
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.

Luxury 6 bedroom Beach House 50 ft from beach
This has to be the Best looking house in Old Orchard Beach! Our Beach house is so close to the Ocean you can smell the salty air see & hear the small waves crashing. This 3 story home is ideal for families and friends reuniting & spending either a long weekend together off-season or a week together during the summer season. Located on a quiet, serene cul-de-sac street that leads on to Maine's best hidden treasure The beach! 15 min drive to Downtown Portland. Sleeps up to a maximum of 25 guests.

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.

Charming Designer Cottage on Marsh
Cozy renovated Cottage w/ stunning marsh views is short walk to beautiful Goose Rocks Beach. No need to pack gear, cottage comes equipped w/ 2 kayaks, 2 bikes/helmets & beach buggy. Stroll to general store for morning coffee, walk on beach or head out and explore the Kennebunks & Cape Porpoise. Our community offers world class dinning, boutique shopping , entertainment and beautiful hiking trails all close by. At days end kick back & relax by the fire pit...”The way life should be”

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 best 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.

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

Luxurious Beachfront New England Cottage

Fish Tales Cabin

Forest Lake Cottage

Kayak to the Causeway-50s cottage with modern vibe

Historic Kennebunkport home .3 mile to Dock Square

Luxury Lakefront Paradise w/ Private Beach

Sokokis Lake House

Charming 4 bedroom lake front, with private beach
Cottage rentals with a kayak

Tranquil waterfront cottage

Lake Beachfront Cottage

Quaint New England Cottage in the Pines | Lakeside

Cozy camp near highland lake

RK North : All season Waterfront cottage with dock

Peaceful Lakeside Maine Retreat

The Loon's Nest Cottage

Covered Bridge Cottage - Maine woods and river
Cabin rentals with a kayak

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

Breathtaking Beachfront Cabin

Lakeside Cabin: Ice Fishing & Snowmobile Fun

Owl’s Nest – Cozy Cabin by lake and trails
Quick stats about holiday rentals with a kayak in Scarborough

Total holiday rentals
Explore 30 holiday rentals in Scarborough

Nightly prices starting at
Scarborough holiday rentals start at £76 per night before taxes and fees

Verified guest reviews
Over 2,630 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
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Quebec City Holiday rentals
- The Hamptons Holiday rentals
- Capital District, New York Holiday rentals
- Jersey City Holiday rentals
- Island of Montreal Holiday rentals
- East Side Holiday rentals
- Rentals with beach access Scarborough
- Rentals with a washing machine and dryer Scarborough
- Flat rentals Scarborough
- Rentals with a firepit Scarborough
- Rentals with breakfast Scarborough
- Pet-friendly rentals Scarborough
- House rentals Scarborough
- Smoking-friendly rentals Scarborough
- Family-friendly rentals Scarborough
- Rentals with pools Scarborough
- Rentals with a patio Scarborough
- Apartment rentals Scarborough
- Beach house rentals Scarborough
- Waterfront rentals Scarborough
- Guest house rentals Scarborough
- Hotel rentals Scarborough
- Rentals with a hot tub Scarborough
- Rentals with outdoor seating Scarborough
- Rentals with a fireplace Scarborough
- Fitness-friendly rentals Scarborough
- Cabin rentals Scarborough
- Beachfront rentals Scarborough
- Cottage rentals Scarborough
- Townhouse rentals Scarborough
- Private suite rentals Scarborough
- Serviced apartment rentals Scarborough
- Rentals with an EV charger 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
- York Harbor Beach
- Long Sands Beach
- Popham Beach State Park
- Popham Beach, Phippsburg
- Jenness State Beach
- Rye North Beach
- Pemaquid Beach
- North Hampton Beach
- East End Beach
- Pemaquid Point Lighthouse
- Dunegrass Golf Club
- Funtown Splashtown USA
- Willard Beach
- Coastal Maine Botanical Gardens
- Parsons Beach
- Wolfe's Neck Woods State Park
- King Pine Ski Area
- Short Sands Beach
- Wentworth by the Sea Country Club
- White Lake State Park
- Things to do Scarborough
- Things to do Cumberland County
- Art and culture Cumberland County
- Sports activities Cumberland County
- Nature and outdoors Cumberland County
- Sightseeing Cumberland County
- Tours Cumberland County
- Things to do Maine
- Food and drink Maine
- Sightseeing Maine
- Tours Maine
- Sports activities Maine
- Art and culture Maine
- Nature and outdoors Maine
- Things to do United States
- Sports activities United States
- Tours United States
- Food and drink United States
- Entertainment United States
- Wellness United States
- Nature and outdoors United States
- Art and culture United States
- Sightseeing United States

