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Check prices for these dates

Next weekend
4 Apr - 6 Apr
In two weeks
11 Apr - 13 Apr
In one month
25 Apr - 27 Apr
In two months
23 May - 25 May

Compare 49 Cottages in Ossining with updated reviews, rates, and availability.

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Property grounds

Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands

9.8 out of 10, Exceptional, (108)
"Awesome "
The price is AED 624
AED 900 total
includes taxes & fees
31 Mar - 1 Apr
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Trendy 1 bedroom +loft apartment w/ parking
Smart TV

Trendy 1 bedroom +loft apartment w/ parking

10.0 out of 10, Exceptional, (8)
"We really enjoyed this place and location. Everything as advertised. Clean, safe area with great parking, convenient to 95 and all of Stamford, comfortable bed, W/D steps away. "
Trendy 1 bedroom +loft apartment w/ parking
Cos Cob Cottage- Full Kitchen, Pet Friendly
Miscellaneous

Cos Cob Cottage- Full Kitchen, Pet Friendly

10.0 out of 10, Exceptional, (2)
"2 night stay over Thanksgiving holiday. Cozy Cottage was just lovely. Fully applianced and stocked kitchen. Large bathroom-super soft towels. King size bed was comfy and cozy. Living room was perfect for relaxing. Rules clearly communicated. Owners were very helpful and responsive. Driveway a little tricky to maneuver when parking spots are occupied. Safe location…. Good walking and exploring in the area "
Cos Cob Cottage- Full Kitchen, Pet Friendly
Historic 1800's Cornwall-On-Hudson Cottage!
Outdoor dining

Historic 1800's Cornwall-On-Hudson Cottage!

10.0 out of 10, Exceptional, (22)
"Best VRBO OUR FAMILY HAS RENTED .ABSOLUTELY PERFECT, THOUGHTFUL AND SUPER CLEAN,"
Historic 1800's Cornwall-On-Hudson Cottage!
Putnam Valley Vacation Rental: Patio & Lake Views!
Cottage (3 Bedrooms) | Private kitchen | Microwave, oven, stovetop, blender

Putnam Valley Vacation Rental: Patio & Lake Views!

3.0 star property
Putnam Valley Vacation Rental: Patio & Lake Views!
Beautiful Cottage in Hudson Valley w/Pool & Views
Smart TV, fireplace

Beautiful Cottage in Hudson Valley w/Pool & Views

10.0 out of 10, Exceptional, (11)
"The house was beautifully decorated and furnished well. We enjoyed the large kitchen. The host responded to questions quickly and well. It is a beautiful region. Views were lovely, and roads and driveway were scraped of snow before we had time to think about it. "
The price is AED 915
AED 2,340 total
includes taxes & fees
27 Mar - 28 Mar
Beautiful Cottage in Hudson Valley w/Pool & Views
Charming 2 Bedroom Cottage in Peaceful New Canaan
Property grounds

Charming 2 Bedroom Cottage in Peaceful New Canaan

2.0 star property
10.0 out of 10, Exceptional, (2)
"We had a wonderful Christmas getaway with family at the “Ice Cream Cottage”. It is much more spacious than it looks on the outside.It was clean and had everything we needed. Host was attentive to any questions we had.The fenced in yard was great for our “fur baby” to run around."
Charming 2 Bedroom Cottage in Peaceful New Canaan
South Salem Vacation Rental w/ Furnished Deck!
Miscellaneous

South Salem Vacation Rental w/ Furnished Deck!

10.0 out of 10, Exceptional, (2)
"This was the second time I stayed at this property and really do love it. It is close enough to my family in Ridgefield for me to fee like I am just around the corner, while being in a quiet, peaceful private property. The setup was perfect for myself and my mom, but could also accommodate a larger group. It isn’t a big space, but had everything that we needed. I would highly recommend this property and will definitely be looking to stay here again on another visit. Thank you!"
South Salem Vacation Rental w/ Furnished Deck!
Lakefront Brewster Vacation Rental w/ Private Dock
TV, fireplace, books

Lakefront Brewster Vacation Rental w/ Private Dock

10.0 out of 10, Exceptional, (4)
"Felt relaxed from first step in the door! Wonderful view, comfortable beds, helpful management, great kitchen! Loved the heated tile floor in main bath! Lots of birds to enjoy with books and binoculars for identifying. "
Lakefront Brewster Vacation Rental w/ Private Dock
Dreamy Hudson Valley Cottage w/ State Park Views
TV, fireplace, books

Dreamy Hudson Valley Cottage w/ State Park Views

9.8 out of 10, Exceptional, (12)
"We loved our two nights at this perfect, comfortable cottage in the Garrison woods. Communication with Ashley was terrific, very prompt and welcoming. The house was very clean and we had a great view. Thank you for a great stay! "
Dreamy Hudson Valley Cottage w/ State Park Views
Putnam Valley Vacation Rental: Patio & Lake Views!
Fridge, microwave, stovetop, coffee/tea maker

Putnam Valley Vacation Rental: Patio & Lake Views!

