Gloucester holiday lettings

Why visit Gloucester

• Stunning beaches: Enjoy the beautiful sandy shores and breathtaking coastal views that Gloucester has to offer.
• Rich maritime history: Explore Maritime Gloucester to learn about the city's seafaring past and its fishing heritage.
• Historic landmarks: Visit the iconic Fishermen's Memorial and the charming Rocky Neck Art Colony.
• Outdoor activities: Engage in various outdoor pursuits such as hiking, boating, and whale watching.
• Family-friendly atmosphere: Experience a welcoming environment with activities suitable for visitors of all ages.

Popular types of accommodation in Gloucester

Discover the charm of Gloucester, Massachusetts, a coastal gem known for its stunning waterfront views and rich maritime history. Delight in an array of vacation rentals, including private homes, apartments, and condos, ideal for your stay. Explore iconic attractions like the historic Fishermen's Memorial and the picturesque Rocky Neck Art Colony. With transparent listings and a focus on customer satisfaction, you’re sure to find the perfect home away from home in Gloucester.

• Houses: The most sought-after accommodation in Gloucester, offering spacious and comfortable settings for families or groups.
• Apartments: A popular choice for couples or solo travellers, providing convenient amenities and a home-like atmosphere.
• Condos: Ideal for those seeking a blend of luxury and practicality, condos often come with shared facilities.
• Cottages: Quaint and charming, these rentals offer a picturesque escape amidst nature.
• House Boats: For a unique experience, consider staying on a houseboat, providing a tranquil and scenic environment on the water.**

Top attractions in Gloucester

Gloucester, Massachusetts, is a charming coastal city perfect for a beach and outdoor getaway. Visitors can enjoy stunning beaches, explore historic houses, and delve into local culture at various museums. The city’s picturesque scenery and vibrant maritime heritage offer a unique blend of activities for families and couples alike, ensuring a delightful experience for all who venture here.

• Wingaersheek Beach: This stunning beach features soft sands and tranquil waters, perfect for sunbathing and swimming. With picturesque views of the Annisquam River and nearby dunes, it's a serene spot ideal for relaxation and beach activities.
• Hammond Castle: A unique architectural gem, this castle showcases medieval European design, surrounded by beautiful gardens. Visitors can explore its fascinating history and enjoy romantic seaside views, making it a perfect blend of culture and charm.
• Cape Ann Museum: Celebrating the rich artistic heritage of the region, this museum houses an impressive collection of local art, including works by renowned artists. It's a cultural hub that offers insight into Gloucester's vibrant history and maritime tradition.

Things to do recommended for couples

Gloucester offers couples a charming getaway. Enjoy a sunset stroll along the picturesque waterfront, explore the quaint shops in the historic district, or savour a candlelit dinner at a seaside restaurant. Don't miss a romantic whale-watching tour, creating unforgettable memories together on the open water.

Things to do recommended for families

Families will delight in exploring the vibrant marine life at the Cape Ann Maritime Museum, enjoying a whale-watching tour, or relaxing on the sandy shores of Good Harbour Beach. Gloucester's charming downtown area offers delightful shops and restaurants, perfect for a leisurely family stroll.

Things to do recommended for groups

Groups visiting Gloucester can enjoy whale watching tours off the picturesque coastline, explore the historic sites of Cape Ann, and indulge in fresh seafood at local eateries. A stroll along the scenic beaches and a visit to the charming art galleries will enhance the local experience.

What do I need to keep in mind when booking a vacation in Gloucester

If you’re travelling with a group, family, or pets, or seeking extended stays, it’s important to filter based on your key priorities. Here are some helpful booking tips for using Vrbo.

• Traveling to Gloucester with a group: Think about how many bedrooms you require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all these options and more on Vrbo.
• Traveling to Gloucester with young kids: Travelling with young children can present its challenges. It's important to prioritise their comfort and safety, as well as to look for suitable amenities, like a private swimming pool. Additionally, it's wise to take into account how close you are to family-friendly attractions.
• Taking your pets with you to Gloucester: For many, a family holiday wouldn’t feel complete without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds to ensure that everyone feels comfortable and at home.
• Planning for a long term stay visiting Gloucester: If you're in search of holiday rentals offering great deals for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in and around Gloucester

Gloucester, Massachusetts, is a charming coastal city perfect for a relaxing getaway. Visitors can explore the rich maritime history at Maritime Gloucester and unwind at the picturesque town green. Enjoy stunning seaside views and outdoor activities, or simply soak in the area's historical vibe. With its family-friendly atmosphere and beautiful scenery, Gloucester promises a memorable experience for all who visit, making it an ideal destination for a fall escape.

