Vacation rentals with a kayak in West Tisbury

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

NOTE: Summer calendar is blocked, you must inquire for accurate availability Waterfront w/ a private heated pool & private dock just off Ockway Bay that leads to Nantucket sound. The home consists of 5 bedrooms with water views (3 king beds & 6 twin beds), 2 kitchen areas, 2 living areas, and 3 full bathrooms. Enjoy the peaceful private setting on the waterfront decks, swim in the pool, or kayak to the beach. Central A/C & 3 kayaks provided. Boats may be docked at our dock w/ owner permission

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.

Waterfront Cape Cod Family Home in Buzzards Bay

8 ACRES ON QUEEN SEWELL POND: Victorian Farm House & 400 ft. of private shoreline. Pond is spring fed/sandy bottom pond with shade trees & fishing. 2 Kayaks and 2 SUP provided. Across the pond is a sandy public beach. Enjoy the wrap around porch with rocking chairs and a wicker seating area. Plenty of space for everyone! Gourmet kitchen seats 10. Large rooms with spectacular pond views. Minutes to Cape Cod Canal, beaches, short drive to Plymouth, Falmouth other cape towns. 1 hour to Boston.

Stunning 4/2.5 Water View, Hot Tub, Dogs ok

Custom home with beautiful water views of Lagoon Pond. Surrounded by Land Bank and Sheriff's Meadow, this very private home 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 Dogs ok with owner approval ; fee applies

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.

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!

Sunny Private studio amazing deck kayaks & kitchen

Discover a cozy studio apartment designed for two, complete with its own entrance and a private deck where you can unwind during your island getaway. Enjoy the convenience of a fully equipped kitchen, beach chairs, a beach bag/cooler, and beach towels, all provided for your comfort. Located just a mile away from town and a short 12-minute bike ride to the beach, this spot offers the perfect blend of easy access to Oak Bluffs' restaurants, outdoor activities, and a tranquil neighborhood.

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

Greenehill~ Up-island 1800's Vineyard farmhouse.

Enjoy the laid-back up-island charm of this 1800's rustic farmhouse. True Vineyard vibes with this cozy cottage located in the heart of West Tisbury. Next door to NTFM which offers everything from fresh morning croissants to delicious cheeses. Cronig's Grocery store, State Road Restaurant, Poly Hill Arboretum, WT farmers market, nature trails are all walking distance. Walk-on beach pass to Lamberts cove. All that up-island has to offer. Slow down this summer at Greenehill @greenehillmv

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!

Spacious and homey retreat in Vineyard Haven

This cape style house in Vineyard Haven is ideal for week or long retreats! Just a five minute drive from the ferry, you are ideally positioned to walk into town or as a home base for beach excursions. This spacious but cozy home is in a quiet residential neighborhood, surrounded by trees, birds, little fauna, and features a wood stove, outdoor shower, gorgeous light in all rooms as well as a front porch and back deck to relax on.

The Blue Lagoon, Oak Bluffs

Come enjoy this beautifully designed, brand new home. With 3 bedrooms and 3 full bathrooms you will have all the space you need. An outdoor patio with gas grill is the perfect spot to relax after a day at the beach. Just a few steps away is the lagoon where you can paddle board, kayak, dig clams, or just take in the amazing sunsets! Summer rentals are Saturday to Saturday. Please send a message if you have any questions.