- USA
- Maine
- Ragged Island
- Rentals by Owner
Discover Your Ideal Ragged Island, Bailey Island Rental by Owner for a Memorable Maine Getaway
Discover Your Perfect Ragged Island Rentals by Owner
-
Rentals by Owner
-
Luxury Vacation Rentals
-
Pet Friendly Vacation Rentals
-
Unique Vacation Rentals
-
Cabin Rentals
-
Cottage Rentals
-
Ski Chalet Rentals
-
Timeshares
-
Villa Rentals
-
Hotels with Suites
-
Resort Rentals
-
Family Vacation Rentals
-
Vacation Rentals with Pools
-
Oceanfront Vacation Rentals
-
Beach House Rentals
-
Summer Vacation Rentals
-
Winter Vacation Rentals
-
Short Term Rentals
-
Corporate Accommodation
-
Large Group Vacation Rentals
-
Sustainable Travel
Ragged Island Rentals by Owner
- Parking
- TV
- View
- Air Conditioner
- Parking
- View
- Parking
- TV
- View
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Parking
- TV
- Balcony/Terrace
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Balcony/Terrace
- Parking
- TV
- View
- Parking
- Pet Friendly
- TV
Why Choose Rent By Owner for your Ragged Island vacation rental?
What makes our Rentals by Owner special?
Popular Areas for Ragged Island Rentals by Owner
Where are the best neighborhoods to stay in Ragged Island?
When choosing where to stay in Ragged Island, Bailey Island, Maine, you will find a variety of charming neighborhoods that offer a peaceful seaside atmosphere. Each area provides unique local experiences, from scenic waterfront views to cozy residential streets, making it easy to find a rental that suits your preferences. Staying in the heart of Bailey Island ensures convenient access to the natural beauty and tranquil surroundings that define this beloved coastal community. With reliable vacation rental options through Rent By Owner, you can enjoy a seamless booking process while discovering the best neighborhoods to make your visit memorable.
West Point
Located in the scenic region near Bailey Island, West Point offers a peaceful setting with charming views that make it an ideal spot for those seeking a tranquil Maine getaway with a variety of rental options.
View 61+ Rentals in West PointSmall Point
Nestled along the coast, Small Point provides you with a cozy atmosphere and picturesque surroundings, perfect for enjoying a relaxing stay close to the natural beauty of this part of Maine.
View 97+ Rentals in Small PointBustins Island
Accessible by ferry, Bustins Island offers a unique island experience with quaint rental homes and scenic vistas, making it an excellent choice for travelers wanting to immerse themselves in the coastal charm of the area.
View 41+ Rentals in Bustins IslandCliff Island
Known for its rugged coastline and serene ambiance, Cliff Island provides an authentic Maine island retreat with rental homes designed for those seeking peace and seaside adventure.
View 225+ Rentals in Cliff IslandSabino
Situated in nearby Bath, Sabino invites you to enjoy the historic maritime atmosphere, with various rentals that serve as a perfect base for exploring this charming region of Maine.
View 69+ Rentals in SabinoBest Times to Visit Ragged Island
When should you plan your Rentals by Owner stay?
Timing your visit to this picturesque destination can enhance your experience, as the best months to enjoy the region's natural beauty and tranquil atmosphere typically align with the mild weather and scenic landscapes here.
Peak Season Highlights
Late Spring to Early Summer (May to June)
During these months, you can enjoy the warmest weather and longer daylight hours, making it an ideal time for outdoor activities and exploring the scenic views. This period attracts visitors seeking a vibrant and lively atmosphere in the area.
Summer (July to August)
The peak summer months bring the highest visitor numbers, offering perfect conditions for beach outings and water-based activities. Booking ahead through Rent By Owner ensures you find the best rental options during this busy season here.
Off-Season Highlights
Early Fall (September to October)
This quieter time of year features pleasant temperatures and fewer crowds, allowing you to enjoy the natural beauty of the region at a relaxed pace. It’s an excellent choice for those seeking a peaceful retreat while still experiencing favorable weather.
Late Winter to Early Spring (February to March)
During this off-peak period, the area experiences cooler weather with less tourist activity, providing opportunities for budget-friendly stays and solitude. Secure your rental early through Rent By Owner to ensure availability during this serene season here.
Weekly Weather Forecast for Ragged Island
How to Book Your Ragged Island vacation rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Ragged Island
Common Rentals by Owner Amenities
What amenities can you expect?
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Access to private or shared outdoor decks with scenic views, perfect for relaxing and enjoying the coastal atmosphere.
- Outdoor dining areas, allowing you to savor meals while taking in the fresh Maine air.
- Beach or shoreline access, providing opportunities for swimming, kayaking, or beachcombing just steps from your rental.
- Well-maintained patios or lawns ideal for outdoor activities or gatherings in a peaceful setting.
- Grilling equipment such as BBQs or outdoor fire pits to enhance your culinary experience during your stay.
- Comfortable outdoor furniture including loungers and seating areas designed for enjoying the breezy region.
- Parking spaces with easy access to outdoor amenities, ensuring convenience during your vacation in this area.
