Islesboro vacation rentals

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Top-rated vacation rentals in Islesboro

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Guest favorite

Cottage in Lincolnville

4.91 out of 5 average rating, 334 reviews

Eco-friendly studio - ocean views, close to beach

Ecofriendly guest cottage in the heart of Lincolnville Beach, on Rt 1 (a busy road that runs from Maine to Florida), is a sunny studio (with blinds) with a murphy bed, full bathroom, breakfast nook (sink/fridge/microwave - no oven, no stovetop) and amazing views of Penobscot Bay. It's a quick walk to one of Maine's sandy beaches, restaurants, shops, coffee roaster, and a neighborhood market. Drive a few miles to hiking trails, Mount Battie, and the towns of Belfast, Camden, Rockport + Rockland.

Guest favorite

Apartment in Rockport

4.96 out of 5 average rating, 231 reviews

The perfect getaway - Camden/Rockport/Rockland

Bayview Suite is the perfect getaway! Centrally located in Rockport, allowing easy access to Camden, Rockland & Bar Harbor. Country living, yet close to downtown (2.5 miles) without the busy traffic and noise. Located on 20 acres with farmland and live stock surrounding this peaceful and beautiful property. Fresh local farm stands within walking distance. Mountain bike trail on property to reach the area ski lodge & swimming pond. Great for swimming, boating, fishing, biking, hiking & skiing.

Guest favorite

Guesthouse in Lincolnville

4.97 out of 5 average rating, 332 reviews

"The Lair" Guesthouse

"The Lair" is a just recently renovated small 200 square foot cabin with vaulted ceilings and plenty of natural sunlight. The building is located close to Green Tree Coffee and Tea, a coffee roaster, so the aroma of coffee will be in the air. We located about 400 yards South of the Islesboro Ferry and Lincolnville Beach and 2.4 milres North of Camden Hills State Park and Mount Battie. Free coffee and tea everyday, all day! We are closed for Winter, will re-open Mid-April. Thank you.

Guest favorite

Guesthouse in Lincolnville

4.98 out of 5 average rating, 161 reviews

Peaceful Suite - Hiking, Beach, Nature

Welcome to the “East Wing”! The complete apartment is new: salt box style with beautiful views of nature (hummingbirds, fireflies, starry skies). The East Wing is first to greet the sun in the morning. Enjoy your coffee on the private deck, or sip wine at night by the fire pit. Close to Tanglewood Rd (4H camp) , Camden Hills State Park trails, and Lincolnville Beach(1 -2 miles). The area is quiet- yet just a few miles away from shopping and restaurants in Camden, Belfast, & Rockland.

Guest favorite

Guesthouse in Orland

4.99 out of 5 average rating, 107 reviews

Cozy cottage in Orland Village-Penobscot Bay area

Charming cottage in Orland Village, 2 minutes from Bucksport, a short walk away from the Orland River and its estuary on the Penobscot Bay. Nestled on 3.5 acres of wooded land, 300 ft behind an 18th-century colonial house. Completely self-contained with equipped kitchen. Fast 400 Mbs cable internet/WiFi. 45 minutes to Acadia National Park, 30 min. to Belfast, 20 min. to Castine. Perfect base for hiking, kayaking, sailing, or discovering the maritime past of the area. Pet friendly!

Guest favorite

Apartment in Belfast

4.99 out of 5 average rating, 262 reviews

Room with a Brew

Welcome to our new building. "A Room With a Brew" is located above Belfast's newest craft brewery, Frosty Bottom Brewing. A small community supported brewery open 2 days/week for 3-4 hours for beer share members. Guests can request a tour of the brewery and sample some fresh beer. Owners live in downtown Belfast and are available should any issues arise during your stay. The apartment/brewery is located 3 miles from downtown on a quiet road that offers local hiking and biking.

