Planning a Nantucket getaway for 2027? Fisher’s vacation rental portfolio continues to grow, with new homes added across the island offering a range of locations, styles and amenities. From in-Town properties close to shops and restaurants to homes near the beach and quieter island neighborhoods, explore some of the newest additions to our Nantucket vacation rental inventory and start planning your next stay.
If you’re searching for a specific home you don’t see on our site, we can help. Fisher Real Estate often co-brokes rentals listed elsewhere, giving you access to an even wider selection of Nantucket homes.
Start planning your unforgettable Nantucket stay today.
NEW NANTUCKET VACATION RENTAL HOME INVENTORY
Cliff
Set off of Cliff Road, this custom built 8-bedroom house and guest house is designed for rest and relaxation with amenities to match. Step outside to a professionally landscaped yard centered around a heated in-ground pool and spa, with plenty of room to lounge or dine poolside. The outdoor living space includes a firepit next to the pool, an outdoor kitchen with a grill, a refrigerator and a large TV, heaters for chilly nights and an outdoor shower.
Sconset
This four-bedroom home is in the heart of Sconset, only moments away to the center of the village which offers a market, restaurants, post office and liquor store, everything you need is at your fingertips! Situated on a large lot, this recently renovated property has plenty of indoor and outdoor living space. The backyard is fenced in and has plenty of space for games and enjoying summer weather. There is an outdoor dining table that accommodates eight people and has great sunrise and sunset views. An outdoor shower is located on the first floor for rinsing off after the beach.
Tom Nevers
Thoughtfully reimagined, Longtail Cottage is a private retreat with sweeping views toward the Atlantic Ocean and Sankaty Lighthouse. The classic upside-down layout maximizes light and scenery. The home offers exceptional privacy, beautifully appointed interiors, and tranquil spaces that seamlessly blend indoor and outdoor living. The outdoor space is designed as an extension of the home’s interiors. It invites guests to embrace Nantucket’s coastal lifestyle. Three distinct spaces offer secluded settings for dining, lounging, and entertaining. The pool terrace serves as a private resort-style retreat, featuring four cushioned chaise lounges, an outdoor living room, and a fire pit framed by a generous sectional. The primary suite’s secluded balcony provides an intimate escape overlooking the heated pool, while the upper dining terrace captures expansive views across the Atlantic Ocean and Sankaty Lighthouse. Furnished with seating for six and a premium gas grill, it offers an unforgettable setting for leisurely meals, sunset cocktails, and evenings spent outdoors, where the boundaries between the home’s interior and the natural beauty beyond quietly disappear.
Surfside
This four-bedroom home on a one-and-a-half-acre lot in Surfside is just yards from one of the nicest beaches on Nantucket. It is surrounded by green space which makes it feel extremely private and provides great views. There is a wraparound deck with a gas grill and sun loungers to enjoy the outdoor space. The property offers parking for up to three cars, and the home has two living spaces on different levels and plenty of light from the large windows on all sides. This property has window air conditioners in the bedrooms only.
Dionis
Charming Nantucket cottage perfectly located just moments from the beach and 3 miles from downtown. Water views from the second floor and located across from Dionis Beach.
Surfside
Newly constructed in 2024, this beautifully designed and tastefully furnished home offers 4 bedrooms and 4.5 bathrooms in the sought-after Surfside area. The property includes all the modern-day amenities, featuring central air conditioning, four en-suite bedrooms with tiled bathrooms, open-concept floor plan with kitchen dining and living rooms, a perfectly manicured backyard, blue-stone patio, an outdoor shower and a private swimming pool. Tandem parking is available for 2 vehicles. The property is only moments away from the take-out food establishment Roastd by the airport, Nobadeer Café and NobaBar at Nantucket Inn, Meat and Fish market, Discovery Playground, Yezzi’s and the 3-Way Scoops ice cream store.
6 Olivers Way
Sconset
6 Olivers Way is a bright and spacious 5 bedroom and 4.5-bathroom property located within close proximity to Sconset village and Sconset beach. The property features central AC, fully equipped kitchen, renovated bathrooms and multiple gathering spaces. The serene setting of this location makes this a very special home to enjoy and not to be missed.
Mid-Island
This charming cottage built in 2026 is conveniently located in an established neighborhood with easy access to everything! Minutes to bike paths, yoga and fitness studios, coffee shops, grocery stores, restaurants and nightlife.
