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Top Cities in Westchester County

Featured Cottages in Westchester County

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!

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

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

Ossining Vacation Rental Near River, Trails & Mta!

3.0 star property
Ossining Vacation Rental Near River, Trails & Mta!

3 Mi to Downtown: Spacious White Plains Home

3.0 star property
3 Mi to Downtown: Spacious White Plains Home

2BDRM COTTAGE IN PLEASANTVILLE

2BDRM COTTAGE IN PLEASANTVILLE

Lovely cottage, ideal location

Lovely cottage, ideal location

Spacious Mount Kisco Home < 1 Mi to Downtown!

3.0 star property
Spacious Mount Kisco Home < 1 Mi to Downtown!

Adorable Cottage NY minutes from train to city

Adorable Cottage NY minutes from train to city

South Salem Vacation Rental w/ Furnished Deck!

3.0 star property
South Salem Vacation Rental w/ Furnished Deck!
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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Frequently asked questions

Why book your cottage in Westchester County with Expedia?
Expedia has some wonderful cottages in Westchester County, so start planning for an unforgettable stay on nature’s doorstep. If you have a budget, choose how much you’re willing to spend and the preferred star rating of your property. Or, make your way to the filters to search for cottages with free WiFi or a pool. We’ll help you find the right place whatever your trip looks like.
How can I find cheap cottages in Westchester County?
Expedia can help you look for cheap cottages in Westchester County. To discover your ideal stay in a matter of clicks, simply use our handy filter tool to refine your search results by amenities, star rating and budget.
What is there to do in Westchester County near my cottage?
Whether you’re a fan of arts, culture, shopping or dining, Westchester County is one place where it’s difficult to be bored! The top city of Yonkers boasts loads of attractions and experiences, including Hudson River Museum, Empire City Casino and Untermyer Gardens Conservancy. If you’re headed to Ossining, Ossining Historical Society, Sing Sing Correctional Facility and Louis Engel Waterfront Park are must-do’s.