Holiday rentals with a patio in Northwest Harbor

5BR Hamptons Retreat • Near Beach • Sleeps 10

🌟 Rated 4.95 with over 130 glowing reviews – book with confidence! Escape to this stylish 5BR retreat in the heart of Hampton Bays—just minutes from beaches, dining, and shops. Enjoy open-concept living, a finished basement with a ping pong table, home gym, and a spacious backyard for relaxing or entertaining. Perfect for family getaways or group trips, this modern home offers comfort, convenience, and Hamptons charm. Close to some of the Hamptons' most popular beaches and attractions.

Secluded Farmhouse - Studio Apartment Style Unit

Beautiful, quiet, studio apartment-style unit (private entrance w/full bath) tucked away in a modern farmhouse on a gorgeous, secluded North Fork farm. Guests have exclusive use of screen porch, fire pit, bbq and outdoor seating area. Jess is a private chef and yoga instructor, so be sure to inquire for services! Private hiking trails, fresh eggs, produce from garden, beach gear, Keurig, mini fridge, homemade granola, tea. Fresh eggs, seasonal veg from the garden, and meals (inquire!)

4 BR/3BA Quiet Pool Home

We welcome you to our family home, up to 5 guests, pets are welcome with additional pet fee. Nice new pool and surrounding deck with outdoor sitting area, chairs, umbrella, and charcoal grill. 1 gbps internet for movies streaming on disney plus, prime video, or for your work. 5-8 minutes to town and the beaches. Plenty of nice restaurants and great local shopping. We don't allow other guests on property that is not mentioned in advance. No gatherings and no parties. Thank You.

The Hideaway | Clearwater Beach

Your private retreat in the heart of Clearwater Beach, East Hampton! Escape to this serene, design-forward suite nestled in one of the most peaceful corners of the Hamptons. Just minutes from the bay, this luxury hideaway offers the perfect balance of comfort, style and convenience. The space features a plush king bed and all the amenities you need for a relaxing stay. Sip your morning coffee in your private outdoor space before heading off for a swim at Clearwater Beach.

Sag Harbor 3 bedrooms with Pool

This charming home is accessed via a scenic 200-yard gravel driveway, welcoming you into a cozy haven featuring three bedrooms, two bathrooms (one bedroom en-suite) and a sunlit high ceiling living room. Step outside to your own private backyard oasis, where a pool awaits (currently closed until mid-May). Surrounded by tranquil landscapes, this retreat offers the perfect blend of seclusion and lush greenery, inviting you to unwind and rejuvenate in the beauty of nature.

Kayaks ~ Bikes ~ Boards ~ 6mins> Greenport ~ 55"TV

★ "Beautiful hidden home on the water… enjoy the North Fork summer in style." Private beachfront property with 2 homes & views of Gardiner’s bay. ☞ Bikes + kayaks + paddle boards ☞ Wrap around balcony w/ seating ☞ Fully equipped + stocked kitchen ☞ Deck w/ lounging + water views ☞ Dedicated workspace + printer ☞ Master w/ king + bathroom ☞ 55” Smart TV + Xbox ☞ Indoor gas fireplace 6 mins → DT Greenport (cafes, dining, shopping) 13 mins → Orient Beach State Park ⛱

Chic cottage on lush, secluded acre by the beach.

Charming cottage with spacious lawn surrounded by lush vegetation and protected land. 5-minute walk to a secluded and serene Northwest Harbor beach. An approximately 10-minute drive from both East Hampton and Sag Harbor restaurants and stores. Chic and modern rooms with brand-new, high-end bathrooms. Perfect rental for those who want a mix of quiet time and quick access to everything else. Relax and unwind at this unique and tranquil getaway.

Bayfront 1BR/2BR detached guesthouse with pool

Perfect relaxing getaway for a couple or family. Bayfront 1BR/2BR fully detached guest house with gorgeous morning views. Property has saltwater pool + hot tub (open May -October) and bay access via private dock. Central to both north & south forks (wineries + Hamptons or Montauk just short drive away). Down the road from famous Shelter Island Sunset Beach + golf course. Come explore the beauty of the Hamptons without the stress!

East Hampton Cottage Oasis

Relax and unwind at our beautiful, private and serene East Hampton Cottage. Our private cottage includes a beautiful backyard and front yard sitting area, light drenched bedroom, and fully equipped kitchen. We are located in East Hampton springs, where you can enjoy the quietness of the Hamptons, but are also close to all landmarks and dining. Everything you need for a short stay, or even an extended comfortable stay!