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Shrub Oak Vacation Rentals

Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Shrub Oak vacation rentals

A modern kitchen with white cabinets, a wooden countertop, and a refrigerator.

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

Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Highland Falls
9.2 out of 10, Wonderful, (25 reviews)
"Exactly what we needed for two people prior to an early morning touring West Point. "
United States
Andrew L.
$296 nightly
The price is $303
Oct 14 - Oct 15
Total with taxes and fees
Quiet Apt with Coffee Bar, 1/2 Mile to West Point!
Step up to a warm welcome - our charming entryway, complete with a hanging birdhouse, sets the tone for a peaceful stay.

2. Walk-to-Lake Cottage With Grill for Peaceful Fall Days

Walk-to-Lake Cottage With Grill for Peaceful Fall Days
Putnam Valley
9.8 out of 10, Exceptional, (25 reviews)
"Great, clean house, nice accommodating host. Would stay here again. "
United States
Heather T.
Walk-to-Lake Cottage With Grill for Peaceful Fall Days
A two-story house with a porch, a red door, and a small outdoor seating area with chairs and a table.

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

House on the Babbling Brook- Quiet 2BR + King Bed!
Highland Falls
9.8 out of 10, Exceptional, (13 reviews)
"We had a very comfortable stay. Nice quaint village. Area was quiet and easy to get to."
United States
Leann M.
$432 nightly
The price is $466
Oct 13 - Oct 14
Total with taxes and fees
House on the Babbling Brook- Quiet 2BR + King Bed!
Living area

4. Cozy 1-bedroom retreat minutes from West Point!

Cozy 1-bedroom retreat minutes from West Point!
Highland Falls
9.0 out of 10, Wonderful, (4 reviews)
"Easy check in , good comms, very nice and convenient while visiting West Point (order your Uber early!) "
United States
Zack C.
$215 nightly
The price is $238
Nov 3 - Nov 4
Total with taxes and fees
Cozy 1-bedroom retreat minutes from West Point!
A modern kitchen with white cabinets, a marble countertop, and a stainless steel range hood.

5. Contemporary Cozy Cottage

Contemporary Cozy Cottage
Lake Peekskill
9.8 out of 10, Exceptional, (41 reviews)
"Our stay was very nice and described as listed! We recommend anyone who is interested to stay! "
United States
Aj L.
$369 nightly
The price is $422
Oct 14 - Oct 15
Total with taxes and fees
Contemporary Cozy Cottage
A hotel lobby with a reception desk, seating area, and a fire extinguisher on the wall.

6. 1 King Bed | Non-Smoking, Kitchen, Shower

1 King Bed | Non-Smoking, Kitchen, Shower
Fishkill
9.6 out of 10, Exceptional, (19 reviews)
"Great rooms and service,"
United States
Anonymous traveler
$71 nightly
The price is $81
Nov 4 - Nov 5
Total with taxes and fees
1 King Bed | Non-Smoking, Kitchen, Shower
A bedroom with a bed, a ceiling fan, a window, and a painting on the wall.

7. Local Artist Inspired | Walk to WestPoint + King Bed

Local Artist Inspired | Walk to WestPoint + King Bed
Highland Falls
9.4 out of 10, Exceptional, (20 reviews)
"Great location! Easy checkin, checkout process. We would stay again"
United States
Morgan S.
$437 nightly
The price is $449
Nov 2 - Nov 3
Total with taxes and fees
Local Artist Inspired | Walk to WestPoint + King Bed
A blue house with a white porch, a welcome sign, and a mailbox.

8. 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.
$487 nightly
The price is $556
Oct 13 - Oct 14
Total with taxes and fees
3BR West Point Retreat-3min to Back Gate+ King Bed
A brick building with a sign reading 'Lobby' in front.

9. 2 Full Beds | Non-Smoking, Kitchen

2 Full Beds | Non-Smoking, Kitchen
Fishkill
9.2 out of 10, Wonderful, (21 reviews)
"great place tostay"
United States
Anonymous traveler
$95 nightly
The price is $110
Nov 4 - Nov 5
Total with taxes and fees
2 Full Beds | Non-Smoking, Kitchen
A house with a view of a bridge and mountains.

10. 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, (147 reviews)
"We had a great stay!!"
United States
Jasmine
$280 nightly
The price is $331
Oct 8 - Oct 9
Total with taxes and fees
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
A bedroom with a bed, a ceiling fan, a nightstand, a window with curtains, and a wall with framed pictures.

11. Sleek Escape: Modern 3 BR- 4 Min from West Point !

Sleek Escape: Modern 3 BR- 4 Min from West Point !
Highland Falls
9.4 out of 10, Exceptional, (8 reviews)
"Great location and super host. "
United States
James U.
$510 nightly
The price is $523
Oct 12 - Oct 13
Total with taxes and fees
Sleek Escape: Modern 3 BR- 4 Min from West Point !
A wooden deck with a table and chairs, overlooking a lake with cherry blossoms and autumn foliage.

12. Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms

Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms
Lake Peekskill
10.0 out of 10, Exceptional, (1 review)
"We had an amazing stay at the lake house. The home is beautiful inside and out, and there is every amenity you could think of, from cooking and cleaning supplies to extra towels and blankets. The view of the lake is stunning and we enjoyed the peace and quiet of the little community. Linh is an excellent host and helped answer all of our questions. We will definitely be back!"
United States
Angel R.
$585 nightly
The price is $645
Oct 13 - Oct 14
Total with taxes and fees
Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms
A neatly made bed with a black and white duvet, a wooden headboard, and a bedside table with a lamp. There are three framed artworks on the wall above the bed.

13. 'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway

'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway
Croton-on-Hudson
10.0 out of 10, Exceptional, (3 reviews)
"Great stay!"
United States
Ann S.
$256 nightly
The price is $293
Oct 19 - Oct 20
Total with taxes and fees
'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway
A living room with a fireplace, a painting, shelves with decorative items, and a television.

14. Grant - A Tranquil One Bedroom Steps from River

Grant - A Tranquil One Bedroom Steps from River
Newburgh
9.6 out of 10, Exceptional, (50 reviews)
"We enjoyed our stay, property was as described. It's convenient to many of the Hudson Valley small towns, including West Point."
United States
Mike W.
$260 nightly
The price is $294
Oct 19 - Oct 20
Total with taxes and fees
Grant - A Tranquil One Bedroom Steps from River
A dining table set with plates, cutlery, and glasses, with a bowl of fruit and a wine glass in the background.

15. 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.
$314 nightly
The price is $359
Nov 3 - Nov 4
Total with taxes and fees
Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
A compact room with a kitchenette, a bed, a wall decorated with photos and a mirror, and a 'No Fishing From Bridge' sign.

16. 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.
$170 nightly
The price is $184
Oct 8 - Oct 9
Total with taxes and fees
Welcome to Sweet Abby Rose!
A bedroom with a bed, a painting, and a window with curtains.

17. 3BR Near West Point | Coffee Bar | Sleeps 6

3BR Near West Point | Coffee Bar | Sleeps 6
Highland Falls
10.0 out of 10, Exceptional, (2 reviews)
"We had a great stay at Joseph’s home. The property was very clean, spacious, and well prepared for guests. My work team and I felt comfortable right away, and the house had everything we needed for both a productive and relaxing stay.Joseph was always kind, professional, and quick to respond, which made a big difference. I would recommend this property without hesitation."
United States
ROHID S.
$436 nightly
The price is $448
Nov 3 - Nov 4
Total with taxes and fees
3BR Near West Point | Coffee Bar | Sleeps 6
A rustic cabin with a chimney, surrounded by dense autumn foliage and a narrow road.

18. Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Hopewell Junction
9.4 out of 10, Exceptional, (13 reviews)
"Lovely space and situation, unique. Close to the AT, as well."
United States
Peter W.
$247 nightly
The price is $279
Oct 8 - Oct 9
Total with taxes and fees
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
A modern kitchen with stainless steel appliances, wooden cabinets, and a contemporary light fixture.

19. 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.
$339 nightly
The price is $382
Nov 3 - Nov 4
Total with taxes and fees
Beautiful First Flr, 2-Bedroom Apt w/ Free Parking
A stone staircase leading to a house with a stone wall and a metal gate.

20. Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.

Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.
Croton-on-Hudson
9.6 out of 10, Exceptional, (24 reviews)
"A lovely spot, very nice accommodations.Breakfast supples thoughtfully supplied as well as champagne to enjoy. "
United States
Eva C.
$372 nightly
The price is $425
Oct 8 - Oct 9
Total with taxes and fees
Fall colors HQs.Fish, kayak and bird watch at Croton River Gorge.
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

The Thayer Hotel at West Point

The Thayer Hotel at West Point

10/10 Excellent
"非常棒的一个古老的酒店，如果你想逛西点军校，那就太方便了。酒店就在Hudson 河边，景色秀美，酒店入住客人素质很高，非常安静整洁。去奥特莱斯买买买也非常方便，下次还来住。"
Wenhong 1-night trip
Posted 1 hour ago
The Thayer Hotel at West Point

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 $81 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.

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?

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo: This vacation home rental near 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 kitchenware, so 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 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.