
Holiday rentals with a kayak in Cape Cod Bay
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Top-rated Accommodation with a Kayak in Cape Cod Bay
Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

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.
Outdoor spacesLocationWi-Fi

Waterfront Oasis minutes from Newport w/ hot tub!
Welcome to our charming waterfront Oasis! Located on Blue Bill Cove, our private cottage is steps away from Island Park beach, dining, & local attractions. Stroll down Park Ave to enjoy some ice cream and burgers at Schultzy's or a lobster roll from Flo's Clam Shack (seasonal) while you take in the ocean views. Head to Bristol or Newport, relax at one of the local vineyards and breweries, or enjoy a day on the golf course. Our cottage is also conveniently located near wedding venues & colleges.
Outdoor spacesLocationHot tub

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.
ValueOutdoor spacesParks

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
ValueOutdoor spacesGetting around

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.
Outdoor spacesLocationGetting around

★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
Outdoor spacesValueWalkability

Charming Pond-Front Boathouse
Charming antique boat house located directly on Long Pond. Quiet, peaceful accommodations with 180 views. Watch the American Bald Eagles and Osprey search for fish at dusk from your private deck that reaches out over the pond. Long Pond is full recreation, two kayaks and a canoe are available. Hiking, bicycling, golfing, fishing, swimming, boating, snorkeling, sunbathing, and napping are just a few of the activities that can be enjoyed in the quaint, semi-private, pond-front accommodation.
LocationValueHospitality

Cozy Cottage on a Private Pond
This cozy cottage is located on a private 42 acre, spring fed, crystal clear private pond. Enjoy kayaking, swimming or fishing from the dock or just relax on the deck overlooking the pond. Sleeps 5 in 2 bedrooms and trundle bed in the 4 season room. There is good fishing and canal cruises, cafes and restaurants close by and a summer concert series in park. Many of our guests with children have visited Edaville Railroad and "Thomasville" It is about 15 miles from the cottage
ValueLocationAccuracy

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
ValueOutdoor spacesHospitality

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!
ValueLocationParking

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.
Outdoor spacesLocationTV

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.
ValueOutdoor spacesAmenities
Popular amenities for Cape Cod Bay kayak rentals
Holiday House Rentals with a Kayak

gorgeous waterfront cottage w/4kayaks and 2 SUPs
Outdoor spacesLocationNearby

Freshwater Cottage - 1 min walk to private beach
ValueLocationGetting around

Beautiful ocean front home with amazing view
Outdoor spacesValueCleanliness

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

Pebbles-romantic cottage for two!
Outdoor spacesLocationPets

Waterfront•Hot Tub • Kayaks/SUP's • King Bed •Dock
ValueLocationGetting around

Cute Cottage Living by the Sea!
Outdoor spacesValuePets

Nehemiahs Nest: Healing Cape Cod Pond View Cottage
LocationOutdoor spacesDecor
Cottages with a kayak

SerenityViews | Waterfront | King Bed | Kayaks SUP
ValueOutdoor spacesCheck-in

Cottage 29 - Waterfront Cottage - Close to Newport
Outdoor spacesLocationParking

“Cozy Cottage” on Great Bay
Outdoor spacesValueHiking

Ocean View Humarock Beach Cottage
LocationValueHospitality

Kayaks and Glimpses of Westport Bay
Outdoor spacesLocationView

The Breeze Overlooking Minister's Pond
ValueLocationAccess

MODERN COTTAGE W/ BIKES, PADDLE BOARDS & KAYAKS
Outdoor spacesLocationCheckout

Compass Rose Cottage ★ Steps to Flax Pond & Trails
Outdoor spacesLocationBackyard
Other holiday rentals with a kayak

Sheep Pond Get-Away
ValueOutdoor spacesBathroom

Beautiful Lakeside Apt between Boston and Cape Cod
Outdoor spacesLocationHiking

Luxury Waterfront - Hot Tub, Deck & Waterviews
Outdoor spacesLocationDecor

Cottage at Turtle Crossing
ValueLocationBackyard

Pocasset Private Beach Family Retreat/firepit
Outdoor spacesLocationNearby

Waterfront Cottage / Your Cape Escape
LocationOutdoor spacesNearby

Island Park Beach House, waterfront New!
LocationValueNearby

New Home 1 Bedroom and Bath Sleeps 4
Outdoor spacesLocationSleep quality
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- Cape Cod
- Mayflower Beach
- West Dennis Beach
- Craigville Beach
- Onset Beach
- East Sandwich Beach
- Duxbury Beach
- Sandy Neck Beach
- New Silver Beach
- Saquish Beach
- Nauset Beach
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- Cape Cod Canal
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- Inkwell Beach
- Horseneck Beach
- Nickerson State Park
- South Shore Beach
- Sea Gull Beach





