Great Diamond Island vacation rentals

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Find out more about Great Diamond Island

Why visit Great Diamond Island

  • Scenic Beaches: Enjoy the beautiful island beaches, perfect for sunbathing and relaxation.
  • Historic Sites: Explore historic houses and lighthouses that showcase the island's rich history.
  • Outdoor Adventures: Engage in outdoor activities like hiking and biking amidst stunning natural landscapes.
  • Great Diamond Island Landing: Visit this key spot for easy access to the island's attractions and adventures.
  • Cozy Accommodations: Choose from charming vacation homes, cottages, and modern condos for a comfortable stay.

Popular types of accommodation around Great Diamond Island

If you're exploring vacation rentals in Great Diamond Island, you're in for a treat. Our most popular options include charming houses, cozy cottages, and modern condos. Whether you're searching for ideal house rentals with spacious bedroom island homes or large windows that offer stunning views, we have the perfect accommodation for your getaway. Experience the beauty and tranquility of Great Diamond Island with a stay that suits your needs.

  • Houses: The top choice for visitors to Great Diamond Island, offering spacious accommodations ideal for families or groups seeking a home-like experience.
  • Cottages: A charming and quaint option, perfect for those looking for a cozy getaway surrounded by nature.
  • Condos: A popular choice for travelers seeking modern amenities and convenient access to local attractions.
  • Apartments: Great for solo travelers or couples, providing a compact and comfortable living space.
  • Cabins: A rustic option that immerses you in nature, ideal for a peaceful retreat.**

Top attractions near Great Diamond Island

Great Diamond Island, Maine, is perfect for outdoor and beach vacations, boasting scenic views and rich history. Visitors can explore beautiful beaches, historic houses, and lighthouses, offering a blend of culture and outdoor experiences. Don't miss the Great Diamond Island Landing, a key spot for accessing the island's attractions. Whether you're seeking relaxation or adventure, this charming destination has something for everyone.

  • Maine Medical Center: Located just 4 miles from Great Diamond Island, this facility is known for its family-friendly atmosphere and comprehensive care, making it a vital part of the community.
  • Portland Head Light: This historic lighthouse, also 4 miles away, offers breathtaking views and a rich cultural heritage, providing a picturesque glimpse into Maine's maritime history.
  • Portland Museum of Art: Situated 4 miles from the island, this art museum features a diverse collection that celebrates local and international artists, enriching the cultural landscape of Portland.

Things to do recommended for couples

For a romantic getaway on Great Diamond Island, indulge in luxury at the Portland Club, just 4 miles away, or the Biddeford-Saco Country Club, located 16 miles away. Enjoy serene surroundings, fine dining, and exceptional service to create unforgettable memories together.

Things to do recommended for families

Families visiting Great Diamond Island can explore the beautiful trails at the Diamond Cove Historic District, enjoy a fun-filled day at the sandy beaches, and go on a scenic bike ride around the island, making unforgettable memories together.

Things to do recommended for groups

Explore the scenic trails on Great Diamond Island with a guided hike, or enjoy a group kayaking adventure around the island's beautiful coastline. Don't miss a visit to the historic Fort McKinley for a glimpse into the past and stunning views of Casco Bay.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

When traveling with a group, family, pets, or planning an extended stay, it's important to prioritize your needs when filtering options. Here are some helpful Vrbo booking tips for you.

