
Vacation rentals with a kayak in Naples
Find and book unique kayak rentals on Airbnb
Top-rated accommodations with a kayak in Naples
Guests agree: these accommodations with a kayak are highly rated for location, cleanliness, and more.

Luxury Year-round Treehouse with private hot tub
Cliff House is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.

Off-Grid Escape. Wood Fired Hot Tub. 4 Kayaks
Relax at this off-grid modern A-Frame cabin on 90 acres in Maine's Lakes Region. The cabin is tucked deep in the woods, far away from everything. 4 kayaks and firewood included. Separate bunk cabin increases sleeping capacity to 10 Wood-Fired Cedar Hot Tub - a relaxing, very unique experience 5+ lakes nearby- excellent swimming and kayaking Cedar throughout cabin, concrete countertops, cedar/concrete shower. Outdoor firepit. Hiking trails. Beaver Pond. Property has private airstrip (51ME)

Waterfront,Hot tub,Private dock,Freshly renovated
Welcome to the freshly renovated Cabin on a Moose Pond!Nestled near the hills of Pleasant Mountain.Enjoy a day at the lake fishing,swimming,skiing,hiking or snowmobiling. In the evening,relax in the new hot tub,watch a movie on the home theater or challenge friends to video games.End your day by the campfire making s’mores by the pond. Spend a lazy day on the hammock or take a day trip to explore regional attractions in beautiful ME and NH. For your safety, the area is under video surveillance.

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.

Elevated 4-Season home - Mtn Views +A/C + Firepit
Wake up to mountain views, sip coffee on the wrap-around deck, and breathe in the fresh Maine air. At Mountain View Lodge, every detail is designed for you to relax and recharge. Spend your days skiing at Pleasant Mountain, hiking local trails, or floating down the Saco River - and your evenings gathered around the firepit or curled up by the woodstove. With three bedrooms, two baths, and a fully equipped kitchen, there's space for families, friends, and couples to enjoy all four seasons.

StreamSide Getaway- HOT TUB / AC/ Wi-Fi
The Streamside Getaway offers a luxurious glamping experience in a new solar and wind-powered Geodome. Equipped with custom furniture, new hot tub,luxury appliances, free high speed wifi, AC/Heat Unit and modern bathroom and kitchen facilities, guests can enjoy a homely and comfortable stay in nature. A glamping site built in 2022 offers a contactless check-in process with a custom key code. Additionally, we have added archery, axe throwing, and kayaks to enhance your outdoor activity!

LUX Designer Private Waterfront Hot Tub - Secluded
Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!

Mirror Pond Cottage
A sweet space on a pond, this cottage is perfect for those looking for a quiet getaway. We offer swimming, kayaks and a canoe, life jackets along with a raft to float on. Endless fun in the water, with no motors to be heard. This is a quiet spot and we would hate to be responsible for ruining that. We are family friendly and kids are welcome, but please leave the party at the casino (5 minutes away)! The waterfront is sandy and shallow, perfect for young ones to splash around in.

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

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

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 eagles in several tall pines. Turtles sunning on doting rocks and lily pads in bloom greet us each day. It is a natural water landscape.

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.
Popular amenities for Naples kayak rentals
House rentals with a kayak

Waterfront Gem walkable to Restaurants!

Beautiful lake-side home close to Portland Maine

Sebago Lake | Walk to Beach | Sleeps 6

Waterfront Sebago Cove Camp- pet & kid friendly!

The Loons' Nest: Lakefront oasis w/ private dock

Maine Lakes Region house (private hot tub)

“A Beary Happy Place” stunning home, views & more

LongLake-PrivateDockSandyBeach/PaddleBoards/SUPs
Cottage rentals with a kayak

Gorgeous Romantic Lakefront Getaway

Thompson Lake, No Cleaning Fee Pine Point Cottage,

Waterfront Escape

Cozy waterfront home on Merrymeeting Bay.

Cozy Waterfront Cottage w/ Private Dock & Kayaks

Peaceful Lakeside Maine Retreat

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

Idyllic Lakeside Cabin Winter Getaway

Romantic Pond Cabin | 65 Private Acres + Kayak

Lakefront Getaway Cabin/Private Sandy Beach!

Nordic House | Glamping Cabin w Private Hot Tub

Dreamy Lakefront: Hot Tub, Kayaks, & Kid-friendly

The Conscious Cabin | Getaways + Retreats

Bear Cabin
When is the best time to visit Naples?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $336 CAD | $300 CAD | $332 CAD | $303 CAD | $395 CAD | $453 CAD | $572 CAD | $536 CAD | $408 CAD | $349 CAD | $335 CAD | $356 CAD |
| Avg. temp | -6 °C | -4 °C | 1 °C | 6 °C | 12 °C | 18 °C | 21 °C | 20 °C | 16 °C | 10 °C | 4 °C | -2 °C |
Quick stats about vacation rentals with a kayak in Naples

Total vacation rentals
Explore 40 vacation rentals in Naples

Nightly prices starting at
Naples vacation rentals start at $180 CAD per night before taxes and fees

Verified guest reviews
Over 1,130 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Naples vacation rentals include wifi 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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- White Mountain National Forest
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Story Land
- Squam Lake
- Weirs Beach
- Sunday River Resort
- Popham Beach, Phippsburg
- Scarborough Beach
- Mount Washington Cog Railway
- Willard Beach
- Popham Beach State Park
- East End Beach
- Attitash Mountain Resort
- Omni Mount Washington Resort
- Gooch's Beach
- King Pine Ski Area
- Gunstock Mountain Resort
- Cranmore Mountain Resort
- Footbridge Beach
- Waterville Valley Resort
- Conway Scenic Railroad
- Wolfe's Neck Woods State Park





