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Vacation rentals with a kayak in Barnstable County

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Top-rated kayak rentals in Barnstable County

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Top guest favorite
An outdoor dining setting features a table with a plate of salad and wine glasses, accompanied by a bottle of white wine. In the background, a charming shed displays ‘Cape Away’ signage, surrounded by well-maintained greenery and a cozy lounge area.
Home in Yarmouth
5 out of 5 average rating, 174 reviews

Relaxing Retreat | King Beds * Sauna * Bar Shed

Welcome to Cape Away, your charming family & pet-friendly retreat! Enjoy a fully stocked kitchen, cozy fireplaces, sauna, and outdoor shower. Unwind with dozens of board games, dart board, fire pit, and BBQ. The fully fenced private backyard offers beach gear, a bar shed and lounge area. We are perfectly located just 5–20 minutes from top rated restaurants and beaches, making it your ideal home base. With premium amenities, thoughtful touches it’s the perfect space to escape, explore and relax.

Top guest favorite
A view of the waterfront shows a relaxing outdoor seating area featuring a coffee table and comfortable gray sofas. Lush greenery and blooming hydrangeas surround the space, while a clear lake reflects the sky in the background.
Cottage in Yarmouth
5 out of 5 average rating, 240 reviews

SerenityViews | Lakefront | KingBed | Kayaks | FPL

Enjoy our cottage's charm and comfort with panoramic views and abundant sunlight. Comfortably hosts 2 families. Wake up to incredible sunrises. Lounge on the hammock or swim/fish/kayak in our beautiful backyard waterfront Long Pond. Explore the Cape in each direction: beautiful beaches and endless fun activities/interests. At the end of the day, enjoy dining on the deck as you grill. Sit back on the patio with a cocktail and gaze at the star filled sky and ambiance from the fire table. Welcome!

Superhost
A calm waterway reflects soft pastel colors during sunrise, with silhouettes of boats anchored in the distance. Gentle grasses line the foreground, and the tranquil landscape is framed by hills on the horizon, offering a serene morning view.
Guest suite in Bourne
4.8 out of 5 average rating, 191 reviews

Rustic Beach Cottage

The salty air will instantly wash all your cares away. This rustic charming Cape get away is steps away from a quaint quiet picturesque beach. Simply relax in the comfortable surrounds in this fully furnished 1 bedroom Cottage apartment with all of your basic needs including WiFi, Smart TV, A/C, and a deck complete with gas grill and outdoor furniture offering you plenty of living space inside and out. Close to the bike paths, Cape Cod Canal, great restaurants, hiking, ferry and much much more!

Superhost
A wooden dock extends into a serene freshwater pond, surrounded by lush green foliage. The calm water reflects the clear blue sky and distant tree line, creating a tranquil setting for relaxation and outdoor activities.
Home in Brewster
4.87 out of 5 average rating, 218 reviews

Water Front Pond House - 3 acre Cape Cod Sanctuary

Extraordinary pondfront sanctuary on Cape Cod. 1300 sq.ft. home sleeps 8 in 3 bedrooms and 1 bath. Private dock and beach area. House is on the Pond and sited on 3 pristine acres - this property offers exceptional privacy with full water recreation opportunities while also being close to everything "Cape Cod". Centrally located in laid-back Brewster, 5 minutes to Bayside beaches, 10 mins to Chatham, Harwich Port, and Orleans. Local owners have 22 years of online vacation rental experience.

Top guest favorite
The cottage exterior is illuminated by warm lights, showcasing a spacious deck with inviting seating. Lush greenery surrounds the property, with a vibrant purple flowering bush nearby. The serene atmosphere is enhanced by the evening sky, providing a cozy and welcoming retreat.
Cottage in Marion
4.99 out of 5 average rating, 192 reviews

Little Boho Retreat by the Beach

Kick back and relax in the most calming, low charm country, coastal cottage the town of Marion has to offer. You’ll experience spectacular view of the beach right from the deck to watching the boats from the harbor. Don’t just limit yourself to life at the beach in just the summer months, come and make memories in this beautiful year-round cozy cottage. It's a perfect retreat to go swimming, kayaking, fishing, bird/seal/crabs watching and more right here in a private community on Dexter Beach.

