Vacation Rentals in Gloucester, MA

Compare 9 vacation rentals and Airbnbs in Gloucester, MA, from beachfront homes to historic apartments. Check rates and availability before you book

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Check-out
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Rooms and Guests2 Guests, 1 room
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Check-out
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Rooms and Guests2 Guests, 1 room
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Check-in
Sun, 08 Nov
-
Check-out
Mon, 09 Nov
Rooms and Guests2 Guests, 1 room
1Filter & Sort
View map
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1-9 out of 9
Sort by: high popularity
  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
9.1
Perfect
Map
1.0 mi from City Center1680 yd from Good Harbor Beach
Outdoor FireplacePicnic AreaTerrace
  • Historic building with garden views
  • Outdoor fireplace and picnic area
  • Private entrance and terrace
FromUS$ 357 /nightSelect
9.7
Perfect
Map
1199 yd from City Center849 yd from Gloucester
Sea ViewsPrivate TerraceBarbecue
  • Private terrace with sea views
  • On-site coffee shop and barbecue
  • Beach access with picnic area
FromUS$ 224 /nightSelect
9.0
Perfect
Map
1185 yd from City Center831 yd from Gloucester
Ocean ViewBeach AccessSun Terrace
  • Ocean-view penthouse suite
  • Direct beach access
  • Baby safety gate provided
FromUS$ 475 /nightSelect
9.1
Perfect
Map
817 yd from City Center252 yd from Gloucester Station
Washer/DryerFull KitchenPrivate Entrance
  • Recently renovated apartment
  • Private entrance for added privacy
  • Free on-site parking included
FromUS$ 291 /nightSelect
The BuoysHoliday home
9.3
Perfect
Map
1.2 mi from City Center1533 yd from Gloucester Station
Sea ViewsBicycle RentalBarbecue
  • 3-bedroom holiday home with sea views
  • On-site bicycle rental and car hire
  • Barbecue facilities and picnic area
FromUS$ 430 /nightSelect
Beach GemHoliday home
8.0
Great
Map
1.2 mi from City Center1.0 mi from Local Colors
Private ParkingFull KitchenGarden
  • Spacious 3-bedroom holiday home
  • Beachfront with sea views
  • Recently renovated property
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9.1
Perfect
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815 yd from City Center250 yd from Gloucester Station
Free ParkingFlat-screen TVElectric Kettle
  • City views from 2nd floor suite
  • Steps from Pavilion Beach
  • Fully equipped kitchen in unit
FromUS$ 173 /nightSelect
9.6
Perfect
Map
1.8 mi from City Center861 yd from Good Harbor Beach
Free ParkingOutdoor DiningExpress Check-in
  • 8-minute walk to beach
  • Ground-floor private entrance
  • Free parking included
FromUS$ 116 /nightSelect
Salt Island ViewsHoliday home
Map
2.0 mi from City Center743 yd from Good Harbor Beach
Free ParkingAir ConditioningPet Friendly
  • Private holiday home with three bedrooms
  • 4-minute walk to Good Harbor Beach
  • Fully equipped kitchen for self-catering
Select

Vacation rentals in Gloucester, MA offer a home-base for exploring Cape Ann's coastline. Expect fully equipped kitchens, free parking, and WiFi across most properties. Options range from historic apartments near downtown Gloucester to beachfront holiday homes steps from Good Harbor Beach and Pavilion Beach. Budget varies, but many units accommodate families with multiple bedrooms.

Top-rated options include A By The Bay - Stunning Seaside Apartment with an Exceptional score of 97, featuring sea views and barbecue facilities. Retreat Near Beaches provides a quiet historic setting with garden views and free parking. Beach Gem offers direct beachfront access with a spacious garden, ideal for families. Most rentals include family rooms and non-smoking units, catering to groups and couples alike.