Vacation rentals in Shoreham

Little, cozy place near beach for a couple.

It's quiet and cozy here. The yard is completely fenced with tall living shrubs, flowers, and trees. There's a gas grill, a fire pit, and a place to dine under an umbrella in the garden. I rent out a separate half of the house to guests: one bedroom, a small kitchen combined with a hallway. Peace and quiet reign here. You won't be disturbed. Sometimes I go into my half of the house, but very rarely. There are no other guests on the property, just you. I don't charge extra for pets. Parking free.

Classic Coastal Retreat: Larsson House

Built a century ago, this home is steeped in history, offering guests a unique, authentic experience of living in a period property. Each piece of furniture has been carefully selected to uphold the classic aesthetics of the house, harmoniously blending comfort with antique charm. The vintage beach house vibe creates an atmosphere of timeless tranquility that will make your stay memorable. Enjoy the simplicity of days gone by, while still having access to all the modern comforts you would expect

Hamptons Oceanfront Oasis

Escape the hustle & bustle of city life and unwind at this stunning home in the Hamptons. The oceanfront oasis is the perfect way to wake up to ocean views, beaches and nearby restaurants. Relax on our spacious deck - perfect for morning coffees & sunset cocktails. It is just a short drive to the train station & only 15 minutes from the airport for quick getaways. For your safety, the home is equipped with Ring cameras and one-use key codes. Book now and experience the ultimate Hamptons escape!

Spacious 1Bedroom Apartment By Wineries & Beaches

Relax and unwind in this private, spacious 1-bedroom apartment designed for comfort, convenience, and a peaceful stay. Whether you’re here for a weekend getaway, visiting the North Fork wineries, or need a quiet place to work remotely, this space has everything you need. Enjoy fully private apartment with its own entrance and yard - giving you uninterrupted freedom. Comfortable bedroom, cozy living area & full kitchen Relax in or after a day exploring nearby beaches, wineries, and attractions.

Lovely Loft Apartment with Private Beach Access!!

Come enjoy your stay on the east end of Long Island in this charming Loft Apartment with only a 7 min walk to the private beach! North Fork local farms and wineries are just minutes away. Whether you are coming out for Apple/ Pumpkin picking, to have a quiet place to work, or just to enjoy a relaxing getaway, you will certainly leave feeling refreshed. There is High Speed wifi, Private yard with bbq, outdoor furniture, and a fire pit. Driveway parking. Rapid EV car charging also available.

RP modern cozy cabin

Have fun with the whole family at this NEW all electric smart home. It's just a few minutes to the Long Island Sound, 15 minutes to Baiting Hollow Farm Vineyard and a 5000+ acre preserve just to the south. In addition we have so many local amenities including the prestigious "Fish Church of Rocky Point", food spots, Starbucks & more. The sound is known for beautiful sunsets, sun tanning, paddle boarding, bike riding and fishing. The pebble beach is great to walk on with shoes or bare feet.

Designer Beach Retreat on Exclusive Cedar Beach

Welcome to your own slice of heaven! Enjoy dinner in your Chef's kitchen while watching one of the most radiant sunsets you will ever see. Stunning views from the private rear deck or snuggled on the couch inside the living room. Wade into Long Island Sound with semi-private beach access 250 feet away. The property is 5 doors down from the CT Audubon Society, known for its epic views and wildlife watching. The sunrises & sunsets are beautiful! 15 minutes to Yale. We can't wait to host you!

French Estate Guest House on Private Lake

A private, European-inspired guest house set on an eight-acre gated French estate, just 60 minutes from NYC. Surrounded by manicured gardens, 18th-century statuary, and a private lake, the setting feels transportive—a French countryside retreat. Designed by architect David Easton, the space blends classic elegance with modern comfort: heated stone floors, a heated towel rack, fine linens, curated finishes, and a private entrance. Perfect for a refined weekend escape or a quiet reset.

Tranquil country garden retreat

Welcome to your private garden oasis in the heart of the North Fork! This unique home blends a rustic charm with lush landscape- minutes from wineries, beaches, and farm stands. Surrounded by vibrant perennials, relax beneath a vine-covered pergola besides a tranquil stream. Windows invite the outdoors in with natural light and forest views. Whether you’re here to unwind or explore, this serene retreat is the perfect base for your North Fork adventure. Pet fee is $50 per night.

North Country Cottage

Located near Long Island's beautiful beaches, vineyards, and wedding venues, this cozy cottage in the woods provides a quiet and comfortable place to stay while visiting! A spacious patio extends the living area, adding space to enjoy the outdoors in front of the fire pit or outdoor dining table. This property is located behind the owners' home and uses a shared driveway. While the owner is close by to address any issues during your stay, your space allows for total privacy.

Style Studio Boutique

Brand new and beautifully designed, this private boutique studio is warm, peaceful, and thoughtfully curated for a truly comfortable stay. With its own entrance, parking, no-contact check-in, high-speed WiFi, and split A/C, it offers complete privacy and ease. Perfectly located in Wading River the gateway to the North Fork ~ You’re minutes from vineyards, beaches, shopping, and adventure, yet tucked away in your own serene retreat.

The Katalpa House -by the beach

-Our beach is private, key and beach tag provided- (in brown shed) This 1000+ sf home, features a newly renovated kitchen, outdoor shower, and many quirks that come with a 90 year old home. The furnishings are eclectic and vintage. Most of the flooring is also new. The beach and bluffs are only about a 2 minute walk. The 1/4 acre lot is shared with a secondary unit as you can see in the photos which is occupied by my sister.