Holiday rentals with a fireplace in Fire Island

Designer's Dream - Charming Boathouse

An architect's and interior decorator's dream home! This home is a historic boathouse built in the late 1890's, and recently & lovingly fully renovated and restored. In the middle of Greenport Village - walking distance to train station, Jitney stop, and Shelter Island Ferry as well as the best North Fork restaurants, vineyards, bars, and beaches. Two bedroom home with ground floor fireplace, outdoor shower (not enclosed), and beautifully landscaped outside patio w/grilling & dining areas.

The Cottage on Maple Grove Farm

Escape to this charming historic cottage on the border of artsy Pound Ridge and bucolic Bedford, NY. Maple Grove Cottage features a light-filled kitchen with French doors, beamed living room with working stone fireplace, a cozy bedroom with full bath and attached front sitting room. Enjoy your morning coffee sitting on the small deck outside the kitchen which overlooks a newly planted vineyard, watch the sun set over the adjacent field. Half mile from 5000 acre Ward Pound Ridge Preserve.

The River Loft

Escape to The River Loft, a private riverfront retreat in Weston, CT. Built in 2015 by a visionary local architect, The River Loft open-air design seamlessly integrates the outdoors with the interior space. As you step inside this 750 sf small home, you'll be instantly captivated by the layout that makes it feel spacious. Sitting on over 2 acres of forested land with private river access. Book now for an unforgettable experience. For more images & videos visit insta @the.riverloft

Cozy craftsman style home close to beaches

Feel refreshed when you stay in this rustic gem. 10 minutes from the fire island beaches this newly renovated home will take your breath away. 20 minutes from local wineries theres no shortage of things to do. This is a single dwelling home. There is a basement apartment with a separate entrance. The tenant does not have access to the house. Everything pictured is yours to use! Kick your feet up and enjoy the details of this handcrafted home. Tree house inside and out!

Convenient and Cozy Antique Cape

Adorable little house in Darien CT, with a fireplace in winter and the beautiful local beaches in the summer. Right across from Trader Joe’s and around the corner from route 1 and Interstate 95, the little house is super convenient to local amenities. Probably the best perk of its central location is that it’s nestled behind Rorys, the best pub ever, so there’s no need to even cook if you are too busy or just don’t want to after working all day or a long day at the beach

Amazingly Cozy Comfort, Ricport Studio 5, Downtown

Please note location and area before booking!!! (Noisy) My beautiful place has an electric fire place, with a curved smart TV, complimented by handmade industrial colored windows, will make you feel at home. Theres no doubt you’ll feel comfortable as soon as you arrive. Located 2min from Metro North/Amtrak, 4min from Port Jeff. ferry, 5min from Arena/Theater, 6min Park/Beach, Downtown, near it all. *any pets need to be told to me. Pet fee required

Southampton Winter Rental, 3 bed, 2 bath

Good WiFi work from home. Visit Wineries. Walk across the bridge to a bench sitting area. A Bright, Sunny 3 bedroom, 2 bath house in the Shinnecock Hills area of Southampton, south of the highway. Washer/dryer, new kitchen, appliances, central air, heat, Wifi, 2 TV's, clean, modern, outdoor patio, parking, minutes to beaches, wineries, town, theater, restaurants. Please inquire about bringing a pet. POOL AND SPA/Hot tub Are closed.

There's a Beach Getaway!

Welcome to our family-friendly oasis just two blocks from beautiful beaches! Our house offers an open space living area, an expansive yard, fire pits, and a basement with a playroom and workout area. Enjoy our quiet neighborhood. We provide kid-friendly toys, beach gear, bicycles, and more. Sleeps six, with additional options available for larger parties. Cleaning fees for winter stays are 0$.

Captain's Cottage on Working Farm with Animals

Charming, fully renovated cottage with cathedral ceilings and private deck. Home has a separate queen bedroom, kitchen and living room on the main floor with small stove fireplace. There is a small loft on the 2nd floor with 2 twin beds accessed by a library ladder (note: no standing headroom in loft). Private outdoor deck with seating and BBQ. Fast wi-fi, laundry access and pet friendly.