Discover Your Ideal Rental by Owner in Orland, Maine for a Comfortable and Authentic Stay
Discover Your Perfect Orland Rentals by Owner
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Rentals by Owner
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Luxury Vacation Rentals
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Pet Friendly Vacation Rentals
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Unique Vacation Rentals
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Cabin Rentals
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Cottage Rentals
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Ski Chalet Rentals
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Timeshares
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Villa Rentals
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Hotels with Suites
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Resort Rentals
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Family Vacation Rentals
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Vacation Rentals with Pools
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Oceanfront Vacation Rentals
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Beach House Rentals
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Summer Vacation Rentals
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Winter Vacation Rentals
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Short Term Rentals
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Corporate Accommodation
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Large Group Vacation Rentals
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Sustainable Travel
Orland Rentals by Owner
- Parking
- TV
- Balcony/Terrace
- View
- Private Beach
- Ocean View
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- View
- Air Conditioner
- Parking
- View
- Balcony/Terrace
- Security/Safety
- Sports/Activities
- Air Conditioner
- Parking
- Pet Friendly
- Parking
- Pet Friendly
- Accessibility
- Child Friendly
- Balcony/Terrace
- Security/Safety
- Sports/Activities
- Air Conditioner
- Parking
- TV
- Balcony/Terrace
- Security/Safety
- Sports/Activities
Why Choose Rent By Owner for your Orland vacation rental?
What makes our Rentals by Owner special?
Best Times to Visit Orland
When should you plan your Rentals by Owner stay?
Understanding the best time to visit can help you enjoy a relaxing stay, whether you're seeking the vibrant summer months or the peaceful off-season in this charming area known for its natural beauty and serene landscapes.
Peak Season Highlights
Summer (June to August)
During the warm summer months, the area sees an influx of visitors seeking outdoor activities and scenic beauty. This is the ideal time to enjoy the region's natural landscapes and vibrant local events.
Fall (September to November)
The early fall months attract travelers eager to experience the stunning foliage and crisp air. This season offers a peaceful atmosphere with picturesque scenery perfect for relaxation in your rental by owner.
Off-Season Highlights
Winter (December to February)
In winter, fewer visitors arrive, offering a quieter retreat for those seeking tranquility and cozy accommodations. The colder weather provides a different charm to this destination.
Spring (March to May)
As the area transitions into spring, temperatures gradually warm up, and nature begins to bloom. It's a less crowded period, ideal for exploring and enjoying your rental in peace.
Weekly Weather Forecast for Orland
How to Book Your Orland vacation rental
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Orland
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
- Enjoy outdoor dining areas, perfect for savoring local cuisine with scenic views.
- Relax on spacious patios or decks to take in the fresh air and natural surroundings.
- Take advantage of private yards or gardens for outdoor activities and relaxation.
- Make use of fire pits or outdoor fireplaces for cozy evenings under the stars.
- Benefit from access to hiking trails or nature walks directly from your rental.
- Utilize outdoor recreational equipment such as kayaks, paddleboards, or bikes if available.
- Experience the region’s natural beauty from outdoor seating areas overlooking lakes or forests.
Top Attractions Around Orland
What attractions are nearby?
In this scenic region, you can enjoy a variety of outdoor activities such as boating, fishing, and exploring nature trails, all conveniently accessible from your rental by owner here in Orland, Maine, USA.

Family Activities
- Prescott Farm Ecology Center: Engage your family with interactive exhibits and outdoor activities focused on local ecology, perfect for exploring nature in this charming area.
- Orland Community Park: Enjoy a relaxing day at the park with playgrounds, picnic areas, and open spaces that are ideal for family outings and outdoor games.
- Bar Harbor Whale Watch Co.: Embark on a family-friendly whale watching tour that offers unforgettable sightings of marine life just off the coast here, providing an educational experience for all ages.
- Blue Hill Mountain: Hike and explore scenic trails suitable for families seeking adventure and panoramic views within reach of this region’s natural beauty.
Adult Activities
- Fishing on the Penobscot River: Enjoy a relaxing day casting your line in one of the region's premier fishing spots, known for its abundant freshwater species.
- Exploring local trails: Discover scenic hiking and biking routes that meander through the area's natural beauty, offering breathtaking views and peaceful surroundings.
- Birdwatching in coastal habitats: Observe diverse bird species in protected coastal areas, perfect for nature enthusiasts seeking tranquility and wildlife encounters.
- Dining at local eateries: Savor fresh seafood and regional cuisine at charming restaurants that highlight the area's culinary traditions.
Orland Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Outdoor Activities: Take advantage of the scenic landscapes by engaging in outdoor pursuits such as kayaking, hiking, or fishing to truly experience the natural beauty of the area.
- Plan Ahead for Convenience: Book your rental early to secure the best properties and ensure convenient access to local amenities and attractions in this serene destination.
- Discover Nearby Dining Options: Savor the flavors of the region by exploring nearby restaurants and eateries that highlight the local culinary scene while staying close to your rental.
- Respect the Environment: Help preserve the area's natural charm by practicing eco-friendly habits during your stay, ensuring it remains a pristine destination for future visitors.
Transportation Options
- Orland Transit Services: Local transit options provide convenient transportation within the area, making it easy for you to explore the region around your rental.
- Nearest Commercial Airport: Serving the region with regional flights, the nearby airport offers a practical option for travelers arriving from distant locations.
- Private Car Rentals: Renting a vehicle locally allows you the flexibility to effortlessly visit scenic spots and attractions in this part of Maine.
- Taxi and Rideshare Services: Reliable taxi and ride-sharing options are available here, offering an easy way to get around without the need for personal transportation.
Local Customs Options
- Honoring Local Fishery Traditions: Engaging in or respecting the region’s longstanding fishing customs can enrich your experience here and demonstrate appreciation for the area’s maritime heritage.
- Participating in Seasonal Festivals: Attending local festivals during peak times allows you to enjoy authentic regional culture and connect with community traditions.
- Respecting Conservation Practices: Visitors are encouraged to follow conservation efforts prevalent in this destination to preserve the natural beauty that makes it special.
- Practicing Quiet Hours and Respectful Behavior: Maintaining a respectful and quiet demeanor, especially in residential areas, aligns with local customs focused on community harmony and tranquility.
Frequently Asked Questions About Orland Rentals by Owner
1. What are the top vacation rentals in Orland?
There are a lot of options in Orland. If you plan on staying in the Orland area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Orland:
- Heart Pond, Orland Maine
- Heart Lodge Lakefront, great fishing and swimming with kayaks and paddle Bds!
- Tides' Reach - Private Waterfront King Beds
- Waterfront-40min to Acadia-Main House-Fire Place
- Lovely lakeside setting on beautiful Alamoosook Lake.
- Toddy Pond Lakehouse - Beautiful sunrises, water fun, close coastal towns/parks
- Toddy Haven: a lakefront condo near Acadia
- Cozy Camper 40 Minutes from Acadia National Park
- Miles To Go-Family friendly camp on Toddy Pond. Swim, boat, fish, hike.
- Lakefront Salmon Tiny Cabin @ Getogether Stays
2. How many Rentbyowner vacation rentals are available in Orland?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 60 in the Orland 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 Orland.
3. What is the cancellation policy for a rental by owner in Orland, Maine?
4. Are there any additional fees I should be aware of when booking a rental by owner in this area?
5. How do I confirm my reservation for a rental in Orland, Maine?
6. Can I modify or cancel my reservation in this region once it’s booked?
7. What amenities and features are usually included in rentals by owner here?
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