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5-Bedroom Rentals in Nantucket County, MA

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  • /42

    $55,000 per month

    • 9 Beds
    • 8.5 Baths
    • 6,501 Sq Ft
    • House for Rent

    59 S Shore Rd, Nantucket, MA 02554

    Nantucket luxe coastal living with a wellness sanctuary vibe in this newly built equestrian style estate, close to Surfside Beach. This 9 bedroom, 8.5 bathroom home can comfortably sleep 23 people, ideal for a family or group vacation! The expansive private manicured grounds contain a pool, spa, fire pits and paddocks. Upon entering, you are greeted by soaring ceilings with exposed beams, elegant

    The Mazer Group Compass

    59 S Shore Rd, Nantucket, MA 02554
  • /40

    $45,000 per month

    • 7 Beds
    • 9 Baths
    • 4,347 Sq Ft
    • House for Rent

    106A Surfside Rd Unit EAST, Nantucket, MA 02554

    Nestled in the Surfside neighborhood, just a short bike ride from the popular Surfside Beach and 1.5 miles into town, this peaceful retreat awaits. The timeless property features a six-bedroom main house, a custom waterfall-edge saltwater pool, and a charming pool house cabana. Set on 1.25 acres of pristine land, the property boasts mature landscaping, including Nantucket’s iconic hydrangeas that

    The Mazer Group Compass

    106A Surfside Rd Unit EAST, Nantucket, MA 02554
  • /41

    $65,000 per month

    • 8 Beds
    • 8.5 Baths
    • 11,600 Sq Ft
    • House for Rent

    30 Devon St Unit The Big Dip, Nantucket, MA 02554

    Paradise Awaits at 30 Devon Welcome to The Dips, Nantucket’s ultimate private retreat. Set on 3.7 acres with sweeping ocean views and bordering Conservation Land, this exceptional estate offers unparalleled luxury and tranquility. The compound features a seven-bedroom Main House (The Big Dip) and a separate studio above the garage adds even more space. Interiors are beautifully designed with

    Marybeth Gilmartin-Baugher Compass

    30 Devon St Unit The Big Dip, Nantucket, MA 02554
  • /17

    $35,000 per month

    • 5 Beds
    • 5 Baths
    • 11,600 Sq Ft
    • House for Rent

    30 Devon St Unit Little Dip, Nantucket, MA 02554

    Paradise Awaits at 30 Devon Welcome to The Little Dip, Nantucket’s ultimate private retreat. Set on 3.7 acres with sweeping ocean views and bordering Conservation Land, this exceptional estate offers unparalleled luxury and tranquility. The compound features a five-bedroom Guest House (The Little Dip), with all 5 bedrooms ensuite. Interiors are beautifully designed with modern sophistication and

    Marybeth Gilmartin-Baugher Compass

    30 Devon St Unit Little Dip, Nantucket, MA 02554
  • /42

    $80,000 per month

    • 13 Beds
    • 14.5 Baths
    • 11,600 Sq Ft
    • House for Rent

    30 Devon St Unit The Dips, Nantucket, MA 02554

    Paradise Awaits at 30 Devon Welcome to The Dips, Nantucket’s ultimate private retreat. Set on 3.7 acres with sweeping ocean views and bordering Conservation Land, this exceptional estate offers unparalleled luxury and tranquility. The compound features a seven-bedroom Main House (The Big Dip) & a five-bedroom Guest House (The Little Dip), with all 12 bedrooms ensuite. A separate studio above the

    Marybeth Gilmartin-Baugher Compass

    30 Devon St Unit The Dips, Nantucket, MA 02554
  • /34

    $35,000 per month

    • 8 Beds
    • 7.5 Baths
    • 5,736 Sq Ft
    • House for Rent

    2 Drew Ln, Nantucket, MA 02554

    A cherry blossom-lined drive welcomes you home to this spectacular residence, where beauty, comfort, and tranquility reign. As you round the bend from a quiet lane off of Polpis, the mature and well-manicured grounds allow a peek into the elevated experience that awaits. Situated on .99 of an acre, this property encompasses two well-appointed dwellings, expansive green space, a pool complete with

