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A river with a bridge, autumn foliage, and a flag.

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Our top choices for Cortlandt holiday homes

A modern kitchen with white cabinets, a marble countertop, and a stainless steel range hood.

A modern living room with a flat-screen TV mounted above a fireplace, two grey sofas with cushions, a glass coffee table with decorative items, and a potted plant.

A living room with a large artificial tree, several potted plants, and a dining area with chairs and a table.

A room with a white wall, a wooden staircase, a clear plastic chair, a small wooden table with a plant, and a metal rack with a pumpkin.

1. Contemporary Cozy Cottage

Contemporary Cozy Cottage

Lake Peekskill

9.8 out of 10, Exceptional, (41 reviews)

9.8/10

Exceptional

(41 reviews)

"Our stay was very nice and described as listed! We recommend anyone who is interested to stay! "

Aj L.

The price is £317

£317

includes taxes & fees

7 Oct - 8 Oct

Contemporary Cozy Cottage

A two-story house with a porch, a red door, and a small outdoor seating area with chairs and a table.

A living room with a ceiling fan, a flat-screen TV, a coffee table, a sofa, and a window with a view.

A staircase with carpeted steps and wooden handrails, leading to a door with glass panels.

A two-story house with a porch, a flag, and a fenced yard.

2. 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)

9.8/10

Exceptional

(13 reviews)

"We had a very comfortable stay. Nice quaint village. Area was quiet and easy to get to."

Leann M.

The price is £321

£321

includes taxes & fees

7 Oct - 8 Oct

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

A blue house with a white porch, a welcome sign, and a mailbox.

A traditional wood-burning stove with intricate carvings, a decorative tiled base, and a stone wall backdrop.

A blue house with a white porch, a welcome sign, and a covered window.

A cozy living room with a grey sectional sofa, a wooden coffee table, and a stone fireplace.

3. 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)

8.4/10

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."

Christine T.

The price is £364

£364

includes taxes & fees

7 Oct - 8 Oct

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

A bedroom with a bed, a ceiling fan, a nightstand, a window with curtains, and a wall with framed pictures.

A modern kitchen with a wooden table and chairs, a stainless steel refrigerator, and a white cabinet.

A deck with a fire pit, outdoor furniture, and a grill.

A living room with a sofa, coffee table, and a dining area with chairs and a table.

4. 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)

9.4/10

Exceptional

(8 reviews)

"Great location and super host. "

James U.

The price is £384

£384

includes taxes & fees

12 Oct - 13 Oct

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

A modern kitchen with white cabinets, a stainless steel dishwasher, a black granite countertop, and a window with a view of trees.

A dining area with a long wooden table, yellow placemats, and orange chairs. There is a ceiling light fixture above the table.

A living room with a sofa, a rug, a lamp, and artwork on the wall.

A bedroom with a bed, nightstands, a ceiling fan, and a window.

5. Snow Days & City Escapes: Spacious Ossining Home

Snow Days & City Escapes: Spacious Ossining Home

Ossining

8.2 out of 10, Very good, (19 reviews)

8.2/10

Very good

(19 reviews)

"A family trip with teens and tweens- a perfect space! Clean, hist was friendly, the house was stocked with all we'd need! A great getaway for any family NYC trip!"

Justeen P.

The price is £638

£638

includes taxes & fees

21 Oct - 22 Oct

Snow Days & City Escapes: Spacious Ossining Home

A wooden deck with a table and chairs, overlooking a lake with cherry blossoms and autumn foliage.

A dining room with a dark wooden table, two chairs on each side, and a vase of flowers in the center.

A kitchen with white cabinets, a black faucet, and a window with a view of bare trees.

A living room with a fireplace, a sofa, a chair, and a coffee table.

6. 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)

10/10

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!"

Angel R.

The price is £530

£530

includes taxes & fees

13 Oct - 14 Oct

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

A room with a wooden floor, a white door with a number, and a window with blinds.

A wooden staircase with a handrail, leading upwards.

