Oakdale Holiday Rentals

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Holiday Rentals in Oakdale

Aparthotel in Hudson

3.0 star property
9.2 out of 10, Wonderful, (131)
"Clean, pet friendly , just an overall super nice place to stay "
United States
Gail
The price is NZ$259
includes taxes & fees
27 Nov - 28 Nov
Micosta Leisure Inn

Cabin in Saugerties

8.2 out of 10, Very good, (46)
"We had an amazing peaceful time at this property. Check in was seamless and we got lots of great recommendations from our hosts that we really enjoyed! It was very private and cozy and really helped us relax and renew! We will definitely be returning. "
United States
Josh M.
The price is NZ$289
includes taxes & fees
30 Nov - 1 Dec
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

Holiday Home in Glasco

10.0 out of 10, Exceptional, (34)
"Beautiful home and fantastic pool. Responsive and friendly host. Our whole family had a great time! "
United States
Courtney W.
Hamptons on the Hudson in South Saugerties

Apartment in Saugerties

9.8 out of 10, Exceptional, (95)
"Enjoyed our stay!"
United States
Mike T.
A Spectacular 50 Mile View of the Hudson Valley in all seasons

Cabin in Saugerties

9.0 out of 10, Wonderful, (13)
"A little piece of paradise!"
United States
Christi L.
Sexiest Lil Cabin in Saugerties, NY

Holiday Home in Saugerties

9.8 out of 10, Exceptional, (6)
"This was such a cool experience Id love to go back! "
United States
Brandon
The price is NZ$259
includes taxes & fees
30 Nov - 1 Dec
Sioux Tipi on Chloe's Lake

Cabin in Catskill

9.8 out of 10, Exceptional, (33)
"Great location "
United States
steve p.
The price is NZ$588
includes taxes & fees
30 Nov - 1 Dec
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill

Holiday Home in Old Chatham

9.6 out of 10, Exceptional, (93)
"What a lovely property. Laurie was so kind and helpful checking us in, and the house was so fun. Would absolutely stay here again. "
United States
Daniel R.
Amazing Estate! 1,500-2,500 OFF NOW w/ Early Booking on 2026 week-long vacation!

Holiday Home in Saugerties

9.4 out of 10, Exceptional, (8)
"Really enjoyed our stay. The property had all the comforts of home and was beautiful. "
United States
Sean S.
The price is NZ$904
includes taxes & fees
1 Dec - 2 Dec
Charming 2-bedroom Waterfront home with boat access in Saugerties

Houseboat in Catskill

9.8 out of 10, Exceptional, (28)
"It is a fun alternative to conventional hotel/motel stays. Beautiful waking up on Catskill Creek with as much room as a small hotel room, including 2 double beds plus a dining table that can convert to a bed."
United States
Jay
Private Yacht on Catskill Creek

Holiday Home in Catskill

9.4 out of 10, Exceptional, (18)
"The house is so historic and very beautiful/interesting. We had a great time. "
United States
Berta T.
River House by AvantStay | Historic & Secluded Estate on the Hudson River w/Pool

Holiday Home in Catskill

10.0 out of 10, Exceptional, (7)
"Great place. Exactly like the pictures. "
United States
robert a.
The price is NZ$608
includes taxes & fees
1 Dec - 2 Dec
Modern Luxurious Cabin, Catskills - The Tiny Nook

Holiday Home in Coxsackie

10.0 out of 10, Exceptional, (168)
"Had an absolutely amazing time here! Jody was very prompt with responding to any questions we had during the duration of our stay. The house was so perfect. 5 Stars!!"
United States
Steve B.
Sleeps 27/Pickleball Court/Game Room/Hot Tub/Pool/Batting Cage/Beach

Cottage in Saugerties

10.0 out of 10, Exceptional, (12)
"Great spot!"
United States
Dylan
The price is NZ$317
includes taxes & fees
30 Nov - 1 Dec
Country Cottage with beautiful views and easy access to Catskills activities.

Cottage in Catskill

9.8 out of 10, Exceptional, (8)
"Very comfortable cottage in a lovely area. Grateful for the ac on those very hot days! Loved grilling on the porch and the big patio umbrellas. Host is very responsive and helpful when needed. Hope to come again! "
United States
Laura G.
The price is NZ$595
includes taxes & fees
30 Nov - 1 Dec
Experience Peace in this Cozy country cottage nestled beneath the mountains

Holiday Home in Catskill

10.0 out of 10, Exceptional, (14)
"Walkable to all that we wanted to do in the town of Catskill. Very clean and had everything we needed. "
United States
Jane R.
Charming Catskill getaway walking distance to Main St. Pet-friendly!

Holiday Home in Saugerties

10.0 out of 10, Exceptional, (146)
"Absolutely lovely setting and home! Perfect location for exploring the area -we loved our time there!"
United States
Rebecca L.
<br>Escape to our incredibly private home on 30 acres!

Cabin in Greenville

10.0 out of 10, Exceptional, (25)
"Beautiful place and grounds! So nice,in fact, I turned my whole trip into a nature retreat right there "
United States
MJ d.
Secluded Catskills cabin on a private road.

Villa in Round Top

9.0 out of 10, Wonderful, (6)
"The property managers were the nicest people & very quick to respond. Couldn’t be happier about that. However, the house is in dire need of a deep cleaning & a refresh of bed linens. "
United States
Judy L.
Beautiful Mountain Villa

Apartment in Red Hook

9.4 out of 10, Exceptional, (9)
"The loft was easy to find and the perfect location for attending events at Bard and beery picking.Well stocked kitchen and spacious loving room."
United States
Nancy K.
The price is NZ$385
includes taxes & fees
29 Nov - 30 Nov
THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Find out more about Oakdale

Everything you need to know about Oakdale holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Oakdale holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Oakdale holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Oakdale holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oakdale. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Oakdale holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Oakdale holiday rentals we have selected for you start as low as NZ$259 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Oakdale rentals

At Expedia, we put the best Oakdale holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Oakdale rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Oakdale holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Oakdale. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Oakdale?

Yes, there are holiday rentals close to the most popular sights in Oakdale, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Oakdale has to offer?

Hamptons on the Hudson in South Saugerties: This holiday home rental outside of Oakdale is located on a river, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals will I find in Oakdale?

Choose from 4 Expedia holiday rentals in Oakdale for a memorable holiday.

What can I see and do in Oakdale?

While exploring the area, visit family-friendly sights like Stoddard Corner, or get outside and enjoy nature at Oakdale Beach. Hudson Opera House and Max and Lillian Katzman Theater are a couple of places you'll find in the wider area.

What are holiday rentals like in Oakdale?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Oakdale. Holiday rentals feature extras like kitchens and laundry facilities so you'll have everything you want. If you're concerned about cleanliness, a holiday rental can offer a sense of security away from public hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for a family trip.