    Nicole Tirapelli Douglas Elliman Real Estate - Nantucket

    2 Drew Ln, Nantucket, MA 02554
  • /34

    $22,500 per month

    • 5 Beds
    • 4.5 Baths
    • 4,500 Sq Ft
    • House for Rent

    4 Maxey Pond Rd, Nantucket, MA 02554

    Nestled on 2 acres of beautifully landscaped grounds this lovely home and guest cottage offer a serene retreat in the desirable Cliff area. The main house is well-built and handsomely appointed, providing comfort and elegance throughout. Main House: Spacious family room with TV, formal dining room, large kitchen with seating for 8, and a cozy living room with fireplace. The screened-in porch

    Michael Passaro Douglas Elliman Real Estate - Nantucket

    4 Maxey Pond Rd, Nantucket, MA 02554
  • /15

    $35,000 per month

    • 5 Beds
    • 7 Baths
    • 3,640 Sq Ft
    • House for Rent

    30 Devon Street - Little Dip, Nantucket, MA 02554

    Welcome to Little Dip is brand new to our 2024 rental market so here is your opportunity to experience this extraordinary island sanctuary. The five-bedroom guest cottage mirrors the main house and has its own pool, spa, firepit, and outdoor dining table for ten.Whether it is a milestone birthday, family reunion, corporate retreat, or an epic friend’s getaway, Nantucket is the location, and The

    Nicole Tirapelli Douglas Elliman Real Estate - Nantucket

    30 Devon Street - Little Dip, Nantucket, MA 02554
  • /42

    $65,000 per month

    • 8 Beds
    • 12 Baths
    • 3,640 Sq Ft
    • House for Rent

    30 Devon Street - Big Dip, Nantucket, MA 02554

    Welcome to The Dips, the first of its kind and the ultimate luxury compound on Nantucket.Whether it is a milestone birthday, family reunion, corporate retreat, or an epic friend’s getaway, Nantucket is the location and The Dips is the destination.Masterfully crafted, The Dips is an extraordinary property where guests can rest, reflect, and recharge in the lap of luxury.This summerland paradise is

    Nicole Tirapelli Douglas Elliman Real Estate - Nantucket

    30 Devon Street - Big Dip, Nantucket, MA 02554
  • /42

    $100,000 per month

    • 13 Beds
    • 19 Baths
    • 11,351 Sq Ft
    • House for Rent

    30 Devon Street - Full Compound, Nantucket, MA 02554

    Welcome to The Dips, the first of its kind and the ultimate luxury compound on Nantucket. Whether it is a milestone birthday, family reunion, corporate retreat, or an epic friend’s getaway, Nantucket is the location, and The Dips is the destination. Masterfully crafted, The Dips is an extraordinary property where guests can rest, reflect, and recharge in the lap of luxury. This summerland

    Nicole Tirapelli Douglas Elliman Real Estate - Nantucket

    30 Devon Street - Full Compound, Nantucket, MA 02554
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    $50,000 per month

    • 7 Beds
    • 6 Baths
    • 3,600 Sq Ft
    • House for Rent

    6 Walbang Ave, Nantucket, MA 02554

    Cisco compound! Immerse yourself in this serene 7 bedroom haven, featuring ocean views, a pool, spa, and firepit, tucked away in a private, peaceful setting amidst conservation land, all steps away from one of Nantucket's best pristine white sand beaches. Located on one of Cisco’s prime streets, near several hidden gem beaches and the island's most coveted surfing spot, close to Cisco Brewery,

    The Mazer Group Compass

    6 Walbang Ave, Nantucket, MA 02554
  • /27

    $29,000 per month

    • 5 Beds
    • 7 Baths
    • 3,399 Sq Ft
    • House for Rent

    13 Gingy Ln, Nantucket, MA 02554

    13B Gingy Lane is a light and bright home that is finished with high-end appliances. Located in close proximity to Town and Cliff road. New 2022 construction has a private pool and a quaint outdoor space. Thise five bedroom, five and a half bath home is just moments from downtown, Steps Beach, and Jetties beach.First Floor DescriptionThe front porch leads to an open kitchen, living and dining