Town
The Milk ShACK is a beautiful post-and-beam home featuring all the warmth of exposed wood, plus the airiness of soaring cathedral ceilings and sunshiny south-facing windows, windows, windows! The sizable yard, enclosed by tall privacy hedges, offers space to dine, relax, play, and enjoy the simple pleasures of being outdoors on beautiful Nantucket.
Pocomo
Perched along Nantucket’s Harbor in one of the island’s most coveted waterfront settings, 5 Village Way offers an extraordinary harborfront experience with panoramic water views and the beach just steps away. Recently transformed by a professional interior designer, the five-bedroom home pairs sophisticated, comfortable interiors with the ease of a true summer house. Nearly every room captures breathtaking harbor views, dramatic Nantucket skies, and the ever-changing beauty of the waterfront landscape. Designed for families, the home sleeps 12 with four king suites, each with its own private bath, plus a lower-level bunk room for kids. The main level is open and light-filled, with living, dining, and kitchen areas flowing onto a wraparound porch with an outdoor kitchen, grill, and outdoor dining space for sunset dinners, morning coffee, and evenings on the water. Beach chairs, beach towels, and an outdoor shower make the house easy to use for full beach days.
Madaket
Charming Hither Creek cottage offering authentic Madaket charm with modern amenities. Conveniently located close to boating, beaches, and the bike path with easy Wave shuttle access. Madaket is known for its beautiful beaches, great fishing, crabbing, kayaking, sailing and the most amazing sunsets on the island. Millie’s Restaurant & Market is also moments away.
Mid-Island
This three-bedroom, two-and-a-half-bath cottage is quintessential Nantucket, thoughtfully updated with modern amenities for a comfortable and relaxing stay. The fully fenced, beautifully manicured backyard offers exceptional outdoor living space. Centrally located near Roasted General Store, Yezzi’s, and Thai House, the property combines convenience with easy access to everything Nantucket has to offer.
Surfside
This 15-bedroom house is situated on two acres of privacy in Surfside. Expansive decks on the front of the house and an 800 square foot screened porch on the rear afford dining and entertaining opportunities. The large lawn has been popular with past guests as the perfect spot for a wedding tent and the property has a private tennis court. This property is unique and in a great location for family reunions, business retreats and weddings. It is only a mile and a half away from Surfside Beach and located close to bike paths and NRTA bus stops for convenient transportation around the island. *Available for 4 night stays, from Thursday to Monday only. Rate is $5,000/night.*
Town
Seven bedroom residence with three finished levels, offering inviting interiors and private patio space and off-street parking for two cars. Enjoy this central location, a half mile form Main Street and less than one mile from the beach.
Town
Four bedroom, four bath residence with three finished levels, offering inviting interiors and private patio space. Enjoy this central location, a half mile from Main Street and less than one mile from the beach.
Sconset
Welcome to One Ocean Avenue, an iconic ‘Sconset estate offering a truly unforgettable Nantucket vacation experience. Steeped in history and beautifully redecorated, this exceptional compound includes multiple residences —each with its own distinct character—creating a private, luxurious retreat for families and groups. With spaces to gather, entertain, and host guests in comfort, the estate is surrounded by mature landscaping and timeless coastal charm. Perched above the Atlantic Ocean, One Ocean Avenue provides spectacular views and quick access to sandy south shore beaches and the heart of ‘Sconset village. The offering includes a seven bedroom, six bathroom main house with multiple living, dining and entertaining areas. There are two separate guest cottages as well as a “Recreational Cottage” boasting ocean views, a gracious porch and ample space for fun family games.
Cisco
Situated conveniently off the Hummock Pond bike path, Sea Fever II offers the best of Nantucket’s most desired destination, Cisco. This home is tastefully decorated with Nantucket interior design elements. Skylights, cathedral ceilings, surrounding views of ocean, moors, and pond, plus an outdoor shower, all enrich the relaxing, beachy vibe vacationers immediately feel when entering Sea Fever. It is truly the perfect place for your next nostalgic Nantucket beach vacation.
