Gloucester vacation rentals

Why visit Gloucester

• Beautiful Beaches: Gloucester boasts stunning beaches perfect for sunbathing, swimming, and beachcombing.
• Rich History: Explore historic houses and captivating museums that showcase the area's maritime heritage.
• Outdoor Activities: Enjoy various outdoor adventures, including hiking, kayaking, and whale watching.
• Family-Friendly Atmosphere: The charming neighborhoods are ideal for families seeking affordable and cozy vacation rentals.
• Local Culture: Experience the welcoming vibe and picturesque scenery, creating unforgettable memories in this coastal gem.

Popular types of accommodation in Gloucester

Discover the charm of Gloucester with a variety of vacation rentals to suit your needs. Whether you prefer a cozy private home, a modern apartment, or a spacious condo, there’s something for everyone. Our listings feature essential amenities, including laundry facilities, ensuring a comfortable stay. Explore the best house rentals and homes for rent in Gloucester, MA, and enjoy a seamless getaway with the reassurance of transparency and savings.

• Houses: The top choice for travelers in Gloucester, these homes offer spacious accommodations perfect for families or groups seeking comfort and privacy.
• Apartments: A popular option for those wanting the convenience of a fully-equipped living space, ideal for couples or solo travelers.
• Condos: These provide a blend of home-like amenities with resort-style features, making them a favored pick for visitors.
• Cottages: Charming and quaint, cottages offer a cozy retreat for a peaceful getaway by the sea.
• House Boats: For a unique experience, house boats provide a fun and adventurous stay on the water.**

Top attractions in and around Gloucester

Gloucester, Massachusetts, is perfect for those seeking beach, outdoor, and scenic vacations. Visitors can explore a variety of attractions such as beautiful beaches, historic houses, and engaging museums. This charming coastal town offers a rich cultural experience along with numerous outdoor activities, making it an ideal destination for travelers looking to enjoy both nature and history.

• Wingaersheek Beach: A stunning beach with soft sand and gentle waves, perfect for sunbathing and swimming. The scenic views of the ocean create a relaxing atmosphere, making it an ideal spot for families and beachgoers.
• Cape Ann: Located 4 miles from Gloucester, this picturesque cape offers breathtaking coastal scenery and charming beaches, perfect for outdoor activities like hiking and exploring tidal pools.
• Hammond Castle: A romantic castle nestled in Gloucester, featuring beautiful architecture and rich history. Visitors can explore its intriguing rooms and enjoy scenic views of the ocean.

Things to do recommended for couples

For a romantic getaway in Gloucester, enjoy a captivating show at the Shalin Liu Performance Center, embark on an adventurous whale watch with Capt Bill & Sons, or savor exquisite wines at Mill River Winery. Each experience offers a perfect blend of romance and excitement.

Things to do recommended for families

Families vacationing in Gloucester can explore the serene Halibut Point Reservation for relaxation, have a splashing good time at the Water Park of New England for adventure, and enjoy arcade fun at Salem Willows Park, perfect for creating lasting memories together.

Things to do recommended for groups

Group travelers in Gloucester can hike the scenic trails of Dogtown for an outdoor adventure, enjoy a captivating show at the Gorton Theatre for a touch of culture, and browse unique finds at the Todd Farm Flea Market, just 13 miles away, for a lively local experience.

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

When planning your trip, whether you're traveling with friends, family, or pets, or seeking extended stays, be sure to prioritize your preferences in the search filters. Here are some helpful Vrbo booking tips to assist you.

• Traveling to Gloucester with a group: Think about how many bedrooms you'll require, as well as any additional amenities like a full kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
• Traveling to Gloucester with young kids: Traveling with young kids can be a bit tricky. It's important to prioritize their comfort and safety, along with ensuring access to suitable amenities like a private pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
• Taking your pets with you to Gloucester: For many families, a vacation wouldn’t feel complete without their furry companion by their side. If that resonates with you, explore Vrbo properties that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and cozy beds, ensuring that everyone feels comfortable and at home.
• Planning for a long term stay visiting Gloucester: If you’re searching for vacation rentals that offer special rates 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 features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in and around Gloucester

Gloucester, Massachusetts, is a charming coastal city perfect for a summer getaway. Explore its stunning beaches and outdoor activities while soaking in the rich history of the area. Nearby neighborhoods offer a family-friendly atmosphere, making it ideal for travelers seeking affordable vacation rentals and cozy vacation homes. Enjoy friendly locals and picturesque scenery as you create unforgettable memories in this beautiful seaside destination.

• Rockport: Rockport is a charming coastal city located 4 miles from Gloucester, known for its stunning beaches and picturesque scenery. This delightful destination offers visitors a variety of outdoor activities, from sunbathing on family-friendly beaches to exploring scenic walking trails. Rockport is also a hub for arts and culture, featuring music concerts and local art galleries. Don't miss the opportunity to visit iconic landmarks such as the Cape Ann's beaches, where you can enjoy breathtaking ocean views and a tranquil atmosphere, making it a perfect getaway for relaxation and recreation.
• North Shore: Just 3 miles away from Gloucester, the North Shore region is a vibrant area perfect for families and couples alike. With a focus on outdoor adventures and romantic settings, North Shore boasts beautiful beaches and serene lakes ideal for picnics and leisurely strolls. The area features a variety of shopping options, including quaint boutiques and shopping malls, as well as cultural attractions like theaters showcasing local productions. Enjoy a day filled with family fun at the beach, followed by an evening of entertainment, making North Shore a well-rounded destination for all visitors.
• Annisquam: Annisquam is a picturesque neighborhood situated around the Gloucester area, offering a peaceful coastal experience. Known for its family-friendly atmosphere and outdoor pursuits, Annisquam invites visitors to explore its charming beaches and scenic lakes. The community features local arts centers and theaters, providing enriching cultural experiences for all ages. Whether you're enjoying a day on the water or playing a round of golf, Annisquam is an ideal spot for families looking to create lasting memories in a beautiful 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 Vrbo is simple

Looking to save on your next trip? Consider being flexible with your travel dates, as prices can fluctuate. Plus, extending your stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to search by price, location, and type of vacation rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's cutting-edge Trip Board offers you a dedicated area to plan new adventures, pick up right where you left off, or review and organize your travel arrangements. You can easily find the properties you've saved or booked in the categories of Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

The historic 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 vacation rentals feature full kitchens and laundry facilities.

Activities and attractions in Gloucester

Are you searching for things to do in the city? Venture out of your cozy vacation rental and experience everything that Gloucester has to offer. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

• 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)
• Appleton Farms Grass Rides (11.1 mi / 17.9 km)
• Mud Puddle Toys (12 mi / 19.4 km)
• Stowaway Sweets (13 mi / 21 km)

Exploring the natural features in Gloucester

Whether you're an adventurous traveler or just want to spend some time taking in the scenery, Gloucester is a great spot to appreciate mother nature. These are a few of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city center:

• 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 vacation around the weather, July, August, September and June are the hottest months to visit, when temperatures average 66°F.

Traveling to and around Gloucester

The nearest airport is in Beverly, MA (BVY-Beverly Municipal), located 12.8 mi (20.6 km) from the city center. If you can't find a flight that's convenient for your trip, you might consider flying 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.