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Shrub Oak Vacation Rentals

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Check prices for these dates

In two weeks
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for Shrub Oak vacation rentals

Coffee/tea maker, fridge, microwave, oven

Contemporary Cozy Cottage

Contemporary Cozy Cottage
Lake Peekskill
9.8 out of 10, Exceptional, (35 reviews)
"Our stay was very nice and described as listed! We recommend anyone who is interested to stay! "
United States
Aj L.
The price is ￥36,839
￥68,727 total
includes taxes & fees
Aug 2 - Aug 3
Contemporary Cozy Cottage
Exterior detail

Walk-to-Lake Cottage With Paddleboards for Peaceful Summer Days

Walk-to-Lake Cottage With Paddleboards for Peaceful Summer Days
Putnam Valley
9.8 out of 10, Exceptional, (23 reviews)
"Great, clean house, nice accommodating host. Would stay here again. "
United States
Heather T.
The price is ￥34,234
￥88,540 total
includes taxes & fees
Aug 2 - Aug 3
Walk-to-Lake Cottage With Paddleboards for Peaceful Summer Days
Coffee/tea maker, fridge, microwave, oven

Beautiful First Flr, 2-Bedroom Apt w/ Free Parking

Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Highland Falls
10.0 out of 10, Exceptional, (7 reviews)
"Location was perfect for West Point visit. The space was clean and recently updated, the beds very comfortable, and perfect layout and spacious for 3-4 people. The host was welcoming and responsive."
United States
Maria L.
The price is ￥29,398
￥51,107 total
includes taxes & fees
Jul 29 - Jul 30
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
Property grounds

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Fort Montgomery
9.8 out of 10, Exceptional, (140 reviews)
"We had a great stay!!"
United States
Jasmine
The price is ￥32,419
￥54,154 total
includes taxes & fees
Aug 3 - Aug 4
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Terrace/patio

House on the Babbling Brook- Quiet 2BR + King Bed!

House on the Babbling Brook- Quiet 2BR + King Bed!
Highland Falls
10.0 out of 10, Exceptional, (10 reviews)
"Good stay, awesome place"
United States
Scott G.
The price is ￥20,466
￥65,500 total
includes taxes & fees
Aug 1 - Aug 2
House on the Babbling Brook- Quiet 2BR + King Bed!
Interior

Lovely 3BR Home with parking-Walk to WP Gate!

Lovely 3BR Home with parking-Walk to WP Gate!
Highland Falls
10.0 out of 10, Exceptional, (7 reviews)
"Lovely home, great location and space for my family to have privacy. Enjoyed the deck for morning coffee. Would book again. "
United States
Briana T.
The price is ￥33,576
￥61,965 total
includes taxes & fees
Jul 29 - Jul 30
Lovely 3BR Home with parking-Walk to WP Gate!
TV

Cozy 1-bedroom retreat minutes from West Point!

Cozy 1-bedroom retreat minutes from West Point!
Highland Falls
10.0 out of 10, Exceptional, (3 reviews)
"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "
United States
Zack C.
The price is ￥23,518
￥41,700 total
includes taxes & fees
Jul 29 - Jul 30
Cozy 1-bedroom retreat minutes from West Point!
Coffee/tea maker, fridge, oven, stovetop

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Highland Falls
9.6 out of 10, Exceptional, (23 reviews)
"Exactly what we needed for two people prior to an early morning touring West Point. "
United States
Andrew L.
The price is ￥21,285
￥53,103 total
includes taxes & fees
Aug 18 - Aug 19
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Internet, bed sheets

Welcome to Sweet Abby Rose!

Welcome to Sweet Abby Rose!
Brewster
10.0 out of 10, Exceptional, (1 review)
"The place is super comfortable and has a great outdoor area for chatting; I would definitely like to come back and stay longer."
United States
Yasmin G.
The price is ￥16,373
￥30,166 total
includes taxes & fees
Jul 29 - Jul 30
Welcome to Sweet Abby Rose!
TV, fireplace

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Carmel Hamlet
9.8 out of 10, Exceptional, (17 reviews)
"Beautiful house. Great location and awesome hosts!"
United States
Robert T.
The price is ￥40,933
￥73,995 total
includes taxes & fees
Aug 12 - Aug 13
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Dining

Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food

Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
CROTON HDSN
9.8 out of 10, Exceptional, (93 reviews)
"Our stay was just perfect! We chose the location based on being close-ish to family in northern Westchester and friends in the city and it was perfect. Maria is an excellent host and super attentive and helpful when needed. The apartment was the perfect size for our family and super cozy after a long day. We'd definitely stay again!"
United States
Aimee S.
The price is ￥44,993
￥79,175 total
includes taxes & fees
Aug 8 - Aug 9
Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
3 bedrooms, desk, iron/ironing board, travel crib

Local Artist Inspired | Walk to WestPoint + King Bed

Local Artist Inspired | Walk to WestPoint + King Bed
Highland Falls
9.4 out of 10, Exceptional, (18 reviews)
"Sweet abode. Cozy, clean and amazing location. The cute coffee bar was a nice bonus. Would definitely stay there again. "
United States
Danica J.
The price is ￥21,940
￥71,948 total
includes taxes & fees
Jul 29 - Jul 30
Local Artist Inspired | Walk to WestPoint + King Bed
Smart TV, video games, DVD player, books

'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!

