Vacation Home Rentals By Owner In Nantucket, MA

$2382.93

Nantucket Main Street Charm

Nantucket, Massachusetts, United States

Best location on Nantucket's tree-lined Main Street, invites you to experience all of the history and natural beauty the island has to offer. brThis exquisite 5 bedroom 4 bath home is decorated to perfection and offers every modern amenity! It is located in the Historic District in the center of town, close to beaches, ferries, dining and shopping! brbrThe perfect location for your Nantucket island vacation! It features 5 bdrms 4 baths central AC, updated kitchen, great for families. brThe first floor has a large living, dining, kitchen/family room, bedroom with full/queen bed, sunroom and full bath, glass doors opening to large deck w outdoor shower & grill.brThe second floor has a master bedroom suite with king size bed, a Queen en suite guest room, and two other bedrooms with a queen bed and twin beds. Two bedrooms share a new bath with shower/tub.brThe home has a large front yard, and a private, back deck for relaxing or entertaining.brbrThe charming 5 bedroom 4 bath home has been tastefully renovated by a local architect/artist.brThe home is filled with light, and a private sunny deck. The living room and bedrooms are spacious with refinished hardwood floors throughout. The white kitchen is fully equipped with an adjacent dining area . The bedrooms supply linens, duvets and pillows, the bathrooms cozy towels. Every detail ensures the visitor a perfect Nantucket experience. brBeach chairs, blankets, umbrellas, and cooler provided. brThere are large flat screen TV's in the family room, living room and bedroom with premium cable service, and WIFI.brThe house is located on Main Street, with two off street parking spaces. The main house has exterior entry light/security camera and camera on owners private studio for light and safety reasons.

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$1409.38

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Private Vacation Home

Casual Nantucket Charmer

Nantucket, Massachusetts, United States

Bright and open 4 bedroom house.. Good for families, singles or couples. The house is meticulously clean and well kept. The second floor has a master with en suite, guest room with a double bed and guest room with twin beds, with a shared guest bathroom. The third floor has a private sitting area, queen bed and spacious bathroom. The backyard is spacious with a large teak table, grill, outdoor shower and beautiful garden. Dual zone central air conditioning plus internet, phone and cable.brbrTennis courts and community pool are a block away. The house is close to town and the beach. The bus stops right on the main road off of Goldfinch and it's an easy bike ride as well

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$1563.8

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Private Vacation Home

Adorable Cliffside Home with Breathtaking Views

Nantucket, Massachusetts, United States

Take in sweeping views of Capaum Pond and Nantucket Sound from this perfectly situated home. Custom built to take advantage of the surrounding natural beauty while making masterful use of all spaces within the house. Beautiful touches and finishes throughout will provide a comfortable elegance including all modern conveniences. Enter into the first floor consisting of the master ensuite king bedroom with private entrance and two additional queen ensuite queen bedrooms, one with outside deck. A powder room and laundry area complete this level. Continue upstairs to the open floor plan living room with stone fireplace and custom gourmet kitchen with AV equipment and kitchen appliances masterfully built into woodwork and furniture. Second floor deck spaces offer additional outdoor living areas from both sides of this level to dine and relax.

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$2074.43

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Private Vacation Home

Beautiful Home on Lily St Views of the Lily Pond Most Convenient Spot in Town

Nantucket, Massachusetts, United States

So many comfortable places to sit all over this three story house for pleasant conversation with views of the Lily Pond from two elevated decks...Outdoor shower..large yard....Five bedrooms on three floors..comfortable four poster beds.. three full baths one with soaking tub...First floor entry foyer leads to open floor plan with access to two elevated decks with verdant views. First floor ..living room with dining table for eight....well equipped kitchen with island seating for four and adjacent breakfast nook. .Library with Smart TV......Second floor three bedrooms full bath..with soaking tub..Lower level suite...King sized bed...ensuite full bath Seating area with TV..Access to .screened porch .i..Access to outdoor shower...Five bedrooms..three baths with private outdoor shower..... with two outside decks..and a screened porch....al fresco dining with teak dining table and chairs .off the great room,.evening libations or morning coffee off the great room second deck..Five bedrooms, sleeps 10, on three floors with classic four poster beds.one king, two queens. four twin beds(2 in each room)....Three full baths one on each floor. .... br An open floor plan for great entertaining with dining for eight in the great room.. ... a complete chef's kitchen and breakfast nook .. Sub zero refrigerator, Miele dishwasher...gas cooktop.. DCS convection,electric oven built in microwave... ...Excellent selection of books in the Library with a Smart TV...Fast internet, So many spots to sit on three floors as well as outside on the decks and screened porch.. Private master suite on downstairs first floor with king sized bed, full bath, seating with TV, screened porch overlooking large backyard..Three full bathrooms .. Four other bedrooms ....with four poster beds..one queen on middle floor.(full bath).one queen on top floor as well as two bedrooms with two twin beds in each on the upper floor..with.full bath with separate soaking tub and shower.. AC, ceiling fans, Sonos Speakers. . Open kitchen with a Sub Zero refrigerator, DCS Electric Oven, Gas Cooktop, Miele dishwasher.. The first deck off the great room, gas grill with teak table and chairs covered with a Sunbrella umbrella. A second deck, also off the great room, is just perfect for morning coffee or evening libations and sunsets in the western sky..On a clear night, stars twinkle above you with the Big Dipper the star of the show... A spacious, private back yard with beautiful gardens .... with a screened porch overlooking the Lily Pond Conservation puts it all together...20 Lily....... on a one way, winding, historic street in town in the middle of the block .....

