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Compare 43 Cottages in Ossining with updated reviews, rates, and availability.

Cozy Countryside Cottage with Spa/Fireplace//Enclosed Yard/Fire Pits
Property grounds
Cozy Countryside Cottage with Spa/Fireplace//Enclosed Yard/Fire Pits
9.6 out of 10, Exceptional, 35 reviews
"Three nights here as we toured the area. Check in was easy. We were able to access the VRBO app 30 minutes prior to our arrival. By the time we reached the driveway, Ruben had sent the access code.The road to the house is gravel and only wide enough for one car. We were glad we had arrived during the day.The house has an antique store vibe. Lots of books for a rainy day activity. FYI, the photos on the listing are a bit different from what we saw in the rooms. The dining table is larger with...
Cozy Countryside Cottage with Spa/Fireplace//Enclosed Yard/Fire Pits
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, 7 reviews
"Nuery was attentive and wonderful! Thank you for your thoughtful flowers. The listing could have been more descriptive regarding the separation between the large bedroom and full bath from the rest of the house. Too many air fresheners! The kitchen is dark, needs brighter light bulbs. Those are my suggestions. Otherwise the house is gorgeous and it was a great place to stay!"
Putnam Valley Vacation Rental: Patio & Lake Views!
Historic Cornwall-On-Hudson Cottage w/ Deck!
Exterior
Historic Cornwall-On-Hudson Cottage w/ Deck!
10.0 out of 10, Exceptional, 9 reviews
"This was our best experience with a VRBO. The posted photos are excellent but, yet the home still exceeded expectations. The hosts were friendly and welcoming. We felt right at home. Great location in Cornwall. We highly recommend and will be staying here again in the future!"
Historic Cornwall-On-Hudson Cottage w/ Deck!
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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, 96 reviews
"Comfortable apartment with a phenomenal view! The space could use a deep clean and some decluttering, but that view!!! Did I mention that the view was A-mazing?!?"
The price is $204
$284 total
includes taxes & fees
Jun 10 - Jun 11
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
Dreamy Hudson Valley Cottage w/ State Park Views
TV, fireplace, books
Dreamy Hudson Valley Cottage w/ State Park Views
10.0 out of 10, Exceptional, 4 reviews
"This was a wonderful stay. Everything was as expected. Great communication with the host. Perfect spot for us and our best fur buddy while in the area visiting family. Super quiet and peaceful!"
Dreamy Hudson Valley Cottage w/ State Park Views
Historic Pound Ridge Cottage, 2 Beds, Fully Furnished
Smart TV, computer monitors, printers
Historic Pound Ridge Cottage, 2 Beds, Fully Furnished
10.0 out of 10, Exceptional, 2 reviews
"John was a fantastic host - his home was the perfect solution for us for a few days while we were in the process of moving to the area and our home wasn't ready yet. Great communication with us prior to check-in, very responsive to our questions and needs at the beginning and throughout our stay. Home is as pictured in the photos with very nice touches throughout. Washer/dryer and dishwasher in great working condition. Location super close to Scotts Corners where there are nice local...
Historic Pound Ridge Cottage, 2 Beds, Fully Furnished
Cozy Rustic Getaway w/ HBO, Porch & Grill Near Lake
Fridge, microwave, oven, stovetop
Cozy Rustic Getaway w/ HBO, Porch & Grill Near Lake
9.8 out of 10, Exceptional, 10 reviews
"This property is a serene location in the Hudson Highlands that has convenience and good proximity to stores & multiple communities in the area. This home had everything we were looking for and was very comfortable for us. Our host was great too!"
Cozy Rustic Getaway w/ HBO, Porch & Grill Near Lake
Beautiful Cottage in Hudson Valley w/Pool & Views
Smart TV, fireplace
Beautiful Cottage in Hudson Valley w/Pool & Views
9.8 out of 10, Exceptional, 8 reviews
"This house is amazing! Has practically every amenity you'd need. Gorgeous, clean, comfortable, and very inviting. Check-in was a breeze. I can't wait to come back!"
The price is $305
$703 total
includes taxes & fees
Jun 19 - Jun 20
Beautiful Cottage in Hudson Valley w/Pool & Views
Second floor cottage apartment located in a private community.
Fridge, microwave, oven, stovetop
Second floor cottage apartment located in a private community.
10.0 out of 10, Exceptional, 11 reviews
"This was a great property - location was perfect and the hosts were so easy to communicate with. It was exactly as pictured and was a great stay!"
Second floor cottage apartment located in a private community.
Adirondacks in Westchester
Pool
Adirondacks in Westchester
10.0 out of 10, Exceptional, 1 review
"This location is gorgeous! I could just sit on the porch all day and look out at the trees, stream, and lake. It was a perfect get away from 2 days."
Adirondacks in Westchester
Lakefront Brewster Vacation Rental w/ Private Dock
TV, fireplace, books
Lakefront Brewster Vacation Rental w/ Private Dock
Lakefront Brewster Vacation Rental w/ Private Dock
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 review
"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
South Salem Vacation Rental w/ Furnished Deck!
Interior
South Salem Vacation Rental w/ Furnished Deck!
10.0 out of 10, Exceptional, 1 review
"Everything was easy and fine at the space. I had to stay for family reasons - so "location" was the most important factor to me. The worst thing in the unit is that the spiral stair is narrow - and a fat person or person with bad knees is NOT going to be using that stairwell easily. Otherwise, the unit had everything I needed and was perfectly appointed for an easy weekend stay. Enjoy!"
South Salem Vacation Rental w/ Furnished Deck!
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 review
"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
Putnam Valley Vacation Rental: Patio & Lake Views!
Interior
Putnam Valley Vacation Rental: Patio & Lake Views!
3.0 star property
Putnam Valley Vacation Rental: Patio & Lake Views!
Historic Cornwall-on-hudson Cottage w/ Deck!
Interior
Historic Cornwall-on-hudson Cottage w/ Deck!
3.5 star property
Historic Cornwall-on-hudson Cottage w/ Deck!
Bright Cornwall-on-hudson Vacation Rental!
Interior
Bright Cornwall-on-hudson Vacation Rental!
3.0 star property
Bright Cornwall-on-hudson Vacation Rental!
The Carriage House-Cozy Hide-Away near West Point
Fridge, microwave, oven, stovetop
The Carriage House-Cozy Hide-Away near West Point
10.0 out of 10, Exceptional, 1 review
"This wonderful cottage has every amenity a traveler could want.. A beautiful modern kitchen, electric fireplace, lots of LED lighting, ample seating, extremely comfortable bed/pillows, and a huge smart tv. The neighborhood is gorgeous, and the property is located near many places worth visiting. Bear Mountain State Park, and the Storm King Art Center, just to name a few. We loved every minute we spent there. Catherine was a wonderful host who was always available to answer questions. We would...
The Carriage House-Cozy Hide-Away near West Point
Lakefront Brewster Vacation Rental w/ Private Dock
Interior
Lakefront Brewster Vacation Rental w/ Private Dock
3.0 star property
Lakefront Brewster Vacation Rental w/ Private Dock
Updated Home w/ Patio Half Mile to West Point
Interior
Updated Home w/ Patio Half Mile to West Point
3.0 star property
Updated Home w/ Patio Half Mile to West Point
Don't see what you're looking for?
See all available properties in Ossining
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.

