Deer Isle holiday lettings

We found 435 holiday rentals — enter your dates for availability

Discover a selection of 28 homes and other holiday rentals in Deer Isle that are perfect for your trip. Holiday rentals offer the amenities that you expect for your family, friends or furry companion, such as a hot tub and garden. You'll be able to choose a property to rent for everyone's needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Deer Isle

Showing deals for:12 Dec - 19 Dec

Image gallery for The Enoch Cottage at East Boston Quarry

Exterior
9.8 out of 10 rating
Exceptional
(10 reviews)

The Enoch Cottage at East Boston Quarry

Vinalhaven, ME

8% off
Price is £1,179
for 7 nights, 1 cabin
£168 per night
includes taxes & fees
The Enoch Cottage at East Boston Quarry

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Find out more about Deer Isle

Find out more about Deer Isle

Why visit Deer Isle

  • Stunning Natural Beauty: Experience breathtaking landscapes and picturesque coastlines perfect for outdoor adventures.
  • Local Culture: Immerse yourself in the vibrant art scene and charming local spots that define Deer Isle.
  • Family-Friendly Activities: Enjoy a range of activities suitable for families, from beach outings to exploring private islands.
  • Historic Colleges: Visit the notable historic colleges that add a unique cultural element to the island.
  • Variety of Accommodations: Choose from cosy cottages, private homes, and modern apartments for a perfect holiday stay.

Popular types of accommodation in Deer Isle

Discover the charm of Deer Isle with our selection of holiday rentals, including houses, cosy cottages, and modern apartments. Whether you're seeking a romantic getaway or a family retreat, Deer Isle vacation rentals offer the perfect base for your adventures. Enjoy the stunning landscapes and local attractions, all while benefiting from transparency and savings with our customer-centric platform. Explore your ideal Deer Isle holiday rental today!

  • Houses: The most sought-after option for holiday rentals in Deer Isle, ideal for families or groups seeking comfort and privacy.
  • Cottages: A charming choice for those looking to enjoy a quaint retreat, offering a homely atmosphere amidst nature.
  • Apartments: A convenient accommodation type perfect for couples or solo travellers wishing for a central location.
  • Cabins: A rustic option for those wanting a unique experience in the great outdoors.
  • Condos: A modern alternative that provides amenities and often stunning views, great for a relaxing stay.**

Top attractions in Deer Isle

Deer Isle, Maine, is perfect for those seeking adventure and stunning scenery, offering a delightful mix of beaches, historic colleges, and art galleries. Visitors can immerse themselves in the local culture while enjoying outdoor experiences. Key attractions include the beautiful Maine beaches and the charm of private islands, ideal for families and solo travellers alike. Don't miss the friendly local spots that make Deer Isle a unique vacation destination.

  • Haystack Mountain School of Crafts: This esteemed institution fosters creativity and craftsmanship amidst stunning coastal scenery. Visitors can enjoy workshops and exhibitions that showcase various art forms, immersing themselves in the vibrant local culture and artistic community.
  • Barred Island Preserve: A haven for outdoor enthusiasts, this picturesque reserve features scenic trails and breathtaking views. Explore its diverse ecosystems and enjoy the thrill of hiking, birdwatching, and discovering the natural beauty of Deer Isle.
  • Deer Isle-Stonington Historical Society: Delve into the rich history of the region at this engaging museum, showcasing artefacts and stories that illuminate the area's cultural heritage. It’s a perfect spot for history buffs to learn about the local way of life.

Things to do recommended for couples

For a romantic getaway in Deer Isle, indulge in a delightful meal at Stonington Sea Products, just 2.5km away, offering a charming atmosphere. For a bit of fun, head to Golfer's Crossing Mini Golf, located 12.4km away, perfect for a playful afternoon together.

Things to do recommended for families

Your family will delight in exploring the stunning landscapes of Deer Isle, with activities such as kayaking in the calm waters, visiting the charming art galleries, and enjoying a picnic at the picturesque Causeway Beach. It's a perfect destination for creating lasting memories together.

