Drakes Island holiday lettings

We found 1,144 holiday rentals — enter your dates for availability

If you'd like to stay close to Drakes Island, take a look at holiday rentals to find the perfect one for your trip. Whether you’re staying in a holiday home with your children or with friends, you'll find the best amenities for hanging out with the people that matter most, which might include parking and a garden. At the end of the day, you'll be able to choose a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Drakes Island

Showing deals for:6 Mar - 13 Mar

Why visit Drakes Island

  • Stunning Beaches: Relax on the beautiful sands of Drakes Island Beach and Wells Beach, perfect for sunbathing and swimming.
  • Family-Friendly Atmosphere: Enjoy a charming environment ideal for families, ensuring a delightful holiday experience.
  • Serene Parks: Explore tranquil parks that offer picturesque surroundings and opportunities for leisurely strolls.
  • Cultural Offerings: Immerse yourself in the local culture and history, enriched by friendly locals.
  • Diverse Accommodation: Choose from a variety of holiday rentals, including cosy cottages and modern condos, catering to all preferences.

Popular types of accommodation around Drakes Island

Discover the charm of Drakes Island with an array of vacation rentals to suit every traveller's needs. From cosy private holiday homes and quaint cottages to modern condos, there's something for everyone. Whether you're seeking a peaceful retreat or a base for adventure, Drakes Island rentals offer the perfect solution for your getaway. Explore our selection of vacation rentals and find your ideal escape today.

  • Houses: The top choice among visitors to Drakes Island, offering spacious and comfortable living for families and groups.
  • Cottages: A delightful option, these charming retreats provide a quaint and cosy atmosphere for holidaymakers.
  • Condos: A popular selection, offering modern amenities and a convenient location for exploring the area.
  • Apartments: Ideal for shorter stays, these self-catering options provide comfort and independence.
  • Cabins: Perfect for nature enthusiasts, these rustic lodgings deliver a tranquil escape in a natural setting.**

Top attractions near Drakes Island

Drakes Island in Wells, Maine, offers a delightful array of attractions, including picturesque beaches, serene parks, and notable landmarks. Visitors can indulge in a family-friendly experience while enjoying the pristine sands of Drakes Island beach, which is just steps away. With its cultural offerings and beautiful coastal scenery, this destination is perfect for those seeking relaxation and exploration in a charming setting.

  • Ogunquit Beach: A picturesque sandy beach renowned for its vibrant atmosphere, perfect for sunbathing and swimming. The stunning coastal views make it an ideal spot for relaxation and leisure.
  • Perkins Cove: A charming park that offers eco-friendly outdoor activities for families. Explore scenic walking paths and enjoy the natural beauty of the area with your loved ones.
  • Dock Square: A historic landmark featuring delightful excursions and breathtaking scenery. Stroll around and soak in the local culture while enjoying the picturesque surroundings.

Things to do recommended for couples

For a romantic adventure, head to Old Orchard Beach Parasail, located 8.1km from Drakes Island. Soar above the stunning coastline together, enjoying the thrill of parasailing while taking in breathtaking views. It’s the perfect way to create unforgettable memories as a couple!

Things to do recommended for families

Families visiting Drakes Island can enjoy a splashing day at Aquaboggan Water Park, only 10.6km away, or have a thrilling time at Bowl A Rama, just 7.5km away. Don't miss a sweet stop at Yummies Candy and Nuts, also 10.6km away, for delightful treats!

Things to do recommended for groups

Groups visiting Drakes Island can enjoy a scenic hike along Marginal Way, indulge in a captivating performance at Ogunquit Playhouse, or challenge each other at Webhannet Golf Club for a delightful mix of adventure, culture, and sports.

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

When travelling with a group, family, or pets, or if you're considering a longer stay, it’s important to prioritise your preferences when filtering your options. Here are some helpful booking tips for Vrbo.

  • Traveling to Drakes Island with a group: Think about how many bedrooms you'll require, as well as features like a complete kitchen or outdoor area for group gatherings. Thankfully, you can easily filter for all these options and more on Vrbo.
  • Traveling to Drakes Island with young kids: Travelling with young children can indeed present its challenges. It's important to prioritise their comfort and safety, along with suitable amenities for their age, like a private swimming pool. Additionally, it's wise to think about how close you'll be to attractions that are suitable for families.
  • Taking your pets with you to Drakes Island: For many, a family holiday wouldn’t be the same without their furry companion. If this resonates with you, explore Vrbo properties that welcome pets. Most 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 Drakes Island: If you're searching for holiday 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 accommodations. 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 near Drakes Island

Drakes Island, Wells, Maine, offers a delightful blend of family-friendly charm and stunning scenery. Visitors can unwind on the picturesque Drakes Island Beach, revel in the serene beauty of Wells Beach, and enjoy breathtaking water views. This coastal gem is steeped in history and boasts friendly locals, making it the perfect destination for a relaxing getaway. Explore the inviting neighbourhoods and soak up the tranquil atmosphere that surrounds this lovely island retreat.

