
Vacation rentals with a kayak in Deer Isle
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Top-rated kayak rentals in Deer Isle
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Modern Coastal Tiny House Retreat + Private Sauna
Welcome to your modern coastal escape in the heart of Stonington — one of Maine’s most charming, artistic, and unspoiled working waterfront towns. This beautifully crafted tiny home blends luxury materials with timeless cabin warmth, offering a unique stay just a short walk from downtown shops, galleries, and restaurants. Relax in your private wood-fired sauna, unwind by the firepit, or watch the harbor glow at sunrise through the loft skylights. Perfect for couples, small families, or friends.

BREEZE, in a tree The Appleton Retreat
BREEZE Treehouse, at The Appleton Retreat is located on 120 acres of private land, bordered by 1,300 acres of a protected nature conservancy. To the south is the Pettengill Stream a resource protected area and to the north a large secluded pond. BREEZE guests may reserve the wood fired cedar hot tub and the sauna, which are close by and private, at an additional charge. The Appleton Retreat is less than a 30 minute drive to Belfast, Rockport, Camden and Rockland, charming downeast seaside towns.

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 12 minutes to downtown Bangor, with easy access to urban amenities, Bar Harbor, and Acadia Park. @cozycottageinme

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.

Hemlock Cabin.
Nestled in beautiful Hemlock grove is this cozy cabin. Its equiped with all the necessities of home to make your stay comfortable. Guests will have private access to Scammons Pond, also known as, R. Lyle Frost Managment Area. Its a fun place to kayak and fish. From the cabin its about a 45 minute drive to Acadia National Park or Schoodic Point. Besides Acadia, there is local hiking, nearby shopping, local restaurants, the Sunrise Trail, and other Maine adventure just waiting to be explored.

Lavender by the Sea
The Cottage rests over the end of Penobscot River as it opens into the Bay. The Cottage will comfortably accommodate two. The Cottage has a spacious bedroom, full kitchen, dining area, den and an all season porch with rockers. From Cottage there are views of the water and the lavender gardens. The gardens are terraced with a path down to the sea. The Carriage House Suite is available for an additional fee. it has has two bedrooms, a full bath and a sitting area. It can easily sleep four.

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!

Sea Pearl
This is a Water Front property, unique and tranquil getaway. Newly renovated 2025, this is a perfect spot for your serious fun. Located on water in Penobscot. Bird watchers take notice, watch the eagles soar over head out your door, visit the many islands & see the Puffins, Whale watch. Lots to do kayaking, hiking and lot more! Or just relax in a stunning natural setting on the hammock under the apple trees. Just a short drive to Acadia National Park & Bar Harbor. See you soon.

A-frame cabin by the bay with kayak!
Ideal for the adventurous outdoors type only! Small minimalist A-frame cabin in the woods, overlooking Taunton Bay. A short but steep 1 minute hike to the cabin makes it feel even more secluded. Tandem kayak on the bay 2 minute walk away. Queen sleeping loft accessible only by ladder, 3/4 bath, efficient kitchen, 42" TV/DVD player, games. On a quiet private road 35 minutes to Acadia national park. 10 minutes to Ellsworth. NO WIFI. Calender is ACCURATE, check before messaging!

Bungalow with Swimming Cove
The view from the covered porch of this 3-bedroom Bungalow, a bathing house, built in the early 1900s, is an ever exploding fusion of white and black birds taking wing over the island out front with swimming cove nearby. Grandfathered to sit right on the shoreline, the Bungalow is a variation of house with swimming pool, only it's the ocean, not a swimming pool. The view from this house with swimming cove is the reason why you should rent this house.

Sunrise Views Cabin with King Bed, Bar & Game Room
Beautiful views of Hermon Pond from almost every window of this unique camp. There are 2 bedrooms, a king bed in master & two full/full bunk comfortable beds in the second bedroom. Newly renovated full basement combination bar & game room for your enjoyment. The large lot allows for family games while the large oak trees provides privacy. In the evenings, spark up the fire pit & roast some s'mores. A beautiful retreat to make lasting memories.
Popular amenities for Deer Isle kayak rentals
House rentals with a kayak

Maine Waterfront Hideaway

Coastal Farmhouse for Families | Hot Tub + Kayaks

Beautiful Home with Oceanview & Game Room

Eagle Point: Lakefront Home Near Acadia Nat'l Park

Tern II Oceanfront Cottage

Raccoon Cove Waterfront Hideaway

Modern Lakefront Home w/ Hot Tub • Winter Escape

Lake Front-Kayaks-Dock-Fire Pit-Sand Beach-Acadia
Cottage rentals with a kayak

Camp Tranquility @ Rock Cove

Dickey's Bluff Lakeside Cottage

Lakefront Cottage on Tracy Pond

Lakefront, near Bar Harbor, ME

Hayes Cottage -- Ideal Seaside Retreat

Everett Cottage at Indian Point (Bar Harbor)

Modern RV on Tracy Pond

Our charming,oceanfront, Bradford point cottage
Cabin rentals with a kayak

Lake front, Hot Tub, Kayak, MDI!

Cozy Lakefront Cabin * CampChamp

Hobb’s House - Year Round Log Cabin on the Water

Little Lodge - Centrally located in Downeast Maine

Lakefront Cottage/Private Midcoast Maine

Bear Cabin Near Acadia, Downeast Maine, Fishing

Four-Season Luxury Lakefront Cabin Close to Camden

Magical Lakefront Cabin on 5 Acres-25 Mi to Acadia
Quick stats about vacation rentals with a kayak in Deer Isle

Total vacation rentals
Explore 20 vacation rentals in Deer Isle

Nightly prices starting at
Deer Isle vacation rentals start at ﺩ.ﺇ477 per night before taxes and fees

Verified guest reviews
Over 880 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Wi-Fi availability
10 of Deer Isle vacation rentals include wi-fi access

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

4.9 Average rating
Deer Isle stays are highly rated by guests—averaging 4.9 out of 5!
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- Rentals with a kayak Hancock County
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- Acadia National Park
- Northeast Harbour Golf Club
- Acadia National Park Pond
- Hermon Mountain Ski Area
- Dragonfly Farm & Winery
- Sandy Point Beach
- Sand Beach
- Bear Island Beach
- Lighthouse Beach
- The Camden Snow Bowl
- Wadsworth Cove Beach
- Kebo Valley Golf Club
- Spragues Beach
- Narrow Place Beach
- Rockland Breakwater Light
- Farnsworth Art Museum
- North Point Beach
- Islesboro Town Beach
- Three Island Beach
- Driftwood Beach
- Billys Shore
- Hero Beach
- Pebble Beach
- Hunters Beach