Things to do recommended for groups

Explore Blue Hill Books for a charming literary experience, or enjoy a round of golf at Castline Golf Club, perfect for outdoor enthusiasts. Wind down with a delightful evening at The Barnacle, where you can savour drinks in a romantic and entertaining atmosphere.

What do I need to keep in mind when booking a vacation in 'Deer Isle

If you're planning a trip with a group, family, pets, or seeking extended stays, it's important to filter your options based on your specific needs. Here are some helpful booking tips for Vrbo.

  • Traveling to Deer Isle with a group: Think about how many bedrooms you require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Deer Isle with young kids: Travelling with young children can be quite demanding. It's essential to prioritise their comfort and safety, along with ensuring access to suitable amenities, like a private swimming pool. Additionally, it's wise to take into account how close you are to family-friendly attractions.
  • Taking your pets with you to Deer Isle: For many families, a holiday wouldn't feel complete without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Deer Isle: If you're in search of holiday rentals offering discounts for stays of a month or more, you've come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Deer Isle

Deer Isle, Maine, is an idyllic destination for outdoor enthusiasts and adventure seekers. Nestled in the picturesque coast of Maine, this charming island offers stunning scenery and a family-friendly atmosphere. Explore the enchanting surroundings, embark on thrilling adventures, or enjoy a romantic getaway. With its unique blend of natural beauty and vibrant local culture, Deer Isle promises an unforgettable holiday experience, whether you're seeking relaxation or excitement.

  • Stonington: Located a mere 3.1km from Deer Isle, Stonington is a charming coastal town that offers a delightful blend of outdoor adventure and scenic beauty. Known for its picturesque hiking trails, visitors can explore the stunning landscapes of the nearby national and state parks. The town is also home to a vibrant arts scene, with local theatres and operas showcasing community talent. Stonington’s waterfront provides excellent opportunities for boating and fishing, making it a perfect spot for those who appreciate nature and the arts.
  • Brooklin: Just 3.7km away from Deer Isle, Brooklin is a quaint town celebrated for its breathtaking scenery and outdoor pursuits. The area is ideal for hiking enthusiasts, with numerous trails winding through its lush surroundings. Brooklin is also a hub for education and recreational activities, offering facilities that cater to a variety of interests. Visitors can immerse themselves in the natural beauty of the nearby national and state parks, and enjoy the tranquil lakes, making it a serene getaway for nature lovers.
  • Little Deer Isle: Situated 2.5km from Deer Isle, Little Deer Isle is a picturesque island known for its stunning landscapes and outdoor activities. This charming locale invites visitors to explore its beautiful hiking trails, and enjoy recreational areas that are perfect for family outings. The island’s proximity to national and state parks enhances its appeal, offering ample opportunities for nature exploration. Additionally, local theatres provide a glimpse into the vibrant community spirit, ensuring a memorable visit filled with adventure and scenic experiences.

Best time to go to Deer Isle

If you're planning a trip to Deer Isle, it's a good idea to check both the weather and property rates. The warmest months are July and August. Peak season runs from June to August, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January26.1°F (-3.3°C)Light RainMostly CloudyAverageSlightly Low
February26.8°F (-2.9°C)Light RainMostly CloudyAverageSlightly Low
March33.1°F (0.6°C)Light RainMostly CloudyAverageSlightly Low
April42.4°F (5.8°C)Light RainMostly CloudyAverageAverage
May51.8°F (11.0°C)Light RainMostly SunnyAverageAverage
June59.2°F (15.1°C)Light RainMostly SunnyModerately HighSlightly High
July65.8°F (18.8°C)Light RainMostly SunnyModerately HighSlightly High
August65.8°F (18.8°C)Light RainMostly SunnyModerately HighSlightly High
September60.1°F (15.6°C)Light RainMostly SunnyAverageAverage
October51.4°F (10.8°C)Light RainMostly SunnyModerately LowAverage
November41.2°F (5.1°C)Light RainMostly SunnyModerately LowAverage
December32.5°F (0.3°C)Light RainMostly CloudyModerately LowAverage

