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Featured Holiday Homes in Ossining

Our top choices for Ossining holiday homes

1 bedroom, iron/ironing board, Internet, bed sheets

"Vert nice property, very nice and accommodating proprietor and staff."

includes taxes & fees

4 Sept - 5 Sept

"We booked the property because our family is growing too large for all of the children and grandchildren to spend the holidays together. The “holiday house” as our 4 year old coined it was the perfect place to spend Christmas and Hanukkah. Large yet cozy and very well appointed. All of our communication with proprietors was prompt and helpful, and they had the driveway salted and plowed within hours of the (very picturesque) snowfall the day before Christmas. I would happily book here again. "

includes taxes & fees

24 Aug - 25 Aug

"Great place great location"

includes taxes & fees

4 Sept - 5 Sept

"Perfect place to rest. Excellent service! "

includes taxes & fees

3 Sept - 4 Sept

includes taxes & fees

8 Sept - 9 Sept

"We thought we rented the entire property, but was half of it. expect a lot of stairs. No bath tubs but two showers. some door knobs and locks need maintenance, but overall nice clean rooms."

includes taxes & fees

4 Sept - 5 Sept

"Looked like this property was recently renovated. Very clean and nice. "

includes taxes & fees

15 Sept - 16 Sept

"Lovely little home in Stamford."

includes taxes & fees

4 Sept - 5 Sept

"Ana has thought of everything! The home was stocked with everything we needed. It made our stay amazing!"

includes taxes & fees

4 Sept - 5 Sept

"I chose this apartment for its location primarily and it was a hit. Since we were traveling and staying for two weeks with a toddler and a new baby I was looking for it to also have an outdoor space, and it was wonderful as seen in the pictures. For personal reasons I had to change my dates a few days before my booking was coming up, the hosts had no problem to accommodate my needs. During our stay, we even had the opportunity to meet the neighbor next door and visit her garden. The neighborhood...

includes taxes & fees

8 Sept - 9 Sept

"Easy booking, arrival, and departure. Very nice home. Very Clean and comfortable. Host was very kind and clear on everything for stay. Will book again!"

includes taxes & fees

10 Sept - 11 Sept

"the home was nice clean if in the area I would stay here again"

includes taxes & fees

24 Aug - 25 Aug

"We had an excellent stay! Our hosts were kind and helpful. The home was modern and very well kept, very clean. I would highly recommend this location and home to anyone traveling in the area."

includes taxes & fees

1 Sept - 2 Sept