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Compare 311 Vacation Homes in Pound Ridge with updated reviews, rates, and availability.

Lower Lvl Private 2BR/1BA Family/Pet Friendly

10.0 out of 10, Exceptional, (115)
"Enjoyed the theater room and the comfortable bed"
Lower Lvl Private 2BR/1BA Family/Pet Friendly

Family XMas Bliss: Tree, Cozy Fireplace & Hot Cocoa

10.0 out of 10, Exceptional, (10)
"This home is charming and what a surprise to see a Christmas tree set up! Our family spent Thanksgiving at this perfectly updated home. The home was very clean, functional and the kitchen was well stocked. I would not hesitate to recommend this home."
The price is SAR 665
SAR 1,743 total
includes taxes & fees
19 Dec - 20 Dec
Family XMas Bliss: Tree, Cozy Fireplace & Hot Cocoa

Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

10.0 out of 10, Exceptional, (75)
"We loved our stay. It was great for a family Thanksgiving"
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

Cheerful 4 bedrooms residential house.

9.8 out of 10, Exceptional, (25)
"Great communication and accommodations from the host. We were in town for a concert and the location couldn't have been better! Would recommend this stay for anyone looking within the area."
Cheerful 4 bedrooms residential house.

Near NYC ~ Fire pit, Game Room, Pet Friendly, King Bed, Modern Luxury

9.4 out of 10, Exceptional, (8)
"Great place for a group of friends to use as homebase for some shows at the Capitol Theater. "
Near NYC ~ Fire pit, Game Room, Pet Friendly, King Bed, Modern Luxury

Waterview House Walking Distance from Cove Beach

8.8 out of 10, Excellent, (15)
"We enjoyed the property very much. The view of the water was beautiful! The foos ball sets and pool tables were great additions and kept the kids (and adults😉) happily occupied. The third floor also provided a great place for the kids to “hang out”. Having a TV in each bedroom and the living room was nice. We needed a few things like additional hangers and dish towels and Elena was great about providing new ones very promptly! The kitchen accommodated our cooking needs well. Beds were...
The price is SAR 1,338
SAR 3,058 total
includes taxes & fees
23 Dec - 24 Dec
Waterview House Walking Distance from Cove Beach

ZEN HOUSE Historic Sculptor Studio creator or Mount Rushmore midcentury home

10.0 out of 10, Exceptional, (24)
"Pre-stay communication was excellent, with our host contacting me with suggestions for outings (I asked). Our host met us, gave us a tour of the property - not just the living space but the grounds, too. The house is cozy, well thought out and has small touches like a deck of cards (in case you have a couple of minutes of downtime), a beautiful tea set with a variety of delicious teas to use. The house is thoughtfully decorated, the couch and bed are comfortable and there is plenty of space for...
ZEN HOUSE Historic Sculptor Studio creator or Mount Rushmore midcentury home

'The Glabin’: Garrison Gem w/ Deck & Fire Pit!

10.0 out of 10, Exceptional, (24)
"Would stay here again "
'The Glabin’: Garrison Gem w/ Deck & Fire Pit!

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!

NEW Candlewood Lake 4BR 2BA Direct Waterfront Home Dock~Fire Pit~Winter Special!

10.0 out of 10, Exceptional, (5)
"This place is amazing!! The house had everything we needed and more. We really enjoyed our stay and also be able to host some of our family in the area was precious. My daughters rented equipment for the babies which worked out well. The house is very spacious and 5 adults and 3 children fit nicely. Very highly recommend. The pier was fun to hang out on but due to weather we were to enjoy the lake as much. Easy to find, and owners were very responsive. "
NEW Candlewood Lake 4BR 2BA Direct Waterfront Home Dock~Fire Pit~Winter Special!

The Candlewood Lake Retreat - Private Dock & Pool

The Candlewood Lake Retreat - Private Dock & Pool

Welcome to Villa Seabird, Luxury Escape on Long Island Sound

10.0 out of 10, Exceptional, (9)
"This was amazing Thanksgiving with my family. The house is amazing Jon was amazing host and his recommendation for food made you feel like million dollars. Can not thank you enough to share your beautiful home with us and see you in the summer."
Welcome to Villa Seabird, Luxury Escape on Long Island Sound

Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger

9.8 out of 10, Exceptional, (26)
"The view in the fall was amazing! So relaxing to sit and watch the lake while having our coffee. The owners are amazing. Everything we needed and more. Plenty of room for the family or even if multiple families stayed. Would stay here again!"
Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger

Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.

10.0 out of 10, Exceptional, (13)
"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 1,875
SAR 3,426 total
includes taxes & fees
3 Jan - 4 January 2025
Beautiful Escape! Hudson Valley LakeHouse. 90min from NYC & 30min from Beacon.

Coastal Retreat: Charming 3-Bedroom Fairfield Townhouse nr Beaches & Town Center

9.8 out of 10, Exceptional, (17)
"This place was super clean and exactly as described. "
Coastal Retreat: Charming 3-Bedroom Fairfield Townhouse nr Beaches & Town Center

PureHeart House, Spacious, Peaceful 3bdr House in Yonkers

9.0 out of 10, Wonderful, (20)
"Long weekend with family to participate in a christening in the Bronx. Place was clean and comfortable. Location was very convenient. Only change I would request would be extra blankets. Otherwise would stay again. "
PureHeart House, Spacious, Peaceful 3bdr House in Yonkers

Stay 3 Nights or Longer Until January 31 and Get 15% Off

9.8 out of 10, Exceptional, (29)
"The place has stunning views from just about every window. Taunton Lake is so serene and the surrounding area has so much local charm. The beds were comfy and the amenities were abundant. I hope to be back again someday."
Stay 3 Nights or Longer Until January 31 and Get 15% Off

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.

Contemporary Cozy Cottage

10.0 out of 10, Exceptional, (15)
"We had a wonderful stay at the Contemporary Cozy Cottage! Very modern amenities and appliances, and the kitchen had everything we needed!! Nadia always responded promptly, and answered all of my questions. The Cottage is located close to just about everything in the Peekskill, Cortlandt Manor, and Yorktown Heights area. And I would definitely recommend a short drive to the charming little town of Cold Spring which is not too far away. Thank you Nadia!"
The price is SAR 939
SAR 1,413 total
includes taxes & fees
19 Dec - 20 Dec
Contemporary Cozy Cottage

Wooded Getaway on Serene Brook ~ 50 Acres of Privacy!

10.0 out of 10, Exceptional, (11)
"This was just what we were looking for. The house was roomy, open and charming. It was also relaxing to sit on the back deck surrounded by trees and listening to the calming sound of the brook. It felt like you out in the countryside yet the cute village of Sandy Hook along with Newtown restaurants and shopping were less than 10 minutes away."
Wooded Getaway on Serene Brook ~ 50 Acres of Privacy!
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

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

2.5 star property
6.8 out of 10, (772)
"It was in walking distance of the event we were going to."
The price is SAR 795
SAR 915 total
includes taxes & fees
24 Dec - 25 Dec
Stamford Suites

DUNE Fairfield Beach

3.0 star property
8.8 out of 10, Excellent, (43)
"The property is generally old, but it was a nice renovation. Of the room. "
The price is SAR 1,066
SAR 1,606 total
includes taxes & fees
27 Dec - 28 Dec
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.