Skip to navigationSkip to main contentSkip to footer
Vacations by Zumper

Vacation Rentals in Gloucester, MA

PRICE PER NIGHT

ACCOMMODATION TYPES

Top-Rated Vacation Rentals in Gloucester, MA

Book a vacation rental in Gloucester that has the highest visitor rating. Here are 6 of the best vacation rentals in Gloucester.
Walk to Good Harbor and Long Beach -Vacation Home
10

Excellent

·
Gloucester
·
3 br
·
Sleeps 7
·
Beach · Outdoor Space · Balcony ·
From
$400/night
Check availability
Property
House · 3 Beds · 3 baths
Amenities
Beach
Wifi
Furnished
Oven
Air Conditioning
Dishwasher
In Unit Laundry
Other spaces
Balcony, Deck, Kitchen
Steps to Downtown Gloucester & A/C throughout the house
10

Excellent

·
Gloucester
·
2 br
·
Sleeps 4
·
Wifi · Air Conditioning · Furnished ·
From
$253/night
Check availability
Property
House · 2 Beds · 1 bath
Amenities
Wifi
Air Conditioning
Furnished
Fitness Center
Residents Lounge
Oven
Dishwasher
Beach
Other spaces
Kitchen
Price drop
Clean Waterfront Classic Cottage with Private Beach
10

Excellent

·
Gloucester
·
4 br
·
Sleeps 7
·
Air Conditioning · In Unit Laundry · Outdoor Space ·
From
$416/night
Check availability
Property
House · 4 Beds · 1 bath
Amenities
Air Conditioning
In Unit Laundry
Beach
Waterfront
On Site Laundry
Residents Lounge
Furnished
Fireplace
Other spaces
Workspace, Kitchen
Price drop
Prime Gloucester Property Overlooking Inner Harbor
10

Excellent

·
Gloucester
·
2 br
·
Sleeps 6
·
Swimming Pool · In Unit Laundry · Oven ·
From
$182/night
Check availability
Property
Apartment · 2 Beds · 2 baths
Amenities
Swimming Pool
In Unit Laundry
Oven
Air Conditioning
Pool
Beach
Residents Lounge
Furnished
Other spaces
Kitchen
Elegant Gloucester Beach Getaway with Ocean Views!
10

Excellent

·
Gloucester
·
5 br
·
Sleeps 11
·
Kitchen · Beach · Wifi ·
From
$1,278/night
Check availability
Property
Apartment · 5 Beds · 2 baths
Amenities
Beach
Wifi
Assigned Parking
Dishwasher
Furnished
Fireplace
Swimming Pool
Oven
Other spaces
Kitchen
Perrywinkle: Waterfront on Gloucester’s Rocky Neck.
10

Excellent

·
Gloucester
·
4 br
·
Sleeps 7
·
Air Conditioning · Waterfront · Outdoor Space ·
From
$427/night
Check availability
Property
House · 4 Beds · 2 baths
Amenities
Air Conditioning
Waterfront
Furnished
Beach
Dishwasher
Wifi
In Unit Laundry
Other spaces
Kitchen

Budget-Friendly Vacation Rentals in Gloucester, MA

Traveling on a budget? We've got you covered. Find a great deal on a vacation rental in Gloucester starting at $77. Use the price filter at the top of the page to search for more specific prices.
$2,300 - 2 Bedroom 1 Bathroom House In East Gloucester With some Water/Harbor Views

No rating

·
Gloucester
·
2 br
·
Assigned Parking · In Unit Laundry · Storage ·
From
$77/night
Min stay: 30 nights
Property
House · 2 Beds · 1 bath
Amenities
Assigned Parking
In Unit Laundry
Storage
Dishwasher
Hardwood Floor
Gloucester Studio - Om Suite Om~ near Good Harbor Beach
10

Excellent

·
Gloucester
·
1 br
·
Sleeps 2
·
Furnished · Workspace · Wifi ·
From
$105/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Furnished
Wifi
In Unit Laundry
Other spaces
Workspace
Price drop
Walk to the ocean, very private. Secluded, woodsy location.

No rating

·
Gloucester
·
1 br
·
Sleeps 2
·
Kitchen · Workspace · Furnished ·
From
$113/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Furnished
Fitness Center
Wifi
Other spaces
Kitchen, Workspace
Bright top floor Studio with covered porch and ocean views

No rating

·
Gloucester
·
1 br
·
Sleeps 2
·
On Site Laundry · Oven · Balcony ·
From
$115/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
On Site Laundry
Oven
Furnished
Beach
Air Conditioning
Other spaces
Balcony, Kitchen
Price drop
Charming Studio, Private Bath, Kitchenette, Deck, Walk to Beach
10

Excellent

·
Gloucester
·
1 br
·
Sleeps 3
·
Residents Lounge · Deck · Workspace ·
From
$123/night
Check availability
Property
Apartment · 1 Bed · 1 bath
Amenities
Residents Lounge
Wheelchair Accessible
Air Conditioning
Wifi
Waterfront
Furnished
Beach
Assigned Parking
Other spaces
Deck, Workspace, Kitchen
Price drop
Steps to Harbor, Park, Beach and Boardwalk

No rating

·
Gloucester
·
2 br
·
Sleeps 4
·
Swimming Pool · Furnished · Kitchen ·
From
$123/night
Check availability
Property
House · 2 Beds · 2 baths
Amenities
Swimming Pool
Furnished
In Unit Laundry
Wifi
Dishwasher
Oven
Air Conditioning
Other spaces
Kitchen, Workspace

Vacation Rentals With AC and/or Heat in Gloucester, MA

Whether you need air conditioning or central heating, these vacation rentals are for you.
Price drop
Quaint Neighborhood Apartment / Close to Beaches
10

Excellent

·
Gloucester
·
3 br
·
Sleeps 5
·
Wifi · Workspace · In Unit Laundry ·
From
$169/night
Check availability
Property
Apartment · 3 Beds · 1 bath
Amenities
Wifi
In Unit Laundry
Furnished
Central Heat
Oven
Air Conditioning
On Site Laundry
Fitness Center
Other spaces
Workspace, Kitchen
Large rustic summer cottage with beautiful ocean sunsets
10

Excellent

·
Gloucester
·
5 br
·
Sleeps 8
·
Oven · Assigned Parking · Outdoor Space ·
From
$550/night
Check availability
Property
Apartment · 5 Beds · 2 baths
Amenities
Oven
Assigned Parking
Ocean
Dishwasher
Wheelchair Accessible
Storage
Waterfront
In Unit Laundry
Other spaces
Kitchen, Balcony, Workspace
Seaside Village of Lanesville - North Gloucester, MA
10

Excellent

·
Gloucester
·
2 br
·
Sleeps 4
·
Air Conditioning · Oven · Furnished ·
From
$322/night
Check availability
Property
Apartment · 2 Beds · 1 bath
Amenities
Air Conditioning
Oven
Furnished
Wheelchair Accessible
Carpet
Wifi
Central Heat
In Unit Laundry
Other spaces
Kitchen
Expand your search criteria to see more vacation rentals near Gloucester.
Home > Massachusetts Vacation Rentals > Gloucester Vacation Rentals
Updated: October 3, 2023