Guest favorite
A serene view of a crystal clear pond is framed by lush trees. The calm water reflects the blue sky and scattered clouds, creating a tranquil atmosphere. A wooden pathway leads to the water's edge, inviting exploration and relaxation.
Cottage in Dennis
4.98 out of 5 average rating, 201 reviews

★Waterview ★Pet Friendly ★Kayaks ★Trails ★

Welcome to SEAGLASS COTTAGE! 🔸 200 MBPS WIFI 🔸 Steps to sandy beach on a crystal clear pond 🔸 Pet friendly 🔸 Linens & towels are included. Beds will be made 🔸 Swim, fish or use our 2 kayaks & 2 SUP’s 🔸 Bluestone private patio w/waterviews+charcoal BBQ 🔸 Outdoor shower 🔸 Sunroom w waterview 🔸 Washer+dryer 🔸 Fully equipped kitchen w/Carrera marble counter 🔸Gas firepit 🔸Ductless A/C & Heat 🔸Small library of books, didn't finish the book? Take it! 🔸Pet fee $25/day

Top guest favorite
A waterfront hot tub is set against a natural backdrop of trees and calm waters. Inside, a dining area features a large window with views of the lake. A cozy living room displays comfortable seating, while an outdoor patio has seating for relaxation and enjoying the scenery.
Home in South Yarmouth
4.94 out of 5 average rating, 247 reviews

Waterfront Spa|Hot Tub+Cold Plunge in Lake|King bd

✅All linens provided & beds made ✅ King bed / Queen / Twin over Full bunk ✅ Direct lake access = natural cold plunge Follow with hot tub recovery! ✅Waterfront hot tub for 6 -Open year round ✅Fully kitchen w/Carrera marble counters ✅Large waterfront dining rm ✅Gas Fireplace in living rm ✅Level backyard to lake ✅Dock for swimming & fishing ✅2 kayaks & 2 SUPs / beach chairs ✅Deck w/sitting & dining area ✅Patio w/seating & gas fire pit ✅Pet fee $30/day ✅W/D Locally managed

Guest favorite
A charming Cape cottage is framed by lush greenery, with sections of neatly mulched garden beds featuring flowering plants. An American flag hangs at the entrance, complemented by a stone walkway leading to the front door. The property is bathed in natural sunlight.
Cottage in Dennis
4.92 out of 5 average rating, 132 reviews

Cape Escape-The Perfect Getaway

Enjoy Nantucket Sound beaches, Cape Cod Rail Trail bike path, shops, restaurants and charter boat fishing. Take a scenic drive to Provincetown or stroll seaside festivals. You will love this quintessential Cape cottage for its charm, location, and outdoor space. Spring and fall are beautiful times with everything open without the crowds of the summer. Winter provides a combination of solitude and comfort. Explore the nuances of Cape Cod from this centrally located cottage All are welcome!

Top guest favorite
A cozy living area is highlighted by a navy blue sofa adorned with decorative pillows. The light wood floor complements the bright blue walls, while a flat-screen TV and a coffee table with remote sit within the space. Natural light filters through large glass doors, overlooking a private patio.
Cottage in Yarmouth
4.92 out of 5 average rating, 502 reviews

MODERN COTTAGE W/ BIKES, PADDLE BOARDS & KAYAKS

This newly remodeled, nautically themed cottage includes countless amenities designed for a fun, romantic getaway with all the comforts of home. - Bikes, paddle boards, 2-person kayak, yard games, beach chairs/towels & cooler - Outdoor fire pit and gas grill - Stocked kitchen with quality cookware, organic coffee/tea, water filtration pitcher + more - Organic, vegan, unscented, allergen-free soaps & cleaning products - Extreme COVID sanitation protocols as well as quarterly deep cleanings

Top guest favorite
Two kayaks are stored beside a shed in a natural setting, surrounded by tall grass. A view of the calm water reflects the greenery of the area, while a cozy indoor space showcases a gas fireplace and comfortable furnishings.
Cottage in Dennis
4.97 out of 5 average rating, 130 reviews

Local Beach+ Fireplace + Hot Tub Under the *Stars*

Welcome to the Bayside Retreat! Enjoy the real Cape Cod in this Quintessential Beach Rental Featuring: Private hot tub, outdoor patio & high-end sofas in a peaceful backyard 🕊️ 2️⃣ Kayaks- Outdoor Shower- Gas Grill 🔥 Indoor Gas Fireplace ❄️ Mini Splits ✔️Games ✔️Washer/Dryer 📺 55” Sony TV w/ Apps 🛋️ Comfy Furnishings➕Stocked Kitchen Watch the birds, relax out back in peace & privacy or go explore! 📍 Centrally located ❌ NO FEES ⛱️ Year Round Beach Vacation ➡️Bayside_Retreat_Capecod

Top guest favorite
A wooden outdoor table and benches are positioned on a stone patio, overlooking a serene pond. Lush greenery lines the water's edge, and white flowers in a planter enhance the natural setting. The calm water reflects the surrounding trees and sky.
Home in Yarmouth
5 out of 5 average rating, 331 reviews

gorgeous waterfront cottage w/4kayaks and 2 SUPs

Small 500 sq ft gem . Quintessential Cape Cod cottage WATERFRONT on big Sandy Pond. Step back in time and enjoy being on Cape Cod in your own Camp. Come enjoy this charming cottage with 2 bedrooms and views of the pond throughout. Kayak, fish and swim from your front door. *1 Paddle Bd *4 kayaks- 4 adult/4 child life vests *Gas Fire-pit *Gas Grill *XL outdoor shower *Quiet lakeside hood *Gorgeous marble counters in the new kitchen *Remote control heating & cooling system *WiFi

