Vacation rentals with a patio in Southold

Stylish Beach Getaway: pool & walking location

Perfectly located within walking distance to shops, beaches, and restaurants, our designer home offers comfort, luxury amenities, and privacy. Interested in a long term rental? Message us! Enjoy a beautifully landscaped backyard with pool, chefs kitchen for hosting, and nearby beach farms & wineries. Bedrooms boast organic linens and bathrooms offer Bathing Culture products. Kitchen is stocked with local organic pantry staples and stainless steel appliances to cook or grill on the patio.

Charming Southampton Light filled Cottage

Escape and relax in this beautiful tranquil Southampton retreat! Newly remodeled cottage just blocks from the water. The home is nestled on 1/2acre quiet park-like setting located at the end of a long gravel driveway. Enjoy the private outdoor space with a fire pit, outdoor dining table, new dual BBQ and lounge chairs. Inside, the large dining room table easily sits 8. This stylish Coastal farmhouse has all new beds and furniture. Complete with Wifi, Cable, AC and Nespresso maker!

⭐Walk to the Village ❤ of East Hampton

Stay in our Cozy Hamptons Cottage, in one of the most central and convenient locations in East Hampton Village! ✔Self Check-in ✔Private Driveway ✔Ideal for Longer Stays & Flexcations ✔Fast Wifi- Perfect for Working Remotely ✔24/7 Customer Support ✔Walking distance to Shopping/Bars/Restaurants & Grocery Store ✔7 min drive to E Hampton Beach ✔Fully stocked Kitchen ✔Complimentary Netflix ✔King Bed ✔Romantic back Garden w/ BBQ ✔Fully Cleaned & Sanitized

Peaceful Guesthouse

This oasis includes 2 bedrooms including a pack and play. sleeps 4 adults comfortably. 1 bath and a half. Kitchen, dinning room and living area with fireplace. An additional dining/sitting area on outside patio with an additional fireplace. The house is 1/2 mile walking distance from beach, 1 mile from eateries, 3 miles from local winery and brewery. Choice of golf courses within 5 mile radius. Certification Number: 1028

Beach Cottage | Steps to Water | Firepit

Kick back and relax in this calm, stylish beach cottage in Sag Harbor. It is the perfect spot for a single or couple to enjoy the Hamptons beachy lifestyle. Fully appointed for your stay, just bring your bathing suit. Outside is your own patio with sitting area, dining table with umbrella, firepit/BBQ area, and my own tiny cottage across the lawn so I am readily accessible.

Walk to Breakwater Beach in Heart of Wine Country

Private and peaceful cottage walking distance to Breakwater Beach and Old Mill Inn Restaurant on the water opening Spring 2025. There are two large decks to relax by the firepit and drink your wine from the local wineries. Bikes, kayak, and paddle board are stored in the barn for guests use. Easy access to the marina, fishing, fine dining, vineyards, and farm stands.

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

Bay View Cottage- Short Walk to Private Beaches

Enjoy a stylish experience at this centrally-located mid-century modern cottage. 10 minutes to Sag Harbor Village, Southampton Village, Bridgehampton Villages. 5 minute walk to 3 beautiful bay private community beaches.

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.