Vacation rentals with a kayak in Falmouth

5 out of 5 average rating, 6 reviews

Dreamy Falmouth Retreat Walk to Beach + Big Yard!

Experience classic Cape Cod living at this newly renovated home in the Shorewood Beach neighborhood of East Falmouth. Walk to a private association dock and enjoy access to three private beaches on Great Pond - perfect for kayaking, swimming, or relaxing by the water. This 2 bedroom, 1 bath home features a bright open layout, modern kitchen, gas fireplace, & bonus room. Outside, enjoy a fenced in yard and patio w/ fire pit, outdoor shower, & grill. Close to beaches, dining, & downtown Falmouth!

LocationOutdoor spacesSleep quality

4.96 out of 5 average rating, 164 reviews

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 South Dennis

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 & sofa set in a peaceful backyard 🕊️ 2️⃣ Kayaks- Outdoor Shower- Gas Grill 🔥 Indoor Gas Fireplace ❄️ Mini Splits ✔️Games ✔️Washer/Dryer 📺 55” Sony TV w/ Apps & DirectTV 🛋️ Comfy Furnishings➕Stocked Kitchen 🛁New Bathroom 🕊️Relax out back in peace & privacy or go explore! 📍 Centrally located ❌NO FEES ⛱️ Year Round Beach Vacation ➡️Bayside_Retreat_Capecod

ValueLocationShared spaces

A sandy beach extends toward calm waters bordered by a tree-lined shore, creating a serene natural setting. The gentle curve of the waterway leads to a distant point, where lush greenery enhances the picturesque landscape. The bright blue sky adds to the tranquil atmosphere.

4.97 out of 5 average rating, 34 reviews

Renovated ranch with pool access

Renovated home in E. Falmouth offers endless relaxation and recreation: swim, bike, fish, kayak, walk, lounge. Short walk to Assoc beach or to the Seashores Clubhouse pool (seasonal). Bring your kayak: explore Washburn Island & Waquoit Bay. Sleeps 6 with 1-floor living, AC, laundry, large back deck, and outdoor shower. Nearby, you'll find dining/shopping areas, wineries/breweries, & more. A short drive to Woods Hole offers fast boats to Martha's Vineyard. Book now and enjoy Sandy Feet Retreat.

LocationOutdoor spacesNearby

4.94 out of 5 average rating, 104 reviews

Home in Falmouth

Private Waterfront Home on Picturesque Pond

Welcome to this bright and airy waterfront home on beautiful Mares Pond. This tranquil property is the perfect place to spend some time away in a peaceful setting, and is set up wonderfully for multiple families. The house is perfectly located to enjoy all that Falmouth has to offer. Just 10 minutes to Falmouth ocean beaches, Falmouth Village shopping and restaurants. Drive or take the trolley to Woods Hole in less than 20 minutes, or hop on the ferry to Martha's Vineyard just down the road.

Outdoor spacesValueWifi

4.99 out of 5 average rating, 95 reviews

A charming waterfront studio cottage is situated amidst greenery, featuring a white porch with steps leading to the entrance. The exterior is accented by large windows and a peaked roof, surrounded by landscaped paths and flowering plants under clear blue skies.

Guesthouse in Pocasset

Waterfront Cottage / Your Cape Escape

Welcome to our fabulous, waterfront, studio cottage! Come relax and recharge at our beautiful property on Pocasset River, just five miles from the Bourne Bridge. Warm water beaches, bike paths, scrumptious restaurants and fun night spots are abundant and close by :) A lovely village awaits at your doorstep; walking distance to everything you’d ever need! Your accommodating hosts, Mary Ellen & Dan respect your privacy, but are most delighted to help in anyway to make for your perfect stay!

LocationOutdoor spacesNearby

4.89 out of 5 average rating, 667 reviews

A charming cottage is surrounded by lush green trees and shrubs, set within a spacious yard. A gravel pathway leads to the entrance, while a wooden fence provides privacy. Flower boxes add a touch of color to the exterior near the windows.

Tiny home in S. Yarmouth

Romantic 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

ValueOutdoor spacesAmenities

4.91 out of 5 average rating, 167 reviews

An open living area features natural wood flooring and soft blue walls. A round dining table sits beside a cozy seating arrangement, creating an inviting space. Large windows enhance natural light, and a modern kitchen area is visible in the background.

Home in Mashpee

Cape Cod; John’s Pond beach w/2 kayaks -SuperHost!

Welcome to our Cape house! Amazing neighborhood & the perfect spot to explore the Cape. Located on fully recreational John's Pond with your private association beach at the end of the street. Large sandy beach, boat launch, float, playground and tennis courts - plus enjoy use of our two kayaks! Just 10 min to South Cape ocean Beach & Mashpee Commons. The house is FULLY updated with hardwoods throughout, AC's, laundry room, front deck with views, private back patio with fire pit and patio.

