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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

Exquisite Oceanside Madaket Getaway

Location-Location-Location! The best way to experience Madaket Beach, Smith's Point, and More! Beach access at your finger tips. Take in ocean views and sunsets. Enjoy the perfect blend of modern comforts/upgrades and preservation of details that evoke the history and spirit of this seafaring island. Beautiful original hardwood floors, tasteful touches of a bygone nautical era, and more pair with exquisite furnishings, elegant kitchen and living room appliances, hydrangea gardens, and more.

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.

Nantucket Beach House with Private Beach - 6 BR

6 Queen BR, 4 ½ BA beach house. Private beach. Light-filled, open floor plan. Large deck overlooking ocean, with 2 outdoor dining areas and sitting area. Primary BR on 2nd floor has office, private BA, and 2 private decks offering sweeping views. New furniture, stove, fridge, organic mattresses & bedding. Satellite TV and internet. Outdoor shower. Renovated 2025. Large lower level with high ceilings and lots of natural light from windows & glass double door. Beach steps shared w neighbor.

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.

Chill beach getaway on Nobadeer beach

Relax with the whole family at this peaceful place to stay. It can accommodate up to 8 people. Simple, beach style house located right at the Nobadeer beach where all the fun and surf begins. It’s a beautiful place to stay but nothing fancy . It has all you need for your dreamy Nantucket staycation . Please, be aware of the airport located close by and the airline noises.