Islesboro Vacation Rentals from $99: Search Short-Term Rentals

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

Island log home in Maine with ocean views : This highly rated vacation home rental in Islesboro offers a fireplace, a patio, and a barbecue grill 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 vacation with amenities like a garden.

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Our top choices for Islesboro vacation rentals

1. Pine Grove Cottages

Lincolnville

clinch

$219 nightly

Sep 20 - Sep 21

Total with taxes and fees

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

Lincolnville

Becki C.

$142 nightly

Sep 20 - Sep 21

Total with taxes and fees

3. Trade Winds on the Bay

Rockland

Todd

$91 nightly

Oct 18 - Oct 19

Total with taxes and fees

4. Pine Grove Cottages : Cottage 6 - Studio Cottage - Pet Friendly

Lincolnville

Jeanean W.

$238 nightly

Sep 20 - Sep 21

Total with taxes and fees

5. Peaceful 2-bedroom cottage in charming Lincolnville, near lake, winery & Camden

Lincolnville

Julie

$193 nightly

Oct 16 - Oct 17

Total with taxes and fees

6. Pine Grove Cottages: Cottage 11

Lincolnville

Jack S.

$286 nightly

Sep 20 - Sep 21

Total with taxes and fees

7. Romantic Coastal Escape near Harbor

Rockport

$243 nightly

Oct 19 - Oct 20

Total with taxes and fees

8. Cozy Cabin 3 • Forest Escape • Cedar Sauna + Firepit

Stockton Springs

Shoko

$254 nightly

Sep 29 - Sep 30

Total with taxes and fees

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Top Islesboro Hotel Reviews

Fireside Inn & Suites - Belfast

10/10 Excellent

"Lovely balcony, big rooms, easy parking, very friendly staff, great food and state park nearby, and best of all — dog friendly hotel!!"

High Tide Inn

10/10 Excellent

"I have so many wonderful things to say about The High Tide Inn. I’m not sure where to begin. I’ll start with the staff. At check-in, Holly made me feel more welcomed than I have ever been at any other property. She was incredibly kind and helpful. She even anticipated my needs, showing me to the coffee bar. Throughout our three nights stay, she went above and beyond helping us research excursions to plan, places to see and things to do. On my first morning, I met the innkeeper, Mark. He was preparing the muffins and popovers for the breakfast the Inn offers. He took the time to talk with me, made sure all of my needs were being met, and he even assisted in preparing a special breakfast for our special needs son. The Inn itself is cozy and welcoming. The seating areas are warm and lovely, and the breakfast area offers a spectacular waterfront view. It is a very short walk down to the beach where I watched the sunrise each morning. The Inn has an outdoor seating area complete with an outdoor gas fireplace. The room was immaculate with quality toiletries provided. Each room has a refrigerator and a coffee maker, however, locally roasted coffee is provided in the breakfast room, along with tea and water. The High Tide Inn was exceptional in every aspect from the staff, to the service, to the property, to the amenities. I didn’t want to leave."

Find out more about Islesboro

Everything you need to know about Islesboro vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Islesboro vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Islesboro vacation 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 low season months. For more hustle and bustle, you may prefer to visit Islesboro in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $99 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Islesboro rentals

At Expedia, we put the best Islesboro vacation 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 vacation.

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.

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Frequently asked questions

Can I find a vacation rental in Islesboro?

Yes, you can find vacation rentals close to the most popular points of interest in Islesboro, or you can choose a more remote option if you're looking for a relaxing stay.

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

Island log home in Maine with ocean views: This highly rated vacation home rental in Islesboro offers a fireplace, a patio, and a barbecue grill 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 vacation with amenities like a garden.

How many vacation rentals are there in Islesboro?

With 9 Expedia vacation rentals, you're sure 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 Perry's Nut House, 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 larger area.

What’s a vacation rental in Islesboro like?

Vacation rentals are private properties where you can stay for short or long periods in Islesboro. Vacation rentals offer amenities like WiFi and washers and dryers so you'll have everything you want. If you're concerned about cleanliness, vacation rentals can provide a sense of seclusion away from shared hotel elevators and busy concierge desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for family trips.

Islesboro Vacation Rentals

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Check prices for these dates

Our top choices for Islesboro vacation rentals

1. Pine Grove Cottages

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

3. Trade Winds on the Bay

4. Pine Grove Cottages : Cottage 6 - Studio Cottage - Pet Friendly

5. Peaceful 2-bedroom cottage in charming Lincolnville, near lake, winery & Camden

6. Pine Grove Cottages: Cottage 11

7. Romantic Coastal Escape near Harbor

8. Cozy Cabin 3 • Forest Escape • Cedar Sauna + Firepit

9. Private Cottage for Romantic Vacations near West Penobscot Bay, Maine

10. Cozy Cottage with Private Patio & Modern Amenities near Camden, Maine

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

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

13. Cabin 1 Near Sandy Point Beach + Wood-Fired Sauna

14. Beautiful Maine Cabin 5 • Wood Fired Cedar Sauna

15. Waterfront Getaway Near Acadia w/ Spectacular View

16. Pine Grove Cottages: Cottage 4: Studio Cottage - Pet Friendly

17. SeaRiver Cabin on the Bagaduce, Kayaks Included. Seals, Wildlife, Birds & Nature

18. Country Charm: Cozy getaway in delightful Searsport

19. Rustic Retreat Across From Lake; Family Friendly!

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

Find vacation rentals that suit your style

Top Islesboro Hotel Reviews

Fireside Inn & Suites - Belfast

Find out more about Islesboro

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