285+ Vacation Rentals Near Maritime Gloucester |
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Weekendgetaways - Vacation Rentals in Maritime Gloucester

Property Image From $471
         

10.0 (140 Reviews)
House
WaterViews Overlooking Gloucester Inner Harbor/Sunroom/Deck/Walk to Town/AC
  • Air Conditioner
  • Parking
  • TV

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Property Image From $535
         

New
Apartment
The Chill-a-Vista
  • Air Conditioner
  • Parking
  • Child Friendly

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Property Image From $246
         

10.0 (10 Reviews)
House
127 m² House ∙ 2 bedrooms ∙ 6 guests
  • 1367 ft² House
  • Air Conditioner
  • Parking
  • Security/Safety

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Property Image From $455
         

10.0 (5 Reviews)
Apartment
Long Beach Suites: Steps To Beach, Newly Built

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Property Image From $668
         

10.0 (43 Reviews)
House
PREMIUM PROPERTY - Private 2-Acre Retreat - MODERN 4 Bedrooms - See Video Tour
  • Air Conditioner
  • Parking
  • TV

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Property Image From $396
         

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10.0 (7 Reviews)
House
The Buoys
  • Air Conditioner
  • Parking
  • View

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Property Image From $191
         

10.0 (1 Review)
House
83 m² House ∙ 2 bedrooms ∙ 4 guests
  • 893 ft² House
  • Air Conditioner
  • Parking
  • TV

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Property Image From $211
         

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9.6 (312 Reviews)
Bed & Breakfast
Harborview Inn
  • Air Conditioner
  • Parking
  • TV

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Property Image From $330
         

9.8 (79 Reviews)
House
"Rocky Neck Hideaway" on Wonson Cove, Rocky Neck - Gloucester
  • Air Conditioner
  • Parking
  • TV

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Property Image From $474
         

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10.0 (2 Reviews)
House
Gloucester Home with Large Yard 1 Mi to Beach!
  • Parking
  • View
  • Ocean View

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Property Image From $371
         

10.0
House
149 m² House ∙ 4 guests
  • 1599 ft² House
  • Parking
  • Pet Friendly
  • TV

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Property Image From $227
         

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9.6 (885 Reviews)
Hotel
Beauport Hotel Gloucester
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $740
         

10.0 (65 Reviews)
House
Waterfront Living w Stunning Views, Beautiful Decor, Kayaks, Private drive
  • Air Conditioner
  • Parking
  • TV

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Property Image From $1,094
         

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10.0 (1 Review)
House
Stay at Rocky Neck
  • Air Conditioner
  • Parking
  • Security/Safety

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Property Image From $438
         

10.0 (131 Reviews)
House
HALLOWEEN IN SALEM! Romantic Summerwind Cottage, Scenic Harbor View w/Deck
  • Air Conditioner
  • Parking
  • TV

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Property Image From $270
         

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9.8 (9 Reviews)
House
Gloucester Coastal Gem
  • Balcony/Terrace
  • Security/Safety
  • Sports/Activities

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Property Image From $564
         

10.0 (214 Reviews)
Cottage
Good Harbor Beach House - walk to beach, close to restaurants and shopping!
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $249
         

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9.6 (32 Reviews)
Apartment
Ocean Breeze-8min Walk to Beach
  • Air Conditioner
  • Parking
  • View

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Property Image From $715
         

9.8 (14 Reviews)
House
Two Beaches: Long Beach & Good Harbor
  • Parking
  • TV
  • View

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Property Image From $507
         

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9.5 (39 Reviews)
Apartment
CbytheSea - Ocean View Penthouse
  • Air Conditioner
  • Parking
  • View

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Property Image From $611
         

9.4 (12 Reviews)
House
Sage Hill: Long Beach & More!
  • Air Conditioner
  • Pet Friendly
  • TV

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Property Image From $402
         

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9.4 (5 Reviews)
Apartment
Gloucester Harbor Hideaway
  • Air Conditioner
  • Security/Safety
  • Sports/Activities

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Property Image From $840
         

9.4 (22 Reviews)
House
Thurston Point: Deepwater River Dock
  • Air Conditioner
  • Parking
  • TV

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Property Image From $723
         

10.0 (1 Review)
House
Perrywinkle: Waterfront on Rocky Neck
  • Air Conditioner
  • Parking
  • Pet Friendly

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★ Pro Tip: Weekendgetaways makes it easy to compare the best listings on Weekendgetaways homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Weekendgetaways homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Maritime Gloucester.

Weather in Maritime Gloucester

View the weather forecast for Maritime Gloucester before booking your Maritime Gloucester Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Maritime Gloucester, MA

Weekendgetaways offers a large selection of top attractions around Maritime Gloucester. Research things to do on your vacation before you visit Maritime Gloucester.


Cape Ann Good Harbor Beach Crane Beach Wingaersheek Beach Long Beach Singing Beach Endicott College Hammond Castle Salem Willows Park Castle Hill on the Crane Estate Marblehead Light Halibut Point State Park Pebble Beach North Shore Music Theatre Stage Fort Park Greenwood Farm Ipswich River Motif No 1 Essex Shipbuilding Museum