Search Vacation Homes in Pound Ridge

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Compare 312 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, (111)
"Property was perfect for our family. Gym, steam shower, and theatre room were all amazing. Effortless check in/check out process. Gorgeous home and neighborhood. Communication with our host Chris was easy and fast. Thank you for everything:) "
Lower Lvl Private 2BR/1BA Family/Pet Friendly
Beautiful Escape! 'Parole LakeHouse' located 90min from NYC & 30min from Beacon
10.0 out of 10, Exceptional, (6)
"Absolutely loved our stay! The house was cozy, comfortable, and well-equipped. The host was responsive and made sure everything was just right. Highly recommend!!"
The price is SAR 1,872
SAR 3,437 total
includes taxes & fees
26 Sep - 27 Sep
Beautiful Escape! 'Parole LakeHouse' located 90min from NYC & 30min from Beacon
Lakeview Estate - Chef's Kitchen - NYC Getaway
10.0 out of 10, Exceptional, (21)
"Great stay for 50th birthday "
The price is SAR 2,057
SAR 3,982 total
includes taxes & fees
25 Sep - 26 Sep
Lakeview Estate - Chef's Kitchen - NYC Getaway
Charming 2 Bed backyard guesthouse close to Peekskill, WestPoint, & trails.
9.0 out of 10, Wonderful, (21)
"Loved it!! "
Charming 2 Bed backyard guesthouse close to Peekskill, WestPoint, & trails.
Candlewood Lakefront 3bd/ 2 bath house w/ 180 degree views!
10.0 out of 10, Exceptional, (39)
"We had such a great time! The views are stunning and the house has everything you need to enjoy your stay. The host Kerry was so helpful; we had a small issue with the shower and she had a plumber over within the hour to resolve it. Can’t wait to come back next summer! "
Candlewood Lakefront 3bd/ 2 bath house w/ 180 degree views!
Ossining Vacation Rental Near River, Trails & MTA!
6.0 out of 10, (2)
"The house was nice & spacious. I do feel like it could use more seating in the living room, considering it can hold up to 11 guests. It would aslo be nice if there were tv's in the guest rooms upstairs. Also, maybe make sure the cleaning crew removes cobweks. "
Ossining Vacation Rental Near River, Trails & MTA!
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
10.0 out of 10, Exceptional, (71)
"Hoyse is in a beautiful location and was very clean. The host was responsive and helpful. I would give it 5 stars if it actually had 3 bedrooms."
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.
PureHeart House, Spacious, Peaceful 3bdr House in Yonkers
9.2 out of 10, Wonderful, (12)
"Our stay was really amazing, the deck out back with the grill, trees and big space really helped with end of day peace. "
PureHeart House, Spacious, Peaceful 3bdr House in Yonkers
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
Beautiful Renovated 2BR 2B Direct Waterfront Candlewood Lake Home~Sunset Views!
10.0 out of 10, Exceptional, (22)
"We had an absolutely fantastic stay at this lakefront property! The outdoor gathering spots are plentiful and perfect for family and friends to enjoy the beautiful surroundings. Whether it was morning coffee on one of the many decks, or simply lounging in the sun, every moment was magical. The kitchen was incredibly well-stocked with everything we needed to prepare meals, which made our stay even more convenient and enjoyable. The entire place was spotless, and it was clear that a lot of care...
Beautiful Renovated 2BR 2B Direct Waterfront Candlewood Lake Home~Sunset Views!
Bright Stylish Chic 4BR 4BA Home Pet Friendly!
10.0 out of 10, Exceptional, (87)
"Excellent! Loved it! Home was more spacious than we ever thought. The rooms had so much character! Beautiful yard. Perfect setting. We would stay here again."
Bright Stylish Chic 4BR 4BA Home Pet Friendly!
'The Glabin’: Garrison Gem w/ Deck & Fire Pit!