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$949.45

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Private Vacation Home

Off-season on Nantucket Create magical memories!

Nantucket, Massachusetts, United States

Enjoy our great family vacation home - The ''PoorHouse''. For over 50 years the Poor family has enjoyed regular visits and family reunions on Nantucket. Message us for our special insider hints on how best to enjoy Nantucket, just as if you, too, have been coming for decades.brbrOur historic house is in a very quiet neighborhood in town, but just a short 10 minute walk to the bottom of Main Street and all the activity ''downtown'', and an easy bike ride on dedicated paths to beaches. There are four bedrooms and three baths, for up to eight guests. There is a large fenced-in yard - great for children and well behaved dogs, and conservation land right across the street. You'll find everything you need for a wonderful visit - linens, beach towels, washer/dryer, gas grill, cable, and super high speed wi-fi. The recently renovated kitchen is large and comfortably well-appointed. The house is heated for your comfort in chilly weather, with fireplaces downstairs for a warm welcome on a cold day, and equipped with window air conditioning in the summer season.brbrThe PoorHouse is perfect for a long weekend or week or more to create perfect memories. If you are visiting Nantucket for one of the many festivals that take place during the shoulder season (including the Daffodil Weekend, the Film, Dance, Book, Wine and Fall Festivals, and Christmas Stroll), or are part of a wedding celebration or reunion, our house is a perfect base of operations. You will have easy access to all the activity, and yet be able to retreat to your quiet home for a much needed break.brbrWith advanced notice, we can help you with special arrangements for airport and boat pick-up, golfing, sailing, tennis, a clambake, a fishing trip, catering for a special event...or almost anything you could imagine doing on Nantucket.brbrNote: Initial 25% deposit is non-refundable. 75% balance is due 30 days before first day of rental period. VRBO will hold $750 security deposit in escrow account. Security deposit is returned to renter within 14 days after lease period ends, provided house is in same condition existing upon renter's arrival. brKeywords: Quiet house in town

4

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3

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8

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$2792.5

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Private Vacation Home

Stunning Miacomet Beach House w/ Pool, Hot tub, Sauna & Jeep Available to Rent!

