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

Historic Kennebunkport home .3 mile to Dock Square
Under 10 min walk to Dock Square, 2 min walk to Kennebunk River. Luxury linens, Casper pillows, SandCloud towels, Malin + Goetz toiletries, well-appointed kitchen and beach chairs included in your stay. 2 bikes & 2 kayaks available. Walk to Colony Beach, bike to Kennebunk Beach. 2 min walk to Perkins Park on the River, steps down to water for launching kayaks. Dock Square is a vacationer’s dream. Stroll along Ocean Ave on the water or grill fresh seafood on the cozy porch. 420 friendly outside

Luxury Year-round Hobbit House w/ private hot tub
Fern Hollow 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.

Portland & Beach & Lighthouses! Romantic! Lovely
Location! You get the BEACH + Portland in minutes! HUGE BEDRM Romantic canopy bed w/ lux linens Chaise lounge couch turns into twin bed TV Giant mirror for weddings etc 35’ Great Rm w/ TV Kitchen *quality pots etc New Q Sofa Bed Priv entrance Beachy Light filled tall ceilings Spacious for 2-can fit 5 pond/bridge firepit 2 decks+patio Teak Furniture Open views New bthrm A/C Parking No stairs/Garden Level All in Cape: Crescent Beach 2 Lights State Pk Portland Headlight Prtlnd 8 min! 210780

Cozy waterfront home on Merrymeeting Bay.
Our cozy cottage is the perfect romantic getaway or quiet retreat in any season. Located on a private rd with scenic waterfront view. Guests can enjoy sitting on the dock (May- October) or the jetty, watch the eagles and Osprey, use our kayaks, do some fishing, walking or biking. Sit by the propane fueled fireplace on a chilly night. Brunswick, home of Bowdoin College and a # of great restaurants and unique shops is just 5 mi. Travel by bus or train to/from Boston. Portland is @ 30 min 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.

Moose Creek Lodge & Cabin
Located 5 mi. from Pine Point Beach in Scarborough near kayaking and Frith Farm with fresh food & pick-your-own flowers. Close to Portland, Portland Head Light, L.L. Bean, or Kittery outlets; 3-hrs to Acadia National Park. Hosts live in an upper Suite in the house with separate entrances. Lower Suite includes (kitchen, 1 bath), salt-water Hot Tub, picnic table, Cabin, & parking next to the house surrounded by beautiful gardens & woods. VACATIONLAND! Dogs allowed but not cats due to allergies.

Riverside
Overlooking Kennebec River, Riverside is a perfect setting. Open 365 days per year; 2BR, 1 BA, kitchen, DR/common area. Situates 4 comfortably, 6 with the use of couches, 8 with added use of floor mattresses. Renovated, open concept, our home is wheelchair accessible. We accept Service dogs and will consider family dogs and other pets on a case-by-case; please ask. Owners reside on property in separate building. Outdoor trail cameras and AOSU cams in use to monitor exterior of residence only.

Beautiful Kettle Cove Apt Steps to Beaches
This sunny, 1 BR ground-floor apartment in Cape Elizabeth has seasonal water views and is nestled between Kettle Cove, Crescent Beach, and Two Lights State Parks. Fields, forests, beaches and ponds are a stroll away, while downtown Portland is an easy 15-minute drive. The apartment is a great base for exploring Southern Maine and an equally great place to simply soak in the restorative water and air of coastal Maine. Get one free sauna session in Kettle Cove Sauna, subject to availability.

Eclectic Lakefront Cottage on Great East Lake
Welcome to a relaxing stay on the shores of Great East Lake! The fall and winter are the definition of peace and quiet. Often you'll be the only folks on the cove! Come back inside after your outdoor adventures and warm your feet on the radiant slate floors .You can also prepare a home cooked meal in the vintage, fully applianced kitchen. This home is the perfect base for all your winter excursions, or enjoy family time inside with plenty of games, puzzles, ping pong, or air hockey! Enjoy!

#2Marsh Views, Cozy quiet spot on river&preserve
Enjoy this 2nd floor getaway in this totally quiet & cozy spot with beautiful sunrises and awesome views off the back deck. Close to beaches and town but far enough away to be secluded from the hecticness. Lots of nature trails very close by. Roads have bike/ walking lanes. Many fresh seafood restaurants & eateries close by. Kayaks & bikes for use are available. Free parking on site. Enjoy a complimentary bottle of wine when you visit. **(Waivers must be signed for kayak & bike usage)

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!

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

Mirror Pond Cottage

Waterfront Gem walkable to Restaurants!