Top guest favorite
A tranquil scene captures a couple seated on a dock, surrounded by tall green grasses. The calm water reflects soft hues of pink and blue from the sunset, creating a serene backdrop of trees across the pond.
Home in Dennis
4.96 out of 5 average rating, 211 reviews

Lakefront House/Private Dock/Year Round Hot Tub/AC

Beautiful cottage nestled on a half-acre of waterfront property on Swan Pond. The dock offers direct water access. Available are two kayaks, a canoe and two paddleboards. The kitchen offers beautiful views of the water while you enjoy your morning coffee. Local beaches are just minutes away. Enjoy the hammock, swings, hot tub, grill, outdoor fire pits and cocktails on the deck. Wanderers' Rest is located close to bike trails, boat rentals, movie theaters, restaurants, and bars.

Popular amenities for Barnstable County kayak rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

House rentals with a kayak

Top guest favorite
The exterior of a designer home is showcased, featuring a spacious backyard that leads to tranquil waters. A hot tub is positioned on a patio surrounded by greenery, while comfortable seating is arranged nearby. The charming architecture complements the serene coastal setting.
Home in Falmouth
5 out of 5 average rating, 13 reviews

Last Weeks Summer 2026 – Waterfront Available!

Guest favorite
The exterior of a traditional Cape Cod home is shown at dusk, featuring large windows that illuminate the cozy living area. Adirondack chairs are positioned on the green lawn, surrounded by bare trees. A separate structure is visible, adding to the charm of the backyard.
Home in Falmouth
4.97 out of 5 average rating, 37 reviews

Falmouth Summer Fun–Game Barn-Dog Friendly!

Top guest favorite
A fire pit area features six sturdy blue Adirondack chairs arranged around a circular stone fire pit, overlooking a serene waterfront view. Lush greenery surrounds the area, with the calm water of Long Pond visible in the background.
Home in Yarmouth
5 out of 5 average rating, 72 reviews

Sunburst Cottage on Long Pond

Guest favorite
A cozy exterior view of the house features a gravel driveway leading up to a classic Cape Cod cottage. Lush green lawns are complemented by well-maintained gardens and tall trees. The house is set back from the street, with a spacious fenced-in yard enhancing privacy.
Home in Dennis
5 out of 5 average rating, 12 reviews

Cottage Oasis by Lake-Kayaks, Fire Pit & Huge Yard

Superhost
A cozy game room features a high, wooden-beamed ceiling and ample natural light from large windows. Comfortable bean bags and a sofa provide seating near a coffee table and foosball game. A wall-mounted TV adds entertainment options to this inviting space.
Home in Orleans
4.82 out of 5 average rating, 11 reviews

Private Beach - 3 bedroom

Guest favorite
Home in Brewster
5 out of 5 average rating, 10 reviews

NEW! Water Views + Dog Friendly Cape Cod Retreat

Guest favorite
The exterior of a two-story house is displayed, featuring a sloped roof and a two-car garage. A brick pathway leads to a welcoming porch with seating, surrounded by well-maintained greenery and flowering bushes. The sky is bright, indicating a clear day.
Home in Yarmouth
5 out of 5 average rating, 8 reviews

Packets on the Bay/SUP, Ocean and Marsh Views

Guest favorite
A spacious backyard is highlighted by a large solar-heated pool, surrounded by a stone patio with lounge chairs and umbrellas. The well-maintained house is framed by lush trees and colorful foliage, creating a peaceful outdoor retreat.
Home in Barnstable
5 out of 5 average rating, 6 reviews

CapeSearenity-Large Pool-Beach Passes-Family Fun!

Cottage rentals with a kayak

Guest favorite
Large floor-to-ceiling windows frame a view of the lake, inviting natural light into the space. The open-concept living area features a comfortable seating arrangement, a dining table, and decorative elements such as floral centerpieces. Wooden beams highlight the high ceilings, enhancing the spacious feel.
Cottage in Falmouth
4.87 out of 5 average rating, 112 reviews

Spectacular Beach- front home, includes linen

Top guest favorite
The interior space features warm wood paneling with vaulted ceilings and exposed beams. A cozy living area showcases a kitchen bar with seating, while two bedrooms are visible in the background. Natural light streams in through skylights and windows, creating a bright atmosphere.
Cottage in Dennis
4.94 out of 5 average rating, 124 reviews

