Holiday rentals with a kayak in Falmouth

A sleeping nook features a spacious bed adorned with a colorful floral comforter. Wall decor spells out 'COZY' in decorative letters. A mounted smart TV is positioned above the bed, and natural light illuminates the room through nearby windows.

5.0 out of 5 average rating, 95 reviews

Waterfront-Kayaks & SUPs-Firepit-Pet OK-Kingbed

🌊WATERFRONT LUXURY 🌊 🐕pet friendly! ✨fully renovated! 🐟on spring fed Jenkins Pond w/dock 🚣‍♂️kayaks&stand up paddle-boards! 🚿outdoor shower! 🍽waterfront outdoor dining for 6! 🔥waterfront fire pit area! 📶high speed wifi! 🛏 waterfront Cali king bed nook! 🛏lux linens/bedding 🍽Full kitchen! 📺smart TV in every room! 🪜kids club tv/play loft! 🏖walk 3mins to Jenkins Beach! 🏖15 mins to Falmouth Beaches! 🦞10 mins to Village with tons of restaurants & boutique shopping! *$25/per night pet fee 1 dog only

LocationOutdoor spacesView

5.0 out of 5 average rating, 6 reviews

Home in East Falmouth

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!

Outdoor spacesLocationHospitality

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

ValueLocationTV

4.94 out of 5 average rating, 104 reviews

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.

ValueOutdoor spacesShared spaces

4.99 out of 5 average rating, 100 reviews

Home in Sandwich

"Cape Escape" luxury home w/pool & beach access.

Welcome to the Cape Escape! Enjoy views of Spectacle Pond from the 70 ft. deck of this recently renovated 5 bed/3 bath spacious home meeting all your needs! Relax by the in-ground pool in the private enclosed yard. Enjoy nights around the fire-pit. Directly across the driveway you can enjoy kayaking, sunbathing & swimming at the neighborhood beach. Within 6 miles of the home you will find the historic Sandwich boardwalk, Ocean beaches, Cape Cod Canal and more! Perfect for family gatherings!

ValueOutdoor spacesWalkability

4.89 out of 5 average rating, 668 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 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

Outdoor spacesValueLong stay

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 spacesLong stay

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.

4.91 out of 5 average rating, 167 reviews

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 spacesLocationAccuracy

5.0 out of 5 average rating, 130 reviews

Home in Yarmouth Port

Sauna · Fireplace · Waterfront · 2 Kings · DogsYes

☆ Waterfront, located on private saltwater beach (with central location) ☆ Sauna (year-round) ☆ Cozy fireplace (electric) ☆ 3-season patio ☆ 1% donated to Cape nonprofits ☆ 2 Kayaks & 2 Paddle boards ☆ Outdoor fire pit & charcoal grill ☆ Ample workspace ☆ Dog Friendly ☆ Washer/dryer ☆ 2 King Beds with 50" TVs in bedrooms ☆ Outdoor shower (open May through fall) ☆ Beach chairs provided ☆ Linens, all towels provided ☆ 10min from bay or ocean beach ☆ 15min MV & Nantucket ferries

LocationOutdoor spacesView

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!

ValueLocationHospitality

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".

ValueLocationAccuracy

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 spacesHeating

Popular amenities for Falmouth kayak rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Holiday House Rentals with a Kayak

4.99 out of 5 average rating, 330 reviews

A private waterfront deck offers a serene view of Flax Pond, surrounded by lush greenery. Adirondack chairs are positioned for relaxation, providing a perfect spot to enjoy the tranquil waters and natural surroundings.

Home in Dennis

Stunning Waterfront with Serene Sunrise Views!

Outdoor spacesLocationTV

5.0 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

ValueLocationAmenities

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

ValueLocationCleanliness

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!

Outdoor spacesLocationPets

Superhost

5.0 out of 5 average rating, 4 reviews

Modern Waterfront Home & Exclusive Quissett Beach

LocationGetting aroundFamily

4.97 out of 5 average rating, 34 reviews

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.

Home in East Falmouth

Renovated ranch with pool access

Outdoor spacesLocationCheck-in

5.0 out of 5 average rating, 27 reviews

The two-story home features a sleek white exterior with black accents. A set of wide steps leads to the front door, framed by large windows. A well-maintained lawn and driveway provide access, while trees gently surround the property, ensuring a sense of privacy.

Home in East Falmouth

Beautiful home! Clubhouse pool, tennis, basketball

Outdoor spacesLocationComfort

4.97 out of 5 average rating, 58 reviews

A sunlit living area features large windows that provide views of the surrounding trees and nearby pond. A cozy circular chair invites relaxation, while a small dining table with black chairs offers a spot for meals. Green plants add a natural touch to the decor.

Home in South Dennis

Nehemiahs Nest: Healing Cape Cod Pond View Cottage

Outdoor spacesLocationGetting around

Cottages with a kayak

4.84 out of 5 average rating, 283 reviews

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

Cozy Cottage on a Private Pond

LocationValueCondition

5.0 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

Outdoor spacesLocationFamily

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 ★

LocationOutdoor spacesAccuracy

4.83 out of 5 average rating, 126 reviews

Cottage in Harwich Port

2BR Directly on Pleasant Beach – 30 Steps to Ocean

LocationOutdoor spacesView

5.0 out of 5 average rating, 238 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

Outdoor spacesValueGetting around

4.96 out of 5 average rating, 275 reviews

A serene dock extends over calm waters, featuring two Adirondack chairs positioned beside vibrant potted flowers. Lush greenery frames the scene, providing a peaceful backdrop for relaxation. The setting invites guests to unwind and enjoy the tranquility of the freshwater pond.

Cottage in Eastham

The Breeze Overlooking Minister's Pond

LocationValueHeating

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

ValueLocationKitchen

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

LocationOutdoor spacesCheckout

Other holiday rentals with a kayak

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

LocationValueNearby

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.

5.0 out of 5 average rating, 26 reviews

Swan nest escape

LocationOutdoor spacesAmenities

A split-level ranch house is set on a well-maintained lawn adorned with vibrant flowers. A large rhododendron bush blooms next to the entrance, while small flags are placed in the grass, adding a festive touch. Lush green trees provide a natural backdrop.

5.0 out of 5 average rating, 13 reviews

The Happy Owl

Outdoor spacesLocationLayout

5.0 out of 5 average rating, 14 reviews

Home in Barnstable

Private Waterfront Escape | Kayaks + Firepit

Outdoor spacesLocationBackyard

A two-story blue house is surrounded by lush green grass and neatly trimmed shrubs. The entrance features a brick path leading to the door, flanked by decorative flower pots. Windows framed in white reflect natural light, adding to the home’s welcoming appearance.

4.86 out of 5 average rating, 35 reviews

5BR Cape House - Steps to the Water

LocationOutdoor spacesAir conditioning

A charming two-story home is enveloped by a well-maintained yard and bordered by trees. The front porch features a white railing and a red door, complemented by neatly arranged landscaping. Bright sunlight illuminates the exterior, emphasizing the blue siding and inviting ambiance.

4.83 out of 5 average rating, 12 reviews

Pondside Haven

Outdoor spacesLocationCheck-in

5.0 out of 5 average rating, 5 reviews

Home in Buzzards Bay

Beachfront Escape: Private Beach, Kayaks & Fire Pi

Outdoor spacesLocationAccuracy