Outdoor spacesLocationComfort

Superhost

The dining area features a round wooden table surrounded by four black and natural chairs, with a tasteful floral arrangement at the center. Large glass doors provide a view of the ocean, and a cozy living space with a gas fireplace is visible in the background.

Home in Pocasset

4.82 out of 5 average rating, 39 reviews

Pocasset Private Beach Family Retreat/firepit

Nestled in an exclusive community with a private association beach, this captivating new construction offers unparalleled sophistication and breathtaking water views from every room. Step inside and experience the exquisite interior, adorned with custom finishes and smart home features. The fabulous upscale kitchen, complete with top-of-the-line appliances, flows seamlessly into the dining and living spaces, which feature soaring ceilings and a cozy gas fireplace.

Outdoor spacesLocationHospitality

4.93 out of 5 average rating, 316 reviews

The exterior of the yurt showcases a circular wooden structure with large, rounded windows, complemented by a metal roof. A private yard features lush greenery, colorful flora, and outdoor seating arrangements, creating an inviting space for relaxation and outdoor activities.

Home in Oak Bluffs

The Luxury Vineyard Yurt

Discover this exceptional Luxury Yurt firsthand! Upon entering, you will be welcomed by a distinctive experience, featuring textured concrete radiant floors and a four-foot circular central skylight. Every aspect has been meticulously designed, allowing you to relax in a generous private yard. Enjoy your evenings under the stars, utilize the complimentary paddling, practice yoga in the spacious loft, and indulge in the beauty of your private island Yurt!

LocationValueQuiet

4.87 out of 5 average rating, 115 reviews

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

Spectacular Beach- front home, includes linen

High beamed ceilings with sunny, spacious open kitchen and living room with floor to ceiling windows overlooking the lake. Oversized deck perfect for enjoying the BBQ and view with compfy rocking chairs. Minutes from quaint Falmouth village and Mashpee Commons. Planning a reunion or corporate outing? The house right next door is available for rental! Check out the following listing, "Stunning 4-bedroom Private Fresh Water Beach Front".

ValueOutdoor spacesWalkability

4.99 out of 5 average rating, 113 reviews

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

Sunset Cove Beach

This ocean view cottage is perfect for you and your family to relax, unwind and adore the wonderful scenery it has to offer. This charming cottage is on a quiet dead-end street, suitable for a small family or a couple, seeking to appreciate the neighborhood and beaches without the hassle of cape traffic. Come and enjoy the warm water, beautiful sunrises, breathtaking sunsets, and much more.

LocationOutdoor spacesSleep quality

4.94 out of 5 average rating, 227 reviews

A bright living area features wooden beams across the ceiling and light walls. A comfortable couch with decorative pillows faces a coffee table stacked with magazines. Two lamps provide ambient lighting, while sunlight enters through multiple windows, creating a welcoming environment.

Cottage in East Falmouth

“Cozy Cottage” on Great Bay

Our Cozy waterfront cottage is located 120ft from great bay. Our closest beach is 2.5 miles and we are 4 miles from the center of town. Equipped with gas heat and Central A/C. We also have a gas fired fireplace to keep you cozy. Outside shower for days at the beach. We have one single kayak, two double Kayaks, a rowboat and a canoe for a scenic view of Great Bay. Quiet spot.

Outdoor spacesLocationQuiet

Popular amenities for Falmouth kayak rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a kayak

5 out of 5 average rating, 363 reviews

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 West Yarmouth

gorgeous waterfront cottage w/4kayaks and 2 SUPs

ValueOutdoor spacesBathroom

4.98 out of 5 average rating, 54 reviews

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

Falmouth Summer Fun–Game Barn-Dog Friendly!

LocationOutdoor spacesBathroom

4.96 out of 5 average rating, 28 reviews

An aerial view reveals a spacious bay front home surrounded by lush greenery. A large pool is visible in the backyard, with steps leading down to a beach area featuring kayaks. The residence is set in a tranquil, wooded environment.

Home in Cotuit

ShoestringBayHouse, waterfront & pool in Cotuit

Outdoor spacesLocationLaundry

5 out of 5 average rating, 130 reviews

Home in Yarmouth Port

Sauna · Fireplace · Waterfront · 2 Kings · DogsYes

Outdoor spacesValueSleep quality

A sandy shoreline leads to calm waters, with a wooden dock extending out towards the horizon. Lush greenery is visible in the distance, framed by gentle waves reflecting the clear blue sky. This serene setting offers a peaceful atmosphere for relaxation.

