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

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!

Contemporary Cozy Cottage

Charming Home in Seaside

Stareway to Heaven Su

Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake

Westport Gem - walk to shops, dining, town center, pet-friendly

Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle

Beautiful Fairfield Beach Area home, 5 minute walk to beach, town & train
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 | 361 Holiday Homes |
|---|---|
Lowest Price | NZ$233 |
Highest Price | NZ$2,821 |
Popular accommodation | 2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock., Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!, Contemporary Cozy Cottage, Charming Home in Seaside, Stareway to Heaven Su, Private Beautiful Home - Family Friendly - 1 min. Walk to Candlewood Lake, Westport Gem - walk to shops, dining, town center, pet-friendly, Charming suite with patio, heating, WiFi, free parking in welcoming New Rochelle, Beautiful Fairfield Beach Area home, 5 minute walk to beach, town & train |
Top trending hotels in Pound Ridge

Baymont by Wyndham White Plains - Elmsford

Sonesta White Plains Downtown

Ardsley Acres Hotel Westchester

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