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Our top choices for Yorktown Heights vacation homes

1. Contemporary Cozy Cottage

Contemporary Cozy Cottage
Lake Peekskill
9.8 out of 10, Exceptional, (43 reviews)
"We’ve actually stayed here twice so that should tell you we enjoy the space and the host is lovely."
United States
Heather M.
The price is AED 826
AED 1,420 total
includes taxes & fees
16 Nov - 17 Nov
Contemporary Cozy Cottage

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

Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms
Lake Peekskill
8.0 out of 10, Very good, (3 reviews)
"This home was just as advertised and perfect for a girls weekend getaway. It was clean, cozy and a picture-perfect fall view. Would highly recommend."
United States
Karen W.
The price is AED 1,218
AED 2,277 total
includes taxes & fees
16 Nov - 17 Nov
Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms

3. 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 AED 725
AED 1,298 total
includes taxes & fees
15 Dec - 16 Dec
Lovely 3BR Home with parking-Walk to WP Gate!

4. Fabulous 3bdrm Home w/parking!

Fabulous 3bdrm Home w/parking!
Highland Falls
9.4 out of 10, Exceptional, (12 reviews)
"House was exactly as described. Would stay again."
United States
Beth M.
The price is AED 771
AED 1,319 total
includes taxes & fees
15 Dec - 16 Dec
Fabulous 3bdrm Home w/parking!

5. Spacious 4-bedroom house in northern Westchester with sweeping views

Spacious 4-bedroom house in northern Westchester with sweeping views
Montrose
The price is AED 1,818
AED 2,155 total
includes taxes & fees
15 Nov - 16 Nov
Spacious 4-bedroom house in northern Westchester with sweeping views

6. Perfect 2BR with Free Parking! Walk to West Point!

Perfect 2BR with Free Parking! Walk to West Point!
Highland Falls
The price is AED 736
AED 1,184 total
includes taxes & fees
16 Nov - 17 Nov
Perfect 2BR with Free Parking! Walk to West Point!

7. Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!

Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
Ossining
8.8 out of 10, Excellent, (10 reviews)
"It's an elegant older house with lots of room for company. Family friendly. The pool was great. My family enjoyed it."
United States
Karen O.
The price is AED 1,249
AED 2,801 total
includes taxes & fees
16 Nov - 17 Nov
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!

8. Hudson Valley/West Point Retreat w/ parking!

Hudson Valley/West Point Retreat w/ parking!
Highland Falls
The price is AED 1,065
AED 1,737 total
includes taxes & fees
15 Dec - 16 Dec
Hudson Valley/West Point Retreat w/ parking!

9. Summer Pool Oasis Custom Bar Arcade Pool Table

Summer Pool Oasis Custom Bar Arcade Pool Table
2.0 star property
Ossining
The price is AED 1,802
AED 3,748 total
includes taxes & fees
16 Nov - 17 Nov
Summer Pool Oasis Custom Bar Arcade Pool Table

10. 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
10.0 out of 10, Exceptional, (21 reviews)
"Beautiful house. Great location and awesome hosts!"
United States
Robert T.
The price is AED 691
AED 1,322 total
includes taxes & fees
18 Nov - 19 Nov
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.

11. 2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Greenwich
9.8 out of 10, Exceptional, (46 reviews)
"Nice stay"
United States
Christopher J.
The price is AED 630
AED 1,184 total
includes taxes & fees
15 Nov - 16 Nov
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

12. 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 AED 621
AED 981 total
includes taxes & fees
15 Nov - 16 Nov
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

13. 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 AED 661
AED 868 total
includes taxes & fees
17 Nov - 18 Nov
Spacious 4-bedroom estate in adorable Carmel Hamlet with AC

14. Greenwich Lakefront Estate -- Private Dock, Designer Kitchen & Panoramic Views

Greenwich Lakefront Estate -- Private Dock, Designer Kitchen & Panoramic Views
Greenwich
10.0 out of 10, Exceptional, (2 reviews)
"Great location on the lake which the kids loved. The hosts were very friendly and easy to communicate with. The addition of the outdoor grill was a big plus and we enjoyed many afternoons out on the deck. We would stay again."
United States
Nathan R.
The price is AED 5,135
AED 8,160 total
includes taxes & fees
18 Nov - 19 Nov
Greenwich Lakefront Estate -- Private Dock, Designer Kitchen & Panoramic Views

15. Gem by the water+ firepit and all fenced backyard

Gem by the water+ firepit and all fenced backyard
Waterside
10.0 out of 10, Exceptional, (22 reviews)
"Property was exactly what we needed for our stay"
United States
Christopher E.
The price is AED 824
AED 1,633 total
includes taxes & fees
17 Nov - 18 Nov
Gem by the water+ firepit and all fenced backyard

16. Bright Cornwall-On-Hudson Vacation Rental!

Bright Cornwall-On-Hudson Vacation Rental!
Cornwall-On-Hudson
10.0 out of 10, Exceptional, (35 reviews)
"Very comfortable house and great location."
United States
Betty B.
The price is AED 1,128
AED 2,495 total
includes taxes & fees
22 Nov - 23 Nov
Bright Cornwall-On-Hudson Vacation Rental!

17. "Country outside the city " 3 bedrooms 2 full bathrooms

"Country outside the city " 3 bedrooms 2 full bathrooms
Holmes
9.6 out of 10, Exceptional, (5 reviews)
"Great house! We had a fantastic weekend!! Thank you so much "
United States
pamela w.
The price is AED 803
AED 2,105 total
includes taxes & fees
23 Nov - 24 Nov
"Country outside the city " 3 bedrooms 2 full bathrooms

18. NEW! Cozy 3BR Home Near West Point & Hudson Valley - King Bed

NEW! Cozy 3BR Home Near West Point & Hudson Valley - King Bed
New Windsor
The price is AED 724
AED 1,766 total
includes taxes & fees
20 Nov - 21 Nov
NEW! Cozy 3BR Home Near West Point & Hudson Valley - King Bed

19. Red Cottage - Lakeside Property!

Red Cottage - Lakeside Property!
Fishkill
The price is AED 1,010
AED 1,464 total
includes taxes & fees
15 Nov - 16 Nov
Red Cottage - Lakeside Property!

20. Chestnut on Willow Lake

Chestnut on Willow Lake
Fishkill
9.8 out of 10, Exceptional, (6 reviews)
"Our family enjoyed a relaxing weekend before R-day at West Point and it was perfect! A beautiful property and we hope to be back another time!"
United States
Quintina R.
The price is AED 1,414
AED 1,965 total
includes taxes & fees
15 Nov - 16 Nov
Chestnut on Willow Lake
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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