
Vacation rentals with a kayak in Edgartown
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Top-rated kayak rentals in Edgartown
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Lake charm
Discover lakeside living at its finest! Wake up every morning to a magnificent view of the serene lake, right in your own backyard. This property not only offers a picturesque waterview but also grants direct access to lakefront activities. Take out the provided kayak or pedal boat for a peaceful outing, or cycle to the best local ice cream shop in town for a treat. When you're ready for a change of scenery, it's just a short ride to the ocean beaches for a day of sun and sand. Book your stay!

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.

WATERFRONT Cottage, Downtown w/ Beach
DIRECT WATERFRONT in-town beach house with walk-out beach and onsite private parking. This recently renovated 1 bedroom, 1.5 bath, 2-story house is located directly across the street from the famous Black Dog Tavern, right on the bustling year-round Vineyard Haven harbor. This property is no doubt one of the most unique residential properties on Martha’s Vineyard given its proximity to the harbor, ferry terminal, stores, restaurants, bike rentals, beaches & so much more. You will love it!

Vineyard Haven Walk to Ferry
I love this neighborhood! It is quiet, peaceful, and only a short walk to either Tashmoo Beach or downtown Vineyard Haven and the ferry. The house has plenty of outdoor space with it's own wood fired pizza oven, fire pit, and decks. There are nice seating areas near the fire pit, on the lower deck and on the upper deck. Walk through the backyard, down a dirt road and be at the water in five minutes. Beach towels included! Plenty of sliding glass doors and LOTS of light. Vitamix included!

impeccable cottage STEPS to downtown OB & beach!
Unique opportunity to stay in an impeccable cottage in Downtown Oak Bluffs. With a front porch with rocking chairs, a back deck & grill, & an outdoor shower, and A/C! - this is the ideal oasis for your Vineyard Vacation. Turn right and find yourself steps from restaurants & shops on Circuit ave. Turn left and walk 5 mins to beautiful beaches. Everything you want out of vacation at your fingertips. Relax, and truly experience the Vineyard the way it was meant to be, at the @WeePackemInn

Waterview, Private, Walk to Beach, Mile to Town
Rustic barn-style home, waterview, spacious natural landscape, serenity, and privacy on 3 acres centrally located 1 mi from Oak Bluffs and Vineyard Haven centers. Walk to beach, bike path nearby, comfortable interiors, memory foam mattresses, cotton linens, 2 HDTVs, high-speed wifi, heat/AC, 2 ocean kayaks, and 2 bikes. Location, amenities and privacy surrounded by natural beauty make staying very easy and relaxing. Ask the host about ferry reservations if they appear to be sold out!

Stunning 4/2.5 Water View, Hot Tub, Dogs ok
Custom-build home with beautiful water views of Lagoon Pond. Surrounded by Land Bank and Sheriff's Meadow, this property is extremely private and offers easy access to miles of hiking trails and pristine waters. Enter the home from the covered porch; the main level features an open floor plan, high ceilings in the living areas - open to the dining room and kitchen, where large windows frame the Lagoon. Sleeps up to 8. Outdoor shower! Wifi speed 430 MBPS download speed

Bucolic, modern home near town, beaches
This stunning 4 BR home, a few miles from Oak Bluffs, offers both elegance and comfort. A short garden path leads to a PRIVATE BEACH, creating an ideal retreat. Sunlight fills the space, including a chef’s kitchen. Perfect for families or couples seeking a getaway. Escape the everyday. Relax in this serene, magical spot. This listing is new due to a change in management. We've rented this home since 2006 with many 5-star reviews and repeat guests.

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".

Lake Shore Cottage - Waterfront with Beach Access
Welcome to Lake Shore Cottage, a serene retreat on Jenkins Pond in Falmouth, MA. Enjoy lake views, direct waterfront access, and a sandy beach shared only with our next-door neighbor. Inside are professionally designed interiors and modern amenities in a fully renovated space. Perfect year-round, the cottage offers kayaking, swimming, and fishing in summer, cozy winters by the fireplace, and three stylish bedrooms for up to six guests.

Katama Loft
Very cute clean apt with private outdoor space. 1.5 miles to either downtown or beach. Bike path across the street! Restaurants and general store within a half mile. One bedroom, living room area, kitchen with stove, microwave, and convection oven and cookware. Grill, outdoor dining, smart tv, wifi, beach gear, laundry, and more! Bikes and kayaks available on request. Thoughtful touches throughout and your comfort always in mind

Sauna I Walk2Beach I Pet Friendly I Fire Pit
Welcome to SEA CRYSTAL COTTAGE! 🔸Almost Heaven Sauna 🔸1/4 mile to beach 🔸940 MBPS WIFI 🔸Pet friendly 🔸Linens & towels are included. Beds will be made 🔸Private outdoor dining area with sauna, seating for 6 & charcoal grill 🔸Outdoor shower 🔸Washer & dryer 🔸Fully equipped kitchen w/ Quartzite countertops 🔸Gas Firepit 🔸Gas Fireplace 🔸Mini Split A/C & Heat 🔸Two car driveway 🔸Smart TVs 🔸$30/night pet fee
Popular amenities for Edgartown kayak rentals
House rentals with a kayak

Waterfront paradise in Falmouth

New Seabury Waterfront: Fall At 20% Off!

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

Private Waterfront Home on Picturesque Pond

LUXURY WATERFRONT HOME - Private Dock - Near Beach

Cape Cod Bungalow w/ Patio < 1 Mi to Beaches!

2BR/2BA Walk to Beach & Dining

Renovated ranch with pool access
Cottage rentals with a kayak

Ocean Front Cottage

2-Bdrm Beach Cottage

Beautiful all season home on Nantucket sound

Seaside Cottage - Steps to Beach/Close to ferry

Cheerful 4 bedroom cottage in Woods Hole!

Beach house- walk to ocean + 2 min to Craigville

Coastal Hideaway – Private Beach Bliss + Kayak

“Valhalla” on West Island
Other vacation rentals with a kayak

Cozy immaculate 1 BR+BA near beach!

Waterfront Home w/ Dock, Heated Pool, Kayaks & A/C

Quiet & Serene in Aquinnah

Beautiful Family Friendly House with Pool

Newly Renovated Home! Hottub! Walk 2 beach! Slps 9

Spacious and homey retreat in Vineyard Haven

2 BR pond suite w/ private kitchen/bath/living

The Rattlin House
Quick stats about vacation rentals with a kayak in Edgartown
Total vacation rentals
Explore 40 vacation rentals in Edgartown
Nightly prices starting at
Edgartown vacation rentals start at G$37,606 GYD per night before taxes and fees
Verified guest reviews
Over 1,940 verified reviews to help you choose
Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities
Pet-friendly vacation rentals
Find 20 rentals that welcome pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wi-Fi availability
40 of Edgartown vacation rentals include wi-fi access
Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Edgartown rentals
4.9 Average rating
Edgartown stays are highly rated by guests—averaging 4.9 out of 5!
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