    Nicole Tirapelli Douglas Elliman Real Estate - Nantucket

    13 Gingy Ln, Nantucket, MA 02554
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    $37,000 per month

    • 6 Beds
    • 8 Baths
    • 4,017 Sq Ft
    • House for Rent

    13 Gingy Ln, Nantucket, MA 02554

    Located in the highly sought after Cliff area, this property has high end finishes, 3 levels of living space, and a pool . The open concept includes a high end kitchen, living and dinging room and first floor primary suite. Easy access to the pool. Three second floor en suite bedrooms. Two bedrooms in the lower level. A large open kitchen concept includes seating for 4, a six-burner gas Wolf

    Nicole Tirapelli Douglas Elliman Real Estate - Nantucket

    13 Gingy Ln, Nantucket, MA 02554
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    $38,500 per month

    • 7 Beds
    • 6.5 Baths
    • 5,804 Sq Ft
    • House for Rent

    28 Bosworth Rd, Nantucket, MA 02554

    Expansive ocean views from this splendid 7 bedroom estate complete with swimming pool, jacuzzi, tennis court, vegetable garden and lush landscaping. Main house consists of 6 spacious bedrooms and 5.5 bathrooms. This distinctive 2 acre estate, nestled in Tom Nevers, captures the essence of summer life on Nantucket with its relaxed yet well appointed features including a chefs kitchen, an outdoor

    Nicole Tirapelli Douglas Elliman Real Estate - Nantucket

    28 Bosworth Rd, Nantucket, MA 02554
  • /17

    $24,000 per month

    • 6 Beds
    • 7 Baths
    • 2,900 Sq Ft
    • House for Rent

    47A W Chester St, Nantucket, MA 02554

    Town compound on over an acre with in-ground pool, spa and guest cottage. The 3-level main home consists of 5 bedrooms, 4 full baths and 2 half baths. The first floor has an open-concept kitchen with dining area, oversized living room, a guest bedroom and bath. The upper level with a primary suite, 3 guest bedrooms, 3 baths, game room, and laundry room. The cottage has 1 bedroom, 1.5 baths,

    Michael Passaro Douglas Elliman Real Estate - Nantucket

    47A W Chester St, Nantucket, MA 02554
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    $23,550 per month

    • 7 Beds
    • 7.5 Baths
    • 3,095 Sq Ft
    • House for Rent

    10 Lyon St, Nantucket, MA 02554

    RATE IS WEEKLY- Embrace the charm of an idyllic Nantucket home set less than one-half of a mile to Main Street.Enjoy the privacy of a secluded yard and an expansive porch, seamlessly connecting the 2024renovated residence for a harmonious indoor-outdoor experience. This home hosts lavishamenities and luxurious interiors destined to inspire an unforgettable stay.Ideally located, you’ll find the

    Nicole Tirapelli Douglas Elliman Real Estate - Nantucket

    10 Lyon St, Nantucket, MA 02554
  • /17

    $50,000 per month

    • 5 Beds
    • 9 Baths
    • 3,377 Sq Ft
    • House for Rent

    44 Main St, Nantucket, MA 02554

    SHORT TERM RENTAL. Main House and Pool House. $50,000/week. 2 week minimum. Available July 15, 2024 to Labor Day September 2, 2024. Main house: 4 bedrooms and high end appliances. Gorgeous Pool House Cabana w/ an additional Kitchen & Media Room on Lower Level Additional En suite Well appointed Bedroom Multiple Outdoor Decks & Patio for relaxation & entertaining. Ideal Location in the

    Marybeth Gilmartin-Baugher Compass

    44 Main St, Nantucket, MA 02554
  • /20

    $35,000 per month

    • 6 Beds
    • 4.5 Baths
    • 3,741 Sq Ft
    • House for Rent

    9999 Confidential, Nantucket, MA 02554

    WEEKLY RENTAL: Private yet convenient, this post & beam home sits at the edge of a large swath of conservation land that extends to the ocean. Light and bright with beautiful pastoral views, this 4,500 square foot home is 2.5 miles from Town. Neighboring more than 1,200 acres of conservation land, this gorgeous property offers many ways to enjoy the best of Nantucket living.

