Orland holiday lettings

We found 535 holiday rentals — enter your dates for availability
Select from 20 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:15 Jan - 22 Jan

You are greeted by ocean views as you walk through the entryway
Tucked into the trees you have ultimate privacy
Sit in peace as you watch the bald eagles circle the bay
Kayaks are included. Take a paddle to one of the nearby islands and beyond.
Exceptional
(40 reviews)

Private Oceanfront Home with Views: Hot tub, Fire pit, Game room, Yoga Deck

Hancock

11% off
£2,586
for 7 nights, 1 home
£369 per night
includes taxes & fees
Private Oceanfront Home with Views: Hot tub, Fire pit, Game room, Yoga Deck
Exterior detail
Interior
Interior
Interior
Exceptional
(17 reviews)

Step-free lake house, screened porch

Holden

7% off
£2,568
for 7 nights, 1 home
£367 per night
includes taxes & fees
Step-free lake house, screened porch
Private kitchen
Dining
Room
Exterior
Exceptional
(9 reviews)

Welcome to The Wonky Donkey! Where life can relax with a little humor & sanity

Stockton Springs

7% off
£2,062
for 7 nights, 1 home
£295 per night
includes taxes & fees
Welcome to The Wonky Donkey! Where life can relax with a little humor & sanity
Interior
Property grounds
Private kitchen
Dining
Exceptional
(123 reviews)

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

Holden

7% off
£1,813
for 7 nights, 1 cottage
£259 per night
includes taxes & fees
Newer Construction on Green Lake...between Bangor & Acadia National Park
Christmas at FPCC
Enjoy the cool sea breeze while out on the screened in porch
Enjoy the view from this open footprint
The Fort point Cove Cottage
Exceptional
(73 reviews)

Tranquility on Penobscot Bay Private Bayside Retreat: Acadia Region at it”s Best

Stockton Springs

8% off
£2,326
for 7 nights, 1 home
£332 per night
includes taxes & fees
Tranquility on Penobscot Bay Private Bayside Retreat: Acadia Region at it”s Best
Full kitchen setup complete with stove, oven, refrigerator, and dishwasher
Sweeping aerial view showing the private estate, surrounding forest, and cove
Second King Suite upstairs with vaulted ceilings and lakefront windows
Sliding glass doors opening onto the private side deck leading directly to the lake
Exceptional
(13 reviews)

Lakefront for 15, private beach and dock

Holden

7% off
£2,904
for 7 nights, 1 home
£415 per night
includes taxes & fees
Lakefront for 15, private beach and dock
One of two living rooms
Large windows in every room
Master bedroom with a very open/airy feel.
Sit in the hammock watching boats pass by.
Exceptional
(101 reviews)

Exquisite Waterfront Home near Acadia - GREAT PRICES

Ellsworth

25% off
£3,647
for 7 nights, 1 home
£521 per night
includes taxes & fees
Exquisite Waterfront Home near Acadia - GREAT PRICES
Exterior detail
Interior
Dining
Interior
Exceptional
(40 reviews)

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

Bucksport

12% off
£1,333
for 7 nights, 1 home
£190 per night
includes taxes & fees
Classic Log Home on Pristine Maine Pond<br>Kayaking Heaven, Loons, Bald Eagles<br>
Start your morning at the stocked coffee station with tea, sweetener, and more.
Private guesthouse retreat tucked in lush trees with a shaded, secluded patio.
Ample closet where you'll find storage, extra towels, blankets, and iron items.
A private entrance tucked behind a tall wooden fence and a modern screen.
Exceptional
(11 reviews)

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

Searsport

8% off
£1,217
for 7 nights, 1 room
£174 per night
includes taxes & fees
Private Forest Retreat • Spa Bath • Near the Coast • Central Midcoast Hub
view from deck
view from deck
Interior
Dining
Exceptional
(36 reviews)

Great cabin on a tidal river, just minutes from Acadia National Park.

Ellsworth

8% off
£2,107
for 7 nights, 1 cabin
£301 per night
includes taxes & fees
Great cabin on a tidal river, just minutes from Acadia National Park.
Exterior
Property grounds
Private kitchen
Interior
Excellent
(13 reviews)

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

Ellsworth

7% off
£971
for 7 nights, 1 home
£139 per night
includes taxes & fees
2-Bedroom home with New England Charm on the way to Acadia
Outdoor dining
Living area
Private kitchen
Living area
Exceptional
(89 reviews)

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

Ellsworth

8% off
£1,582
for 7 nights, 1 apartment
£226 per night
includes taxes & fees
Large 2 Bedroom 1 Bath Apartment right on Main Street in Downtown Ellsworth.
Interior
Dining
Interior
Interior
Exceptional
(39 reviews)

Spacious and Bright Downtown APT with River View

Ellsworth

7% off
£921
for 7 nights, 1 apartment
£132 per night
includes taxes & fees
Spacious and Bright Downtown APT with River View

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    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:

  • Rooster Brother Coffee Roasters (15.5 mi / 24.9 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)
  • Winterport Winery (7 mi / 11.2 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.
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, 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.
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 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 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 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.
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.
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.
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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