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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

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

'Sconset Waterfront Cottage - "Leap O'Faith"

My place is right on Codfish Park Road just 5 steps to the beach with an unobstructed water view. It's in the best part of 'Sconset. You're a 2 minute walk to the 'Sconset Market, 'Sconset Cafe, Post Office, Claudette sandwich shop, & bus to town. We're a short walk to the Summer House restaurant, Chanticleer Restaurant, 'Sconset Casino, New Street art galleries & the Historic captains' and artists' cottages covered with roses. It's perfect for romantic vacationing or bringing the family.

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.

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.

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.

Little Chappy House "unplugged" and off-the-grid

A rustic, off-the-grid, beachfront "camp" sits quietly on Chappaquiddick Island. Built in the 1960s by my great-grandfather, our little Chappy house has remained mostly unchanged for the past 60+ years. Enjoy a your "unplugged" vacation, away from technology with simple pleasures out in the quiet of nature.

Puddin

"Puddin" is THE classic Nantucket Scallopers cottage. Beachfront on South Beach, close to town, yet away from crowds. "Puddin" is perfect for that "just the two of us" get away.