Shrub Oak Holiday 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
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Holiday Rentals in Shrub Oak

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (114)
"The greatest spot anyone could imagine. We will be back in the fall for the beautiful colors. "
The price is NZ$513
includes taxes & fees
14 July - 15 July
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

9.8 out of 10, Exceptional, (22)
"Communication was easy, location and parking was great! Very clean and cozy!"
The price is NZ$552
includes taxes & fees
9 July - 10 July
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC

9.8 out of 10, Exceptional, (67)
"It was clean and cozy, had a wonderful view, the host explained everything perfectly, and just 15min away from the beautiful town of Beacon where there is so much to do. "
Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC

Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer

10.0 out of 10, Exceptional, (34)
"Great spot"
The price is NZ$420
includes taxes & fees
21 July - 22 July
Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer

1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views

9.2 out of 10, Wonderful, (35)
"Perfect spot for a get together with friends... kitchen, dining room and living room all connected so you're always together and not missing out on the fun. Comfy couches and plenty of space for large board games."
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views

Magnificent Lake View

2.0 star property
Magnificent Lake View

Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

10.0 out of 10, Exceptional, (81)
"The house was super clean and very easy to take care of while we were here. It was perfect for a remote getaway, hiking and just being quiet. "
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

Indoor Pool Paradise | 6BR + Huge Decks

The price is NZ$2,672
includes taxes & fees
9 July - 10 July
Indoor Pool Paradise | 6BR + Huge Decks

Modern NY Home w/ Views By Hudson Valley Hiking!

9.8 out of 10, Exceptional, (25)
"Lovely home and great proximity to Taconic Parkway for all points north and south. Owner very accomodating"
Modern NY Home w/ Views By Hudson Valley Hiking!

Cozy Cabin with Sauna & Firepit!

9.4 out of 10, Exceptional, (30)
"Excellent "
Cozy Cabin with Sauna & Firepit!

Simply Unforgettable 8br, Pool, Pets, Hot Tub, Fire Pit, Private, 1 hr NYC

10.0 out of 10, Exceptional, (77)
"Lovely stay at large and clean home with great kitchen and pool area. Lots of room for everyone and attentive hosts"
Simply Unforgettable 8br, Pool, Pets, Hot Tub, Fire Pit, Private, 1 hr NYC

Hickory on Willow Lake

9.0 out of 10, Wonderful, (2)
"Cute cottage on nice grounds with a small lake. Kayaks and life jackets available for use was a big plus"
The price is NZ$1,019
includes taxes & fees
9 July - 10 July
Hickory on Willow Lake

Cabin in the Heart of the Hudson Valley, Cabin 1

9.8 out of 10, Exceptional, (25)
"Really a nice place. Great for an overnight stop in the Hudson Valley"
The price is NZ$368
includes taxes & fees
9 July - 10 July
Cabin in the Heart of the Hudson Valley, Cabin 1

Contemporary Cozy Cottage

10.0 out of 10, Exceptional, (23)
"Our stay was lovely. Nadia was a wonderful host and the property was so welcoming."
The price is NZ$702
includes taxes & fees
9 July - 10 July
Contemporary Cozy Cottage

Stylish Tarrytown Studio - Walk to Train & Main St

9.8 out of 10, Exceptional, (13)
"We had a great trip. Apartment was in great location and was everything we hoped for"
Stylish Tarrytown Studio - Walk to Train & Main St

Apartment with Expansive Views; River & Mountains Walk to Train, Main St, DIA

8.8 out of 10, Excellent, (5)
"Had a wonderful, relaxing stay here. Convenient location allowed us to walk everywhere we wanted to go!"
Apartment with Expansive Views; River & Mountains Walk to Train, Main St, DIA

Cozy country efficiency in the Hudson Valley

9.8 out of 10, Exceptional, (58)
"My girlfriend and I spent a weekend here for Valentine's Day, and it was perfect for our needs. It's very easily accessible and easy to get to from downtown Newburgh/Beacon. Phyllis was very communicative throughout our stay and super understanding of the winter weather coming in the morning we left. Everything is as listed and we really enjoyed ourselves here for a winter retreat!"
The price is NZ$414
includes taxes & fees
21 July - 22 July
Cozy country efficiency in the Hudson Valley

Home: 2 Mi to Thayer Gate at U.S. Military Academy

10.0 out of 10, Exceptional, (2)
"Your home was amazing! My family and I enjoyed every minute! "
Home: 2 Mi to Thayer Gate at U.S. Military Academy

Cabin in the heart of the Hudson Valley, Cabin 2

9.4 out of 10, Exceptional, (16)
"Perfect for a getaway weekend for my wife and I! Easy check-in, clean, and although it's off a busy road, we found it peaceful and quiet. Would definitely stay again!"
The price is NZ$290
includes taxes & fees
9 July - 10 July
Cabin in the heart of the Hudson Valley, Cabin 2

My favorite place!

2.0 star property
My favorite place!
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

Frequently asked questions

Are there holiday rentals in Shrub Oak?

Yes, there are holiday rentals close to the most popular sights in Shrub Oak, 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 Shrub Oak has to offer?

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo: This holiday home rental outside of Shrub Oak offers a fireplace, a patio and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with an oven, a microwave and a coffee maker, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What can I see and do in Shrub Oak?

Explore the area and family-friendly sights such as SplashDown Beach, or get out into nature at a spot like Oscawana Lake. Donald J. Trump State Park and Woodbury Common Premium Outlets are a couple of places you'll find in the wider area.

What’s a holiday rental in Shrub Oak like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Shrub Oak. Holiday rentals feature extras such as patios, hot tubs and fire pits so you'll have everything you want. If you're concerned about a clean environment, a holiday rental can provide a sense of safety away from public hotel lifts and busy front desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for family gatherings.