Nantucket, Massachusetts, United States

br*****One-week Saturday–Saturday minimum rental required in peak season (Memorial Day through Labor Day)*****brbrWelcome to Windswept, our thoughtfully designed retreat in Miacomet, conveniently located mid-island and just five minutes from town. Blending coastal charm with modern comfort, the house offers a serene setting for an unforgettable island escape. Inside, you’ll find spacious accommodations featuring two King suites, one Queen bedroom, and a bunkroom with three Twins, along with three full and two half well-appointed bathrooms.brbrOutdoors, Windswept invites you to your own private oasis with a pool, oversized hot tub, infrared sauna, and outdoor shower—the perfect way to refresh after a day at the beach. Windswept is meant to be a place of rest and renewal.brbrThe first level features a new gourmet kitchen equipped with Monogram appliances, including a gas range—everything you need for cooking and entertaining. It opens seamlessly into an airy dining and living area complete with a Samsung Art TV and cozy lounge. A door off the living room leads to a private back patio, perfect for effortless indoor-outdoor living. This level also includes a King bedroom with an en-suite bathroom and a Queen bedroom with a connecting bath.brbrUpstairs, a loft area provides an additional gathering space with a gas fireplace and Samsung Art TV. Another King bedroom offers an en suite bathroom with a soaking tub and walk-in shower, while a bunkroom with one Twin bunk and one Twin bed—plus deck access and an extra powder room—adds flexibility for families or larger groups.brbrThe lower level is designed for comfort and fun, with a large sectional sofa, big-screen TV, Peloton bike, game table, desk, and laundry area. A powder room and linen closet add convenience, while a separate entrance from the backyard offers easy access to the pool area. Whether you’re here to unwind or need to stay connected, the home’s reliable Wi-Fi makes it effortless.brbrThe backyard is an entertainer’s dream, featuring an outdoor fireplace, lounge seating, new Weber grill, dining area, ping pong table, and outdoor shower. Adirondack chairs invite you to relax on the lawn, while the in-ground pool, oversized hot tub, and enclosed infrared sauna create a relaxing, year-round retreat.brbrMiacomet is a peaceful, scenic area on the south side of Nantucket, known for its wide beaches, natural beauty, and relaxed vibe. Home to the island’s only 18-hole public golf course and close to Bartlett’s Farm, Cisco Brewery, and 167 Raw, Miacomet offers the perfect blend of seclusion and convenience. With quiet trails, a surf-friendly beach, an idyllic pond, and a family-friendly feel, it’s ideal for those looking to unwind while staying connected to the best of Nantucket.brbrNote: One-week minimum rental required in peak season (Saturdaybrbr–Saturday); three-night minimum in the off-season. Please inquire about pets. Jeep Gladiators are available to rent (at rates below on-island rentals), subject to availability.brbrFirst Level:brbr-New gourmet kitchen with Monogram appliances, gas range, and full cooking amenitiesbrbr-Open dining area connected to the living space with Samsung Art TV and cozy loungebrbr-Direct access from the living area to the back patio for seamless indoor-outdoor livingbrbr-King bedroom with en suite bathroom (shower)brbr-Queen bedroom with connecting bathroom (shower)brbrSecond Level:brbr-Loft living area with gas fireplace and Samsung Art TVbrbr-Powder roombrbr-King bedroom with en suite bathroom featuring a soaking tub and walk-in showerbrbr-Bunkroom with 1 Twin bunk and a 1 Twin bed with sliding doors to deckbrbrLower Level:brbr-Spacious media area with large sectional sofa (designed for sleeping overflow) and Samsung Art TVbrbr-Peloton bike, game table, and desk for recreation and remote workbrbr-Powder room and linen closetbrbr-Laundry area with washer and dryerbrbr-Private entrance from the backyard pool area and entertaining spacebrbrOutdoor Features:brbr-Front porch with two chairs overlooking the grassy front lawnbrbr-Backyard with lounge seating, outdoor fireplace, new Weber grill, dining table, and ping pong tablebrbr-Outdoor shower and five Adirondack chairs for loungingbrbr-In-ground pool, oversized hot tub, and infrared sauna—usable in all four seasonsbrbr-Garage stocked with beach chairs, umbrellas, beach toys and coolersbrbrNantucket STR Permit 029264

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$968.07

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Private Vacation Home

Boutique Garden Apartment

Nantucket, Massachusetts, United States

Great location between Historic Downtown Nantucket and popular surfing spot Cisco beach. Minutes from Bartlet farm and Cisco Brewery. Bike path around the corner and bus stop. The apartment has great outdoor patio , full kitchen, two bedrooms. Newly renovated. And the best part is shared pool and outdoor living.

