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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.

Beach "Loft"

Enjoy The Beach Loft Apartment's convenient proximity to beaches, town and S’conset. Located 4 miles from the ctr. of the Historic District and 1 mile to Nobadeer beach our lofty spacious 900 sq. ft., 10 foot ceiling height apartment is the lower level (basement) of our home. Yet you will have complete privacy with separate parking as well as separate entrance and your own outdoor deck. The neighborhood is 3 acre zoning. It is secluded and quiet with many pine trees, oak and sassafras trees.

Cuddle In Cottage near Surfside Beach

This charming Nantucket chic decorated cottage is your ideal vacation spot. Perfect for 2 and a max of 4 people. The cottage is less than a mile from Surfside Beach, voted the islands favorite, and across the street from a bike path offering biking to the beach or town a safe and easy option. The cottage boasts privacy with fully stocked kitchen, in and out door shower, radiant heat, AC unit in the bedroom, 2 flat screen TV's, top drawer linens, towels, beach chairs and an out door grill.

Beachy House on the edge of Brant Point

Our Beachy house, furnished with a fun, beachy theme is located near Children's Beach, walking distance from the ferry & close to town on the edge of Brant Point. We are less than a block from the harbor & beach, across from White Elephant Hotel and Lola 41. This cute little 3 bedroom house has been renovated & updated with a yard surrounded by hedges, 1 parking spot (small driveway). A small yard offers a grill & outdoor dining for 4. The backdoor off of driveway leads into master bedroom.

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**

"Upon a Rock" Peace & Quiet - Mid island retreat!

Our guest suite is a separate wing on the main house. It is separated by a locked door. You have your own separate private entrance. You must come into the backyard of the main house. Look for the arbor with BAIRD written on top. These is an extra charge for any guests after the first 2 guests.,$150 per guest per night. Our guest suite is not suitable for children. We do not allow pets. If you were bringing a car please let us know in advance so we can make parking arrangements

Beautiful Custom Nantucket Home

Our custom built home is located on a private, natural and secluded location in the beautiful Fishers Landing neighborhood in Madaket. It is perfect for a family of 4. The home is close to beaches, crabbing, bike paths and Madaket Millies. We have a large private landscaped yard for the kids to play in. We also have a great deck in the back of the house for outdoor dinners, an outdoor shower with and BBQ area. It's a great house in a great spot and we have many happy repeat guests.

Newly Renovated Huckleberry House - 6 Bed in Town

Newly renovated! This historic home is just steps away from Downtown, making it the perfect home-base for your group. This 6 bedroom, 4 bathroom home can accommodate 15 guests. Amenities include an oversized yard (rare for a location in Town), outdoor shower, custom playhouse, and brick patio for grilling. Inside, the house offers classic Nantucket architecture with coastal-inspired decor and multiple entertainment areas. *Draft photos posted - new photos with art hung are coming!*

Mid Island Crash Pad

A conveniently located mid-island Crash Pad for the all movers and shakers that visit Nantucket! This gorgeous, newly built one bedroom studio with its own exterior entrance is just a few steps from the bike path and shuttle that takes you right into town. This location and space offer everything you need to be comfortable in between beach jaunts or shopping trips to town. Like a hotel room, we offer a simple and affordable place to stay on ACK.

Private Beach Cottage in Historic Sconset!

Charming one bedroom beach cottage in Codfish Park, Siasconset Local Realtor says "You have climbing roses and hydrangeas in the summer, you can walk up the shell path up to the Sconset Market — it's Norman Rockwell at its finest, a really magical Sconset spot," he said. "Wake up in the morning, walk up to the store for your coffee and the paper, then take a little stroll down to the beach, which you can see from the property!”

The Mermaid Suite, walk to Beaches, 15 min to town

The Mermaid Suite is an efficiency apartment within walking distance to Nobadeer, Stones and Fisherman's Beaches. Well equipped with queen bed, desk, galley kitchen, full bath, outdoor shower, private entrance, linens, towels, parking, a/c and heating, etc. The Studio is a spacious 400 sq. ft. Secluded, private location. Comfortable, Cozy, and convenient.