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

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.

Luxurious 5 bedroom on the ocean, w/ dock & kayaks
Historic 1735 home on a spacious one-acre property overlooking the ocean. Enjoy swimming from the dock in Cape Porpoise’s protected cove. Two kayaks provided for exploring the lighthouse & picnicking on nearby islands. Stroll past picturesque lobster boats to the town pier, where restaurants serve fresh local lobster & drinks. Walk to morning coffee, pastries, a local grocery store, athe renowned Nunan’s Lobster Hut. Just two miles from Kennebunkport and a nine-minute drive to Goose Rocks Beach.

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

Luxury Year-round Treehouse with private hot tub
The Canopy 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.

Peaceful Cottage on Maine Flower Farm
Maine’s Peaceful Off-Season Escape Nestled just next door to Ferris Farm, our family-run flower farm, this charming cottage offers the perfect private space to rest and recharge. Even as the gardens rest for winter, there’s beauty all around. Stay in and enjoy slow, coffee-filled mornings, quiet walks around the property, and cozy, starlit evenings by the fire pit. Or take a drive and explore Portland’s diverse food scene. Perfect for a romantic retreat, solo escape, or remote work getaway.

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.

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.

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.

Romantic New England Historic Schoolhouse c1866
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 and tennis court.

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

Beautiful Kettle Cove Apt Steps to Beaches
Enjoy some of the Portland area’s finest destinations year-round. This sunny, 1 BR ground floor apt in Cape Elizabeth has seasonal water views and is nestled between Kettle Cove, Crescent Beach, and Two Lights State Parks. Fields, forests and ponds are a stroll away while downtown Portland is an easy 15-minute drive. The apartment is a great base to explore Southern Maine from and an equally great location to chill out and soak in coastal Maine’s restorative water and air.
Popular amenities for kayak rentals in Scarborough
House rentals with a kayak

Fish Tales Cabin

4-Season Escape w/ Woodstove, Firepit & Mtn Views

Forest Lake Cottage

Kayak to the Causeway-50s cottage with modern vibe

Lakehouse on Highland Lake

Lobster Boats & Harbor View Pine Point Home

Historic Kennebunkport home .3 mile to Dock Square

Cozy Lakefront Cabin-Private Dock-Kayaks-Firepit
Cottage rentals with a kayak

Gorgeous Romantic Lakefront Getaway

Cozy camp near highland lake

Cozy Maine Lakefront Paradise

RK North : All season Waterfront cottage with dock

The Loon's Nest Cottage

Cottage in Wells Maine

Covered Bridge Cottage - Maine woods and river

The Great Escape - Picturesque Sebago Lake
Cabin rentals with a kayak

Cozy cottage near the lake

Thompson Lake, No Cleaning Fee Pine Point Cottage,

Get away at Crystal Lake

Private cabin w hot tub,skiing,firepit & mountains

Peaceful and Rustic Lakeside Cabin

Barrett’s Cabin

Owl’s Nest – Cozy Cabin by lake and trails

Lakeside Cabin: Ice Fishing & Snowmobile Fun
Quick stats about holiday rentals with a kayak in Scarborough

Total holiday rentals
Explore 20 holiday rentals in Scarborough

Nightly prices starting at
Scarborough holiday rentals start at £52 per night before taxes and fees

Verified guest reviews
Over 1,920 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Scarborough holiday rentals include wifi 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
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Québec City Holiday rentals
- The Hamptons Holiday rentals
- Capital District, New York Holiday rentals
- Island of Montreal Holiday rentals
- Jersey City Holiday rentals
- Rentals with pools Scarborough
- Serviced apartment rentals Scarborough
- Rentals with an EV charger Scarborough
- Rentals with a patio Scarborough
- House rentals Scarborough
- Private suite rentals Scarborough
- Rentals with outdoor seating Scarborough
- Family-friendly rentals Scarborough
- Guest house rentals Scarborough
- Rentals with breakfast Scarborough
- Pet-friendly rentals Scarborough
- Rentals with a firepit Scarborough
- Waterfront rentals Scarborough
- Smoking-friendly rentals Scarborough
- Flat rentals Scarborough
- Cabin rentals Scarborough
- Boutique hotels Scarborough
- Apartment rentals Scarborough
- Rentals with a washing machine and dryer Scarborough
- Rentals with a fireplace Scarborough
- Fitness-friendly rentals Scarborough
- Townhouse rentals Scarborough
- Beach house rentals Scarborough
- Rentals with a hot tub Scarborough
- Beachfront rentals Scarborough
- Cottage rentals Scarborough
- Hotel rooms Scarborough
- Rentals with beach access Scarborough
- Rentals with a kayak Cumberland County
- Rentals with a kayak Maine
- Rentals with a kayak United States
- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Scarborough Beach
- Long Sands Beach
- York Harbor Beach
- Popham Beach State Park
- Popham Beach, Phippsburg
- Pemaquid Beach
- North Hampton Beach
- King Pine Ski Area
- East End Beach
- Pemaquid Point Lighthouse
- Willard Beach
- Short Sands Beach
- Gooch's Beach
- Funtown Splashtown USA
- Coastal Maine Botanical Gardens
- Wolfe's Neck Woods State Park
- Crescent Beach State Park
- Cape Neddick Beach
- Palace Playland
- Maine Maritime Museum
- Footbridge Beach
- Things to do Scarborough
- Things to do Cumberland County
- Sports activities Cumberland County
- Things to do Maine
- Nature and outdoors Maine
- Sports activities Maine
- Tours Maine
- Food and drink Maine
- Things to do United States
- Tours United States
- Sightseeing United States
- Entertainment United States
- Art and culture United States
- Food and drink United States
- Wellness United States
- Sports activities United States
- Nature and outdoors United States






