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

Lower Lvl Private 2BR/1BA Family/Pet Friendly
Exterior
Lower Lvl Private 2BR/1BA Family/Pet Friendly
10.0 out of 10, Exceptional, (114)
"Peaceful, lovely neighborhood. Easy access to country drives. Quick drive to Stamford station. Helpful host. "
Lower Lvl Private 2BR/1BA Family/Pet Friendly
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
Interior
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
10.0 out of 10, Exceptional, (74)
"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."
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.
Miscellaneous
Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.
10.0 out of 10, Exceptional, (11)
"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. "
The price is SAR 1,589
SAR 3,079 total
includes taxes & fees
18 Nov - 19 Nov
Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.
PureHeart House, Spacious, Peaceful 3bdr House in Yonkers
Living room
PureHeart House, Spacious, Peaceful 3bdr House in Yonkers
9.0 out of 10, Wonderful, (18)
"The floor is slippery, including the stairs, and we had 3 falls because of it (4 middleaged, ambulatory people). Otherwise, in a good neighborhood, clean, very spacious and well stocked with a large kitchen."
PureHeart House, Spacious, Peaceful 3bdr House in Yonkers
Lakeview Estate - Chef's Kitchen - NYC Getaway
Terrace/patio
Lakeview Estate - Chef's Kitchen - NYC Getaway
10.0 out of 10, Exceptional, (23)
"Fantastic place! Beautiful views, lots of room, comfy beds, clean. There was 10 of us and it was a delight. Highly recommend it. "
Lakeview Estate - Chef's Kitchen - NYC Getaway
'The Glabin’: Garrison Gem w/ Deck & Fire Pit!
Garrison Vacation Rental | 2BR | 2.5BA | 1,700 Sq Ft | 1 Step to Enter
'The Glabin’: Garrison Gem w/ Deck & Fire Pit!
10.0 out of 10, Exceptional, (22)
"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!"
'The Glabin’: Garrison Gem w/ Deck & Fire Pit!
Near NYC ~ Fire pit, Game Room, Pet Friendly, King Bed, Modern Luxury
Private kitchen
Near NYC ~ Fire pit, Game Room, Pet Friendly, King Bed, Modern Luxury
9.2 out of 10, Wonderful, (7)
"Super well-appointed house with everything we needed for our stay. Hosts were easy to communicate with and responded very quickly."
Near NYC ~ Fire pit, Game Room, Pet Friendly, King Bed, Modern Luxury
Contemporary Cozy Cottage
Exterior
Contemporary Cozy Cottage
10.0 out of 10, Exceptional, (14)
"Secluded and filled with every conveniece you might desire. We especially appreciated the air fryer for our leftovers!"
The price is SAR 939
SAR 1,412 total
includes taxes & fees
16 Nov - 17 Nov
Contemporary Cozy Cottage
Charming 2 Bed backyard guesthouse close to Peekskill, WestPoint, & trails.
The front door leads to a porch, patio, and small yard.
Charming 2 Bed backyard guesthouse close to Peekskill, WestPoint, & trails.
9.0 out of 10, Wonderful, (23)
"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. "
Charming 2 Bed backyard guesthouse close to Peekskill, WestPoint, & trails.
Private French Country Estate-New Canaan CT-Pool-Film Set-Dec avail
Exterior
Private French Country Estate-New Canaan CT-Pool-Film Set-Dec avail
10.0 out of 10, Exceptional, (34)
"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...
Private French Country Estate-New Canaan CT-Pool-Film Set-Dec avail
Peaceful 5 Bed NY Villa - 30 min from NYC
Living area
Peaceful 5 Bed NY Villa - 30 min from NYC
9.0 out of 10, Wonderful, (6)
"Spacious and cozy home. Would love to come back in the summer to enjoy the yard. Perfect for families."
