Nantucket Real Estate and rentals by Great Point Properties
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Nantucket Vacation Rentals 2026

Are you looking for an island retreat? With the largest inventory of over 800 well-curated vacation homes, Great Point Properties offers something for everyone – from cozy cottages to luxurious waterfront estates. Whether you seek a tranquil getaway in Sconset or the vibrant charm of Nantucket Town, our team ensures your vacation rental experience is seamless and stress-free. Find the ideal home and start creating unforgettable memories on Nantucket. Your dream vacation starts here!

There are 50 homes for rent
    21 Boulevarde - Surfside, Nantucket MA
    Surfside
    5 beds
    4.1 beds

    21 Boulevarde

    $30,000 - $32,000/wk

    26 Masaquet Road - Surfside, Nantucket MA
    Surfside
    6 beds
    5.2 beds

    26 Masaquet Road

    $19,500 - $30,000/wk

    1 Pochick Avenue - Surfside, Nantucket MA
    Surfside
    6 beds
    5.3 beds

    1 Pochick Avenue

    $50,000 - $65,000/wk

    11 Western Avenue - Surfside, Nantucket MA
    Surfside
    4 beds
    4.1 beds

    11 Western Avenue

    $20,000 - $27,500/wk

    33 Pequot Street - Surfside, Nantucket MA
    Surfside
    6 beds
    6.3 beds

    33 Pequot Street

    $30,000 - $35,000/wk

    15 Irving Street - Surfside, Nantucket MA
    Surfside
    3 beds
    3.1 beds

    15 Irving Street

    $8,000/wk

    3a White Hart Lane, Guest Cottage - Surfside, Nantucket MA
    Surfside
    4 beds
    4.1 beds