  • Traveling to Great Diamond Island with a group: Think about how many bedrooms you require, along with features like a fully equipped kitchen or outdoor areas for group activities. Luckily, you can easily apply filters for these options and more on Vrbo.
  • Traveling to Great Diamond Island with young kids: Traveling with young kids can be quite a task. It's important to prioritize their comfort and safety, along with finding suitable amenities like a private pool. Additionally, thinking about how close you are to family-friendly attractions can enhance your experience.
  • Taking your pets with you to Great Diamond Island: For many, a family vacation isn’t truly fulfilling without their furry companion along for the adventure. If that resonates with you, consider exploring Vrbo properties that welcome pets. Most pet-friendly options offer feeding bowls and beds, ensuring that every member of your family feels comfortable and at home.
  • Planning for a long term stay visiting Great Diamond Island: If you're in search of vacation rentals with discounted rates for month-long stays 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 parking, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Great Diamond Island

Great Diamond Island offers a unique blend of outdoor adventure and serene beach relaxation. Visitors can explore charming island beaches, enjoy breathtaking sunsets, and experience the cozy atmosphere of Maine island living. Nearby areas provide a vibrant mix of culture and family-friendly activities, perfect for both romantic getaways and secluded retreats. Whether you're seeking the laid-back island vibe or the buzz of nearby urban centers, Great Diamond Island promises an unforgettable vacation experience.

  • Portland: Portland is a vibrant city known for its stunning outdoor scenery and family-friendly experiences. Situated near Great Diamond Island, travelers can enjoy a variety of activities, including arena entertainment, theater performances, and music concerts. The city boasts beautiful local landmarks such as beaches and lakes, making it a perfect spot for outdoor enthusiasts and families alike. Take a stroll along the waterfront or explore the diverse dining scene that highlights the best of Maine's culinary offerings.
  • South Portland: Located just 3 miles from Great Diamond Island, South Portland is a bustling city that combines family-friendly attractions with a business-oriented atmosphere. Visitors will find a range of shopping centers and malls ideal for retail therapy, as well as educational institutions that enrich the community. The area features beautiful beaches and lakes, providing a great backdrop for relaxation and outdoor activities. Whether you're looking to shop, dine, or simply enjoy the coastal views, South Portland has something for everyone.
  • Peaks Island: A mere mile away from Great Diamond Island, Peaks Island offers a charming escape known for its picturesque natural beauty and romantic ambiance. Visitors can indulge in outdoor activities, explore scenic landscapes, and relax at recreational areas. The island is home to lovely beaches and tranquil lakes, making it a perfect destination for couples and nature lovers. With opportunities for golfing and local educational experiences, Peaks Island invites you to unwind and enjoy its serene surroundings.

Best time to go to Great Diamond Island

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January26.1°F (-3.3°C)Light RainMostly SunnyLowSlightly Low
February27.0°F (-2.8°C)Light RainMostly SunnyLowSlightly Low
March33.4°F (0.8°C)Light RainMostly SunnyLowSlightly Low
April43.9°F (6.6°C)Light RainMostly SunnyAverageAverage
May54.0°F (12.2°C)Light RainMostly SunnyAverageAverage
June61.9°F (16.6°C)Light RainMostly SunnyHighSlightly High
July68.9°F (20.5°C)Light RainMostly SunnyHighSlightly High
August68.5°F (20.3°C)Light RainMostly SunnyHighSlightly High
September62.2°F (16.8°C)Light RainMostly SunnyAverageAverage
October52.2°F (11.2°C)Light RainMostly SunnyAverageAverage
November41.2°F (5.1°C)Light RainMostly SunnyAverageAverage
December32.9°F (0.5°C)Light RainMostly SunnyAverageAverage

Booking with Vrbo is a breeze

Are you hoping to cut costs on your upcoming journey? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, booking a longer stay can lead to substantial savings. To discover a Vrbo property that aligns with your budget, take advantage of our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Effortless planning

Vrbo's Trip Board provides a convenient platform for you to plan new trips, refine your existing plans, or manage your bookings. Your saved or booked properties are neatly categorized into Potential, Upcoming, or Current Trips. To discover Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

The charming area of Great Diamond Island awaits your stay

The island views and surrounding scenery provide a peaceful ambiance to your vacation home in Great Diamond Island. Well known for its restaurants, shopping and kayaking, this romantic city won't disappoint. Whether you're planning a family holiday, romantic stay or friends trip, vacation rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Sightseeing in and around Great Diamond Island