Town
Sited on a quiet lane on the west side of town, 5 Powderhouse Lane is a quaint duplex cottage, offering a genuine Nantucket experience at an attractive price. There are two units, each rented separately, each with two bedrooms plus a loft as well as their own separate outdoor space with seating and a grill. Enjoy proximity to Main Street with all the shops, restaurants, and historic sites, as well as the calm waters of Jetties, Children’s, and Steps Beaches along the north shore. So much is within easy reach without a car, but there is off-street parking should you choose to bring your car to explore a bit further.
Wauwinet
The iconic Pink House sits on a bluff overlooking Nantucket Harbor facing west for beautiful sunsets. Enjoy direct harbor access via a boardwalk through the beach grass; or explore the ocean side of Wauwinet within minutes. The property features four bedrooms total: three in the main house and one in the cottage.
Town
Sited on a quiet lane on the west side of town, 5 Powderhouse Lane is a quaint duplex cottage, offering a genuine Nantucket experience at an attractive price. There are two units, each rented separately, each with two bedrooms plus a loft as well as their own separate outdoor space with seating and a grill. Enjoy proximity to Main Street with all the shops, restaurants, and historic sites, as well as the calm waters of Jetties, Children’s, and Steps Beaches along the north shore. So much is within easy reach without a car, but there is off-street parking should you choose to bring your car to explore a bit further.
Naushop
A well-positioned Naushop property that pairs privacy with scale, offering five-bedrooms and 4.5 bathrooms across multiple levels of living. Backing up directly to Land Bank conservation land, you’ll enjoy a rare sense of privacy and immediate access to trails and open space. A spacious backyard with ample room for outdoor enjoyment, play, and entertaining. A patio with outdoor furniture, fire pit, and grill, creating a natural extension of the home’s living areas. This property also offers an outdoor shower.
Naushop
A lovely three-bedroom home located in the highly sought-after Naushop community. Guests enjoy access to community swimming pool, tennis and pickleball courts, making this an excellent choice for summer guests and residents. The home offers central air conditioning, an outdoor shower, private patio, and off-street parking. For morning coffee, groceries, or ice cream on hot summer days, the house is within easy reach to Pip & Anchor, the Meat & Fish Market, and 3-Way Scoops.
Miacomet
Welcome to “Windswept”, a thoughtfully designed 4-bedroom, 3.5-bathroom retreat in Miacomet area, conveniently located mid-island and just five minutes from Town. The perfect Miacomet location offers guests proximity to the island’s only 18-hole public golf course. In addition, Bartlett’s Farm, Cisco Brewery and 167 Raw are only a short drive away. Blending coastal charm with modern comfort, the house offers a serene setting for an unforgettable island escape. The massive backyard, an outdoor fireplace, private swimming pool, oversized hot tub, infrared sauna, and an outdoor shower complete this beautiful home.
Dionis
Welcome to Haven, a serene, private retreat off Eel Point in Dionis, perfect for relaxed gatherings and unforgettable memories. A Main house and Guest house set on nearly 2 acres and backed by 700 acres of conservation land, this exceptional property includes “Homeward Bound”, a five-bedroom main house, and “Beach Bound”, a three-bedroom guest house. With a 20×50 heated pool and a separate hot tub, this estate provides an idyllic setting for entertaining family and friends or accommodating a two-family stay. Just a short drive from Dionis Beach and 40th Pole, Haven also borders the Linda Loring nature preserve, where you’ll find peaceful hiking trails through 104 acres of conservation land. It’s a true island oasis — where privacy, comfort, and connection come together in perfect harmony.
Sconset
Welcome to “The Gift” — your quintessential Siasconset escape! This charming 2-bed, 1.5-bath historic cottage offers a perfect blend of old-world Nantucket character and modern comforts — ideally situated in the heart of ‘Sconset village just moments from the beach, market, and scenic shell-lined paths. Outside, unwind in your private outdoor space with casual seating, garden patio, and charming picket-fenced yard — perfect for al fresco dinners or lazy afternoons in the sea breeze. Just a short stroll brings you to Codfish Park beach access for sun, surf, and scenic sunset walks.
Naushop
The first floor features an open floor plan with lots of light. The kitchen has new high-end appliances, a center island with seating, and is open to the dining area. The half bath and laundry are located just off the kitchen. The living room has two seating areas, one with a fireplace and TV and a beautiful sunroom with a wall of windows overlooking the back yard. Access to the back patio and yard is located just off the living area.