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$2068.19

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Private Vacation Home

IN TOWN- High quality luxury spacious home - walk to town - convenient location

Nantucket, Massachusetts, United States

br3 Night minimum stay - 10% off 7 plus night staybrbrAll home supplies and linens are provided, along with beach towels, beach chairs, beach umbrella, beach toys, beach cooler, bags… etc…. You only need your personal belongings.. brbrOutdoor fully enclosed cedar shower with hot water, deluxe shower head and spray.brbrRide the WAVE bus anywhere for FREE all of 2025. Bus stop very close by at 5 corners. This property is on bike path that connects to several other bike paths. brbrYou do not need a vehicle. It is optional. Main Street is 10 minute walk, Francis Beach is 5 minute walk, rotary is 10 minute walk, close to NCH and all bike pathsbrbrParking for one vehicle and secure bike rack for up to 8 bikes. brbrNO PETS- you will be asked to leave the property if you arrive with any type of pet. No exceptions. No refunds. brbrNew addition 2025. LifeFitness IC5 indoor spin cycle brbrNew addition 2024- LifeFitness X-3 Total-Body Elliptical Cross-Trainer indoor cardiovascular exercise machine brbrNew addition 2025 large secure bike rack that will hold up to 8 bikes very comfortably, please bring your own locks for bicycles. brbr3 zones of new central air conditioning in whole house, bedrooms each have their own mini split for added comfort on hot humid days and nights.brbrNANTUCKET, MA This is a NEW 100% total home renovation IN TOWN completed in 2019. There are 5 large rooms all on main floor level with plenty of sunlight!! It is complete with all of the highest quality construction materials to make this property a very high end vacation rental property on Nantucket Island. Very close to 5 corners, on Wave bus route, a 10 min walk to Main St, 5 min walk to Francis Beach, 5 min walk to Stop and Shop and Chicken Box! Outdoor patio is fully furnished with enclosed cedar shower, 2 bollard bike racks and beautiful “Nantucket Arbor”. Roxul soundproof insulation in all interior and exterior walls, maple hardwood flooring, marble flooring, quartz countertops, air conditioning multi zone, security safe for valuables and built in USB chargers in outlets. Living room has queen Murphy bed, 2 bathrooms, gas 2 sided fireplace which can only be operated after November 1st until May 1st, in addition to multi zone heating system, making it extra cozy for renting during Stroll, Christmas, New Years, and Daffodil Festival!! Flat screen TV’s, high speed internet, WiFi and cable TV. brbrDescription of 1600 square feet of living space; One level- front to rear-brbrThere are 5 very large Boston Sash windows with patio style furniture, breakfast dining table, and several chairs. This front sitting area has 2 overhead fans with lights and wall ambiance lighting.brbrIn same large open area / living room, there is a very large sectional seating area with coffee table, 55’ smart TV over Fireplace, Cable, high speed internet, WiFi, USB chargers, large book cases on both sides of fireplace, maple hardwood floors, A/C, sound systems, heat and closet for storage. Queen Murphy bed is on side wall in living room. Highest quality lighting on every wall and ceiling. On opposite side wall is a full bath and a half bath for convenience! Both bathrooms have marble floors, excellent high end quality bath fixtures and the best materials throughout! Full bath has whirlpool Koehler bathtub, shower with hand spray, safety grab bars, glass shower/tub doors with handles, lighted magnifying make up mirror, USB outlets, Swanstone tub surround, Swanstone double sink, heated towel warmer bars and plenty of storage! Very close by is an enclosed laundry room with extra heavy duty washer and dryer. brbrThen there is the open dining area with fireplace, and a large country style butcher block table that seats 8. Moving back behind living room, bathrooms, laundry and dining room is a gourmet kitchen! A full service island with bar sink in island and 4 bar stools. Multi lighting options. This Kitchen is Fully stocked! There are 2 sinks, 2 under counter wine refrigerators, and an under counter built in full size ice maker. You will never run out of ice!! USB Charging outlets, dishwasher, stove, refrigerator, microwave, blender, coffee maker, Kitchen-aid mixer and much much more! All excellent quality appliances! brbrMaster Bedroom - behind kitchen; Interior wall next to kitchen, outside wall and wall abutting next bedroom are all Soundproof with Roxul Quiet insulation. Going toward the back is master bedroom with plenty of morning and afternoon sunlight through 2 large windows, 2 queen beds, USB outlets at head of both beds, each with 2 side lamps. Each bed has a fan with fan light over foot of bed, sound system speakers, maple hardwood floors, closet and A/C mini split zoned just for this room allowing you to set your own level of comfort! 44” mounted Smart TV with cable, high speed internet, WiFi and built in ironing board/iron.brbrBunk Bed Room, There are 2 large windows for natural lighting, 4 twin XL large adult size beds, heavy duty. Sound proof Insulation again on 3 walls. The beds are made by “Adult Bunk Beds” a company that specializes in High quality bunk beds made to support adults and children safely, with each bed supporting up to 1000 pounds each. Top bunks have head and side rails for added protection with ladders. Within each of the 4 beds there is a reading lamp and USB charging outlets. Maple hardwood floors and closet/storage space for each occupant. Integrated sound system within each bedroom, overhead light, ambient lighting and A/C mini split that controls only this room.brbrBoth of the bedrooms exit into a hallway that leads down to the front of the house where you re enter into a laundry room, 2 bathrooms, kitchen, dining room, living room and front seating area.brbrThis property has an “accessory unit”, that the caretakers of the property live in. You can contact the caretakers with any and all questions, concerns, or issues, which can be addressed personally and immediately. It is completely independent inside and outside with fencing and is the furthest back part of the property from the street. The wall separating the two units is sound proof and fire proof with fire proof locked dead-bolted door separating the studio apartment from the tenant apartment. Privacy is of major importance! Studio apartment has its own private entrance on opposite side of house. This unit is not available to rent.

