Shrub Oak Holiday Rentals
House
- New York
- ·
- Putnam Valley
- 1.91 mi to center
10.0Exceptional
(32 Reviews)
4 Bedrooms
3 Baths
10 Guests
4000 ft²
Hot Tub
Fireplace/Heating
Balcony/Terrace
Kitchen
د.إ.3,806/Night
7 Nights - د.إ.26,640
House
- New York
- ·
- Putnam Valley
- 4.24 mi to center
10.0Exceptional
(1 Review)
3 Bedrooms
1 Bath
6 Guests
1194.79 ft²
- Balcony/Terrace
- Kitchen
Parking
Air Conditioner
د.إ.955/Night
7 Nights - د.إ.6,684
Cottage
- Poughkeepsie
- ·
- Garrison
- 2.37 mi to center
1 Bedroom
1 Bath
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Air Conditioner
د.إ.1,983/Night
7 Nights - د.إ.13,882
House
- Poughkeepsie
- ·
- Garrison
- 2.37 mi to center
10.0Exceptional
(28 Reviews)
3 Bedrooms
2 Baths
6 Guests
1700 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
د.إ.1,952/Night
7 Nights - د.إ.13,669
House
- Poughkeepsie
- ·
- Garrison
- 2.37 mi to center
9.8Exceptional
(4 Reviews)
3 Bedrooms
3 Baths
6 Guests
1700.7 ft²
- Hot Tub
- Fireplace/Heating
View- Parking
د.إ.2,130/Night
7 Nights - د.إ.14,910
House
- White Plains
- ·
- Mahopac
- 0.50 mi to center
10.0Exceptional
(16 Reviews)
4 Bedrooms
2 Baths
12 Guests
2416 ft²
Oceanfront- Fireplace/Heating
Ocean View- Balcony/Terrace
د.إ.2,502/Night
7 Nights - د.إ.17,518
House
10.0Exceptional
(13 Reviews)
3 Bedrooms
1 Bath
6 Guests
1000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
د.إ.1,400/Night
7 Nights - د.إ.9,802
House
- White Plains
- ·
- Peekskill
- 0.37 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
- Kitchen
- Parking
- Air Conditioner
Internet
د.إ.504/Night
7 Nights - د.إ.3,529
House
- New York
- ·
- Lake Peekskill
- 0.55 mi to center
9.8Exceptional
(34 Reviews)
2 Bedrooms
1 Bath
4 Guests
900 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
د.إ.1,542/Night
7 Nights - د.إ.10,790
Luxury Holiday Rentals in Shrub Oak
Over 119+ Luxury Holiday Rentals in or Near Shrub Oak
House
- Poughkeepsie
- ·
- Garrison
- 1.82 mi to center
8.0Excellent
(1 Review)
4 Bedrooms
3 Baths
10 Guests
3000 ft²
- Fireplace/Heating
- Balcony/Terrace
Pet Friendly- Kitchen
د.إ.5,751/Night
7 Nights - د.إ.40,258
House
- Poughkeepsie
- ·
- Garrison
- 0.10 mi to center
3 Bedrooms
3 Baths
8 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
Child Friendly
د.إ.4,279/Night
7 Nights - د.إ.29,949
House
- White Plains
- ·
- Yorktown Heights
- 2.91 mi to center
10.0Exceptional
(2 Reviews)
5 Bedrooms
4 Baths
10 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
د.إ.4,232/Night
7 Nights - د.إ.29,622
House
- White Plains
- ·
- Mahopac
- 1.26 mi to center
9.2Exceptional
(10 Reviews)
5 Bedrooms
4 Baths
14 Guests
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Parking
د.إ.4,169/Night
7 Nights - د.إ.29,185
Cottage
- New York
- ·
- Lake Peekskill
- 0.44 mi to center
9.6Exceptional
(15 Reviews)
3 Bedrooms
3 Baths
8 Guests
- Hot Tub
- Fireplace/Heating
Pool- Balcony/Terrace
د.إ.3,429/Night
7 Nights - د.إ.24,003
House
- White Plains
- ·
- Mahopac
- 2.35 mi to center
8.2Excellent
(21 Reviews)
6 Bedrooms
3 Baths
16 Guests
6000 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
د.إ.3,423/Night
7 Nights - د.إ.23,959
House
- New York
- ·
- Putnam Valley
- 3.57 mi to center
5 Bedrooms
3 Baths
9 Guests
33368 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
د.إ.2,633/Night
7 Nights - د.إ.18,429
House
- New York
- ·
- Putnam Valley
- 3.71 mi to center
10.0Exceptional
(30 Reviews)
3 Bedrooms
2 Baths
6 Guests
1800 ft²
Spa- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
د.إ.2,434/Night
7 Nights - د.إ.17,037
House
- New York
- ·
- Lake Peekskill
- 0.41 mi to center
9.2Exceptional
(5 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
د.إ.2,331/Night
7 Nights - د.إ.16,317
Top-Rated Holiday Rentals with a Pool in Shrub Oak
Over 18+ The Best Private Villas and Holiday Rentals in Shrub Oak with a Pool
House
- New York
- ·
- Putnam Valley
- 3.33 mi to center
10.0Exceptional
(5 Reviews)
3 Bedrooms
2 Baths
7 Guests
Private Pool- Hot Tub
- Fireplace/Heating
- Pool
د.إ.1,648/Night
7 Nights - د.إ.11,532
Hotel
- White Plains
- ·
- Peekskill
- 0.81 mi to center
9.2Exceptional
(249 Reviews)
1 Bath
- Spa
- Pool
- Balcony/Terrace
Breakfast
د.إ.1,704/Night
7 Nights - د.إ.11,928
Hotel
- White Plains
- ·
- Peekskill
- 0.78 mi to center
9.1Exceptional
(137 Reviews)
4 Baths
452.08 ft²
- Spa
- Fireplace/Heating
- Pool
- Balcony/Terrace
د.إ.1,318/Night
7 Nights - د.إ.9,229
House
- New York
- ·
- Putnam Valley
- 3.01 mi to center
2.0Average
(1 Review)
3 Bedrooms
1 Bath
4 Guests
- Private Pool
- Pool
- Internet
- Child Friendly
د.إ.1,621/Night
7 Nights - د.إ.11,352
House
- Poughkeepsie
- ·
- Garrison
- 2.97 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
3 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Kitchen
د.إ.502/Night
7 Nights - د.إ.3,518
House
- White Plains
- ·
- Peekskill
- 0.68 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
5 Guests
700 ft²
- Spa
- Fireplace/Heating
- Pool
Lake View
د.إ.731/Night
7 Nights - د.إ.5,116
House
- White Plains
- ·
- Yorktown Heights
- 0.98 mi to center
9.8Exceptional
(27 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Pet Friendly
د.إ.1,869/Night
7 Nights - د.إ.13,085
Cottage
- White Plains
- ·
- Mahopac
- 0.28 mi to center
9.8Exceptional
(14 Reviews)
2 Bedrooms
1 Bath
5 Guests
600 ft²
- Hot Tub
- Spa
- Fireplace/Heating
- Pool
د.إ.1,447/Night
7 Nights - د.إ.10,129
House
- White Plains
- ·
- Peekskill
- 0.70 mi to center
5.0Average
(1 Review)
1 Bedroom
1 Bath
- Pool
- Kitchen
- Air Conditioner
Bedding/Linens
د.إ.657/Night
7 Nights - د.إ.4,602
Pet-Friendly Holiday Rentals in Shrub Oak
Over 41+ Pet-Friendly Holiday Rentals in or Near Shrub Oak
Cottage
- New York
- ·
- Putnam Valley
- 3.29 mi to center
9.8Exceptional
(23 Reviews)
2 Bedrooms
1 Bath
4 Guests
1200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
د.إ.1,551/Night
7 Nights - د.إ.10,860
Apartment
- New York
- ·
- Putnam Valley
- 5.19 mi to center
4 Bedrooms
2 Baths
8 Guests
3003.13 ft²
- Hot Tub
- Breakfast
- Pet Friendly
- Kitchen
د.إ.2,314/Night
7 Nights - د.إ.16,196
Apartment
- New York
- ·
- Mohegan Lake
- 1.22 mi to center
8.0Excellent
(1 Review)
1 Bedroom
1 Bath
- Pet Friendly
- Kitchen
- Air Conditioner
- Internet
د.إ.602/Night
7 Nights - د.إ.4,216
House
9.2Exceptional
(30 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
د.إ.1,323/Night