    Nicole Tirapelli Douglas Elliman Real Estate - Nantucket

    9999 Confidential, Nantucket, MA 02554
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    $27,000 per month

    • 8 Beds
    • 4.5 Baths
    • 3,000 Sq Ft
    • House for Rent

    33 Milk St, Nantucket, MA 02554

    WEEKLY RENTAL: Constructed by Nantucket shipbuilder George Coffin (1787-1867), the ca. 1820 Coffin-Gardner House on Milk Street is a truly unique offering to the Nantucket rental market with room for up to 18 guests. The owners completed an extensive historic interior renovation catered to the most discerning renters. This exceptional 8BR/4.5BA home is situated in Nantucket's famed Historic

    Nicole Tirapelli Douglas Elliman Real Estate - Nantucket

    33 Milk St, Nantucket, MA 02554
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    $18,000 per month

    • 6 Beds
    • 4 Baths
    • 2,000 Sq Ft
    • House for Rent

    77 Sparks Ave, Nantucket, MA 02554

    WEEKLY RENTAL: Enjoy a stylish experience at this centrally located home designed by New York interior designer Samuel Masters. The property was painstakingly renovated and features 6 bedrooms with 4 full bathrooms. Perfect for groups and families! The owner recently completed an extensive renovation catered to the most discerning renters. This 6 bedroom and 4 full bathroom home is situated on

    Nicole Tirapelli Douglas Elliman Real Estate - Nantucket

    77 Sparks Ave, Nantucket, MA 02554
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    $15,000 per month

    • 5 Beds
    • 3 Baths
    • 2,000 Sq Ft
    • House for Rent

    20 Cato Ln, Nantucket, MA 02554

    WEEKLY RENTAL: Welcome to "Sweet Pea", a renovated designer home located a 15 min walk to Town! The 5 bedroom/3 full bath property has been designed for groups & families. The home feels comfortably Nantucket with designer touches including Matouk linens, Circa Lighting, Casper beds, custom cabinetry & cultivated antiques. Relax on the outdoor patio or take a house bike to Town!

    Nicole Tirapelli Douglas Elliman Real Estate - Nantucket

    20 Cato Ln, Nantucket, MA 02554
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    $55,000 per month

    • 6 Beds
    • 9 Baths
    • 7,000 Sq Ft
    • House for Rent

    10 Moxey Pond Rd, Nantucket, MA 02554

    Introducing 10 Maxey Pond, one of the most unique estates on Nantucket with 6 bedrooms and 6F 3H baths on an impressive 3 acres.1.5 miles to town. Enjoy paths over rolling hills and dive into your saltwater pool, or soak in your oversized Jacuzzi under a starry night. There are hundreds of acres of abutting nature preserve and you are very close to the calm ocean waters. The house is a design

    Michael Passaro Douglas Elliman Real Estate - Nantucket

    10 Moxey Pond Rd, Nantucket, MA 02554
  • /22

    $32,000 per month

    • 6 Beds
    • 3 Baths
    • 2,650 Sq Ft
    • House for Rent

    66 Hulbert Ave, Nantucket, MA 02554

    Rare opportunity on Brant Point’s Hulbert Ave: one of the original 1920’s summer houses recently enhanced for 21st century; expansive mahogany deck with fire-pit & custom outdoor shower. Abutters’ beach access 100’ away; walk 5 mins Jetties & 15 to Town. Water views of Great Point Lighthouse at this preferred spot. Large generational summer house comfortably sleeps 12 with the look that Nantucket