'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
Croton-on-Hudson
10.0 out of 10, Exceptional, (7 reviews)
"We had an extended stay at Croton Quarters, it was great! The hosts truly are pet-friendly, the location is ideal, and the property comfortable for a longer term visit. "
United States
Mateo A.
The price is ￥34,187
￥65,879 total
includes taxes & fees
Aug 6 - Aug 7
'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
Property grounds

3BR West Point Retreat-3min to Back Gate+ King Bed

3BR West Point Retreat-3min to Back Gate+ King Bed
Highland Falls
8.4 out of 10, Very Good, (7 reviews)
"Space was excellent, the multiple bedrooms with the extra bathroom was great. Kitchen was stocked with utensils, bathrooms were clean, living space was comfortable and cozy."
United States
Christine T.
The price is ￥22,922
￥79,461 total
includes taxes & fees
Jul 29 - Jul 30
3BR West Point Retreat-3min to Back Gate+ King Bed
Exterior detail

West Point at Your Doorstep! Walk to Academy • Mountain Views • Easy Parking

West Point at Your Doorstep! Walk to Academy • Mountain Views • Easy Parking
Highland Falls
9.4 out of 10, Exceptional, (29 reviews)
"Our stay was excellent! Extremely clean, everything we needed. Walkable to everything in town. Great communication work h Host. We will definitely be staying again. "
United States
Joelle M.
The price is ￥53,212
￥87,238 total
includes taxes & fees
Jul 31 - Aug 1
West Point at Your Doorstep! Walk to Academy • Mountain Views • Easy Parking
Property grounds

Enchanting Lake front chalet with backyard and fire pit. Dog friendly.

Enchanting Lake front chalet with backyard and fire pit. Dog friendly.
Carmel Hamlet
10.0 out of 10, Exceptional, (3 reviews)
"Great place, responsive host. Would return!"
United States
Brian S.
The price is ￥49,119
￥81,092 total
includes taxes & fees
Aug 1 - Aug 2
Enchanting Lake front chalet with backyard and fire pit. Dog friendly.
Exterior detail

Fabulous 3bdrm Home w/parking!

Fabulous 3bdrm Home w/parking!
Highland Falls
9.2 out of 10, Wonderful, (10 reviews)
"Clean home, conveniently located to West Point. Very comfortable beds. "
United States
Danielle B.
The price is ￥56,904
￥90,377 total
includes taxes & fees
Aug 4 - Aug 5
Fabulous 3bdrm Home w/parking!
TV

Walk to WP Gate + Free Parking!

Walk to WP Gate + Free Parking!
Highland Falls
9.8 out of 10, Exceptional, (24 reviews)
"Would definitely stay here again! It was a great experience!"
United States
Jodi P.
The price is ￥54,669
￥83,798 total
includes taxes & fees
Aug 4 - Aug 5
Walk to WP Gate + Free Parking!
1 bedroom, WiFi (free)

2 Queen Beds | Non-Smoking, Kitchen

2 Queen Beds | Non-Smoking, Kitchen
Fishkill
9.8 out of 10, Exceptional, (20 reviews)
"Schöne Zimmer, Internet war kostenpflichtig, funktionierte aber nicht. Das Personal war jedoch nett."
Germany
Anonymous traveler
The price is ￥17,978
￥20,336 total
includes taxes & fees
Jul 30 - Jul 31
2 Queen Beds | Non-Smoking, Kitchen
Interior

Spacious 4-bedroom estate in adorable Carmel Hamlet with AC

Spacious 4-bedroom estate in adorable Carmel Hamlet with AC
Carmel Hamlet
The price is ￥39,786
￥53,410 total
includes taxes & fees
Jul 29 - Jul 30
Spacious 4-bedroom estate in adorable Carmel Hamlet with AC
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

8/10 Good
"The bar was not open although it was a Monday evening. The breakfast was good and the staff at the front was very nice at check in."
Bruce 1-night trip
Posted 1 hour ago
Ethan Allen Hotel

Find out more about Shrub Oak

Search for holiday rentals in Shrub Oak on Expedia! You can easily find your home rentals, villas, holiday apartments in Shrub Oak using one of the methods below:

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Look no further and take a look at our great range of rental properties in Shrub Oak!

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?

Cozy Cabin with Sauna & Firepit!: This vacation home near Shrub Oak offers a fireplace, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms in addition to a kitchen with a stovetop and a microwave.

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 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.