Holiday Homes in Ossining

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Check prices for these dates

In two weeks
27 Mar - 29 Mar
In two months
8 May - 10 May
In three months
5 Jun - 7 Jun
In four months
3 Jul - 5 Jul

Our top choices for Ossining holiday homes

Outdoor banquet area

Holiday Home in Ossining

Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
9.2 out of 10, Wonderful, (7 reviews)
"Super fun location! Host was very helpful. The house is very comfortable for large groups "
United States
natalie l.
The price is NZ$1,507
includes taxes & fees
15 Mar - 16 Mar
Castle Retreat w/ Pool, BBQ, Game Room & Pets OK!
Villa

Holiday Home in Ossining

Westchester Winter - Fireplace Events Pet Friendly
2.0 star property
The price is NZ$1,738
includes taxes & fees
15 Mar - 16 Mar
Westchester Winter - Fireplace Events Pet Friendly
Property grounds

Holiday Home in Greenwich

2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
9.8 out of 10, Exceptional, (27 reviews)
"Beautiful space, excellent communication from the hosts. Would stay again!"
United States
Crystal
The price is NZ$463
includes taxes & fees
13 Mar - 14 Mar
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
TV, fireplace

Holiday Home in Carmel Hamlet

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
9.8 out of 10, Exceptional, (13 reviews)
"We loved the cleanliness, the location near the lake and the neighborhood restaurant, The Great Blue Heron."
United States
Hannah P.
The price is NZ$588
includes taxes & fees
23 Mar - 24 Mar
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Terrace/patio

Holiday Home in Southeast Yonkers

Nice Cozy Room By Empire City Casino And Cross County Shopping Center
8.2 out of 10, Very good, (18 reviews)
"Great location"
United States
Jordan S.
The price is NZ$229
includes taxes & fees
22 Mar - 23 Mar
Nice Cozy Room By Empire City Casino And Cross County Shopping Center
Living area

Holiday Home in Lincoln Park

Cheerful Home in Yonkers NY
7.6 out of 10, Good, (4 reviews)
"Nice neighborhood,open concept.Hreat space for my entire family.Kitchen big and spacious. Beds are huge. Definitely will stay here again."
United States
Tanya J.
The price is NZ$978
includes taxes & fees
13 Mar - 14 Mar
Cheerful Home in Yonkers NY
Terrace/patio

Holiday Home in Highland Falls

House on the Babbling Brook- Quiet 2BR + King Bed!
10.0 out of 10, Exceptional, (6 reviews)
"Good stay, awesome place"
United States
Scott G.
The price is NZ$607
includes taxes & fees
17 Mar - 18 Mar
House on the Babbling Brook- Quiet 2BR + King Bed!
3 bedrooms, desk, iron/ironing board, free WiFi

Holiday Home in Highland Falls

Sleek Escape: Modern 3 BR- 4 Min from West Point !
9.8 out of 10, Exceptional, (6 reviews)
"Looked like this property was recently renovated. Very clean and nice. "
United States
Ellie M.
The price is NZ$742
includes taxes & fees
17 Mar - 18 Mar
Sleek Escape: Modern 3 BR- 4 Min from West Point !
Interior

Holiday Home in Highland Falls

Lovely 3BR Home with parking-Walk to WP Gate!
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 NZ$547
includes taxes & fees
23 Mar - 24 Mar
Lovely 3BR Home with parking-Walk to WP Gate!
Fridge, microwave, oven, stovetop

Holiday Home in Lake Peekskill

Contemporary Cozy Cottage
10.0 out of 10, Exceptional, (31 reviews)
"Very clean comfortable quiet place"
United States
Mauro C.
The price is NZ$764
includes taxes & fees
1 Apr - 2 Apr
Contemporary Cozy Cottage
TV, fireplace, books, offices

Holiday Home in Cove - East Side - Shippan

New Beach Home near Stamford Downtown/Shippan
10.0 out of 10, Exceptional, (24 reviews)
"Great stay!"
United States
Kyra S.
New Beach Home near Stamford Downtown/Shippan
Property grounds

