Vacation homes in Gloucester - Casamundo base64Hash Vacation homes in Gloucester - Casamundo

Vacation homes in Gloucester

Anytime
Guests
Anytime
Guests
15 accommodations available

  • Price per night

    • Up to €100
    • €100 - €199
    • From €200

  • Distance to center

    • 1 mi
    • 2 mi
    • 3 mi

  • Rating

    • 4.5+
    • 4+

  • Popular amenities

    • Pool
    • WiFi
    • Air conditioning
    • Kitchen
    • Parking
    • TV
    • Washing machine
    • Balcony/patio
    • Dishwasher
    • Microwave
    • Garden
    • Fireplace
    • Cot

  • Other Services

    • Pet-friendly
    • No smoking
    • No pets

  • Activities

    • Grill
    • Fishing

Top 15 most Recommended Vacation Rentals in Gloucester

Discover your ideal Gloucester vacation rental with real-time comparisons of 15 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

We use AI to generate the short summary in each offer below – check the full description before booking.
House Gloucester
House ∙ 10 guests ∙ 5 bedrooms

Charming house with BBQ, private pool & garden | Beach nearby

Gloucester, Essex County, Massachusetts, United States
This delightful Rockport house rental accommodates up to 10 guests, featuring a private pool, fireplace, yard, and a fully equipped kitchen. Perfect for creating unforget...
from €768
per night
from €768
per night
Check prices
House Gloucester
House ∙ 8 guests ∙ 4 bedrooms

House with garden, barbecue & private pool

Gloucester, Essex County, Massachusetts, United States
This delightful house rental in Marblehead accommodates up to 8 guests and features a private pool, cozy fireplace, spacious yard, and convenient parking. Enjoy a perfect...
from €901
per night
Outstanding(1 rating)
from €901
per night
Check prices
House Gloucester
House ∙ 8 guests ∙ 3 bedrooms

Holiday home with garden & barbecue

Gloucester, Essex County, Massachusetts, United States
This spacious house rental in Beverly comfortably accommodates up to 8 guests and features a fully equipped kitchen, a lovely yard, a balcony, and convenient parking. Boo...
from €319
per night
from €319
per night
Check prices
Accommodation Gloucester
19 m² accommodation ∙ 2 guests

Letting with fast internet & garden | City view

Gloucester, Essex County, Massachusetts, United States
This delightful accommodation in Salem offers a cozy yard, a warm fireplace, and complimentary breakfast, making it the perfect retreat for two. Convenient parking adds t...
from €171
per night
Outstanding(88 ratings)
from €171
per night
Check prices
Condo Gloucester
93 m² condo ∙ 5 guests

Flat with fast internet | Garden view | Good for workation

Gloucester, Essex County, Massachusetts, United States
This inviting condo in the Marblehead Historic District accommodates up to 5 guests and features a well-equipped kitchen, convenient parking, and easy beach access. Book ...
from €291
per night
from €291
per night
Check prices
Accommodation Gloucester
Accommodation ∙ 2 guests

Letting with fast internet

Gloucester, Essex County, Massachusetts, United States
Experience a delightful stay in Ipswich at this inviting accommodation, perfect for two guests. Enjoy modern amenities and a prime location that makes exploring the area ...
from €173
per night
Very good(46 ratings)
from €173
per night
Check prices
Accommodation Gloucester
Accommodation ∙ 2 guests

Letting with fast internet

Gloucester, Essex County, Massachusetts, United States
This delightful accommodation in Ipswich offers a perfect getaway for two, featuring modern amenities and a welcoming atmosphere. Book your stay now for an unforgettable ...
from €190
per night
Very good(46 ratings)
from €190
per night
Check prices
Accommodation Gloucester
Accommodation ∙ 3 guests

Letting with fast internet

Gloucester, Essex County, Massachusetts, United States
This delightful accommodation in Ipswich comfortably hosts up to 3 guests, offering modern amenities and a welcoming atmosphere for an unforgettable stay. Book now for a ...
from €189
per night
Very good(46 ratings)
from €189
per night
Check prices
Apartment Gloucester
Apartment ∙ 10 guests ∙ 4 bedrooms

Apartment with BBQ & fast internet | Sea view

Gloucester, Essex County, Massachusetts, United States
This spacious waterfront apartment in Gloucester accommodates up to 10 guests and features stunning ocean views, beach access, a balcony, a fully equipped kitchen, and co...
from €583
per night
from €583
per night
Check prices
Cottage Gloucester
74 m² cottage ∙ 4 guests ∙ 2 bedrooms

