Vacation Rentals in Nantucket, Massachusetts

50 Properties Available

The Green Market Farm Private vacation home
The Green Market Farm
$7979 / night
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Oceanfront with Sunrise & Sunset Private vacation home
Oceanfront with Sunrise & Sunset
$7579 / night
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Modern Polpis Oasis! Private pool with yard and spacious bedrooms. Private vacation home
Modern Polpis Oasis! Private pool with yard and spacious bedrooms.
$5959 / night
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Nantucket Art House - In Town ~ Heated Pool ~ Includes Guest House! Private vacation home
Nantucket Art House - In Town ~ Heated Pool ~ Includes Guest House!
$5600 / night
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Magical Escape w/ Spectacular Pool. Sleeps 10 Private vacation home
Magical Escape w/ Spectacular Pool. Sleeps 10
$5343 / night
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SEE VRBO ID 3216162 Private vacation home
SEE VRBO ID 3216162
$5000 / night
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Spacious 6 bedroom home in the Surfside area of beautiful Nantucket. Private vacation home
Spacious 6 bedroom home in the Surfside area of beautiful Nantucket.
$4707 / night
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Monomoy Mansion in Nantucket Private vacation home
Monomoy Mansion in Nantucket
$4423 / night
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Club Cisco- Luxurious private estate, heated pool, steps to brewery, sleeps 12! Private vacation home
Club Cisco- Luxurious private estate, heated pool, steps to brewery, sleeps 12!
$4068 / night
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Beautiful 6 BR Cliff Rd home. Pool, central A\/C, walk to beaches & town. NO TAX! Private vacation home
Beautiful 6 BR Cliff Rd home. Pool, central A\/C, walk to beaches & town. NO TAX!
$4036 / night
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Nantucket 5 BR House with Pool...Walk to Pocomo Beach Private vacation home
Nantucket 5 BR House with Pool...Walk to Pocomo Beach
$3861 / night
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Historic Sea Captains Home in Nantucket! Perfect for Large Groups and Families Private vacation home
Historic Sea Captains Home in Nantucket! Perfect for Large Groups and Families
$3604 / night
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Beautiful vacation home with pool and private beach access Private vacation home
Beautiful vacation home with pool and private beach access
$3500 / night
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Cliff Road Area - 6 Bdrm 4.5 Bath - Heated Pool, Outdoor Kitchen, Firepit Private vacation home
Cliff Road Area - 6 Bdrm 4.5 Bath - Heated Pool, Outdoor Kitchen, Firepit
$3423 / night
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Historic Downtown Home | Hot Tub Private vacation home
Historic Downtown Home | Hot Tub
$3304 / night
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Walk to ferry, town and beaches! Private vacation home
Walk to ferry, town and beaches!
$3016 / night
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0.5 mile form the beach Private vacation home
0.5 mile form the beach
$3000 / night
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Spacious Home Steps from Beach and Bike Path. One Mile to Town. Private vacation home
Spacious Home Steps from Beach and Bike Path. One Mile to Town.
$3000 / night
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FERRY RESERVATIONS AVAILABLE - Surfside 5 bedroom Property w Heated Pool and Spa Private vacation home
FERRY RESERVATIONS AVAILABLE - Surfside 5 bedroom Property w Heated Pool and Spa
$2928 / night
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Luxury Nantucket Estate | Heated Pool & Hot Tub Private vacation home
Luxury Nantucket Estate | Heated Pool & Hot Tub
$2783 / night
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Newly Redecorated Charming Family Home Walking Distance To Main Street Private vacation home
Newly Redecorated Charming Family Home Walking Distance To Main Street
$2760 / night
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Water views highlight this Nantucket rental with private beach access, Wauwinet. Private vacation home
Water views highlight this Nantucket rental with private beach access, Wauwinet.