Booking with Vrbo is a breeze

Are you hoping to cut costs on your upcoming journey? Consider adjusting your travel dates, as prices can vary significantly. Additionally, opting for a longer stay often leads to substantial savings. To discover the perfect Vrbo property that suits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board offers a handy platform for planning your next adventures, allowing you to seamlessly continue from where you last stopped or to review and arrange your travel plans. You’ll discover your saved or booked properties neatly organised into Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Travel to adventurous Deer Isle

The area's art galleries and museums are just some of the reasons to come on holiday to Deer Isle. One of the city's many top draws is its university setting. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Sightseeing in and around Deer Isle

Are you hoping to find 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 Deer Isle a one-of-a-kind holiday spot. These are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Cellardoor Winery (20.1 mi / 32.3 km)
  • Owls Head State Park (20.5 mi / 33 km)
  • Samoset Resort Golf Course (21.5 mi / 34.6 km)
  • Stonington Sea Products (3.8 mi / 6.1 km)
  • Castline Golf Club (13.1 mi / 21.1 km)
  • Northeast Harbor Golf Club (19.6 mi / 31.5 km)

Exploring the natural landscape of Deer Isle

Whether you're an active traveller or just want to spend some time taking in the scenery, Deer Isle is a great spot to appreciate mother nature. These are some of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • Acadia National Park (21.5 mi / 34.6 km)
  • Lincolnville Beach (16.8 mi / 27.1 km)
  • Long Pond (17.2 mi / 27.7 km)
  • Echo Lake Beach (18.1 mi / 29.1 km)
  • Megunticook Lake (19.1 mi / 30.7 km)
  • Camden Harbor Park and Amphitheatre (19.1 mi / 30.8 km)

How to get to and around Deer Isle

Fly into Bar Harbor, ME (BHB-Hancock County - Bar Harbor), the closest airport, located 21.9 mi (35.3 km) from the city centre. If you're unable to find a flight that fits your schedule, you could also fly into Rockland, ME (RKD-Knox County Regional), which is 23.5 mi (37.8 km) away.

Frequently asked questions

What is the best area to stay in Deer Isle when booking a holiday rental?
When considering a holiday rental in Deer Isle, Maine, the neighbourhood of Stonington is an excellent choice. Known for its charming coastal atmosphere, Stonington offers a vibrant arts scene and stunning waterfront views. One of the top attractions in this area is the Stonington Opera House, which hosts a variety of performances and events throughout the year, making it a cultural hub for visitors and locals alike. Additionally, the picturesque Stonington Harbor provides opportunities for boating and fishing, allowing you to immerse yourself in the region's maritime heritage.

Another lovely area to consider is Deer Isle Village, which boasts a quaint, small-town charm and a close-knit community feel. This spot is ideal for those looking to explore local shops and galleries that showcase the work of talented artisans. A visit to the nearby Haystack Mountain School of Crafts is a must for anyone interested in the arts, as it often hosts exhibitions and workshops that highlight the creativity of the region.
How much does it cost to rent a holiday home in Deer Isle?
Prices for holiday rentals in Deer Isle 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 Deer Isle 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 Deer Isle holiday house rentals?
You can find great discounts on house rentals in Deer Isle 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 Deer Isle?
For renting a beach house in Deer Isle, Maine, consider the areas around the charming village of Stonington, which is known for its picturesque waterfront and vibrant arts scene. Here, you can find holiday rentals that often feature stunning views of the ocean, private decks, and easy access to the beach. Many properties come with amenities such as fully equipped kitchens, outdoor grilling areas, and spacious living rooms, making them ideal for families or groups looking to enjoy a seaside getaway.

