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Holiday Rentals near Surfside Beach

Surfside Rd, Nantucket, Massachusetts 02554
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    Travellers to Nantucket are booking August dates now. Secure your holiday rental today, and have the perfect trip.
    All 454 Rentals in Nantucket
    Renovated Home For Family or Large Group!1 / 52
    (10)Excellent
    2.5 kilometres from Surfside Beach
    6 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    Northern Exposure Nantucket1 / 12
    (1)Excellent
    3.0 kilometres from Surfside Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    2.8 kilometres from Surfside Beach
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    2.4 kilometres from Surfside Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    Nothing says Nantucket like this shingle-covered Cape Cod home located centrally to everything! A beautifully reimagined home designed by an interior designer, this home is designed for guests who want to experience all that Nantucket has to offer. The home has all the creature comforts and...
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    Nantucket, Massachusetts
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    11.4 kilometres from Surfside Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Siasconset, Nantucket
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    NEW and LUXURIOUS Nantucket Vacation Compound:  8 BR suites, pool, spa, theater.1 / 50
    (38)Excellent
    3.5 kilometres from Surfside Beach
    8 Bedrooms, 11 Bathrooms, Sleeps 23 Quick View
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    Siasconset, Nantucket
    Holiday Rental House - 8 Bedrooms, 11 Bathrooms, Sleeps 23
    Stunning Harbor View 'Lilly' Cottage! 5-min. Walk to Main Street1 / 39
    (34)Excellent
    3.8 kilometres from Surfside Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Nantucket, Massachusetts
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Unique and Modern Home with Hot Tub and Game Room in Historic Downtown1 / 34
    (2)Excellent
    3.7 kilometres from Surfside Beach
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Nantucket, Massachusetts
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
    8.4 kilometres from Surfside Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Siasconset, Nantucket
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Renovated Home For Family or Large Group!1 / 49
    (28)Excellent
    2.5 kilometres from Surfside Beach
    6 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    Siasconset, Nantucket
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 14
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    Tom Nevers Bluff, Pool/Spa/AC, Views, 1/2 Block to Ocean, 2-MBRs, Jeep, No Pets1 / 50
    (29)Excellent
    8.5 kilometres from Surfside Beach
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Siasconset, Nantucket
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
    Historic  2 bedroom cottage in the heart of old town Nantucket1 / 27
    (47)Excellent
    4.2 kilometres from Surfside Beach
    2 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    Siasconset, Nantucket
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 5
    Walking Distance:  Beaches, Downtown, Westmoor Club1 / 18
    (7)Excellent
    4.8 kilometres from Surfside Beach
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Siasconset, Nantucket
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    4.2 kilometres from Surfside Beach
    4 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
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    Siasconset, Nantucket
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 8
    Great Location in the Cliff area of town ! Easy walk Downtown and to Steps Beach1 / 16
    (2)Excellent
    5.0 kilometres from Surfside Beach
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Siasconset, Nantucket
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    4.9 kilometres from Surfside Beach
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Siasconset, Nantucket
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    *Luxury Oasis* Prime Location. 5 Min Walk to Beach&Downtown.Shopping/Dining.WiFi1 / 32
    (14)Excellent
    4.9 kilometres from Surfside Beach
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Siasconset, Nantucket
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
    Quaint Nantucket Cottage in Town- Great Location1 / 27
    (92)Excellent
    4.2 kilometres from Surfside Beach
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Nantucket, Massachusetts
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
    Amazing Harbor Views!1 / 17
    (62)Excellent
    3.4 kilometres from Surfside Beach
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Terrace
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    Nantucket, Massachusetts
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
    The Shoebox - A Quick walk to Main St & Downtown1 / 17
    (1)Excellent
    3.9 kilometres from Surfside Beach
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Siasconset, Nantucket
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    A True Madaket Gem-direct Water Views,  Pool And Option To Add 3 Bedroom Cottage1 / 45
    (2)Excellent
    9.1 kilometres from Surfside Beach
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Unheated)
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    Siasconset, Nantucket
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    10.6 kilometres from Surfside Beach
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    Siasconset, Nantucket
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
    Nantucket Bungalow Break1 / 23
    (3)Excellent
    5.0 kilometres from Surfside Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Siasconset, Nantucket
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
    LUXURY OCEANFRONT ESTATE!  Steps to your own private beach!  Recently renovated!1 / 45
    (4)Excellent
    8.7 kilometres from Surfside Beach
    6 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Siasconset, Nantucket
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 12
    5.2 kilometres from Surfside Beach
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Siasconset, Nantucket
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    POSITIVELY PARADISE! New Pool/Hot tub! Walk to beach! Ocean views! Two homes!1 / 49
    (14)Excellent
    7.5 kilometres from Surfside Beach
    7 Bedrooms, 11 Bathrooms, Sleeps 16 Quick View
