Oakdale Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Jul 18 - Jul 19
Tomorrow
Jul 19 - Jul 20
This weekend
Jul 18 - Jul 20
Next weekend
Jul 25 - Jul 27

Vacation Rentals in Oakdale

★Private Pool★ Spacious Historic 1850s "Bell House" @ Hillsdale, NY Town Center
Exterior

★Private Pool★ Spacious Historic 1850s "Bell House" @ Hillsdale, NY Town Center

The price is ￥52,513
￥114,540 total
includes taxes & fees
Jul 28 - Jul 29
★Private Pool★ Spacious Historic 1850s "Bell House" @ Hillsdale, NY Town Center
Hillsdale Escape with Pool, Firepit, Hot Tub, Game Room
Outdoor dining

Hillsdale Escape with Pool, Firepit, Hot Tub, Game Room

The price is ￥131,412
￥228,906 total
includes taxes & fees
Aug 4 - Aug 5
Hillsdale Escape with Pool, Firepit, Hot Tub, Game Room
rural, serene + sophisticated space
Interior

rural, serene + sophisticated space

10.0 out of 10, Exceptional, (7)
"Beautiful property with unique accommodations in the Hudson Valley"
The price is ￥44,213
￥53,659 total
includes taxes & fees
Jul 29 - Jul 30
rural, serene + sophisticated space
The Lakeshore House
Property grounds

The Lakeshore House

The price is ￥80,389
￥126,226 total
includes taxes & fees
Jul 23 - Jul 24
The Lakeshore House
All the comforts of home
Property grounds

All the comforts of home

9.0 out of 10, Wonderful, (23)
"Really liked staying at Steven’s place! The hot tub was a great touch. Stayed in Unit 1 - it’s small but perfect for what we needed it for! "
The price is ￥15,704
￥20,155 total
includes taxes & fees
Jul 20 - Jul 21
All the comforts of home
Modern Creekside Stay with Hot Tub 10 mins to Downtown Hudson
Smart TV, books, stereo

Modern Creekside Stay with Hot Tub 10 mins to Downtown Hudson

9.8 out of 10, Exceptional, (7)
"Great space for our family of four and dog. Lots of room to spread out and relax. Nice local events going on and great location to stores and short drive to hiking spots and many restaurants. Host had great communication with us and answered all of our questions in a really timely manner. Definitely recommend this spot!"
The price is ￥43,013
￥89,704 total
includes taxes & fees
Aug 12 - Aug 13
Modern Creekside Stay with Hot Tub 10 mins to Downtown Hudson
THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi
1 bedroom, desk, WiFi

THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi

10.0 out of 10, Exceptional, (1)
"We were in town for a wedding and needed a spot close to the farm. This spot was a gem. Tucked away, quiet and clean - my husband, dog and I had a great stay. We were only able to stay for a night but I wish we could have stayed a bit longer. This is a really cute community with nice things to see and do. The host is amazing! We’re so grateful to her. "
The price is ￥20,702
￥35,462 total
includes taxes & fees
Jul 21 - Jul 22
THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi
Spacious 3-bedroom apartment in Catskill village - walkable to area attractions
Private kitchen

Spacious 3-bedroom apartment in Catskill village - walkable to area attractions

The price is ￥53,692
￥88,262 total
includes taxes & fees
Jul 20 - Jul 21
Spacious 3-bedroom apartment in Catskill village - walkable to area attractions
Catskill Cottage Walk to Downtown & River Views
Interior

Catskill Cottage Walk to Downtown & River Views

10.0 out of 10, Exceptional, (10)
"We were looking for a place to stay when visiting our son who lives in the Catskill area. The cottage was perfect. It was in a great location in town close to breweries, shops, and restaurants. It was beautifully furnished and very spacious. We definitely plan on staying there again when we visit our son."
The price is ￥31,629
￥47,134 total
includes taxes & fees
Jul 27 - Jul 28
Catskill Cottage Walk to Downtown & River Views
Serene Estate: Heated Pool, Tennis, Sauna, Hot Tub
Interior

Serene Estate: Heated Pool, Tennis, Sauna, Hot Tub

The price is ￥142,239
￥219,976 total
includes taxes & fees
Jul 21 - Jul 22
Serene Estate: Heated Pool, Tennis, Sauna, Hot Tub
Catskill Stay w/ Deck & Fire Pit
Fridge, microwave, oven, stovetop

Catskill Stay w/ Deck & Fire Pit

6.0 out of 10, (1)
"Nice house"
Catskill Stay w/ Deck & Fire Pit
Hot tub waterfront luxury, next to HITS
Terrace/patio

Hot tub waterfront luxury, next to HITS

The price is ￥51,098
￥100,043 total
includes taxes & fees
Aug 13 - Aug 14
Hot tub waterfront luxury, next to HITS
Charming 2-bedroom Waterfront home with boat access in Saugerties
Outdoor dining

Charming 2-bedroom Waterfront home with boat access in Saugerties

9.2 out of 10, Wonderful, (5)
The price is ￥58,141
￥112,462 total
includes taxes & fees
Jul 22 - Jul 23
Charming 2-bedroom Waterfront home with boat access in Saugerties
Super Comfortable Water-view Home in Saugerties
Smart TV, fireplace, table tennis, books

Super Comfortable Water-view Home in Saugerties

9.6 out of 10, Exceptional, (4)
"A very clean, spacious, and friendly environment with all the amenities you need. "
The price is ￥44,425
￥117,001 total
includes taxes & fees
Aug 4 - Aug 5
Super Comfortable Water-view Home in Saugerties
Grand Opening Special - Quiet 2-Bedrm in the Village
Property grounds

Grand Opening Special - Quiet 2-Bedrm in the Village

8.0 out of 10, Very Good, (1)
"Lynn’s apartment was convenient, comfortable and charmingly old-fashioned. Great beds! Our only complaint is a frequent one for us at rental properties- way too much Febreeze! I detest the odor and I don’t think it really cleans anything….."
The price is ￥26,253
￥53,823 total
includes taxes & fees
Aug 5 - Aug 6
Grand Opening Special - Quiet 2-Bedrm in the Village
Charming studio in Welcoming Saugerties
Exterior

Charming studio in Welcoming Saugerties

The price is ￥18,837
￥39,370 total
includes taxes & fees
Aug 3 - Aug 4
Charming studio in Welcoming Saugerties
Creekfront Large 5BR Private Hot Tub Kayaks Sauna Arcade Pet Friendly
Outdoor spa tub

Creekfront Large 5BR Private Hot Tub Kayaks Sauna Arcade Pet Friendly

9.0 out of 10, Wonderful, (2)
"The town is a bit weird, but the house was great. We had a good time."
The price is ￥102,897
￥183,852 total
includes taxes & fees
Aug 4 - Aug 5
Creekfront Large 5BR Private Hot Tub Kayaks Sauna Arcade Pet Friendly
Cozy Bedroom With Fireplace
Fireplace

Cozy Bedroom With Fireplace

The price is ￥21,293
￥28,982 total
includes taxes & fees
Jul 20 - Jul 21
Cozy Bedroom With Fireplace
Charming Private Studio Saugerties
Exterior

Charming Private Studio Saugerties

10.0 out of 10, Exceptional, (1)
"Golden understands the assignment! She is a gracious host and perceptive property manager.Decent hosts supply the basics. There are a handful that understand how to make guests feel relaxed and comfortable while traveling. Golden has this sense. It is clear that much thought was given in preparing this beautiful old home for travelers. The house is clean and welcoming. The rooms are bright and airy and are equipped with lovely furnishings, decorations and linens. We were pleased to find a place...
The price is ￥31,370
￥42,111 total
includes taxes & fees
Jul 21 - Jul 22
Charming Private Studio Saugerties
Bright Bedroom Near The Forest
Living area

Bright Bedroom Near The Forest

The price is ￥25,363
￥34,055 total
includes taxes & fees
Jul 20 - Jul 21
Bright Bedroom Near The Forest
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Oakdale Hotel Reviews

the Alander

the Alander

10/10 Excellent
"Beautiful area. Quiet, peaceful and nicely appointed room. Dinner at the restaurant was excellent. "
Brian 1-night trip
Posted 2 days ago
the Alander

Frequently asked questions

Can I find a vacation rental in Oakdale?

Yes, we have vacation rentals close to popular attractions in Oakdale, or you can choose a secluded option if you want a relaxing place to stay.

What's the top vacation rental that Oakdale has to offer?

Hamptons on the Hudson in South Saugerties: Located near Oakdale, this vacation home rental is located on a river and has an outdoor pool, a fireplace, and a barbecue grill 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 you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals will I find in Oakdale?

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

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 larger area.

What are vacation rentals like in Oakdale?

Vacation rentals are privately owned accommodations you can book for a few days or a quick weekend in Oakdale. Vacation rentals provide amenities such as patios, hot tubs, and fire pits so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a vacation rental can offer a sense of safety away from public hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for a family trip.