7 Nights - د.إ.9,262
New
House
- New York
- ·
- Putnam Valley
- 1.15 mi to center
1 Bedroom
3 Baths
6 Guests
64.58 ft²
- Balcony/Terrace
- View
- Pet Friendly
- Parking
د.إ.1,157/Night
7 Nights - د.إ.8,098
House
- Poughkeepsie
- ·
- Garrison
- 2.56 mi to center
3 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
د.إ.900/Night
7 Nights - د.إ.6,298
New
Apartment
- White Plains
- ·
- Mahopac
- 0.25 mi to center
3 Bedrooms
1 Bath
5 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
د.إ.1,215/Night
7 Nights - د.إ.8,506
Cottage
- Poughkeepsie
- ·
- Garrison
- 0.98 mi to center
4.6Average
(25 Reviews)
2 Bedrooms
2 Baths
5 Guests
1446 ft²
- View
- Pet Friendly
- Kitchen
- Air Conditioner
د.إ.1,146/Night
7 Nights - د.إ.8,021
House
- White Plains
- ·
- Yorktown Heights
- 0.77 mi to center
10.0Exceptional
(7 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
د.إ.1,726/Night
7 Nights - د.إ.12,083
Large Holiday Rentals and Private Villas in Shrub Oak
Over 14+ Large Holiday Rentals and Private Villas in or Near Shrub Oak
House
- Poughkeepsie
- ·
- Garrison
- 1.64 mi to center
10.0Exceptional
(2 Reviews)
5 Bedrooms
3 Baths
10 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Air Conditioner
د.إ.4,407/Night
7 Nights - د.إ.30,849
House
- New York
- ·
- Lake Peekskill
- 0.41 mi to center
8.0Excellent
(1 Review)
3 Bedrooms
1 Bath
10 Guests
1644 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
د.إ.2,204/Night
7 Nights - د.إ.15,425
House
- New York
- ·
- Putnam Valley
- 5.00 mi to center
5 Bedrooms
4 Baths
12 Guests
- Hot Tub
- Spa
- Fireplace/Heating
- Kitchen
د.إ.3,353/Night
7 Nights - د.إ.23,471
House
5 Bedrooms
3 Baths
10 Guests
2800 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
د.إ.3,205/Night
7 Nights - د.إ.22,435
House
- Poughkeepsie
- ·
- Garrison
- 0.41 mi to center
4 Bedrooms
3 Baths
10 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
د.إ.2,947/Night
7 Nights - د.إ.20,632
House
- New York
- ·
- Putnam Valley
- 4.06 mi to center
3 Bedrooms
2 Baths
10 Guests
- Spa
- Kitchen
- Air Conditioner
- Internet
د.إ.1,469/Night
7 Nights - د.إ.10,283
House
- New York
- ·
- Putnam Valley
- 5.49 mi to center
2.0Average
(1 Review)
5 Bedrooms
4 Baths
12 Guests
- Hot Tub
- Balcony/Terrace
- Pet Friendly
- Kitchen
د.إ.2,016/Night
7 Nights - د.إ.14,113
House
- New York
- ·
- Putnam Valley
- 4.51 mi to center
5 Bedrooms
1 Bath
15 Guests
- Pet Friendly
- Kitchen
- Child Friendly
Laundry
د.إ.11,018/Night
7 Nights - د.إ.77,123
House
- White Plains
- ·
- Mahopac
- 0.62 mi to center
4 Bedrooms
3 Baths
16 Guests
- Pet Friendly
- Kitchen
- Air Conditioner
- Child Friendly
د.إ.7,345/Night
7 Nights - د.إ.51,415
Wheelchair Accessible Holiday Homes in Shrub Oak
Over 2+ Wheelchair Accessible Holiday Homes in or Near Shrub Oak
House
- White Plains
- ·
- Yorktown Heights
- 2.71 mi to center
3 Bedrooms
3 Baths
8 Guests
- Pool
- Pet Friendly
- Kitchen
- Air Conditioner
د.إ.2,494/Night
7 Nights - د.إ.17,455
House
- Poughkeepsie
- ·
- Garrison
- 1.12 mi to center
2 Bedrooms
2 Baths
6 Guests
2000 ft²
- Spa
- Fireplace/Heating
- Balcony/Terrace
- Breakfast
د.إ.1,098/Night
7 Nights - د.إ.7,687
Shrub Oak Private Villas and Holiday Homes Under $200
