4 Br Private Vacation Home Vacation Rental In Orient, New York
For a rejuvenating time with loved ones, this gorgeous waterfront home is waiting for you at the tip of rustic Windward Road. With four bedrooms, you can bring your whole family for a relaxing...
Created Jul 20, 2026
3 Br Private Vacation Home Vacation Rental In Orient, New York
Relax and Unwind at Our Stunning Waterfront Home with Long Island Sound ViewsExperience the ultimate coastal getaway at our beautiful Orient Point waterfront retreat. Enjoy serene walks along the...
Created Jul 20, 2026
4 Br Private Vacation Home Vacation Rental In Orient, New York
Beautiful custom build newly renovated North Fork Home. Backyard oasis with pool, brand new hot tub, shower and fire pit. Walkable private beach. Across the street from the Cross Sound Ferry....
Created Jul 20, 2026
3 Br Cottage Vacation Rental In Orient, New York
BAYSIDE COTTAGE is available from 3 April 2026. Minimum rental period is two weeks, which can be split over two stays. Discounts available for monthly and longer rental periods.The Real Thing......
Created Jul 20, 2026
3 Br Private Vacation Home Vacation Rental In Orient, New York
Welcome to our spacious and stylish beach home - providing an incredibly comfortable and rejuvenating experience that will leave you wishing your stay would never end. This sun drenched and open...
Created Jul 20, 2026
4 Br Private Vacation Home Vacation Rental In Orient, New York
Freshly renovated Orient Village designer gem with heated pool on a private, one acre vineyard.3.5 bedrooms, 3 bathrooms with massive common area. Guest Room/Den/Office/Playspace with pullout...
Created Jul 20, 2026
5 Br Private Vacation Home Vacation Rental In Orient, New York
This family owned home was built in 2001. Set in a quiet, residential development the home is on Long Island Sound with picturesque views of the Orient Point Light house. It is walking distance...
Created Jul 20, 2026
4 Br Villa Vacation Rental In Orient, New York
14 Night MinimumWelcome to your dream coastal retreat! Nestled on a generous 1.5-acre property, just a stone's throw away from the beach, our fully renovated sanctuary awaits to envelop you in...
Created Jul 20, 2026
3 Br Private Vacation Home Vacation Rental In Orient, New York
3 bedroom, 2 bathroom newly renovated Orient Village beachfront modern ranch perfect for all seasons with large heated waterfront pool, top of the line hot tub for 6, beachside fire pit, indoor gas...
Created Jul 20, 2026
4 Br Private Vacation Home Vacation Rental In Orient, New York
Welcome to The Orient Retreat, a newly gut-renovated luxury residence located in Orient at the easternmost tip of Long Islands North Fork, where coastal beauty, privacy, and refined design come...
Created Jul 20, 2026
4 Br Country House Vacation Rental In Orient, New York
Charming, updated historic farmhouse set on 1.6 acres in Orient Point - perfect for a large family vacation. Fenced in yard and deep woods at the back of the property create a quiet and private...
Created Jul 20, 2026
4 Br Country House Vacation Rental In Orient, New York
Brand New Farmhouse private beach and Inground pool in Orient Point. 4 bedroom and 4.5 baths. Each Bedroom has private en suite Bath!! Custom Kitchen, Pool, outside bbq Private bay Beach Assoc and...
Created Jul 20, 2026
5 Br Private Vacation Home Vacation Rental In Orient Point, New York
Kitchen | Great Room w/ 50 Flat Screen TV| Outdoor Deck Space | BBQ | Patio Table | 5 Private Guest Rooms | Private Beach w/ Beach Chairs | Wi-Fi | On-Site Parking | 8 Guests Max | No Pets | No...
Created Jul 20, 2026
3 Br Private Vacation Home Vacation Rental In Orient, New York
Rental Permit #1073 Our Little House on the Prairie home is located on the picturesque North Fork of Long Island in the peaceful hamlet of Orient with wildlife including deer, hawks, turkeys and...
Created Jul 20, 2026
4 Br Private Vacation Home Vacation Rental In Orient, New York
The Lane House offers the perfect idyllic getaway with a private community beach access you won't need a car for. 12 minutes to Greenport Village, 20 minutes to Peconic Pickleball courts, 3 minutes...
Created Jul 20, 2026
3 Br Private Vacation Home Vacation Rental In Orient, New York
14 Night MinimumWe offer Boat Cruises as part of your stay, or separately. Please feel free to reach out for more information.1,100 Square Foot house with 400 square foot deck in the backyard....
Created Jul 20, 2026
5 Br Private Vacation Home Vacation Rental In Orient, New York
WATERFRONT IN ORIENT. Price is NEGOTIABLE for longer stays! Feel free to inquire via email. Thanks!Imagine your next vacation in beautiful Orient on the North Fork of Long Island. Your day starts...
Created Sep 14, 2025
4 Br Private Vacation Home Vacation Rental In Orient, New York
Beautiful home within walking distance to the sound beaches, lighthouse views, Orient Ferry, Duryea's Dock and fishing boat fleet, and NY State Park at Orient Point. Custom build and newly...
Created Aug 17, 2025
4 Br Private Vacation Home Vacation Rental In Orient, New York
Welcome to this fabulous house in Orient where your entire stay can be spent lounging by the pool, walking down to the beach, grilling, playing a round of golf on the state of the art golf...
Created Jun 15, 2025
3 Br Private Vacation Home Vacation Rental In Orient, New York
Villa EmilioOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to this fantastic home that will have you...
Created Jun 15, 2025
3 Br Private Vacation Home Vacation Rental In New Suffolk, New York
Stay in the north forks hidden gem! Walking distance to a beach and one of the best restaurants and short drive to some of the best wineries and breweries Long Island has to offer! Private back...
Created Jun 15, 2025
3 Br Private Vacation Home Vacation Rental In Orient, New York
Magnificent private beach front home with breathtaking Sound views and sunsets. Features open layout, three brand new bedrooms, three full bathrooms, loft with daybed, oceanview office and sunroom...
Created Jun 8, 2025
2 Br Private Vacation Home Vacation Rental In Orient, New York
Gorgeous little jewel of an Orient beach house, 2 bedrooms, 1 1/2 bathrooms, home office, with wifi, workout room, a/c, outdoor shower, hot tub, walking distance to the Jitney, to town, and to all...
Created Jun 8, 2025
4 Br Private Vacation Home Vacation Rental In Orient, New York
Luxurious resort-style North Fork home, 4-bedrooms, 2.5 bath, professionally landscaped 1-acre enclosed private property, front porch, huge heated pool, outdoor shower, expansive rear patio...
Created Jun 8, 2025
4 Br Private Vacation Home Vacation Rental In Orient, New York
Nestled in Orient, this delightful house by the beach offers 4 bedrooms - 1 king bed and 3 queen beds, along with 3 bathrooms equipped with all the essentials. A serene escape, this property also...
Created Jun 8, 2025
