Fairfield County vacation rentals

We found 1,508 vacation rentals — enter your dates for availability

Select from 415 houses, 225 apartments, and other vacation rentals to find the perfect place for your stay in Fairfield County. Vacation rentals offer the amenities you expect for your stay with friends, family, or just your pet, including parking and a garden. You're sure to find a rental for everyone's needs, including places that are non-smoking or accessible.

Vacation rentals with weekly discounts - Fairfield County

Showing deals for:Jul 3 - Jul 10

Image gallery for Nature & Luxury @Lavender Lake Est (Kosher optional)

Pool
10 out of 10, Exceptional, (8 reviews)
Exceptional
(8 reviews)

Nature & Luxury @Lavender Lake Est (Kosher optional)

Roxbury

9% off
Price is $2,401
$16,808 for 7 nights
All fees included
Nature & Luxury @Lavender Lake Est (Kosher optional)

Find spaces that suit your style

Find out more about Fairfield County

Why visit Fairfield County

  • Outdoor Adventures: Fairfield County is ideal for nature lovers, featuring beautiful beaches, parks, and nature preserves perfect for hiking, picnicking, and relaxing.
  • Charming Towns: Explore quaint towns like Westport and Fairfield, known for their scenic views and vibrant local culture.
  • Romantic Getaways: The region offers a relaxing atmosphere, making it perfect for couples seeking a romantic escape.
  • Diverse Accommodations: Choose from a variety of vacation rentals, including cozy cottages and modern apartments that cater to all travelers.
  • Cultural Experiences: Engage with the local history and culture through various attractions and events throughout the county.

Popular types of accommodation in Fairfield County

Discover a variety of vacation rentals in Fairfield County, perfect for your getaway. From cozy houses and charming cottages to modern apartments, there’s something to suit every traveler's needs. Whether you’re looking for spacious bedroom rentals or a quaint vacation rental in Fairfield, CT, we provide the transparency and reassurance you need to make the best choice for your trip.

  • Houses: These spacious homes are the top choice for travelers seeking comfort and privacy during their stay in Fairfield County.
  • Apartments: A convenient option for visitors, apartments offer a blend of accessibility and amenities for a city-like experience.
  • Cottages: Ideal for a quaint getaway, cottages provide a cozy atmosphere amidst scenic surroundings.
  • Condos: Often located in vibrant neighborhoods, condos combine modern living with community amenities.
  • Villas: For those looking for luxury, villas offer upscale accommodations with stunning views and private spaces.**

Top attractions in Fairfield County

Fairfield County, Connecticut, is perfect for outdoor enthusiasts and those seeking a romantic getaway. You can explore beautiful beaches, urban parks, and nature preserves that offer a mix of scenic views and cultural experiences. Whether you're traveling with family or as a couple, Fairfield County has a variety of attractions that cater to all interests. Don't miss the chance to enjoy the great outdoors while soaking up the local charm.

  • Fairfield University: This modern university offers a vibrant campus atmosphere with beautiful architecture and green spaces. Visitors can explore art galleries, attend events, or enjoy the lively student life that embodies the spirit of academia and community.
  • Historic South Norwalk: This charming area boasts a rich history with beautifully preserved buildings, unique shops, and local eateries. The cultural vibe is enhanced by art galleries and the waterfront, making it perfect for leisurely strolls.
  • Greenwich Avenue: A bustling street lined with high-end boutiques, cafes, and restaurants. This urban area is ideal for shopping and dining, offering a taste of upscale living in Fairfield County.

Things to do recommended for couples

Embark on a romantic getaway in Fairfield County. Enjoy live music at Levitt Pavilion, unwind with a soothing treatment at Hand & Stone Massage and Facial Spa, and challenge each other at The Cave mini golf for an adventurous day. Perfect for couples seeking memorable experiences.

Things to do recommended for families

Your family vacation in Fairfield County, Connecticut, promises excitement at the Hartford HealthCare Amphitheater, relaxation at Seaside Park, and fun at the SportsCenter of Connecticut. Enjoy sports vibes, wellness, and recreation as you create unforgettable memories together.

Things to do recommended for groups

Explore the Danbury Fair Mall for shopping and entertainment, catch a show at the Ridgefield Playhouse for a cultural experience, and enjoy a round of golf at Richter Park Golf Course for outdoor fun with your group in Fairfield County.

