
Cottage vacation rentals in Islesboro
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Islesboro
Guests agree: these cottages are highly rated for location, cleanliness, and more.

Quiet cottage on the bay
Settle in at this mid-coast Maine treasure, where you will find more than you hoped for in a getaway. Located in a private neighborhood and setback on a private road on 2.5 acres. You can take a short stroll down a wooded path to the Belfast bay and watch the sunset or simply enjoy the view from living room. The rocky beach gives you access to a wonderful piece of the Maine coastline. Come make some memories at this unique, pet and family-friendly quiet cottage just 1 mile to downtown Belfast.

Private Waterfront Home with Kayaks and Firepit
Retreat to your own coastal oceanfront paradise, where each day begins with breathtaking views. A private boardwalk leads to your secluded beach — perfect for morning strolls, exploring tidal pools, or launching kayaks into sparkling waters. Evenings bring fireside marshmallows under the stars with waves as your soundtrack. Whether you seek adventure with scenic drives to Acadia National Park or quiet mornings with coffee, sea breezes, and seabirds, this is where comfort meets Maine’s coast.

Southwest Harbor Cottage
Enjoy unparalleled views of bustling Southwest Harbor and the beauty of Acadia National Park from the comfort of Eagle's Nest. Perched on a granite cliff, this thoughtfully designed little home provides for your every need. For anything else, take the ten minute stroll into the village, where you'll find plenty of local shops and restaurants. You can access the water via a set of stairs leading from the property to the shoreline. End your days on the deck and keep your eyes peeled for seals!

Eco-friendly studio - ocean views, close to beach
Sunny eco-friendly cottage on Route 1, steps from the beach! A cozy studio with a Murphy bed, a full bath, and kitchenette - stovetop, fridge, toaster, & microwave. Beautiful views of Penobscot Bay – don't worry, the blinds will keep the sunshine at bay when you need a nap! You're within easy walking distance of sandy beaches, restaurants, shops, a coffee roaster, and a market. Explore nearby hiking trails, Mount Battie, and the charming towns of Belfast, Camden, Rockport, and Rockland.

NEW Whitetail Cottage, Acadia National Park 7m
NEW Whitetail Cottage East only 6.9 mi to Acadia National Park Maine - a hikers paradise! Centrally located for a perfect Acadia Adventure! Book for the convenient location - stay for the style. Tiny home has WIFI & SMART TV. Off the main(e) drag but nestled in a wooded property 1/2 mile from Bar Harbor Rd/Route 3 down the road from Mount Desert Island and a stones throw from multiple authentic Maine lobster pounds. Perfect for 2 . A short drive to MDI, Acadia, Bar Harbor,Southwest Harbor

Charming Cottage With Spectacular Water View
Find peace and serenity as you gaze at the glistening waters of the Sheepscot River. Our property sitting on Davis Island in Edgecomb, Maine overlooks the quaint town of Wiscasset, providing a calm atmosphere, stunning evening sunsets, and panoramic views. Located within the Sheepscot Harbour Village Resort, you are in a prime location to have access to local shops, antique markets, and restaurants. Take a stroll down to the Pier where you can experience the water up close.

Spectacular Cottage on Penobscot bay in Belfast
Spectacular cottage on Penobscot bay in Belfast. The cottage is focused on the views from the great room and screened porch. You’ll love the spacious, clean, open cottage with a complete kitchen and propane fireplace. Sit on the porch with a book/glass of wine and watch for seals and schooners. Easy access to the shore along a gradual path and short boardwalk. Great amenities and comfort for vacationers both young and old. Perfect for couples and families (with kids).

Historic School House now with High Speed Internet
Historic schoolhouse of Brooklin converted into the perfect one bedroom getaway. Located across the street from the Brooklin Rockbound Capel with a quick 20-minute drive to Blue Hill. Acadia National Park, Bar Harbor or Bangor are all with in an hour away. The original post and beam construction, with a sleeping loft, give the interior a rustic vibe offset by the playful color palette and butterfly wallpaper make it more botanical and lighthearted.

Meadow Point Cottage
Meadow Point cottage is located on a very quiet five acre property with panoramic views of Frenchman's Bay and Mount Desert Island. It takes about thirty minutes to drive over to MDI and Acadia National Park. The property has a private beach for kayaking and woods with a picnic area and fire pit. It is a wonderful spot for walking and viewing wildlife; ducks, eagles, shore birds, seals and deer.

