educational opportunities alongside an arena entertainment facility and spacious recreational areas. Local landmarks such as the beach, family beach and a sports facility stadium provide a variety of experiences for those looking to immerse themselves in the coastal and active lifestyle.
  • Norwalk: Situated 13km from Fairfield, Norwalk is a city that promises an engaging blend of family, city-themed and outdoor attractions. Visitors can enjoy educational pursuits, retail therapy at the shopping area and a round at the golf course. The local attractions include a beach, a modern college university and a family beach, offering a well-rounded mix of leisure and cultural experiences for holidaymakers.

Booking with Stayz is a breeze

Are you hoping to save on your next adventure? Being flexible with your travel dates can lead to great savings, as prices often fluctuate. Additionally, reserving a longer stay can result in substantial discounts. To discover a Stayz property that suits your budget, please utilise our filters to sort by price, location, and type of holiday rental.

Stayz Trips: Planning made easy

Stayz's Trip Board offers a user-friendly platform where you can create new trips, resume previous plans, or arrange your travel itinerary. Here, properties you have saved or booked are organised into categories such as Potential, Upcoming, and Current Trips. To begin utilising Trip Boards, please visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

Why people love visiting friendly Fairfield

The beaches and surrounding scenery provide a peaceful ambience to your holiday home in Fairfield. Revered for its university setting, restaurants and shopping, this city is both welcoming and romantic. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in and around Fairfield

Do you want to find attractions to visit while you're in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Fairfield a one-of-a-kind holiday spot. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Beardsley Zoo (6.4 mi / 10.3 km)
  • Norwalk Maritime Aquarium (8.6 mi / 13.8 km)
  • Chelsea Piers (14.5 mi / 23.4 km)
  • Hand & Stone Massage and Facial Spa (15.7 mi / 25.3 km)
  • Del Vino Vineyards (16.1 mi / 25.9 km)
  • Country Club of Fairfield (1.1 mi / 1.8 km)

Exploring the natural landscape of Fairfield

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, Fairfield is a great place to spend some time outside. Here are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city centre:

  • Penfield Beach (1.2 mi / 1.9 km)
  • Fairfield Beach (1.2 mi / 1.9 km)
  • Jennings Beach (1.3 mi / 2 km)
  • Seaside Beach (3.3 mi / 5.3 km)
  • Seaside Park (3.6 mi / 5.8 km)
  • Lake Mohegan (4.7 mi / 7.6 km)

Seasonal weather averages in Fairfield

If warm-weather activities are high on your list, July, August, June and September are the hottest months to visit, when temperatures average 22°C.

Transport to and around Fairfield

The nearest airport is in Bridgeport, CT (BDR-Igor I. Sikorsky Memorial), located 6.9 mi (11.1 km) from the city centre. If you can't find a flight that works for your travel itinerary, you might consider flying into Danbury, CT (DXR-Danbury Municipal), which is 19.8 mi (31.9 km) away.

If you're travelling by train, make your way to Fairfield Station or Fairfield Metro Station and explore the city from there.