4.89 out of 5 average rating, 92 reviews

Private Beach Access, Kayaks, Outdoor Shower+Bikes

LocationOutdoor spacesIndoor spaces

4.87 out of 5 average rating, 242 reviews

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

Water Front Pond House - 3 acre Cape Cod Sanctuary

Outdoor spacesValueAccuracy

4.97 out of 5 average rating, 119 reviews

A charming living room features a comfortable sofa with blue and white patterns, situated beside a warm gas fireplace. Sunlight filters through windows, illuminating a coffee table with a tray and snacks. Bookshelves adorned with decorative items line the walls, enhancing the cozy ambiance.

Home in Harwich Port

Pebbles-romantic cottage for two!

LocationOutdoor spacesAccess

Superhost

Home in Falmouth

5 out of 5 average rating, 4 reviews

Modern Waterfront Home & Exclusive Quissett Beach

LocationFamilyHospitality

Cottage rentals with a kayak

4.95 out of 5 average rating, 132 reviews

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

Compass Rose Cottage ★ Steps to Flax Pond & Trails

LocationOutdoor spacesBeach

4.98 out of 5 average rating, 241 reviews

A bright bedroom features a spacious bed with colorful blankets and decorative pillows. A variety of sun hats are displayed on the wall, providing a cheerful accent. Natural light enters through the window, illuminating the cozy interior.

Cottage in Dennis

★Waterview ★Pet Friendly ★Kayaks ★Trails ★

LocationValueHiking

4.83 out of 5 average rating, 126 reviews

Cottage in Harwich Port

2BR Directly on Pleasant Beach – 30 Steps to Ocean

Outdoor spacesValueQuiet

Superhost

A wooden dock extends into a calm freshwater lake, surrounded by lush greenery. The still water reflects the overcast sky and distant tree line, creating a serene lakeside atmosphere. Branches with green leaves frame the view, adding a natural touch.

Cottage in Mashpee

4.75 out of 5 average rating, 4 reviews

Mashpee Heaven

LocationOutdoor spacesCondition

4.85 out of 5 average rating, 39 reviews

An aerial view showcases the Cape Cod beach house nestled in a lush green landscape. The surrounding neighborhood features various homes set among trees, with views of nearby water and serene pathways visible in the distance.

Cottage in Hyannis Port

Beach house- walk to ocean + 2 min to Craigville

LocationValueHospitality

5 out of 5 average rating, 252 reviews

A serene waterfront view showcases a tranquil pond surrounded by lush greenery. Two kayaks are visible on the grassy area, while the deck features a wooden table with white chairs, inviting relaxation and outdoor dining.

Cottage in Yarmouth

SerenityViews | Waterfront | King Bed | Kayaks SUP

LocationValueHiking

4.93 out of 5 average rating, 138 reviews

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 Port

Cape Escape-The Perfect Getaway

LocationValueFamily

5 out of 5 average rating, 237 reviews

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

Little Boho Retreat by the Beach

LocationValueAmenities

Other vacation rentals with a kayak

4.98 out of 5 average rating, 54 reviews

The exterior of the home is shown, featuring a well-manicured lawn with stone pathways leading to the entrance. Blue shutters frame the windows, and a bright red door adds a pop of color. The serene lake is visible beyond the property.

Home in Centerville

Lake charm

Outdoor spacesLocationTV

5 out of 5 average rating, 26 reviews

A charming house is surrounded by lush greenery, featuring a pathway of stone leading to the entrance. Solar panels are mounted on the roof, and large windows allow natural light to fill the space. A small decorative birdbath is visible in the garden area.

Home in Mashpee

Swan nest escape

LocationOutdoor spacesCondition

4.96 out of 5 average rating, 25 reviews

A charming exterior view of the studio apartment showcases a covered porch with white railings and hanging flower baskets. Lush greenery and garden plants frame the entrance, while a nearby building adds to the serene setting.

Apartment in Mashpee

Cape Cod Cottage Studio - Dogs are welcome

ValueLocationDecor

5 out of 5 average rating, 25 reviews

Home in Plymouth

Seaside retreat 2 min walk to private beach

LocationKitchenBeach

A sandy beach borders the clear, calm waters of a small freshwater pond, framed by lush greenery. A single adirondack chair sits quietly on the sand, inviting relaxation while enjoying picturesque views of the surrounding nature.

4.88 out of 5 average rating, 17 reviews

Sandy Beach on Fresh Pond 4 bedroom

LocationOutdoor spacesAmenities

4.98 out of 5 average rating, 53 reviews

A spacious, newly constructed home is showcased with a dark blue exterior and white accents. The façade features a prominent front porch with chairs and a large garage. A gravel driveway leads to the entrance, framed by a lush green lawn and trees.

Home in Oak Bluffs

The Blue Lagoon, Oak Bluffs

Outdoor spacesLocationCleanliness

5 out of 5 average rating, 10 reviews

Home in Dennis Port

Luxury Waterfront - Hot Tub, Deck & Waterviews

LocationOutdoor spacesBiking