Vacation rentals with a patio in Siasconset

South of Town Surf Shack. Best Deal on Island.

Redecorated for summer 2025 with new linens and Casper beds! While the exterior is the picture perfect Nantucket cottage home surrounded by hydrangeas, you will be surprised by the casual, surf-vibe of the decor. Enjoy the best of Nantucket by walking to Town (under 1 mi) at this prime location property. The lot has privacy hedges and borders conservation land. This property has a separate living area home to two of the homeowner's employees. No parties, dinner parties, or events are allowed.

Beachfront Cottage

This 2-bedroom New Seabury beachfront cottage overlooks the Nantucket Sound which offers breathtaking views & a spacious patio perfect for morning coffee, barbecues, and stargazing. It is only a few steps to the private beach and a short walk to Popponesset Marketplace, the best place to grab food & drinks while enjoying live music & mini golf - quintessential Cape Cod summer living! *Popponesset Marketplace (10min walk) is closed during the off season but Mashpee Commons(10min drive) is open*

Spacious Waterfront w Private Beach sleeps 10

This historic home with a private beach in Edgartown sleeps 6 in the main house and 4 in the guesthouse. Perfect for entertaining, enjoying family or reconnecting with friends. The main house has an open concept kitchen, dining room and living room with a large deck facing the water. Plenty of space to lay out and relax plus an enclosed porch for late night card games and drinks. The home is a leisurely 10 min walk into Edgartown for morning croissants at Rosewater and dinner at The Atlantic.

In-Town, Historic District, Nantucket Home + Yard

A coveted in-town location within Nantucket’s historic district, just a quick stroll downtown to enjoy the premier dining options, charming boutiques, award-winning Whaling Museum & more. In our two-story, two-bedroom home we've added lots of NEW items - linens, pillows, towels, individual toiletries, coffee, smart TVs, Alexa, Keyless Entry, a new dishwasher, new dryer, new stove & microwave & a new Pack n' Play & Highchair for our littlest guests. Our cottage is perfect for 4-5 people.

‘Sconset Charmer, steps to beach

Adorable and equipped 2 BR 1.5 bath home nestled in the heart of ‘Sconset Village. Short stroll to beach, Bluff Walk, market and restaurants. New living and dining room furniture, new beds and bedding. Front and side decks with outdoor furniture, grill, and smokeless fire pit. Gas-burning stove fireplace makes for cozy off-season retreat. Extra high speed internet, extended cable package and Roku smart TV. One parking space, and easy shuttle access into ACK center.

Martha's Vineyard Cottage: Walk to Town and Beach

Updated 1920s Cottage in Edgartown Village – Walk to Beach, Harbor and Main Street Step into classic Vineyard charm at this fully updated 4-bed, 3-bath craftsman cottage in the heart of Edgartown. Two blocks from Main Street’s restaurants, galleries, and harbor and a quick walk to Fuller St Beach & Lighthouse Beach. Fully winterized + AC, high-speed Wi-Fi, three workstations. Ideal for families, bachelorette parties or anyone craving a New England coastal escape.

Historic Downtown Nantucket Home - Up to 12 Guests

Experience a beautifully restored 6-bedroom, 5-bath antique Whaling Captain's home located in the heart of Historic Main Street. Just a short walk away, you'll find shops, restaurants, and museums. • Features a custom kitchen • Newly renovated bathrooms • Private backyard • Air conditioning • Two designated parking spots • Crib and high chair available upon request • Complimentary WiFi This charming property offers both comfort and convenience for your stay.

In-Town Cottage - Walk to Shops & Restaurants!

Moongate Cottage, with quintessential Nantucket charm is walkable to downtown. Enter through the arched wooden gate in the mature hedges, to your private oasis with a quaint yard and brick patio. The cottage furnishes everything you need. From June to September, we have a 7-night minimum stay from Saturday to Saturday. Enjoy the large living room, spacious bedroom, updated kitchen and bathroom. The ambiance shows throughout with the modern beach chic decor.

Brand new upscale cottage-great location

Enjoy a stylish stay at this centrally-located 2 bedroom cottage. Patio dining table, grill, fire pit, outdoor shower. Private driveway. Rain shower, double sink, soaking tub. Master bedroom with king bed his and hers closet tv. Guest bedroom 2 twins. Living room fireplace WIFI. Fully equipped kitchen. Washer and dryer. Toiletries. Beach chairs, umbrella, cooler. Pack and play and baby chair. Security camera on driveway no other cameras on property

Madaket Bright and Airy Guest Cottage

Escape to this charming guest cottage in Madaket, just a short walk from Madaket Beach, known for its stunning sunsets. This peaceful retreat offers a cozy, light-filled space with a well-equipped kitchen and comfortable sleeping arrangements. Enjoy mornings on the private patio, bike scenic paths, or dine at Millie’s. Easily explore Nantucket’s shops, restaurants, and history. End your day with a breathtaking sunset—your perfect island getaway awaits!

Beachfront Cottage w. Yard + Town Access

Welcome to The Mizzen Cottage! Updated 1930's cottage on an ocean front compound on beautiful Chappaquiddick. Complete with a picturesque porch overlooking the outer harbor, side deck, outdoor shower, washer/dryer, dishwasher. Stunning views of the Edgartown lighthouse and Cape Poge. Access to a private beach. Access town with just a 10 minute walk (or 1 minute drive) to the Chappaquiddick Ferry, and be in downtown Edgartown in 15 minutes or less!

Our Three Suns

Nantucket house with community access to pool, tennis courts, bike path This 4 bedroom, 3 1/2 bath house is located in the desirable family friendly community of Naushop. The house includes all the amenities Naushop offers; a community pool, two tennis courts, a pickle-ball court, playground and renovated clubhouse. The community is located on the bike path providing easy access to the beach (1.5 miles), town (2 miles), and other amenities.