
Waterfront vacation rentals in Islesboro
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Top-rated waterfront rentals in Islesboro
Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

Coveside Lakehouse on Sandy Point
If you are looking for a beautiful vacation spot on Green Lake, look no further. Cove Side Lake House on Sandy Point is the perfect place for you and your whole family to enjoy the lovely Maine summer, from sunrise until sun set. Whether you enjoy relaxing on the deck, catching a nap in the hammock, or fishing and kayaking, this is the vacation destination you've been dreaming of. Green Lake, located in Ellsworth/Dedham Maine, is a 3,132 acre freshwater lake with a maximum depth of over 170ft.

Cozy Cottage on the Penobscot — Panoramic Luxury!
Escape to your private waterfront retreat where tranquility meets luxury. Our Coastal Maine Cottage style home rests on a granite ledge that disappears twice daily with the tide. Enjoy a sun-filled interior with cherry floors, a gourmet kitchen, and a private deck for sunrise coffee or evening wine. Wake to sweeping Penobscot River views & unwind by the fire pit at river’s edge. Just 10 minutes to downtown Bangor, with easy access to urban amenities, Bar Harbor, and Acadia Park. @cozycottageinme

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.

Cozy log cabin on private pond, near Reid St Park!
Winter or summer, the Little River Retreat will help you step away from the world - but still be minutes from Reid State Park, Five Islands Lobster, the Georgetown General Store, and the rugged beauty of Midcoast Maine. This is our family camp, with our own books, games, and “vibe”. It is not a hotel, and some things may not be “industry standard”. We love the unique charm of this space and place, and many repeat guests do too. We hope you will treasure (and care for it) as we do!

[Trending Now]Belfast Ocean Breeze
Welcome to an exquisite retreat nestled on a tranquil dead-end lane in the thriving coastal town of Belfast. With private access to Belfast City Park and Ocean, this charming space offers unparalleled serenity, and boasting breathtaking views of Penobscot Bay and beyond. The exceptional grounds offer an ideal setting for relaxation with the added allure of explorations along the shoreline or tennis/ pickleball at park/ year round hot tub. Near downtown and Rt. 1. No parties.

Tiny house with AC!!
A tiny guest house (450 sq ft) overlooking the Benjamin River. AC!!. Enjoy a cup of coffee on your private porch. Living area has a smart tv (no cable, but internet available to access your streaming account). DVD's also available. Kitchenette comes with Keurig with k-cups included, mini fridge, coffee maker/filters, toaster oven, microwave, 2 burner hot plate (no oven), dishes/pots and pans. There is a loft with an army cot. Not suitable for children under age 5.

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.

Parisian apartment in downtown Belfast, Maine
Elegant Parisian-inspired apartment ideal for one couple in the heart of the charming coastal city of Belfast, Maine. Enjoy a stylish, comfortable experience at this central downtown location, steps away from restaurants, shops, and the beautiful waterfront/trail. Free/safe overnight public parking 250 feet away. The bed is made, the table is set, there is a Bluetooth-enabled vintage radio, games, and a smart TV.

The Reach Retreat
Coastal, light and airy, this studio is perfect for those seeking to explore all that Deer Isle has to offer! Located on the Eggemoggin Reach, you will have access to hiking trails, kayaking, sailing, shopping, and lobsters from the lobster capital of the world, Stonington! We are so lucky to live on this beautiful island and are looking forward to sharing a piece of our paradise with you!

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!

Oceanfront Acadia Cottage With Private Beach
Enjoy this charming oceanfront cottage with its expansive panoramic windows. With 175 feet of private oceanfront beach at your doorstep, you'll enjoy unparalleled views of Bass Harbor. Located on the serene "Quiet Side" of Mount Desert Island, this cottage serves as an ideal home base for your exploration of Acadia National Park.

Boathouse Cabin on the Ocean
Oceanfront GLAMPING. This truly unique waterside cabin is literally just feet from the ocean! If you want to be "on the water" then this is your spot...! You enter by walking down the expansive yard to the cabin (about 200 feet). The indoor bathroom, hot tub, and deck are at the main house where you park.
Popular amenities for Islesboro waterfront rentals
Waterfront apartment rentals

Tapley Farm Waterfront Apartment, Acadia, Pets

Union River Retreat Private Apartment

Downtown waterfront Belfast with amazing views.

Sail Loft - Upscale Oceanfront on a Pier near BBH!

Duck Cove Apartment

Oddfellows Hall-Second Floor

Cottrill House on Damariscotta River # 1

The American Eagle - Inn on the Harbor
Waterfront house rentals

Cove House

Antique Barn Apartment at Salt Water Farm

Maine Wilderness Oasis: Hike Swim Kayak Fish

Sunny Waterfront Home Overlooking Blueberry Field

Modern Lakefront Home w/ Hot Tub • Winter Escape

Pinkham Cove - Water Front Cottage

Blue Arches: waterfront vacation home on 18+ acres

Lavender by the Sea
Waterfront condo rentals

Marina side Stern condo

Oceanfront, dog-friendly 2BR with harbor view

Toddy Haven: A Lakeside Condo Near Acadia.

Mabel's Maine Studio on the River

1BR Waterview | Deck | Partial AC

2BR Condo + Ocean Views in Downtown SW [Seaglass]

Best views on MDI 2 bdrm 2 bth condo waterfront

Waterfront|Sunsets|Boothbay Harbor
When is the best time to visit Islesboro?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ918 | ﺩ.ﺇ918 | ﺩ.ﺇ918 | ﺩ.ﺇ918 | ﺩ.ﺇ1,010 | ﺩ.ﺇ1,102 | ﺩ.ﺇ1,146 | ﺩ.ﺇ1,267 | ﺩ.ﺇ1,102 | ﺩ.ﺇ1,102 | ﺩ.ﺇ1,010 | ﺩ.ﺇ1,083 |
| Avg. temp | -7°C | -6°C | -1°C | 6°C | 13°C | 18°C | 21°C | 20°C | 16°C | 9°C | 3°C | -3°C |
Quick stats about waterfront rentals in Islesboro

Total vacation rentals
Explore 40 vacation rentals in Islesboro

Nightly prices starting at
Islesboro vacation rentals start at ﺩ.ﺇ220 per night before taxes and fees

Verified guest reviews
Over 2,090 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 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!
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- Waterfront rentals Waldo County
- Waterfront rentals Maine
- Waterfront rentals United States
- Acadia National Park
- Acadia National Park Pond
- Pemaquid Beach
- Pemaquid Point Lighthouse
- Coastal Maine Botanical Gardens
- The Camden Snow Bowl
- Sand Beach
- Farnsworth Art Museum
- Rockland Breakwater Light
- University of Maine
- Schoodic Peninsula
- Bass Harbor Head Light Station
- Maine Discovery Museum
- Hollywood Slots Hotel & Raceway
- Cellardoor Winery
- Moose Point State Park
- Maine Lighthouse Museum
- Camden Hills State Park




