Deer Isle holiday lettings

We found 530 holiday rentals — enter your dates for availability

Select from 35 homes, 11 cottages and other holiday rentals in Deer Isle to find one that's 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:25 Sept - 2 Oct

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

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10 out of 10, Exceptional, (7 reviews)
Exceptional
(7 reviews)

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

Stockton Springs

7% off
Price is £2,121
for 7 nights, 1 room
£303 per night
includes taxes & fees
Welcome to The Wonky Donkey! Where life can relax with a little humor & sanity

Find spaces that suit your style

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)
  • Northeast Harbor Golf Club (19.6 mi / 31.5 km)
  • Perry's Nut House (20.4 mi / 32.8 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)
  • Ship Harbor Nature Trailhead (17.5 mi / 28.1 km)
  • Echo Lake Beach (18.1 mi / 29.1 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, a popular area to stay is around the charming village of Stonington. This picturesque fishing community offers a delightful atmosphere with its quaint streets, lovely waterfront views, and a vibrant local art scene. Stonington is also home to some of the finest seafood restaurants, where you can savour the freshest catches of the day.

Another appealing option is the vicinity of Deer Isle itself, which boasts stunning natural beauty and an array of outdoor activities. Visitors can explore the beautiful hiking trails and enjoy the breathtaking coastal scenery, making it a great spot for nature lovers. Additionally, the area is known for its proximity to the iconic Haystack Mountain School of Crafts, which is a fantastic attraction for those interested in arts and crafts.

In terms of holiday rentals, Deer Isle has a variety of options, ranging from cosy cottages to more spacious homes, suiting different preferences and group sizes.
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, the area around the picturesque village of Stonington is highly recommended. This charming community is located on the southern tip of Deer Isle and offers stunning waterfront views and easy access to the rocky coastline. Many holiday rentals here come with amenities such as spacious decks for outdoor dining, private beaches, and fully equipped kitchens, making them great for families or groups seeking a coastal retreat.

Another lovely area to consider is the western side of Deer Isle, near the scenic Reach Road, where you can find beautiful properties located among the trees with panoramic views of the surrounding waters. These rentals often feature cozy living spaces with fireplaces, outdoor grills, and large windows to take in the natural beauty. Additionally, some properties may provide access to kayaks or paddleboards for exploring the serene waters.

Visitors can also explore the nearby Deer Isle Village, which offers a quaint atmosphere with local shops, galleries, and dining options, enhancing the experience of staying on the island.
What is the most popular type of holiday rental accomodation in Deer Isle?
In Deer Isle, holiday houses are the most popular type of holiday rental, with around 75 available throughout the area. These properties often feature spacious layouts, multiple bedrooms, fully equipped kitchens, and outdoor areas to enjoy the stunning coastal views. Many families and groups appreciate the home-like atmosphere provided by these rentals, making them a great choice for a relaxing getaway. Additionally, there are about 27 cottages and several cabins, apartments, and chalets scattered around the island, offering varied options for travellers seeking a great experience.
Are there any family house rentals in Deer Isle?
In Deer Isle, Maine, there are some family-friendly house rentals available, with around 14 options throughout the area. This charming locale offers a unique blend of coastal beauty and serene surroundings, making it an excellent spot for families. Many of these homes 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 and laundry facilities, ensuring a comfortable stay. Families will appreciate the proximity to beautiful beaches, scenic hiking trails, and the local art scene, including galleries and workshops that showcase the region's vibrant community.
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 numerous pet-friendly house rentals available, with around 20 options to choose from. The area is known for its stunning coastal scenery and charming island atmosphere, making it an excellent destination for those travelling with pets. Many of the holiday rentals come equipped with amenities such as fully stocked kitchens, outdoor spaces for relaxation, and proximity to beautiful local beaches.

The neighbourhood offers easy access to pet-friendly points of interest, including scenic walking trails along the coast and parks where you can enjoy leisurely strolls with your furry companions. Additionally, the nearby Blue Hill Bay and the surrounding natural beauty provide ample opportunities for outdoor adventures, making it a wonderful place for both you and your pets to explore and unwind.
Are there any remote work holiday rentals in Deer Isle?
In Deer Isle, Maine, there are plenty of remote work holiday rentals available, with around 105 options to choose from. This picturesque area, known for its stunning coastal views and rich artistic community, offers a serene environment great for those looking to blend work and leisure. Many properties come equipped with reliable internet services, ensuring that you can stay connected while enjoying the tranquillity of the surrounding nature.

You can expect amenities such as dedicated workspaces, Wi-Fi, and comfortable living areas that allow for both productivity and relaxation. Some rentals also feature outdoor spaces or scenic views, providing an ideal backdrop for taking breaks or unwinding after a long day. 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 primarily include kitchens, allowing guests to prepare their own meals using local ingredients. Many properties also feature decks or patios, providing lovely outdoor spaces to enjoy the scenic beauty of the area. Coffee and tea makers are commonly found in these rentals, ensuring guests can start their day with a warm beverage. Onsite parking is often available, making it convenient for those travelling by car.
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 season from June to August. This vibrant period attracts many travellers drawn to the stunning coastal scenery, charming artisan shops, and a variety of outdoor activities, including kayaking, hiking, and exploring the picturesque beaches. July is particularly popular, featuring warm temperatures averaging around 20 to 25 degrees Celsius, making it ideal for enjoying the great outdoors and immersing yourself in the local culture.

During these summer months, you can expect a lively option as visitors flock to enjoy the natural beauty and community events. The pleasant weather creates superb conditions for sightseeing, relaxing by the shore, or indulging in fresh seafood at local eateries.

For those seeking a more budget-friendly experience, consider planning your visit in November. While this month is part of the low season, it offers a unique opportunity to experience the tranquil beauty of Deer Isle with fewer crowds. The fall colours, combined with the crisp air, create a serene backdrop for leisurely walks and cozy evenings.

Ultimately, the ideal time to visit Deer Isle hinges on whether you prefer the bustling summer energy or the peaceful charm of the shoulder season.
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, Maine, visitors can engage in the natural beauty and artistic culture of the area. One of the top attractions is the Haystack Mountain School of Crafts, which offers workshops and exhibitions showcasing local artisans. The picturesque scenery can be enjoyed at the nearby Acadia National Park, where hiking trails and stunning coastal views await.

The quaint village of Stonington is also worth exploring, featuring charming shops, galleries, and the Stonington Opera House, which hosts various performances and events. For those interested in marine life, the Island Heritage Trust offers opportunities for nature walks and educational programs about the local ecosystem.

Additionally, the scenic Deer Isle Bridge provides breathtaking views and is a popular spot for photography.
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 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 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.
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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