Book Holiday Homes in Pound Ridge
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Featured Holiday Homes in Pound Ridge

Historic Connecticut Home w/ Grill & Spacious Yard

Lakeside luxury: beautiful, relaxing 4 bedroom home

Charming Direct Waterfront Home w/Panoramic Views and Hot Tub on Candlewood Lake

PureHeart House, Spacious, Peaceful 3bdr House in Yonkers

Cheerful 4 bedrooms residential house.

Modern 4BD/3BA w/Parking & deck & 29 min>NYC

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

Bright Stylish Chic 4BR 4BA Home Pet Friendly!

Main Street Westport, walk to shops, dining, downtown
Pound Ridge Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Pound Ridge vacation homes are the perfect way for you to wing it.
Holiday houses in Pound Ridge let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Pound Ridge in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Pound Ridge adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Pound Ridge with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Pound Ridge vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
Pound Ridge Holiday Homes essential information
Accommodation | 402 Holiday Homes |
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Lowest Price | NZ$195 |
Highest Price | NZ$244 |
Popular accommodation | Historic Connecticut Home w/ Grill & Spacious Yard, Lakeside luxury: beautiful, relaxing 4 bedroom home, Charming Direct Waterfront Home w/Panoramic Views and Hot Tub on Candlewood Lake, PureHeart House, Spacious, Peaceful 3bdr House in Yonkers, Cheerful 4 bedrooms residential house., Modern 4BD/3BA w/Parking & deck & 29 min>NYC, Direct Lakefront Living - Floating Dock, Boat Watching, Kayaks, & EV Charger, Bright Stylish Chic 4BR 4BA Home Pet Friendly!, Main Street Westport, walk to shops, dining, downtown |
More accommodations in Pound Ridge
Top trending hotels in Pound Ridge

EVEN Hotel Norwalk by IHG

Hampton Inn & Suites Yonkers

Baymont by Wyndham White Plains - Elmsford

Amsterdam Hotel
More ways to explore Pound Ridge
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^Subject to availability and chosen travel dates.