Oakdale holiday rentals

We found 271 holiday rentals — enter your dates for availability

your current months are April, 2024 and May, 2024.
April 2024
May 2024
Scroll through and select from holiday rentals in Oakdale to find one that's perfect for your trip. Whether you're going on holiday with family or friends, holiday homes have the amenities that you expect for your stay, which might include air conditioning and a pool. You're sure to find a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Find spaces that suit your style

  • 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, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Choose a holiday rental for your Oakdale getaway

Learn about the unique charm of Oakdale with a stay in a holiday home rental. This city has something for everyone. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Sightseeing in and around Oakdale

Do you want to find things to do while you're in the area? Venture out of your holiday home and check out everything that Oakdale has to offer. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Lake Taghkanic State Park (11.6 mi / 18.7 km)
  • Kaaterskill Falls (15 mi / 24.1 km)
  • Whitecliff Vineyard (3.7 mi / 6 km)
  • Catskill Golf Club (5 mi / 8 km)
  • Hudson Chatham Winery (8.3 mi / 13.3 km)
  • Tousey Winery (11.6 mi / 18.7 km)

Exploring the natural features in Oakdale

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, Oakdale is a great place to get out in nature. These are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

  • Sleepy Hollow Lake (3.4 mi / 5.4 km)
  • Dutchman's Landing (4.6 mi / 7.5 km)
  • Art Omi International Arts Center - Fields Sculpture Park (8.1 mi / 13 km)
  • Lake Taghkanic State Park (11.6 mi / 18.7 km)
  • Kaaterskill Falls (15 mi / 24.1 km)
  • Esopus Falls (15.1 mi / 24.3 km)

Travelling to and around Oakdale

Fly into Hudson, NY (HCC-Columbia County), the closest airport, located 4.6 mi (7.4 km) from the city centre. If you're unable to find a flight that fits your schedule, you might consider flying into Pittsfield, MA (PSF-Pittsfield Municipal), which is 27.7 mi (44.6 km) away.

Frequently asked questions

How much does it cost to rent a holiday home in Oakdale?

The average price for a holiday home in Oakdale can vary depending on factors like season, length of stay and property type. Whether you prefer a sprawling villa with a pool or a cosy condo for just you and the kids, just add your travel dates to view some great-value stays.

How much does it cost to rent a beach house in Oakdale?

Prices for beach houses in Oakdale vary depending on the style and size of the property and when you plan to travel. Simply enter your travel dates into Vrbo and the number of guests to see your home options and prices. From there you can use our filters to tailor your search by amenities, nearby activities, ratings and more.

What are the top attractions for families in Oakdale?

There's a ton of amazing things to do and see with the family in Oakdale, including:

  • Oakdale Beach
  • Hudson Opera House
  • High Falls Trail

How old do you have to be to rent a holiday home in Oakdale?

The minimum age is usually 16, 18 or 21. It can change across properties on Vrbo, so look at the rules of your preferred Oakdale holiday home before making a booking.

How long can I rent a holiday home in Oakdale for?

The amount of time you can rent an Oakdale holiday home for is down to the property. Simply tap in your preferred travel dates to view available options offering longer term stays. They feature everything you need to make your extended getaway more comfortable and convenient, such as kitchens and laundries. Some Vrbo holiday properties may also offer discounted weekly or monthly prices, so you can have a longer stay for less.