    Nicole Tirapelli Douglas Elliman Real Estate - Nantucket

    66 Hulbert Ave, Nantucket, MA 02554
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    $45,000 per month

    • 7 Beds
    • 5.5 Baths
    • 5,539 Sq Ft
    • House for Rent

    3 Wauwinet, Nantucket, MA 02554

    WEEKLY RENTAL...Welcome to the Nantucket of your dreams. The Green Market Farm sits on a private way off Wauwinet Road, where the only noises come nightfall are oceans breezes and the occasional white heron's call. The English-style gardens are painstakingly maintained for an effortless, wild ambiance, in a carefully curated palette of green herbs and all-white flowers. Throughout the property,

    Nicole Tirapelli Douglas Elliman Real Estate - Nantucket

    3 Wauwinet, Nantucket, MA 02554
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    $23,500 per month

    • 7 Beds
    • 7.5 Baths
    • 3,100 Sq Ft
    • House for Rent

    10 Lyon St, Nantucket, MA 02554

    Embrace the charm of this idyllic in Town Nantucket home less than a half mile from Main St. Enjoy the privacy of a secluded yard and expansive porch, seamlessly connecting the recently renovated residence for a harmonious indoor/outdoor experience. This home hosts lavish amenities and luxurious interiors destined to inspire an unforgettable stay. Miacomet Golf Course, Cisco Brewery, Bartlett's

    The Mazer Group Compass

    10 Lyon St, Nantucket, MA 02554
  • /42

    $40,000 per month

    • 6 Beds
    • 6.5 Baths
    • 4,781 Sq Ft
    • House for Rent

    134 Main St, Nantucket, MA 02554

    WEEKLY RENTAL...*Includes a car ferry reservation with a two-week rental. Seize this amazing opportunity to experience quintessential Main Street, Nantucket, in the heart of historic downtown. This beautifully renovated 6 bedroom, 6 ½ bath home has all the modern amenities. The main floor boasts multiple living areas, an oversized chef's kitchen, a beautiful dining room and a custom bar area

    Nicole Tirapelli Douglas Elliman Real Estate - Nantucket

    134 Main St, Nantucket, MA 02554
  • /20

    $35,000 per month

    • 5 Beds
    • 8 Baths
    • 2,800 Sq Ft
    • House for Rent

    71 Cliff Rd, Nantucket, MA 02554

    WEEKLY RENTAL - New home available August 2023 forward. Enjoy fully-equipped modern kitchen with 2 dishwashers, double oven & counter stools open to living room & dining table. View pool, cabana & hot tub from enclosed porch. Sleeps 12 in 5 bedrooms with ensuite baths: 2 with balconies, 1 double bunkbed room. Basement offers office, large sectional for movie nights, play area & dry bar with

    Nicole Tirapelli Douglas Elliman Real Estate - Nantucket

    71 Cliff Rd, Nantucket, MA 02554
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    $19,500 per month

    • 6 Beds
    • 5.5 Baths
    • 3,533 Sq Ft
    • House for Rent

    49 Pine St, Nantucket, MA 02554

    WEEKLY RENTAL Situated on the corner of a charming street in Nantucket’s Old Historic District, this 6 bedroom, 5.5 bath cedar-shingled home built in 2017 offers a rare opportunity for newer construction in Town. Forty-Nine pine is a melding of classic Nantucket styling and modern luxury by its beautiful interiors, bathed in natural light. Its 2022 updates, new furnishing, art, rugs, lighting and

    Nicole Tirapelli Douglas Elliman Real Estate - Nantucket

    49 Pine St, Nantucket, MA 02554
  • /40

    $25,000 per month

    • 6 Beds
    • 7 Baths
    • 8,000 Sq Ft
    • House for Rent

    1 Pochick Ave, Nantucket, MA 02554

    Following a major renovation this premier Nantucket estate has it all...features available no where else. 5,000 sf of enclosed formal gardens yielding weekly organic vegetables, private par 3 golf surrounded by conservation land, a 14+ seat movie theatre and an optional 2,000 sf function barn that's as great for exercise and yoga sessions as it is for dinners, parties, or just hanging out. The

