Oakdale Holiday Rentals

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Holiday Rentals in Oakdale

Micosta Leisure Inn

3.0 star property
9.2 out of 10, Wonderful, (124)
"Great stay!"
The price is NZ$250
includes taxes & fees
7 Oct - 8 Oct
Micosta Leisure Inn

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

8.2 out of 10, Very good, (46)
"A quirky tiny cabin off the beaten path but in need of some upkeep, e.g. toilet not fully attached to the floor in the Tipi room, water has sulphur smell. We were only there for an overnight stay, and I sent a note once we were home, so hopefully the owners get a chance to fix things up! Pricey for its current condition."
The price is NZ$279
includes taxes & fees
8 Oct - 9 Oct
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

Sioux Tipi on Chloe's Lake

9.8 out of 10, Exceptional, (6)
"This was such a cool experience Id love to go back! "
The price is NZ$250
includes taxes & fees
12 Oct - 13 Oct
Sioux Tipi on Chloe's Lake

Hamptons on the Hudson in South Saugerties

10.0 out of 10, Exceptional, (31)
"Lovely property, well-maintained, clean and comfortable, and the host was especially responsive to all communications. Highly recommend."
Hamptons on the Hudson in South Saugerties

A Spectacular 50 Mile View of the Hudson Valley in all seasons

9.8 out of 10, Exceptional, (92)
"Clean and perfect for a couple. Well maintained and provisioned. Yard/view is overgrown and view is obscured mostly by trees since the dwelling is ground level. But overall a pleasant stay in a quiet treed area. Would do again"
A Spectacular 50 Mile View of the Hudson Valley in all seasons

Jessie's Harvest House

10.0 out of 10, Exceptional, (2)
"For the location it is located it is a great place to stay. The rooms were clean and the beds and sheets were great. There is a restaurant on property so need to go far for something to eat. If I am ever in the area again I would definitely stay again. "
The price is NZ$347
includes taxes & fees
7 Oct - 8 Oct
Jessie's Harvest House

Sexiest Lil Cabin in Saugerties, NY

9.0 out of 10, Wonderful, (13)
"We loved our stay here, it was the perfect short getaway. Thanks Alexandria!"
The price is NZ$255
includes taxes & fees
7 Oct - 8 Oct
Sexiest Lil Cabin in Saugerties, NY

Minutes to Saugerties & HITS Horse show. Above garage w/ own private entrance.

2.0 star property
The price is NZ$387
includes taxes & fees
19 Oct - 20 Oct
Minutes to Saugerties & HITS Horse show. Above garage w/ own private entrance.

Charming Yacht on Catskill Creek

9.0 out of 10, Wonderful, (11)
"Melisa, the owner, couldn't have made more pleasant and been more available. Without be intrusive. Can only add " if your looking for a different experience. This is it" "
The price is NZ$382
includes taxes & fees
7 Oct - 8 Oct
Charming Yacht on Catskill Creek

Rose Cottage

9.2 out of 10, Wonderful, (9)
"It's so peaceful there. It was lovely."
Rose Cottage

Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill

9.8 out of 10, Exceptional, (31)
"Great location "
The price is NZ$589
includes taxes & fees
27 Oct - 28 Oct
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill

BEAUTIFUL ESTATE: POOL, POND, ARCADE, GYM, TRAILS! REDUCED RATE FOR SMALL GROUPS

9.6 out of 10, Exceptional, (91)
"What a lovely property. Laurie was so kind and helpful checking us in, and the house was so fun. Would absolutely stay here again. "
BEAUTIFUL ESTATE: POOL, POND, ARCADE, GYM, TRAILS! REDUCED RATE FOR SMALL GROUPS

Private Yacht on Catskill Creek

9.8 out of 10, Exceptional, (26)
"We had a wonderful time on the boat. Melissa and AJ were wonderful hosts, very responsive. The boat tour was a highlight of a great, very relaxing weekend."
The price is NZ$421
includes taxes & fees
7 Oct - 8 Oct
Private Yacht on Catskill Creek

Modern Luxurious Cabin, Catskills - The Tiny Nook

10.0 out of 10, Exceptional, (5)
"Great place. Exactly like the pictures. "
The price is NZ$570
includes taxes & fees
28 Oct - 29 Oct
Modern Luxurious Cabin, Catskills - The Tiny Nook

Charming Catskill getaway walking distance to Main St. Pet-friendly!

10.0 out of 10, Exceptional, (10)
"We had a 2 night stay while in Catskill for a wedding. My hubby, 8 year old and 2 dogs in tow. House was just right for us. My son loved the board games available and the foosball table. House is uncluttered and very clean. Surrounding are is historic with a short walk to downtown shops. I would definitely rent here again. "
Charming Catskill getaway walking distance to Main St. Pet-friendly!

<br>Escape to our incredibly private home on 30 acres!

10.0 out of 10, Exceptional, (143)
"Great time"
<br>Escape to our incredibly private home on 30 acres!

Charming cottage with lake access, wood burning fire place, and WiFi

2.0 star property
9.0 out of 10, Wonderful, (8)
"Oriana was awesome and I look forward to staying there again."
Charming cottage with lake access, wood burning fire place, and WiFi

The Lakeshore House

10.0 out of 10, Exceptional, (1)
"Excellent stay!"
The price is NZ$1,375
includes taxes & fees
7 Oct - 8 Oct
The Lakeshore House

Heaven Can't Wait, On Beautiful Kinderhook Lake!!

9.8 out of 10, Exceptional, (89)
"Home our mother's 83rd birthday party cookout at the lake house with a few family members and it was a great day. Everyone loved the house. We enjoyed the stay"
Heaven Can't Wait, On Beautiful Kinderhook Lake!!

Country Cottage with beautiful views and easy access to Catskills activities.

10.0 out of 10, Exceptional, (12)
"Great spot!"
The price is NZ$305
includes taxes & fees
7 Oct - 8 Oct
Country Cottage with beautiful views and easy access to Catskills activities.
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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Top Oakdale Hotel Reviews

Find out more about Oakdale

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$250 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 3 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 Kiwanis Ice Arena, 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.