Frequently asked questions

Where are the best areas for renting a beach house in Fairfield?
For renting a beach house in Fairfield, the area along the Long Island Sound is particularly appealing. The beachfront neighbourhoods, such as Southport and Fairfield Beach, offer a selection of charming properties with easy access to sandy shores and picturesque views of the water. Many of the rentals in these areas come equipped with amenities like private decks, outdoor dining spaces, and beach gear, making them superb for families or groups looking to enjoy coastal living.In Southport, you can find lovely cottages and larger homes located among trees, often featuring well-appointed kitchens and spacious living areas, ideal for relaxing after a day at the beach. The beach here is known for its calm waters, making it suitable for swimming and water sports. Additionally, the proximity to local shops, cafes, and restaurants enhances the convenience for visitors.Fairfield Beach itself boasts a vibrant community atmosphere, where you can find amenities such as outdoor showers for rinsing off after the beach, as well as easy access to nearby parks and recreational areas. The area is also great for those looking to enjoy activities like kayaking or paddleboarding.
What is the most popular type of holiday rental accomodation in Fairfield?
In Fairfield, holiday houses are the most prevalent type of holiday rental, with around 140 available in various neighbourhoods. These spacious homes often come with multiple bedrooms, fully equipped kitchens, and outdoor spaces such as gardens or patios, making them great for families or larger groups. Additionally, there are about 28 apartments and 24 cottages, providing more intimate accommodations for those looking for a cozier stay. Some condominiums are also available, offering modern amenities and convenient locations.
Are there any family house rentals in Fairfield?
In Fairfield, Connecticut, families can choose from a variety of holiday rentals—approximately 30 options are available throughout the area. The town is well-situated near beautiful beaches and parks, making it an ideal destination for those travelling with children. Many properties feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where kids can enjoy themselves.Visitors will find accommodations that typically include amenities such as Wi-Fi, air conditioning, and laundry facilities, ensuring a comfortable stay. Notable nearby attractions include the scenic Fairfield Beach, which offers opportunities for swimming and picnicking, as well as the expansive Lake Mohegan, great for hiking and outdoor activities.
Can I rent a holiday home with a pool or hot tub in Fairfield?
In Fairfield, Connecticut, there are several holiday homes available for rent that feature pools and hot tubs, making it a delightful choice for those seeking relaxation and luxury. This charming coastal town offers a mix of residential neighbourhoods, including the picturesque Southport area, known for its scenic beaches and quaint shops, as well as the more suburban settings found throughout Fairfield.Travellers can expect amenities such as private pools, inviting hot tubs, spacious outdoor living areas, and fully equipped kitchens great for family gatherings. Many properties also offer additional comforts like Wi-Fi, air conditioning, and proximity to local attractions, ensuring a comfortable stay.
Are there pet-friendly house rentals in Fairfield?
In Fairfield, Connecticut, there are several pet-friendly house rentals available, providing a welcoming environment for travellers with pets. Many of these properties come equipped with modern amenities such as spacious kitchens, private gardens, and comfortable living areas, making them ideal for families or groups.The neighbourhood features easy access to local parks, such as Jennings Beach and Lake Mohegan, which are superb spots for walking pets and enjoying the outdoors. Jennings Beach offers sandy shores and scenic views, while Lake Mohegan has hiking trails and picnic areas, allowing for enjoyable outings with your furry companions.Additionally, the area is known for its charming downtown, where visitors can find pet-friendly cafes and shops, enhancing the overall experience for those travelling with their pets.
Are there any remote work holiday rentals in Fairfield?
In Fairfield, Connecticut, there are numerous remote work holiday rentals available, with around 192 options to choose from. This charming coastal town offers a variety of properties that cater to remote workers, featuring essential amenities such as high-speed Wi-Fi, comfortable office spaces, and the convenience of fully equipped kitchens for those who prefer to prepare their own meals. Many rentals also provide outdoor areas where you can take breaks and enjoy the pleasant surroundings.The town's location offers easy access to local parks, scenic beaches, and cultural attractions, making it an ideal spot for balancing work and leisure. With a mix of modern apartments and traditional homes, travellers can find accommodations that suit their style and needs. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Fairfield?
In Fairfield, popular holiday rental amenities typically include kitchens, allowing guests to prepare their own meals, and outdoor spaces such as decks or patios for enjoying the pleasant Connecticut weather. Many rentals also come equipped with coffee and tea makers for convenient morning brews, and onsite parking is commonly available, making it easier for travellers with vehicles.
When is the best time to visit Fairfield for a holiday rental?
July is the most popular time to visit Fairfield, Connecticut, attracting families and beach enthusiasts eager to enjoy the summer sun. This peak season, spanning from July to September, offers a vibrant setting with plenty of outdoor activities, including sunbathing on the sandy beaches, picnicking in serene parks, and exploring the picturesque seaside.During July, visitors can expect warm temperatures averaging around 25 to 30 degrees Celsius, creating an inviting environment for leisurely strolls along the coastline or engaging in water sports. The town comes alive with various events, and families often flock to its charming beaches, making it a lively and enjoyable destination.If you're looking for a more budget-friendly option, consider visiting in November. While this month is outside the high tourist season, it brings a unique charm to Fairfield. You can enjoy a quieter experience, great for unwinding and discovering local shops and eateries without the summer crowds.
What are the top attractions in Fairfield?
In Fairfield, Connecticut, visitors can enjoy a variety of attractions that showcase the charm of this coastal town. The Fairfield Museum and History Centre offers insights into the local heritage and hosts engaging exhibits throughout the year. Nearby, the scenic Jennings Beach provides a lovely spot for sunbathing, picnicking, and enjoying the waterfront, with playgrounds and walking paths for families. The historic town centre features a mix of local shops, cafes, and restaurants, making it a pleasant area to explore on foot.For nature lovers, the nearby Southport Beach is another great option, providing beautiful views and opportunities for leisurely strolls along the shore. Additionally, the Fairfield Theatre Company presents a vibrant arts scene, hosting live performances that attract both locals and visitors.
Are all fees included in the Fairfield holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Fairfield holiday homes with parking?
Stayz offers a wide selection of holiday homes in Fairfield with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Fairfield holiday homes?
You can find great discounts on holiday homes in Fairfield on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Fairfield holiday home booking on Stayz?
To find Fairfield holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Fairfield?
A long-stay holiday home in Fairfield is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Fairfield holiday home?
Book your Fairfield holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Fairfield?
Prices for holiday homes in Fairfield vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Fairfield to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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