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.

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.

LOVELY 1BD, 1BT Studio with backyard & BBQ

SUNRISE-Recently renovated 1BD, 1BT Studio with backyard and BBQ. It's a separate dwelling behind the main house( that has been rented too).Sleeps up to 4 people. With kitchenette, window units A/C, Wifi, parking on the driveway for 1 car. 1min away from bike path.Walking distance to coffee shop, bike rental shop, play ground. Easy access to town and beaches.Guests can get around by bus(The WAVE stop is right on the corner),bike, uber/taxi. Beach chairs and towels,umbrella&linens provided

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.

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

Charming Cottage, Short Walk to Beach! Dogs OK!

We invite you to stay at our dog friendly 2br/2ba cottage in Eel Point/Fisher's Landing. A quiet, peaceful ten minute walk through the abutting nature reserve will get you to 40th Pole Beach, which is due west of Dionis Beach.

Charming One Room Guest Cottage

One room guest cottage located in the Nantucket Historic District. The quiet cottage sits behind the main house, accessed by a private right of way. Located in a residential neighborhood it comfortably fits 2 in a King bed.