
Cottage holiday rentals in Islesboro
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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.

Whitetail by the River, Acadia National Park 10m
Whitetail Cottage - 4 MILES TO MDI- nestled between woods edge & rolling meadows w/views distant views of the Jordan River! Tiny home with WIFI is ONLY 10 MILES to Acadia National Park -a hikers paradise! Minutes to Mount Desert Island but secluded enough to disconnect &get back to nature. Enjoy a stroll to the water, privacy, breathtaking sunsets,stargazing & local wildlife! Perfect for 2 & cozy for 4. Short drive to MDI,Acadia, Bar Harbor,Ellsworth,Southwest Harbor,Shops & Lobster Pound

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.

Cottage by the sea private oceanfront shoreline
Breathtaking oceanfront private cottage. Spiral staircase to second floor bedroom. Sliding glass doors open to wrap-around deck and lawn that slopes to Ocean. 300 + feet of deep water frontage. Separated from lawn by broad rock ledge. Perfect spot for sunbathing or having a campfire in the evening. Enjoy your morning coffee watching lobster and sailboats in the Mussel Ridge Channel. Unbelievable and peaceful views out to ocean and north to the Camden Hills. Unparalleled views everywhere.

Call of the Loon - Water Edge Lake House
Escape to serenity and immerse yourself in the breathtaking sunsets of Fernald's Neck Preserve at our lakeside home on Lake Megunticook, situated just a stone's throw away from the charming town of Camden. Indulge in the magic of Lake Megunticook, explore the nearby hiking trails or simply unwind on the porch with a good book and a view that never ceases to amaze. Book your stay at the Lake House today, and let the tranquility of this retreat wash away the stresses of everyday life.

Lake Front-Spa Tub-Fire Pit-Full Kitchen-Canoe
Need to escape the hustle and bustle or a cramped work from home life? The year-round lakehouse is perfect for the outdoor recreational enthusiast, the work-from-home adventurist, a family trip to Acadia, or a cold-weather spa escape. Enjoy this spacious waterfront home in Bucksport, Maine. Relax in the spa tub, fish from the included canoe and kayak, or work remotely with a view. When you want to explore, the home's location is convenient to Bangor, Brewer, Ellsworth, and Bar 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).

Timeless Tides Cottage
This comfortable 2 bedroom, one bathroom, A-frame pine cottage is set on its own private point with 350 feet of waterfront! Cook out on the grill, lounge on the deck or dock while taking in the wildlife on a beautiful tidal river. Watch nesting Bald Eagles and Great Blue Herons fishing! There is plenty of sight-seeing in this picturesque area. Rockland is just 10-minutes away where you can enjoy shopping, restaurants, museums, galleries, lighthouses and festivals.

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.

Owls Head Oceanview Cottage Cedar Hot Tub/Sauna
This ocean view cottage on the side of Mt Battie has a master suite with a private bathroom and a wood burning fireplace, a living room with a queen sofa bed and another wood burning fireplace, sauna, a large 6 ft wide Maine Cedar hot tub off the back deck. Hiking trails to Mt Battie summit and the rest of Camden Hills State park are accessible from our parking lot.
Popular amenities for Islesboro cottage rentals
Cottage rentals with a hot tub

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

Lakeview Cottage

Canoe House Bungalow and Spa Retreat ,Searsport

Beach cottage on Penobscot Bay

Nashport on the Penobscot

Tree House, Where Seaside & Serenity come together

14 1Br Cottage in Bar Harbor Open Hearth Inn

Megunticook Retreat
Pet-friendly cottage rentals

Stonington Harbor Cottage

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

Lakefront Cottage on Tracy Pond

Our charming,oceanfront, Bradford point cottage

Sunny and Spacious A-Frame

Quaint Oceanfront Island Cottage, off Bar Harbor

Mainestay Cottage - 4 Season Waterfront Retreat

Cottage in the woods on Ocean Point
Private cottage rentals

Private, Oceanfront House in St. George, Maine

Moon Bay Cottage - Absolutely Amazing Bay Views!

Dickey's Bluff Lakeside Cottage

Harborside Comfortable Cottage! [Mermaid Cottage]

Sunny 2 Bedroom cottage - Walk to the beach!

Owl Glass Cottage

Seaside Cottage - Steps to the Bay

Loon Sound Cottage, On the Water
Quick stats about cottage rentals in Islesboro

Total holiday rentals
Explore 30 holiday rentals in Islesboro

Nightly prices starting at
Islesboro holiday rentals start at $216 NZD per night before taxes and fees

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

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Islesboro holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Islesboro rentals

4.9 Average rating
Islesboro stays are highly rated by guests—averaging 4.9 out of 5!
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- Cottage rentals Waldo County
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- 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
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- University of Maine
- Moose Point State Park
- Maine Discovery Museum
- Cellardoor Winery
- Bass Harbor Head Light Station
- Maine Lighthouse Museum
- Hollywood Slots Hotel & Raceway
- Camden Hills State Park