Elevated 4-Season home - Mtn Views +A/C + Firepit

Beautiful lake-side home close to Portland Maine

Waterfront| Outdoor Sauna| Ski| Mountains| Firepit

Gorgeous Waterfront Home with Dock and Beach

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

Private Oceanfront Home 🔆2 min to Popham ✔️Hot Tub
Cottage rentals with a kayak

Gorgeous Romantic Lakefront Getaway

Rising Tide Times - quintessential Maine cottage

Thompson Lake, No Cleaning Fee Pine Point Cottage,

Cozy camp near highland lake

Coastal Waterfront Cottage in West Bath

Cozy Waterfront Cottage w/ Private Dock & Kayaks

Peaceful Lakeside Maine Retreat

Serene Lakefront Retreat in Southern Maine
Cabin rentals with a kayak

McKeen's Riverside Retreat

Idyllic Lakeside Cabin Winter Getaway

Get away at Crystal Lake

Private cabin with lake access, hot tub & firepit!

Modern Forest Cabin w/ Private Hot Tub & Fire Pit

Riverfront cabin between Portland & White Mtns.

Barrett’s Cabin-Lakes Region-Private Trails

Modern Cabin: View, Hot Tub, 10 min Walk to Lake
Quick stats about vacation rentals with a kayak in Scarborough

Total vacation rentals
Explore 20 vacation rentals in Scarborough

Nightly prices starting at
Scarborough vacation rentals start at G$27,203Â GYD per night before taxes and fees

Verified guest reviews
Over 1,930 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Scarborough vacation rentals include wi-fi access

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

4.9 Average rating
Scarborough stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- New York Vacation rentals
- Montreal Vacation rentals
- Boston Vacation rentals
- Québec City Vacation rentals
- Newark Vacation rentals
- Jersey City Vacation rentals
- Portland Vacation rentals
- Mont-Tremblant Vacation rentals
- Providence Vacation rentals
- Newport Vacation rentals
- York County Vacation rentals
- Cambridge Vacation rentals
- Condo rentals Scarborough
- Serviced apartment rentals Scarborough
- Rentals with a hot tub Scarborough
- Rentals with a fireplace Scarborough
- Fitness-friendly rentals Scarborough
- Hotel rooms Scarborough
- Rentals with a sauna Scarborough
- Waterfront rentals Scarborough
- Rentals with outdoor seating Scarborough
- Smoking-friendly rentals Scarborough
- Rentals with a patio Scarborough
- Apartment rentals Scarborough
- Guesthouse rentals Scarborough
- Pet-friendly rentals Scarborough
- Rentals with pools Scarborough
- Townhouse rentals Scarborough
- Family-friendly rentals Scarborough
- Beach house rentals Scarborough
- Rentals with breakfast Scarborough
- Rentals with a washer and dryer Scarborough
- Rentals with an EV charger Scarborough
- Beachfront rentals Scarborough
- Cottage rentals Scarborough
- Rentals with beach access Scarborough
- Cabin rentals Scarborough
- Rentals with a fire pit Scarborough
- Boutique hotels Scarborough
- House rentals Scarborough
- Private suite rentals Scarborough
- Rentals with a kayak Cumberland County
- Rentals with a kayak Maine
- Rentals with a kayak United States
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Long Sands Beach
- Popham Beach, Phippsburg
- York Harbor Beach
- Willard Beach
- Scarborough Beach
- Short Sands Beach
- North Hampton Beach
- Pemaquid Beach
- Pemaquid Point Lighthouse
- East End Beach
- Footbridge Beach
- Popham Beach State Park
- Cape Neddick Beach
- Coastal Maine Botanical Gardens
- Gooch's Beach
- King Pine Ski Area
- Hills Beach
- Crescent Beach State Park
- Jenness Beach
- Wolfe's Neck Woods State Park
- Pleasant Mountain Ski Area
- Things to do Scarborough
- Things to do Cumberland County
- Art and culture Cumberland County
- Entertainment Cumberland County
- Nature and outdoors Cumberland County
- Tours Cumberland County
- Sightseeing Cumberland County
- Sports activities Cumberland County
- Food and drink Cumberland County
- Things to do Maine
- Art and culture Maine
- Nature and outdoors Maine
- Sightseeing Maine
- Tours Maine
- Sports activities Maine
- Food and drink Maine
- Things to do United States
- Food and drink United States
- Sightseeing United States
- Tours United States
- Entertainment United States
- Art and culture United States
- Nature and outdoors United States
- Sports activities United States
- Wellness United States







