Bailey Island holiday rentals

Why visit Bailey Island

• Stunning coastal scenery: Bailey Island enchants with its pristine beaches and picturesque ocean vistas, perfect for serene seaside walks.
• Natural retreats: Explore charming national and state parks that offer a peaceful escape into nature.
• Family-friendly charm: Ideal for all ages, the island provides leisurely outdoor pursuits and relaxing landscapes.
• Local culture: Enjoy fresh seafood and vibrant art galleries that encapsulate the island’s unique character.
• Scenic walking trails: Wander along serene pathways that reveal the true beauty of Bailey Island.

Popular types of accommodation in Bailey Island

Nestled in the charming Harpswell region, Bailey Island, Maine, offers a delightful array of holiday rentals, including private homes, cosy cottages, and inviting condos. This picturesque island is renowned for its stunning coastal views, scenic lighthouses, and serene walking trails. Explore the local charm through fresh seafood dining and vibrant art galleries, making Bailey Island the perfect destination for a memorable getaway filled with relaxation and adventure.

• Private Holiday Homes: The top choice for visitors, offering ample space and a homely atmosphere for families and groups.
• Cottages: Quaint and charming, these are perfect for a cozy retreat surrounded by nature.
• Condos: Modern and convenient, ideal for those seeking comfort in a vibrant community.
• Apartments: A practical option for couples or solo travellers looking for a city vibe.
• Cabins: Rustic and idyllic, providing a true escape into the serene wilderness.**

Top attractions near Bailey Island

Bailey Island in Maine offers a delightful retreat for those who appreciate the great outdoors, stunning coastal scenery and sandy beaches. The island is perfect for enjoying natural attractions such as pristine beaches, charming national and state parks, and picturesque island vistas. Travellers can immerse themselves in the local culture and the beauty of nature, making it an ideal destination for a relaxed and scenic holiday.

• Popham Beach: A serene stretch of shoreline offering soft sands and stunning coastal views, perfect for sunbathing, picnicking, and beachcombing. The gentle waves make it an ideal spot for families and relaxation.
• Harrington House: This historic residence showcases the rich cultural heritage of Bailey Island. Visitors can explore its fascinating architecture and learn about local history, providing a glimpse into the island's past.
• Seguin Island Lighthouse: A charming historic lighthouse that stands as a sentinel over the sea. Visitors can enjoy picturesque views of the coastline and the surrounding waters, making it a memorable spot for photography.

Things to do recommended for couples

Enjoy a romantic escapade on Bailey Island. Stroll hand-in-hand along scenic coastal paths, share a quiet picnic by the shore, and savour local seafood in charming bistros, creating unforgettable memories in this picturesque seaside retreat.

Things to do recommended for families

Families visiting Bailey Island can explore beautiful beaches and enjoy a range of local kid-friendly activities, including nature walks and interactive local museums, making their holiday a delightful and engaging experience.

Things to do recommended for groups

Discover Bailey Island's coastal charm with group cycling tours and scenic beach picnics, offering an immersive local experience in the quaint seaside village.

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 seeking extended stays, be sure to refine your search with the appropriate priorities. Here are some helpful Stayz booking tips for you.

• Traveling to Bailey Island with a group: Consider the number of bedrooms you may require, along with facilities such as a fully equipped kitchen or an outdoor area for group get-togethers. Fortunately, you can apply filters for all these features—and more—on Stayz.
• Traveling to Bailey Island with young kids: Traveling with young children can be a demanding endeavour. It is essential to prioritise their comfort and safety, ensuring access to age-appropriate facilities, such as a private swimming pool. Additionally, it is advisable to consider the closeness to attractions that are welcoming to families.
• Taking your pets with you to Bailey Island: For many, a family holiday isn’t complete without their four-legged companion. If that describes you, then consider exploring Stayz properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds to ensure that everyone feels at home.
• Planning for a long term stay visiting Bailey Island: If you're seeking holiday rentals offering discounts for extended stays of a month or more, you've come to the right place. By utilising the appropriate filters, you can effortlessly locate and save on monthly rentals. You might also consider including a parking space, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay in and around Bailey Island

Bailey Island offers a delightful retreat with enchanting coastal scenery and family-friendly attractions. Explore its charming beaches and natural landscapes that provide a perfect backdrop for relaxing seaside strolls and romantic walks. The island's serene atmosphere invites travellers to enjoy a leisurely holiday immersed in nature, ideal for outdoor enthusiasts seeking both recreation and a peaceful escape.

• Giant's Stairs Trail: Nestled around Bailey Island, Giant's Stairs Trail offers an inviting footpath that meanders through the local landscape, providing a distinct taste of culture-themed exploration. The route is dotted with historical landmarks, including a notable bridge and monument, which evoke tales of the past. This trail is ideal for those seeking to immerse themselves in an enriching cultural experience while enjoying the natural beauty of the coastal area.
• Giant's Stairs: Located in the vicinity of Bailey Island, Giant's Stairs is renowned for its welcoming outdoor ambience. This footpath leads travellers to a family-friendly beach experience, enhanced by prominent attractions such as a tourist precinct and a well-loved family beach. It is a perfect destination for a leisurely stroll or a day out with family, blending the delights of nature with the charm of local landmarks.
• Great Island: Situated 6km away from Bailey Island, Great Island is a naturally captivating island destination. It offers an outdoor adventure blended with scenic beauty and a beach experience. Visitors can explore the island's unique river and family beach, making it a delightful day trip for those eager to enjoy nature in its most pristine form.

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

Booking with Stayz is a breeze

Looking to save on your upcoming break? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, booking a longer stay can result in considerable savings. To discover the ideal Stayz property that suits your budget, utilise our filters to search by price, location, and type of holiday rental.

Stayz Trips: Planning made easy

Stayz’s Trip Board offers a user-friendly platform where you can initiate new journeys, resume previous plans, or review and organise your upcoming adventures. Your saved or booked properties are neatly classified under Potential, Upcoming, or Current Trips. To begin using Trip Boards, please visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

Take in the waterfront beauty of Bailey Island

Enjoy the monuments and other features of Bailey Island. Renowned for its island views, shopping and fishing, this city welcomes all visitors. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in Bailey Island

Are you hoping to discover top things to see and do during your stay? Venture out of your holiday home and check out everything that makes Bailey 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:

• Brunswick Golf Course (12.7 mi / 20.4 km)
• Land's End Gift Shop (1.3 mi / 2.1 km)
• Ash Cove Pottery (1.4 mi / 2.3 km)
• Wilbur's of Maine Chocolate Confections (9.7 mi / 15.6 km)
• Gilsland Farm Audubon Center (12.5 mi / 20.1 km)
• Riverside Municipal Golf Course (15.9 mi / 25.6 km)

Exploring the natural landscape of Bailey Island

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, Bailey Island is a great place to get outside. These are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

• Casco Bay (2.8 mi / 4.6 km)
• Winslow Memorial Park (7.5 mi / 12.1 km)
• Bates-Morse Mountain Conservation Area (8.3 mi / 13.3 km)
• Popham Beach (10.6 mi / 17.1 km)
• Desert of Maine (11.7 mi / 18.8 km)
• Sand Beach (12 mi / 19.3 km)

Transport to and around Bailey Island

The nearest airport is in Portland, ME (PWM-Portland Intl. Jetport), located 17 mi (27.3 km) from the city centre. If you're unable to find a flight that fits your schedule, you could also fly into Wiscasset, ME (ISS), which is 21.1 mi (33.9 km) away.