House holiday rentals 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*

Private Pool, near beaches, 3 BR/3 BA, Central Air

Enjoy the Barnstable historic seaside village of Cotuit in this sprawling house with central air, nestled in the pines on a quiet street with private gated (unheated) pool, lg. backyard, firepit, ample parking, just blocks from Main St, Ropes Beach, scenic ocean views, fort playground, and Kettleer baseball. Each bedroom has a TV and ensuite bathroom! Relax in the seasonal sunroom overlooking the pool; grill burgers on the patio. Max. 9 (6 adults). Pool open 6/20-9/15/24. The reviews tell all!

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.

"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

3 Bedroom with fenced in yard in Surfside Area

This bright and spacious condo is only seconds from the bike path. A quick bike ride to popular Surfside and Nobadeer beaches - ideal for surfers or beach volleyball fans. It's located near the grocery store, hospital, bus stops, bike shop, 45 Surfside cafe, Yummy cafe and sandwich shop, and wine store. It is perfect for family and friends gatherings. The private yard with the fire pit and grill is a great spot to relax some more after enjoying a day on the beach.

‘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.

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.

Luxury Nantucket Getaway | Hot Tub

This premium Nantucket retreat features two separate structures the carriage house and the guest cottage. Together they offer 3 bedrooms, 2 bathrooms, and convenient off street parking. Designed with modern coastal décor and sleeping up to 6 guests, these spaces are ideal for groups seeking a relaxing island stay. Enjoy a private outdoor hot tub, inviting patio, and comfortable indoor living areas perfect for unwinding after exploring Nantucket.

Quiet Cul-de-Sac near Sconset

Located on a quiet cul-de-sac across from Sconset Golf Club, this classic Nantucket home offers a peaceful retreat with views of Sankaty Head Lighthouse. Just a ten-minute bike ride to Sconset village and a short walk to the free island shuttle. Filled with natural light, the home features a spacious yard, outdoor shower, and all the essentials for an easy summer stay—beach gear, bikes, and more included.