7 Nantucket Airbnbs That Feel Like They Belong on ‘The Five Star Weekend'

• Rate: from $1,136/night
• Bedrooms/Bathrooms: 4 beds/2 bathrooms
• Sleeps: 8
• Amenities: gas grill, 5-minute walk to Sconset, fully-equipped kitchen, patio, laundry

The Five Star Weekend filmed in the hamlet of Siasconset, fondly referred to as Sconset, on Nantucket’s eastern point. While not the exact cottage that hosted Hollis and her friends, I’d make a sure bet that she’d approve of this one. Notably, there’s a sprawling lawn and hammock where you can cram in with the girls for sunset confessions, a patio deck with lounge chairs for midnight hangs, and, importantly, a sprawling kitchen with an island around which you’ll gather to prepare tasty meals. It’s been specifically designed to entertain crowds, complete with its own entrance that looks out on to the Atlantic Ocean, with a gas grill on the patio.

• Rate: from $1,092/night
• Bedrooms/Bathrooms: 3 beds/1 bathroom
• Sleeps: 4
• Amenities: laundry, Miele grill, wine cooler, gourmet kitchen, easy beach access

Another great Siasconset pick is this dreamy rose-covered cottage, which I’m sure Hollis wouldn’t object to. This historical property has all the trappings of a New England summer: Shingled shiplap, white picket fence, European-style furniture and boathouse screen doors. It’s also listed on the Historical National Register of Historic Structures. It features a fully equipped luxury kitchen and front patio that leads directly to a public stairway to the beach. The home is locally owned by a family who has won numerous awards from the Nantucket and South Shore Historical Societies for their work restoring older properties.

• Rate: from $685/night
• Bedrooms/Bathrooms: 3 beds/2 bathrooms
• Sleeps: 6
• Amenities: walking distance to local attractions, laundry, fully equipped kitchen

On the western side of the island closer to the ferry is Cisco Surf Shack. It’s within a mile of plenty of local destinations, including Cisco Brewery, Bartlett Farm and Cisco beach. The center of the island is 2.5 miles away, making for a quick bike ride or leisurely stroll. The charming cottage has exposed beams and lots of natural light; a well-appointed kitchen and dining area allows you to entertain a crowd of six. Outside, you’ll find a private sprawling garden with hammocks and patio chairs that provide the perfect spot for an afternoon under the sun with a good book and a cocktail.

• Rate: from $449/night
• Bedrooms/Bathrooms: 2 beds/1 bathroom
• Sleeps: 4
• Amenities: close to Surfside Beach, fully equipped kitchen, grill

Surfside is one of Nantucket’s most popular beaches, and the Cuddle In Cottage is just a mile from it. You have easy access to a bike path from the property that will take you into town or the beach. In the cottage, you’ll find a cozy, rustic-chic kitchen, cathedral ceilings in the living room and French doors; the home is also scattered with local art and island decor. Tall hedges separate this guest house from the main property; outdoors there’s a grill and beach chairs for casual group gatherings.

• Rate: from $372/night
• Bedrooms/Bathrooms: 1 bed/1 bathroom
• Sleeps: 2
• Amenities: kitchenette, luxury bedding, AC

If you’re like me and get itchy when you’re away from a city and the walkable freedom it provides, then this cottage might be for you. The cozy one-bed/one-bath studio has high ceilings and sleeps two people. It’s complete with a full bathroom and impressively well-stocked kitchenette. While it is in the town center, it comes with a parking spot and is tucked away on a quiet street, so you can still feel a world away while being in the center of the action.

• Rate: from $570/night
• Bedrooms/Bathrooms: 1 bed/1 bathroom
• Sleeps: 4
• Amenities: close to local attractions, laundry, full kitchen

I’m imagining a girls’ getaway here, if I were Hollis without the budget for a small estate. This airy loft space sleeps four, has a little kitchen island around which to gather, luxe furnishings and impeccable interior design that feels like you’re getting a five-star weekend no matter where you are. And the wallpaper. Did I mention the ocean-themed wallpaper?!

• Rate: from $521/night
• Bedrooms/Bathrooms: 2 beds/1 bathroom
• Sleeps: 4
• Amenities: newly renovated, close to local hotspots, 10-minute walk from ferry

I’m certain a Nantucket getaway couldn’t be easier than booking this condo, which is accessible via a ten-minute walk as soon as you step off the ferry. The newly renovated property boasts an updated bathroom and kitchen; the latter has relaxing sage green paint and gleaming brass hardware. Its central location means you can walk to major local attractions like the Nantucket Whaling Museum and the historic main street, and dip into local eateries, like Bar Yoshi. If you have a car or bike, you can venture out further; Cisco Brewers is a favorite and about a 15-minute ride from the town center.