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$1879.95

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Private Vacation Home

Waterfront, Town Historic District, Stunning Harbor Sunrises, Magical Sunsets

Nantucket, Massachusetts, United States

Experience a comfortable and modern stay in the heart of bustling Nantucket. Our house is just a 5-minute walk from the downtown area and 10 minutes from the ferry terminals. Relax in our spacious rooms and enjoy stunning sunrises and sunsets while barbecuing in the private yard. Step outside to a public beach only 100 feet away and enjoy kayaking or paddle boarding in the pristine harbor. Conveniently located on the Washington Street bike path, you won't need a car, but we offer parking if you bring one. Use our tandem kayak (1) and stand-up paddle boards (2) for a truly immersive beach and town experience.

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$2047.83

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Private Vacation Home

Private upscale 4BR escape near town , peaceful setting & perfect for families.

Nantucket, Massachusetts, United States

Everyone loves this beautiful home in a private location in the middle moors surrounded by state forest yet close to town and Monomoy beach. Sleep like babies. Open floor plan, huge 1st floor master, Quaint quiet well kept neighborhood close to everything. Lovely outdoor spaces. Gorgeous walking paths and biking trails right off the road, 1.3 miles ( 5minute drive ) to town or bike to town or Sconset. This lovely well built home is bright light fresh open airy home in well kept neighborhood. Comfortable and beautifully furnished. Large living room, kitchen, dining and laundry area. Well stocked kitchen. Central Air-conditioning, 2 Decks one off master suite and one off dining area with outdoor shower, 4 large bedrooms, 2 1/2 baths, all appliances, furnishings, large 1st floor master with sitting area and big gorgeous bathrooms. Central Air conditioning but open the windows and hear the birds and feel a beautiful breeze. Huge yard with privacy all around. Bike everywhere. Very quiet wooded safe neighborhood.brCable, wifi, wireless and gas grill and patio lovely landscaping around yard. 1 mile to edge of town, beach & grocery store. Car is most convenient (call the steamship authority in late January)but Shuttle bus stop is just across the street from the neighborhood and bike trail is right next to it. Great for families, girls weekends, wedding attendees. You and your family will just LOVE it!

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$1914.57

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Private Vacation Home

Beautiful Madaket Nantucket Home With Panoramic Water Views

Nantucket, Massachusetts, United States

This charming two story four bedroom Madaket beach house offers breathtaking panoramic water views. Located on Smith's Point, a tranquil peninsula at the western tip of Nantucket, this home offers views of both the bay and the ocean! Just a 2-3 minute walk to either Madaket Bay or Madaket Beach! Choose the Bay Side for calmer water or Beach side for waves and surf. The Bay side is perfect for families with young children and for Stand-Up Paddle Boarding or kayaking. A short 5-minute walk over a picturesque wooden bridge leads to the bike path, small general store and ice-cream stand, Millie's Restaurant (dine-in & take-out) and shuttle service to/from Nantucket town. Famous for spectacular sunsets, Smith's Point offers visual splendor well into the evening hours. brbrThis upside down house's great room, kitchen and dining area are on the second floor so guests can thoroughly enjoy the breathtaking water views. The fully equipped kitchen features a central island with stool seating, and the adjacent large dining area comfortably accommodates ten people. Guests can enjoy the sweeping water views and stunning sunsets from the expansive deck. There is an A/C window unit in the Master bedroom (upstairs) and in the largest bedroom downstairs. Family amenities include propane grill, bicycles, bike helmets, beach toys, Stand-Up Paddle Board, Boogie-Boards, Cable TV, WiFi, DVD player, MP3 portable speaker, books and board games. Easily accommodates two families. No Pets allowed. No landline telephone. brbrSaturday to Saturday Rental (unless otherwise agreed upon)brbrEFFECTIVE JULY 1, 2019: ALL SHORT TERM RENTALS ARE SUBJECT TO 11.7% STATE & LOCAL ROOM OCCUPANCY EXCISE TAXES.