    Michael Passaro Douglas Elliman Real Estate - Nantucket

    1 Pochick Ave, Nantucket, MA 02554
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    $14,500 per month

    • 5 Beds
    • 5 Baths
    • 2,075 Sq Ft
    • House for Rent

    28 Pleasant St, Nantucket, MA 02554

    New to the rental market. The Pleasant Pearl has been fully remodeled and is the perfect home for your summer plans! The upgrades had one goal in mind which was to keep the quintessential Nantucket charm intact while updating the home with modern amenities and sophisticated style 5 bedrooms and 5 bathrooms. Downstairs bedroom (king bed) with en suite bath. Primary suite (king bed) and two more

    Michael Passaro Douglas Elliman Real Estate - Nantucket

    28 Pleasant St, Nantucket, MA 02554
  • /41

    $35,000 per month

    • 6 Beds
    • 4.5 Baths
    • 5,426 Sq Ft
    • House for Rent

    12 Pond View Dr, Nantucket, MA 02554

    Welcome to the perfect Nantucket compound! Encompassing almost 2 acres, this property has it all... close proximity to the beach, an 18x38 inground pool, tons of privacy, and 6-10 spacious bedrooms. The main house contains 6 bedrooms with 4.5 baths and renovated and decorated by a top design firm. There is a separate 4-bedroom cottage available to rent and is ideal for guests or overflows of

    Michael Passaro Douglas Elliman Real Estate - Nantucket

    12 Pond View Dr, Nantucket, MA 02554
  • /29

    $45,000 per month

    • 5 Beds
    • 6.5 Baths
    • 5,455 Sq Ft
    • House for Rent

    30 Madequecham Valley Rd, Nantucket, MA 02554

    This private ocean front compound offers spectacular views from every room and an epic outdoor experience with heated pool and spa. You will find 2 bedrooms on the main floor and upper level, both with separate living spaces. All guests have room to relax. Downstairs is another grand living space with big screen TV, separate kitchen, gym, and 2 full baths. The bunk room down the hall is perfect

    Michael Passaro Douglas Elliman Real Estate - Nantucket

    30 Madequecham Valley Rd, Nantucket, MA 02554
  • /23

    $30,000 per month

    • 6 Beds
    • 8 Baths
    • 4,571 Sq Ft
    • House for Rent

    53 Hummock Pond Rd, Nantucket, MA 02554

    Location! The perfect setting for your summer vacation - just west of Town and minutes from Cisco Beach! Come enjoy Nantucket in this impressive 6 bedroom home located at Hawthorne Park, one of the most talked about new developments on island. The 6-and-a-half-acre site has it all. 3+ acres of open space and landscaped walking trails, resident's pool, hot tub, cabana, and gym with Pelotons! This

    Michael Passaro Douglas Elliman Real Estate - Nantucket

    53 Hummock Pond Rd, Nantucket, MA 02554
  • /22

    $19,500 per month

    • 5 Beds
    • 4.5 Baths
    • 3,200 Sq Ft
    • House for Rent

    39 Milk St, Nantucket, MA 02554

    A beautiful home boasting superior craftsmanship and updated with a coastal chic vibe. You will feel like you are on vacation the minute you pull into the shell covered driveway. The front porch leads to the open kitchen,living and dining area.The kitchen has a large island and high-end appliances.It is a beautiful combination of traditional Nantucket decor with some modern touches.Central A/C,

    Michael Passaro Douglas Elliman Real Estate - Nantucket

    39 Milk St, Nantucket, MA 02554
  • /28

    $32,000 per month

    • 5 Beds
    • 5.5 Baths
    • 5,157 Sq Ft
    • House for Rent

    14 Black Fish Ln, Nantucket, MA 02554

    Stunning 5Bd/5.1 Bath home in quiet cul de sac, walking distance to Sconset town. Newly constructed (2013) custom built home situated on almost half an acre, with plenty of wide open green space for relaxation and outdoor activities. The salt water pool is heated and equipped with an automatic cover. Custom built outdoor fireplace with dining and grilling area. This elegant, high end home

    The Mazer Group Compass

    14 Black Fish Ln, Nantucket, MA 02554
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