Over 17+ Shrub Oak Private Villas and Holiday Homes Under $200
Apartment
- New York
- ·
- Putnam Valley
- 4.79 mi to center
3.0Average
(4 Reviews)
1 Bedroom
1 Bath
4 Guests
- Pet Friendly
- Kitchen
- Air Conditioner
- Internet
د.إ.617/Night
7 Nights - د.إ.4,319
Apartment
- White Plains
- ·
- Peekskill
- 1.50 mi to center
4.7Average
(3 Reviews)
1 Bedroom
1 Bath
5 Guests
1001.04 ft²
- Parking
- Air Conditioner
- Internet
- Child Friendly
د.إ.360/Night
7 Nights - د.إ.2,519
Hotel
- White Plains
- ·
- Mahopac
- 2.10 mi to center
5.8Average
(431 Reviews)
1 Bath
- Kitchen
- Parking
- Air Conditioner
- Internet
د.إ.318/Night
7 Nights - د.إ.2,226
House
2 Bedrooms
2 Baths
5 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
د.إ.679/Night
7 Nights - د.إ.4,756
Hotel
- White Plains
- ·
- Mahopac
- 2.14 mi to center
3.2Average
(111 Reviews)
3 Baths
301.39 ft²
- Parking
- Internet
- Child Friendly
Designated Smoking Area
د.إ.327/Night
7 Nights - د.إ.2,288
House
- White Plains
- ·
- Jefferson Valley-Yorktown
- 1.11 mi to center
3 Bedrooms
2 Baths
4 Guests
1280 ft²
- Hot Tub
- Fireplace/Heating
- Kitchen
- Air Conditioner
د.إ.588/Night
7 Nights - د.إ.4,113
House
- Cortlandt
- ·
- Cortlandt Manor
- 1.01 mi to center
1 Bedroom
1 Bath
2 Guests
- Spa
- Fireplace/Heating
- Breakfast
- Kitchen
د.إ.536/Night
7 Nights - د.إ.3,753
Apartment
- New York
- ·
- Mohegan Lake
- 1.22 mi to center
5.0Average
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
1200 ft²
- Pet Friendly
- Kitchen
- Air Conditioner
- Internet
د.إ.694/Night
7 Nights - د.إ.4,859
RV Rental
- Poughkeepsie
- ·
- Garrison
- 1.06 mi to center
5.0Average
(1 Review)
1 Bedroom
1 Bath
4 Guests
500 ft²
- Pet Friendly
- Child Friendly
د.إ.639/Night
7 Nights - د.إ.4,473
Instantly Bookable Holiday Homes in Shrub Oak
Over 24+ Instantly Bookable Holiday Homes in or Near Shrub Oak
House
- White Plains
- ·
- Peekskill
- 0.59 mi to center
9.8Exceptional
(20 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
د.إ.805/Night
7 Nights - د.إ.5,637
House
- New York
- ·
- Lake Peekskill
- 0.37 mi to center
3 Bedrooms
2 Baths
6 Guests
1500 ft²
- Spa
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
د.إ.1,767/Night
7 Nights - د.إ.12,373
House
- White Plains
- ·
- Mahopac
- 0.29 mi to center
3 Bedrooms
1 Bath
4 Guests
1500 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
د.إ.1,276/Night
7 Nights - د.إ.8,932
Other
- New York
- ·
- Putnam Valley
- 0.97 mi to center
2 Bedrooms
3 Baths
8 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
د.إ.2,151/Night
7 Nights - د.إ.15,054
House
- New York
- ·
- Putnam Valley
- 4.17 mi to center
10.0Exceptional
(3 Reviews)
3 Bedrooms
2 Baths
6 Guests
1900 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
د.إ.1,241/Night
7 Nights - د.إ.8,689
Cottage
- New York
- ·
- Lake Peekskill
- 0.23 mi to center
9.8Exceptional
(13 Reviews)
4 Bedrooms
2 Baths
7 Guests
1200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
د.إ.1,508/Night
7 Nights - د.إ.10,555
House
- New York
- ·
- Putnam Valley
- 4.48 mi to center
9.8Exceptional
(8 Reviews)
2 Bedrooms
3 Baths
7 Guests
2640 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
د.إ.2,383/Night