*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 County

When planning your trip, whether you're traveling with a group, with family, bringing your pets, or looking for extended stays, it's important to filter your options based on your key priorities. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Fairfield County with a group: Think about how many bedrooms you'll require, as well as features like a complete kitchen or outdoor area for group gatherings. Thankfully, you can easily narrow down your options for these amenities and more on Vrbo.
  • Traveling to Fairfield County with young kids: Traveling with young kids can be quite a challenge. It’s important to prioritize their comfort and safety, along with suitable amenities like a private pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Fairfield County: For many families, a vacation wouldn't feel complete without their furry companion. If you can relate, consider exploring Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and cozy beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Fairfield County: If you're searching for vacation rentals with discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Fairfield County

Fairfield County, Connecticut, offers a delightful blend of charming neighborhoods, luxury homes, and stunning parks, perfect for a romantic getaway or family-friendly adventure. Explore quaint towns like Westport and Fairfield, where you can enjoy scenic views and vibrant local culture. With its relaxing atmosphere and friendly people, this picturesque region is an ideal destination for those seeking both outdoor activities and a touch of history.

  • Stamford: Stamford is a vibrant city located in Fairfield County, known for its family-friendly atmosphere and urban charm. Visitors flock to Stamford for its diverse shopping areas and cultural experiences. The downtown area features a bustling theater scene, including the popular Stamford Theatre Works. Outdoor enthusiasts can enjoy the scenic beauty of the nearby parks and waterfront. Notable landmarks include the Stamford Town Center and the modern square, which provides a perfect backdrop for shopping and dining.
  • Norwalk: Norwalk is a charming city that offers a delightful blend of family activities and outdoor adventures. Known for its beautiful beaches, such as Calf Pasture Beach, Norwalk is perfect for sunbathing and water sports. The city also boasts a rich history, with attractions like the Norwalk Maritime Aquarium and historic sites that tell the story of the area. The local shopping areas provide a great opportunity for retail therapy, making Norwalk an ideal destination for a fun-filled family vacation.
  • Danbury: Danbury is a picturesque city nestled in the scenic landscapes of Fairfield County. It is a perfect getaway for those seeking outdoor activities and romantic settings. Visitors can explore the serene beauty of Candlewood Lake or enjoy various hiking trails in the area. Danbury offers a variety of shopping options, including the Danbury Fair Mall, and hosts numerous events at its conference venues. The city’s scenic views and tranquil parks make it a great spot for couples and nature lovers alike.

Booking with Vrbo is a breeze

Are you hoping to cut costs on your upcoming journey? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, take advantage of our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect fit for your travel needs.

Vrbo Trips: Planning as easy as it gets

Vrbo's user-friendly Trip Board offers you a dedicated area to plan new adventures, pick up right where you left off, or keep track of your travel arrangements. You can easily access properties you've saved or booked, now organized into Potential, Upcoming, or Current Trips. To explore the Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

New England adventures in Fairfield County

Nestled between New York and New Haven on Long Island Sound, Fairfield County serves up a vibe that's as sophisticated as it is family-friendly. Coastal cities such as Greenwich and Norwalk feature pretty parks and pristine beaches, though the lakes and museums in Danbury and New Fairfield offer ample reasons to explore a little further inland. If you're looking for the perfect pad, you'll find Fairfield County vacation rentals are the ideal base for exploring Connecticut and New England.

Fun for all ages in Fairfield County

Visitors of all ages can enjoy day trips to the Maritime Aquarium at Norwalk and Connecticut's Beardsley Zoo, the latter home to endangered species and a free-flight aviary, while travelers in the mood for a culture fix might head east along the coast to New Haven. Within a short drive of most rentals, Fairfield County's famous neighbor is home to cultural delights, including Yale University's Center for British Art and the fascinating Peabody Museum of Natural History. Head a little further afield and a scenic journey aboard the historic Essex Steam Train beckons.

Foodie treats in Fairfield County

Enjoying the delights of Fairfield County couldn't be easier thanks to Connecticut's fabulous array of trails. Not hiking trails, though you'll find them plentiful, too, but trails that lead curious travelers along well-trodden sightseeing paths to the state's best bits. Pizza and chocolate trails sit alongside farmers' market and chowder trails, offering tasty treats for foodies, though if you prefer your refreshments in liquid form, you might choose to hit the wine trail instead. Traveling with kids? You're just a giant footprint away from serious fun thanks to the family-friendly dinosaur trail.

