
Holiday rentals with a kayak in Deer Isle
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Top-rated rentals with kayak in Deer Isle
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

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.

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.

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

Acadia National Park ocean front & garden cottages
Both our houses are designed in the contemporary style. We used custom made decor and cherry tree furniture. A lot of windows, glass doors, bright and open space are inside the house. It is very quiet outside. You most likely will be alone at the beach. We share the whole sea cove with only one neighboring house. It is a pure paradise if you want to live on the beach on your own and within minutes of driving to the main local attractions. You'll be amazed of our botanical garden and landscape.

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.

Maine Wilderness Oasis: Hike Swim Kayak Fish
Take it easy at this unique getaway. Spend your days hiking the backyard trails (25 acres behind the house!), swimming or paddle boarding on the lake with a private dock (lake is a 2 minute walk down the driveway!), or traveling to near by coastal towns like Bar Harbor (Bucksport was voted #1 small coastal town in USA!). For dinner, stop by one of the lobster shacks just down the road to bring home your fresh Maine lobster! Come and disconnect (or stay connected if you’re working remotely!).

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.

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.

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.
Popular amenities for kayak rentals in Deer Isle
House rentals with a kayak

Oceanfront, Private Beach/Sauna

Maine Waterfront Hideaway

Gran Den Lakefront Home Near Acadia

Coastal Farmhouse for Families | HotTub + Firepits

Raccoon Cove Waterfront Hideaway

Modern Lakefront Home w/ Hot Tub • Winter Escape

Lake Front-Kayaks-Dock-Fire Pit-Sand Beach-Acadia

Southwest Harbor Hideaway in the Woods of Acadia
Cottage rentals with a kayak

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

Megunticook Retreat
Cabin rentals with a kayak

Sunrise Views Cabin with King Bed, Bar & Game Room

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

Four-Season Luxury Lakefront Cabin Close to Camden

Magical Lakefront Cabin on 5 Acres-25 Mi to Acadia

Cozy Lakefront Cabin in Freedom, ME
Quick stats about holiday rentals with a kayak in Deer Isle

Total holiday rentals
Explore 20 holiday rentals in Deer Isle

Nightly prices starting at
Deer Isle holiday rentals start at € 111 per night before taxes and fees

Verified guest reviews
Over 880 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Wifi availability
10 of Deer Isle holiday rentals include wifi 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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- Rentals with a kayak United States
- Acadia National Park
- Northeast Harbour Golf Club
- Acadia National Park Pond
- Hermon Mountain Ski Area
- Sandy Point Beach
- Dragonfly Farm & Winery
- The Camden Snow Bowl
- Lighthouse Beach
- Sand Beach
- Bear Island Beach
- Kebo Valley Golf Club
- Spragues Beach
- Wadsworth Cove Beach
- Islesboro Town Beach
- Farnsworth Art Museum
- Rockland Breakwater Light
- Narrow Place Beach
- North Point Beach
- Three Island Beach
- Driftwood Beach
- Hero Beach
- Billys Shore
- Gilley Beach
- Hunters Beach



