Shrub Oak Vacation Rentals

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Check prices for these dates

In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for Shrub Oak vacation rentals

Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.

Cabin in Carmel

Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.
3.0 star property
10.0 out of 10, Exceptional, (3)
"It was great! We loved staying in this cute house. Proximity to the lake is great, and the backyard is quite beautiful."
United States
Varuna S.
Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.
Exterior detail
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

Apartment in Highland Falls

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
9.8 out of 10, Exceptional, (14)
"Great Unit."
United States
Rudy R.
$263 nightly
The price is $266
Jan 20 - Jan 21, 2026
Total with taxes and fees
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Exterior
House on the Babbling Brook- Quiet 2BR + King Bed!

Vacation Home in Highland Falls

House on the Babbling Brook- Quiet 2BR + King Bed!
10.0 out of 10, Exceptional, (5)
"A clean and convenient place to stay for visiting our cadet at West Point. Our hosts were very communicative and helpful. The home and parking situation was just as described. Nice quiet neighborhood, well maintained home. Hearing the babbling broom outside the living room window was very relaxing. Plan on staying here again!"
United States
Maria L.
$348 nightly
The price is $367
Jan 5 - Jan 6, 2026
Total with taxes and fees
House on the Babbling Brook- Quiet 2BR + King Bed!
3 bedrooms, iron/ironing board, travel crib, WiFi
"Country outside the city " 3 bedrooms 2 full bathrooms

Vacation Home in Holmes

"Country outside the city " 3 bedrooms 2 full bathrooms
2.0 star property
9.6 out of 10, Exceptional, (4)
"Great house! We had a fantastic weekend!! Thank you so much "
United States
pamela w.
$478 nightly
The price is $541
Jan 5 - Jan 6, 2026
Total with taxes and fees
"Country outside the city " 3 bedrooms 2 full bathrooms
Fridge, microwave, oven, stovetop
Cabin in the heart of the Hudson Valley, Cabin 3

Cabin in Newburgh

Cabin in the heart of the Hudson Valley, Cabin 3
9.8 out of 10, Exceptional, (14)
"We had a great stay, everything you need is provided. Would recommend to anyone."
United States
Bill W.
$236 nightly
The price is $279
Dec 29 - Dec 30
Total with taxes and fees
Cabin in the heart of the Hudson Valley, Cabin 3
Interior
Walk-to-Lake Cottage With Office for Quiet Days and Easy Work

Cottage in Putnam Valley

Walk-to-Lake Cottage With Office for Quiet Days and Easy Work
9.8 out of 10, Exceptional, (23)
"Great, clean house, nice accommodating host. Would stay here again. "
United States
Heather T.
$506 nightly
The price is $558
Jan 2 - Jan 3, 2026
Total with taxes and fees
Walk-to-Lake Cottage With Office for Quiet Days and Easy Work
Private kitchen
Elegant Hideaway with Free Parking

Apartment in White Plains

Elegant Hideaway with Free Parking
2.0 star property
$230 nightly
The price is $263
Jan 26 - Jan 27, 2026
Total with taxes and fees
Elegant Hideaway with Free Parking
Property grounds
Sleek Escape: Modern 3 BR- 4 Min from West Point !

Vacation Home in Highland Falls

Sleek Escape: Modern 3 BR- 4 Min from West Point !
10.0 out of 10, Exceptional, (3)
"The host was prompt and attentive to any questions that arose. The home appeared exactly as depicted in the pictures and was perfect for a weekend stay close to family and The city!"
United States
Julio J.
$455 nightly
The price is $462
Jan 15 - Jan 16, 2026
Total with taxes and fees
Sleek Escape: Modern 3 BR- 4 Min from West Point !
1 bedroom, WiFi, bed sheets
Charming 1-bedroom apartment in Carmel with WiFi, AC

Apartment in Carmel Hamlet

Charming 1-bedroom apartment in Carmel with WiFi, AC
9.0 out of 10, Wonderful, (2)
"Didn’t expect the layout separate entrance. Very clean and great amenities. Highly recommended and very nice family. "
United States
Emmett
$257 nightly
The price is $279
Dec 29 - Dec 30
Total with taxes and fees
Charming 1-bedroom apartment in Carmel with WiFi, AC
2 bedrooms, in-room safe, desk, iron/ironing board
Comfortable 2bd⭐ Convenience & Style ⭐45min to NYC,Great Food

Apartment in CROTON HDSN

Comfortable 2bd⭐ Convenience & Style ⭐45min to NYC,Great Food
9.8 out of 10, Exceptional, (90)
"I had a great stay at this extremely comfortable home in a quiet neighborhood. Maria was very welcoming and helpful. I hope to visit and stay here again soon."
United States
Jill D.
$239 nightly
The price is $274
Jan 4 - Jan 5, 2026
Total with taxes and fees
Comfortable 2bd⭐ Convenience & Style ⭐45min to NYC,Great Food
TV, fireplace
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

Vacation Home in Carmel Hamlet

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
9.8 out of 10, Exceptional, (12)
"We loved the cleanliness, the location near the lake and the neighborhood restaurant, The Great Blue Heron."
United States
Hannah P.
$327 nightly
The price is $354
Dec 29 - Dec 30
Total with taxes and fees
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Fridge, microwave, oven, stovetop
Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer

