Destination guide

Go undercover with a Shelton vacation rental

Shhhhhh! Shelton's one of Fairfield County's best-kept secrets, and you'll want it to stay that way. With its historic 19th-century downtown, parks, hiking and biking trails, and foodie attractions, a Shelton vacation rental is the perfect place to get the whole gang together and make some memories. Just a short drive from Connecticut's largest city, Bridgeport, and the chic Gold Coast, Shelton's a little gentler and more understated than its flashier neighbors. It's got a reputation as a commercial hub, so you might be surprised by the sheer amount of green space in this old city.

Things to do

Coming out of your shell in Shelton

As for attractions, a lip-smacking Shelton vacation rental dishes up plenty of culinary treats, like ice cream farms, fruit orchards, and a cider mill. And its proximity to Bridgeport makes it the perfect base for excursions. The attractions of Connecticut's biggest city are only a 15-minute drive away, and it's got plenty to delight young and old alike. You could go face-to-face with the animals at Connecticut's Beardsley Zoo, or explore the Discovery Museum and Planetarium. The city's also got plenty of theaters and concert venues, along with its own symphony orchestra and art museum.


Walk the walk, never mind about the talk

The best way to see Shelton is on your own 2 feet, and the city's all geared up for pedestrians. There's a 10-acre riverwalk, plus over 15 miles of hiking trails. Many travelers on a Shelton vacation rental will gravitate towards the 153-acre Indian Well State Park on the banks of Lake Housatonic. There's boating and fishing on offer, with some seriously big fish skulking down there. Swim, hike, or just rock up for a picnic. For an easy stroll or bike ride, try the Shelton Lakes Recreation Trail, while for something a bit more challenging, you could head for the Paugussett Trail.


If only every city had such nice manners

Shelton's a comfortable place to vacation. It's got 4 distinct seasons, but it never gets too hot or cold. Sure, you'll get a bit of rain from time to time, but this obliging city won't often hit you with a deluge. March and April tend to be the wettest, so you might want to pack an umbrella when you're packing for your Shelton vacation rental. On the other hand, you can leave your skis behind - snow will turn up from time to time in the winter months, but it's not common and it rarely stays long.

Natural features

There's always a bigger fish

Shelton's tucked away down in the south west of Connecticut, and though it's not strictly on the coast itself, the water's only a quarter hour away. The area's full of state parks and state forests, and if you venture far enough off the beaten track you might come across birdlife and animals, including bobcat and coyote, as well as some handsome snakes. Fairfield County also contains a surprising number of lakes, many of them stocked to reel the fishermen in. In fact, this part of Connecticut is a great place to go after trophy bass.

How to get there

Traveling to and around Shelton

Fly into Bridgeport, CT (BDR-Igor I. Sikorsky Memorial), the closest airport, located 9.9 mi (15.9 km) from the city center. If you're unable to find a flight that fits your schedule, you might consider flying into Oxford, CT (OXC-Waterbury - Oxford), which is 12.1 mi (19.4 km) away.

Where to stay around Shelton?

Our 2019 property listings offer a large selection of 123 vacation rentals near Shelton. From 84 Houses to 21 Condos/Apartments, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Shelton for a holiday or a weekend are on HomeAway.

What is the best area to stay when traveling to Shelton?

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

  • Devon / Walnut Beach: 31 vacation rentals
  • Rowayton: 17 vacation rentals
  • Momauguin: 21 vacation rentals
  • Washington Depot: 135 vacation rentals
  • Bethel: 51 vacation rentals

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

What are the popular points of interest near where I can stay when traveling to Shelton?

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

  • Indian Well State Park: 265 vacation rentals
  • SportsCenter of Connecticut: 265 vacation rentals
  • Compo Beach: 283 vacation rentals
  • Yale University: 238 vacation rentals
  • Penfield Beach: 282 vacation rentals

But there are many other points of interest around Shelton listed on HomeAway where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Shelton?

Yes, of course. HomeAway has 84 Houses in Shelton. Our other popular types of vacation rentals in Shelton include:

  • Condos/Apartments: 21 rentals available
  • Cabins: 10 rentals available
  • Cottages: 10 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Bungalows and more.

Can I find a vacation rental with pool in Shelton?

Yes, you can select your preferred vacation rental with pool among our 8 vacation rentals with pool available in Shelton. Please use our search bar to access the selection of vacation rentals available.