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Compare 300 Vacation Homes in Pound Ridge with updated reviews, rates, and availability.

"Peaceful, lovely neighborhood. Easy access to country drives. Quick drive to Stamford station. Helpful host. "

"This place was a great place for us to stay on our vacation. Secluded outside of the city, and a short drive down a gravel road, it really feels that you're lost in the woods, but in a good way. If you're up to visit the Gunks, Angry Orchard, the Hudson river, love the beauty of the outdoors, and have other family or friends to visit in the area, definitely consider this home. Host was very responsive and had everything ready for us."

"This property was even more beautiful than it appeared in the photos. The wooded backyard was also spacious and lovely. We were so happy with the view of the lake and how peaceful the space was. The owners are easy to communicate with and prompt to respond. We will absolutely be going back. "

AED 3,052 total

includes taxes & fees

25 Nov - 26 Nov

"Great space. Clean sheets and towels. Wonderful shower. Great balcony I highly recommend!"

"Fantastic place! Beautiful views, lots of room, comfy beds, clean. There was 10 of us and it was a delight. Highly recommend it. "

Garrison Vacation Rental | 2BR | 2.5BA | 1,700 Sq Ft | 1 Step to Enter

"House was beautifully furnished with lovely touches of art work and lovely succulent plants. The hot tub was a great touch, and we enjoyed it every morning. The children loved exploring the property. Thank you!"

"Great place for a group of friends to use as homebase for some shows at the Capitol Theater. "

"Secluded and filled with every conveniece you might desire. We especially appreciated the air fryer for our leftovers!"

AED 1,385 total

includes taxes & fees

24 Nov - 25 Nov

The front door leads to a porch, patio, and small yard.

"The home was very clean and had everything we needed - snacks games and a cute patio. The internet was iffy and never worked to stream on the bedroom tv. They came and checked it , but it didn’t improve. The host was very responsive and offered to ship an item our daughter left. We would rent again. "

"Our stay at Gersende's property was delightful. We had seven friends together for a wedding and this house and property served as a much appreciated comfortable and peaceful retreat. The pool was lovely, the kitchen was well-stocked and functional and the homes quirks and charm grew on us a little more each day. We walked to GrayBarns Mercantile every morning for coffee and it was a quick drive from the grocery as well as the PJ Glass House. Gersende was kind, easy to reach and incredibly...

"Spacious and cozy home. Would love to come back in the summer to enjoy the yard. Perfect for families."

Cozy backyard with fire pit and BBQ grill

"Lovely place, great location, had absolutely everything we needed! Would absolutely stay here again. "

AED 5,880 total

includes taxes & fees

24 Nov - 25 Nov

"We found the house pleasant and centrally located"

Cozy living room filled with art and entertainment

"Met all of our expectations, made a very enjoyable stay with 2 little ones. Host was accommodating and went above and beyond to support our needs. "

AED 2,237 total

includes taxes & fees

9 Dec - 10 Dec

"Amazing view amazing hot tub very relaxing "

"This beautiful lake house was just as pictured! Great location with waterfront access and fun water crafts provided by owner. Brian was a pleasure to work with and answered all my questions immediately, also gave restaurant recommendations. We will be staying again!"

"This apartment was perfect for our long weekend! Very quiet place and neighborhood, with easy walk to the train and deli. Hosts were very good with communication!"

"Washer downstairs unavailable, thermostat only on request, feather pillows (allergy). Otherwise it was ok with plenty of bedrooms and baths. "

"Conveniently located to small downtown area & train into NYC. "

"The title says it all really. The house is as well equipped as your home, superbly comfortable, has glorious views East over the lake, has space for everyone and was just a delight to stay in. Lisa is so repsonsive, thoughtful and kind, which just adds to the warmth of feeling and quality of experience. Thank you very much indeed. "

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Other property types in Pound Ridge

"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...