Outdoor adventures in Fairfield County

Kayaking newbies can find a relaxed setting at Greenwich Cove, while old hands often head right out into Long Island Sound, where the scene is memorable at sunset. Beach days on the agenda? Find miles of beautiful coastline on the doorstep of your Fairfield County vacation rental. You'll discover as many family-friendly spots loaded with amenities as you will unspoiled stretches, where seclusion comes easy. A favorite spot for those in need of a little downtime is Long Beach, a coastal barrier beach surrounded by meadows that are teeming with bird life.

How to get to and around Fairfield County

The nearest airport is in Bridgeport, CT (BDR-Igor I. Sikorsky Memorial), located 15.9 mi (25.6 km) from the city center. If you're unable to find a flight that fits your schedule, you could also fly into Danbury, CT (DXR-Danbury Municipal), which is 7.9 mi (12.8 km) away.

If you prefer to travel by train, Westport Station, Southport Station and Fairfield Metro Station are the main stations in the area.

Frequently asked questions

What is the best area to stay in Fairfield County when booking a vacation rental?
Westport is one of the most popular locations to select a vacation property in Fairfield County. Looking for some cool things to do and see here? Check out Compo Beach and Levitt Pavilion.
What is the most popular type of vacation rental accommodation in Fairfield County?
According to our data, apartments are the most sought-after type of property in Fairfield County. But having said that, everyone's idea of an epic stay isn't the same. Vrbo has vacation rentals of all shapes and sizes, and we'll help you find your ideal match.
How much does it cost to rent a vacation rental in Fairfield County?
Several factors can determine how much you'll pay for a vacation rental in Fairfield County, including the season, length of stay and type of property. Still, all of our vacation homes have one thing in common — exceptional value. Simply add your travel dates to find your dream escape.
How much does it cost to rent a beach house in Fairfield County?
Prices for beach houses in Fairfield County may differ depending on the style and size of the property and when you're traveling. Just enter your travel dates into Vrbo and the number of guests to see your options and prices. From there you can use our filters to tailor your search by ratings, nearby activities, amenities and more.
Are there pet-friendly vacation rentals in Fairfield County?
Yes, there are. Choose from 119 vacation rentals that allow pets in Fairfield County on Vrbo. Our furry friends also deserve a little time out, so simply use our search function for pet-friendly vacation rentals to book a pad where Fido can get in on the family fun.
Are there large group vacation rentals in Fairfield County?
Fairfield County has 91 vacation properties that can cater to 10 or more people. These stays come with the space you need to enjoy good times with your nearest and dearest.
Are there one-bedroom vacation rentals in Fairfield County?
Yes, Fairfield County has 91 one-bedroom rentals available. Typically located in well-regarded areas due to their compact size, a one-bedroom vacation property is perfect if you're traveling with your partner or a pal. And with plenty of home comforts like WiFi and more privacy, you'll be able to relax while exploring this top destination.
Can I find two-bedroom vacation rentals in Fairfield County?
Fairfield County has 78 two-bedroom properties for you to select from. Book a vacation home with all the privacy and comfort you need at a price you'll love on Vrbo.
Are there vacation rentals with WiFi in Fairfield County?
Fairfield County has 232 vacation rentals with WiFi, so you can stay connected while you're away. Simply check the "WiFi" box in our handy search filter to find the perfect property. From streaming TV shows with the family to posting pics on social media, these Vrbo homes make it easy to go online.
How can I find vacation rentals with air conditioning in Fairfield County?
Fairfield County has 433 vacation rentals where you can wind down in air-conditioned comfort. To find a property on Vrbo offering this perk, enter your desired travel dates and use the filter tool to select the "air conditioning" box.
How old do you have to be to rent a vacation rental in Fairfield County?
The minimum required age is generally 16, 18 or 21. It can differ from one property to another on Vrbo, so look at the rules of your preferred Fairfield County vacation rental before booking your trip.
How long can I rent a vacation rental in Fairfield County for?
How long you can rent a vacation rental in Fairfield County depends on the property. Just enter your selected travel dates to look at a list of options offering extended stays. With loads of creature comforts such as air conditioning and full kitchens, as well as some offering weekly or monthly discounted prices, you're sure to find the perfect place to call your home away from home in Fairfield County.
Does Vrbo offer discounts for vacation homes in Fairfield County?
On Vrbo, you'll find amazing deals and discounts for Fairfield County. Check out our newly listed homes, as well as our weekly and monthly discounts on vacation rentals. Whether you're off on a weekend retreat or a much longer stay, Vrbo has options for all styles and budgets.

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