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Living Large: NYC Area Getaways For Your Next Group Trip

The past year (or so) has left a lot of families missing big group vacations. Which is why if you’re thinking about booking a group getaway for next summer, it’s especially important to snap up that large vacation rental now! We found spots for large groups with kids, family reunions and girls getaways in popular NYC area getaways like the Hamptons, Dutchess County, New Jersey and the Finger Lakes, and for sure there’s a rental house for tribe no matter what its vibe.

Beachy Bargain in the Rockaways

Airbnb

If your crew loves to hear "surf's up!" and needs a place that's not too precious (but has lots of beachy cred) this Rockaways surfhouse is the place to be. Not only is the price right, but it's also got a backyard made for chilling and grilling, and a hot water outdoor shower! The house is two blocks from the beach and a short walk to area restaurants, cafes and bars. And if you for some reason need a change of pace from the shore, you can hop on the train or the NYC ferry and be in NYC in less than an hour! P.S. A fleet of surfboards comes with the place!

Sleeps: 15
Cost: $589/mnight
Online: airbnb.com

Family-friendly East Quogue Escape

Airbnb

Head to the Hamptons without breaking the bank. This East Quogue house has its own pool and a deck for lounging and BBQing, but it's also minutes from the Hamptons and Bay Beaches. The living room and kitchen feature an open layout good hanging out and group meals, and the kid's room has double bunk beds, as well as books and games. The large backyard is backed by a nature preserve, offering additional privacy and bird-sighting. This spot is typically booked, so act fast! 

Sleeps: 10
Cost: $650
Online: airbnb.com

70s Cool Space in Rhinebeck

Airbnb

Mellow out in this lovely Rhinebeck bi-level escape, appointed with tasteful vintage decor. Beyond the suspended orb chair (!) the house features a wraparound deck, fireplace, pool table, record player and LPs, tons of natural light, comfy seating areas and even a mini gym in the garage. Located on 2.25 acres it offers privacy and natural surroundings, while also being close to the shops and restaurants of Rhinebeck Village. 

Sleeps: 10
Cost: $1,020
Online: airbnb.com

Big Berkshires Retreat

Airbnb

Located in Lee, Massachusetts, this Craftsman-inspired house is big enough for your big crew but still cozy. Close to Berkshire towns and attractions like Tanglewood, Stockbridge, Lenox, the Norman Rockwell Museum and others, it's also a good home base for exploring and enjoying nature. Large picture windows and sitting rooms showcase the lush landscape that surrounds the house.

Sleeps: 15
Cost: $725/night
Online: airbnb.com

Cape May House By the Bay

Airbnb

This North Cape May house has some serious, yet tasteful, beachy vibe. It's a short walk to the Delaware Bay with access to a private beach, and the neighborhood pool is also nearby. After a day of fun in the sun, come home to the large backyard and BBQ pit. For classic seaside summer fun, the piers of Wildwood, with waterslides and rides are a quick drive away. 

Sleeps: Nine
Cost: $750/night
Online: airbnb.com

Celebrity Chef Lakeside Retreat

Airbnb

Hey, you only live once. This impressive home on Connecticut's Candlewood Lake is the place for culinary clans: it features not only a deluxe chef's kitchen inside, but a professional kitchen outdoors, with every bell and whistle you could want: wood-burning pizza oven, grill, bar, fridge, etc. Of course, there's ample al fresco seating, including a wraparound deck with lake views. Every bedroom in the house has a king-size bed, the open plan living area looks out onto the water, and kayaks, water boards and other lake toys are provided. 

Sleeps: 10
Cost: $2,000/night
Online: airbnb.com

Ulster County House With Hot Tub, Sauna & Movie Theatre

Airbnb

A hot tub, a sauna, a wide expanse of grass with a volleyball net—what more could you want? (Aside from an HD movie theater with surround sound and leather reclining seats, which this place also has.) Located on five acres in the Catskills near the Willowmoc Wild Forest, this house sleeps 12. Enjoy a campfire beneath a canopy of stars outside, or cozy up by the fireplace inside if it gets chilly. 

Sleeps: 12
Cost: $546/night
Online: airbnb.com

Pet-Friendly Poconos Chalet Kids Will Love

Airbnb

Located in the private community known as The Hideout, this colorful house dubbed "Villa MiaNova" brings everything to the table with gusto. Features of the rental include an open plan kitchen and living area, a large deck, screened porch, two bathrooms with soaking tubs and king-size beds all around. But there's (a lot) more: Disney+ and HBO Max, a finished basement with screening room, mini arcade, ping-pong and air hockey tables, a toddler room with toys and even a kitschy Instagram background. Plus: privileges at the community lake, pools, playground, etc. 

Sleeps: 12
Cost: $471/night
Online: airbnb.com

—Mimi O’Connor

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