Holiday rentals with a patio in Baiting Hollow

Luxury Gem At The Heart of Sag Harbor Village

An impeccably renovated, luxury cottage at the heart of Sag Harbor village. Walkable within minutes to the downtown shops, restaurants, marinas and local beach! In one of the most coveted historic streets, enjoy this two-bedroom house, its large living & dining rooms, two fireplaces, designer kitchen (and latest appliances). Countless details and gorgeous wide planked floors, mixed with technology throughout the house. The private backyard has a brick patio, landscaped garden and outdoor shower.

Newly built twin beach house within steps to beach

Keep it simple at this peaceful and centrally-located home. Newly built in 2019! Premier beach living at its finest. Steps to Fairfield’s beaches and less than a mile to downtown restaurants, shops, and bars. Fenced backyard. Central air throughout. Decks off the front and back with a Weber grill. Furnished with luxury furniture, sheets, comforters, and pillows. Smart TVs in every bedroom and living room. Tesla charging station at the house. Identical home next door available for larger bookings

Carter Dr Neighborhood Apartment

Relax and recover at our apartment! The neighborhood is quiet, peaceful, and just 2-minute walk to your own Private Beach at the end of the street or a 5-minute walk to the Public Cummins Beach with Volleyball, Tennis, and Pickleball courts. Our apartment comes prepared with: 2 Sets of Golf Clubs Tennis Gear Pickleball Gear Beach Chairs & Umbrella Cooler Corn Hole Peloton Bike and weights (Pack and Play for Beach) Grill The apartment has its own private entrance in the back of the house.

Steps2Beach, Fish Pond w/Tropical Backyard Oasis!

🌴Steps from Walnut Beach, Silver Sands, dining, shops & more, this guest-favorite escape offers a tropical backyard oasis with a cascading fish pond, multiple lounges, & a seasonal palm tree. Explore the scenic coastline, build sandcastles, or enjoy a day of kite flying. Inside, relax in luxury with a gourmet kitchen, elegant furnishings, & modern amenities. Just 90 minutes from NYC & 15 from New Haven, it’s the perfect retreat for beach days, nature adventures, & coastal charm!

Serene one bedroom retreat w/ backyard oasis

**Welcome to Your Private Oasis!** Enjoy a serene escape at our cozy one-bedroom retreat. Highlights include: - **Above-Ground Pool**: Perfect for refreshing dips. - **Outdoor Patio with Gazebo**: Ideal for relaxing and unwinding. - **Private Daybed**: Your perfect spot for lounging in peace. Experience the tranquility and privacy of our oasis while being close to local attractions. Book your stay today for a relaxing getaway! Pool is seasonal until October 1st.

Bailey House

The Bailey House is a 1,900 square foot, fully renovated, 2 bed 2 bath home, with a modern rustic style. It has a working fireplace, baby grand piano, updated appliances, large smart tv and built in bluetooth speakers throughout. The backyard is fully fenced in with a pool, koi pond and barn. The barn has a wood burning stove. It is not insulated and has barn doors that do not fully seal it off from the elements. not included in square footage.

Hampton Studio

Keep it simple at this peaceful and centrally-located place.Fully equipped walking distance to town parks and restaurants.short drive to beaches. Totally separate from main house. Very private and quiet retreat.Queen size bed

Backyard Oasis

Relax with the whole family at this peaceful place to stay. Breathtaking backyard, Close to golf course, Village main street, Fishing, boating, Fire Island Ferries, Shops, Restaurants, Nightlife, etc.

Southampton Village Gem walk to Main Street

Your family will be close to everything when you stay at this centrally-located place with a great outdoor area for you to play and enjoy the summer with a great bbq.