Orland holiday rentals

We found 527 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:18 Dec - 25 Dec

Room
Property grounds
Interior
Exterior detail
Excellent
(22 reviews)

The White 2 Bedroom Cottage @Twin Hills Cottages

Ellsworth

8% off
AU$1,842
for 7 nights, 1 cottage
AU$263 per night
includes taxes & fees
The White 2 Bedroom Cottage @Twin Hills Cottages
Apartment with lake views
Fully equipped modern kitchen with a quartz island overlooking the water
Covered front porch seating area and entrance
Outdoor fire pit with Adirondack chairs overlooking the lake
Exceptional
(13 reviews)

Lakefront for 15, private beach and dock

Holden

8% off
AU$8,096
for 7 nights, 1 home
AU$1,157 per night
includes taxes & fees
Lakefront for 15, private beach and dock
Room
Exterior
Living area
Terrace/patio
Exceptional
(8 reviews)

Miles To Go-Family friendly camp on Toddy Pond. Swim, boat, fish, hike.

Orland

8% off
AU$3,796
for 7 nights, 1 cabin
AU$542 per night
includes taxes & fees
Miles To Go-Family friendly camp on Toddy Pond. Swim, boat, fish, hike.
Dining
Interior
Property grounds
Living area
Exceptional
(43 reviews)

Gorgeous Lakefront House Rental facing South on Green Lake in Dedham, Maine

Holden

9% off
AU$3,471
for 7 nights, 1 home
AU$496 per night
includes taxes & fees
Gorgeous Lakefront House Rental facing South on Green Lake in Dedham, Maine
Private kitchen
Property grounds
Exterior
Dining
Exceptional
(121 reviews)

Newer Construction on Green Lake...between Bangor & Acadia National Park

Holden

7% off
AU$3,226
for 7 nights, 1 cottage
AU$461 per night
includes taxes & fees
Newer Construction on Green Lake...between Bangor & Acadia National Park
Terrace/patio
Interior
Interior
Exterior detail
Exceptional
(39 reviews)

Classic Log Home on Pristine Maine Pond<br>Kayaking Heaven, Loons, Bald Eagles<br>

Bucksport

12% off
AU$2,410
for 7 nights, 1 home
AU$344 per night
includes taxes & fees
Classic Log Home on Pristine Maine Pond<br>Kayaking Heaven, Loons, Bald Eagles<br>
One of two living rooms
Large windows in every room
Large living room with a wall of windows.
Sit in the hammock watching boats pass by.
Exceptional
(99 reviews)

Exquisite Waterfront Home near Acadia - GREAT PRICES

Ellsworth

26% off
AU$6,367
for 7 nights, 1 home
AU$910 per night
includes taxes & fees
Exquisite Waterfront Home near Acadia - GREAT PRICES
Modern rustic kitchen with farmhouse sink, wood countertop, and forest views.
Sunlit, open-concept living space with rustic pine beams and mid-century style.
Spa-style bath with soaking tub, gold fixtures, and peaceful wooded views.
Modern bedroom with queen bed, wood plank ceiling, and peaceful forest views.
Exceptional
(11 reviews)

Private Forest Retreat • Spa Bath • Near the Coast • Central Midcoast Hub

Searsport

8% off
AU$1,985
for 7 nights, 1 room
AU$284 per night
includes taxes & fees
Private Forest Retreat • Spa Bath • Near the Coast • Central Midcoast Hub
Great location, private, sun room, gazebo, beach and near Acadia.
The view across the bay.
The sunroom is just 75 feet from the waters edge,
Relax on the bench, read or maybe take an afternoon snooze!
Exceptional
(110 reviews)

Beachfront Getaway: Acadia & Bar Harbor, A/C, Fire Pit, Gazebo-New for 2025.

Trenton

6% off
AU$3,234
for 7 nights, 1 home
AU$462 per night
includes taxes & fees
Beachfront Getaway: Acadia & Bar Harbor, A/C, Fire Pit, Gazebo-New for 2025.
Living area
Living area
Outdoor dining
Private kitchen
Exceptional
(88 reviews)

Large 2 Bedroom 1 Bath Apartment right on Main Street in Downtown Ellsworth.