Are you hoping to find attractions to see while you're in the area? Venture out of your cozy vacation rental and check out everything that makes Great Diamond Island a fun place to get away. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Dunegrass Golf Club (14.6 mi / 23.4 km)
  • Pirate's Cove (14.7 mi / 23.6 km)
  • Funtown Splashtown USA (15.6 mi / 25.2 km)
  • Happy Wheels Skate Center (6.8 mi / 10.9 km)
  • Land's End Gift Shop (10.1 mi / 16.3 km)
  • Aquaboggan Water Park (13.8 mi / 22.1 km)

Exploring the natural landscape of Great Diamond Island

Whether you're an active traveler or just want to spend some time taking in the scenery, Great Diamond Island is a great place to get outside. These are some of the area's most stunning sights, all within 30 miles (48.2 km) of the city center:

  • Sand Beach (1.3 mi / 2 km)
  • East End Beach (2.3 mi / 3.7 km)
  • Eastern Promenade (2.4 mi / 3.8 km)
  • Willard Beach (2.8 mi / 4.6 km)
  • Thompson's Point (5.1 mi / 8.2 km)
  • Higgins Beach (9 mi / 14.5 km)

Frequently asked questions

What is the most popular type of vacation rental accommodation in Great Diamond Island?
According to our research, condos are the most desirable vacation rental type in Great Diamond Island. But as you know, everyone's idea of an epic trip can differ. Vrbo has vacation rentals of all sizes and shapes, and we'll help you find the perfect match.
How much does it cost to rent a vacation rental in Great Diamond Island?
Different things can affect how much you pay for a vacation rental in Great Diamond Island, including the type of property, length of stay and season. However, all of our vacation homes have something in common — exceptional value. Simply enter your travel dates to find your dream escape.
How much does it cost to rent a beach house in Great Diamond Island?
Prices for beach houses in Great Diamond Island can vary depending on the size and type of the property and when you plan to travel. Just enter your travel dates into Vrbo and the number of guests to view your options and prices. From there you can use the filters to refine your search by ratings, nearby activities and more.
What are popular rental amenities in Great Diamond Island?
When it comes to rental amenities that guests are looking for in Great Diamond Island, a firepit, a nearby waterfront and an ocean view rank highest. With Vrbo vacation rentals, there are options to fit your taste and style, whether you're planning to get away with relatives, friends or even pets.
Can I find two-bedroom vacation rentals in Great Diamond Island?
Gather your loved ones and relax in total privacy and comfort in one of the two two-bedroom vacation homes Great Diamond Island has to offer.
Are there vacation rentals with WiFi in Great Diamond Island?
Great Diamond Island has six vacation rentals with WiFi, so you can stay connected while on vacation. Simply check the "WiFi" box in our handy search filter to find the perfect property. From streaming movies with your family to writing and sending emails, these Vrbo homes make it a cinch to get online.
How old do you have to be to rent a vacation rental in Great Diamond Island?
The minimum age can vary across properties on Vrbo, so be sure to look at the rules of the vacation home in Great Diamond Island you want. But in general, it's 16, 18 or 21.
How long can I rent a vacation rental in Great Diamond Island for?
It all depends on the Great Diamond Island property. To view all available options offering extended stays, just type your dates and number of people into Vrbo. Enjoy having the whole place to yourself, as well as amenities such as a full kitchen, air conditioning and outdoor spaces where the little ones can play. Keep your eyes peeled for long-term stays that offer weekly or monthly discounts.
Does Vrbo offer discounts for vacation homes in Great Diamond Island?
Short break or extended vacation, Vrbo has some great deals and discounted options in Great Diamond Island that'll suit your style and your budget. Take a look at our weekly and monthly discounts on vacation rentals, or see what's recently been added with one of our newly listed homes. Whatever you're after, you'll find the ideal place to stay — without draining your wallet.

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