
Vacation rentals with a kayak in Naples
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Top-rated kayak rentals in Naples
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LUX Designer Private Waterfront
Waterfront GLASS cabin with privacy professionally designed, escape to somewhere really special. Crooked river acres surrounding the house with the river wrapping around the property. Dock with direct access to Sebago lake and state park just minutes away, Outdoor shower, hot tub, hammocks, BIG walk-in shower w/ window. Heated bath floors, ac. See through Fireplace. The property has its own sandy swimming beach, pets are welcome. Come enjoy privacy and the space to run around seconds to Sebago.

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.

Maine A-Frame with Hot Tub, Game Room, Lake Access
Escape the city and relax at Camp Merryweather. Our A-Frame is perfect for a romantic getaway or a family retreat with the kids and dogs welcome! If you’re a work from home professional looking to escape your normal routine, we’ve got you covered! With a fully equipped work space and reliable high speed internet you can break free from the pressures of the city while still staying connected. Enjoy our hot tub and game room Come experience our slice of heaven for yourself, you won’t regret it!

Historic Schoolhouse c1866 / Sauna + Hot Tub + Gym
Winner of Maine Homes Small Space Design Award 2023 We are located on the private 80-acre Shapleigh Pond in the Southern Maine, an hour from Portland and two hours from Boston. Experience a bygone era in this restored Schoolhouse circa 1866 with many original details such as oversized glass-paned windows, wood plank floors, chalkboards, tin ceiling and more. Modern amenities such as fireplace, private hot tub, fire pit, gas BBQ and access to our pool (June-Sept), pond, gym and tennis court.

Waterfront Gem walkable to Restaurants!
Waterfront Oasis on Pettingill Pond. You couldn't get any closer to the water, it's steps away. There are 3 Kayaks, and a paddleboat, firepit and dock for guest use! This a great spot for swimming and watersports! This home has been newly renovated, the effect results in a simple, stylish, comfortable space for guests to enjoy. Walk to Franco's Bistro for from Scratch Italian food, or Bob's Seafood for a fish taco! This is a piece of paradise on sweet Pettingill Pond in the heart of Windham.

Lake Front with Private Dock - BRAND NEW Furniture
Our waterfront haven can be your personal retreat. Just 35 minutes to Downtown North Conway, our home takes you away from the noise for quiet relaxation. In the summer enjoy: - Tying your boat off to our private dock. - Bass fishing and water sports. - Fryeburg Fair minutes away - Hiking In the winter have fun: - Skiing at Shawnee Peak (15-mins away) - Snowmobiling (Trail directly across the street) - Ice Fishing - Snowshoeing - Bring your trailers, snowmobile & hit the trails

Private cabin w hot tub,skiing,firepit & mountains
Escape to a serene log cabin retreat nestled on 3 private acres of forested land. This charming rustic cabin boasts a beautiful open-concept kitchen with modern appliances, a hot tub for stargazing, and access to Highland Lake with kayak and pedal boat provided. Perfect for a peaceful getaway or adventurous vacation. Relax by the solo stove out front and grill your favorite meals out back! Hiking nearby. Nearby N. Conway, mountains, hiking, kayaking, Saco River, Pleasant Mtn & restaurants!

Waterfront| Outdoor Sauna| Ski| Mountains| Firepit
Escape to Camp Sweden, an eco-friendly waterfront sanctuary in the foothills of the White Mountains. Paddle across the private pond, go for a hike in the Mountains nearby, or jump in the new outdoor panoramic barrel sauna and let your worries evaporate away. Enjoy a unique and rejuvenating experience that connects you to nature without sacrificing comfort. This retreat offers all-season enjoyment for nature lovers and outdoor enthusiasts alike. Experience Maine’s beauty today

Thompson Lake, No Cleaning Fee Pine Point Cottage,
A refurbish 1967 knotty pine Cottage a short walk to lake and has lake rights. Located 400 feet from lake access. For swimming, FREE docking for your boat to fish, water ski or just cruise in Thompson lake. 14 miles one of Maines cleanest lakes. 6 Bicycles, 2- kayaks, 2-16 ft canoes, a 14 ft rowboat, and a paddle boat, fishing gear, firewood available for guest at no charge for fire pit. Propane and charcoal barbeques available at cottage. THERE IS NO WIFI.

The Chalet~ 4 bed Lakefront Family Vacation
Welcome to your secluded slice of paradise on the shores of Sebago Lake! Nestled amidst towering pines and overlooking the tranquil waters of Seabgo Cove, our 4-bedroom waterfront chalet promises a serene escape like no other. Whether you're seeking adrenaline-pumping thrills from the local excursions, or peaceful moments surrounded by nature and a book, The Chalet offers endless opportunities for unforgettable experiences and cherished memories in the heart of Naples.

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.

Barrett’s Cabin-Ski Pleasant Mountain
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.
Popular amenities for Naples kayak rentals
House rentals with a kayak

Beautiful lake-side home close to Portland Maine

Tranquil Pondside Retreat

Hot Tub Haven: Dog-Friendly Retreat

Relaxing Retreat on the Water

Cozy Lakefront Cabin-Private Dock-Kayaks-Firepit

Lakehouse only 70 feet from water!

Cozy 1BR w/ water access

Long Lake Leisure Chalet
Cottage rentals with a kayak

“Stay Awhile in the Lake's Region”

Gorgeous Romantic Lakefront Getaway

Tranquil waterfront cottage

Cozy camp near highland lake

RK North : All season Waterfront cottage with dock

Waterfront Getaway w/ Private Beach (HOT TUB)

Conway Waterfront Base for Your Family Memories!

The Loon's Nest Cottage
Cabin rentals with a kayak

Sunday River & Lake Chalet, 2 Kitchens, Hot Tub

Private pond | Sebago Lake Region | Romantic

The Conscious Cabin

Get away at Crystal Lake

Bear Cabin

Secluded Cabin: View, Hot Tub, Wood Fireplace

Private Lakefront Cabin in Woods near Sunday River

Let's Ski! Mins to Slopes, Snow & Fun on the Pond
Quick stats about vacation rentals with a kayak in Naples

Total vacation rentals
Explore 30 vacation rentals in Naples

Nightly prices starting at
Naples vacation rentals start at ﺩ.ﺇ514 per night before taxes and fees

Verified guest reviews
Over 1,080 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Naples vacation rentals include wi-fi access

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

4.9 Average rating
Naples stays are highly rated by guests—averaging 4.9 out of 5!
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