10.0 out of 10, Exceptional, (19)
"The house is great. Well designed. Top line appliances. Views wonderful. Only negative is a stretch of the access road that is hard dirt and loose stone. Keeps out the riff raff, I guess."
'The Glabin’: Garrison Gem w/ Deck & Fire Pit!
Upstate group-sized home in Putnam Valley, 15 minutes from Cold Spring, NY
10.0 out of 10, Exceptional, (7)
"My family wanted a quiet place to stay for a few days. We did some local hiking and sightseeing. The architecture of the house is gorgeous. There were plenty of places to relax both inside and out."
Upstate group-sized home in Putnam Valley, 15 minutes from Cold Spring, NY
Quaint duplex with private yard. Walk to beach, dining, & shopping!
10.0 out of 10, Exceptional, (35)
"Needed a place to stay with our dog while visiting our granddaughters in a nearby town."
Quaint duplex with private yard. Walk to beach, dining, & shopping!
Modern, Magical Woodsy Escape 1 Hour From NYC
10.0 out of 10, Exceptional, (12)
"Every two to three years we take the whole family on a getaway vacation. This trip was a change of pace from the previous ones - Disney, Canadian Rockies - and it was PERFECT. The house was perfect for the size of our family, and the ambiance could not have been better. The s'mores on the last night overthe fire pit in the back yard was a fitting conclusion to a marvelous long weekend. "
Modern, Magical Woodsy Escape 1 Hour From NYC
Lakeside luxury: beautiful, relaxing 4 bedroom home
10.0 out of 10, Exceptional, (13)
"This house was perfect for my group of 6 college friends. We hadn't gotten together in over 10 years and wanted to relax and catch up. The furniture and bedding were extremely comfortable, the kitchen had everything we could possibly need and more! Very spacious home with off-street parking for 6 cars. We loved it here!!! "
Lakeside luxury: beautiful, relaxing 4 bedroom home
Historic Connecticut Home w/ Grill & Spacious Yard
10.0 out of 10, Exceptional, (2)
"House is even cooler than the pictures give it credit for. Beautiful and funky. We really enjoyed our stay!!"
Historic Connecticut Home w/ Grill & Spacious Yard
Waterfront Lake House. Near NYC and hiking trials. Complimentary kayaks provided
2.0 star property
10.0 out of 10, Exceptional, (1)
"It is a small property but an excellent location on the lake. Kayaks and paddle boat provided were an added bonus. Owner is very responsive and helpful. Kitchen could be better equipped. Overall a very pleasant and enjoyable stay."
Waterfront Lake House. Near NYC and hiking trials. Complimentary kayaks provided
Coastal Retreat: Charming 3-Bedroom Fairfield Townhouse nr Beaches & Town Center
10.0 out of 10, Exceptional, (15)
"We stayed at this unit for one week while our son participated at a camp at Sacred Heart University. This unit is located close to Fiarfield beaches - we brought our bikes and started each day with a ride to the ocean and dip in the water. It is also walking distance to restaurants and shops. The unit has everything you need to cook and is absolutely spotless! A big bonus was bringing our furry child (golden retriever). The manager is responsive and helpful. Highly recommend this unit!"
Coastal Retreat: Charming 3-Bedroom Fairfield Townhouse nr Beaches & Town Center
Cheerful 4 bedrooms residential house.
9.8 out of 10, Exceptional, (20)
"My friends and I stayed in Bridgeport for a weekend of music, and we had a great experience here! The owners were responsive and the place was exactly what we needed"
Cheerful 4 bedrooms residential house.
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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, (746)
"It was more than i expected. "
The price is SAR 571
SAR 640 total
includes taxes & fees
4 Oct - 5 Oct
Stamford Suites
DUNE Fairfield Beach
3.0 star property
8.8 out of 10, Excellent, (35)
"Enjoyed the stay in the modern suite, located a short walk to the beach. Recommend the hotel and touring in the Fairfield, CT area. "
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.