Holiday rentals with a patio in Sag Harbor

Swimming pool w/Hot tub Fire Pit Coffee Bar

Relax in this cozy loft filled with amenities that will create lasting memories. Recently renovated so fresh and clean. Located on a wooded lot. Large fenced in landscaped yard with hammocks and firepit. Heated pool seasonal. We are just minutes from the beach. Spend time in our 6 person jacuzzi. 10 min to Southampton village. 15 min to Sag Harbor. Centrally located. Fresh farm (home of Tate’s Cookies) around the corner with fresh meats and produce. A tasty restaurant near by and a deli too.

Secluded Farmhouse - Studio Apartment Style Unit

Beautiful, quiet, studio apartment-style unit (private entrance w/full bath) tucked away in a modern farmhouse on a gorgeous, secluded North Fork farm. Guests have exclusive use of screen porch, fire pit, bbq and outdoor seating area. Jess is a private chef and yoga instructor, so be sure to inquire for services! Private hiking trails, fresh eggs, produce from garden, beach gear, Keurig, mini fridge, homemade granola, tea. Fresh eggs, seasonal veg from the garden, and meals (inquire!)

Newly Renovated Towd Point Beach Treasure

This stylish modern chic beach home is situated by the waters edge and one of the most idyllic beaches in the Hamptons. Make this home your summer escape and enjoy the cozy interior with brand new furniture throughout, hand selected by a renowned Hamptons interior designer. Outside, relax in the gunite pool or take the scenic walk to the shore. Along Towd Point, you'll find gorgeous beach homes, friendly neighbors, summer vibes and sunsets that will create lifelong memories!

North Fork paradise between beaches and vineyards

Kick back and relax in this calm, stylish retreat. Nestled between vineyards and farmlands, this newly renovated mid-century ranch with a beautiful 14x50' heated salt water pool is a short hop to beautiful beaches, wineries, restaurants, and farm stands. Enjoy nature in a secluded park-like setting and explore everything the NoFo has to offer all year around. Please note that there are no parties, gatherings or unannounced guests allowed.

Spacious Apt. Walk to Beach!

This light-filled, airy apartment with a private entrance and reserved parking spot for one (more space if requested), is perfect for a couple or solo traveler. Just a 5-minute walk from the private beach where you can swim, paddleboard, kayak, etc., this is your perfect getaway! Main Street is accessible by foot in about a 25 pleasant minutes either by a walk on the beach or drive/bike down the road. See you soon :)

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.

Southampton Dream Home | Relax | Heated Pool

Beautiful three bedroom-three bathroom house situated on almost an acre. This newly renovated stylish home is located in North Sea - 1 mile drive to the Bay. Perfect for a relaxing get-away this Fall/Winter and for the upcoming Spring/Summer. Heated Pool is available/open from May 16th to October 14 - 2025)

Sag Harbor Village Waterfront

Peaceful, waterfront cottage on Upper Sag Harbor Cove, located within Sag Harbor Village. There is a dock with room for a medium size boat or jet skis. House includes three stand up paddle boards, two kayaks, two bicycles an outdoor grill and outdoor dining area and seating.

Sag Harbor Chic Mid-Century Retreat

Kick back and relax in this stylish home that features three bedrooms, two bathrooms and a sun-filled living room. Fabulous sunsets from the front deck and lush backyard. A short walk away from Long Beach and a minute away from Serene Green market.