A modern kitchen with wooden cabinets, a stainless steel refrigerator, a dishwasher, a microwave, and a coffee maker.

A wooden deck with white railings, leading to a white building with a brown roof.

7. 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)

10/10

Exceptional

(7 reviews)

"Lovely home, great location and space for my family to have privacy. Enjoyed the deck for morning coffee. Would book again. "

Briana T.

The price is £343

£343

includes taxes & fees

27 Oct - 28 Oct

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

A house with a white front door, a small porch with a white railing, and a window with a green curtain.

A house with a wooden deck, a white railing, and a front door.

A kitchen with dark cabinets, a white tiled backsplash, a blue microwave, a stainless steel faucet, and a coffee maker.

A modern living room with a sofa, a small round wooden table, and a potted plant.

8. Fabulous 3bdrm Home w/parking!

Fabulous 3bdrm Home w/parking!

Highland Falls

9.4 out of 10, Exceptional, (12 reviews)

9.4/10

Exceptional

(12 reviews)

"House was exactly as described. Would stay again."

Beth M.

The price is £334

£334

includes taxes & fees

2 Nov - 3 Nov

Fabulous 3bdrm Home w/parking!

An outdoor dining area with tables set for a formal event, featuring candles, glassware, and floral centerpieces.

An outdoor dining area with string lights, candles, and floral centerpieces.

A modern living room with a large window, a sofa with patterned cushions, a wooden coffee table, and a painting on the wall.

A Tudor-style house with a brick facade, a steeply pitched roof, and a large front yard with a paved patio and a stone wall.

9. 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)

8.8/10

Excellent

(10 reviews)

"Super fun location! Host was very helpful. The house is very comfortable for large groups "

natalie l.

The price is £755

£755

includes taxes & fees

7 Oct - 8 Oct

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

A deck with Adirondack chairs, a fire pit, and a grill.

A bedroom with a bed, a dresser, a lamp, and a window.

A two-story house with a stone pathway leading to the front door, surrounded by autumn foliage.

A dining area with a white table and four chairs, a brick wall, and a door leading outside.

10. 3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King

3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King

Cornwall

10.0 out of 10, Exceptional, (15 reviews)

10/10

Exceptional

(15 reviews)

"Everything you could ask for!!"

Elisabeth

The price is £312

£312

includes taxes & fees

2 Nov - 3 Nov

3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King

A spacious living room with a large window, a ceiling fan, a dining area with a table and chairs, and a staircase leading to an upper level.

A swimming pool with lounge chairs and a wooden deck, surrounded by trees and a building with a sloped roof.

A traditional Tudor-style house with a spacious front yard, a stone wall, and a well-maintained garden.

A modern living room with a sectional sofa, a coffee table, and large windows offering a view of trees.

11. Summer Pool Oasis Custom Bar Arcade Pool Table

Summer Pool Oasis Custom Bar Arcade Pool Table

2.0 star property

Ossining

The price is £862

£862

includes taxes & fees

4 Nov - 5 Nov

Summer Pool Oasis Custom Bar Arcade Pool Table

A wooden cabin with large windows, a wooden bench, and a view of the forest.

A large dining hall with wooden tables and chairs, a buffet setup, and large windows allowing natural light.

A rustic cabin with a wooden deck, surrounded by tall trees and a gravel path.

A wooden cabin interior with a stone fireplace, wooden benches, a dining table, and large windows.

12. Harriman Outdoor Center - Cranberry Cabin

Harriman Outdoor Center - Cranberry Cabin

Haverstraw

The price is £218

£218

includes taxes & fees

12 Oct - 13 Oct

Harriman Outdoor Center - Cranberry Cabin

13. Massive 10BR Estate w/Pool, Hot Tub & Pizza Oven

Massive 10BR Estate w/Pool, Hot Tub & Pizza Oven

Stony Point

The price is £2,416

£2,416

includes taxes & fees

12 Oct - 13 Oct

Massive 10BR Estate w/Pool, Hot Tub & Pizza Oven

A rustic cabin with a chimney, surrounded by dense autumn foliage and a narrow road.

A rustic cabin with a stone pathway leading to a red chair outside.

A cozy room with wicker furniture, a bench, and a window with a view of greenery.

A grand piano in a room with a window, a small stool, and a wooden bench.

14. 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)

9.4/10

Exceptional

(13 reviews)

"Lovely space and situation, unique. Close to the AT, as well."

Peter W.

The price is £217

£217

includes taxes & fees

14 Oct - 15 Oct

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

A campfire with a wooden table and benches by a lake.

A bedroom with a large window, a bed, and a flat-screen TV mounted on the wall.

A snow-covered landscape with a house, a barn, and a pond.

15. 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, (44 reviews)

9.8/10

Exceptional

(44 reviews)

"Nice stay"

Christopher J.

The price is £256

£256

includes taxes & fees

7 Oct - 8 Oct

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

16. Luxury Hudson Valley Retreat near West Point, Storm King & Beacon

Luxury Hudson Valley Retreat near West Point, Storm King & Beacon

Cornwall

9.0 out of 10, Wonderful, (2 reviews)

9.0/10

Wonderful

(2 reviews)

"Great House, less than 15 mins to front gate at West Point, convenient location for visiting and enjoying activities at West Point, e.g. football games, cadet events for family members, etc. Hope to be able to stay there again on another visit to the "Rockbound Highland Home"!!! "

Jeff M.

The price is £721

£721

includes taxes & fees

27 Oct - 28 Oct

Luxury Hudson Valley Retreat near West Point, Storm King & Beacon

A modern kitchen with white cabinets, a central island with stools, a stainless steel refrigerator, and a staircase leading to another level.

A living room with a sofa, chairs, a coffee table, and a fireplace.

A living room with a fireplace, a blue armchair, and a wooden coffee table.

A blue house with a porch, an American flag, and a brick pathway leading to the entrance.

17. Bright Cornwall-On-Hudson Vacation Rental!

Bright Cornwall-On-Hudson Vacation Rental!

Cornwall-On-Hudson

10.0 out of 10, Exceptional, (34 reviews)

10/10

Exceptional

(34 reviews)

"We had a girlfriend get away long weekend. This was a great house and really convenient location. Two really good restaurants were within walking distance just around the corner. I would highly recommend staying here!"

Dawn H.

The price is £531

£531

includes taxes & fees

22 Oct - 23 Oct

Bright Cornwall-On-Hudson Vacation Rental!

A spacious living room with a fireplace, a dining area with a view of a lake, and a cozy seating arrangement.

A view from a room with a large window overlooking a lake, surrounded by autumn foliage.

A table with a vase of flowers and a view of a lake through large windows.

A park with a large tree, a flower bush, and a view of a lake.

18. 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)

10/10

Exceptional

(21 reviews)

"Beautiful house. Great location and awesome hosts!"

Robert T.

The price is £285

£285

includes taxes & fees

3 Nov - 4 Nov

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

A hot tub with a view of a lake and houses in the background.

A modern kitchen with wooden cabinets, a granite countertop, and a stainless steel dishwasher.

A room with a desk, chair, bookshelf, and a large window with curtains.

A spacious kitchen with large windows, wooden cabinets, and a dining area with a clock on the wall.

19. Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

Greenwood Lake

10.0 out of 10, Exceptional, (43 reviews)

10/10

Exceptional

(43 reviews)

"We have stayed here a few times and the house is always perfect. Will stay here again in the future! "

Lex S.

The price is £397

£397

includes taxes & fees

7 Oct - 8 Oct

Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

A modern living room with a stone fireplace, large windows, and a cozy seating area.

A two-story stone house with a balcony, a covered porch, and a play area with a slide.

A dining room with a large table set for six, two windows with black frames, and a dark wooden door.

A two-story stone house with a covered porch, a stone chimney, and a view of a lake.

