
Holiday rentals with a kayak in Dennis
Find and book unique kayak rentals on Airbnb
Top-rated rentals with kayak in Dennis
Guests agree: these rentals with kayak are highly rated for location, cleanliness and more.

Directly on Pleasant Beach ā 30 Steps to the 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.

SerenityViews | Waterfront | King Bed | Kayaks SUP
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!

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 šļø 2ļøā£ Kayaks- Outdoor Shower- Gas Grill š„ Indoor Gas Fireplace āļø Mini Splits āļøGames āļøWasher/Dryer šŗ 55ā Sony TV w/ Apps & DirectTV šļø Comfy FurnishingsāStocked Kitchen Watch the birds, relax out back in peace & privacy or go explore! š Centrally located ā NO FEES ā±ļø Year Round Beach Vacation ā”ļøBayside_Retreat_Capecod

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. Youāll experience spectacular view of the beach right from the deck to watching the boats from the harbor. Donāt 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.

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

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

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!

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

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.

* Game Room, Linens, Quiet St, Central AC/Heat
Cape Cod - Harwich/Dennis Line - Entire Home, 7 Beds (4 Bd/2 Ba), 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. We would love to host you at CapeVaca.

One bedroom guest house on beautiful Cape Cod
Second level guest apartment with one bedroom, bathroom, kitchen, large walk-in closet and living room. Just about everything you need to feel at home. There is A/C in the bedroom and the living area is well vented and has a large ceiling fan. Two golf courses are within 3/4 of a mile, public access beach and boat ramp are within 1 mile. You will also find kayaking, bike trails, walking trails and many other Cape Cod amenities just a short drive away.

Cozy Waterfront Apartment, Private Beach Access
Charming living space with nautical decor invites you to unwind off the grid for a few days. There is a window seat for reading, small high top for morning coffee, and all the accessories for a relaxing day at the beach. A five minute drive into town for local shopping and dining. Many scenic trails for walking and biking. Make us your base as you explore Cape Codās beautiful shores!
Popular amenities for kayak rentals in Dennis
House rentals with a kayak

West Dennis Beach House - Steps to Beach

Sunburst Cottage on Long Pond

Private Lake Beach | Spectacular Views & Amenities

Dennis Getaway & Chill

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

Spacious studio on lovely pond in Chatham

Packets on the Bay/SUP, Ocean and Marsh Views

3bdrm, 2miles 2 beach, kayaks, AC, firetable, pond
Cottage rentals with a kayak

Spectacular Beach- front home, includes linen

The BeachBox

Payton's Place is your beach get away.

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

Ocean Front Cottage (July/Aug Sat-Sat only)

Cozy Cottage on a Private Pond

The Breeze Overlooking Minister's Pond

Plymouth Cozy Cottage Private Beach
Cabin rentals with a kayak

The Flamingo House @ OBC Beach Resort and Habitat

Cozy Cape Cod Cabin | Pond, Pool & Pet-Friendly

Relaxing Retreat in Falmouth

Cozy Cabin at Peterās Pond
When is the best time to visit Dennis?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £116 | £124 | £150 | £150 | £203 | £252 | £307 | £312 | £229 | £174 | £152 | £142 |
| Avg. temp | 0°C | 0°C | 3°C | 7°C | 12°C | 17°C | 21°C | 21°C | 18°C | 13°C | 8°C | 3°C |
Quick stats about holiday rentals with a kayak in Dennis

Total holiday rentals
Explore 110 holiday rentals in Dennis

Nightly prices starting at
Dennis holiday rentals start at £43 per night before taxes and fees

Verified guest reviews
Over 7,780 verified reviews to help you choose

Family-friendly holiday rentals
90 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
110 of Dennis holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Dennis rentals

4.9 Average rating
Dennis stays are highly rated by guests ā averaging 4.9 out of 5!
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- Rentals with a kayakĀ Barnstable County
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- Cape Cod
- Mayflower Beach
- West Dennis Beach
- East Sandwich Beach
- Craigville Beach
- Duxbury Beach
- Onset Beach
- Coast Guard Beach
- Pinehills Golf Club
- New Silver Beach
- Lighthouse Beach
- Sandy Neck Beach
- Nickerson State Park
- Cahoon Hollow Beach
- Cape Cod Inflatable Park
- Sea Gull Beach
- Popponesset Peninsula
- Scusset Beach State Reservation
- Race Point Beach
- Skaket Beach
- Saquish Beach
- Sandwich Glass Museum
- Bass River Beach
- Nauset Beach