• North Shore: Located a mere 5km from Gloucester, the North Shore is renowned for its stunning coastal landscape and vibrant family-friendly atmosphere. Visitors are drawn here for outdoor adventures, with a plethora of beaches and lakes to explore. The area is perfect for a family day out, featuring shopping centres and educational venues that cater to all ages. Whether you're lounging on the beach or enjoying a lakeside picnic, North Shore offers a delightful escape into nature combined with the convenience of modern amenities.
• Annisquam: Nestled within the Gloucester region, Annisquam is a charming neighbourhood that captivates visitors with its scenic beauty and outdoor experiences. Known for its picturesque beaches and captivating landscapes, Annisquam is ideal for those seeking a tranquil escape. The area is home to an arts centre and recreational attractions, including amusement rides and golf courses, making it a well-rounded destination for recreation and relaxation. Nature lovers will appreciate the breathtaking views of the cape, perfect for leisurely strolls or family outings.
• Magnolia: A quaint neighbourhood adjacent to Gloucester, Magnolia is a hidden gem for those looking to immerse themselves in the stunning coastal scenery. This area is famed for its beautiful beaches and outdoor activities, appealing to nature enthusiasts and families alike. Magnolia boasts an array of recreational areas and educational facilities, alongside convenient shopping mall centres. Whether spending a day at the beach or exploring the nearby lakes, Magnolia offers a serene environment for a memorable vacation experience.

Best time to go to Gloucester

If you're planning a trip to Gloucester, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like November to January tend to have fewer bookings and better deals.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	31.1°F (-0.5°C)	Light Rain	Mostly Sunny	Moderately Low	Slightly Low
February	31.8°F (-0.1°C)	Light Rain	Mostly Sunny	Average	Slightly Low
March	36.7°F (2.6°C)	Light Rain	Mostly Sunny	Average	Slightly Low
April	45.1°F (7.3°C)	Light Rain	Mostly Sunny	Average	Average
May	54.3°F (12.4°C)	Light Rain	Mostly Sunny	Average	Average
June	62.4°F (16.9°C)	Light Rain	Mostly Sunny	Moderately High	Slightly High
July	69.6°F (20.9°C)	Light Rain	Mostly Sunny	Moderately High	Slightly High
August	69.4°F (20.8°C)	Light Rain	Mostly Sunny	Moderately High	Slightly High
September	64.0°F (17.8°C)	Light Rain	Mostly Sunny	Average	Average
October	55.2°F (12.9°C)	Light Rain	Mostly Sunny	Average	Average
November	45.1°F (7.3°C)	Light Rain	Mostly Sunny	Moderately Low	Average
December	37.4°F (3.0°C)	Light Rain	Mostly Sunny	Moderately Low	Average

Booking with Vrbo is a breeze

Are you aiming to save on your next journey? It’s worth considering some flexibility with your travel dates, as prices can vary. Additionally, booking a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board provides a convenient platform for crafting exciting new trips, managing your plans, and reviewing your bookings. Your saved or reserved properties are thoughtfully categorised into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

The historical area of Gloucester awaits your stay

Come and experience Gloucester and its monuments, history and art galleries. This city's seaside, beaches and whale watching draw many visitors. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in Gloucester

Are you searching for things to do in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Gloucester a fun place to get away to. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

• Salem Willows Park (11.8 mi / 19 km)
• Water Park of New England (15.6 mi / 25.2 km)
• Bewitched in Salem (13.2 mi / 21.2 km)
• The Collection (17.3 mi / 27.9 km)
• Appleton Farms Grass Rides (11.1 mi / 17.9 km)
• Dogs by Design & Cats Too (11.5 mi / 18.4 km)

Exploring the natural features in Gloucester

Whether you're looking for adventure or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your holiday in Gloucester. Here are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city centre:

• Pavilion Beach (0.2 mi / 0.4 km)
• Half Moon Beach (0.9 mi / 1.4 km)
• Stage Fort Park (0.9 mi / 1.4 km)
• Niles Beach (1.2 mi / 1.9 km)
• Good Harbor Beach (1.7 mi / 2.8 km)
• Long Beach (2.7 mi / 4.3 km)

Seasonal weather averages in Gloucester

If you're planning a holiday around the weather, July, August, September and June are the hottest months to visit, when temperatures average 19°C.

Travelling to and around Gloucester

The nearest airport is in Beverly, MA (BVY-Beverly Municipal), located 12.8 mi (20.6 km) from the city centre. If you can't find a flight that's convenient for your trip, you could also fly into Lawrence, MA (LWM-Lawrence Municipal), which is 24.3 mi (39.1 km) away.

If you prefer train travel, make your way to Gloucester Station or West Gloucester Station to see more of the city.