Vacation rentals with a patio in Nantucket Island

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.

Spectacular Waterfront Townhouse

Step right out to the water! This amazing waterfront townhouse overlooks Nantucket Harbor and offers splendid views. This unique corner townhouse has two expansive deck spaces and beach views from the living space. The renovated townhouse offers 2 upstairs bedrooms, 2.5 baths, and 2 sleeper couches. The upstairs master has a balcony overlooking the harbor and all windows with waterfront views. Location is prime. Rental comes with 1 parking spot and AC units. July Sat-Sat Weekly rental available

Two-Bedroom Luxury Condo

This two-bedroom suite is located in a restored historic building in Town and the only unit in the building accessed through the original front door. Recently refurbished, the unit elegantly combines Nantucket style with modern accents and upgrades. Minutes from Main St, walking distance to Steps Beach, and a block from free public transportation. There is a shared patio in the back of the building with a gas grill and outdoor furniture. Completely new furniture/mattresses and upgraded HVAC!

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.

Large yard, deck & hot tub 4 bedroom, sleeps 8

**Min stay: peak season 5 nights / shoulder season 4 nights/ off season 3 nights** Tucked in off the road lies a 4 bedroom home with a spacious yard, hot tub, fire pit, and deck suitable for dining or entertaining. The modest upstairs expands to a basement with a large living area, two bedrooms, and a kitchenette. The large deck is equipped for dining or entertaining. It also features an outdoor shower for after a long day at the beach. **House is winterized for cold weather stays**

Cozy mid-island cottage in the perfect location.

Welcome to Our Charming Coastal Chic Cottage, convenient mid island, is great for a family with kids or a small group of friends. Close to town, restaurants, and beaches! Spend the day at the beach, then come home and relax in our spacious back yard and take a refreshing outdoor shower. Back yard is great for dining, BBQs and entertaining. 1.5 miles to Straight Wharf (Down Town) Short bike ride to Surfside & Miacomet beach or Cisco Brewery and Bartlett farms-great place for lunch.

Newly renovated one-bedroom condo in Town

Find your Nantucket oasis in this newly renovated condo in Town. This one bedroom home offers modern amenities, stylish decor and convenience across the island. You will be a short walk from the Town center and steps away from a peaceful bike/walk path leading to a quiet beach and the yacht club. For relaxing evenings at home, you can enjoy the furnished patio and cook in the full kitchen. If you decide to explore beyond town, rest assured you have free parking at the property.

Beautiful Classic, Historic Nantucket Home In Town

Tastefully updated with modern furnishings and amenities, this classic antique Nantucket home appeals to many. Conveniently located within walking distance to the historic downtown where you will find a variety of restaurants, bars, and shops. It is only 1 block from Francis Street Beach where you'll find calm waters for kids to safely play in. The brick patio and back lawn, including a grill and spacious dining area, provide a relaxing outdoor environment for all to enjoy!

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!

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.