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$1492.42

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Private Vacation Home

New, Spacious, Private, Nested in Pines - 5 BR/3.5 BA Sleep 12

Nantucket, Massachusetts, United States

This home boasts an open kitchen, dining and family room overlooking a very large wrap deck. Its gourmet kitchen comes fully equipped with custom cabinetry, granite counter tops and every imaginable amenity. The master bedroom suite features a Jacuzzi, TV private entrance onto the deck from a master bedroom sitting area and is handicap friendly.brbrKitchen and dining area are open to family room with TV.brbrAn additional living room with a fireplace provides a quiet place for reading and relaxing. Upstairs three additional bedrooms, a full bath, laundry room, and a large sitting room with TV and queen futon for an occasional visitor are available. brbrA one bedroom guest apartment with shower bath, a complete kitchen and living room are over the garage. This area has its own private deck and makes a great spot for nanny or guest that likes more privacy.brbrThis home is perfect for family gatherings, and is privately nestled in the pines with decks that are great for sunning or dining. There is lots of afternoon sun and evening sunsets. Because the home abuts forever-wild properties on two sides, you may often see wildlife wandering about. The home has 4000 square feet of living space with spacious lawn area for backyard activities. Home is 450 feet from the island bike paths and shuttle stop.brbrThere are two complete laundry areas, one on the second floor and the other in the garage. An after swim outside enclosed hot/cold shower area helps to keep sand outside. Many games, books, boogie boards, beach chairs, umbrella, backyard games, jogging stroller, booster chair, Pack and Play, beach toys, TVs and videos are in the home for guest's use.brbrKeywords: House

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$2872.29

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Private Vacation Home

Waterfront in Wauwinet

Nantucket, Massachusetts, United States

Waterfront at its best! Landfall is located directly on Nantucket harbor with its own private bay beach, short walk to the ocean beach, and 50 yards from the Wauwinet Inn. The home was gut renovated in 2011 and is designer-decorated. The property boasts a large yard and offers immense privacy. brbrCOTTAGE -Sweeping views of Nantucket harbor dominate the 20' x 30' great room with cathedral ceilings, custom millwork, top of the line appliances (wolf, subzero), 42 flat screen TV and cozy sectional. Enjoy morning coffee from the tranquility of your covered porch overlooking the beach or cocktails while watching the sun set over the harbor. brbrSTUDIO - Brand new separate structure with own bath, outdoor shower, and covered porch. This 12x20 structure has wifi, TV and full bath with sleeping loft. Queen sized bed on ground floor with 2 twins in the loft. Perfect for teenage kids, nanny or additional couple.brbrSHED/OFFICE- Also brand new 8x10 structure that is separate from the cottage and studio, fully wired with wifi - perfect spot to get some work done with privacy.brbrbrWalk down to your own private sandy beach which is great for kids, swimming, collecting shells, sailing and boating. Hop on your boat (a boat mooring is available for your use - bring your boat or rent one!) to town, Coatue, or wherever the day brings. Walk across the street to a semi-private path to the Atlantic ocean. The property is also located just 3 houses south (50 yards) of the Wauwinet Inn, which boasts award-winning fine dining, a bar, and spa and tennis facilities. It's a dream house in a dream location.... Read the reviews!brbrbrbrbrbrLOCATION, LOCATION, LOCATION - and COMFORT!!brbrbrbrKeywords: Waterfront, beach, ocean, boat, wauwinet, fish, kayak, sail, mooring, new, nantucket, sunset

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$1660.3

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Private Vacation Home

Private Nantucket Cottage Walk to Surfside Beach

Nantucket, Massachusetts, United States

Bright Nantucket cottage on a private wooded acre. 3BR, 2BA, new kitchen, central AC, decks, outdoor shower. Walk 10 mins to Surfside beaches. Fully stocked for beach days.brbrThis beautifully maintained Nantucket cottage, designed by renowned architects Bentley-Churchill, offers 3 bedrooms, 2 full baths, central AC, and a brand-new kitchen. Bright and airy with classic white shiplap walls, updated bathrooms, and new linens throughout, the home is crisp, comfortable, and thoughtfully decorated.brbrSet on a private, wooded acre, the property features two mahogany decks, including a large south-facing deck with grill and teak dining for 8, perfect for outdoor meals and relaxing. A peaceful front deck with rocking chairs and a classic Nantucket outdoor shower complete the outdoor space.brbrLayoutbrMain Floor: Open living, dining, and kitchen area with French doors to the deck. Two bedrooms (one queen, one with two twins) share a full bath with a spacious walk-in shower.brbrSecond Floor: Private primary suite with queen bed, full bath, walk-in shower, and balcony.brbrLocated just a 10–12 minute walk to Surfside’s south shore beaches including Fisherman’s, Steps, and Nobadeer. Nobadeer is especially popular for families and allows vehicle access onto the beach. The home is fully stocked for beach days with chairs, towels, umbrella, coolers, and more.

