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Orrs Island holiday lettings

We found 228 holiday rentals — enter your dates for availability

Select from 17 homes, 14 cottages and other holiday rentals in Orrs Island to find one that's perfect for your trip. Holiday homes provide the amenities that you need and want for you and your friends, family or even pets, such as Wi-Fi and a washer and dryer. Whatever you're looking for, you'll be able to choose a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Orrs Island

Showing deals for:14 Nov - 21 Nov

Image gallery for Full sized home

Private kitchen
9.8 out of 10 rating
Exceptional
(32 reviews)

Full sized home

Harpswell, ME

8% off
Price is £1,474
£211 per night
includes taxes & fees
Full sized home

Find spaces that suit your style

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    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

Find out more about Orrs Island

Find out more about Orrs Island

Head to the culturally rich city of Orrs Island

Enjoy the culture and other features of Orrs Island. Renowned for its hiking, skiing and mountain views, this city welcomes all visitors. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Sightseeing in and around Orrs Island

Are you hoping to discover things to do while you're in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Orrs Island a one-of-a-kind holiday spot. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Paddleworks (1.1 mi / 1.8 km)
  • Land's End Gift Shop (4.2 mi / 6.7 km)
  • Ash Cove Pottery (2.7 mi / 4.3 km)
  • Wilbur's of Maine Chocolate Confections (8.9 mi / 14.3 km)
  • Brunswick Golf Course (10.2 mi / 16.5 km)
  • Gilsland Farm Audubon Center (14.4 mi / 23.2 km)

Exploring the natural features in Orrs Island

Whether you're an active traveller or just want to appreciate the scenery, Orrs Island is a great spot to appreciate mother nature. These are a few of the area's most enchanting sights, all within 30 miles (48.2 km) of the city centre:

  • Casco Bay (5.5 mi / 8.9 km)
  • Wolfe's Neck Farm (6.5 mi / 10.5 km)
  • Thomas Point Beach (9.2 mi / 14.7 km)
  • Popham Beach (9.4 mi / 15.1 km)
  • Desert of Maine (11.1 mi / 17.8 km)
  • Sand Beach (14.3 mi / 23 km)

Transport options to and around Orrs Island

Fly into Wiscasset, ME (ISS), the closest airport, located 18.3 mi (29.5 km) from the city centre. If you can't find a flight that's convenient for your trip, you could book a flight to Portland, ME (PWM-Portland Intl. Jetport), which is 19.2 mi (30.9 km) away.

Frequently asked questions

What is the best area to stay in Orrs Island when booking a holiday rental?
When considering a holiday rental in Orrs Island, Maine, the area surrounding the southern tip of the island is particularly appealing. This charming neighbourhood offers a picturesque coastal atmosphere, with stunning views of the surrounding waters and easy access to the natural beauty that defines this region. The proximity to the scenic Harpswell Islands Scenic Byway makes it a superb base for exploring the area's breathtaking landscapes.

One of the top attractions in this area is the historic Bailey Island Bridge, which provides a lovely vantage point for photographs and a delightful stroll. Additionally, the nearby Giant's Stairs offers remarkable views of the rocky coastline and opportunities for hiking, making it a favourite spot for nature enthusiasts.
How much does it cost to rent a holiday home in Orrs Island?
Prices for holiday rentals in Orrs Island 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 Orrs Island 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 Orrs Island holiday house rentals?
You can find great discounts on house rentals in Orrs Island 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 Orrs Island?
For renting a beach house in Orrs Island, Maine, travellers should explore the scenic areas along the coastline, particularly near the picturesque Harpswell Sound. The waterfront properties in this region often feature stunning views of the ocean and easy access to sandy shores. Many rentals come equipped with amenities like private decks, outdoor dining spaces, and fully equipped kitchens, great for families or groups looking to enjoy a seaside getaway.

The area around the Bailey Island Bridge offers charming beach houses that provide a taste of local coastal life, with some properties boasting amenities such as kayaks or bicycles for exploring the nearby waters and trails. Additionally, the nearby Cundy's Harbour area has quaint cottages that are ideal for those seeking a quiet retreat, often featuring gardens and fire pits for evening gatherings.
What is the most popular type of holiday rental accomodation in Orrs Island?
In Orrs Island, holiday houses are the most popular type of rental, with around 16 available in the area. These homes often feature spacious layouts, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups looking for a comfortable stay. Many of these properties also include outdoor spaces, such as decks or gardens, where guests can relax while enjoying the coastal views.
Are there any family house rentals in Orrs Island?
In Orrs Island, there are numerous family-friendly house rentals available—around 25 options that cater to various needs. This charming locale offers a picturesque coastal setting, ideal for families looking to enjoy a relaxing getaway. Many properties feature spacious living areas, fully equipped kitchens for preparing meals together, and outdoor decks or patios great for soaking in the scenic views.
Can I find long-stay holiday rentals in Orrs Island?
A long-stay holiday rental in Orrs Island 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 Orrs Island?
In Orrs Island, there are several pet-friendly house rentals available, providing a friendly setting for travellers bringing their furry companions. The area features beautiful coastal scenery and a range of outdoor activities that both pets and their owners can enjoy. Many of the holiday rentals come equipped with amenities such as spacious backyards, outdoor seating areas, and fully equipped kitchens, superb for family gatherings or relaxing evenings after a day of exploring.
Are there any remote work holiday rentals in Orrs Island?
In Orrs Island, Maine, there are a variety of remote work holiday rentals available, with around 32 options to choose from. This picturesque island offers a serene environment great for those looking to balance work and leisure. Many properties come equipped with essential amenities for remote work, including high-speed Wi-Fi, dedicated desk spaces, and comfortable chairs to ensure productivity during your stay. Additionally, some rentals feature laptop workspaces and safes for added convenience and security. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Orrs Island holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Orrs Island 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 Orrs Island?
In Orrs Island, popular rental amenities include fully equipped kitchens, allowing guests to prepare their own meals during their stay. Most rentals also offer free Wi-Fi, ensuring that travellers can stay connected while enjoying their holiday. Guests can expect additional conveniences such as microwaves and refrigerators, which enhance the home-like experience.
How early should I book a Orrs Island holiday rental?
Book your Orrs Island 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 Orrs Island home rental booking on Vrbo?
To find Orrs Island 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 flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Orrs Island 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.

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