Chelsea vacation rentals

We found 183 vacation rentals — enter your dates for availability

Scroll through and select from vacation rentals in Chelsea to find one that's perfect for your trip. Vacation homes provide the amenities you need and want for you and your friends, family, or even pets, such as a fireplace and garden. At the end of the day, you'll be able to choose a rental for everyone's needs, including a place that is accessible or non-smoking.
  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
  • More for less
    More space, more privacy, more amenities — more value

Book a vacation rental for your Chelsea getaway

Experience the unique character of Chelsea with a stay in a vacation home rental. You'll find plenty to explore during your stay in the area. Are you looking for specific amenities for your getaway? Many of our vacation rentals feature full kitchens and laundry facilities.

Activities and attractions in Chelsea

Are you looking for things to do while you're in town? Venture out of your vacation home and check out everything that Chelsea has to offer. These are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • Benmarl Vineyards and Winery (2.8 mi / 4.5 km)
  • SplashDown Beach (3.2 mi / 5.1 km)
  • Ice Time Sports Complex (7.6 mi / 12.2 km)
  • Brotherhood Winery (13.2 mi / 21.2 km)
  • Casperkill Golf Club (6.8 mi / 11 km)
  • Beekman Golf Course (10.2 mi / 16.4 km)

Exploring the natural features in Chelsea

Whether you're an active traveler or just want to take in the scenery, Chelsea is a great place to get out in nature. Here are a few of the area's noteworthy features, all within 30 miles (48.2 km) of the city center:

  • Algonquin Park (5.2 mi / 8.3 km)
  • Hudson Highlands State Park (7.8 mi / 12.5 km)
  • Storm King Art Center (10.1 mi / 16.3 km)
  • Walkway Over the Hudson State Historic Park (10.9 mi / 17.5 km)
  • Bowdoin Park (3.5 mi / 5.6 km)
  • Fishkill Ridge (3.8 mi / 6.1 km)

Transportation to and around Chelsea

The nearest airport is in Stewart Intl. Airport (SWF), located 7.2 mi (11.6 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 27.9 mi (44.8 km) away.

Frequently asked questions

How much does it cost to rent a vacation rental in Chelsea?
The average price for a vacation home in Chelsea is determined by a number of factors, including property type, length of stay and time of year. Whether you’re in search of a sprawling villa with space for the whole family or a cozy cabin for you and your other half, just add your dates of travel to see stays with great value.
How much does it cost to rent a beach house in Chelsea?
Prices for beach houses in Chelsea can vary depending on the size and style of the property and time of year you’re traveling. Simply enter your dates of travel into Vrbo and how many guests to see available options and prices. From there you can use our filters to tailor your search results by ratings, nearby activities and more.
What are the top attractions for families in Chelsea?
Keeping the kids happy during your Chelsea vacation is child’s play with these family-friendly attractions:

  • Fun Central
  • Bowdoin Park
  • Poughkeepsie Galleria

How old do you have to be to rent a vacation rental in Chelsea?
The minimum age allowed can differ across properties on Vrbo, so look at the rules of the vacation home in Chelsea you’re considering. But in general, it’s 16, 18 or 21.
How long can I rent a vacation rental in Chelsea for?
The amount of time you can book a Chelsea vacation rental for is up to each property. Simply put in your dates of travel to find available options that offer extended stays. They come with everything you need to make your extended getaway more comfortable such as kitchens and air conditioning. Some Vrbo vacation rentals may also offer weekly or monthly discounts, so you can stay even longer for less.

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