Holiday houses in Siasconset, Nantucket

Guesthouse in Centerville

5 out of 5 average rating, 137 reviews

Modern Fireplaced Carriage House with Beach Permit

Feel at home & relax in our new one bedroom carriage house. Modern yet classic Cape Cod style and elegance. Rest easy on a new Stearns & Foster king size mattress with designer linens and furnishings. Cozy up to the fireplace and flat screen TV. Custom bathroom, Bosch laundry units and small deck. Kitchenette with dishwasher drawer, under cabinet refrigeration, microwave, toaster, Keurig coffee maker, Starbucks coffee and various teas. We offer beach chairs, bags & towels for your convenience.

4.91 out of 5 average rating, 93 reviews

Guesthouse in Nantucket

Sweet Dreams Romantic Guest Cottage.....'Sconset

This Cottage is Limited for a Couple !!! Non Smoking-No pets-No Children Check In 3 pm (but you can always leave your luggage earlier) Check Out 10:30 (Luggage may be left to retrieve later) Sweet Dreams is a lovely two-story free-standing building next to my home, outside table & Gas Grill, A chair for relaxing or reading. Beach chairs and towels also supplied. The center village & beach 4-minute walk Most likely you can hear the crash of ocean waves nightly Central heat/air Flat Screen TV

4.85 out of 5 average rating, 105 reviews

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.

4.94 out of 5 average rating, 185 reviews

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.

5 out of 5 average rating, 30 reviews

‘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.

4.99 out of 5 average rating, 73 reviews

Cottage in SIASCONSET

Romantic A-Ced 'Sconset Center cottage for 2!

Romantic AIR-CONDITIONED Sconset Center cottage for two. Charming, immaculate, and comfortable...beautifully decorated! Spacious "great room" furnished with queen bed, dining room table and ladder back chairs, and other country antiques; Wi-Fi, 43” SMART cable television; fully equipped kitchen, including microwave, disposal, and washer/dryer; private brick terrace, Igloo, beach chairs, and Weber grill. VERY nice! Perfect for a restful week in Sconset Center!

4.95 out of 5 average rating, 88 reviews

Guesthouse in Nantucket

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!

4.94 out of 5 average rating, 211 reviews

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.

4.97 out of 5 average rating, 39 reviews

Cottage in Nantucket

'Sconset Artist's A-frame a/k/a MOBILE HOME

'SCONSET off Baxter Rd - 3/4 mile from 'Sconset center - Open studio cottage short distance from Sankaty lighthouse & beach - Artist's A-frame with cheery mobiles- King sleeping area flanked by 2 full baths, dining for 8, fully equipped kitchen, all amenities for relaxing, entertaining, working remotely with private garage studio w/ Queen bed, bath & kitchenette. A fold away twin mattress is also available.

5 out of 5 average rating, 18 reviews

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.

4.96 out of 5 average rating, 248 reviews

Apartment in Nantucket

BRIGHT & STYLISH 2BD,1BT with deck & BBQ

Newly renovated 2BD, 1BT first floor in convenient mid island area that is great for a family or small group of friends. Great living area,TV. Dining table and chairs, laundry W/D, fully equipped kitchen(fridge/freeze, oven, microwave, coffeemaker, toaster), window units A/C. Could sleep up to 5 people. Deck with outdoor shower and BBQ. Parking for 1 car.The bus stop is right on the corner.

4.97 out of 5 average rating, 39 reviews

Home in Barnstable

1 minute walk to beach, Saturday to Saturday

The cottage duplex is across the street from Covell's Beach, we also have a private beach without life guard supervision. There is a family residing on the other side of the duplex. We offer an outdoor shower, grill, outdoor picnic area with an ocean view.

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Other great holiday rentals in Siasconset, Nantucket

4.94 out of 5 average rating, 35 reviews

The Enchanted Cottage

SheilaRating, 5 stars10 months ago

My nephew and his family had such a great week on Nantucket. Douglas' home is very cool and authentic Nantucket with the wood paneling and everything simple and basic in all the best ways. It's a super private and peaceful spot. They felt very comfortable right from the start and loved everything about the house. Douglas was super friendly and available for questions and suggestions. They appreciate Douglas sharing his home and are already looking forward to returning.

4.97 out of 5 average rating, 58 reviews

L0W TIDE, with Private Pool

BrianRating, 5 stars3 months ago

We had a wonderful stay at DJV Rentals. It was very quiet, pleasant, and spacious. All rooms had TV's, the house had all the luxuries of home. We would love to stay here again, especially in summer when the pool would be open!!!!

4.89 out of 5 average rating, 9 reviews

South of Town Surf Shack. Best Deal on Island.

AlisonRating, 5 stars3 days ago

Our stay on Nantucket was fantastic! An easy walk into town and the house had everything we needed, including items for our child. Gaelen was very responsive and her recommendations and instructions were great. We can’t wait to come back!

5 out of 5 average rating, 26 reviews

Privacy and Views on Nantucket Island

BruceRating, 5 stars8 months ago

Enjoyed a great stay. Well-situated and well-appointed home. Would choose Don's place again. Thanks to Don for a seamless weekend.

4.92 out of 5 average rating, 50 reviews

Apartment in Nantucket

Newly renovated home in Nantucket (sleep 3)

CaitlinRating, 5 stars3 weeks ago

The whole family was super kind and friendly! Everything was to our liking and I am hopeful to return someday with my husband and kids! Home was well stocked in the welcome basket was a nice touch.

5 out of 5 average rating, 22 reviews

Cottage in Siasconset

Romantic Cottage, One Block from the Beach /3 beds

SteffaniRating, 5 stars9 months ago

Our stay at Kate's was heaven. From the moment we checked in, Kate was very responsive, friendly, and helpful with any questions. The cottage is homey, cozy, and has everything we needed. We loved cooking meals in the spacious kitchen, having coffee on the lovely front porch, and rinsing off in the outdoor shower after the beach, and you can tell a lot of love has built and filled this quaint space. We loved how it was within walking distance to the beach, the bluff walk, the market, and how private our neighborhood felt. We had such a special time, and all agreed we would stay here again in a heartbeat. Thank you, Kate!