  • Ogunquit: Ogunquit, located a mere 3.7km from Drakes Island, is a charming coastal town known for its stunning beaches and outdoor activities. This delightful destination is ideal for families and nature enthusiasts alike. Visitors can explore scenic hiking trails or enjoy a round of golf amidst picturesque landscapes. The renowned Ogunquit Beach is a highlight, offering golden sands and a vibrant tourist precinct, perfect for leisurely strolls and dining. With its blend of relaxation and adventure, Ogunquit promises a memorable holiday experience.
  • Kennebunkport: Just 3.1km from Drakes Island, Kennebunkport is a quintessential New England seaside town famed for its breathtaking scenery and coastal charm. Ideal for outdoor lovers, the area offers beautiful beaches and opportunities for golfing and skiing. The local beaches are perfect for sunbathing and family fun, while the surrounding lakes provide a tranquil setting for exploration. Visitors can immerse themselves in the town's rich maritime history and enjoy fresh seafood at local eateries, making Kennebunkport a charming stop on your travels.
  • Wells: Wells is conveniently situated only 621m from Drakes Island, making it an easily accessible destination for those seeking outdoor adventures and scenic beauty. Known for its stunning beaches and picturesque lakes, Wells is perfect for family outings and nature walks. The area offers a variety of activities, including hiking trails and educational experiences. With its welcoming atmosphere and natural attractions, Wells is an excellent choice for a relaxing and enjoyable visit during your holiday.

Best time to go to Drakes Island

If you're planning a trip to Drakes Island, 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
January25.9°F (-3.4°C)Light RainMostly SunnyLowSlightly Low
February27.1°F (-2.7°C)Light RainMostly SunnyLowSlightly Low
March33.8°F (1.0°C)Light RainMostly SunnyLowSlightly Low
April44.4°F (6.9°C)Light RainMostly SunnyAverageAverage
May54.9°F (12.7°C)Light RainMostly SunnyAverageAverage
June63.1°F (17.3°C)Light RainMostly SunnyHighSlightly High
July70.0°F (21.1°C)Light RainMostly SunnyHighSlightly High
August69.3°F (20.7°C)Light RainMostly SunnyHighSlightly High
September62.6°F (17.0°C)Light RainMostly SunnyAverageAverage
October52.2°F (11.2°C)Light RainMostly SunnyAverageAverage
November41.0°F (5.0°C)Light RainMostly SunnyAverageAverage
December32.5°F (0.3°C)Light RainMostly SunnyAverageAverage

Booking with Vrbo is a breeze

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

Vrbo Trips: Planning as easy as it gets

Vrbo's clever Trip Board offers you a dedicated area to plan new getaways, pick up from where you last paused, or manage your travel arrangements. Properties you've saved or booked in the past are now easily accessible in the Potential, Upcoming, or Current Trips sections. To start using Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Book a holiday rental for your Drakes Island getaway

Learn about the unique charm of Drakes Island with a stay in a holiday home rental. This city has something for everyone. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in Drakes Island

Are you looking for attractions to see while you're in the area? Venture out of your cosy holiday rental and experience everything that makes Drakes Island a one-of-a-kind holiday spot. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • York's Wild Kingdom (10.8 mi / 17.4 km)
  • Funtown Splashtown USA (15.3 mi / 24.6 km)
  • Pirate's Cove (15.6 mi / 25.1 km)
  • Dunegrass Golf Club (15.9 mi / 25.6 km)
  • Old Marsh Country Club (3.9 mi / 6.2 km)
  • Cape Arundel Golf Club (5.1 mi / 8.1 km)

Exploring the natural features in Drakes Island

Whether you're an outdoor enthusiast or just want to take in the scenery, Drakes Island is a great place to spend some time outside. Here are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Wells Beach (1.3 mi / 2 km)
  • Kennebunk Beach (2.8 mi / 4.5 km)
  • Mother's Beach (3 mi / 4.8 km)
  • Gooch's Beach (3.9 mi / 6.3 km)
  • Colony Beach (4.2 mi / 6.8 km)
  • Moody Beach (4.3 mi / 6.9 km)

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