Oakdale holiday rentals

We found 326 holiday rentals — enter your dates for availability
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.

Holiday rentals with weekly discounts – Oakdale

Showing deals for:6 Nov - 13 Nov

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Why visit Oakdale

  • Historic charm: Oakdale boasts a rich cultural heritage with its historic sites and scenic walking paths.
  • Picturesque lakes and rivers: Enjoy serene lakes and rivers ideal for outdoor adventures and romantic getaways.
  • Local arts and culture: Experience vibrant arts centres and local craft scenes that highlight regional talent.
  • Family-friendly attractions: Revel in outdoor activities and scenic parks perfect for family excursions.
  • Cozy accommodation options: Choose from a variety of comfortable holiday homes and modern apartments.

Popular types of accommodation in Oakdale

Welcome to Oakdale, a charming city nestled in Hudson, Columbia County, New York. Known for its serene landscapes and friendly atmosphere, Oakdale offers delightful experiences amidst nature. Explore scenic parks, enjoy leisurely walks along the river, or indulge in local cuisine. When it comes to accommodation, you'll find an array of private holiday homes, cosy cottages, and modern apartments, perfect for a memorable getaway. Discover your ideal holiday rental in Oakdale and make your stay truly special.

  • Private Holiday Homes: The most sought-after option in Oakdale, offering spacious and personalised living for families or groups.
  • Cottages: Charming and cosy retreats perfect for those seeking a quaint experience in the countryside.
  • Apartments: Conveniently located for urban explorers, providing a comfortable home base during your stay.
  • Cabins: Rustic escapes nestled in nature, ideal for a tranquil getaway.
  • Chalets: Stylish and inviting lodgings, often found in picturesque settings for a unique holiday experience.**

Top attractions near Oakdale

Oakdale in Hudson, Columbia County, New York offers a charming mix of historic sites, picturesque lakes, and arts centres, perfect for outdoor, family and romantic getaways. The area provides a rich cultural experience, inviting visitors to explore its heritage and scenic beauty on a memorable escape. Ideal for those seeking a blend of nature and history, Oakdale promises a delightful retreat with plenty of engaging attractions to discover.

  • HITS-on-the-Hudson: Experience equestrian thrills at this nearby centre, where horseback riding amidst scenic landscapes offers a true rural charm.
  • Hudson Opera House: Enjoy a cultural treat at this arts centre, a half-mile away, where live performances and local arts enliven the community spirit.
  • Sleepy Hollow Lake: Revel in outdoor romance at this lake, boasting a beach, captivating scenery, and ideal settings for leisurely strolls.

Things to do recommended for couples

Discover romance in Oakdale, Hudson, where you can enjoy intimate walks amid picturesque landscapes and cosy dining experiences perfect for couples seeking a charming local escape.

Things to do recommended for families

Families visiting Oakdale can enjoy a day at the local park and explore interactive exhibitions at the community centre, offering educational fun for children.

Things to do recommended for groups

Groups visiting Oakdale can experience the thrill of Catamount Aerial Adventure Park, a zipline and ropes course located 26km away. This outdoor attraction offers an exhilarating adventure, perfect for bonding with friends and enjoying the beautiful natural surroundings.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Oakdale

If you are travelling with a group, family, pets, or seeking extended stays, be sure to apply the appropriate filters to match your priorities. Here are some helpful booking tips for using Stayz.

  • Traveling to Oakdale with a group: Think about how many bedrooms you require, as well as features like a fully equipped kitchen or outdoor areas for group get-togethers. Thankfully, on Stayz, you can easily filter for these options and much more.
  • Traveling to Oakdale with young kids: Traveling with young children can pose its challenges. It is essential to prioritise their comfort and safety, ensuring access to age-appropriate facilities, like a private swimming pool. Additionally, it is wise to consider accommodation that is conveniently located near family-friendly attractions.
  • Taking your pets with you to Oakdale: For many, a family holiday wouldn’t feel complete without their furry companion. If that resonates with you, we invite you to explore Stayz properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Oakdale: If you’re in search of holiday rentals offering discounts for stays of a month or more, you’ve come to the right place. By using the appropriate filter, you can effortlessly discover and save on monthly rentals. Don’t forget to consider adding features such as a parking space, a well-equipped kitchen, or a private pool to your search criteria.

Where to stay in Oakdale

Oakdale offers a delightful blend of outdoor and family-friendly attractions. Visitors can enjoy the local beach and scenic lake, perfect for a romantic or adventurous escape. The area provides opportunities for a refreshing bath in Hudson and experiences in the historic Hudon area, as well as the charming Stoddard Corner neighbourhood. Its friendly atmosphere and secluded yet trendy vibe make Oakdale an ideal destination for a memorable holiday.

  • Hudson: Nestled within the vibrant region of Oakdale, Hudson boasts a seamless blend of outdoor adventure and urban delights. This city captivates travellers with its opportunities for skiing and exhilarating escapades on nearby ski fields and resorts. Iconic natural attractions, including a serene lake, majestic mountain, and inviting beach, offer a scenic backdrop for both leisurely strolls and more adventurous pursuits, ensuring a memorable exploration of nature and culture.
  • Catskill: A short 8km journey from Oakdale, Catskill presents an enticing destination for adventurers and nature lovers alike. This city invites visitors to immerse themselves in outdoor pursuits, with access to ski fields and resorts that promise a thrilling winter experience. The surrounding landscape is enriched by the presence of a towering mountain, a tranquil lake, and a captivating waterfall, offering a picturesque setting that is perfect for both active endeavours and scenic relaxation.
  • Athens: Merely 3km away from Oakdale, Athens is a charming city that exudes a blend of romance and natural splendour. Known for its outdoor and scenic appeal, the area invites travellers to partake in skiing adventures on nearby ski fields and resorts. In addition, the proximity of a serene lake, a stately mountain, and a national state park creates an idyllic environment, making Athens a delightful getaway for those seeking both tranquillity and invigorating experiences.

Booking with Stayz is a breeze

Are you keen to save on your next journey? It’s worth being flexible with your travel dates, as prices can vary significantly. Additionally, opting for a longer stay often leads to considerable savings. To discover the perfect Stayz property that fits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Stayz Trips: Planning made easy

Stayz’s Trip Board offers a handy platform for you to plan new journeys, resume your previous activities, or review and arrange your travel plans. You can easily find the properties you’ve saved or booked, organised into categories such as Potential, Upcoming, or Current Trips. To begin utilising Trip Boards, please visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

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)
  • Thunderhart Golf Course (13.5 mi / 21.8 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)

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)
  • Kykuit (5.8 mi / 9.4 km)
  • Lake Taghkanic State Park (11.6 mi / 18.7 km)
  • Lake Taghkanic (11.8 mi / 19 km)
  • Copake Lake (12 mi / 19.4 km)
  • Clermont State Historic Site (14.2 mi / 22.8 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 Stayz 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 Stayz, 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 Stayz holiday properties may also offer discounted weekly or monthly prices, so you can have a longer stay for less.