Gloucester holiday rentals

Why visit Gloucester

• Coastal charm: Gloucester's scenic beaches and picturesque waterfront offer a tranquil seaside retreat.
• Maritime heritage: Explore the city's rich fishing history and historic districts, echoing its storied past.
• Historical landmarks: Discover charming historical houses and museums that celebrate the local maritime legacy.
• Outdoor adventures: Enjoy coastal walks and the natural beauty of nearby Cape Ann's landscapes.
• Local culture: Immerse yourself in the vibrant fishing community and experience the authentic local atmosphere.

Popular types of accommodation in Gloucester

Discover Gloucester, Massachusetts – a charming coastal city rich in maritime heritage and scenic beauty. Explore popular holiday rentals, from private holiday homes to apartments and condos. Whether you’re visiting the historic waterfront or experiencing local attractions, our Gloucester holiday rentals offer the perfect home base for your adventures. Browse our rental listings in Gloucester MA for a delightful stay in this vibrant community.

• Private Holiday Homes: The top choice for visitors seeking a comfortable and spacious retreat, perfect for families or groups.
• Apartments: A popular option for those wanting a central location, offering convenience and modern amenities.
• Condos: These stylish accommodations provide a blend of comfort and luxury, ideal for a relaxing getaway.
• Cottages: Quaint and cosy, cottages offer a charming escape, often nestled in picturesque surroundings.
• House Boats: For a unique experience, staying on a houseboat allows you to enjoy the tranquil waters and scenic views.**

Top attractions in and around Gloucester

Gloucester, Massachusetts offers a delightful coastal retreat with its picturesque beaches, historic houses, and engaging museums. The city's rich maritime heritage and scenic coastal views make it an ideal destination for those seeking culture, outdoor adventures, and a serene seaside experience. Enjoy exploring its beaches and historical landmarks, ensuring a memorable holiday immersed in local charm and natural beauty.

• Wingaersheek Beach: Enjoy the coastal charm of this beach, known for its relaxed seaside ambience and scenic vistas, perfect for a leisurely day by the water.
• Hammond Castle: Experience a slice of history and romance in this unique castle, offering cultural insights and enchanting surroundings nestled within Gloucester.
• Cape Ann: Appreciate the natural beauty and striking coastal scenery of this cape, located 6km from Gloucester, ideal for picturesque walks and seafront views.

Things to do recommended for couples

Seeking a romantic escape in Gloucester? Enjoy a sunset stroll along the picturesque Good Harbour Beach or indulge in a candlelit dinner at a charming waterfront restaurant. Don't forget to explore the historic streets and visit local art galleries for a truly memorable experience.

Things to do recommended for families

Families can explore Gloucester's scenic harbour, enjoy a boat trip to spot whales, and visit local museums to learn about maritime history. A stroll along the charming seaside promenade is sure to delight all ages.

Things to do recommended for groups

Groups visiting Gloucester can enjoy a whale-watching tour to witness majestic marine life, explore the historic Fort Defiance, and indulge in fresh seafood at local eateries. A stroll along the picturesque beaches and harbours offers a quintessential New England experience.

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

If you're travelling with a group, family, pets, or seeking longer stays, it's important to filter your options according to your key priorities. Here are some helpful booking tips for your Stayz experience.

• Traveling to Gloucester with a group: Take into account the number of bedrooms you require, along with amenities like a fully-equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily apply filters for these features and many others on Stayz.
• Traveling to Gloucester with young kids: Travelling with young children can be demanding. It's important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, considering your closeness to family-friendly attractions is advisable.
• Taking your pets with you to Gloucester: For many, a family holiday feels incomplete without their four-legged companions. If this resonates with you, take a look at Stayz properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
• Planning for a long term stay visiting Gloucester: If you're in search of holiday rentals offering discounts for stays of a month or more, you've come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don't forget to include additional amenities in your search, such as a parking space, a well-equipped kitchen, or a private pool.

Where to stay in and around Gloucester

Gloucester, Massachusetts, is a charming coastal city offering a perfect blend of history and natural beauty. Wander along the picturesque waterfront, explore the historic districts, and enjoy the stunning beaches that invite relaxation. The vibrant fishing community adds a unique character, while the nearby scenic areas of Cape Ann provide exceptional outdoor experiences. Whether you're seeking a tranquil escape or a glimpse into the region's maritime heritage, Gloucester promises a delightful and memorable holiday.

• North Shore: Situated 5km from Gloucester, North Shore offers a delightful blend of outdoor pursuits, sandy beaches and family-friendly experiences. Renowned for its educational attractions, bustling shopping centres and expansive shopping mall, it provides visitors with a rich selection of activities. The local landscape is adorned with the shimmering beach, a designated family beach area and a picturesque lake, inviting travellers to enjoy a refreshing coastal retreat with a variety of leisure opportunities.
• Annisquam: Nestled in the vicinity of Gloucester, Annisquam is celebrated for its captivating beach views, scenic surroundings and outdoor adventures. Ideal for those seeking a blend of relaxation and activity, this neighbourhood boasts access to an arts centre, thrilling amusement rides and a well-maintained golf course. Landmarks such as its sandy beach, family beach area and the dramatic cape add to the charm and allure of this coastal enclave.
• Magnolia: Located near Gloucester, Magnolia is a neighbourhood favoured for its inviting beach atmosphere, outdoor activities and scenic vistas. It offers a range of pursuits including educational venues, recreational areas and a modern shopping mall centre. The presence of a beautiful beach, a family beach spot and a serene lake further enhances the locale, making it an appealing destination for travellers eager to immerse themselves in a vibrant, coastal setting.

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 Stayz is simple

Are you hoping to make your next journey more affordable? Being flexible with your travel dates can lead to better deals, as prices often fluctuate. Additionally, consider booking a longer stay, as this can result in substantial savings. To discover a Stayz property that suits your budget, utilise our filters to refine your search by price, location, and type of holiday rental.

Stayz Trips: Effortless planning

Stayz's Trip Board provides a dedicated area for you to plan new trips, manage your existing arrangements, or review your bookings in an organised manner. Your saved or booked properties are conveniently categorised into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.stayz.com.au/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)
• Mill River Winery (14.5 mi / 23.4 km)
• Appleton Farms Grass Rides (11.1 mi / 17.9 km)
• Mud Puddle Toys (12 mi / 19.4 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.