by INHABIT EDITORS
Expecting company? These discrete cottages
and quarters let you host with the most.
There’s an old adage that guests, like fish, begin to smell after three days—but it doesn’t have to be that way. When everyone has their personal space to unwind, welcoming overnight visitors can be a downright delight, be it for a day, a week, or the entire holiday season.
These listings across Corcoran’s network ensure you’ll always be prepared to accommodate company in comfort and style. So, be our guest as we present a tour of properties where anyone would feel at home, including dual poolside respites in the Hamptons, a gorgeous mid-century modern Hawaiian estate, sublime suburbia in Brooklyn, a pair of funky Hudson Valley houses, and a Napa Valley barn in the heart of wine country.
Detached guest space can be hard to come by at your typical New York City residence. Luckily for your guests, this immaculate property—part of Fiske Terrace Historic District —is far from typical. Here, a studio loft sits atop a wood-shingle carriage house and two-car garage, with features that similarly-sized residences can only dream of. That means kitchen, bathroom with original clawfoot tub, parquet flooring, and four exposures worth of radiant sunlight. Natural light also envelopes the attractive freestanding home at this address, boosting its beyond-belief elegance. An open-plan double parlor introduces you to a gorgeous residence, replete with a stately grand staircase and other timeless details. Feel the need to explore? Worry not; the Q Train around the corner can connect you throughout Brooklyn, Manhattan, and Queens.
There’s treating your guests well, and then there’s giving your guests nearly unlimited access to your home’s best amenities. Whatever time of day, visitors can relax poolside from one of two private quarters located in the vast backyard. They’ll also have the option of working on that backhand at the tennis court, getting some shots up on the basketball court, or unwinding after feats of athleticism in a stone-walled jacuzzi. However, the main house on this nearly two-acre Quogue estate is not without its delights. Big-time holiday meals are a cinch in the kitchen. It boasts four wall ovens for stress-free cooking, multiple dishwashers for easy clean-up, and two refrigerators for plentiful leftovers. Once everyone’s had their fill, head to the cozy living room to relax under exposed beams and beside a stone fireplace.
Entertaining guests at this modern Miami Beach estate is a breeze—and not just because of your proximity to the ocean. Visitors will stay in a suite bathed in warmth through floor-to-ceiling glass doors that open up onto a private balcony. That space—situated above a stylish garage—seamlessly links to the main house via skybridge or charming, landscaped courtyard. Whichever way guests may choose to connect, how you win them over once they do is simply a matter of taste. Will you utilize the outdoor kitchen for dining al fresco around the infinity pool? How about grabbing a vintage from the 300 bottle wine room to enjoy while watching the sunset from the rooftop terrace? Or maybe you’d like to take advantage of private beach access and enjoy a secluded stretch of sand and saltwater? Like we said, a breeze.
This breathtaking 2.5-acre retreat, hidden in the hills of Honolulu’s Makiki Heights neighborhood, is an entertainer’s dream. The primary three-bedroom house was designed by Vladimir Ossipoff, Hawaii’s preeminent mid-century modern architect, in 1958. There’s a separate guest compound with five bedrooms and five-and-a-half baths, divided between multiple guest suites and cottages that was built in 1996, echoing the main residence’s style with similar walls of windows and lanais throughout. The estate also has a pool house, an outdoor dining pavilion, and a greenhouse that can be enjoyed by all.
The owners of this property first fell in love this plot of land, with its sensational views of Eustatia Sound and Necker Island, when the area was nothing but scrubland, eventually becoming one of the first owners in Oil Nut Bay. Working with architect Doug Kulig of OBMI, the owners commissioned this family compound to be carved out of the mountainside, with its architecture and furnishings inspired by the owners’ journeys to Mustique and luxury hotels. Each of the four king-sized bedrooms is in a separate building, each with its own entrance, balcony, and en-suite bathroom with indoor and outdoor showers—all with stunning views.
Sitting on 20+ acres in New York’s Shawangunk Mountains (which escalate into the Catskills) is a pair of exuberantly decorated homes. The first is a three-bedroom 1800s farmhouse with three fireplaces and a basement speakeasy-lounge with disco lighting. The second, built to accommodate a steady stream of visiting friends and family, is a 2019 custom-built log home, built of salvaged materials from 19th-century barns, with five bedrooms and five bathrooms. As added star power, it was even featured on HGTV.
This two-story carriage house, built c. 1860, perfectly complements its neighboring main residence: a seven-bedroom, mansard-roofed Second Empire Victorian. Recently used as an art gallery and studio, the structure has its original floors, a spiral staircase, a full bathroom, and a single line kitchen, making it perfect for short or long term visitors. It even has its own walkway out to the street, separated from the main house by a picket fence—but there’s a shared garden space in the back.
This half-acre estate in the heart of wine country has two possible guest residences. In the garden, there’s a separate one-bedroom guest barn, complete with a living room, kitchen, and bathroom, with the bedroom tucked away on the second story, with lovely vineyard views. In the main 1944 farmhouse, there’s also an entire one-bedroom apartment that can be locked off from the main living space if desired, with a separate entrance, a living room with a fireplace, full kitchen, dining nook, and garden access.
There’s plenty of room for your squad in this South Lake Tahoe home—and you’ll have lots of visitor requests, thanks to the property’s convenient location in Angora Highlands, close to some of Tahoe’s favorite spots for skiing, hiking, and swimming. In addition to the main three bedroom house, there’s a 1,599-square-foot guest cottage with two bedrooms, one-and-a-half bathrooms with laundry facilities, its own deck with lake views, and elevator access from the garage.