Oakdale Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Oakdale vacation rentals

A bedroom with a large bed, a bench, a bedside table, and a lamp.

1. Designer Hudson Home: 4 Bedrooms, Loft, Parking & Walk to Warren

Designer Hudson Home: 4 Bedrooms, Loft, Parking & Walk to Warren
Hudson
10.0 out of 10, Exceptional, (1 review)
"A gem! Beautifully furnished, comfortable, well-equipped, and a short walk to town - we would return in a heartbeat."
United States
Katherine B.
The price is CA $627
CA $1,231 total
includes taxes & fees
Dec 1 - Dec 2
Designer Hudson Home: 4 Bedrooms, Loft, Parking & Walk to Warren
A wooden deck with a lattice railing, surrounded by lush greenery and a gravel path.

2. Micosta Leisure Inn

Micosta Leisure Inn
3.0 star property
Hudson
9.2 out of 10, Wonderful, (195 reviews)
"Great stay"
United States
George
The price is CA $139
CA $156 total
includes taxes & fees
Nov 9 - Nov 10
Micosta Leisure Inn
A rustic cabin with a dining area set up outside, a bicycle, and a sign indicating the name 'Vangelis'.

3. Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
2.5 star property
Catskill
9.6 out of 10, Exceptional, (341 reviews)
"Nice little cabin, well situated to sightseeing"
United States
Darryl
The price is CA $215
CA $293 total
includes taxes & fees
Dec 8 - Dec 9
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
A wooden deck with a staircase leading to a covered porch area.

4. All comforts of home

All comforts of home
Hudson
9.6 out of 10, Exceptional, (65 reviews)
"The room was sufficient to our needs. Didn’t realize it was a multi-unit property or that it was on the second floor."
United States
Douglas
The price is CA $139
CA $174 total
includes taxes & fees
Nov 9 - Nov 10
All comforts of home
A wooden deck with a staircase leading to a covered porch area.

5. All the comforts of home

All the comforts of home
Hudson
9.2 out of 10, Wonderful, (38 reviews)
"Great location and super welcoming "
United States
Julie B.
The price is CA $150
CA $187 total
includes taxes & fees
Nov 9 - Nov 10
All the comforts of home
A cabin with a triangular window, wooden walls, and a bed with pillows.

6. Gather Greene

Gather Greene
3.0 star property
Coxsackie
10.0 out of 10, Exceptional, (5 reviews)
"The room was spotless and very cozy! Everything was perfect, the scenery the smell, the atmosphere…EVRYTHING! The staff on the property were extremely friendly and generously helpful! Would 100% recommend for a couple’s getaway! Parking wasn’t a problem at all as well! Short walking distance to the cabins and back."
United States
Jabari
The price is CA $387
CA $418 total
includes taxes & fees
Dec 4 - Dec 5
Gather Greene
A modern living space with a kitchen area, a dining table, and a sofa.

7. Cabin Oasis near Town

Cabin Oasis near Town
Catskill
The price is CA $196
CA $377 total
includes taxes & fees
Nov 10 - Nov 11
Cabin Oasis near Town
A wooden deck leading to a cabin with a window and a door, surrounded by trees.

8. Modern cabin retreat

Modern cabin retreat
Catskill
The price is CA $196
CA $358 total
includes taxes & fees
Nov 29 - Nov 30
Modern cabin retreat
A restaurant with outdoor seating, a sign for 'The New York Restaurant', and a nearby antique shop.

9. Charming Cottage in the Heart of Catskill & Pet Friendly

Charming Cottage in the Heart of Catskill & Pet Friendly
Catskill
10.0 out of 10, Exceptional, (31 reviews)
"Everything was great! The house is in a great location and is very clean, modern and cozy. I would highly recommend staying here! "
United States
Dave P.
The price is CA $254
CA $481 total
includes taxes & fees
Nov 9 - Nov 10
Charming Cottage in the Heart of Catskill & Pet Friendly
A backyard with a fire pit, wooden deck, and string lights.

10. Speakeasy Hot Tub Escape | Pet-Friendly | Hudson NY

Speakeasy Hot Tub Escape | Pet-Friendly | Hudson NY
Stottville
10.0 out of 10, Exceptional, (4 reviews)
"Enjoyed our 2 night stay, everything was clean and worked smoothly. The hot tub and couch were the favorites, also enjoyed the coffee maker very much. Would highly recommended staying here!"
United States
Ross O.
The price is CA $264
CA $494 total
includes taxes & fees
Nov 9 - Nov 10
Speakeasy Hot Tub Escape | Pet-Friendly | Hudson NY
A kitchen with a central island, bar stools, and pendant lighting.

11. Cozy Catskill Escape

Cozy Catskill Escape
Catskill
10.0 out of 10, Exceptional, (2 reviews)
"Very accommodating host. Great with last minute visits."
United States
Kevin P.
The price is CA $172
CA $338 total
includes taxes & fees
Nov 23 - Nov 24
Cozy Catskill Escape
A wooden cabin with a door open to a sandy beach, a sign reading "Ditch House," and a view of a lake and forest in the background.

