
Holiday rentals with a kayak in Cumberland County
Find and book unique kayak rentals on Airbnb
Top-rated Accommodation with a Kayak in Cumberland County
Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

LUX Designer Private Waterfront Hot Tub - Secluded
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.

Peaceful Cottage on Maine Flower Farm
Maine’s Peaceful Off-Season Escape Nestled next door to Ferris Farm, our family-run flower farm, this charming cottage offers a private place to rest and recharge. Enjoy slow, coffee-filled mornings, quiet walks, and cozy evenings by the fire pit. Use the cottage as your home base to explore nearby beaches (30 minutes) or head into Portland (35 minutes) for breweries, coffee shops, and great dining. Perfect for a couple retreat, solo escape, or remote work getaway, with dedicated workspace.

Maine lakehouse-Ice fishing, skiing, snowmobiling
Beautiful lake living & winter activities, 2.5 hours from Boston, 40 min. from Portland. Near skiing- 1:20 from Sunday River, 1:10 Pleasant Mtn., 1:05 Mount Abram Ski Area, 0:20 Lost Valley. This cozy 2-bedroom home on Lake Sabattus with 110 feet of private lake frontage, sleeps four. All the amenities of home incl. a SS kitchen with newer appliances. Minutes to Lewiston/Auburn - close to dining and stores. Well known ice fishing spot , cross-country skiing nearby too. Fire pit, great sunsets.

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.

Lobstermen's ocean-front cottage
Be our guests & experience the life & beauty of Midcoast Maine. Relax & enjoy the views, warm up in the sauna or go for a refreshing dip. The cottage is part of an over 100 year old working lobstering, and now oyster farming property we call, Gurnet Village. Located right on historic Route 24, we are conveniently situated between Brunswick & the islands of Harpswell. All rooms have ocean views. The tidal beach & the floating dock (May-Dec) is ideal for seasonal fishing, lounging & swimming.

Waterfront Private Apartment only 5 min to LLBean!
Guest apartment with king bed, private entrances, pull out sofa, kitchenette, walk-in shower, and porch facing the water providing the perfect relaxing coastal Maine experience! Custom built home on 8 acres tucked away in the woods with waterfront access to Harraseeket Cove & South Freeport Harbor, great for kayaking! Located 5 minutes from LL Bean and Freeport's many shops, restaurants, bars, etc. Wolfes Neck State Park and its stunning coastal trails and forests are less than a mile away.

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.

Beautiful lake-side home close to Portland Maine
A peaceful & charming renovated old home with private dock on Highland Lake, Falmouth Maine, 20 mins from Portland. *Contact us for longer winter availability! **June/July/Aug, Sat-Sat 7 day min Enjoy beautiful sunsets, canoeing, kayaking, paddle-boarding or fishing on the lake. Or take a short drive to downtown Portland, visit Old Port restaurants & bars, local breweries, Freeport outlet shopping, ski resorts, hiking and walking trails, golf courses, indoor/outdoor cinemas, and more!

Lakefront Getaway
Looking for a quiet peaceful getaway? Our Maine post and beam home is set on 7 acres of lake front. Great getaway to enjoy marshmallows and a roaring fire, kayaking, canoeing, swimming, boating or enjoy a great movie. For downhill skiers proximity to King Pine, Sunday River, Shawnee Peak and Black Mountain. Cross country and snow shoeing on property and on the lake. If you have a snow mobile- great trails available. Finally, great shopping in nearby North Conway at the outlets.

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.
Popular amenities for Cumberland County kayak rentals
Holiday House Rentals with a Kayak

Sebago Lake, ME *Lakeside*Hot Tub* just renovated

Tripp Lake Cove Home Away from Home

Forest Lake Cottage

Lakefront, Dock, Kayaks, & SUPs-Windham Wind Down

Lakehouse/HottubFirePit/2pvtdocks/SUPs/YAKs/LgYard

Cozy Camp on the lake

Direct Lakefront Family Retreat

Charming 4 bedroom lake front, with private beach
Cottages with a kayak

Tranquil waterfront cottage

Romantic Waterfront Cottage in Maine

Sebago Lake Cottage | Rare Private Beach & Views

Coastal Waterfront Cottage in West Bath

Cozy camp near highland lake

Cozy Maine Lakefront Paradise

Cozy waterfront home on Merrymeeting Bay.

