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Classic Chappy Beach House

You've heard about location, right? If you are looking for a cute, clean, place to vacation on Chappy near the water, this is it. Only a handful of homes can claim views and close proximity to Katama Bay like ours. Just walk down the yard and with a few extra steps you are at the bay. Birds come and go all day from the tidal pond in front of the house. Shaded sitting area, deck, sunsets over the Vineyard. You'll never forget the enclosed outdoor shower. Be sure you are ok with the Chappy ferry

Room in Cottage -pool/ocean view

This is a room with a private full bath in a very high end luxury home. Located in Tom Nevers, about 15 min drive from town, but walking distance to the best beaches on the island, and 5 min drive to Sconset (store, 3 restaurants). We call our home "Pinch Me" because it's our dream house, so we expect guests to treat it as we would: with respect and care. Heated lap pool, and outdoor grill/stone patio. We have a french bulldog, who is SUPER mellow and basically just sits around looking adorable

Room In Stunning Cottage with Pool and Ocean Views

This is a room with a private full bath in a very high end luxury home. Located in Tom Nevers, about 15 min drive from town, but walking distance to the best beaches on the island, and 5 min drive to Sconset (store, 3 restaurants). We call our home "Pinch Me" because it's our dream house, so we expect guests to treat it as we would: with respect and care. Heated lap pool, and outdoor grill/stone patio. We have a french bulldog, who is SUPER mellow and basically just sits around looking adorable

Swept Away - Madaket Beachfront

This beachfront cottage is the best way to experience all that Nantucket and Madaket have to offer! Just steps away from the Atlantic Ocean, with sweeping ocean views and sunsets from the second floor deck. Located on iconic Smith's Point, the cottage offers the perfect combination of modern comforts and the historic touches that make Nantucket so authentic. Beautiful original hardwood floors, tasteful furnishings, surrounding gardens, and more will make this a serene and memorable getaway.

Waterfront Oasis

Located on Chappaquiddick a small, remote island with easy access to Edgartown. A short walk to the ocean & the entire OSV Trails. The cottage in not a luxury retreat, it's simple and full of old-fashioned charm. A cozy, no-frills getaway where the real amenities are right outside your door: Dike Bridge, Pocha Pond, East Beach and some of the most beautiful scenery around. Come for the views, private access to Pocha Pond inlet and the magic of the location- this is simply your home base.

Tom Nevers Retreat

Welcome to our Nantucket retreat in Tom Nevers– a lovely, light-filled upside-down house designed to feel comfortable. The home features an open floor plan, 3 bedrooms, a sleeping loft, 3 1/2 baths and plenty of space for everyone to gather and relax. With room for nine guests, the house offers ocean views, two sunny decks, a patio with a perennial garden, and an outdoor shower. Just a 7-minute walk to the local beach, this is an ideal setting to slow down, settle in, and enjoy island life.

Nantucket Summer Beach Cottage in Wauwinet

Charming Summer cottage located on a family-friendly cul-de-sac in Wauwinet, which is on the northeast end of Nantucket on route to Great Point Wildlife Sanctuary. The Cottage is a 2min walk to a secluded beach on the Atlantic Ocean. 5min walk to The Wauwinet Inn (Relais + Chateaux) and its renowned "Toppers" Restaurant overlooking the Wauwinet Bay and beautiful sunsets. Great area for swimming, walking, biking and fishing. Town is a 15min drive, Sconset is 10min drive.

Luxurious Madaket/Smith Point Gem Water Views!

Rare Madaket beachside custom home with capacity for families and groups! Have it all, a no excuses perfect getaway to a Nantucket paradise with stunning ocean views and beaches. Master king bed and full bath | Guest with queen bed and full bath | Guest with 3 twin beds | Basement pullout sleeper sofa spillover space. Inquire about adding bunk house (queen in loft & sleeper sofa) if extra space is needed.

Pocomo Beach Bunk Room in Vintage Cottage

Simple bunk room in a vintage Nantucket cottage in peaceful Pocomo with nearby private beach access. Best for short stays and budget-friendly overnight visits. Bathroom is shared in the main cottage. Refrigerator use available (no cooking or laundry). Fans provided. Enjoy Pocomo Bay for beach walks, sunsets, and swimming in a quiet waterfront setting about 8 miles from Nantucket town.

Private Beach Access Cottage in Pocomo Bay

Simple accommodations in one of Nantucket's most beautiful and peaceful waterfront neighborhoods. Located in Pocomo, our vintage cottage offers private beach access to calm Pocomo Bay, great sunsets, swimming, fishing, and beach walks. Town is a short drive away. If available, we also offer rides to town, along with bike and kayak rentals for guests who want to explore the island.