Compass Rose Cottage ★ Steps to Flax Pond & Trails

Guest favorite
The kitchen and dining area feature natural wood accents and large windows that provide views of the surrounding greenery. A wooden dining table with woven chairs is positioned near the window, and modern appliances are neatly integrated into the cabinetry, contributing to a bright and airy feel.
Cottage in Plymouth
5 out of 5 average rating, 13 reviews

Cozy, modern cottage on the shore of Long Pond

Guest favorite
A view from the dock extends across the calm water of Sand Pond, with lush trees lining the opposite shore. The clear blue sky is reflected in the water, creating a tranquil atmosphere. Two wooden posts stand towards the edge of the dock.
Cottage in Harwich
4.88 out of 5 average rating, 33 reviews

Lakeside Waterfront House in Harwich: 4+beds, 3bth

Guest favorite
Row of charming cottages lined along a sandy beach, with white lounge chairs positioned for relaxation. The tranquil bay is visible in the foreground, while the skyline is seen in the distance, under a bright blue sky dotted with soft clouds.
Cottage in North Truro
4.98 out of 5 average rating, 95 reviews

Beachfront at Days' Cottages! Renovated, Kayaks!

Top guest favorite
An open floor plan showcases the modern kitchen, equipped with an island and bar seating. A cozy living area features a gray sofa, decorative pillows, and a coffee table. Large windows allow natural light to fill the space, complimenting the calming color palette.
Cottage in Scituate
4.98 out of 5 average rating, 52 reviews

"Shore Bet" Humarock Beach Cottage - Scituate

Superhost
A spacious deck area features a wooden railing overlooking a private lake. The calm water reflects the surrounding greenery, with a dock visible in the distance. Outdoor furniture is arranged nearby, offering a place to relax and enjoy the tranquil setting.
Cottage in Wareham
4.84 out of 5 average rating, 161 reviews

Onset beach, Cape code.Private Waterfront cottage

Superhost
A serene view of a clear, spring-fed pond is visible, edged by lush greenery. A wooden dock extends into the water, inviting activities such as swimming or kayaking. Gentle waves ripple on the surface, reflecting the surrounding trees under a clear blue sky.
Cottage in Wareham
4.84 out of 5 average rating, 279 reviews

Cozy Cottage on a Private Pond

Other vacation rentals with a kayak

Superhost
Home in Plymouth
4.83 out of 5 average rating, 6 reviews

Plymouth's Lakeside Getaway

Guest favorite
A bright and airy living space features large windows offering views of the ocean. A blue sofa and woven chairs provide seating options, while a dining table with wooden chairs is set for meals. Natural light fills the room, highlighting the coastal decor.
Apartment in Harwich
4.73 out of 5 average rating, 121 reviews

Cape Cod Cozy Beachfront 1 bedroom Cottage

Top guest favorite
The exterior view showcases a waterfront property with a spacious backyard. Red Adirondack chairs surround a fire pit, inviting relaxation. Two kayaks are visible on the water, and the serene landscape is complemented by soft evening light reflecting off the water.
Home in Bourne
4.97 out of 5 average rating, 72 reviews

Oceanfront | Firepit | Gameroom | Pets | Kayaks

Top guest favorite
The exterior of the cottage features a wrap-around sunroom with large windows, allowing abundant natural light. A gravel pathway leads to the entrance, flanked by a wooden deck and surrounded by lush greenery. A gazebo can be seen in the background, adding to the inviting outdoor space.
Home in Dennis
5 out of 5 average rating, 17 reviews

Waterfront 3 BR Cottage

Top guest favorite
The exterior of the apartment is shown, featuring a two-story building with textured wooden siding. The backyard presents a grassy area with seating options, including patio furniture. Access to balconies is visible, along with pink umbrellas and several windows that allow natural light into the units.
Apartment in Barnstable
5 out of 5 average rating, 54 reviews

Modern Luxury, Central Location, Bikes & Kayak

Guest favorite
A calm freshwater pond is surrounded by lush greenery and tall trees. A float is visible on the water, providing a serene spot for relaxation. Lilypads are scattered across the surface, reflecting the clear blue sky.
Home in Chatham
4.91 out of 5 average rating, 93 reviews

Spacious studio on lovely pond in Chatham

Guest favorite
Aerial view captures the serene landscape surrounding the property, featuring lush green trees and a tranquil pond. The area is dotted with homes along the water's edge, contributing to the peaceful atmosphere of the setting.
Home in Barnstable
4.88 out of 5 average rating, 17 reviews

Spacious Home w/ Beach Pass & Private Pond Access

Top guest favorite
A serene sunset over a calm body of water reflects vibrant orange and soft blue hues. Lush green grass borders the shore, while silhouettes of distant trees frame the scene. A dock is visible on the left, offering a peaceful spot to enjoy the view.
Home in Wareham
4.99 out of 5 average rating, 94 reviews

Sunset Cove Beach

Destinations to explore