Pet-friendly holiday rentals in Nantucket County

Centre St. Penthouse 3bed/2 Bath (In Town)

Built in 1850, this Historic 3-bedroom, 2-bath 1,200 sq. ft. apartment is centrally located right in the middle of downtown Nantucket. Unit includes a primary room with a king bed & en suite, guest room with a queen bed & a loft area with 2 twin mattresses (Total of 4 beds in the unit). Full kitchen with dishwasher; Wi-Fi, smart TV, central AC, in-unit laundry, linens, and towels. Steps from restaurants, bars, and shops. *3-min walk (0.2 mi) to Hy-Line ferry, 5-min (0.3 mi) to Steamship ferry.

Bright South of Town Surf Shack Cottage-Gym Access

Classic Nantucket meets modern surf luxury. Behind cedar shingles and hydrangeas lies a designer retreat with Restoration Hardware decor, Casper beds, and Dan Lemaitre art. Bordering conservation land for wildlife viewing and privacy, yet <1 mile to Town. Complimentary EZIA Athletic Club gym access included! Message me for car ferry assistance by 1/18. Note: Professional staff reside in a separate basement unit to ensure a pristine stay. Quiet enjoyment is a priority; no parties or events.

Exquisite Oceanside Madaket Getaway

Location-Location-Location! The best way to experience Madaket Beach, Smith's Point, and More! Beach access at your finger tips. Take in ocean views and sunsets. Enjoy the perfect blend of modern comforts/upgrades and preservation of details that evoke the history and spirit of this seafaring island. Beautiful original hardwood floors, tasteful touches of a bygone nautical era, and more pair with exquisite furnishings, elegant kitchen and living room appliances, hydrangea gardens, and more.

Chappy Beach House *DERBY DATES!*

Welcome to this charming 4-bedroom retreat tucked just off Chappaquiddick’s only paved road. Perfectly situated minutes from the Chappy Ferry, downtown Edgartown, and some of the island’s most pristine, uncrowded beaches. Features include AC, high-speed WiFi, a washer/dryer, and a gas grill for laid-back summer dinners. Whether you’re a longtime Vineyard lover or discovering Chappy for the first time, this home offers the ideal base to experience the island’s quiet beauty and classic charm.

Nantucket Farmhouse-Walk to Beach-Near Sunset

The Nantucket Farm House was built in 1840 and was completely renovated and refurnished in 2023. If you are having trouble with ferry reservations and need a car, please let us know. We might be able to help. The home very private and is very close to beaches, bike paths, and the Nantucket public transportation stop. We are experienced Air BnB Superhosts and are committed to excellent service and guest satisfaction. We also have a full-time caretaker on island for your convenience.

Apres Sea

Beautifully renovated 2-bed, 2-bath cottage, blends modern comfort with Nantucket charm. Nestled in a quiet neighborhood, it features an open-concept living area, high-end kitchen, and tasteful finishes. The spacious primary suite includes a private bath as does the second bedroom. Enjoy a private screened-in porch for outdoor dining, walk to Surfside Beach and enjoy easy access to town and mid-island amenities via the “Wave”, the islands free shuttle service. A perfect island getaway!

Two-Bedroom Luxury Condo

Two-bedroom/ 1.5 bath suite in a restored historic building in Town and the only unit in the building accessed through the original front door. Refurbished in 2025, the unit combines Nantucket style with modern accents and upgrades. Minutes from Main St, walking distance to Steps Beach, and near free public transportation. There is a shared patio in the back of the building with a gas grill and table. NEW for 2026 season: blackout shades in primary bedroom; beach chairs and coolers!

Chappaquidick contemporary cottage with sauna

This unique place has a style all its own. Contemporary 3 bedroom 2 bathroom home in heart of chappaquidick island . Off the main road close to Mytoi garden , waque and dike bridge. Bike to the beach . And best of it all is the Outdoor shower . Just ferry ride To Edgartown to enjoy morning stroll or have dinner. Equipped with echelon cycling bike sauna and ping pong table. Enjoy bbq on deck .washing machine and dryer available for use All bed have linen and quilt blankets.

Charming Vestal Street Cottage

Recently renovated cottage, 3 bedrooms. Central A/C, washer/dryer. Kitchen Aide gas range for cooking plus an outdoor gas grill. New half bath added this year.Cottage has one queen bedroom, one double bedroom and one bedroom with a pull out twin trundle - the second bed pulls out from under the twin and is low to the ground. New outdoor shower for apres beach, teak outdoor dining area, best of all it is a short 10/12 minute walk to Main St

Great Condo In Town!

Great two bedroom condo in town renovated in winter 2025 - new kitchen and updated bathroom. If arriving by ferry, you're just a ten minute walk from dropping off your bags and being on vacation. Convenient to restaurants, bars, shopping and everything town offers. Queen bed in master and single in second bedroom. Couch in living room is a pullout as well as option for blow up mattress. The condo is on the second floor.

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.

Chic townhouse, walk to town

This 2-bedroom townhouse is perfect for families, couples, or friends. The location can't be beat - just a 10-minute walk to town and steps from the Madaket bike path. Equipped with all the beach essentials, a private outdoor shower, and a chic backyard patio ideal for barbecues or dinner parties, it’s the perfect Nantucket retreat. Have a larger group? Ask about renting both sides of the property.