Guesthouse vacation rentals in Nantucket

4.93 out of 5 average rating, 107 reviews

Guesthouse in Siasconset

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

Top guest favorite

5 out of 5 average rating, 24 reviews

THE BIG CHILL ~ ONE MILE TO EDGARTOWN CENTER

The Big Chill is close to the buses, grocery stores, fish markets, Morning Glory Farm, the beautiful beaches and the center of Edgartown. You’ll love it.. its cozy, has A/C, you'll love the high ceilings on the second floor and the location! The BIG CHILL has a full bath indoors and a fully enclosed outdoor shower steps from the door. Great for couples, solo adventurers, and business travelers….a bike ride to town. If you need a bigger house, check out Sandy Feet Retreat for 5-10 guests.

4.92 out of 5 average rating, 13 reviews

Beach Chic Guest Cottage, Town

Your perfect seaside Nantucket getaway is our idyllic guest cottage in town, on the corner of historic Orange Street and Dover. Lovingly restored and fully styled in coastal chic, this 1900 built guest cottage with private outdoor garden lounge is completely renovated with all the appointments. Open 1 bedroom loft with double bed upstairs, plus a twin xl daybed in living room on first floor, large sofa, full bathroom, mini fridge, coffee maker, microwave, living room, outdoor living room.

5 out of 5 average rating, 4 reviews

Charming Garden Guesthouse

Just a short stroll from charming downtown Edgartown, this cozy guesthouse offers the perfect mix of ease and serenity. Nestled within beautifully landscaped gardens, it’s a peaceful hideaway after a day of island adventures. Inside, you’ll find a bright, thoughtfully designed space and everything needed for a restful stay. Whether you’re walking to dinner, biking to the beach, or enjoying your morning coffee in the garden, this guesthouse is your ideal Martha’s Vineyard getaway.

5 out of 5 average rating, 3 reviews

New! Edgartown Guest House in a garden setting

New construction in a great location in the Katama area of Edgartown. Located in a quiet neighborhood with access to the bike path which will get you to South Beach or downtown in minutes. We are also close to Morning Glory Farm or the Katama General Store for morning coffee or lunch. This guest house is a private, freestanding, two story dwelling with new furniture and linens. Fully equipped kitchen with quartz countertops. Outdoor deck in a garden setting with dining table

Superhost

4.94 out of 5 average rating, 87 reviews

In-Town Private Cottage w/ parking

5-min. walk to Town, w/ parking. Upstairs bedroom w/ 2 twin beds, queen pull-out couch in main living area w/TV. Bathroom w/ shower. Small kitchen area w/ fridge, microwave, coffee pot, sink (no stove). Enclosed outdoor shower, all linens, bath towels, beach towels, beach chairs and cooler. Heat/AC/Wi-Fi. PLEASE NOTE: All rentals beginning after July 1, 2019 are subject to new state and local taxes of 11.7% on total rental, collected separately by airbnb after the booking.

Top guest favorite

Guesthouse in Madaket

4.96 out of 5 average rating, 108 reviews

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!

5 out of 5 average rating, 5 reviews

Loft Apartment in Nantucket

Keep it simple at this peaceful and centrally-located newly built one bedroom/bath loft apartment. Open floor plan and vaulted ceilings which create lots of light. Open the french doors and door to deck and feel the Nantucket air. For privacy, slide the farm style doors close to the bedroom with queen size bed. Fully equipped kitchen, indoor living space with TV, stall shower + outdoor shower.

4.93 out of 5 average rating, 86 reviews

Nantucket Guest Cottage

Welcome to Casa del Limone, a lovely secluded guest cottage with a beautiful private garden located in the historic district on Main Street, Nantucket. The cottage is within convenient walking distance to downtown restaurants, historic sites, and shops. Enjoy fine dining, living history, a lovely harbor, and magnificent beaches.

4.93 out of 5 average rating, 85 reviews

Ideally located in Town, 2 blocks from water

Sunny and bright, like new, 2 story guest cottage off quiet street in town near harbor. Spacious master suite with king bed, large bath, laundry. Kitchen/living downstairs. Beach chairs and towels. Outdoor shower. Private garden patio with cafe table and 2 chairs. Parking for one car is available at an extra charge of $75/day.