Guesthouse holiday rentals in Nantucket

Designer Cottage with 360-degree views!

Designer cottage, located at highest point in Tom Nevers E. featuring wonderful views of Sankaty and Nantucket Golf Courses, 'Sconset and Sankaty Light, as well as expansive ocean views. Generous mahogany deck, perfect for enjoying the seascape. Quality island kitchen and separate dining area. Two queen bedrooms each with en-suite bathroom/walk-in shower and an egress to back porch/outside shower. Located comfortably away from the bustle of town; the perfect venue for a quiet adult escape.

Beautiful Cottage in Private but Convenient Locale

Perfect romantic getaway or Vineyard vacation! Designer's own cottage a short stroll to downtown Edgartown. Set among gorgeous award-winning gardens with queen bedroom, central air, fireplace, eat-in kitchen area, lots of light, outdoor & indoor shower, wisteria covered front porch, private back yard, gas grill, and more. Quiet setting, an easy walk on pretty streets by rose covered cottages or beautiful Sheriff's Meadow conservation land to Edgartown's shops, restaurants, harbor, beaches.

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.

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.

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!

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.

Tuck'd Away in Surfside

Enjoy the best of Nantucket from this modern, stylish, and conveniently located private guesthouse. Walk one block to Surfside beach, bike to Cisco Brewery or the shops and restaurants in town, and kick back in the expansive, private and beautifully landscaped yard with pool and hot tub(open in season), firepit, and sports court.

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.

Beautiful Nantucket Summer rental

Lovely newly built cottage in Fishers Landing, with an open floor plan with living room, dining area and fully equipped kitchen and powder room. Second floor, bedroom with king bed,and second bedroom with twin beds. Full bath Laundry room with washer and dryer. Garden with patio and outdoor shower