Discover Your Perfect Orland Vacation Homes

Why Choose Rent By Owner for your Orland Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Orland

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here ensures you can fully enjoy the natural beauty and serene atmosphere of this destination, making your experience in the region truly memorable.

Peak Season Highlights

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Summer (June to August)

During the summer months, this destination experiences warm weather ideal for outdoor activities and enjoying the natural beauty of the area. It is the most popular time to visit, so expect lively surroundings and higher demand for vacation rentals.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 60°F to 65°F
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Fall (September to October)

Autumn brings vibrant foliage and cool, crisp air, making it a picturesque time to explore the region. This season attracts visitors seeking to experience the stunning fall colors while booking their vacation rentals well in advance.

Average Temperature Daytime: 60°F to 70°F - Nighttime: 45°F to 55°F

Off-Season Highlights

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Late Fall to Early Spring (November to March)

The colder months see fewer travelers, offering a quieter and more relaxed atmosphere. Those booking during this period often enjoy better rates on vacation rentals and a tranquil environment for a peaceful retreat.

Average Temperature Daytime: 30°F to 45°F - Nighttime: 15°F to 30°F
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Early Summer (May)

Before the summer rush begins, early May offers mild temperatures and budding natural scenery. It’s an ideal time for visitors looking for lower occupancy and more personalized experiences with their vacation rentals.

Average Temperature Daytime: 50°F to 60°F - Nighttime: 40°F to 45°F

Weekly Weather Forecast for Orland

How to Book Your Orland Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Orland

More Top-Rated Vacation Rentals in Orland Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

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 cooking with a private barbecue grill to make the most of your stay in this scenic region.
  • Relax on spacious patios or decks that provide beautiful views of the surrounding nature.
  • Take advantage of direct access to outdoor water activities, such as kayaking or fishing, in nearby lakes or rivers.
  • Utilize your property's outdoor fire pit for cozy evenings under the stars after exploring the area.
  • Benefit from well-maintained hiking trails and pathways that wind through the natural landscape here.
  • Make use of outdoor furniture to lounge and soak in the peaceful ambiance of this destination.
  • Explore ample yard space perfect for outdoor games or picnics in the fresh air of the region.

Top Attractions Around Orland

What attractions are nearby?

While staying here, you can enjoy a variety of outdoor activities nearby, including scenic boating, fishing, and nature walks along the picturesque waters and trails that define this charming region.

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Family Activities

  • Discover the Maine State Aquarium: Engage the whole family with interactive exhibits and marine life displays at this popular attraction in the region.
  • Explore local nature at Orland Forest Preserve: Enjoy hiking, picnicking, and wildlife watching in this scenic area nestled nearby, ideal for outdoor family activities.
  • Visit nearby Acadia National Park: Experience unforgettable adventures with scenic drives, family-friendly hikes, and breathtaking views just a short drive away from here.
  • Enjoy boating on Penobscot Bay: Spend quality time together by renting a boat or taking a cruise to explore the stunning waters and islands of the region.
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Adult Activities

  • Explore the Penobscot Bay: Spend your days discovering the scenic beauty and diverse marine life along the waterfront in this region, perfect for relaxing or engaging in water activities.
  • Visit local seafood eateries: Delight in fresh catches at renowned seafood restaurants that showcase the area’s rich maritime culinary traditions.
  • Experience outdoor adventures at nearby parks: Enjoy hiking, birdwatching, or picnicking in lush parks and nature reserves surrounding your accommodation.
  • Discover historical sites and museums: Immerse yourself in the region's history by touring well-preserved sites and informative museums nearby.

Orland Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Nature Trails: Take advantage of the scenic outdoor trails around here to enjoy the region's natural beauty and create memorable outdoor adventures.
  • Visit the Waterfront Areas: Make time to relax by the waterfront, where you can experience the tranquility and charming views that define this destination.
  • Plan Your Activities Around Seasons: Tailor your stay by engaging in seasonal activities—whether it's summer boating or winter snowshoeing—to fully immerse yourself in what the area offers throughout the year.
  • Book Accommodation Close to Key Attractions: Choose a well-located vacation rental to maximize your time exploring the region’s highlights and enjoy a comfortable retreat after busy days.

Transportation Options

  • Orland Transit Service: Offers local bus routes for convenient travel around the area and access to key points of interest.
  • Private Shuttle Services: Provides door-to-door transportation options ideal for exploring the region comfortably and efficiently.
  • Car Rentals at nearby airports: Enables flexible travel to and from Orland, with several rental agencies available at regional airports.
  • Taxi and Ride-Sharing Services: Popular options for quick trips within this scenic destination and surrounding communities.

Local Customs Options

  • Traditional Lobster Boil: Participating in the regional tradition of a lobster boil is a must, where fresh Maine lobsters are a centerpiece of social gatherings here.
  • Fishermen’s Heritage: Respect for the area's fishing history is evident in many local customs, including fishing-related celebrations and community events that honor this way of life.
  • Seafood Festivals: Attending seasonal seafood festivals allows visitors to experience the region’s rich maritime culture firsthand through culinary delights and local entertainment.
  • Harbor Watching Etiquette: When visiting the waterfront, it's customary to observe quiet respect and maintain distance from working boats, reflecting the area's close connection with its maritime industry.

Frequently Asked Questions About Orland?

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:

2. Which vacation homes in Orland are best for families?

If you are looking for a family-friendly vacation home in Orland, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Orland:

3. How many Rentbyowner vacation rentals are available in Orland?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 77 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. 

4. What is the cancellation policy for a vacation rental in Orland, Maine?

Cancellation policies vary depending on the individual listing. To ensure you understand the specific terms, please review the cancellation details provided on the listing or contact the property owner directly before booking.

5. Are there any additional fees I should expect when booking a vacation rental in this region?

Additional fees such as cleaning fees, service charges, or local taxes may apply to your reservation. These details are typically outlined in the listing, and it’s recommended to verify them before finalizing your booking.

6. How do I confirm the availability of a vacation rental in Orland, Maine?

Availability is shown on the listing page for each property. If the dates you desire are marked as available, you can proceed with booking. Otherwise, reaching out to the property owner can provide further assistance.

7. What amenities are included in vacation rentals here?

Amenities vary by property, but common features include Wi-Fi, parking, kitchens, and outdoor spaces. For a complete list of what’s included, please check the specific property listing or contact the host directly.

8. What should I know about check-in and check-out procedures for a stay in this destination?

Check-in and check-out times are specified in each listing. Details regarding key pickup, access instructions, and departure procedures are usually provided by the host. For personalized guidance, it's best to communicate directly with the property owner.