Great Diamond Island vacation rentals

Why visit Great Diamond Island

1. Stunning Scenery: Enjoy breathtaking views and picturesque landscapes perfect for relaxation and exploration.
2. Outdoor Activities: Engage in hiking, beachcombing, and exploring secluded trails amidst the island's natural beauty.
3. Historic Charm: Discover historic houses and charming lighthouses that showcase the island's rich heritage.
4. Cultural Experience: Experience the vibrant urban culture of nearby Portland, known for its family-friendly atmosphere.
5. Varied Accommodations: Choose from private vacation homes, cozy cottages, and stylish condos for a comfortable stay.

Popular types of accommodation around Great Diamond Island

Thinking of a getaway to Great Diamond Island? You’re in for a treat! Our top accommodation options include charming Houses, cozy Cottages, and stylish Condos. Whether you’re seeking the best hotels or unique vacation rentals, Great Diamond Island offers a variety of choices to suit every traveller's needs. Discover your perfect retreat in this picturesque Maine destination, where comfort and convenience await you.

• Houses: The top choice for visitors to Great Diamond Island, offering spacious and comfortable accommodations for families and groups.
• Cottages: A charming second option, these quaint homes provide a cozy atmosphere perfect for relaxation.
• Condos: The third preference, condos offer modern amenities and stunning views, ideal for a convenient stay.
• Apartments: A versatile option, apartments are great for those seeking a home-like environment during their vacation.
• Cabins: These rustic hideaways are perfect for nature enthusiasts looking to escape and unwind.**

Top attractions around Great Diamond Island

Great Diamond Island offers a delightful escape for outdoor enthusiasts and beach lovers alike. With its stunning scenery, visitors can explore beautiful beaches, historic houses, and charming lighthouses. The island is perfect for those seeking a blend of culture and adventure, making it an ideal destination for families, couples, or solo travellers looking to enjoy the natural beauty and rich history of this unique locale.

1. Portland Head Light: A historic lighthouse perched on rugged cliffs, offering stunning views of the Atlantic Ocean. It’s a perfect spot for photography and exploring maritime history, with cultural vibes reflected in its picturesque surroundings.
2. Cross Insurance Arena: A vibrant entertainment venue hosting various events, from concerts to sports. It’s a great place for family fun, providing a lively atmosphere and a chance to experience local entertainment.
3. East End Beach: A scenic beach ideal for relaxation and recreation. With its sandy shores and beautiful views, it captures the essence of beach vibes, perfect for sunbathing or taking a stroll along the water.

Things to do recommended for couples

For a romantic getaway on Great Diamond Island, consider a concert at Thompson's Point, enjoy luxury at the Portland Club, or embark on an adventure with water sports at Capt Lyman Stuart, LLC. Each offers a unique experience perfect for couples seeking memorable moments.

Things to do recommended for families

Your family vacation at Great Diamond Island will be delightful! Enjoy a game at Hadlock Field, explore the fascinating Portland Observatory, and unwind at Fort Williams Park, all located within a few miles of the island, offering fun and relaxation for everyone.

Things to do recommended for groups

Explore the vibrant Portland Stage for a cultural night out, indulge in shopping at Maine Mall, and visit the iconic LL Bean Flagship Store for unique finds. Experience the charm and entertainment that Great Diamond Island and its surroundings have to offer!

What do I need to keep in mind when booking a vacation around Great Diamond Island

If you’re planning a trip with a group, family, or pets, or if you’re considering an extended stay, it's important to prioritise your preferences when searching. Here are some helpful booking tips for using Vrbo.

• Traveling to Great Diamond Island with a group: Think about how many bedrooms you require, along with additional features like a full kitchen or outdoor space for group gatherings. Thankfully, you can easily refine your search for all these options and more on Vrbo.
• Traveling to Great Diamond Island with young kids: Travelling with young children can present its own set of challenges. It's important to prioritize their comfort and safety, along with suitable amenities that cater to their age, such as access to a private swimming pool. Additionally, keeping in mind your closeness to family-friendly attractions is a wise consideration.
• Taking your pets with you to Great Diamond Island: For many, a family getaway wouldn’t feel complete without their furry companion. If that resonates with you, explore Vrbo properties that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
• Planning for a long term stay visiting Great Diamond Island: If you’re seeking vacation rentals that offer 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 features like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay around Great Diamond Island

Great Diamond Island offers a captivating escape with its stunning views and picturesque surroundings. Perfect for outdoor enthusiasts, this intimate island destination allows you to unwind on serene beaches or explore secluded trails. Nearby, you can experience the vibrant urban culture of Portland, with its family-friendly atmosphere and rich local history. Whether you're seeking romance or adventure, Great Diamond Island and its charming neighbourhoods promise a memorable vacation filled with natural beauty and unique experiences.

• South Portland: Located a mere 4.8km from Great Diamond Island, South Portland is a vibrant city that offers a delightful blend of family-friendly activities and urban experiences. Visitors flock here for its shopping centres and malls, making it a great spot for retail therapy. The city also boasts beautiful beaches and scenic lakes, perfect for a relaxing day out. With its focus on community and accessibility, South Portland provides a welcoming atmosphere for both tourists and locals alike.
• Peaks Island: Just 1.6km away from Great Diamond Island, Peaks Island is a charming destination characterized by its stunning natural beauty and outdoor activities. This idyllic island is perfect for those seeking a romantic getaway or an adventurous day in nature. Explore the recreational areas, visit the local history museum, or unwind at the beach. Peaks Island offers a unique island vibe, with scenic views and a peaceful atmosphere that makes it an enchanting escape from the hustle and bustle.
• Downtown Portland: Situated 4.8km from Great Diamond Island, Downtown Portland is the city's bustling heart, known for its vibrant arts and entertainment scene. Here, you can enjoy various family-oriented activities, outdoor spaces, and romantic spots. Attend a thrilling theatre performance or catch a live concert in one of the area's renowned venues. The proximity to beautiful beaches and lakes adds to the allure, making Downtown Portland a lively destination filled with culture and excitement.

Best time to go to Great Diamond Island, Portland

If you're planning a trip to Great Diamond Island, Portland, 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 January to March tend to have fewer bookings and better deals.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	26.1°F (-3.3°C)	Light Rain	Mostly Sunny	Low	Slightly Low
February	27.0°F (-2.8°C)	Light Rain	Mostly Sunny	Low	Slightly Low
March	33.4°F (0.8°C)	Light Rain	Mostly Sunny	Low	Slightly Low
April	43.9°F (6.6°C)	Light Rain	Mostly Sunny	Average	Average
May	54.0°F (12.2°C)	Light Rain	Mostly Sunny	Average	Average
June	61.9°F (16.6°C)	Light Rain	Mostly Sunny	High	Slightly High
July	68.9°F (20.5°C)	Light Rain	Mostly Sunny	High	Slightly High
August	68.5°F (20.3°C)	Light Rain	Mostly Sunny	High	Slightly High
September	62.2°F (16.8°C)	Light Rain	Mostly Sunny	Average	Average
October	52.2°F (11.2°C)	Light Rain	Mostly Sunny	Average	Average
November	41.2°F (5.1°C)	Light Rain	Mostly Sunny	Average	Average
December	32.9°F (0.5°C)	Light Rain	Mostly Sunny	Average	Average

Booking with Vrbo is simple

Are you hoping to save on your upcoming trip? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, booking a longer stay can lead to considerable savings. To discover a Vrbo property that suits your budget, feel free to use our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect option for your travel needs!

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides an excellent platform for you to plan new adventures, manage your travel arrangements, or review your existing bookings. Your saved or reserved properties are conveniently categorized into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.