Holiday rentals with a patio in Sag Harbor

Stylish+Modern Cape w/Saltwater Pool-5min to Beach

Stylish+Modern Cape Beach House nestled in Hampton Bays South of the highway, 5 min drive to beaches. Heated Saltwater Pool. 4 Bedrooms+Crib room & Office. 2 Bathrooms. Outdoor deck w/family dining+BBQ. Fully fenced tree-lined back yard w/ beautiful sunsets. Upstairs King bedroom w/ensuite bthrm + Twin bedroom directly off master. Main floor has another King bedroom+Twin bedroom, master bath, lounge+kitchen w/huge sit-around island. TV Den. Central AC. 15 min walk/ 2 min drive to shops+train.

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!

East Hampton Cottage Oasis

Relax and unwind at our beautiful, private and serene East Hampton Cottage. Our private cottage includes a beautiful backyard and front yard sitting area, light drenched bedroom, and fully equipped kitchen. We are located in East Hampton springs, where you can enjoy the quietness of the Hamptons, but are also close to all landmarks and dining. Everything you need for a short stay, or even an extended comfortable stay!

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 :)

Sag Harbor Dream Home: Heated Pool

Just minutes from Main Sreet in Sag Harbor, Long Beach, Wolffer Vineyard, and Sagg Main Beach, this home is a perfectly located, brand-new gut remodel, with over 3500sqft interior and an entertainer's dream yard - on a quiet cul-de-sac street. A stylish experience at this centrally-located escape! Please read the additional disclosures, guidelines, and rules. No events, no parties, no smoking – no exceptions!

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.