    3a White Hart Lane, Guest Cottage

    $20,700 - $21,500/wk

    10 Irving Street - Surfside, Nantucket MA
    Surfside
    4 beds
    4.2 beds

    10 Irving Street

    $29,000/wk

    8 Woodland Drive - Surfside, Nantucket MA
    Surfside
    4 beds
    2.0 beds

    8 Woodland Drive

    $8,000/wk

    21 Folger Avenue - Surfside, Nantucket MA
    Surfside
    8 beds
    4.0 beds

    21 Folger Avenue

    $12,500 - $18,500/wk

    6 Nobadeer Avenue - Surfside, Nantucket MA
    Surfside
    5 beds
    5.0 beds

    6 Nobadeer Avenue

    $25,000 - $30,000/wk

    18 South Shore Road - Surfside, Nantucket MA
    Surfside
    5 beds
    4.1 beds

    18 South Shore Road

    $25,000 - $28,000/wk

    11 Miller Lane - Surfside, Nantucket MA
    Surfside
    4 beds
    4.1 beds

    11 Miller Lane

    $16,000/wk

    62 South Shore Road - Surfside, Nantucket MA
    Surfside
    5 beds
    5.2 beds

    62 South Shore Road

    $35,000/wk

    14 Clifford Street - Surfside, Nantucket MA
    Surfside
    5 beds
    3.0 beds

    14 Clifford Street

    $11,250 - $12,000/wk

    167 Surfside Road - Surfside, Nantucket MA
    Surfside
    1 beds
    1.2 beds

    167 Surfside Road

    $19,500/wk

    68 Pochick Avenue - Surfside, Nantucket MA
    Surfside
    4 beds
    4.1 beds

    68 Pochick Avenue

    $16,000/wk

    6 Holly Street - Surfside, Nantucket MA
    Surfside
    4 beds
    5.1 beds

    6 Holly Street

    $50,000/wk

    42 Skyline Drive - Surfside, Nantucket MA
    Surfside
    8 beds
    7.1 beds

    42 Skyline Drive

    $30,000/wk

    6 Pochick Ave, Nantucket, MA 02554, USA - Surfside, Nantucket MA
    Surfside
    5 beds
    4.2 beds

    6 Pochick Ave, Nantucket, MA 02554, USA

    $30,000 - $35,000/wk

    106A Surfside Road - Surfside, Nantucket MA
    Surfside
    7 beds
    7.2 beds

    106A Surfside Road

    $35,000 - $40,000/wk

    20 Field Avenue - Surfside, Nantucket MA
    Surfside
    5 beds
    2.1 beds

    20 Field Avenue

    $15,000/wk

    13B Western Avenue - Surfside, Nantucket MA
    Surfside
    4 beds
    4.0 beds

    13B Western Avenue

    $18,000/wk

    13A Western Avenue - Surfside, Nantucket MA
    Surfside
    4 beds
    4.0 beds

    13A Western Avenue

    $15,000 - $18,000/wk

    12A Gray Avenue - Surfside, Nantucket MA
    Surfside
    6 beds
    4.1 beds

    12A Gray Avenue

    $15,000 - $21,700/wk

    50 Lovers Lane - Surfside, Nantucket MA
    Surfside
    5 beds
    4.0 beds

    50 Lovers Lane

    $20,000 - $30,000/wk

    32 Nonantum Avenue - Surfside, Nantucket MA
    Surfside
    6 beds
    4.1 beds

    32 Nonantum Avenue

    $30,000 - $40,000/wk

    46 Weweeder - Surfside, Nantucket MA
    Surfside
    4 beds
    3.0 beds

    46 Weweeder

    $6,300/wk

    28 Western Avenue - Surfside, Nantucket MA
    Surfside
    4 beds
    2.0 beds

    28 Western Avenue

    $11,500/wk

    94 Surfside Road - Surfside, Nantucket MA
    Surfside
    6 beds
    3.0 beds

    94 Surfside Road

    $8,200 - $8,750/wk

    22A Evergreen Way - Surfside, Nantucket MA
    Surfside
    4 beds
    4.0 beds

    22A Evergreen Way

    $15,000 - $16,500/wk

    72 Lovers Lane - Surfside, Nantucket MA
    Surfside
    3 beds
    2.1 beds

    72 Lovers Lane

    $9,500/wk

    1A Pochick Ave - Surfside, Nantucket MA
    Surfside
    5 beds
    4.1 beds

    1A Pochick Ave

    $15,000 - $19,000/wk

    7 Eagles Wing Way - Surfside, Nantucket MA
    Surfside
    6 beds
    3.0 beds

    7 Eagles Wing Way

    --

    57 Pochick Avenue - Surfside, Nantucket MA
    Surfside
    4 beds
    3.1 beds

    57 Pochick Avenue

    $7,500 - $9,300/wk

    126 Surfside Road - Surfside, Nantucket MA
    Surfside
    3 beds
    2.1 beds

    126 Surfside Road

    $6,000 - $6,500/wk

    46 Nonantum Avenue - Surfside, Nantucket MA
    Surfside
    5 beds
    3.0 beds

    46 Nonantum Avenue

    $12,500 - $14,000/wk

    35 Boulevarde - Surfside, Nantucket MA
    Surfside
    3 beds
    2.0 beds

    35 Boulevarde

    $6,750/wk

    24 Western Ave - Surfside, Nantucket MA
    Surfside
    3 beds
    2.0 beds

    24 Western Ave

    $8,000/wk

    21 Western Avenue - Surfside, Nantucket MA
    Surfside
    5 beds
    4.1 beds

    21 Western Avenue

    $22,000/wk

    132 SurfsideRoad - Surfside, Nantucket MA
    Surfside
    4 beds
    3.1 beds

    132 SurfsideRoad

    $14,000 - $20,000/wk

    9 Dunham Street - Surfside, Nantucket MA
    Surfside
    5 beds
    4.2 beds

    9 Dunham Street

    $25,900 - $28,700/wk

    46 Nonantum Rear Cottage - Surfside, Nantucket MA
    Surfside
    1 beds
    1.0 beds

    46 Nonantum Rear Cottage

    $4,200/wk

    21 Woodbine Street - Surfside, Nantucket MA
    Surfside
    7 beds
    7.3 beds

    21 Woodbine Street

    $55,000 - $60,000/wk

    30 Skyline Drive - Surfside, Nantucket MA
    Surfside
    4 beds
    4.1 beds

    30 Skyline Drive

    $8,200/wk

    14 Western Avenue - Surfside, Nantucket MA
    Surfside
    5 beds
    5.1 beds

    14 Western Avenue

    $24,000/wk

    3 White Hart Lane (24 Boulevarde) - Surfside, Nantucket MA
    Surfside
    4 beds
    3.0 beds

    3 White Hart Lane (24 Boulevarde)

    $14,375/wk

    43 Nonantum Avenue - Surfside, Nantucket MA
    Surfside
    4 beds
    3.1 beds

    43 Nonantum Avenue

    $18,000 - $21,000/wk

    8 Nobadeer Avenue - Surfside, Nantucket MA
    Surfside
    6 beds
    6.3 beds

    8 Nobadeer Avenue

    $35,000/wk

    58A Pochick Avenue - Surfside, Nantucket MA
    Surfside
    4 beds
    2.0 beds

    58A Pochick Avenue

    $6,300/wk