7 Nights - د.إ.16,684
House
- White Plains
- ·
- Peekskill
- 1.03 mi to center
9.8Exceptional
(6 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
د.إ.1,273/Night
7 Nights - د.إ.8,909
House
8.8Fabulous
(3 Reviews)
2 Bedrooms
2 Baths
5 Guests
1800 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
د.إ.1,814/Night
7 Nights - د.إ.12,700
Book a Last Minute Place to Stay in Shrub Oak
About Casai's Private Villas and Holiday Rentals in Shrub Oak
Discover more than 128 vacation rentals available in Shrub Oak. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Shrub Oak.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Shrub Oak, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Shrub Oak. On average, places to stay near Shrub Oak offer 1097.34 ft², with nightly prices averaging د.إ.1,877.
With Casai, finding and comparing holiday rentals in Shrub Oak is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Show more
Show less
Top Accommodation Types in Shrub Oak
| Type | Count |
|---|---|
| Vacation Homes | 93 |
| Cottages | 13 |
| Holiday Apartments | 10 |
Use these Quick Filters to Find a Holiday Rental in Shrub Oak
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Shrub Oak.
Weather in Shrub Oak, NY
View the weather forecast for Shrub Oak before booking your Shrub Oak Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Top Attractions Around Shrub Oak, NY
Casai offers a large selection of top attractions around Shrub Oak . Research things to do on your vacation before you visit Shrub Oak.
Frequently Asked Questions About Shrub Oak?
What are the top holiday rentals in Shrub Oak?
With numerous options available in Shrub Oak, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Shrub Oak:
- Modern, Magical Woodsy Escape 1 Hour From NYC
- Sunny House on Lake Oscawana
- 'The Glabin’: Garrison Gem w/Hot Tub & Fire Pit
- Fun, Friends, and Family Lakefront Home w/Dock and Beach
- Charming 3-bedroom house.
- The Lodge-Your own Hillside Estate w/pool, spa, trails, views & 1hr to NYC!
- Designer Home in Lower Hudson Valley
- Cozy 1-bedroom lakefront cottage on beautiful Lake Mahopac. Come enjoy!
- Idyllic Garrison Retreat — Autumn Escape with Fireplace & Spacious Outdoors
- Cape by the Lake
How many holiday rentals have private pools in Shrub Oak?
Discover a selection of holiday rentals with private pools near Shrub Oak with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
- Cold spring mtn house
- Pool, Spa, Private Backyard, Perfect City Escape!
- Mountain lake lodge.
- A luxurious retreat in Garrison, NY
Which holiday homes in Shrub Oak are best for families?
If you're searching for a family-friendly holiday home in Shrub Oak, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Shrub Oak:
- Cozy 1-bedroom lakefront cottage on beautiful Lake Mahopac. Come enjoy!
- Cherry Blossom Lake House
- Putnam Valley Estate 1BR - Hot Tub Sauna Firepit by RedAwning
How many Casai.ae holiday rentals are available in Shrub Oak?
As of 2026, Casai boasts over 128 properties listed in the Shrub Oak area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Shrub Oak.
People Also Ask
Finding the best prices in Shrub Oak
Map
