Gloucester vacation rentals

Why visit Gloucester

1. Stunning Beaches: Enjoy breathtaking ocean views and relax on Gloucester's beautiful sandy shores, perfect for sunbathing and swimming.
2. Rich Maritime History: Explore historic homes and museums that showcase Gloucester's significant fishing heritage and maritime culture.
3. Charming Downtown: Discover unique shops and friendly locals in the vibrant downtown area, ideal for leisurely strolls and shopping.
4. Diverse Accommodations: Choose from a variety of vacation rentals, from cozy homes to modern condos, ensuring a comfortable stay.
5. Outdoor Activities: Engage in various outdoor pursuits, including hiking, whale watching, and sailing, amidst stunning natural landscapes.

Popular types of accommodation in Gloucester

Planning a getaway to Gloucester? The excitement begins with selecting your perfect vacation rental. Explore a range of accommodations, from houses to stylish apartments and modern condos. Whether you’re seeking a cozy retreat or a luxurious stay, Gloucester offers a variety of options to suit your needs. Discover the best vacation rentals in Gloucester for a memorable experience that combines comfort and convenience.

• Houses: The top choice for visitors to Gloucester, these homes offer spacious accommodations perfect for families or groups.
• Apartments: A popular alternative, apartments provide a convenient and comfortable base for exploring the city.
• Condos: Ideal for those seeking a more upscale experience, condos combine luxury with home-like amenities.
• Cottages: These quaint rentals offer a charming retreat, perfect for a peaceful getaway by the sea.
• House Boats: For a unique experience, consider staying on a houseboat, providing a distinct nautical vibe.**

Top attractions in Gloucester

Gloucester, Massachusetts, is a delightful destination for beach lovers and outdoor enthusiasts alike. With its stunning coastline, historic homes, and engaging museums, the area offers a rich blend of culture and natural beauty. Whether you're seeking a relaxing day on the beach or an immersive cultural experience, Gloucester caters to all types of travellers. Be sure to explore the local attractions to make the most of your visit!

1. Good Harbor Beach: Enjoy the stunning sandy shores and picturesque views at Good Harbor Beach. Known for its laid-back beach vibes, it’s perfect for sunbathing, swimming, and beachcombing, making it a delightful spot for relaxation.
2. Cape Ann: Just 6.4km from Gloucester, Cape Ann offers breathtaking scenery and beautiful coastal views. Explore the charming beaches and enjoy outdoor activities while soaking in the natural beauty of this captivating cape.
3. Hammond Castle: Nestled in Gloucester, Hammond Castle boasts a romantic atmosphere filled with cultural vibes. Marvel at its medieval architecture, explore the enchanting gardens, and learn about its intriguing history.

Things to do recommended for couples

Looking for a romantic getaway in Gloucester? Enjoy a captivating performance at the Shalin Liu Performance Center, embark on an adventurous whale watch with Capt Bill & Sons, or unwind with a delightful wine tasting at Mill River Winery. It's the perfect blend of entertainment and romance!

Things to do recommended for families

Families visiting Gloucester, Massachusetts, can explore the serene Halibut Point Reservation, enjoy thrilling rides at the Water Park of New England, and have fun at the arcade adventures in Salem Willows Park, creating unforgettable memories together.

Things to do recommended for groups

In Gloucester, groups can hike the scenic trails of Dogtown for an adventurous outdoor experience, enjoy a family-friendly show at the Gorton Theatre for a taste of local culture, and unwind with drinks at the Ipswich Bar, just 14.5km away, perfect for a romantic evening.

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

If you're planning a trip with a group, family, or pets, or if you're interested in extended stays, it's important to prioritize your filters accordingly. 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 additional features like a fully equipped kitchen or an outdoor area for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
• Traveling to Gloucester with young kids: Traveling with young children can be quite a task. It's essential to prioritize their comfort and safety, along with suitable amenities like a private swimming 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, a family getaway isn't truly complete without their furry companion by their side. If that resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations come equipped with 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 vacation rentals offering discounts for stays of a month or longer, 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 consider adding features like a parking space, a well-equipped kitchen, or a private pool to your search criteria as well.

Where to stay in Gloucester

Gloucester, Massachusetts, offers a delightful mix of historical charm and scenic beauty, perfect for a beach getaway. Explore downtown Gloucester, where you’ll find unique shops and friendly faces, or relax on stunning beaches with breathtaking ocean views. With a variety of vacation accommodations available, you can enjoy a family-friendly atmosphere while immersing yourself in local culture and art. Discover the best of this coastal gem during your unforgettable visit!

• Annisquam: Nestled within the charming city of Gloucester, Annisquam is a picturesque neighborhood that beckons outdoor enthusiasts and families alike. Known for its beautiful beaches and serene lakes, this area offers a plethora of activities such as hiking and picnicking. Visitors can also enjoy local arts, theatre performances, and golf at nearby venues. Annisquam's quaint coastal charm is highlighted by its scenic waterfront and family-friendly environments, making it a perfect getaway for those looking to connect with nature while enjoying cultural experiences.
• Magnolia: Situated adjacent to Gloucester, Magnolia is a delightful neighborhood that combines family-oriented fun with rich cultural experiences. This area is known for its inviting beaches and scenic cape, ideal for leisurely strolls and family outings. Visitors can indulge in local theatre productions, explore arts centres, or challenge their skills at the arcade adventure zone. Magnolia's vibrant community atmosphere and beautiful coastal landscapes make it a great destination for families seeking both relaxation and cultural enrichment during their vacation.
• Rockport: Located approximately 6.4km from Gloucester, Rockport is a charming coastal city renowned for its stunning beaches and breathtaking scenery. It’s a perfect spot for beach lovers and outdoor aficionados, offering a variety of recreational activities, including music concerts and access to scenic parks. The vibrant downtown area features local shops, galleries, and restaurants, ensuring a delightful experience for visitors. With its captivating views and friendly atmosphere, Rockport stands out as an ideal destination for those wishing to immerse themselves in the beauty of Massachusetts’ coastline.

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 change significantly. Plus, opting for a longer stay can often lead to substantial savings. To discover the ideal Vrbo property that fits your budget, make use of our filters to search by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a user-friendly platform where you can easily create new travel plans, continue from where you last stopped, or manage your existing itineraries. You can easily locate your saved or booked properties, organized under categories such as Potential, Upcoming, or Current Trips. To begin using Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.