Apartment in Beacon

Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer
10.0 out of 10, Exceptional, (49)
"Great room and location. A nice home base for exploring the area. "
United States
Bob G.
$216 nightly
The price is $249
Jan 8 - Jan 9, 2026
Total with taxes and fees
Luxe Studio 4 On Main Street -Luxury Steam Shower, Views! Kitchen, Washer/ Dryer
Exterior
'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway

Apartment in Croton-on-Hudson

'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway
10.0 out of 10, Exceptional, (2)
"Great stay!"
United States
Ann S.
$212 nightly
The price is $242
Jan 4 - Jan 5, 2026
Total with taxes and fees
'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway
Smart TV
Grant - A Tranquil One Bedroom Steps from River

Apartment in Newburgh

Grant - A Tranquil One Bedroom Steps from River
9.6 out of 10, Exceptional, (41)
"Wonderful place! Beautifully decorated, high ceilings, yard, and easy access to the river and cafes. Perfect getaway from the city. Will stay again!"
United States
Emily G.
$229 nightly
The price is $259
Dec 30 - Dec 31
Total with taxes and fees
Grant - A Tranquil One Bedroom Steps from River
Fridge, microwave, oven, stovetop
Local Artist Inspired | Walk to WestPoint + King Bed

Apartment in Highland Falls

Local Artist Inspired | Walk to WestPoint + King Bed
9.2 out of 10, Wonderful, (9)
"Great place to stay if you have a West Point student - super close to all West Point related activities. The place itself needs some work but it’s functional."
United States
Jesse C.
$387 nightly
The price is $391
Dec 29 - Dec 30
Total with taxes and fees
Local Artist Inspired | Walk to WestPoint + King Bed
Exterior
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Vacation Home in Hopewell Junction

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
9.0 out of 10, Wonderful, (10)
"We had a great last minute visit to Hopewell Junction and enjoyed a lovely stay at the chapel! It’s a very unique experience and quiet and peaceful. We enjoyed the bbq and an evening fire with smores! "
United States
Esther P.
$228 nightly
The price is $258
Dec 29 - Dec 30
Total with taxes and fees
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Fridge, microwave, oven, stovetop
Cabin in the Heart of the Hudson Valley, Cabin 1

Cabin in Newburgh

Cabin in the Heart of the Hudson Valley, Cabin 1
10.0 out of 10, Exceptional, (31)
"Great overnight spot, especially with a dog."
United States
Ed C.
$236 nightly
The price is $279
Jan 1 - Jan 2, 2026
Total with taxes and fees
Cabin in the Heart of the Hudson Valley, Cabin 1
Property grounds
The Hideaway

Apartment in Brewster

The Hideaway
10.0 out of 10, Exceptional, (6)
"Me and my family stayed here for a quick get-away out of the city. Very pretty location, and loved our stay here! Thanks!"
United States
Rick C.
$292 nightly
The price is $316
Dec 29 - Dec 30
Total with taxes and fees
The Hideaway
Smart TV, fireplace
Cozy Retreat w/ Pool, Cinema Room & Fire Pit

Cottage in Putnam Valley

Cozy Retreat w/ Pool, Cinema Room & Fire Pit
9.6 out of 10, Exceptional, (15)
"The property was amazing, Ceren was very accommodative, and we had a great time!"
United States
Mohit B.
$594 nightly
The price is $656
Dec 29 - Dec 30
Total with taxes and fees
Cozy Retreat w/ Pool, Cinema Room & Fire Pit
Fridge, microwave, oven, stovetop
Lux APT Your home away from home.

Apartment in Beacon

Lux APT Your home away from home.
10.0 out of 10, Exceptional, (2)
"Very clean and great place to stay. "
United States
Charlene D.
$241 nightly
The price is $273
Jan 7 - Jan 8, 2026
Total with taxes and fees
Lux APT Your home away from home.
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 Shrub Oak Hotel Reviews

Ethan Allen Hotel

Ethan Allen Hotel

10/10 Excellent
"Great place very accommodating "
Celeste 1-night trip
Posted 1 day ago
Ethan Allen Hotel

Find out more about Shrub Oak

Everything you need to know about Shrub Oak 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 Shrub Oak vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Shrub Oak vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Shrub Oak vacation rentals: An excellent choice for every season

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

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $200 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Shrub Oak rentals

At Expedia, we put the best Shrub Oak 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 Shrub Oak 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 Shrub Oak 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 Shrub Oak. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Frequently asked questions

Are there vacation rentals in Shrub Oak?

Yes, there are vacation rentals close to popular sights in Shrub Oak, or you can select a more remote option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals that Shrub Oak has to offer?

Luxury NY Home with Free Parking: You might like this vacation home rental near Shrub Oak. It is in the city center and offers free WiFi to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a full-sized fridge, a dishwasher, and a stovetop, so you can cook with friends or family.

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 Jefferson Valley Mall are a couple of places you'll find in the larger area.

What’s a vacation rental in Shrub Oak like?

Vacation rentals are private properties where you can stay for a long or short time in Shrub Oak. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll have everything you want. If you're concerned about cleanliness, a vacation rental can provide a sense of privacy away from public hotel elevators and busy front desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for a family trip or a small group gathering.