Cottage with terrace, BBQ & garden | Good for workation

Gloucester, Essex County, Massachusetts, United States
This delightful cabin in Gloucester offers a perfect retreat for up to 4 guests, featuring a cozy fireplace, full kitchen, spacious yard, and convenient parking for a mem...
from €269
per night
Outstanding(20 ratings)
from €269
per night
Check prices
Cottage Gloucester
232 m² cottage ∙ 10 guests ∙ 5 bedrooms

Cottage with barbeque & terrace

Gloucester, Essex County, Massachusetts, United States
This spacious cabin in Gloucester accommodates up to 11 guests and features a cozy fireplace, a fully equipped kitchen, and direct access to the beach for unforgettable g...
from €1,015
per night
Outstanding(97 ratings)
from €1,015
per night
Check prices
Cottage Gloucester
83 m² cottage ∙ 4 guests ∙ 2 bedrooms

Fully equipped cottage with BBQ | Next to the beach

Gloucester, Essex County, Massachusetts, United States
Experience a perfect getaway in this inviting cabin in Gloucester, featuring a fully equipped kitchen and convenient parking. Ideal for families or friends, it comfortabl...
from €172
per night
Outstanding(1 rating)
from €172
per night
Check prices
Cottage Gloucester
127 m² cottage ∙ 6 guests ∙ 2 bedrooms

Cottage with 2 bedrooms for 6 persons

Gloucester, Essex County, Massachusetts, United States
Experience a delightful stay in this cozy cabin in Gloucester, perfect for up to six guests. Enjoy a fully equipped kitchen and convenient parking for a memorable getaway...
from €447
per night
from €447
per night
Check prices
Cottage Gloucester
111 m² cottage ∙ 8 guests ∙ 3 bedrooms

Cottage | Good for workation

Gloucester, Essex County, Massachusetts, United States
This inviting cabin in Rockport accommodates up to 8 guests and features a fireplace, kitchen, and parking, plus easy beach access for the perfect getaway by the sea!
from €707
per night
from €707
per night
Check prices
House Gloucester
111 m² house ∙ 5 guests ∙ 2 bedrooms

Holiday home with garden & barbeque | Good for workation

Gloucester, Essex County, Massachusetts, United States
This delightful house rental in Rockport features a cozy fireplace, a relaxing spa, a fully equipped kitchen, a spacious yard, and convenient parking, accommodating up to...
from €242
per night
(1 rating)
from €242
per night
Check prices

Vacation rentals with Wi-Fi

Stay connected in Gloucester: Explore vacation rentals with high-speed internet.

We use AI to generate the short summary in each offer below – check the full description before booking.
Accommodation Gloucester
from €205 per night
Accommodation ∙ 4 guests ∙ 1 bedroom

Beautiful letting with fast internet

4.4
Very good(46 ratings)
Gloucester, Essex County, Massachusetts, United States
Internet
Check prices
Accommodation Gloucester
from €281 per night
Accommodation ∙ 3 guests ∙ 1 bedroom

Letting with fast internet

4.4
Very good(46 ratings)
Gloucester, Essex County, Massachusetts, United States
Internet
Check prices
Accommodation Gloucester
from €319 per night
Accommodation ∙ 4 guests ∙ 1 bedroom

Letting with fast internet

4.4
Very good(46 ratings)
Gloucester, Essex County, Massachusetts, United States
Internet
Check prices
See all offers

Vacation rentals and apartments with air conditioning

Cool comfort in Gloucester: Choose a vacation rental with air conditioning - book your stay!

We use AI to generate the short summary in each offer below – check the full description before booking.
Accommodation Gloucester
from €205 per night
Accommodation ∙ 4 guests ∙ 1 bedroom

Beautiful letting with fast internet

4.4
Very good(46 ratings)
Gloucester, Essex County, Massachusetts, United States
Air conditioning
Check prices
Condo Gloucester
from €608 per night
Condo ∙ 6 guests ∙ 3 bedrooms

Fully equipped nice flat | Next to the beach

Gloucester, Essex County, Massachusetts, United States
Air conditioning
Check prices
Accommodation Gloucester
from €281 per night
Accommodation ∙ 3 guests ∙ 1 bedroom

Letting with fast internet

4.4
Very good(46 ratings)
Gloucester, Essex County, Massachusetts, United States
Air conditioning
Check prices
See all offers

Frequently asked questions

What are the most popular accommodations in the area?

The most popular accommodation types in Gloucester are bed and breakfast rental and cottage. With 15 accommodations in Gloucester, the perfect vacation home is only one click away.

How much does it cost to stay the night?

Prices start at just €167 per night. Most cottage in Gloucester are 125 m² and bed and breakfast rental are 34 m².

Do you offer accommodations for traveling with a group?

Yes, we definitely have accommodations for groups in Gloucester. On average, the bed and breakfast rental has space for 2 guests.

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