Discover a selection of 500 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 $45 per night, and houses and studios 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.


Fabulous falls in Fairfield County

Pictures are rarely prettier than the one painted by fall as it casts its fiery glow across Connecticut. In Fairfield County, the spectacle kicks off in earnest by early November and is perhaps best seen at Indian Well and Sherwood Island State Parks. The season brings with it an influx of leaf peepers, so if you want to secure your preferred destination, it pays to plan your adventures early. If sunny skies and sandy beaches are on the agenda, you should look at the availability of Fairfield County vacation rentals during the blissful summer months of July and August.

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 many vacation rentals are available around Fairfield County, US?

Our 2021 property listings offer a large selection of 667 vacation rentals around Fairfield County. From 480 house rentals to 111 studio vacation rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What are the most popular destinations to visit in Fairfield County?

There are many lovely places to stay for a holiday trip or just for a weekend in Fairfield County. From Vrbo travelers, the top most popular destinations to visit are:

  • Westport: 208 vacation rentals
  • Fairfield: 329 vacation rentals
  • New Fairfield: 105 vacation rentals
  • Rowayton: 173 vacation rentals
  • Sherman: 78 vacation rentals

And Vrbo offers you the chance to discover many other popular destinations in Fairfield County! Please use our search bar to access the selection of vacation rentals available in other popular destinations.

What are the main cities to discover in Fairfield County?

Whether you're traveling with family or friends, here are the cities with the largest selection of vacation rentals for a holiday trip or just for a weekend in Fairfield County:

  • Westport: 208 rentals
  • Fairfield: 329 rentals
  • New Fairfield: 105 rentals
  • Darien: 204 rentals
  • Weston: 185 rentals

For other cities, please use our search bar to access the selection of vacation rentals available.

Can I find easy-access vacation rentals when traveling by plane to Fairfield County?

Yes of course. Our owners offer a large selection of vacation rentals near airports. The airports with a large selection of vacation rentals in Fairfield County are:

  • Stamford, CT (ZTF-Metro-North Train Station): 379 vacation rentals
  • Danbury, CT (DXR-Danbury Municipal): 268 vacation rentals
  • Bridgeport, CT (BDR-Igor I. Sikorsky Memorial): 432 vacation rentals

For other airports, please use our search bar to access the selection of vacation rentals available.

Near which points of interest can I spend my holidays in Fairfield County?

Vrbo offers a large selection of rentals near lovely places in Fairfield County. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Stamford Public Library - Ferguson Library: 382 rentals
  • Lake Zoar: 179 rentals
  • The Glass House: 325 rentals
  • Historic South Norwalk: 344 rentals
  • E. Gaynor Brennan Golf Course: 399 rentals

But there are many other points of interest around Fairfield County listed on Vrbo where you can find your place to stay. Just write your wanted destination in our search bar and have a look at our selection.

Explore destinations around Fairfield County

208 vacation rentals
329 vacation rentals
New Fairfield
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Old Greenwich
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