Guest favorite

Home in Appleton

4.96 out of 5 average rating, 123 reviews

The Barn

I call my place "The Barn" because as I was finishing it it took the shape and feel of a barn. It's not a barn. It's a quiet post and beam open concept building (a Jamaica Cottages kit) set among the fields of Appleton Maine. You'll sleep in the loft or on a futon on the main floor. The bathroom is huge, 10X10, with a heated floor. It's an open concept kitchen and living space. From Appleton you are 20 miles away from the tourist destinations of Camden, Rockland, and Belfast.

Guest favorite

Apartment in Camden

4.99 out of 5 average rating, 111 reviews

Sunny In-Town Camden Studio, 15% weekly discount

Make this cozy, contemporary studio apartment your home-away-from-home. Located just two blocks from downtown Camden, it's a five minute walk to downtown in one direction, or to one of the many trailheads in Camden Hills State Park in the other. In any season, our central location gives you access to the best of the Midcoast. *COVID19 Update: We are following CDC guidelines to clean and disinfect our space and offer self check-in to minimize person to person contact.

Guest favorite

Apartment in Lincolnville

4.98 out of 5 average rating, 125 reviews

The Treehouse at Sewall Orchard

Two larger apartments on site, see "The Space" for details. Please visit our mountainside organic orchard! From the tiny, post & beam barn apartment enjoy views of the Camden Hills, or, if you hike our blueberry hill, all the way to Acadia w/ lake & ocean views. Short drive to Lincolnville Beach, Megunticook Lake, hiking trails, towns of Belfast & Camden. 1 br, pull-out sngl couch, tiny br w/ shower, "galley" kitchen, AC. Back deck for breakfast or stargazing.

Guest favorite

Cottage in Rockport

4.95 out of 5 average rating, 166 reviews

Designer’s Coastal Retreat with Simple Luxuries

A designer’s stunning retreat just a short walk to Rockport harbor. This newly renovated 1920’s one bedroom cottage is tucked into a forested granite hillside with oversized windows to take in the view. Artfully furnished with a minimalist sensibility, the space has been fully winterized in order to be a year round sanctuary. A top of the line steam shower, heated bathroom floor, modern gas fire place, and pigmented plaster walls add touches of luxury.

Guest favorite

Guest suite in Rockland

4.96 out of 5 average rating, 157 reviews

Salty Dog Hilltop Guest Suite (permit #SDR22-18)

This guest suite is located in the lower level of our NetZero post & beam home which sits on a mountain overlooking the Penobscot Bay. The over 600 sq. ft. large open floor plan is spacious & clean with a large private patio. The location is quiet and peaceful while only 5 minutes from the action in downtown Rockland and only 15 minutes from Camden. This is a great home base to explore all that the Midcoast area has to offer.

Guest favorite

Chalet in Lincolnville

4.98 out of 5 average rating, 132 reviews

Charming home near ocean & close to Camden/Belfast

Cozy coastal home within walking distance of Ducktrap Beach in Lincolnville. Enjoy a relaxing stay at our house situated on 5 private acres of wooded trails, 1/3 mile from a public beach. Private location with spacious deck and open yard, bordered by a meandering stream, beautiful Maine pine trees, wild flowers and ferns. 15 minutes to Camden or Belfast & 1.5 hours to Acadia National Park.

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Islesboro vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Stay near Islesboro's top sights

Lincolnville Beach42 locals recommend

Whale's Tooth Pub & Restaurant - Lobster Rolls - Cocktails - Craft Beer - Waterfront Dining23 locals recommend

Lobster Pound Restaurant16 locals recommend

McLaughlin's Lobster Shack11 locals recommend

The Hoot26 locals recommend

Dots18 locals recommend

Other great vacation rentals in Islesboro

Guest favorite

Apartment in Belfast

4.99 out of 5 average rating, 110 reviews

Harborview Escape Downtown Belfast

Guest favorite

Guesthouse in Lincolnville

4.94 out of 5 average rating, 120 reviews

Ocean View Beach Loft Carriage House Lincolnville

Guest favorite

Apartment in Belfast

4.89 out of 5 average rating, 217 reviews

Comfy, Convenient Studio Apartment Near Downtown

Guest favorite

Guesthouse in Sedgwick

4.96 out of 5 average rating, 235 reviews

Tiny house with AC!!

