Vacation rentals with a kayak in Naples

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Top-rated kayak rentals in Naples

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Guest favorite

Home in Naples

4.99 out of 5 average rating, 136 reviews

Kayak to the Causeway-50s cottage with modern vibe

Find out why the Maine life is the best life at Moonstone Cottage. Play on the shores of Long Lake, stroll the Naples Causeway, eat your way around Portland, and hike the mountains of western Maine before coming home to relax around the fire pit, lounge on the deck, and get a feel for the way life should be. Kayaks are waiting for you on the private association beach, or rent a boat from the marina to explore 40 miles of open water. Restaurants, live music, and the market are a short walk away.

Sep 30 – Oct 7

ﺩ.ﺇ865 per night

Guest favorite

Farm stay in Norway

4.96 out of 5 average rating, 152 reviews

Waterfront Home on Norway Lake - Hillcrest Farm

Serene parklike setting on 11-acres with 1,300-ft of frontage on Norway Lake. Newly renovated 1 bedroom apartment with full kitchen in historic farmhouse has separate access for complete independence. Only 35 min to Sunday River & 1 mile to downtown Norway. Direct connection to miles of hiking, biking & ski trails on Shepherd's Farm Preserve. Fish from our dock, use our canoes and kayaks, rent boats from the local marina or watch abundant wildlife from the deck - unlimited outdoor activities!

Apr 21 – 28

ﺩ.ﺇ669 per night

Superhost

Home in Naples

4.87 out of 5 average rating, 15 reviews

Long Lake Leisure Chalet

This Leisurely Chalet is ready for 6 guests. Located 2.5 hours from Boston, 45 mins from Portland and 20 mins from Shawnee Peak/Pleasant Mountain. This house can accommodate many different types of groups. It's furnished for fun no matter what your age. TVs, games, 2 min walk to the lake and a 5 min walk to the bar. You are guaranteed to have a good time at this vacation house. Send us an inquiry if you have any questions. We are happy to answer any questions about the house or the area.

Mar 1 – 8

ﺩ.ﺇ981 per night

Guest favorite

Tiny home in Harrison

4.9 out of 5 average rating, 280 reviews

MILLION$ views, HOT TUB, Crooked RIVER, 14 acres

Pets Welcome. Hot tub with a EPIC view. Escape to complete privacy on 14 acres of stunning riverfront property on the Crooked River. This A-frame cabin offers plenty of outdoor activities, a pond, riverfront access, and trails for picking berries. Relax by the river, go camping, or spot wildlife from the front porch or hot tub. The home is clean, modern, and tidy with a new bathroom and furniture. It also has air conditioning and fast wifi. Don't miss out on this unique getaway opportunity.

Jan 8 – 15

ﺩ.ﺇ1,799 per night

Guest favorite

Home in Oxford

5.0 out of 5 average rating, 180 reviews

The Modern Lakehouse

This modern lakehouse is situated on Hogan Pond in Oxford Maine. Here you can stay with all the comforts of a beautiful lakehouse built in 2020 while being feet from the water. This is a great place to vacation whether you prefer the private sandy beach, the A/C inside complete with Smart TV cable and Wifi, or the hottub! Sip a drink at the bar while watching the game or use the grill on the deck but be sure to use the built in sound system to play your music throughout the house and deck.

Apr 13 – 20

ﺩ.ﺇ2,155 per night

Superhost

Cottage in Parsonsfield

4.9 out of 5 average rating, 120 reviews

Riverpine Retreat - clean&bright waterfront home

Tucked away in a small town, minutes away from the New Hampshire border, located 2 minutes off of rt. 25 (direct route from Portland ME to NH) The ultimate family or couples getaway. Plenty of room in the back yard for any and all yard games, while also enjoying the firepit, "game shed" and 75ft of water frontage where you can swim, fish, or launch your kayaks from the dock into the Ossipee River. Wireless internet is available and reaches the back yard. The 'cabin' has 2 bedrooms.