12. Designer Hudson Home: Hot Tub, Fire Pit, Projector & Walk to Warren

Designer Hudson Home: Hot Tub, Fire Pit, Projector & Walk to Warren
Hudson
10.0 out of 10, Exceptional, (7 reviews)
"Nice house, decorations well done… communications with host were answered very quickly!"
United States
Brittaney O.
The price is CA $283
CA $607 total
includes taxes & fees
Nov 24 - Nov 25
Designer Hudson Home: Hot Tub, Fire Pit, Projector & Walk to Warren
A wooden cabin with a porch, a covered deck, and a small garden with flowers.

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

Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
Catskill
9.6 out of 10, Exceptional, (43 reviews)
"We Absolutely loved our weekend stay here! Beautiful property and just as described!!! Will definitely be back!!!"
United States
Jessica R.
The price is CA $229
CA $484 total
includes taxes & fees
Nov 9 - Nov 10
Cozy Catskill Cabin w/ 10-minute Walk to Downtown Catskill
A tented area with two wooden folding chairs and a table, a patterned rug, and a view of greenery and a white tent in the background.

14. Gatherwild Ranch

Gatherwild Ranch
3.0 star property
Germantown
10.0 out of 10, Exceptional, (1 review)
"Amazing sauna session"
United States
AYANO
The price is CA $311
CA $380 total
includes taxes & fees
Nov 10 - Nov 11
Gatherwild Ranch
A poolside dining area with a table set for a meal, surrounded by a pool and greenery.

15. Hudson NY’S Country Serenity Guest Suite.

Hudson NY’S Country Serenity Guest Suite.
Hudson
9.4 out of 10, Exceptional, (6 reviews)
"Close proximity to Hudson & Chatham."
United States
David P.
The price is CA $281
CA $514 total
includes taxes & fees
Nov 9 - Nov 10
Hudson NY’S Country Serenity Guest Suite.
A kitchen with white cabinetry, granite countertops, and a window with blinds.

16. Charming loft cottage in tranquil Germantown with WiFi, AC

Charming loft cottage in tranquil Germantown with WiFi, AC
Germantown
10.0 out of 10, Exceptional, (16 reviews)
"great location, clean & good communication with host."
United States
Kanna S.
The price is CA $171
CA $343 total
includes taxes & fees
Nov 16 - Nov 17
Charming loft cottage in tranquil Germantown with WiFi, AC
A cabin with a large deck, multiple windows, and a fire pit.

17. Modern Luxurious Cabin, Catskills - The Tiny Nook

Modern Luxurious Cabin, Catskills - The Tiny Nook
Catskill
10.0 out of 10, Exceptional, (15 reviews)
"The perfect stay in the Catskills! Everything looked just like the pictures. Clean, easy access to restaurants close by, and Daniel was very easy to communicate with. Highly recommend!"
United States
Amanda
The price is CA $244
CA $485 total
includes taxes & fees
Dec 1 - Dec 2
Modern Luxurious Cabin, Catskills - The Tiny Nook
Cook, gather, and connect with a central island

18. Catskill, Screened Porch, Chef’s Kitchen

Catskill, Screened Porch, Chef’s Kitchen
Catskill
10.0 out of 10, Exceptional, (1 review)
"As described."
United States
kimberly j.
The price is CA $226
CA $1,054 total
includes taxes & fees
Nov 10 - Nov 11
Catskill, Screened Porch, Chef’s Kitchen
A wooden cabinet with multiple drawers, a tray with decorative items, and a variety of glassware and bottles.

19. Sky view retreat, a serene hillside hideaway

Sky view retreat, a serene hillside hideaway
Hudson
The price is CA $294
CA $532 total
includes taxes & fees
Nov 9 - Nov 10
Sky view retreat, a serene hillside hideaway
A fireplace with a stone wall, a stack of firewood, and a bookshelf with books.

20. Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill

Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill
Catskill
9.8 out of 10, Exceptional, (21 reviews)
"Artsy, comfortable and cozy cottage in a country setting. Love the deck for grilling! This was our second time here and we hope to be back again!"
United States
Laura G.
The price is CA $173
CA $442 total
includes taxes & fees
Nov 9 - Nov 10
Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill
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

A modern kitchen with a built-in oven, microwave, and stainless steel range hood.
Howard Hotel

Howard Hotel

Howard Hotel
Hudson

10/10 Excellent

Loved how we felt like we were walking into our own place instead of just another hotel. The room was so nice, large, clean, bright. I’ve already recommended it to others.
Canada
Alexandra
Reviewed August 6, 2026
Howard Hotel

Find out more about Oakdale

Everything you need to know about Oakdale vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Oakdale vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Oakdale vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Oakdale vacation rentals we have selected for you start as low as CA $138 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 vacation 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 vacation.

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 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?

Modern Luxurious Cabin, Catskills - The Tiny Nook: This vacation home near Oakdale is located in a rural location and offers a patio, air-conditioning, and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave.

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 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 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.