Ellsworth

8% off
AU$2,839
for 7 nights, 1 apartment
AU$406 per night
includes taxes & fees
Large 2 Bedroom 1 Bath Apartment right on Main Street in Downtown Ellsworth.
Exterior detail
Interior
Interior
Exterior
Exceptional
(16 reviews)

Step-free lake house, screened porch

Holden

8% off
AU$6,211
for 7 nights, 1 home
AU$887 per night
includes taxes & fees
Step-free lake house, screened porch
Room
Living area
Exterior
Living area
Exceptional
(72 reviews)

Brand new Apt B: 1 Bedroom 1 Bath in the Heart of Downtown Ellsworth

Ellsworth

8% off
AU$2,218
for 7 nights, 1 apartment
AU$317 per night
includes taxes & fees
Brand new Apt B: 1 Bedroom 1 Bath in the Heart of Downtown Ellsworth
Interior
Property grounds
Living area
Private kitchen
Exceptional
(41 reviews)

Maine Wilderness Oasis: Swimming, Hiking, Fishing, Boating

Bucksport

8% off
AU$3,716
for 7 nights, 1 home
AU$531 per night
includes taxes & fees
Maine Wilderness Oasis: Swimming, Hiking, Fishing, Boating
Living area
Property grounds
Private kitchen
Exterior
Excellent
(11 reviews)

2-Bedroom home with New England Charm on the way to Acadia

Ellsworth

7% off
AU$2,017
for 7 nights, 1 home
AU$288 per night
includes taxes & fees
2-Bedroom home with New England Charm on the way to Acadia

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    Enjoy full kitchens, laundry, pools, gardens and more

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    More space, more privacy, more amenities — more value

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:

  • Winterport Winery (7 mi / 11.2 km)
  • Perry's Nut House (15.2 mi / 24.4 km)
  • Bangor Municipal Golf Course (15.6 mi / 25.1 km)
  • Maine Forest and Logging Museum (21.5 mi / 34.6 km)
  • Bucksport Golf Club (1.5 mi / 2.4 km)
  • Castline Golf Club (12.8 mi / 20.7 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, the area surrounding the village itself is highly recommended for its charming atmosphere and proximity to local attractions. This quaint village offers a selection of properties that cater to various preferences, making it an appealing choice for visitors.Staying in the heart of Orland allows easy access to the beautiful Penobscot River, which is great for kayaking or simply enjoying a leisurely stroll along the waterfront. Additionally, the nearby Acadia National Park is a must-visit, providing breathtaking scenery and a wealth of outdoor activities, including hiking and wildlife watching.The local community is known for its friendly vibe and scenic landscapes, making it a delightful base for exploring the wider region.
Where are the best areas for renting a beach house in Orland?
For renting a beach house in Orland, Maine, the area around Great Pond is an excellent choice. This picturesque region offers a variety of waterfront properties that provide stunning views of the lake and easy access to swimming, kayaking, and fishing. Many of these rentals come equipped with amenities such as private docks, outdoor decks, and fully equipped kitchens, allowing guests to enjoy both the indoor comforts and the beauty of nature.Additionally, the nearby village of Orland features charming holiday homes that are close to local shops and eateries, providing a convenient base for exploring the area. Properties here often include features like fire pits for evening gatherings, ample outdoor space for activities, and some even have access to shared community resources like beaches or picnic areas.For those looking to explore the surrounding natural beauty, the nearby Acadia National Park is just a short drive away, offering a wealth of hiking trails and breathtaking vistas. Rentals in this region typically come with amenities such as Wi-Fi, heating, and laundry facilities, making them suitable for families or groups seeking both adventure and relaxation by the water.
What is the most popular type of holiday rental accomodation in Orland?
In Orland, holiday houses are the most sought-after type of holiday rental, with about 64 available throughout the area. These properties often feature spacious layouts, multiple bedrooms, fully equipped kitchens, and outdoor spaces, making them ideal for families or larger groups looking to enjoy the natural beauty of the region. Additionally, there are around 52 charming cottages that provide a quaint and cozy atmosphere, superb for a more intimate getaway. Cabins, numbering about 24, offer a rustic experience, typically located in wooded areas, while around 20 apartments provide a more compact option for those seeking convenience.
Are there any family house rentals in Orland?
In Orland, Maine, there are some family-friendly holiday rentals available, with around 29 options to choose from. This charming area is great for families looking to enjoy nature and outdoor activities together. Many properties feature spacious living areas, full kitchens for preparing family meals, and outdoor spaces where children can play and explore.Visitors can expect amenities such as Wi-Fi, laundry facilities, and comfortable bedrooms, making for a pleasant stay. The locale is close to various natural attractions, including the scenic shores of Penobscot Bay and nearby parks, which offer opportunities for hiking, fishing, and picnicking.
Are there pet-friendly house rentals in Orland?
In Orland, Maine, there are several pet-friendly house rentals available, providing a welcoming environment for travellers with furry companions. Many of these holiday homes feature amenities such as spacious backyards, fully equipped kitchens, and comfortable living areas, allowing guests to enjoy a relaxing stay with their pets.The neighbourhood is known for its beautiful natural surroundings, offering opportunities for outdoor activities. Nearby, you can find scenic spots like the Orland River and the peaceful shores of Toddy Pond, which are great for leisurely walks with your pet. The area also boasts charming local attractions and shops, enhancing the overall experience for visitors.
Are there any remote work holiday rentals in Orland?
In Orland, Maine, there are plenty of remote work holiday rentals available, with around 152 options to choose from. This charming area offers a peaceful environment ideal for those looking to combine work and leisure. Many of these properties come equipped with essential amenities such as high-speed internet, ensuring a reliable connection for remote work. Guests can also expect comfortable spaces with dedicated desks, making it easy to set up a productive workspace.Beyond work, Orland is surrounded by natural beauty, with opportunities for outdoor activities like hiking, fishing, and enjoying the picturesque landscapes of nearby lakes and forests. The local community is welcoming, and there are convenient amenities nearby, including shops and dining options. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Orland?
In Orland, popular holiday rentals typically feature a range of amenities that enhance the comfort of guests. Most accommodations come equipped with a kitchen, allowing travellers to prepare their own meals. Many properties also include a deck or patio, which provides a lovely outdoor space for relaxation. Additionally, a coffee and tea maker is commonly available, great for those early mornings or cosy evenings. Onsite parking is another amenity that guests can expect, ensuring convenience when arriving by car.
When is the best time to visit Orland for a holiday rental?
April marks the most popular time to visit Orland, Maine, as the spring season awakens the natural beauty of the area. From March to May, visitors flock to Orland to enjoy the vibrant landscapes and partake in outdoor activities as the weather begins to warm. During this peak season, you can explore the scenic trails, engage in birdwatching, or enjoy leisurely strolls along the picturesque waterfront.The temperatures in April typically range from around 5 to 15 degrees Celsius, creating a comfortable environment great for sightseeing and outdoor adventures. It's an ideal time for families and nature enthusiasts to embrace the fresh air and take in the stunning views of the surrounding countryside as everything comes to life after winter.For those looking for a budget-friendly option, consider visiting in December. While this month may be quieter, it offers a unique charm with its winter landscapes, great for a peaceful retreat. Plus, you can enjoy the festive atmosphere and perhaps indulge in some local holiday events.Ultimately, the best time for your holiday rental in Orland will depend on your preferences. If you thrive on lively outdoor activities and vibrant scenery, April will be your best bet.
What are the top attractions in Orland?
In Orland, Maine, visitors can enjoy a variety of attractions that highlight the area's natural beauty and local charm. The breathtaking scenery around the Penobscot River is a major draw, offering opportunities for kayaking, fishing, and scenic walks along the water. The nearby Blue Hill Mountain provides hiking trails with stunning panoramic views, ideal for outdoor enthusiasts.The town's proximity to the Acadia National Park is another significant attraction, allowing easy access to hiking, biking, and stunning coastal views. Visitors can also explore local art galleries and studios that showcase the work of Maine artists, particularly in the nearby towns of Blue Hill and Castine.
Are all fees included in the Orland holiday homes prices shown on Stayz?
Stayz 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.
Are there any Orland holiday homes with parking?
Stayz offers a wide selection of holiday homes 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 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.
Are there any discounts for Orland holiday homes?
You can find great discounts on holiday homes in Orland on Stayz, 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.
Can I change or cancel my Orland holiday home booking on Stayz?
To find Orland holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Orland?
A long-stay holiday home 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz'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 favourites, and build the perfect itinerary together.
How early should I book a Orland holiday home?
Book your Orland holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Orland?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Orland to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz 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.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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.
Why should I join Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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