$2733 / night
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Ocean View, 40' Pool & Spa 4 BR, 4.5 BTH sleeps 8 Private vacation home
Ocean View, 40' Pool & Spa 4 BR, 4.5 BTH sleeps 8
$2714 / night
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'Far and Away' - Beachfront in Madequecham Private vacation home
'Far and Away' - Beachfront in Madequecham
$2700 / night
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Luxurious Nantucket Getaway | Heated Pool Private vacation home
Luxurious Nantucket Getaway | Heated Pool
$2541 / night
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IN-TOWN, NEW PlUNGE POOL Private vacation home
IN-TOWN, NEW PlUNGE POOL
$2533 / night
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Design cottage on wharf in town - huge private deck, private dock Cottage
Design cottage on wharf in town - huge private deck, private dock
$2502 / night
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Surfside New Construction 5 BR 6 BA minutes to Town and Surfside Beach with Pool Private vacation home
Surfside New Construction 5 BR 6 BA minutes to Town and Surfside Beach with Pool
$2439 / night
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Now booking for 2026! Private vacation home
Now booking for 2026!
$2432 / night
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Perfect Family Retreat in the Center of Town Private vacation home
Perfect Family Retreat in the Center of Town
$2430 / night
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BRAND NEW HOME, POOL + CABANA in Town. 5 bdrm, 6 Full + 2 1\/2 Baths. SLEEPS 14 Private vacation home
BRAND NEW HOME, POOL + CABANA in Town. 5 bdrm, 6 Full + 2 1\/2 Baths. SLEEPS 14
$2386 / night
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Stylish and Bright Five bedroom home Private vacation home
Stylish and Bright Five bedroom home
$2385 / night
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45B Beautiful Large Home Near Town Center Private vacation home
45B Beautiful Large Home Near Town Center
$2352 / night
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5BR Oasis w/ 20x40 Pool, 10 Adult Bikes, Walk to Town & Transferrable Car Ferry Private vacation home
5BR Oasis w/ 20x40 Pool, 10 Adult Bikes, Walk to Town & Transferrable Car Ferry
$2322 / night
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Walk to Nantucket Town, Extra Spacious Family Friendly Home with Hot Tub Private vacation home
Walk to Nantucket Town, Extra Spacious Family Friendly Home with Hot Tub
$2225 / night
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Contemporary 4 bedroom home on quiet downtown street with hot-tub and grand deck Private vacation home
Contemporary 4 bedroom home on quiet downtown street with hot-tub and grand deck
$2179 / night
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NEWLY AVAILABLE, RENTING spring summer fall, \"Essex\" Old North Wharf Nantucket Cottage
NEWLY AVAILABLE, RENTING spring summer fall, \"Essex\" Old North Wharf Nantucket
$2124 / night
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Charming Jewel Box in Naushop, sleeps 10... Private vacation home
Charming Jewel Box in Naushop, sleeps 10...
$2122 / night
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ON Sconset bluff-private beach access-bike or walk to village Private vacation home
ON Sconset bluff-private beach access-bike or walk to village
$2118 / night
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Longtail Cottage Private vacation home
Longtail Cottage
$2103 / night
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Luxury ACK Home in Town with Heated Pool & Outdoor Shower! Private vacation home
Luxury ACK Home in Town with Heated Pool & Outdoor Shower!
$2079 / night
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Stunning family home- new heated pool, spa, firepit, private acre, walk 2 town Private vacation home
Stunning family home- new heated pool, spa, firepit, private acre, walk 2 town
$2070 / night
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Modern, Spacious Beach House in Cisco with Ocean Views Private vacation home
Modern, Spacious Beach House in Cisco with Ocean Views
$2024 / night
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Large enchanting family home with access to tennis and pool AUGUST AVAILABLE Private vacation home
Large enchanting family home with access to tennis and pool AUGUST AVAILABLE
$2022 / night
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Peaceful In-Town Retreat - Walk to Town, Bike to Beach! Car Ferry Res. Avail. Private vacation home
Peaceful In-Town Retreat - Walk to Town, Bike to Beach! Car Ferry Res. Avail.
$1965 / night
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Close to Cisco Beach, Brewery and Bartlett Farms. Private vacation home
Close to Cisco Beach, Brewery and Bartlett Farms.
$1962 / night
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Beach & Golf Lover's Haven Private vacation home
Beach & Golf Lover's Haven
$1950 / night
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An Original Whaling Cottage \"Ivy Lodge\" circa 1740 in Historical Sconset Village Cottage
An Original Whaling Cottage \"Ivy Lodge\" circa 1740 in Historical Sconset Village
$1939 / night
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The Dunes Private vacation home
The Dunes
$1865 / night
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Newer Construction 4BR in Highly Sought-After Beach Plum Village! Private vacation home
Newer Construction 4BR in Highly Sought-After Beach Plum Village!
$1850 / night
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