Holiday Home in Highland Falls

3BR West Point Retreat-3min to Back Gate+ King Bed
8.0 out of 10, Very good, (6 reviews)
"Excellent host, house is very clean. The queen and king beds are comfortable. The sound of the brook is relaxing. "
United States
Penny D.
The price is NZ$806
includes taxes & fees
25 Mar - 26 Mar
3BR West Point Retreat-3min to Back Gate+ King Bed
Exterior detail

Holiday Home in Highland Falls

Fabulous 3bdrm Home w/parking!
9.2 out of 10, Wonderful, (5 reviews)
"Clean home, conveniently located to West Point. Very comfortable beds. "
United States
Danielle B.
The price is NZ$539
includes taxes & fees
8 Apr - 9 Apr
Fabulous 3bdrm Home w/parking!
Property grounds

Holiday Home in Cornwall

3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King
10.0 out of 10, Exceptional, (6 reviews)
The price is NZ$666
includes taxes & fees
17 Mar - 18 Mar
3 Bedroom Dream: Hudson Valley views, Woodbury Commons, West Point & Storm King
WiFi, bed sheets

Holiday Home in Lincoln Park

Cozy 1-bedroom house in beautiful Yonkers with AC
The price is NZ$469
includes taxes & fees
29 Mar - 30 Mar
Cozy 1-bedroom house in beautiful Yonkers with AC
Smart TV, fireplace, video games, DVD player

Holiday Home in Carmel Hamlet

Beautiful Escape! Hudson Valley House. 90min from NYC & 30min from Beacon.
10.0 out of 10, Exceptional, (19 reviews)
"Lovely house with all the amenities. We had a wonderful time."
United States
Diana P.
The price is NZ$1,585
includes taxes & fees
13 Mar - 14 Mar
Beautiful Escape! Hudson Valley House. 90min from NYC & 30min from Beacon.
Living area

Holiday Home in Bryn Mawr

Luxury 3 BR Near NYC with Easy Parking
2.0 star property
The price is NZ$982
includes taxes & fees
13 Mar - 14 Mar
Luxury 3 BR Near NYC with Easy Parking
Interior

Holiday Home in Cove - East Side - Shippan

Waterview House Walking Distance from Cove Beach
9.2 out of 10, Wonderful, (22 reviews)
"Great location for visiting Stamford, right on the water, a short walk from the beach, a short drive from the ShopRite. Liked the pool table. Excellent kitchen. Backyard seemed very nice but didn't use it due to weather. Easily parks 5 cars, and off-season (Oct-Apr) there is parking at the beach nearby."
United States
Eric K.
The price is NZ$1,687
includes taxes & fees
1 Apr - 2 Apr
Waterview House Walking Distance from Cove Beach
Fridge, microwave, oven, stovetop

Holiday Home in Cove - East Side - Shippan

Stylish Beach Home near Stamford Downtown/Beach
10.0 out of 10, Exceptional, (25 reviews)
"A very nice house, with excellent service and an unbeatable location. We had a great time."
Mexico
Armando V.
Stylish Beach Home near Stamford Downtown/Beach
Property grounds

Holiday Home in Tuckahoe

Comfortable 1 family home in Tuckahoe that's near train
The price is NZ$1,173
includes taxes & fees
13 Mar - 14 Mar
Comfortable 1 family home in Tuckahoe that's near train
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 Ossining Hotel Reviews

LIV Hotel Bronx - Newly Built

LIV Hotel Bronx - Newly Built

10/10 Excellent
"Good customer service "
Harold 1-night trip
Posted 12 hours ago
LIV Hotel Bronx - Newly Built

Find out more about Ossining

Ossining Holiday Homes information

Number of reviews
226
Accommodation
325 Holiday Homes
Lowest Price
NZ$229
Highest Price
NZ$1,738