Top Attractions Around Ragged Island
What attractions are nearby?
Here, you can enjoy a variety of outdoor activities and scenic explorations that highlight the natural beauty of this coastal region, providing an ideal setting for relaxation and adventure just moments from your rental by owner.

Family Activities
- Explore the Bailey Island Heritage Trail: You can walk along this scenic trail to discover the rich history and stunning coastal views that define the area.
- Visit the Maine State Aquarium: Engage your family with educational exhibits and interactive displays featuring local marine life, perfect for a fun day on the region's shores.
- Enjoy a Day at Murray Bay Beach: Relax and play on the sandy shores of this popular beach spot, ideal for picnics, swimming, and building sandcastles with your loved ones.
- Take a Lighthouse Tour: Experience the charm of local lighthouses, where you can learn about maritime history and enjoy breathtaking views of the coastline.
Adult Activities
- Seaside Kayaking Adventures: Explore the tranquil waters around the area by kayak, offering a peaceful way to enjoy coastal scenery and observe local wildlife.
- Fishing Excursions: Engage in guided fishing trips that take advantage of the region’s rich maritime environment, providing an authentic Maine experience.
- Whale Watching Tours: Embark on a boat tour to see whales and marine life native to this part of Maine, ideal for nature enthusiasts seeking an unforgettable adventure.
- Relaxing Beach Walks: Stroll along the scenic shoreline or private beaches here, perfect for unwinding while taking in stunning ocean views.
Ragged Island Travel Tips
How Can You Make the Most of Your Stay?
- Choose your rental wisely: Prioritize properties that offer direct access to the area's scenic coastlines and provide amenities that enhance your stay in this charming region.
- Plan outdoor activities in advance: Take advantage of the local natural beauty by scheduling boat trips, fishing, or beach outings that highlight the best of the area's maritime landscape.
- Respect the local environment: Be mindful of the region’s delicate ecosystems by practicing responsible tourism and following any guidelines provided by your rental host.
- Explore nearby attractions: Use your rental as a comfortable base to discover hidden gems and serene spots that embody the tranquility and charm of the area.
Transportation Options
- Car Rentals: Renting a car offers you the flexibility to explore Bailey Island and the surrounding region at your own pace, making it ideal for discovering hidden beaches and scenic spots nearby.
- Local Taxis and Rideshare Services: Reliable taxi services and ridesharing options provide convenient transportation within the area, perfect for quick trips or when you prefer not to drive.
- Bicycle Rentals: Biking is an eco-friendly way to enjoy the coastal scenery and access local attractions, with bike rentals readily available for all skill levels in this destination.
- Public Transportation: Limited but functional local bus services connect key points around Bailey Island, offering an economical alternative for getting around here.
Local Customs Options
- Community Gatherings: Engaging in local events and traditions, such as seasonal festivals, offers an authentic way to experience the region's close-knit community atmosphere.
- Seafood Traditions: Respect for fresh seafood, particularly during communal meals, reflects the area's deep-rooted fishing heritage and maritime culture.
- Respect for Nature: Preserving the scenic beauty, especially along rocky coastlines and tidal pools, is highly valued by residents and visitors alike.
- Clamming and Crabbing Customs: Participating in or observing the customary clamming and crabbing practices highlights a cherished aspect of life here on this coastal destination.
Frequently Asked Questions About Ragged Island Rentals by Owner
1. What are the top vacation rentals in Ragged Island?
There are a lot of options in Ragged Island. If you plan on staying in the Ragged Island area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Ragged Island:
- New Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach
- Maine Oceanfront Home
- Panoramic Oceanfront Views Of Garrison Cove, Wills Gut And Casco Bay
- Architectural Lighthouse
- Sunrise Catcher with a Panoramic View!
- Maine Coast Experience. Full 180 Degree Ocean View. 275ft of frontage.
- The Beach House Bailey Island Maine
- Spend a relaxing time on Orr's Island
- Family & Pet Friendly Log House On Casco Bay
- The Nugget- Perfect 1 bedroom cottage. Across from Mackerel Cove, Johnson Field.
2. How many Rentbyowner vacation rentals are available in Ragged Island?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 55 in the Ragged Island area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Ragged Island.
3. What is the cancellation policy for rentals in this area?
4. How do I confirm the availability of a rental by owner during my travel dates?
5. Are there any additional fees or charges I should be aware of when booking a rental here?
6. What amenities and features are typically included in rentals by owner in this region?
7. How do I communicate with the property owner prior to booking?
More Rentals You May Like Near Ragged Island
- Parking
- Balcony/Terrace
- Security/Safety
- Parking
- Pet Friendly
- TV
- Parking
- Security/Safety
- Wellness Facilities
- Air Conditioner
- Security/Safety
- Bedding/Linens
- Air Conditioner
- Parking
- TV
- Parking
- Pet Friendly
- TV
- Air Conditioner
- Parking
- TV
- Parking
- Pet Friendly
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Parking
- TV
- Security/Safety
- Air Conditioner
- Parking
- Pet Friendly