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$921.53

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Private Vacation Home

Charming, Family Friendly Home Near Surfside Bike Path

Nantucket, Massachusetts, United States

Charming 3 bedroom Cape style home on quiet cul-de-sac in beautiful Nashaquisett neighborhood. House fully equipped for easy family living with all amenities including gas grill, outdoor furniture, children's games, and cable TV. brbrRelax on the rear deck while grilling after a day at nearby Surfside Beach or after jumping on the bike path only a minute away. A lovely master bedroom with queen bed has its own full bath. Two charming smaller bedrooms feature one with queen bed and the other with two twins. They share a full bath. A washer/dryer makes laundry easy and convenient.brbr'Gail Winds' is located in Nashaquisett but is independently owned and not part of the cooperative. Therefore, we cannot offer use of the pool or tennis courts.brbrOur house is available for one or two week rentals in season.brbrA white picket fence greets you as you approach Gail Winds'!brbrKeywords: Surfside beach, bike-path, mid-island, well maintained community, private, cul-de-sac, convenient

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$1707.41

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Private Vacation Home

Beachfront Siasconset 5 Bedroom House on Bluff

Nantucket, Massachusetts, United States

This charming house is located on the bluff in Siasconset village on Nantucket Island with nothing between it and Spain (except the ocean of course). It is a few minutes walk from the Siasconset stores - groceries, ice cream, cafe etc. brbrOn the second floor, the house has a master (queen bed plus single bed) with an adjoining room with twin beds and a sink. Additionally upstairs, there is another queen bed room and a single-bed room and a full bath with tub and shower. Both the master bedroom and the other queen room have a large walk out deck overlooking the ocean. brbrOn the first floor, there is another bedroom with a double bed and full bath with a large tub (no shower). Also, on the first floor there is a full kitchen with pantry, dining room, small cozy living room and an extended living room. The front outside patio (accessed from the dining/living rooms) overlooks the front lawn and ocean. The patio is protected on three sides and is a wonderful spot for semi-private outdoor breakfasts. (The neighbors sometimes pass by the bluff on their walk to the historic Siasconset Lighthouse on the point.)brbrThere is an enclosed outdoor shower and steps down to the private beach. There is a strong undercurrent here so it is recommended you walk down the beach to the public section where there is a lifeguard for swimming.brbrThe house if furnished with lovely seaside decor and is in a great location with a long private driveway and parking for two cars. The yard has plenty of room for croquet/volleyball etc..brbrbrbrKeywords: House

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$1675.5

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Private Vacation Home

Sundrenched Beach Chic

Nantucket, Massachusetts, United States

This traditional colonial Naushop home feels contemporary and fresh with an open concept floor plan, refinished hardwood floors throughout, and bright sunshine flooding through the numerous windows in every room. From stainless appliances, central ac, designer furnishings, to luxury linens, our home offers everything you need for a family vacation, while feeling pampered. Flat screen televisions in every room offering DIRECTV Choice with 175+ channels including HBO, SHOWTIME, STARZ and CINEMAX. 52 SMART TV in Living Room for NETFLIX, AMAZON PRIME. DVD in the children's suite allow multiple families to have some down time on their own between beach fun and dinner plans. Modern and simple decor create the ambiance of hotel sophistication with the amenities of a warm and cozy home. Chefs industrial 6 burner, double oven stove with griddle top, allow for creative fabulous meals and big family feasts. Outdoor living includes private patio with Weber grill and BRAND NEW outdoor shower.brAll this with the resort like accommodations that beautiful Naushop has to offer. The swimming pool, tennis courts, pickle ball, playground, and clubhouse will allow you a vacation to relax while creating lifetime family memories. Close access to Bike Path, bike rentals, Airport.