Other property types in Ossining

Stamford Suites
Exterior
Stamford Suites
2.5 star property
6.8 out of 10, 719 reviews
"Inside the room in the hotel was very good and clean , We like to live here ."
The price is $203
$234 total
includes taxes & fees
Jun 14 - Jun 15
Stamford Suites
Waterfront Retreat Center for Health & Wellness
Exterior
Waterfront Retreat Center for Health & Wellness
9.6 out of 10, Exceptional, 50 reviews
"We stayed at the New Dawn for a Memorial Service. The setting on the water was so peaceful and private, yet easy access for those of us traveling by public transportation from Manhattan and La Guardia airport. We had chairs lined up facing the water for a Celebration of Life Ceremony. The whole downstairs layout was just wonderful with indoor and outdoor areas for people to gather, sharing memories and grief. Food platters from Costco were easily arranged and the weather was perfect. It was so...
Waterfront Retreat Center for Health & Wellness
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, 96 reviews
"Comfortable apartment with a phenomenal view! The space could use a deep clean and some decluttering, but that view!!! Did I mention that the view was A-mazing?!?"
The price is $204
$284 total
includes taxes & fees
Jun 10 - Jun 11
Serene Mountain Top Views overlooking Hudson River and Surrounding Highlands
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.

Ossining Cottages information

Number of reviews
163
Accommodation
43 Cottages
Lowest Price
$204
Highest Price
$305

Frequently asked questions

Why book your cottage in Ossining with Expedia?
Expedia has some wonderful cottages in Ossining, so get ready for an unforgettable vacay on nature’s doorstep. If you’re sticking to a budget, click on how much you want to spend and the star rating of your property. Or, use our handy filters to search for cottages with a pool or a kitchen. We’ll help you find the right digs whatever your getaway looks like.
How can I find cheap cottages in Ossining?
A wonderful way to locate cheap cottages in Ossining is with Expedia’s handy filter tool. Narrow your search results by budget, star rating and amenities to take advantage of awesome prices in a few clicks.
What is there to do in Ossining near my cottage?
There are tons of terrific things to see and do in Ossining. Check out leading attractions like Franklin D. Roosevelt State Park, Paramount Hudson Valley Theater and Nyack Beach State Park. Rockefeller Archive Center, Westchester Broadway Theatre and Peekskill Museum are also visited by many.

Recent reviews of Ossining hotels
Expedia verified reviews

Comfort Inn Paramus - Hackensack

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5/5 Excellent
"Friendly and dedicated staff!"
A verified traveler stayed at Comfort Inn Paramus - Hackensack
Posted 18 hours ago
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