Choose from 131 vacation rentals located in Islesboro, Maine. Top filters in Islesboro include Internet / Wifi, Kitchen or Kitchenette, and Parking. Prices range from $105 to $4,331 per night. Our most popular vacation rental types near Islesboro are Hotel and RV.

Top vacation rentals in Islesboro

Property view
10.0 / 10.0
Outstanding(73 Ratings)
Inchcliffe--Islesboro Island Waterfront Apartment
Apartment
 in Islesboro
3 guests · 1 bedroom · 1 bath
Kitchen or Kitchenette · Internet / Wifi · Parking

Looking for a Apartment in Islesboro, this Apartment for $192 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

$$$$
vrbo logo
View deal
Start earning One Key rewards
Smart TV, fireplace, DVD player, books
10.0 / 10.0
Outstanding(80 Ratings)
Rare July weeks available!! Panoramic views from this updated oceanfront home
House
 in Northport
10 guests · 5 bedrooms · 6 baths
Garden · Kitchen or Kitchenette · Internet / Wifi

Nestled in Islesboro, this House is perfect for your next vacation. Enjoy Rare July weeks available!! Panoramic views from this updated oceanfront home 's top-rated amenities, including Dishwasher, Fireplace and Internet / Wifi, and more.

$$$$
vrbo logo
View deal
Property view
9.3 / 10.0
Outstanding(69 Ratings)
The Inn at Ocean's Edge
Inn
 in Lincolnville
1 king bed
Garden · Pool · Kitchen or Kitchenette

Nestled in Islesboro, this Inn is perfect for your next vacation. Enjoy The Inn at Ocean's Edge's top-rated amenities, including Air conditioner, Fireplace and Internet / Wifi, and more.

$$$$
booking logo
View deal
Beachfront
Dining area
8.7 / 10.0
Excellent(108 Ratings)
Beach Cottage Inn
Inn
 in Lincolnville
1 full bed
Garden · Kitchen or Kitchenette · Air conditioner
Most favorited

Enjoy the best of Islesboro in our Inn, Beach Cottage Inn. A stunning property with amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$
booking logo
View deal

Vacation rentals with internet & wifi in Islesboro

Fitness facility
9.8 / 10.0
Outstanding(61 Ratings)
Near Camden, serene setting in the Maine woods, excellent reviews...800.00Week
Apartment
 in Camden
5 guests · 2 bedrooms · 1 bath
Garden · Kitchen or Kitchenette · Air conditioner

Looking for the perfect place to call home during your trip to Islesboro? This Apartment offers a comfort and style with top-notch amenities, including Air conditioner, Internet / Wifi and Laundry, and more.

$$$$
vrbo logo
View deal
Start earning One Key rewards
Exterior
10.0 / 10.0
Outstanding(61 Ratings)
Islesboro Island Maine Oceanfront Home on 12 Private Acres
House
 in Islesboro
8 guests · 5 bedrooms · 3 baths
Garden · Pets allowed · Kitchen or Kitchenette

The best choice in Islesboro for House, for $329 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$
vrbo logo
View deal
Outdoor spa tub
9.9 / 10.0
Outstanding(65 Ratings)
Gorgeous Waterfront Estate In Historic Bayside
House
 in Northport
12 guests · 6 bedrooms · 5 baths
Garden · Pets allowed · Kitchen or Kitchenette

Looking for a business stay, family stay, couples stay, getaway vacation, or traveling to Islesboro, at $2,179 per night for your next great vacation.

$$$$
vrbo logo
View deal
Start earning One Key rewards
Fridge, microwave, oven, stovetop
10.0 / 10.0
Outstanding(65 Ratings)
Island log home in Maine with ocean views
House
 in Islesboro
5 guests · 2 bedrooms · 1 bath
Garden · Pets allowed · Kitchen or Kitchenette

The best choice in Islesboro for House, for $225 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$
vrbo logo
View deal
city photo
Islesboro

Islesboro travel guide

Let us help you plan your perfect Islesboro vacation. Our travel guide highlights things to do, places to see, favorite vacation rental amenities in Islesboro, and more.

Frequently asked questions

What is the price range for rentals in Islesboro?

Vacation rentals in Islesboro have a price range between $105-$4,331. The average price for rentals in Islesboro is $233 per night.

What are the top things to do in Islesboro, ME?

Islesboro, ME is a great destination for outdoor activities. From kayaking and fishing, to hiking and biking, there is something for everyone to enjoy. Here are some of the top things to do in Islesboro, ME:

  • Kayaking
  • Fishing
  • Hiking
  • Biking

What are the most popular vacation rental amenities in Islesboro, ME?