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$637.81

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Private Vacation Home

Understated Elegance on Serene Miacomet Pond

Nantucket, Massachusetts, United States

Fish from your back yard! Kayak from our house to Miacomet Beach! Bike to town in 10 minutes! Relax on the deck! Enjoy the waterfowl!brbrOur home is located on the peaceful, northern end of Miacomet Pond and abuts 5 acres of Land Bank Conservation land. This pleasant, contemporary home has been extensively renovated, has an open spacious feeling and is tastefully decorated. The first floor features a cheerfully open living room, fireplace, dining room, and fully equipped kitchen renovated in 2020, plus a den, bathroom with shower, large deck, washer/dryer, two porches and an outside shower. Upstairs there are three bright bedrooms. The master suite has a king bed, and its own designer bathroom. The second bedroom has a queen bed and private access to the other bathroom with tub and shower. The middle bedroom has bedroom with a twin bed and a trundle bed (sleeps 3). Also on the second floor there is a computer nook. The house has high speed wireless internet service.

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Bath

Sleeps

$2545.16

/ Nightly

Private Vacation Home

In town/5 Bd/5 Bth/3 Fam Rms/screen porch/car ferry reservation for summer wks

Nantucket, Massachusetts, United States

CANCELLATIONS: Summer weeks - June 20 to Sept 5 - if able to rebook home - refund up to new rental amount - not to exceed your rental amount. Non-summer rentals - 30 days notice.brCAR FERRY: transferrable car ferry reservations available for all summer weeks. Guest reimburses owner for cost.brOUR HOME: This charming custom built home is an idyllic place to spend your vacation, within minutes of Main Street where you can enjoy the best Nantucket has to offer, including restaurants, shopping and galleries. Completely redecorated from top to bottom, this five bedroom, five bath home on three levels is beautifully appointed with lovely amenities including brand new furniture throughout, 5 bathroms (3 renovated in 2025), flat screen televisions(3), two wireless Sonos music pods, luxurious Matouk linens, 2 desks with full screen PC workstations, down pillows, central air and a screened porch that seats 10. First floor den with desk and desktop for private work area. A truly gorgeous, well-appointed home for a quintessential Nantucket vacation.brbrFirst Floor: Enter into the welcoming foyer with a cozy den to the right, perfect for games, puzzles, watch television, or work from ACK as an office with a desk & chair and pocket doors for privacy. A full bath is attached to the den. The hall leads to a bright, sunny kitchen with brand new appliances and soapstone countertops, along with a center island to enjoy your breakfast. A charming butler’s pantry is attached to one side and mudroom to the other, complete with custom built-ins for beach towels and flip-flops. The kitchen opens to dining room with seating for 10. The family room features a beautiful seating area, Mac desktop computer & desk to work on, a large 55-inch flat screen TV, Sonos wireless music system, fireplace and French doors that open to the screened porch, which features a brand new, very large Frontgate sectional, with seating for 10, that will serve as the primary gathering spot for morning coffee or late night cocktails for all. The backyard’s private garden with mature privet hedge, beautiful hydrangeas and roses, offers gas grill and teak dining table, ideal for al fresco dining under the stars.brbrSecond Floor: 4 bedrooms. A large, bright master bedroom suite features a king-sized bed, fireplace, sitting area and gorgeous window seats for enjoying a book and the sunsetting westward views. Includes a spacious walk-in closet with built-ins and a large, renovated in 2025, marble bathroom with two sinks and walk-in glass shower. There are three additional bedrooms on the second floor. One has a queen bed featuring an ensuite marble bathroom. The other two bedrooms, one with a queen bed, and the other with two twin beds, share a newly renovated in 2025 marble bathroom with two sinks and a walk in shower. brbrLower Level: The open lower level features another spacious family room with generous seating, a 55” flat screen television, iPod dock and access to the back yard. The guest room has two twin beds and a full shower bathroom. A large laundry room with two pairs of new washer and dryer is also located on the lower level. There is a bonus room for yoga, stretching and other floor activities.brbrOther: Off street parking for two cars, central air, minutes to Main Street and Cliff Beaches, easily accessible to Madaket and Cisco bike paths, beach chairs, sun umbrellas & beach towels for 10.

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$2714.31

/ Nightly

Private Vacation Home

Private Beach House in Surfside

Nantucket, Massachusetts, United States

3 Bedroom / 3.5 Bathroom Nantucket-style house in Surfside with a private walkway to the beach. Tucked away on a quiet road with a circular driveway. Bright, open living area. Large deck overlooking landscaped backyard. Short drive to town. brbrAll bedrooms have en suite bathrooms. Wireless internet throughout the house with Samsung Smart TVs in living room, master suite and twin suite. brbrBackyard has a pool, hot tub and complete privacy. The house has central AC and heat with individual controls in each bedroom to customize the temperature for all guests. brbrOne week minimum stay for July and August.

3

Bed

2

Bath

6

Sleeps

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