Additionally, the nearby Isle au Haut offers unique rental options, where visitors can engage in nature. Some houses in this area boast rustic charm with contemporary comforts, including wood-burning stoves, large windows for natural light, and sometimes even kayaks or bicycles for exploring the coastal waters and trails. The proximity to Acadia National Park further enhances the appeal, providing opportunities for hiking, biking, and birdwatching.
What is the most popular type of holiday rental accomodation in Deer Isle?
In Deer Isle, holiday houses are the most popular type of accommodation, with approximately 17 available throughout the area. These properties typically offer a warm and friendly space, featuring multiple bedrooms, fully equipped kitchens, and spacious living areas that are superb for families or groups. Many of these houses also come with outdoor spaces where guests can enjoy the scenic views of the coastline or relax in the fresh air.
Are there any family house rentals in Deer Isle?
In Deer Isle, Maine, there are numerous family-friendly house rentals available, with around 12 options to choose from. This picturesque area is known for its stunning coastal scenery and charming small-town atmosphere, making it an ideal destination for families. Many properties in the locale feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where children can play and explore.

Visitors can enjoy amenities such as Wi-Fi, laundry facilities, and sometimes even private decks or gardens that take advantage of the beautiful surroundings. The proximity to the shoreline allows families to partake in various outdoor activities, from kayaking and boating to exploring local beaches.
Can I find long-stay holiday rentals in Deer Isle?
A long-stay holiday rental in Deer Isle 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 Deer Isle?
In Deer Isle, there are some delightful pet-friendly house rentals available, with a total of 12 options to choose from. Many of these properties come equipped with amenities such as fully furnished kitchens, spacious living areas, and outdoor spaces where pets can enjoy the fresh air. Travellers can expect to find charming coastal homes that often feature lovely views of the surrounding waters, making them superb for a relaxing getaway.
Are there any remote work holiday rentals in Deer Isle?
In Deer Isle, Maine, there are numerous remote work holiday rentals available, with around 24 options to choose from. This picturesque area is known for its stunning coastal scenery and vibrant art community, making it an inspiring place to work remotely. Most properties are equipped with essential amenities such as Wi-Fi, dedicated desks, and comfortable desk chairs, ensuring that you have a conducive workspace during your stay. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Deer Isle holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Deer Isle 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 Deer Isle?
In Deer Isle, popular rental amenities include essential kitchen appliances such as microwaves and refrigerators, allowing guests to prepare their own meals during their stay. Additionally, stovetops and toasters are commonly found in these holiday rentals, suiting the needs of travellers who prefer a self-catering experience.
When is the best time to visit Deer Isle for a holiday rental?
The best time to visit Deer Isle for a holiday rental is during the peak summer season, from June to August, with July being the most popular month. This vibrant period attracts travellers eager to soak in the stunning coastal scenery, enjoy outdoor adventures, and immerse themselves in the local arts and culture scene. With warmer temperatures typically ranging from the mid-teens to low 20s Celsius, it's an ideal time for kayaking, hiking, and exploring the picturesque villages dotted along the coastline.

During these months, visitors can take advantage of the lively atmosphere, with local events and festivals adding to the charm. The warm weather also makes it great for enjoying fresh seafood at waterfront restaurants or simply relaxing on the beautiful beaches.

If you're seeking a more budget-friendly experience, consider visiting in November. This off-peak month offers a quieter atmosphere, allowing you to appreciate the natural beauty of Deer Isle, including its rugged coastline and serene landscapes. You can enjoy leisurely walks and breathtaking views without the summer crowds while still experiencing the unique character of the area.
How early should I book a Deer Isle holiday rental?
Book your Deer Isle 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 Deer Isle?
In Deer Isle, visitors can take part in the natural beauty and artistic charm of the area. The picturesque Deer Isle Village is known for its quaint shops and galleries, showcasing local artists and craftsmen. Holiday rentals in this part of the island often provide easy access to the waterfront, where one can enjoy scenic views of the surrounding coast.
Can I change or cancel my Deer Isle home rental booking on Vrbo?
To find Deer Isle 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 Deer Isle 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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