Islesboro vacation rentals
Book unique vacation rentals, houses, and more on Airbnb
Top-rated vacation rentals in Islesboro
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Islesboro vacation rentals
Stay near Islesboro's top sights
Other great vacation rentals in Islesboro
Apartment in Lincolnville
4.98 out of 5 average rating, 125 reviewsThe Treehouse at Sewall Orchard
Jun 23 – 30
Guest suite in Rockland
4.96 out of 5 average rating, 157 reviewsSalty Dog Hilltop Guest Suite (permit #SDR22-18)
Feb 3 – 10
Guest suite in Rockland
4.98 out of 5 average rating, 347 reviews5 Laurel Studio private entrance STR20-69
Oct 3 – 10
Cabin in Deer Isle
4.89 out of 5 average rating, 129 reviewsLong Cove Artist Cottage
May 12 – 19
Apartment in Rockport
4.96 out of 5 average rating, 352 reviewsONE BIG ROOM Studio in Rockport
Mar 4 – 11
Apartment in Rockport
4.96 out of 5 average rating, 231 reviewsThe perfect getaway - Camden/Rockport/Rockland
Dec 31 – Jan 7
Yurt in Appleton
4.96 out of 5 average rating, 225 reviewsSUMMER ROSE a Yurt for ALL Seasons
Nov 24 – Dec 1
Guesthouse in Sedgwick
4.96 out of 5 average rating, 235 reviewsTiny house with AC!!
Feb 28 – Mar 7
Other great vacation rentals in Islesboro
Apartment in Belfast
4.99 out of 5 average rating, 107 reviewsHarborview Escape Downtown Belfast
Nov 20 – 27
Apartment in Belfast
4.89 out of 5 average rating, 212 reviewsComfy, Convenient Studio Apartment Near Downtown
Sep 3 – 10
Guesthouse in Penobscot
4.99 out of 5 average rating, 167 reviewsSea Pearl
Aug 16 – 23
Guest suite in Brooksville
4.84 out of 5 average rating, 147 reviewsWestern Skies Guesthouse
Jul 6 – 13
Cottage in Blue Hill
4.88 out of 5 average rating, 190 reviewsBrand new cottage close to downtown Blue Hill
Jan 11 – 18
Tiny home in Islesboro
4.95 out of 5 average rating, 19 reviews"Bohemian Bungalow" Studio Island Guest Cottage
Aug 7 – 14
Cottage in Islesboro
4.83 out of 5 average rating, 42 reviewsOcean Front Island Cottage
Oct 8 – 15
Guesthouse in Islesboro
4.97 out of 5 average rating, 30 reviewsMain Cabin at Coveside on Islesboro
Dec 25 – Jan 1
Quick stats about vacation rentals in Islesboro
Total rentals
150 properties
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Pet-friendly rentals
50 properties allow pets
Family-friendly rentals
90 properties are a good fit for families
Total number of reviews
5.6K reviews
Nightly prices starting at
€ 47 before taxes and fees
Frequently Asked Questions
Do house rentals in Islesboro have a bbq area?
Absolutely! We offer over 40 house rentals with a bbq area in Islesboro. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly cottage rentals in Islesboro?
Islesboro has more than 20 family-friendly cottage rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do cottage rentals in Islesboro have air conditioning?
Absolutely! We offer over 10 cottage rentals with air conditioning in Islesboro. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in Islesboro have wireless internet?
Absolutely! We offer over 30 cottage rentals with wireless internet in Islesboro. Enjoy a tailored experience with all the comforts you desire.
Are there house rentals with a dedicated workspace in Islesboro?
Yes! Work meets play with ease at over 20 house rentals in Islesboro featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly house rentals in Islesboro?
Four-legged friends are welcome in Islesboro. Choose from more than 20 house rentals for guests traveling with pets.
How much does it cost to stay in cabin rentals in Islesboro?
Experience the best of Islesboro with our cabin rentals, starting at about $140 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
What are the most popular amenities for House Rentals in Islesboro?
Enhance your stay in our House Rentals with the most popular amenities: over 50 homes with wireless internet, over 20 homes with air conditioning, over 40 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.
Destinations to explore
- Portland Vacation rentals
- Bar Harbor Vacation rentals
- Old Orchard Beach Vacation rentals
- Bangor Vacation rentals
- Southern Maine Coast Vacation rentals
- The Hamptons Vacation rentals
- Boston Vacation rentals
- Montreal Vacation rentals
- Québec City Vacation rentals
- Québec Vacation rentals
- Halifax Vacation rentals
- Moncton Vacation rentals
- Family-friendly rentals Islesboro
- Rentals with outdoor seating Islesboro
- Kid-friendly rentals Islesboro
- Rentals with beach access Islesboro
- Rentals with a fire pit Islesboro
- Monthly Rentals Islesboro
- Rentals with a fireplace Islesboro
- Rentals with a washer and dryer Islesboro
- Waterfront rentals Islesboro
- Rentals with a patio Islesboro
- House rentals Islesboro
- Beachfront rentals Islesboro
- Cottage rentals Islesboro
- Pet-friendly rentals Islesboro
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom