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Vacation rentals in Pound Ridge

Vacation rentals in Pound Ridge

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Pound Ridge

Guests agree: these stays are highly rated for location, cleanliness, and more.

  • Adirondacks in Westchester
    SUPERHOSTEntire cottage · 2 guests · 1 bed · 1.5 bathrooms
    Adirondacks in Westchester

    Located on quiet, private 5.5 acre estate with swimmable lake, fantastic landscape. Complete privacy, like being in the Adirondacks, but just one hour from NYC. Cottage has high end appliances (Sub-Zero, Miele) with separate road and entrance. Perfect for a getaway from NYC and easily accessible by car or train (Stamford station). Can be combined with Adirondacks in Westchester 2 to provide an additional bedroom in a separate building to accommodate a total of four guests. Excellent wifi.

    What guests are saying:

    “Beautiful home in harmony with nature, spectacular view from every room, incredible porch, close to lots of great dining and other options. We loved eating at the Kitchen Table for breakfast and Lucia's for dinner, both less than 20 minutes away.”

  • Huckleberry Quarters, the Cozy Redding Retreat.
    SUPERHOSTEntire flat · 2 guests · 1 bed · 1 bathroom
    Huckleberry Quarters, the Cozy Redding Retreat.

    Huckleberry Quarters, totally renovated-2015 studio apartment in secluded, 1918 farm house. Nature lovers retreat within hiking distance of the Saugatuck reservoir. Private entrance with all the amenities; internet, access to laundry. Perfect weekend getaway or writing/artist space. Easy access to Merritt Parkway, trains, local eateries, parks.

    What guests are saying:

    “My wife and I can’t wait to come back; never knew I wanted to stay in the middle of Connecticut in the woods until I stayed at The Huckleberry House. Lol I’ll start by saying that we are used to staying in modern hotels and when I wanted to get away during a pandemic - Connecticut was the closest state to NY that had restaurants open and no masks, so we decided he’ll, let’s do it - and WE ARE SO HAPPY WE DID! We arrived and were greeted by the 5 amazing dogs that live on property as well as by the owners (Best greeting ever). William was available by text the entire stay if we needed anything but they also allowed us space and privacy as well. The cottage was designed with the most thoughtful of touches. Every single thing you could ever need was provided, literally. They even provided FRESH eggs, cream, oh and bread. They truly thought about every detail of someone being comfortable and feeling cared for. The huckleberry house made me feel like I was a kid again. Walking in nature without a care in the world and sunsets to die for. The local foodie spots were equally as delicious (Try: Wire Mill bbq and The Barn Door (best Penne ala vodka ever!). Over all it was the reset our marriage and life needed, were so thankful to William and his husband for the experience. ❤️”

  • Beautiful Katonah Home
    Entire house · 10 guests · 4 beds · 2 bathrooms
    Beautiful Katonah Home

    Dining room overlooks view, great room has wet bar, fireplace. TV den next to renovated kitchen with amenities (sub-zero refrigerator, disposal, Viking stovetop, 2 ovens, dishwasher). Laundry room with washer&dryer. Abundant closets, hardwood floors, flooded with light. Property is minutes from Goldens Bridge and Katonah trains. Deck and pool overlook amazing view. 2-car garage. Private tennis court. Property caretaker available 24 hrs/day. 10 minutes from excellent schools.

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Popular amenities for Pound Ridge holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Pound Ridge

Mid Century Modern Cottage
Entire house
Mid Century Modern Cottage
Price:£80 / night
Lovely Country Retreat: August now available
Entire house
Lovely Country Retreat: August now available
Price:£421 / night
Tudor Cottage In Heart of Bedford
SUPERHOSTEntire cottage
Tudor Cottage In Heart of Bedford
Price:£196 / night
Beautiful Private Cottage
Entire cottage
Beautiful Private Cottage
Price:£240 / night
Weekend Retreat
SUPERHOSTEntire house
Weekend Retreat
Price:£119 / night
WELCOME TO NEW ENGLAND ! (Downstairs 3)
SUPERHOSTPrivate room
WELCOME TO NEW ENGLAND ! (Downstairs 3)
Price:£43 / night
Bedford Hills Home with a View
SUPERHOSTPrivate room
Bedford Hills Home with a View
Price:£68 / night
Carriage House Apartment
Entire flat
Carriage House Apartment
Price:£71 / night
Hudson Valley lakefront cottage 50 miles from NYC
SUPERHOSTEntire house
Hudson Valley lakefront cottage 50 miles from NYC
Price:£717 / night
Antique Estate with Pool & Tennis - Sleeps 20
SUPERHOSTEntire villa
Antique Estate with Pool & Tennis - Sleeps 20
Price:£1,122 / night
North Stamford House Share Opportunity
Private room
North Stamford House Share Opportunity
Price:£26 / night
Cozy Cottage by the pond
SUPERHOSTEntire cottage
Cozy Cottage by the pond
Price:£107 / night
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