
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.

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.

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.

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.

#3 Marsh Views,Cozy/quiet spot on a preserve&river
Enjoy this 3rdd 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)

Luxury Year-round Treehouse with private hot tub
Skyframe 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.

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.

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.

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.

The Red Lake House
(LAKEFRONT PROPERTY) Located in a peaceful cove on Bauneg Beg Lake in North Berwick, Maine. The Red Lake House is the perfect place to relax and enjoy hot New England Summers and colorful Falls! Just a 30 minute drive to Wells Beach and 45 minutes from Portland! Your safety and comfort is our first priority so custom keyless entry codes, life jackets, and a Welcome Binder full of all the need to know info. is provided.
Popular amenities for Scarborough kayak rentals
House rentals with a kayak

Mirror Pond Cottage

Rising Tide Times - quintessential Maine cottage

Lakefront Getaway

Beachfront on Highland Lake- close to Portland

Modern 4-Season Escape w/ Mtn Views, A/C & Firepit

Beautiful lake-side home close to Portland Maine

Waterfront| Outdoor Sauna| Ski| Mountains| Firepit

Historic Kennebunkport home .3 mile to Dock Square
Cottage rentals with a kayak

Tranquil waterfront cottage

Lake Beachfront Cottage: Fri-Fri Jun-Aug

Cottage in the Pines | Lakeside + Sauna + Hot Tub

Cozy camp near highland lake

The Cozy Cottage at Loon Pond, Netflix

RK North : All season Waterfront cottage with dock

Serene Lakefront Retreat in Southern Maine

The Loon's Nest Cottage
Cabin rentals with a kayak

Cozy cottage near the lake

A Serene A-Frame Cabin with Hot Tub

Lakefront Getaway Cabin/Private Sandy Beach!

Rustic, cozy cabin on Sebago Lake. A hidden gem.

Thompson Lake, No Cleaning Fee Pine Point Cottage,

Amish built cabin on 280 acres near North Conway

Get away at Crystal Lake

Private cabin w hot tub,skiing,firepit & mountains
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 ﺩ.ﺇ257 per night before taxes and fees

Verified guest reviews
Over 1,920 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
- Plainview Vacation rentals
- New York Vacation rentals
- Tuckahoe Vacation rentals
- Long Island Vacation rentals
- Boston Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Québec City Vacation rentals
- The Hamptons Vacation rentals
- Capital District, New York Vacation rentals
- Island of Montreal Vacation rentals
- Jersey City Vacation rentals
- Rentals with pools Scarborough
- Condo rentals Scarborough
- Cabin rentals Scarborough
- House rentals Scarborough
- Rentals with an EV charger Scarborough
- Rentals with breakfast Scarborough
- Beachfront rentals Scarborough
- Cottage rentals Scarborough
- Apartment rentals Scarborough
- Smoking-friendly rentals Scarborough
- Serviced apartment rentals Scarborough
- Rentals with a patio Scarborough
- Boutique hotels Scarborough
- Rentals with a washer and dryer Scarborough
- Rentals with beach access Scarborough
- Rentals with a sauna Scarborough
- Waterfront rentals Scarborough
- Pet-friendly rentals Scarborough
- Hotel rooms Scarborough
- Rentals with a fireplace Scarborough
- Fitness-friendly rentals Scarborough
- Rentals with a hot tub Scarborough
- Rentals with outdoor seating Scarborough
- Beach house rentals Scarborough
- Rentals with a fire pit Scarborough
- Guesthouse rentals Scarborough
- Townhouse rentals Scarborough
- Private suite rentals Scarborough
- Family-friendly 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
- Scarborough Beach
- Popham Beach, Phippsburg
- York Harbor Beach
- Popham Beach State Park
- Pemaquid Beach
- North Hampton Beach
- Willard Beach
- King Pine Ski Area
- Short Sands Beach
- Cape Neddick Beach
- Pemaquid Point Lighthouse
- Gooch's Beach
- East End Beach
- Funtown Splashtown USA
- Crescent Beach State Park
- Coastal Maine Botanical Gardens
- Footbridge Beach
- Pleasant Mountain Ski Area
- Wolfe's Neck Woods State Park
- Palace Playland
- Things to do Scarborough
- Things to do Cumberland County
- Art and culture Cumberland County
- Sightseeing Cumberland County
- Food and drink Cumberland County
- Nature and outdoors Cumberland County
- Tours Cumberland County
- Sports activities Cumberland County
- Things to do Maine
- Tours Maine
- Food and drink Maine
- Art and culture Maine
- Sports activities Maine
- Nature and outdoors Maine
- Sightseeing Maine
- Things to do United States
- Nature and outdoors United States
- Entertainment United States
- Sports activities United States
- Sightseeing United States
- Wellness United States
- Food and drink United States
- Art and culture United States
- Tours United States






