
Vacation rentals with a kayak in Barnstable County
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Top-rated kayak rentals in Barnstable County
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2BR Directly on Pleasant Beach – 30 Steps to Ocean
You are not near the beach- You are on it! Only 30 steps from your door to the ocean! Fall asleep to waves. This is a true beachfront cottage located directly on Pleasant Beach. Drink your morning coffee watching the tide roll in. This adorable cottage is reflective of old Cape Cod and is part of a direct beachfront triplex property in the heart of Cape Cod with panoramic views of Pleasant Beach. You'll never feel like you need to leave the cottage but it is close to the quaint Harwich village.
4.82 out of 5 average rating, 129 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.
4.87 out of 5 average rating, 245 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 & 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
4.96 out of 5 average rating, 169 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
4.98 out of 5 average rating, 249 reviews
"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!
4.99 out of 5 average rating, 103 reviews
* Walk to the beach - Swiss Beach House! *
Walk to the beach! Less than a 1/2 mile (0.7 km)! Perfect spot for paddle boarding. Paddleboards and gas grill (available in summer). Private European - style house. Rustic charm. Laid-back atmosphere. 3 Bedroom, 2.5 bathroom. Comfortably sleeps 6-7, up to 8. Fire pit. Outdoor shower. Farm table for group dining. Fantastic central Cape Cod location. Natural environment. 15 min. to Hyannis for ferries to Nantucket or Martha's Vineyard. Enjoy something unique. Experience the real Cape Cod.
4.87 out of 5 average rating, 191 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
5.0 out of 5 average rating, 368 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.
4.96 out of 5 average rating, 239 reviews
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
4.99 out of 5 average rating, 133 reviews
* Game Room, Linens, Quiet St, Central AC/Heat
Cape Cod - Harwich/Dennis Line - Entire Home, 6 Beds + Futon (4 Bd/2 Ba), Includes 2 King Beds, Seasonal Outdoor Shower, Linens Included! Central A/C, Game Room, Cable, Wifi, Pet-Friendly, Near Beaches, Golf, Shopping & Attractions. Great Central Location at CapeVaca. Nearby Beaches: Mayflower, Earle, Pleasant Road, Corporation, West Dennis, Crowe's Pasture, Paines Creek, Harwich, Dennis, Brewster. Message us for early check-in options during the off-seasons.
4.98 out of 5 average rating, 177 reviews
Private Beachfront, AC, EV, Kayaks, Renovated!
10% off Weeklong Off-Season bookings! Welcome to Larkspur Cottage, part of the "Days' Cottages," one of the 22 white and teal cottages located right before Provincetown, complete with its own private beach, portable AC unit and convenient located next door to an EV charging station! Enjoy majestic views and romantic sunsets. This newly updated cottage is carefully decorated to ensure a comfortable, relaxing, and memorable stay.
4.98 out of 5 average rating, 117 reviews
Cape Fever - 161 Berry Ave
Located just 4 houses away from Englewood Beach. There are 5 nice size bedrooms, 2 baths, all hardwood floors, central vacuum,granite counter tops, limited ocean view, and stunning cathedral ceilings. All new furniture, gourmet kitchen with island and dishwasher. Central Air. Boat launch at the beach. 2 Beach bikes and two Kayaks are included with the rental along with beach chairs, games and volleyball set.
4.82 out of 5 average rating, 101 reviewsPopular amenities for Barnstable County kayak rentals
House rentals with a kayak

Oceanfront | Firepit | Gameroom | Pets | Kayaks
4.98 out of 5 average rating, 123 reviews
Waterfront•Hot Tub • Kayaks/SUP's • King Bed •Dock
4.94 out of 5 average rating, 271 reviews
Cape Cod Life is Good Rentals
4.96 out of 5 average rating, 223 reviews
Beautiful ocean front home with amazing view
4.89 out of 5 average rating, 154 reviews
Sunburst Cottage on Long Pond
4.99 out of 5 average rating, 92 reviews
Stunning Waterfront Home w/ Hot Tub, Deck & Office
4.97 out of 5 average rating, 39 reviews
Pet-Friendly Home, Easy Access to Bay, Sound & Rt6
4.89 out of 5 average rating, 9 reviews
Sunset Pond views on Cape Cod
5.0 out of 5 average rating, 30 reviewsCottage rentals with a kayak

Compass Rose Cottage ★ Steps to Flax Pond & Trails
4.95 out of 5 average rating, 136 reviews
MODERN COTTAGE W/ BIKES, PADDLE BOARDS & KAYAKS
4.92 out of 5 average rating, 543 reviews
Little Boho Retreat by the Beach
5.0 out of 5 average rating, 249 reviews
Cape Escape-The Perfect Getaway
4.93 out of 5 average rating, 138 reviews
Cozy Cottage on a Private Pond
4.85 out of 5 average rating, 285 reviews
Spectacular Beach- front home, includes linen
4.87 out of 5 average rating, 115 reviews
The Breeze Overlooking Minister's Pond
4.96 out of 5 average rating, 278 reviews
Serenity Point Waterfront (Now Booking for Fall)
4.99 out of 5 average rating, 70 reviewsOther vacation rentals with a kayak

Sheep Pond Get-Away
4.97 out of 5 average rating, 423 reviews
Lake Shore Cottage - Waterfront with Beach Access
5.0 out of 5 average rating, 36 reviews
Serene Chatham cottage minutes from beach
4.97 out of 5 average rating, 97 reviews
2 House Compound, Huge Yard, Game Room, Kayaks
4.95 out of 5 average rating, 77 reviews
Spacious Home w/ Beach Pass & Private Pond Access
4.93 out of 5 average rating, 28 reviews
Private Waterfront Escape | Kayaks + Firepit
4.94 out of 5 average rating, 16 reviews
Waterfront on Swan Pond with Kayaks!
5.0 out of 5 average rating, 8 reviews
Cottage + Guest House | Beach 100 Yards | Sleeps 8
5.0 out of 5 average rating, 8 reviewsDestinations to explore
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