Jun 8 – 15

ﺩ.ﺇ495 per night

Guest favorite

Cabin in Raymond

4.93 out of 5 average rating, 144 reviews

Rustic, cozy cabin on Sebago Lake. A hidden gem.

Step out of the screened in patio to lakeside relaxation. Dive into crystal waters, snorkel or float with a cool beverage. Kayak or canoe out to Turtle Cove and enjoy the wildlife in this natural waterway teeming with birds to include our resident Blue Heron, ducks, geese, and loons who make this place their home. We have the fortune of bald eagle pairs in several tall pines. Turtles sunning on doting rocks and lily pads in bloom greet us each day. It is a natural water landscape.

Sep 22 – 29

ﺩ.ﺇ688 per night

Guest favorite

Cabin in Harrison

4.99 out of 5 average rating, 102 reviews

Get away at Crystal Lake

Escape the lake region crowds on the calm water of Crystal Lake. Watch the sunset from the private waterfront/dock, kayak to take tour of the lake. Steps away from the center of Harrison and 2 boat launches, and only a short drive from downtown Bridgton. If you'd like a hike or bike instead, it's also a short drive to the mountains. Relax lakeside while your family enjoys the small beach, 2 kayaks, dock, or simply float about with a drink in hand. Note: waterfront across street

Sep 13 – 20

ﺩ.ﺇ1,817 per night

Guest favorite

Home in Hollis

4.98 out of 5 average rating, 361 reviews

Birch Ledge Guesthouse--Four Season Maine Getaway

Both rustic and elegant, the Birch Ledge Guest House offers a cozy place to relax and recharge, whatever the season. The first floor features a spacious living room (with queen sized pull-out-couch), dining area, and small kitchen. The bathroom has a walk-in shower. The second floor is a loft accessible by a spiral staircase and has a comfy queen and two twin sized beds. The guesthouse is surrounded by quiet forest and is an easy 30 minute drive to Portland.

Oct 28 – Nov 4

ﺩ.ﺇ684 per night

Guest favorite

Cabin in Denmark

4.96 out of 5 average rating, 135 reviews

Maine Lakes-Pleasant Mt-Private Trails

Welcome to Barrett's Cabin located in the foothills of the White Mountains with water views of Hancock Pond, 50 minutes to Portland, 35 to North Conway and 15 to Bridgton and Pleasant Mountain. Open concept first floor, 2 bedrooms, 1 bathroom, Carriage House has 2 bedrooms. Driveway fits up to 6 cars. Enjoy outdoor patio, shower, fire-pit, private mini hiking trail system and quick access to snowmobile trails and public boat launch 1/3 mi away.

Dec 8 – 15

ﺩ.ﺇ869 per night

Guest favorite

Guest suite in Conway

5.0 out of 5 average rating, 258 reviews

CloverCroft - "Far from the madding crowd."

CloverCroft, a 200+/- year old farmhouse, is located in the rich farmland of the Saco River Valley at the foot of the White Mountains. We go the extra mile to make your stay enjoyable and comfortable. (Please note our mattress is FIRM and there is a long flight of outdoor stairs to access the suite.) COME ENJOY PRIVACY AND THE GREAT OUTDOORS. There are many summer and winter activities very close by and we look forward to hosting you.

Jun 10 – 17

ﺩ.ﺇ430 per night

Guest favorite

Home in Waterford

4.83 out of 5 average rating, 218 reviews

McWain pond house (private lake & hot tub)

Cozy new construction, Chalet style, year-round house, on 9 wooded acres. Lots of Privacy, 15 MINUTE walk or 1 mile drive to common area dock to fish, swim, or kayak. Gage beach a 10-minute drive. Close to great hiking, Also Shawni peak and Sunday River. Great restaurants, Mt Washington, NH shopping outlets. Full Desk / office, 200 mb of streaming. Wi-Fi, Netflix via ROKU, Canines only, NO CATS, NO EXCEPTIONS.

Jan 30 – Feb 6

ﺩ.ﺇ584 per night