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    Siasconset, Nantucket
    Holiday Rental House - 7 Bedrooms, 11 Bathrooms, Sleeps 16
    5.2 kilometres from Surfside Beach
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
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    Siasconset, Nantucket
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    Quintessential Nantucket-Naushop1 / 34
    (29)Excellent
    2.7 kilometres from Surfside Beach
    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Siasconset, Nantucket
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 12
    3.7 kilometres from Surfside Beach
    1 Bedroom, 3 Bathrooms, Sleeps 4 Quick View
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    Siasconset, Nantucket
    Holiday Rental House - 1 Bedroom, 3 Bathrooms, Sleeps 4
    Cape Cod Charm in Naushop w/ pool, tennis courts, outdoor shower and nice yard1 / 39
    (6)Excellent
    2.6 kilometres from Surfside Beach
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Siasconset, Nantucket
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    7.3 kilometres from Surfside Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Siasconset, Nantucket
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Puddin, the cutest cottage on South Beach.  The perfect get away for two.1 / 28
    (1)Excellent
    3.9 kilometres from Surfside Beach
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Siasconset, Nantucket
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Secluded Home abutting Bird Sanctuary with Duel Zone Central A/C1 / 14
    (20)Excellent
    9.9 kilometres from Surfside Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Nantucket, Massachusetts
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Charming Brant Point 4 bedroom cottage with deck and private yard1 / 19
    (5)Excellent
    5.0 kilometres from Surfside Beach
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Nantucket, Massachusetts
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    OUTSTANDING VIEWS! BOOK EARLY - SEASONAL RENTAL- PET FRIENDLY -WEDDING VENUES1 / 47
    (2)Excellent
    11.1 kilometres from Surfside Beach
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Siasconset, Nantucket
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    'Tucked Away' - A Spacious 4 Bedroom Gem Just Minutes From The Beach1 / 21
    (17)Excellent
    8.2 kilometres from Surfside Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Siasconset, Nantucket
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    *Brant Point Home- Walk to BEACH,TOWN, EVERYTHING! Deck,Outdoor shower1 / 35
    (43)Excellent
    4.7 kilometres from Surfside Beach
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Siasconset, Nantucket
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
    9.2 kilometres from Surfside Beach
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Siasconset, Nantucket
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
    8.4 kilometres from Surfside Beach
    2 Bedrooms, 4 Bathrooms, Sleeps 4 Quick View
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    Siasconset, Nantucket
    Holiday Rental House - 2 Bedrooms, 4 Bathrooms, Sleeps 4
    BIKE  TO BEACH  IN 7 MINUTES!!!1 / 26
    (10)Excellent
    2.3 kilometres from Surfside Beach
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Siasconset, Nantucket
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Stunning Harbor View 'Elizabeth' Cottage! 5-min. Walk to Main Street!1 / 28
    (102)Excellent
    3.8 kilometres from Surfside Beach
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Nantucket, Massachusetts
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
    3.6 kilometres from Surfside Beach
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    Location Information
    Siasconset, Nantucket
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
    4.9 kilometres from Surfside Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Location Information
    Siasconset, Nantucket
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Nantucket Beach House -- Steps from the Ocean!1 / 17
    (5)Very good
    12.2 kilometres from Surfside Beach
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Location Information
    Siasconset, Nantucket
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
    Conveniently located near Miacomet Beach & Golf1 / 44
    (30)Excellent
    2.7 kilometres from Surfside Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
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    Location Information
    Siasconset, Nantucket
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Fishers Landing Retreat (near Madaket & Eel Point)1 / 12
    (3)Very good
    8.2 kilometres from Surfside Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Location Information
    Siasconset, Nantucket
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    2 Bedrooms Plus Loft - Sleeps 6 in Beds - 5 Blocks to Center of Town1 / 28
    (62)Excellent
    4.7 kilometres from Surfside Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    Pet friendly
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    Smoking allowed
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    Location Information
    Siasconset, Nantucket
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Your Nantucket Retreat!  Now booking for the 2020 season!1 / 24
    (11)Very good
    2.9 kilometres from Surfside Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Patio
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    • Shared Outdoor Pool (Unheated)
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    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Siasconset, Nantucket
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    4.6 kilometres from Surfside Beach
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Parking
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    Pet friendly
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    Smoking allowed
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    Location Information
    Siasconset, Nantucket
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
    11.2 kilometres from Surfside Beach
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Internet Access
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    Pet friendly
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    Smoking allowed
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    Location Information
    Siasconset, Nantucket
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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