Guest favorite

Cottage in Lincolnville Maine

5.0 out of 5 average rating, 101 reviews

Rocky Top Hideaway with level 2 charging station.

Guest favorite

Home in Camden

5.0 out of 5 average rating, 158 reviews

Quaint 3 Bedroom In Town Camden Home

Guest favorite

Guesthouse in Camden

4.99 out of 5 average rating, 151 reviews

In-town Private Suite.

Guest favorite

Home in Brooks

4.9 out of 5 average rating, 202 reviews

Cedar Swamp Farm

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Other great vacation rentals in Islesboro

Guest favorite

Apartment in Belfast

4.88 out of 5 average rating, 175 reviews

Sunny apartment overlooks Main St.

Guest favorite

Guest suite in Rockland

4.98 out of 5 average rating, 352 reviews

5 Laurel Studio private entrance STR20-69

Guest favorite

Home in Rockport

4.95 out of 5 average rating, 264 reviews

Sweet home away (pet friendly)

Guest favorite

Cabin in Freedom

4.9 out of 5 average rating, 288 reviews

Cozy Lakefront Cabin in Freedom, ME

Guest favorite

Tiny home in Islesboro

4.95 out of 5 average rating, 19 reviews

"Bohemian Bungalow" Studio Island Guest Cottage

Superhost

Cottage in Islesboro

4.83 out of 5 average rating, 42 reviews

Ocean Front Island Cottage

Guest favorite

Guesthouse in Islesboro

4.97 out of 5 average rating, 30 reviews

Main Cabin at Coveside on Islesboro

Guest favorite

Apartment in Northport

4.93 out of 5 average rating, 30 reviews

Off-Grid Oasis with Ocean Views, Near Rt. 1

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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
$50 before taxes and fees

Frequently Asked Questions

Do cabin rentals in Islesboro have a bbq area?
Absolutely! We offer over 10 cabin rentals with a bbq area in Islesboro. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Islesboro?
Islesboro has more than 40 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Islesboro have air conditioning?
Absolutely! We offer over 20 house 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 cottage rentals with a dedicated workspace in Islesboro?
Yes! Work meets play with ease at over 10 cottage rentals in Islesboro featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly cottage rentals in Islesboro?
Four-legged friends are welcome in Islesboro. Choose from more than 10 cottage rentals for guests traveling with pets.
How much does it cost to stay in cottage rentals in Islesboro?
Experience the best of Islesboro with our cottage rentals, starting at about $80 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 Cabin Rentals in Islesboro?
Enhance your stay in our Cabin Rentals with the most popular amenities: over 10 homes with wireless internet, over 10 homes with air conditioning, over 10 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Islesboro vacation rentals

Top-rated vacation rentals in Islesboro

Vacation rentals for every style

Houses

Cottages

Hotels

Popular amenities for Islesboro vacation rentals

Stay near Islesboro's top sights

Other great vacation rentals in Islesboro

Apartment in Belfast

Guesthouse in Lincolnville

Apartment in Belfast

Guesthouse in Sedgwick

Cottage in Lincolnville Maine

Home in Camden

Guesthouse in Camden

Home in Brooks

Other great vacation rentals in Islesboro

Apartment in Belfast

Guest suite in Rockland

Home in Rockport

Cabin in Freedom

Tiny home in Islesboro

Cottage in Islesboro

Guesthouse in Islesboro

Apartment in Northport

Quick stats about vacation rentals in Islesboro

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Do cabin rentals in Islesboro have a bbq area?

Are there family-friendly house rentals in Islesboro?

Do house rentals in Islesboro have air conditioning?

Do cottage rentals in Islesboro have wireless internet?

Are there cottage rentals with a dedicated workspace in Islesboro?

Are there pet-friendly cottage rentals in Islesboro?

How much does it cost to stay in cottage rentals in Islesboro?

What are the most popular amenities for Cabin Rentals in Islesboro?

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