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Shrub Oak Holiday Rentals

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Check prices for these dates

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

Our top choices for Shrub Oak holiday 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.
The price is HK$934
HK$2,420 total
includes taxes & fees
13 Oct - 14 Oct
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.
The price is HK$1,453
HK$4,034 total
includes taxes & fees
13 Oct - 14 Oct
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.
The price is HK$1,318
HK$3,603 total
includes taxes & fees
12 Oct - 13 Oct
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.
The price is HK$1,014
HK$1,860 total
includes taxes & fees
2 Nov - 3 Nov
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.
The price is HK$1,766
HK$3,312 total
includes taxes & fees
14 Oct - 15 Oct
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 traveller
The price is HK$558
HK$631 total
includes taxes & fees
2 Nov - 3 Nov
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.
The price is HK$1,180
HK$3,635 total
includes taxes & fees
2 Nov - 3 Nov
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.
The price is HK$1,483
HK$4,340 total
includes taxes & fees
14 Oct - 15 Oct
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 traveller
The price is HK$682
HK$788 total
includes taxes & fees
6 Nov - 7 Nov
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
The price is HK$1,554
HK$2,586 total
includes taxes & fees
20 Oct - 21 Oct
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.
The price is HK$1,460
HK$4,002 total
includes taxes & fees
1 Nov - 2 Nov
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.
The price is HK$2,602
HK$5,063 total
includes taxes & fees
14 Oct - 15 Oct
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.
The price is HK$1,121
HK$2,296 total
includes taxes & fees
19 Oct - 20 Oct
'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.
The price is HK$1,059
HK$2,308 total
includes taxes & fees
19 Oct - 20 Oct
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.
The price is HK$1,356
HK$2,781 total
includes taxes & fees
18 Oct - 19 Oct
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.
The price is HK$785
HK$1,446 total
includes taxes & fees
11 Oct - 12 Oct
Welcome to Sweet Abby Rose!
A hallway with a wooden door, a black table with a sign, and large green plants.

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.
The price is HK$1,107
HK$3,552 total
includes taxes & fees
3 Nov - 4 Nov
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.
The price is HK$1,326
HK$2,193 total
includes taxes & fees
12 Oct - 13 Oct
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.
The price is HK$1,805
HK$2,996 total
includes taxes & fees
3 Nov - 4 Nov
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.
The price is HK$1,962
HK$3,339 total
includes taxes & fees
12 Oct - 13 Oct
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

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

10/10 Excellent
"The breakfast was the best I’ve had in any hotel."
Maureen 2-night trip
Posted 12 hours ago
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

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:

  • View our selection of featured holiday rentals in Shrub Oak
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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 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 kitchenware, 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.