20. Lakefront • 7BR Retreat • Sleeps 12 • Massage Chair

Lakefront • 7BR Retreat • Sleeps 12 • Massage Chair

Monroe

10.0 out of 10, Exceptional, (5 reviews)

10/10

Exceptional

(5 reviews)

"The combination of an antique, old-style house with a modernized interior featuring all the amenities you could dream of made for an enjoyable and cozy experience. The house is located right at the back of the lake in a quiet neighborhood and comes fully equipped with:- A spacious layout- High-speed Wi-Fi- Useful massage chair - Fun recreational areas- Lovely decorThis house will truly become a staple in the area."

Moshe F.

The price is £1,120

£1,120

includes taxes & fees

12 Oct - 13 Oct

Lakefront • 7BR Retreat • Sleeps 12 • Massage Chair

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 Cortlandt Hotel Reviews

West Gate Inn Nyack

10/10 Excellent

"Over all vey good experience"

Kalyan 1-night trip

Posted less than an hour ago

West Gate Inn Nyack

Baymont by Wyndham White Plains - Elmsford

10/10 Excellent

"Just really a nice layout!"

Kecia 1-night trip

Posted 5 hours ago

Baymont by Wyndham White Plains - Elmsford

Hotel Nyack, a JdV by Hyatt Hotel

10/10 Excellent

"Perfection"

Genaro 1-night trip

Posted 7 hours ago

Hotel Nyack, a JdV by Hyatt Hotel

Hilton Garden Inn Westchester Dobbs Ferry, NY

10/10 Excellent

"The visit was perfectly fine"

Joseph 1-night trip

Posted 7 hours ago

Hilton Garden Inn Westchester Dobbs Ferry, NY

Sleepy Hollow Hotel, a Dolce by Wyndham

8/10 Good

"Great stay overall. Could use small repairs here and there but I’m a developer by trade so I notice small things. Overall happy with our stay but a little further from town than we would have liked"

Jordan 2-night trip

Posted 2 days ago

Sleepy Hollow Hotel, a Dolce by Wyndham

Sheraton Tarrytown Hotel

10/10 Excellent

"Todo muy limpio y muy bonito muy amable el personal tienen desayuno tipo buffet pero tiene un costo adicional pero el desayuno estaba muy bueno"

Danyela 1-night trip

Posted 2 days ago

Sheraton Tarrytown Hotel

Ardsley Acres Hotel Westchester

8/10 Good

"Room was good, shower was great, downside was the walls were a bot thin and some of the other residents had their TV turned up quite loud until late."

Martina 1-night trip

Posted 2 days ago

Ardsley Acres Hotel Westchester

Armoni Inn & Suites

8/10 Good

"Great location despite being slightly remodeled during occupancy"

Michael 7-night trip

Posted 8 days ago

Armoni Inn & Suites

Find out more about Cortlandt

Cortlandt Holiday Homes information

Number of reviews	245
Accommodation	232 Holiday Homes
Lowest Price	£217
Highest Price	£2,416

Explore a world of travel with Expedia

More ways to book

Book Holiday Homes in Cortlandt on Expedia.com

Search Holiday Homes in Cortlandt

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Cortlandt holiday homes

1. Contemporary Cozy Cottage

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

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

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

5. Snow Days & City Escapes: Spacious Ossining Home

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

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

8. Fabulous 3bdrm Home w/parking!

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

10. 3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King

11. Summer Pool Oasis Custom Bar Arcade Pool Table

12. Harriman Outdoor Center - Cranberry Cabin

13. Massive 10BR Estate w/Pool, Hot Tub & Pizza Oven

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

15. 2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

16. Luxury Hudson Valley Retreat near West Point, Storm King & Beacon

17. Bright Cornwall-On-Hudson Vacation Rental!

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

19. Waterfront Home with Hot Tub, Kayaks, and Fast Wifi

20. Lakefront • 7BR Retreat • Sleeps 12 • Massage Chair

Find holiday rentals that suit your style

Top Cortlandt Hotel Reviews

West Gate Inn Nyack

Find out more about Cortlandt

Cortlandt Holiday Homes information

Explore a world of travel with Expedia