Peaceful 5 Bed NY Villa - 30 min from NYC
Stylish Beach Home near Stamford Downtown/Beach
Cozy backyard with fire pit and BBQ grill
Stylish Beach Home near Stamford Downtown/Beach
10.0 out of 10, Exceptional, (19)
"Lovely place, great location, had absolutely everything we needed! Would absolutely stay here again. "
The price is SAR 1,142
SAR 2,743 total
includes taxes & fees
19 Nov - 20 Nov
Stylish Beach Home near Stamford Downtown/Beach
Amazing 3BR/3BA! Croton on Hudson!
41
Amazing 3BR/3BA! Croton on Hudson!
7.0 out of 10, Good, (2)
"We found the house pleasant and centrally located"
Amazing 3BR/3BA! Croton on Hudson!
Family-Friendly, Near-NYC Norwalk Retreat
Cozy living room filled with art and entertainment
Family-Friendly, Near-NYC Norwalk Retreat
2.0 star property
10.0 out of 10, Exceptional, (2)
"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. "
The price is SAR 883
SAR 2,171 total
includes taxes & fees
12 Dec - 13 Dec
Family-Friendly, Near-NYC Norwalk Retreat
Spacious 4-BR house in lake community with beach access and swim-in-place spa.
Property grounds
Spacious 4-BR house in lake community with beach access and swim-in-place spa.
2.0 star property
10.0 out of 10, Exceptional, (2)
"Amazing view amazing hot tub very relaxing "
Spacious 4-BR house in lake community with beach access and swim-in-place spa.
Waterfront Lake House. Near NYC and hiking trials. Complimentary kayaks provided
Exterior
Waterfront Lake House. Near NYC and hiking trials. Complimentary kayaks provided
2.0 star property
10.0 out of 10, Exceptional, (2)
"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!"
Waterfront Lake House. Near NYC and hiking trials. Complimentary kayaks provided
Charming 2-bedroom apt with AC and WiFi in lovely Mamaroneck
Private kitchen
Charming 2-bedroom apt with AC and WiFi in lovely Mamaroneck
2.0 star property
8.0 out of 10, Very Good, (2)
"The apartment is on the second floor on a dead end st. It is very clean and spacious with new appliances. Host are lovely couple. I only wish that the second bedroom had a full length mirror or any mirror. The master bedroom has 2 and the other had none. Had to keep going into the other room to use mirror. Had trouble using the TV, finally I had to mirror cast/share screen from my cell phone to the tv in order to watch anything. Overall it was a lovely and will go again. "
Charming 2-bedroom apt with AC and WiFi in lovely Mamaroneck
Cheerful 4 bedrooms residential house.
Exterior
Cheerful 4 bedrooms residential house.
9.8 out of 10, Exceptional, (23)
"Washer downstairs unavailable, thermostat only on request, feather pillows (allergy). Otherwise it was ok with plenty of bedrooms and baths. "
Cheerful 4 bedrooms residential house.
2 mini-bedrooms apartment with antique bathtub.
Private kitchen
2 mini-bedrooms apartment with antique bathtub.
10.0 out of 10, Exceptional, (18)
"Conveniently located to small downtown area & train into NYC. "
2 mini-bedrooms apartment with antique bathtub.
Charming Direct Waterfront Home w/Panoramic Views and Hot Tub on Candlewood Lake
Sunset on the lake.
Charming Direct Waterfront Home w/Panoramic Views and Hot Tub on Candlewood Lake
10.0 out of 10, Exceptional, (105)
"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. "
Charming Direct Waterfront Home w/Panoramic Views and Hot Tub on Candlewood Lake
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 Pound Ridge

Historic Pound Ridge Cottage, 2 Beds, Fully Furnished
Exterior
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
Stamford Suites
Property amenity
Stamford Suites
2.5 star property
6.8 out of 10, (764)
"The room was nice and clean. The staff was friendly and there are lots of food choices near by. "
The price is SAR 540
SAR 604 total
includes taxes & fees
26 Nov - 27 Nov
Stamford Suites
DUNE Fairfield Beach
Room
DUNE Fairfield Beach
3.0 star property
9.0 out of 10, Wonderful, (41)
"The property is generally old, but it was a nice renovation. Of the room. "
The price is SAR 958
SAR 1,448 total
includes taxes & fees
21 Nov - 22 Nov
DUNE Fairfield Beach
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.