Holiday Rentals Islesboro from £71: Find Short-Term Rentals & Holiday Accommodations

Q: What are some of the best holiday rentals that Islesboro has to offer?

Island log home in Maine with ocean views : This highly rated holiday home rental in Islesboro offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. You and your friends and family can relax into your holiday with amenities such as a garden.

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Our top choices for Islesboro holiday rentals

1. Trade Winds on the Bay

Rockland

Allene

includes taxes & fees

20 Oct - 21 Oct

A pond surrounded by trees, with two wooden chairs facing the water.

2. Charming Off- Grid cabin 5 min from the ocean in Midcoast Maine

Lincolnville

Becki C.

3. Romantic Coastal Escape near Harbor

Rockport

"My family of four greatly enjoyed our stay at this property. Location was very convenient to explore the mid coast towns of Rockport, Rockland, and Camden and all of their beautiful harbors. Having two bedrooms worked well for us along with the living room and a large open kitchen and full bathroom. The private entrance that leads up to the open top floor was easy to manage and appreciated. The quiet street was frequented by wild turkeys that roamed the yard and crossed the street on two...

Christopher H.

includes taxes & fees

21 Oct - 22 Oct

A serene lakeside setting with a wooden dock and a gazebo.

4. Cozy Cabin By The Pond, Sleeps 2

Waldo

Janeen

includes taxes & fees

1 Nov - 2 Nov

A coastal town with boats docked at a marina, surrounded by lush greenery and hills.

5. Pine Grove Cottages

Lincolnville

clinch

includes taxes & fees

18 Oct - 19 Oct

A wooden cabin with a door and window, surrounded by dense forest.

6. Restful Maine Cabin 6 • Fire Pit • Sauna • Beach

Stockton Springs

Marissa

includes taxes & fees

4 Nov - 5 Nov

A wooden deck with a glass door, two Adirondack chairs, and a bench.

7. New build! Beach cabin in the trees & onsite sauna

Stockton Springs

Tom A.

includes taxes & fees

8 Nov - 9 Nov

A cabin with a wooden exterior, surrounded by large rocks and trees.

8. Quiet Maine Cabin 2 • Hideaway in the Trees • Sauna

Stockton Springs

Marten K.

includes taxes & fees

20 Oct - 21 Oct

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Top Islesboro Hotel Reviews

Colonial Gables Oceanfront Village

10/10 Excellent

"My husband and I absolutely love this property. Our little cottage was perfect, had everything we needed for our stay.. walks on the beach hot cider and cookies at night.. curled up on the porch with a book during the day.. not too far from Bar harbor for a day trip... if you're looking for a place where you can relax and rejuvenate.. This is it. Everything was a 10 out of 10"

Find out more about Islesboro

Everything you need to know about Islesboro holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Islesboro holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Islesboro holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Islesboro holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Islesboro. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Islesboro holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Islesboro holiday rentals we have selected for you start as low as £71 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Islesboro rentals

At Expedia, we put the best Islesboro holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Islesboro rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Islesboro holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Islesboro. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a holiday rental in Islesboro?

Yes, there are holiday rentals close to the most popular sights in Islesboro, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Islesboro has to offer?

Island log home in Maine with ocean views: This highly rated holiday home rental in Islesboro offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. You and your friends and family can relax into your holiday with amenities such as a garden.

How many holiday rentals are there in Islesboro?

With 9 Expedia holiday rentals, you're guaranteed to find just the right place for your Islesboro stay.

What’s there to see and do in Islesboro?

While exploring the area, visit family-friendly sights like Penobscot Marine Museum, or get outside and enjoy nature at Lincolnville Beach. Warren Island State Park and Camden Hills State Park are a couple of places you'll find in the wider area.

What’s a holiday rental in Islesboro like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Islesboro. Holiday rentals offer extras like laundry facilities and kitchens so you'll feel right at home. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from shared hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for families.

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