9.8 out of 10, Exceptional, (12)
"Stayed for a couple of nights whilst visiting our daughter….. greedy place. Thanks "
Putnam Valley Vacation Rental: Patio & Lake Views!
This cottage is a 2 bedroom(s), 1 bathrooms, located in Putnam Valley, NY.
Fridge, microwave, oven, stovetop

This cottage is a 2 bedroom(s), 1 bathrooms, located in Putnam Valley, NY.

9.8 out of 10, Exceptional, (17)
"The cottage was perfect for our weekend trip to visit our son at West Point. A picturesque drive to West Point, the cottage was so cute and was full of thoughtful amenities. Had we had the time to cook, the kitchen was stocked with spices, condiments, and cooking oils to make it easy to do so. The complimentary coffee was perfect as we arrived late and the stores were closed. The host was easy to contact and so kind and thoughtful. We will definitely book again. "
The price is AED 575
AED 1,513 total
includes taxes & fees
9 Apr - 10 Apr
This cottage is a 2 bedroom(s), 1 bathrooms, located in Putnam Valley, NY.
Second floor cottage apartment located in a private community.
Miscellaneous

Second floor cottage apartment located in a private community.

9.6 out of 10, Exceptional, (14)
"What a lovely apartment hidden away on a private street. It is very clean and well-kept, and extra attention is given to making sure guests have what they need. Communication with hosts was easy and straightforward. We were very pleased with our stay. "
Second floor cottage apartment located in a private community.
Ridgefield Cottage: Walk to Town & Movie Theater!
Fridge, microwave, stovetop, coffee/tea maker

Ridgefield Cottage: Walk to Town & Movie Theater!

Ridgefield Cottage: Walk to Town & Movie Theater!
Charming Mamaroneck Home ~ 22 Mi to Manhattan
Interior

Charming Mamaroneck Home ~ 22 Mi to Manhattan

3.0 star property
6.0 out of 10, (1)
"Great quiet neighborhood, but this is only part of the home (1st floor, basement, and part of the 2nd floor) and the people upstairs are stepping loudly late into the night. The 3rd bathroom is in the basement with no shower curtain and a shower head that must be held during your entire shower. It was the 1 room that was actually dirty and I cleaned it before we used it. Internet info was inaccurate but provided when we requested. TV instructions lacking. Plenty of room for hanging out and...
Charming Mamaroneck Home ~ 22 Mi to Manhattan
Historic Pound Ridge Cottage, 2 Beds, Fully Furnished
Smart TV, computer monitors, printers

Historic Pound Ridge Cottage, 2 Beds, Fully Furnished

9.4 out of 10, Exceptional, (3)
"I spent 2 serene weeks here and hope to return some day! With modern creature comforts in the kitchen, the rest of this home is very rustic. If you are looking for peace and quiet, and are into drawing, cooking or reading books to the sounds of trees rustling and water flowing across the street, you will be in heaven here. For summer months, note that there is only a small portable AC unit in the sunroom. There are several fans and it was manageable in early summer, but I imagine it is quite...
Historic Pound Ridge Cottage, 2 Beds, Fully Furnished
Dreamy Hudson Valley Cottage w/ State Park Views
Interior

Dreamy Hudson Valley Cottage w/ State Park Views

3.0 star property
10.0 out of 10, Exceptional, (1)
"The house was amazing with great amenities. The kitchen was stocked with all the utensils and cutlery. The patio was a good addition. Overall great stay! "
Dreamy Hudson Valley Cottage w/ State Park Views
Hudson River Views + Firepit, Patio, Dog Run, Game Room Stone Manor
House (4 Bedrooms) | Interior

Hudson River Views + Firepit, Patio, Dog Run, Game Room Stone Manor

3.0 star property
Hudson River Views + Firepit, Patio, Dog Run, Game Room Stone Manor
Bright Cornwall-on-hudson Vacation Rental!
House (3 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Bright Cornwall-on-hudson Vacation Rental!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Very nice property, very comfortable, close to multiple sightseeing location including bear mountain."
Bright Cornwall-on-hudson Vacation Rental!
Historic 1800's Cornwall-on-hudson Cottage!
Interior

Historic 1800's Cornwall-on-hudson Cottage!

3.0 star property
Historic 1800's Cornwall-on-hudson Cottage!
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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Other property types in Ossining

Global Luxury Suites White Plains
Reception

Global Luxury Suites White Plains

3.5 star property
6.6 out of 10, (30)
"Great location, friendly people, great apartment "
Global Luxury Suites White Plains
Luxury Apartments by Hyatus at The Asher
Lounge

Luxury Apartments by Hyatus at The Asher

4.5 star property
10.0 out of 10, Exceptional, (15)
"The apartment was amazing. It was spacious, clean, incredibly comfy bed (although it made early mornings a problem!). The check in process was really easy. I also love the fact there is a huge washer and dryer so was able to do some washing mid-stay and not have to fill my suitcase up too much. The Gym was great and not too busy so was able to use the equipment I wanted to. I had a question one evening and emailed Hyatus expecting an answer the next day and they came back with a very helpful...
Luxury Apartments by Hyatus at The Asher
Stamford Suites
Exterior

Stamford Suites

3.0 star property
5.6 out of 10, (23)
"Room was very spacious "
The price is AED 585
AED 673 total
includes taxes & fees
30 Mar - 31 Mar
Stamford Suites
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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