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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.

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Treehouse in Sanford

4.9 out of 5 average rating, 480 reviews

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.

Cottage in Topsham

4.94 out of 5 average rating, 245 reviews

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.

Guest suite in Scarborough

4.87 out of 5 average rating, 147 reviews

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.

Home in Windham

4.93 out of 5 average rating, 115 reviews

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.

Rental unit in Cape Elizabeth

4.98 out of 5 average rating, 107 reviews

Beautiful Kettle Cove Apt Steps to Beaches

Enjoy some of the Portland area’s best year-round destinations, just steps away. This sunny, one bedroom first floor apt with seasonal water views sits nestled between Kettle Cove and Crescent Beach State Parks. Equally stunning Two Lights State Park is less than a mile away. Easy access to many acclaimed local eateries. Spend your evenings listening to the waves, enjoying breathtaking sunsets, or staying in and relaxing. Come unwind in what CNN named one of the world's most relaxing places.

Cottage in Brunswick

5 out of 5 average rating, 150 reviews

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 property right on historic Route 24, a busy thoroughfare between Brunswick & the islands of Harpswell. All rooms have ocean views. There is a beach & the dock (May-Dec) is ideal for seasonal fishing, lounging & swimming. Check out our Insta @gurnetvillage for photos & calendar release dates

Cottage in Kennebunkport

4.98 out of 5 average rating, 107 reviews

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”

Cottage in Middleton

4.97 out of 5 average rating, 152 reviews

Beautiful Lakeside Cottage

Beautiful, quiet and secluded lakeside cottage. Enjoy amazing sunsets on our pristine lake. Swim, kayak, fish or just relax and take in the natural beauty. COVID UPDATE: We know everyone has different levels of concern regarding the virus. Please know that while we feel our sanitation and cleanliness of the Cottage is exceptional, we have doubled our efforts providing multiple cleanings between guests. This is a NON-SMOKING property. We are sorry, but we cannot accommodate pets.

Tiny home in Bowdoinham

4.91 out of 5 average rating, 107 reviews

Sweet Fern Cabin on Merrymeeting Bay

Nestled in the woods on 2.5 waterfront acres where the Muddy River meets Merrymeeting Bay. The cabin is 350 square feet of simple living with a panoramic view. There is a three season hot water outdoor shower and wood burning stove with plenty of wood included. Kitchen is fully stocked with cooking supplies and has off grid cold water sink. Outbuilding with composting toilet is right out the back door. Kayaks and stand up paddle board are available to rent for an additional fee.

Home in Hollis

4.99 out of 5 average rating, 401 reviews

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.

Rental unit in Windham

4.99 out of 5 average rating, 136 reviews

The Roost - lovely one bedroom efficiency unit

Staying at the Roost means you will be 15 minutes to the ocean, the airport and to the Old Port; 10 minutes to nearby lakes and rivers; 5 minutes to everything downtown Westbrook has to offer, including many restaurants, parks, live music venues, shopping and a movie theater: what you are looking for is nearby! Kick back and relax in this calm, stylish space with a queen-sized bed, kitchenette, dining/work area, excellent wifi, a full bathroom and a big yard.

Cottage in Middleton

4.96 out of 5 average rating, 164 reviews

☀ Fox & Loon lake house: hot tub/pedal boat/kayaks

Escape to a peaceful, lakeside retreat with a secluded sun-lit deck and private dock with incredible views of Sunrise Lake, plus a 4-person hot tub, and seasonal amenities like a pedal boat, two kayaks, a SUP board, gas fire table, central A/C, a pellet stove, and snowshoes. Enjoy nearby activities like hiking, leaf peeping, skiing, and visiting scenic towns, local vineyards and breweries — or simply relaxing in a beautiful lakefront setting!

Vacation rentals for every style

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Apartments

Convenient locations with everyday essentials

Cabins

Kick off your hiking boots at these rustic lodgings

Houses

A space thats all yours, with room for everyone

Popular amenities for Scarborough kayak rentals

Free parking on premises

Air conditioning

House rentals with a kayak

Home in Standish

4.97 out of 5 average rating, 66 reviews

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

Home in Falmouth

4.95 out of 5 average rating, 77 reviews

Beautiful lake-side home close to Portland Maine

Home in Cumberland

4.94 out of 5 average rating, 32 reviews

Forest Lake Cottage

Home in Kittery

4.94 out of 5 average rating, 137 reviews

Gorgeous Waterfront Home with Dock and Beach

Home in Windham

4.92 out of 5 average rating, 26 reviews

Lakehouse on Highland Lake

Home in Falmouth

5 out of 5 average rating, 28 reviews

Modern Maine Lake House near Portland

Home in North Berwick

4.85 out of 5 average rating, 55 reviews

The Lake House

Home in Shapleigh

5 out of 5 average rating, 23 reviews

Luxury Lakefront Paradise with Private Beach

Cottage rentals with a kayak

Cottage in Raymond

5 out of 5 average rating, 22 reviews

Red Bird Cottage

Cottage in Middleton

4.99 out of 5 average rating, 101 reviews

Lovely cottage on Sunrise Lake, Middleton, NH.

Cottage in West Bath

4.9 out of 5 average rating, 50 reviews

Coastal Waterfront in West Bath

Cottage in Standish

4.92 out of 5 average rating, 116 reviews

Peaceful Lakeside Maine Retreat

Cottage in Standish

4.95 out of 5 average rating, 87 reviews

The Loon's Nest Cottage

Cottage in Wells

4.92 out of 5 average rating, 39 reviews

Cottage in Wells Maine

Cottage in Windham

4.89 out of 5 average rating, 75 reviews

Covered Bridge Cottage - Maine woods and river

Cottage in Buxton

4.98 out of 5 average rating, 142 reviews

Peaceful Cottage Retreat on Maine Flower Farm

Cabin rentals with a kayak

Cabin in Windham

4.92 out of 5 average rating, 204 reviews

Private Hilltop Cabin, Lakes and Trails Abound..

Cabin in Raymond

4.97 out of 5 average rating, 179 reviews

Idyllic Lakeside Cabin

Cabin in Buxton

5 out of 5 average rating, 18 reviews

Brooksie's Bungalow

Cabin in Brownfield

4.95 out of 5 average rating, 42 reviews

Amish built cabin on 280 acres near North Conway

Cabin in Bridgton

4.93 out of 5 average rating, 111 reviews

Private cabin w hot tub,skiing,firepit & mountains

Cabin in Limerick

5 out of 5 average rating, 50 reviews

Peaceful and Rustic Lakeside Cabin

Cabin in Denmark

4.95 out of 5 average rating, 169 reviews

Maine Lakes-Pleasant Mt-Private Trails

Cabin in Wakefield

4.97 out of 5 average rating, 239 reviews

Beautiful Log Cabin on Belleau Lake -2900 sqft!

Quick stats about vacation rentals with a kayak in Scarborough

Total rentals
20 properties
Nightly prices starting at
$60 before taxes and fees
Total number of reviews
1.6K reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
10 properties include access to wifi

Destinations to explore