Belfast Ocean Front Cottage
This quaint ocean front cottage is surrounded by lovely flower gardens and a panoramic view of Belfast Harbor. You're 20 feet from the beach ,and a 10 min walk to town.We have recreational kayaks you can use to paddle about the bay and up the river. With a shabby-chic decor, lots of windows & light, the cottage will steal your heart & give you a Maine experience to remember!

Katy's Seaside Cottage
Katy's Seaside Cottage is a quaint & cozy 2 bedroom cottage, with ocean views. It has a beautiful deck/gazebo where you can sit and watch boats pass by. Enjoy free public access to the ocean anytime with a short walk from the property, a great place to kayak or swim. In the fall enjoy the fall foliage and great hikes on the island or in neighboring areas including Acadia.

Cozy Lakeside Getaway | Seven Tree Cottage
This newly renovated, cozy getaway is an ideal escape for a couple, small family or friends. Less than 20 minutes from the charming oceanside towns of Rockland and Camden, the cottage is named after Seven Tree Pond, offering guests waterfront views in the winter, with lake access (boat launch, picnic area, and swimming access) less than a 5 minute drive.
Popular amenities for Islesboro cottage rentals
Cottage rentals with a hot tub

Maine Cottage - HOT TUB, Dead End, 100+ft shore.

Lakeview Cottage

Penobscot Bayview Fireplace Hot tub

Canoe House Bungalow and Spa Retreat ,Searsport

Beach cottage on Penobscot Bay

Nashport on the Penobscot

Tree House, Where Seaside & Serenity come together

Megunticook Retreat
Pet-friendly cottage rentals

Chic Farmhouse Cottage, WiFi, Private Beach, A/C

Lakefront Cottage on Tracy Pond

Modern RV on Tracy Pond

Our charming,oceanfront, Bradford point cottage

Sunny and Spacious A-Frame

Waterscape Cottage - private waterfront

Quaint Oceanfront Island Cottage, off Bar Harbor

Cozy cottage close to Acadia National Park!
Private cottage rentals

Camp Tranquility @ Rock Cove

Dickey's Bluff Lakeside Cottage

Sunny 2 Bedroom cottage - Walk to the beach!

OwLand ~ Serene and cozy woodland retreat

A Cozy Nautical Nest on Lincolnville Beach

Andaru

Seaside Cottage - Steps to the Bay

Lakefront Cottage at Salisbury Camp
Quick stats about cottage rentals in Islesboro

Total vacation rentals
Explore 30 vacation rentals in Islesboro

Nightly prices starting at
Islesboro vacation rentals start at G$26,989 GYD per night before taxes and fees

Verified guest reviews
Over 1,630 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Islesboro vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Islesboro rentals

4.9 Average rating
Islesboro stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Montreal Vacation rentals
- Boston Vacation rentals
- Québec City Vacation rentals
- The Hamptons Vacation rentals
- Capital District, New York Vacation rentals
- Island of Montreal Vacation rentals
- Halifax Vacation rentals
- Quebec City Area Vacation rentals
- Laval Vacation rentals
- Québec Vacation rentals
- Lanaudière Vacation rentals
- China Vacation rentals
- Cabin rentals Islesboro
- Family-friendly rentals Islesboro
- Beachfront rentals Islesboro
- Rentals with a fire pit Islesboro
- Apartment rentals Islesboro
- Rentals with outdoor seating Islesboro
- Rentals with a washer and dryer Islesboro
- Rentals with a patio Islesboro
- Pet-friendly rentals Islesboro
- Fitness-friendly rentals Islesboro
- Waterfront rentals Islesboro
- Rentals with beach access Islesboro
- House rentals Islesboro
- Rentals with a fireplace Islesboro
- Cottage rentals Waldo County
- Cottage rentals Maine
- Cottage rentals United States
- Acadia National Park
- Pemaquid Beach
- Acadia National Park Pond
- Pemaquid Point Lighthouse
- Coastal Maine Botanical Gardens
- The Camden Snow Bowl
- Sand Beach
- Farnsworth Art Museum
- Rockland Breakwater Light
- University of Maine
- Cellardoor Winery
- Schoodic Peninsula
- Moose Point State Park
- Maine Discovery Museum
- Camden Hills State Park
- Bass Harbor Head Light Station
- Hollywood Slots Hotel & Raceway
- Maine Lighthouse Museum




