Tarrytown Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Find vacation rentals that suit your style

apart-hotel image
Aparthotels
Aparthotels
Apartment image
Apartments
Apartments

Check prices for these dates

Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10

Our top choices for Tarrytown vacation homes

A bedroom with a large bed, a black sofa, a mirror, and a chandelier.

1. Nice Cozy Room By Empire City Casino And Cross County Shopping Center

Nice Cozy Room By Empire City Casino And Cross County Shopping Center
Southeast Yonkers
8.0 out of 10, Very good, (20 reviews)
"Great location"
United States
Jordan S.
The price is CA $133
CA $177 total
includes taxes & fees
Nov 15 - Nov 16
Nice Cozy Room By Empire City Casino And Cross County Shopping Center
A modern living room with a large window, a sofa with patterned cushions, a wooden coffee table, and a painting on the wall.

2. 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 CA $520
CA $1,128 total
includes taxes & fees
Nov 16 - Nov 17
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
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.

3. Summer Pool Oasis Custom Bar Arcade Pool Table

Summer Pool Oasis Custom Bar Arcade Pool Table
2.0 star property
Ossining
The price is CA $736
CA $1,489 total
includes taxes & fees
Nov 18 - Nov 19
Summer Pool Oasis Custom Bar Arcade Pool Table
An outdoor patio with a fire pit, green chairs, and a table.

4. Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle

Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle
New Rochelle
10.0 out of 10, Exceptional, (14 reviews)
"Host was very polite and helpful. Excellent condition VRBO."
United States
Drew C.
The price is CA $180
CA $423 total
includes taxes & fees
Nov 18 - Nov 19
Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle
A room with large windows overlooking a lake and greenery.

5. 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 CA $248
CA $477 total
includes taxes & fees
Nov 11 - Nov 12
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
An outdoor seating area with a round table, a chair, and a hanging light fixture.

6. 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, (21 reviews)
"Property was exactly what we needed for our stay"
United States
Christopher E.
The price is CA $317
CA $628 total
includes taxes & fees
Nov 16 - Nov 17
Gem by the water+ firepit and all fenced backyard
A wooden staircase with a chandelier, leading to an upper floor. A stone wall and a flower arrangement are visible on the left.

7. 6 BR, 4 BA Mansion Close to the City

6 BR, 4 BA Mansion Close to the City
Getty Square
8.0 out of 10, Very good, (7 reviews)
"So much space to hang out with our friends!"
United States
Tamara H.
The price is CA $565
CA $1,174 total
includes taxes & fees
Nov 11 - Nov 12
6 BR, 4 BA Mansion Close to the City
A square fire pit with flames, surrounded by a wooden deck, set against a backdrop of a lake and trees under a clear sky.

8. 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 CA $1,975
CA $3,112 total
includes taxes & fees
Nov 11 - Nov 12
Greenwich Lakefront Estate -- Private Dock, Designer Kitchen & Panoramic Views
A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

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

Hudson Valley/West Point Retreat w/ parking!
Highland Falls
The price is CA $232
CA $443 total
includes taxes & fees
Nov 11 - Nov 12
Hudson Valley/West Point Retreat w/ parking!
A modern living room with a white sofa, a glass coffee table, and a piano.

10. Spacious 3BR Townhome | Garage + Near Downtown

Spacious 3BR Townhome | Garage + Near Downtown
West Side
9.2 out of 10, Wonderful, (9 reviews)
"Place was clean, organized. A little odd to find but there was parking, the location felt safe. Would stay again."
United States
Dave J.
The price is CA $380
CA $761 total
includes taxes & fees
Nov 11 - Nov 12
Spacious 3BR Townhome | Garage + Near Downtown
A spacious living area with a black leather sofa, a coffee table, a ceiling fan, and a blue cabinet.

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

Spacious 4-bedroom house in northern Westchester with sweeping views
Montrose
The price is CA $699
CA $869 total
includes taxes & fees
Nov 12 - Nov 13
Spacious 4-bedroom house in northern Westchester with sweeping views
A modern bedroom with a large bed, built-in wardrobe, and a TV area.

12. The Hygge Way! 20 MIN TO NYC Times Sq.

The Hygge Way! 20 MIN TO NYC Times Sq.
North Bergen
6.0 out of 10, (1 review)
"people above us, low parking availability, shower nicd"
United States
Nick F.
The price is CA $215
CA $354 total
includes taxes & fees
Nov 14 - Nov 15
The Hygge Way! 20 MIN TO NYC Times Sq.
A living room with a sofa, armchair, ottoman, and coffee table.

