Discover a selection of 1,000 vacation rentals in Fairfield County, US that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $106 per night, and houses and condos are popular options for a stay in Fairfield County. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Fairfield County
Destination guide

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.

Things to do

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.

Natural features

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 there

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.

What are the top vacation rentals in Fairfield County?

Whether you're planning an adventurous break with friends or a romantic rendezvous with your special someone, one of these top vacation rentals in Fairfield County is sure to catch your eye:

  • "Cosy Cottage With Wi Fi Close To Stratford On Avon And The Cotswolds": This Cos Cob rental offers 3 bedrooms and is rated highly among guests. Amenities such as a dishwasher and a toaster help make your stay an enjoyable one.
  • "A Secluded Modern Getaway": Put your bags down and your feet up at this favorite in Fairfield County. It features 5 bedrooms, WiFi, a TV and more.

For even more great options, use the search bar at the top of the page to find the perfect Fairfield County vacation rental for you.

Can I find log cabins to rent in Fairfield County?

Sometimes, you just want to get away from the chaos of everyday life. That's where Vrbo can help. We've got a great range of log cabin rentals in and around Fairfield County where you can relax in nature. Try these on for size:

  • "Cozy Log Cabin On Sleeping Giant" will help ensure your Fairfield County vacation is just what you wanted it to be. With conveniences such as a fireplace and a firepit to make life easy, all you have to do is put your feet up and enjoy yourself.
  • Invite a few friends along or snuggle up with your partner at "Cozy Log Cabin Retreat With Pool On 4 Acres". An oven and a kitchen are just some of the amenities included at this tempting option.

What are the top-rated vacation rentals for weekend getaways in Fairfield County?

While extended vacations to new places are incredible, there's something lovely about slipping off for a weekend getaway. These properties in Fairfield County are perfect for just that:

  • "Private Family Friendly Home With In" - This retreat in Fairfield County features amenities that'll make your visit nice and comfortable, such as a washing machine and off-street parking options. Its terrific location also makes it a great base to do some exploring.
  • "Bedroom, Beautiful Bathroom And Second Room With Work Or Eating Area" - This is another top choice with all the ingredients that make for a fab weekend away. Expect towels and off-street parking options at this New England rental.

Can I find studio apartments for rent in Fairfield County?

Ditch the boring hotel room and secure one of our studio apartments in Fairfield County. Here's where you can hunker down in your own digs and experience your next vacation destination like a local:

  • Get comfy at "Bedroom, Beautiful Bathroom And Second Room With Work Or Eating Area", situated in New England. There are plenty of amenities you can take advantage of here, including a washing machine and high-speed internet services.
  • Filled with character and with more privacy than a bustling hotel, "Beautiful Apartment In Rural Redding Surrounded By New Enland Foliage" is another great pick. It's located in Ramsau am Dachstein and comes with a fridge and heating.

Can I find short term rentals in Fairfield County?

With Vrbo's fantastic range of short-term rentals in Fairfield County, you're sure to find a property to suit your needs. Whether you're after somewhere to wind down on your own or to catch up with friends and family, these options are difficult to beat:

  • Located close to central Fairfield County, "Private Family Friendly Home With In" is an ideal place for a short-term stay. Set up base here and head out to explore all the interesting attractions around the area.
  • Otherwise, spend a day or two at "Bedroom, Beautiful Bathroom And Second Room With Work Or Eating Area" and discover the attractions of New England. This property also welcomes short-stay guests and is a great choice if you like to be close to the action.

What are the best romantic weekend getaways in Fairfield County?

Whether you've been paired up for a few months, a decade or an eternity, there's nothing like a romantic weekend getaway to keep passions alive. If you're searching for somewhere idyllic to spend a couple of days with your significant other, you'll fall headfirst for these retreats:

  • Unleash your inner Casanova at "Cosy Cottage With Wi Fi Close To Stratford On Avon And The Cotswolds". This Cos Cob retreat is perfect for romance, offering amenities like beauty services and a nearby marina to help set the mood.
  • Alternatively, organize a loved-up weekend escape at "A Secluded Modern Getaway". Located in Fairfield County, it offers a fireplace, a swimming pool and other highlights.

What are the best large group vacation rentals in Fairfield County?

If you're planning that special trip away, don't travel alone; bring the whole gang along. You'll have more fun sharing the adventure with the people you love. These vacation rentals in Fairfield County are perfect for larger groups:

  • "Celebrate Rosh Hashanah And The Holidays W": With 6 bedrooms, everyone is invited to this impressive retreat in Fairfield. A swimming pool and a kitchen are among the many amenities offered here.
  • "Huge Executive Home In Charming Rural Town 1hr Nyc": You'll get your crew's stamp of approval at this option in Easton which comes with a garden, off-street parking options and more. It has 7 bedrooms that will comfortably accommodate any large group.

What are the best houses for rent with a pool in Fairfield County?

In Fairfield County, there's no shortage of house rentals where a pool day can be every day. Having a splashing good time will be your main priority at one of these sought-after properties:

  • The pool at "Vacation Ready: Beautiful House With Heated Pool" is guaranteed to add another layer of fun to your adventure. Located in Westport, this rental home also comes with a fridge and a barbecue grill.
  • Hop out of bed and enjoy a refreshing morning dip at "3 - Level Retro House/close To Beach" in Norwalk. A kitchen and coffee and tea making facilities are other amenities at this exceptional option.

What are the best large family vacation rentals in Fairfield County?

The first step to any memorable family getaway is finding the perfect place to stay. If you want a home away from home with enough space for everyone, one of these large family vacation rentals in Fairfield County will be just the ticket:

  • For family-friendly properties in Fairfield County, "A Secluded Modern Getaway" is a fabulous choice. It features 5 bedrooms and can sleep up to 10 lucky guests. A microwave oven and a smart TV are two of the useful amenities you'll find here.
  • "Private Family Friendly Home With In" in Fairfield County is another appealing option. It caters for up to 8 guests over 4 bedrooms. Coffee and tea making facilities and a DVD player will help keep your crew happy and comfortable.

Bust out of the house and head to Norwalk Maritime Aquarium — one of Fairfield County's finest family-friendly attractions. Greenwich Avenue and Beardsley Zoo are also worth checking out while you're in the area.

Can I find family cabin rentals in Fairfield County?

Renting a cabin in Fairfield County is an ideal excuse to reconnect with your nearest and dearest. Consider these popular options:

  • "Secluded Cabin For The Perfect Weekend Escape" - Located in Lakeville, this cozy escape features useful amenities such as childrens activities and coffee and tea making facilities.
  • "Luxe Lakefront Cottage With King Size Bed And Beach" - Make fond memories with the kids at this popular cabin. Located in Coventry Lake, it features a DVD player, a microwave oven and more.

For more options, use the search bar at the top of the page and adjust the filters to find the Fairfield County vacation rental that's perfect for your needs.

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