The Loon's Nest Cottage
Cabin rentals with a kayak

Private pond | Sebago Lake Region | Romantic

Lakefront New England Retreat | Hot Tub | Pups ok

Fall Lakefront Getaway Cabin/Private Sandy Beach!

Get away at Crystal Lake

Private cabin w hot tub,skiing,firepit & mountains

Charming log cabin on Crooked River in Maine

Barrett’s Cabin-Ski Pleasant Mountain

Lakeside Cabin: Ice Fishing & Snowmobile Fun
Destinations to explore
- Cabin rentals Cumberland County
- House rentals Cumberland County
- RV rentals Cumberland County
- Loft rentals Cumberland County
- Farmstay rentals Cumberland County
- Tiny house rentals Cumberland County
- Fitness-friendly rentals Cumberland County
- Condo rentals Cumberland County
- Boutique hotels Cumberland County
- Villa rentals Cumberland County
- Apartment rentals Cumberland County
- Rentals with a patio Cumberland County
- Guesthouse rentals Cumberland County
- Rentals with an EV charger Cumberland County
- Hotel rooms Cumberland County
- Private suite rentals Cumberland County
- Smoking-friendly rentals Cumberland County
- Rentals with a sauna Cumberland County
- Rentals with a hot tub Cumberland County
- Chalet rentals Cumberland County
- Holiday home rentals Cumberland County
- Rentals with an accessible height toilet Cumberland County
- Lakehouse rentals Cumberland County
- Yurt rentals Cumberland County
- Rentals with breakfast Cumberland County
- Cottage rentals Cumberland County
- Pet-friendly rentals Cumberland County
- Rentals with beach access Cumberland County
- Beachfront rentals Cumberland County
- Rentals with outdoor seating Cumberland County
- Rentals with a fire pit Cumberland County
- Waterfront rentals Cumberland County
- Rentals with pools Cumberland County
- Serviced apartment rentals Cumberland County
- Rentals with lake access Cumberland County
- Ski-in/ski-out rentals Cumberland County
- Family-friendly rentals Cumberland County
- Townhouse rentals Cumberland County
- Rentals with a washing machine and dryer Cumberland County
- Bed and breakfasts Cumberland County
- Rentals with a fireplace Cumberland County
- Rentals with an accessible height bed Cumberland County
- Rentals with a kayak Maine
- Rentals with a kayak United States
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Story Land
- Scarborough Beach
- Long Sands Beach
- York Harbor Beach
- Popham Beach, Phippsburg
- Popham Beach State Park
- Pemaquid Beach
- Cranmore Mountain Resort
- King Pine Ski Area
- Short Sands Beach
- Willard Beach
- East End Beach
- Gooch's Beach
- Pemaquid Point Lighthouse
- Cape Neddick Beach
- Diana's Baths
- Funtown Splashtown USA
- Coastal Maine Botanical Gardens
- Crescent Beach State Park
- Wolfe's Neck Woods State Park
- Palace Playland
- Things to do Cumberland County
- Sightseeing Cumberland County
- Art and culture Cumberland County
- Tours Cumberland County
- Sports activities Cumberland County
- Food and drink Cumberland County
- Things to do Maine
- Sports activities Maine
- Art and culture Maine
- Nature and outdoors Maine
- Sightseeing Maine
- Food and drink Maine
- Tours Maine
- Things to do United States
- Sightseeing United States
- Food and drink United States
- Nature and outdoors United States
- Wellness United States
- Art and culture United States
- Entertainment United States
- Tours United States
- Sports activities United States