The most popular vacation rental amenities in Islesboro, ME include:

  • Beach access
  • Outdoor recreation areas
  • Fitness centers
  • Indoor and outdoor pools
  • Spas and hot tubs

Many vacation rental properties offer amenities such as private decks, fireplaces, and outdoor grilling areas. Some rentals also provide access to private beaches and boat launches. Many vacation rental properties in Islesboro, ME are pet-friendly, making them a great choice for families traveling with their furry friends.

Vacation rental properties in Islesboro, ME also offer a variety of entertainment options, such as board games, video game systems, and home theaters. The properties often come with high-speed internet access and cable TV for added convenience. Many of the rental properties also provide access to private pools, hot tubs, and fitness centers.

Where is Islesboro, ME?

Islesboro, ME is an island town located on Islesboro Island in Penobscot Bay. It is part of Waldo County and is considered a summer haven for visitors and residents alike. There are many activities to enjoy on Islesboro, such as boating, fishing, kayaking, and visiting the many historic sites.

What are the best neighborhoods to visit in Islesboro, ME?

The best neighborhoods to visit in Islesboro, ME are:

  • Seal Cove
  • Seal Harbor
  • Islesboro Village

Seal Cove is known for its historic buildings, stunning views, and great restaurants. Seal Harbor is a great spot for swimming, fishing, and boating. Islesboro Village is a great place to explore the local history and culture.

What are the popular shopping destinations in Islesboro, ME?

The popular shopping destinations in Islesboro, ME are:

  • Islesboro General Store
  • Islesboro Island Market
  • The Islesboro Ferry Gift Shop

Is Islesboro, ME safe to travel to?

Islesboro, ME is a safe place to travel to. Here are a few reasons why:
  • Low crime rate
  • Plenty of outdoor activities to enjoy
  • Beautiful scenery to explore

What is the culture like in Islesboro, ME?

Islesboro, ME is a small island off the coast of Maine that is known for its picturesque landscape and vibrant culture. Here are five aspects of the culture in Islesboro, ME:

  • A strong sense of community: Islesboro is a tight-knit community where everyone looks out for each other.
  • A focus on the outdoors: Islesboro is home to a variety of outdoor activities, from sailing and kayaking to hiking and biking.
  • A commitment to the arts: Islesboro is home to a thriving arts community, with many galleries, theaters, and music venues.
  • A commitment to sustainability: Islesboro is committed to preserving its natural environment and promoting sustainable practices.
  • A respect for tradition: Islesboro is a place where traditional values are respected and celebrated.

Where can I find affordable accommodation in Islesboro, ME?

Islesboro, ME offers plenty of affordable accommodation options. Here are four of the best:

  • Islesboro Inn – Located on Main Street, this inn offers comfortable rooms and a great breakfast.
  • Islesboro House – This affordable hotel is located on the waterfront and offers stunning views.
  • Islesboro Cottages – These cozy cottages are perfect for a family vacation and offer plenty of amenities.
  • Islesboro Motel – This motel is located near the ferry and provides comfortable and affordable rooms.

How can I get around in Islesboro, ME?

You can get around in Islesboro, ME in a few different ways:

  • By car
  • By boat
  • By bike

The island has limited public transportation, but you can rent a car, or charter a boat, to get around the island.

What are the must-visit tourist attractions in Islesboro, ME?

Islesboro, ME is a beautiful town full of interesting and unique attractions. Here are some must-see tourist attractions in Islesboro, ME:

  • The Islesboro Historical Society
  • The Islesboro Islands Trust
  • The Islesboro Ferry
  • The Islesboro Central School
Visitors can also explore the many beaches and hiking trails, and take in the stunning views of Penobscot Bay. Islesboro is a great destination for a unique and memorable vacation.

What do I need to know before visiting Islesboro, ME?

Before visiting Islesboro, ME, it's important to know a few things. Firstly, Islesboro is a small island off the coast of Maine and is only accessible by ferry. Secondly, the island is home to a variety of outdoor activities, from hiking to kayaking, so be sure to pack the right supplies. Lastly, it is important to note that the island is a quiet place, so be sure to be respectful of the locals and their way of life.

  • Islesboro is a small island off the coast of Maine and is only accessible by ferry.
  • The island is home to a variety of outdoor activities, from hiking to kayaking.
  • Be respectful of the locals and their way of life.

What are the most popular vacation rental amenities in Islesboro?

  • Internet / Wifi
  • Kitchen or Kitchenette
  • Parking

Explore near Islesboro

Rentals near top attractions

Related vacation destinations

Nearby vacation destinations

Travel inspiration