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Shelton vacation rentals

We found 552 vacation rentals — enter your dates for availability

Discover a selection of vacation rentals in Shelton that are perfect for your trip. Whether you're traveling with your kids or with friends, vacation rentals have the amenities you need and want for your stay, which might include air conditioning and a pool. No matter what you're looking for, you'll be able to choose a rental to meet everyone's needs, including accessible or non-smoking choices.

Vacation rentals with weekly discounts - Shelton

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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.

Activities and attractions in and around Shelton

Are you looking for attractions to visit while you're in town? Venture out of your cozy vacation rental and experience everything that makes Shelton a fun spot to vacation. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Yale Golf Course (5.6 mi / 9 km)
  • Beardsley Zoo (8.6 mi / 13.8 km)
  • Connecticut Sportsplex (14.3 mi / 23.1 km)
  • Quassy Amusement Park (14.8 mi / 23.9 km)
  • Great River Golf Club (3 mi / 4.8 km)
  • Robert Treat Farm (7.8 mi / 12.6 km)

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.

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.

Transportation to and around Shelton

The nearest airport is in Westchester County Airport (HPN), located 36.1 mi (58 km) from the city center. If you can't find a flight that works for your travel itinerary, you could also fly into New Haven, CT (HVN-Tweed - New Haven Regional), which is 11 mi (17.7 km) away.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Shelton?
The most sought-after types of vacation rentals in Shelton are apartments. Hoping for something different? Vrbo has plenty of options to match the needs of our guests, so you’ll see vacation homes in all shapes and sizes. The perfect home away from home is waiting for you — grab yours today.
How much does it cost to rent a vacation rental in Shelton?
A number of things can influence how much you pay for a vacation rental in Shelton, like the type of property, season and length of stay. But, all Vrbo homes have something in common — unbeatable value. Simply add your travel dates to find your perfect fit.
How much does it cost to rent a beach house in Shelton?
The average price for a vacation home close to the beach in Shelton depends on when you’re going and the type and size of property you’re looking for. Find prices easily on Vrbo by entering your destination and preferred travel dates. Then use our filter tool to select the number of bedrooms and amenities that you prefer, like a pool, air conditioning and WiFi.
Are there pet-friendly vacation rentals in Shelton?
Yes. There are. You can pick from six stays that welcome pets in Shelton on Vrbo. Our furry companions deserve a break too, so simply use our search function for pet-friendly vacation rentals to book a pad where your pup can share in the good times.
What are popular rental amenities in Shelton?
Some of the most popular rental amenities people search for in Shelton are a swimming pool, a water view and a barbecue grill. Whether you’re on the road with pals, family or even pets, Vrbo vacation rentals provide the best amenities for beginning new traditions with your loved ones.
Are there vacation rentals in Shelton that welcome kids?
With six family-friendly vacation rentals to select from in Shelton, now is a great time to introduce the little ones to the thrills of travel. Check our “Properties good for families” filter box to view stays that come with conveniences perfect for traveling families, like full kitchens, yards, bunk beds and hot tubs.
What are the top attractions for families in Shelton?
There’s no room for boredom during your Shelton vacation with these family-friendly attractions to explore:

  • SportsCenter of Connecticut
  • Indian Well State Park

Can I find two-bedroom vacation rentals in Shelton?
Shelton has four two-bedroom properties for you to pick from. Book a vacation home with all the privacy and space you need at a fantastic price on Vrbo.
Are there vacation rentals with WiFi in Shelton?
Shelton has three vacation rentals with WiFi, so you’ll be able to stay connected during your trip. Simply check the “WiFi” box in our search filter for a list of properties with this feature. From streaming TV shows with the family to checking emails, these Vrbo homes will keep you online.
How can I find vacation rentals with air conditioning in Shelton?
Shelton has five vacation rentals where you can kick back in air-conditioned comfort. To book a stay on Vrbo featuring this perk, enter your travel dates and use the handy filter tool to select the “air conditioning” box.
How old do you have to be to rent a vacation rental in Shelton?
You should check with the Shelton vacation rental you’re looking at on Vrbo as age restrictions vary. However, it’s typically 16, 18 or 21.
How long can I rent a vacation rental in Shelton for?
The amount of time you can stay in a Shelton vacation home for varies depending on the property. Simply put in your travel dates to browse options that offer long-term stays. They come with all you need to make your extended break more convenient and comfortable, such as air conditioning and laundries. Some Vrbo vacation rentals may also offer weekly or monthly discounted prices, so you can stay even longer for less.
Does Vrbo offer discounts for vacation homes in Shelton?
Short stay or a much-needed extended vacation, Vrbo has some incredible bargains and discounts in Shelton to suit your style and your budget. Take a look at our weekly and monthly discounts on vacation rentals, or see what’s just been added with one of our newly listed homes. Whatever kind of getaway you’re after, you’ll find the ideal place to stay — without blowing your budget.

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