Orland holiday lettings

We found 455 holiday rentals — enter your dates for availability

Select from 19 homes, 13 cottages and other holiday rentals in Orland to find one that's perfect for your trip. Holiday homes offer the best amenities for your stay with friends, family or just your pet, such as Wi-Fi and a pool. No matter what you're looking for, you'll be sure to find a property to rent to meet everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts - Orland

Showing deals for:6 Mar - 13 Mar

Image gallery for All Season, WATERFRONT, family friendly, 7-bedroom vacation home on Toddy Pond

Looking at house from lake
10 out of 10, Exceptional, (76 reviews)
Exceptional
(76 reviews)

All Season, WATERFRONT, family friendly, 7-bedroom vacation home on Toddy Pond

Penobscot, ME

7% off
Price is £4,375
for 7 nights, 1 home
£625 per night
includes taxes & fees
All Season, WATERFRONT, family friendly, 7-bedroom vacation home on Toddy Pond

Find spaces that suit your style

Take in the lakeside beauty of Orland

The lake and other outdoor surroundings create an inviting atmosphere in Orland. This relaxing city has many special qualities. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in and around Orland

Are you looking for top things to see and do while you're in town? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Orland a fun spot to go on holiday. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Blue Hill Books (13.1 mi / 21.1 km)
  • Playland Adventures (14.5 mi / 23.4 km)
  • Rooster Brother Coffee Roasters (15.5 mi / 24.9 km)
  • Wild Acadia Fun Park (18.4 mi / 29.6 km)
  • Penobscot Valley Country Club (20.4 mi / 32.9 km)
  • Maine Forest and Logging Museum (21.5 mi / 34.6 km)

Exploring the natural features in Orland

Whether you're an adventurous traveller or just want to appreciate the scenery, Orland is a great spot to appreciate mother nature. These are some of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

  • Acadia National Park (28 mi / 45 km)
  • Toddy Pond (8.4 mi / 13.5 km)
  • Branch Lake (8.8 mi / 14.2 km)
  • Phillips Lake (10.7 mi / 17.2 km)
  • Swan Lake (12.5 mi / 20.2 km)
  • Green Lake (13.6 mi / 21.9 km)

Travelling to and around Orland

Fly into Bangor, ME (BGR-Bangor Intl.), the closest airport, located 16.9 mi (27.1 km) from the city centre. If you can't find a flight that works for your travel itinerary, you might consider flying into Bar Harbor, ME (BHB-Hancock County - Bar Harbor), which is 20.4 mi (32.9 km) away.

Frequently asked questions

What is the best area to stay in Orland when booking a holiday rental?
When considering a holiday rental in Orland, Maine, a fantastic area to stay is along the shore of Penobscot Bay. This picturesque location not only offers stunning waterfront views but also provides easy access to various outdoor activities such as kayaking and fishing. The charming atmosphere of this neighbourhood is complemented by its proximity to top attractions like the picturesque Fort Knox State Historic Site, where you can explore the impressive 19th-century fortifications and enjoy panoramic views of the Penobscot River.

Another delightful option is the nearby Bucksport area, known for its quaint shops and local dining options. Here, you can visit the Bucksport Waterfront Walkway, which is superb for leisurely strolls and offers beautiful vistas. This neighbourhood tends to have a good range of holiday rentals, making it convenient to find a suitable property that meets your needs.
How much does it cost to rent a holiday home in Orland?
Prices for holiday rentals in Orland vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Orland to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Orland holiday house rentals?
You can find great discounts on house rentals in Orland on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Orland?
For renting a beach house in Orland, Maine, consider the picturesque areas along the shores of the Penobscot River and nearby lakes. The region offers charming waterfront properties, particularly around the area of Great Pond, where visitors can find houses with direct access to the water, great for swimming, kayaking, or fishing. Many of these rentals come equipped with amenities such as private docks, spacious decks for outdoor entertaining, and fully equipped kitchens ideal for family gatherings.

Additionally, the vicinity around the Orland village itself provides options for more secluded cabins and cottages located among the trees. These properties often feature rustic charm with modern conveniences, including cozy living rooms with wood stoves, outdoor fire pits for evening gatherings, and large windows that offer stunning views of the natural surroundings. The local area is also great for hiking and exploring, with access to trails offering scenic views of the Maine landscape.
Where are the best Orland ski resort rentals?
For ski resort rentals near Orland, Maine, travellers should consider options in the nearby town of Camden, which is about a 30-minute drive away and offers access to Camden Snow Bowl. This ski area is known for its stunning views of Penobscot Bay and a variety of slopes suitable for all skill levels. In Camden, visitors can find a range of accommodation options, including cosy cabins and charming inns. Many of these properties come with essential amenities such as fully equipped kitchens, fireplaces, and outdoor spaces for enjoying the picturesque surroundings.

Additionally, the town of Rockport, just a short drive from Camden, also provides attractive rental options. Here, you can discover lovely waterfront homes and quaint cottages, often featuring amenities like hot tubs and proximity to local dining and shopping. The area is superb for travellers who want a combination of winter sports and the opportunity to explore the beautiful coastal scenery of Maine.
What is the most popular type of holiday rental accomodation in Orland?
In Orland, holiday houses and cottages are the most popular types of rentals, with around 13 of each available in the area. These properties are typically situated in peaceful neighbourhoods, providing a relaxing atmosphere for visitors. Most holiday houses and cottages feature fully equipped kitchens, comfortable living areas, and outdoor spaces where guests can enjoy the natural surroundings. Additionally, there are several cabins, apartments, and mobile homes available, offering a variety of options to suit different preferences.
Are there any family house rentals in Orland?
In Orland, Maine, there are a variety of family-friendly house rentals available, with around 23 options to choose from. This charming area is great for families, offering spacious homes that often include amenities such as full kitchens for preparing meals together, comfortable living areas for relaxation, and outdoor spaces for children to play. Many properties are situated near the picturesque Penobscot Bay, providing opportunities for boating, fishing, and exploring the beautiful coastline.
Can I find long-stay holiday rentals in Orland?
A long-stay holiday rental in Orland is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Orland?
In Orland, Maine, there are several pet-friendly house rentals available, providing an inviting space for travellers accompanied by their furry friends. Many of these holiday homes come equipped with essential amenities such as fully stocked kitchens, spacious living areas, and outdoor spaces like gardens or decks, superb for both pets and their owners to enjoy the fresh air.

The area is known for its beautiful natural surroundings, with close proximity to serene bodies of water like the Penobscot River and nearby lakes, which offer ample opportunities for outdoor activities such as fishing, kayaking, and hiking. These outdoor environments are ideal for pet owners looking to explore the great outdoors with their pets.
Are there any remote work holiday rentals in Orland?
In Orland, Maine, there are numerous remote work holiday rentals available—around 29 options for those looking to work while enjoying a picturesque setting. Many of these properties are equipped with essential amenities such as high-speed Wi-Fi, dedicated workspace areas with desks and comfortable chairs, and some even offer additional features like computer monitors. This ensures that remote workers can stay productive during their stay. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Orland holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Orland with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Orland?
In Orland, popular rental amenities typically include a well-equipped kitchen featuring cookware, dishware, and utensils, which allows guests to prepare their own meals during their stay. Most rentals also come with a refrigerator, a toaster, and a stovetop, ensuring that visitors have all the necessary conveniences for a comfortable self-catering experience.
When is the best time to visit Orland for a holiday rental?
April is the most popular month to visit Orland, as it marks the vibrant peak season that runs from March to May. During this time, adventure seekers flock to the area to enjoy the stunning natural beauty and myriad outdoor activities available. Spring brings milder temperatures, typically ranging from 10 to 15 degrees Celsius, making it an ideal period for hiking, kayaking, and exploring the picturesque landscapes that Maine is famous for.

As the snow melts, Orland's scenic trails become accessible, inviting visitors to immerse themselves in the lush greenery and blooming wildflowers. The local community is lively, with various events and activities taking place, ensuring a vibrant atmosphere for travellers seeking both adventure and relaxation.

For those looking for a more budget-friendly option, consider visiting in December. While this month may be quieter, it offers a unique charm with fewer crowds, allowing for a more intimate experience of the area's natural beauty. Picture serene winter landscapes, the chance to indulge in cosy accommodations, and the opportunity to enjoy peaceful walks by the water.
How early should I book a Orland holiday rental?
Book your Orland holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Orland home rental booking on Vrbo?
To find Orland holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Orland holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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