Bailey Island holiday lettings

Why visit Bailey Island

• Stunning coastal scenery: Bailey Island boasts breathtaking views and picturesque beaches, perfect for relaxation and photography.
• Outdoor adventures: Engage in a variety of activities such as sailing trips, hiking, and exploring nearby national parks.
• Charming local culture: Experience the island's vibrant culture through local markets, crafts, and community events.
• Family-friendly atmosphere: Ideal for families, offering safe beach areas and numerous recreational opportunities for all ages.
• Variety of accommodations: Choose from delightful vacation homes, cosy cottages, and comfortable condos to enhance your stay.

Popular types of accommodation in Bailey Island

You've chosen Bailey Island for your next getaway, and now it’s time to select your perfect accommodation. Explore the most sought-after options, including houses, charming cottages, and comfortable condos, all ready to make your stay memorable. Whether you're searching for a Bailey Island vacation rental or a cosy Maine cottage, we've got the ideal options to suit your needs.

• Houses: The top choice for holidaymakers in Bailey Island, these homes provide a spacious and comfortable environment for families and groups.
• Cottages: A charming option, cottages offer a quaint and cosy atmosphere, ideal for a picturesque getaway.
• Condos: These modern residences provide convenient amenities and are perfect for those seeking a more communal living experience.
• Apartments: A practical choice for couples or solo travellers, apartments offer a flexible and self-catering option.
• Cabins: Rustic and inviting, cabins are a delightful retreat for those wanting to immerse themselves in nature.**

Top attractions in and around Bailey Island

Bailey Island, Maine, is ideal for outdoor and beach vacations, offering stunning scenery and a variety of attractions. Visitors can enjoy activities such as sailing trips and explore local points of interest including national parks and charming beaches. Whether you seek cultural experiences or outdoor adventures, Bailey Island provides a delightful getaway with opportunities for day trips and unique Maine sailing experiences.

• Casco Bay: A stunning bay located 1.9km from Bailey Island, Casco Bay offers picturesque beaches and breathtaking scenery, perfect for outdoor enthusiasts and those looking to unwind in nature.
• Bailey Island Bridge: This historic bridge, situated within Bailey Island, showcases unique cultural vibes and is an architectural marvel, providing a scenic connection to the island's rich history.
• Bowdoin College: Located 7.5km away, Bowdoin College is a historic university known for its beautiful campus and cultural significance, making it a delightful stop for history and art lovers.

Things to do recommended for couples

For a romantic getaway on Bailey Island, consider an exhilarating paddle at Paddleworks, only 1.2km away. Indulge in luxury at the Portland Club, 9.3km distant, or enjoy an entertaining evening at Port City Music Hall, situated 8.7km away. Each offers a unique experience for couples.

Things to do recommended for families

Families can enjoy the excitement of Hadlock Field, just 9.3km away, or explore the captivating Portland Observatory, located 8.7km from Bailey Island. For a relaxing day out, Fort Williams Park, situated 8.1km away, offers beautiful scenery and wellness activities for all ages.

Things to do recommended for groups

Explore the LL Bean Flagship Store, just 6.2km from Bailey Island, for outdoor gear and apparel. Alternatively, head to the Maine Mall, 11.2km away, for shopping and entertainment, or enjoy family adventures at the Desert of Maine campground, located 7.5km from the island.

Booking with Vrbo is simple

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, opting for a longer stay can result in significant savings. To discover the ideal Vrbo accommodation that fits your budget, make use of our filters to search by price, location, and type of holiday rental.

Where to stay near Bailey Island

Bailey Island, a charming island destination in Maine, offers a delightful blend of outdoor adventures and stunning coastal scenery. Ideal for family-friendly holidays, visitors can indulge in beach relaxation and explore the vibrant local culture. Nearby areas enhance the experience with a perfect mix of recreation and tranquillity. From beautiful vacation rentals to picturesque views, Bailey Island promises a memorable getaway for those seeking both adventure and relaxation.

• West Harpswell: West Harpswell is a picturesque neighbourhood situated a mere 1.2km from Bailey Island. This charming locale is renowned for its stunning outdoor scenery, making it a romantic getaway for couples and a delightful escape for nature lovers. Visitors can explore the local recreational areas and enjoy performances at the local theatre. Key attractions include a serene lake perfect for picnicking, beautiful beaches ideal for sunbathing, and the nearby national state park, offering numerous trails and wildlife viewing opportunities.
• Orrs Island: Located 1.9km from Bailey Island, Orrs Island is a captivating city that embodies the essence of island living. This destination is a haven for outdoor enthusiasts, offering picturesque beaches and a plethora of water sports activities. Visitors can partake in recreational areas that provide education about the local environment and its marine life. Notable attractions include pristine beaches, a tranquil lake, and family-friendly shores, making it an excellent spot for both adventure and relaxation.
• Great Island: Just 2.5km from Bailey Island, Great Island is another stunning destination known for its natural beauty and romantic allure. This island offers visitors an abundance of outdoor activities, with beautiful beaches that invite leisurely strolls and family gatherings. The local landmarks, including scenic lakes and family beaches, provide ideal settings for picnics and water activities. Whether you’re looking for a quiet escape or an adventure-filled day, Great Island promises a memorable experience amidst breathtaking surroundings.

Best time to go to Bailey Island

If you're planning a trip to Bailey 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.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	26.4°F (-3.1°C)	Light Rain	Mostly Sunny	Low	Slightly Low
February	27.1°F (-2.7°C)	Light Rain	Mostly Cloudy	Low	Slightly Low
March	33.6°F (0.9°C)	Light Rain	Mostly Sunny	Low	Slightly Low
April	43.5°F (6.4°C)	Light Rain	Mostly Sunny	Average	Average
May	53.2°F (11.8°C)	Light Rain	Mostly Sunny	Average	Average
June	61.2°F (16.2°C)	Light Rain	Mostly Sunny	High	Slightly High
July	68.0°F (20.0°C)	Light Rain	Mostly Sunny	High	Slightly High
August	67.8°F (19.9°C)	Light Rain	Mostly Sunny	High	Slightly High
September	61.9°F (16.6°C)	Light Rain	Mostly Sunny	Average	Average
October	52.2°F (11.2°C)	Light Rain	Mostly Sunny	Average	Average
November	41.5°F (5.3°C)	Light Rain	Mostly Sunny	Average	Average
December	33.1°F (0.6°C)	Light Rain	Mostly Sunny	Average	Average

What do I need to keep in mind when booking a vacation in 'Bailey Island

If you’re travelling with a group, family, pets, or looking for extended stays, it’s important to filter your options according to your specific needs. Here are some helpful booking tips for using Vrbo.

• Traveling to Bailey Island with a group: Think about how many bedrooms you require, along with features like a fully equipped kitchen or outdoor areas suitable for group gatherings. Thankfully, you can easily filter for these options and many more on Vrbo.
• Traveling to Bailey Island with young kids: Travelling with young children can be quite demanding. It's essential 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 are to attractions that are suitable for families.
• Taking your pets with you to Bailey Island: For many, a family holiday wouldn’t be the same without their furry companion. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels at home.
• Planning for a long term stay visiting Bailey Island: If you're seeking holiday rentals with offers for stays of a month or more, you've come to the right place. 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.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides an excellent area for you to plan new adventures, refine your existing arrangements, or manage your bookings with ease. Your saved or reserved properties are conveniently categorised into Potential, Upcoming, or Current Trips. To discover the features of Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.