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Vacation rentals in Marblehead

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Top-rated vacation rentals in Marblehead

Guests agree: these stays are highly rated for location, cleanliness, and more.

Winter Island Retreat
SUPERHOST
Entire guest suite · 2 guests · 1 bed · 1 bath

Winter Island RetreatWinter Island Retreat is the place to; Escape for total relaxation. Watch the sunrise and experience the Atlantic Ocean. Enjoy your favorite beverage while rocking in an Adirondack chair on the patio. Take in the natural setting including birds chirping, butterflies and an occasional rabbit. Inhale the smell of the ocean breeze and fragrant sea roses. Check out the reviews. Winter Island Retreat is an experience like no other.

The Samuel Symonds House: Olde charm, New comfort.
Entire apartment · 5 guests · 3 beds · 1 bath

The Samuel Symonds House: Olde charm, New comfort.Historic home in the heart of Salem built for a painter, with spacious, sun-filled rooms, high ceilings, gleaming pumpkin-pine floors, recently renovated for clean, modern comfort. This 1200sqft 1st floor apartment of our two-family home is a 5 min stroll to the center of town, museums, local witchcraft shops, cafes, live music and nightlife. For oceanside fun 5 min the other direction, kayak & bike rental, beach, pickleball, b-ball, ice-cream parlor & 50’s arcade games. Fun for all seasons!

Waldingfield: The Pool House - Loft Sleeps 2
SUPERHOST
Entire cottage · 2 guests · 1 bed · 1 bath

Waldingfield: The Pool House - Loft Sleeps 2Welcome to Waldingfield, a gentlemen's horse farm built in the 1920s. The French-Italianate Chateau is 10,000 square feet and sits on 40 acres with a handful of out-buildings. The grounds back up to the Ipswich River with 40 miles of walking trails in Appleton Farms. Horses, cows & sheep roam close by all year long. The town of Ipswich is made up of about 12,000 residents and most houses are in the historic, first period, New England style. Downtown offers restaurants, bars and shopping.

Vacation rentals for every style

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Popular amenities for Marblehead vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Marblehead

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The Annex Oceanfront
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  1. Entire guesthouse
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Jestina's Cottage - Next to Rocky Neck
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  1. Private room
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Marblehead In-law Apartment Near Salem/Swampscott
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  1. Entire apartment
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Romantic Ocean/Boston Views with Exclusive Hot Tub
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  1. Entire guest suite
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Ocean Park Retreat
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  1. Entire condominium
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Harbor Hideaway
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  1. Entire guest suite
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Get to The Point and the beach!
SUPERHOST
  1. Entire apartment
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Sunset Studio w/Scenic Harbor View
SUPERHOST
  1. Entire guest suite
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The Coastal Oasis in Beverly Farms
SUPERHOST
  1. Entire guest suite
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The Hideaway - downtown + beach + fireplace
SUPERHOST
  1. Entire house
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Wonderful Rocky Neck home on Gloucester harbor
SUPERHOST
  1. Entire guest suite
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The Garden Bed

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