13. Stamford Home | Family, Work and Plenty of Parking

Stamford Home | Family, Work and Plenty of Parking
Cove - East Side - Shippan
8.6 out of 10, Excellent, (9 reviews)
"the home was nice clean if in the area I would stay here again"
United States
james w.
The price is CA $271
CA $610 total
includes taxes & fees
Nov 11 - Nov 12
Stamford Home | Family, Work and Plenty of Parking
A modern kitchen with white cabinets, a marble countertop, and a stainless steel range hood.

14. 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 CA $318
CA $565 total
includes taxes & fees
Nov 11 - Nov 12
Contemporary Cozy Cottage
A modern kitchen with granite countertops, a dining area with black chairs, a living room with a sofa and a coffee table, and a large window with a view.

15. 5BR Beach House | Water Views + Sauna + Game Room

5BR Beach House | Water Views + Sauna + Game Room
Cove - East Side - Shippan
9.4 out of 10, Exceptional, (32 reviews)
"The property was amazing. The house was clean, beautiful, and well equipped. Plenty of space yet still cozy. Host was very communicative and gracious, had a pleasant experience and will definitely be back!"
United States
Maxx V.
The price is CA $627
CA $1,234 total
includes taxes & fees
Nov 15 - Nov 16
5BR Beach House | Water Views + Sauna + Game Room
A modern outdoor patio with a seating area, a central table, and a large umbrella.

16. Mansion in Greenwich with private lake and river

Mansion in Greenwich with private lake and river
Greenwich
9.8 out of 10, Exceptional, (6 reviews)
"Beautiful home. Exquisite decor and our kids enjoyed fishing right out back. Thoroughly enjoyed. "
United States
J.J. O.
The price is CA $5,577
CA $7,296 total
includes taxes & fees
Nov 14 - Nov 15
Mansion in Greenwich with private lake and river
A wooden deck with a table and chairs, overlooking a lake with cherry blossoms and autumn foliage.

17. 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 CA $520
CA $945 total
includes taxes & fees
Nov 16 - Nov 17
Lakefront Escape • Sauna • 1 Hr from NYC• 3 spacious bedrooms
Open concept kitchen

18. 5BR Beach House, Game Room + Huge Backyard

5BR Beach House, Game Room + Huge Backyard
Cove - East Side - Shippan
10.0 out of 10, Exceptional, (27 reviews)
"Very spacious and nicely decorated"
United States
Linda M.
The price is CA $625
CA $1,347 total
includes taxes & fees
Dec 6 - Dec 7
5BR Beach House, Game Room + Huge Backyard
An outdoor brick oven with storage shelves, a covered table, and a welcome mat.

19. Cozy Furnished Ranch! Pet friendly!

Cozy Furnished Ranch! Pet friendly!
Fair Lawn
9.8 out of 10, Exceptional, (9 reviews)
"Charlie was great house was very clean well kept and had all the amenities you can think of place with dog friendly and had a huge backyard that we were allowed to let our dogs roam. This is a hidden gem in Fairlawn, New Jersey. "
United States
Anonymous traveller
The price is CA $477
CA $912 total
includes taxes & fees
Nov 11 - Nov 12
Cozy Furnished Ranch! Pet friendly!
A two-story house with a large front porch, a garage, and a well-maintained lawn.

20. The Victorian Blue 25min to NYC

The Victorian Blue 25min to NYC
North Side
9.8 out of 10, Exceptional, (9 reviews)
"Nice place very spacious and easy access to property. Clean and efficient"
United States
Sarah D.
The price is CA $806
CA $1,470 total
includes taxes & fees
Nov 15 - Nov 16
The Victorian Blue 25min to NYC
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.
View all properties

Learn more about Tarrytown

Sleepy Hollow's headless horseman legend comes alive at Washington Irving's preserved estate, just a short walk from the historic downtown. Stroll along the Hudson River at sunset, then explore Lyndhurst Mansion where Gothic architecture and Jay Gould's gilded-age treasures await visitors.

See all hotels in Tarrytown
A lighthouse, a metal bridge, and calm water at sunset.

Top reviews in Tarrytown

A modern reception area with a wooden reception desk, a blue accent wall, and a large glass door leading to an outdoor seating area.
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

Holiday Inn Express & Suites Hawthorne Elmsford North by IHG
Hawthorne

10/10 Excellent

Room and all around the hotel was cleaned and kept clean throughout my stay. Staff were VERY welcoming and helpful and the free breakfast was a bonus & I can’t forget about their 24hr coffee machine, it is definitely worth the entire stay.
Canada
Kiarra
Reviewed August 6, 2026
Holiday Inn Express & Suites Hawthorne Elmsford North by IHG

Explore a world of travel with Expedia