Luxury Vacation Rentals for Large Groups in New York
Never book a bad vacation home again. Every Wander comes with hotel-grade amenities, inspiring views, pristine cleaning and 24/7 concierge service.
We found 27 large group vacation rentals – enter your dates for availability.
Stowe, Vermont
Wander Stowe Hollow
Next avail.
Dec 2 - Dec 5
510
4.7
East Hampton, New York
Wander East Hampton
Next avail.
Dec 2 - Dec 3
510
5
Ludlow, Vermont
Wander Okemo Sanctuary
Next avail.
Dec 2 - Dec 4
510
Egremont, Massachusetts
Wander Berkshires Serenity
Next avail.
Dec 2 - Dec 4
510
New London, New Hampshire
Wander New London Chalet
Next avail.
Dec 2 - Dec 4
710
Winhall, Vermont
Wander Winhall Pines
Next avail.
Dec 2 - Dec 4
510
Becket, Massachusetts
Wander Berkshires Lakeside
Next avail.
Dec 2 - Dec 4
510
Woodstock, New York
Wander Woodstock Ridge
Next avail.
Dec 2 - Dec 4
410
Welcome to your large group retreat in New York
Make your next gathering effortless with Wander’s luxury large-group vacation rentals in New York. Centered in East Hampton, our multi-bedroom homes pair striking design with generous space so everyone can spread out without sacrificing together time.
Expect hotel-grade touches in a private setting. Ultra fast WiFi, pristine cleaning, 24/7 concierge, gyms, and pools support both downtime and productivity. Thoughtful layouts with expansive living rooms, multiple ensuite bedrooms, and indoor-outdoor areas are made for reunions, team retreats, and multi family escapes. When you book a Wander, the home looks exactly like the photos and every detail is dialed in.
Stowe, Vermont
Wander Stowe Hollow
Next avail.
Dec 2 - Dec 5
510
4.7
Athens, New York
Wander Sleepy Hollow Lake
Next avail.
Dec 2 - Dec 3
412
4.1
Woodstock, New York
Wander Woodstock Ridge
Next avail.
Dec 2 - Dec 4
410
East Jewett, New York
Wander Hunter Mountain
Next avail.
Dec 2 - Dec 4
412
5
East Hampton, New York
Wander East Hampton
Next avail.
Dec 2 - Dec 3
510
5
East Hampton, New York
Wander East Hampton Tides
Next avail.
Dec 3 - Dec 4
514
4.5
Water Mill, New York
Wander Hampton Vineyard
Next avail.
Dec 2 - Dec 8
816
Sweet deal
Hillsdale, New York
Wander Hillsdale Valley
Next avail.
Dec 5 - Dec 7
410
Stowe, Vermont
Wander Stowe Hollow
Next avail.
Dec 12 - Dec 15
510
4.7
East Hampton, New York
Wander East Hampton
Next avail.
Dec 5 - Dec 7
510
5
Woodstock, New York
Wander Woodstock Ridge
Next avail.
Dec 19 - Dec 21
410
Sweet deal
Hillsdale, New York
Wander Hillsdale Valley
Next avail.
Dec 12 - Dec 15
410
Stowe, Vermont
Wander Stowe Mountain
Next avail.
Dec 5 - Dec 8
410
East Jewett, New York
Wander Hunter Mountain
Next avail.
Dec 12 - Dec 14
412
5
Castleton, Vermont
Wander Lake Bomoseen
Next avail.
Dec 4 - Dec 7
512
4.4
Athens, New York
Wander Sleepy Hollow Lake
Next avail.
Dec 12 - Dec 14
412
4.1
IT'S A VACATION HOME, BUT BETTER
The Wander difference
Wander is different because we combine the quality of a luxury hotel with the comfort of a private vacation home. Your best trip ever is just a few clicks away.
All homes in New York
Stowe, Vermont
Wander Stowe Hollow
Next avail.
Dec 2 - Dec 5
510
4.7
East Hampton, New York
Wander East Hampton
Next avail.
Dec 2 - Dec 3
510
5
Ludlow, Vermont
Wander Okemo Sanctuary
Next avail.
Dec 2 - Dec 4
510
Egremont, Massachusetts
Wander Berkshires Serenity
Next avail.
Dec 2 - Dec 4
510
New London, New Hampshire
Wander New London Chalet
Next avail.
Dec 2 - Dec 4
710
Winhall, Vermont
Wander Winhall Pines
Next avail.
Dec 2 - Dec 4
510
Becket, Massachusetts
Wander Berkshires Lakeside
Next avail.
Dec 2 - Dec 4
510
Woodstock, New York
Wander Woodstock Ridge
Next avail.
Dec 2 - Dec 4
410
Discover more large groups activities in New York
New York rewards groups with options in every season. Trade city pace for the coastal calm of East Hampton, where dunes, maritime forests, and long ribbons of sand set an easy rhythm. Summer means golden evenings and roadside farm stands along Montauk Highway, while spring and fall offer wide-open beaches and crisp ocean air.
Planning a broader itinerary? Pair beach days with North Fork tasting rooms, Catskills foliage and waterfalls, or a quick return to Manhattan for a show. The state’s airports, ferries, and parkways keep travel simple for guests arriving from near or far. This is why Wander’s luxury vacation rentals in New York are the perfect choice, whether you’re traveling for work or leisure.