Town
Located in the heart of Nantucket, this charming home offers the perfect blend of classic island character and unbeatable convenience. Just moments from the shops, restaurants, and historic cobblestone streets of town, the home also provides access to Nantucket’s beautiful beaches and scenic bike paths—making it an ideal retreat for your island getaway. With its prime downtown location, comfortable layout, and inviting outdoor spaces, this Nantucket home is the perfect base for enjoying everything the island has to offer.
Brant Point
Adorable Brant Point cottage, just moments from both Jetties and Children’s Beaches, and downtown Nantucket. The main open living space has cathedral ceilings and a breakfast bar that seats four. The home includes two bedrooms that share a hall bath with a shower, and a cozy sleeping loft accessible by a ship’s ladder. Charming private back deck with a dining area and a hedged lawn.
The outdoor spaces are designed for both relaxation and entertaining, highlighted by a private back deck that captures stunning evening sunsets. Enjoy dining al fresco at the modern table with a sun umbrella or unwind on chaise lounge chairs positioned for comfort and views. A good-sized yard, fully enclosed by privets and back fencing, offers privacy and charm, with thoughtful landscaping throughout. For added convenience, the driveway provides two off-street parking spaces large enough to accommodate full-size vehicles.
Cisco
Located just minutes from the beach, the brewery, the farm and one of the island’s favorite fish markets, this fully furnished three bedroom, two bath, well maintained home features cathedral ceilings, a wood burning fireplace and a single car garage. The open living room, kitchen and dining room is a perfect floor plan for easy summer living. The long driveway that leads to the house and the abutting open space to the rear of the property provides a great sense of privacy.
Madaket
This classic west-end cottage is simple and sweet but has also been updated with a new kitchen, new grill, and some new furnishings. There is parking for two cars, an outdoor shower, and Hither Creek is just beyond the big back yard. Madaket Beach and Smiths Point are a short ride away, as well the calm-water beaches of Madaket Harbor just around the bend of North Cambridge Street. The bike path and bus stop are two blocks away.
Hummock Pond
This beautifully renovated three bedroom home is situated in a quiet neighborhood within close proximity to town. Enjoy high end updates and designer styling throughout, plus a heated 20×40 pool and newly manicured landscaping, ideal for seamless indoor and outdoor living.
Edge of Town
This open floor plan seven bedroom, seven bathroom property with pool, spa and endless outdoor entertaining areas is sited within one of Nantucket’s newest residential neighborhoods. The setting is conveniently located near the heart of Nantucket town with all essential services close at hand – shopping, museums, and minutes from contemporary dining at its best. The property features several private bedroom suites, multiple indoor and outdoor gathering spaces, an elevator, an in-ground pool with separate heated spa, and outdoor fire pit. The property comfortably sleeps 20 people.
Dionis
This classic three-bedroom, Cape cottage has a private setting on eight open acres nestled under majestic dunes and Dionis Beach. With a large wrap-around porch and plenty of green space overlooking wetlands, dunes and the ocean, the outdoor living space is unbeatable. Just a short distance to Dionis Beach, this is the perfect summer retreat.
Sconset
Situated on a private shell lane off Sconset’s historic Main Street and abutting conservation land, this newly-built three-bedroom house boats high end finishes including décor from Nantucket Looms, ample space to spread out over three floors of finished living space, and luxurious outdoor space including a pool and spa.
Madaket
Nantucket Farmhouse is a three-bedroom, two-bath home, situated on a nicely landscaped lot with multiple outdoor living areas. Located in Fisher’s Landing, just down the road from Madaket Harbor, and a short distance to the Madaket Bike path.
Town
Historic Nantucket Retreat on Lyon & Orange Streets. Step into classic Nantucket charm at this exquisitely restored 1824 home, built by Captain John C. Gardner and thoughtfully updated for today’s relaxed island living. Located on a sunny corner of Lyon Street, this five-bedroom residence formerly owned by an Olympic gold medalist, offers a seamless blend of historic detail and modern comfort — perfect for families or groups seeking an elegant, walk-to-town getaway. Enjoy beautiful natural light, inviting indoor and outdoor living spaces, and a private garden sanctuary with off-street parking for two.
Madaket
The Pineapple House is a custom-built garage apartment located on a private lot with a fully stocked kitchen, all the beach gear, and a large deck. A great home in a fantastic location, just down the road from Madaket Harbor, and with close access to the Madaket Bike Path.