TOP 10 Vacation house rentals in Sag Harbor, New York

Welcome to Dana Trotter - The Agency Hamptons, your premier destination for luxury real estate in the Hamptons. Situated at 2462 Montauk Highway in the heart of Bridgehampton, New York, our agency is renowned for its unparalleled expertise and exceptional service in the high-end real estate market. With over 28 years of experience and over $1.5 billion in real estate transactions, Dana Trotter is a name synonymous with excellence and trust. Dana has consistently been recognized among the industry's elite, ranking in the Top 250 of REAL Trends 500 by Sales Volume and the Top 50 by the Wall Street Journal. As a testament to her outstanding performance and dedication, Dana has earned the prestigious Top 5% 2024 Agency Chairmans Award and is recognized among the Top 10 Brokers Nationwide.

Welcome to Christopher Burnside, your premier choice for general contracting and real estate services in the heart of Sag Harbor, New York. Conveniently located at 2408 Main Street, our dedicated team is committed to transforming your vision into reality, whether you are looking to build, renovate, or find your dream property in the picturesque Hamptons. At Christopher Burnside, we pride ourselves on delivering exceptional craftsmanship and personalized service. As a leading general contractor, we manage every aspect of construction projects with precision and care, ensuring that each detail meets your exact specifications. Our experienced professionals work closely with you from concept to completion, guaranteeing a seamless and stress-free experience.

Welcome to Christopher Covert, Lic. Assc. Real Estate Broker, located in the heart of Bridgehampton, NY. Situated at 2405 Main Street, 2nd Floor, Christopher Covert offers unparalleled expertise in the local real estate market. As an Associate Broker affiliated with Modlin Group Hamptons, Christopher brings a wealth of knowledge about town and village codes and regulations, ensuring you receive the most precise and informed evaluations. Christopher's dedication to understanding market movements at both micro and macro levels allows him to provide clients with comprehensive insights and informed guidance, whether you're buying or selling. With access to exclusive off-market listings, clients can stay ahead of the market and explore unique opportunities.

Welcome to Monica Reiner, Licensed Real Estate Salesperson at Douglas Elliman, where your dreams of owning a home in the beautiful Hamptons become a reality. Located at 2488 Main Street, Bridgehampton, New York, Monica is driven by a genuine love for real estate and a passion for helping clients find their perfect home. Monica Reiner is renowned for her great energy, diligence, and unwavering availability, ensuring that every client receives the personalized attention they deserve. With extensive knowledge of the Bridgehampton, Amagansett, and broader Hampton markets, Monica makes the property buying or selling process seamless and enjoyable.

Welcome to 320 Main Street Inn, your charming home away from home nestled in the heart of Sag Harbor, New York. Located at the convenient address of 320 Main Street, our inn offers the perfect blend of comfort and relaxation in a picturesque setting. Whether you're visiting for a weekend getaway or an extended stay, The Hagens are dedicated to ensuring your experience is both relaxing and memorable. Our inn provides a cozy atmosphere with well-appointed accommodations designed to meet your every need. Enjoy the quaint charm of Sag Harbor, a historic village known for its vibrant arts scene, beautiful waterfront, and delightful shops and restaurants, all just a short stroll from our doorstep.

Welcome to Town & Country Real Estate, your premier real estate and travel agency located in the heart of Southampton at 16 Hampton Road, Southampton, New York 11968. Nestled in the opulent Hamptons, our agency specializes in providing unparalleled access to the luxurious and serene lifestyle that Southampton has to offer. Just 80 miles from New York City, Southampton is renowned for its stunning Atlantic Ocean coastline, featuring over ten miles of beautiful, sandy beaches that epitomize tranquility and exclusivity. At Town & Country Real Estate, we understand the allure of Southampton's prestigious real estate market. Our expert team is dedicated to guiding you through the acquisition of exquisite properties in Southampton, Water Mill, Sag Harbor, North Sea, Noyac, Shinnecock Hills, Hampton Bays, and beyond. Whether you're seeking a summer retreat or a year-round residence, our specialists are equipped with the knowledge and expertise to help you find your dream home.

Welcome to Southampton Village Motel Nestled in the heart of Southampton, New York, Southampton Village Motel offers a quintessential Hamptons experience, blending timeless elegance with modern luxury. Located at 315 New York 27A, our newly renovated motel provides the perfect retreat for those seeking a serene and exclusive getaway.