Beachfront vacation rentals in Oak Bluffs

Rustic Beach Cottage

The salty air will instantly wash all your cares away. This rustic charming Cape get away is steps away from a quaint quiet picturesque beach. Simply relax in the comfortable surrounds in this fully furnished 1 bedroom Cottage apartment with all of your basic needs including WiFi, Smart TV, A/C, and a deck complete with gas grill and outdoor furniture offering you plenty of living space inside and out. Close to the bike paths, Cape Cod Canal, great restaurants, hiking, ferry and much much more!

The Loveshack, Steps to Private Waterfront

This charming cottage is a true taste of ol' cape cod. This waterfront property contains two cottages (one owner occupied) and is situated on a flat, grassy lot overlooking Great River on Monomoscoy Island, accessible by car via a short causeway, and part of a protected bird/wildlife sanctuary. This is the quintessential Cape experience - you cannot do better than this central, but yet off the beaten track, location. Walk down to the waterfront with dock & fire pit, take dip in the warm water!

Comfy beach house in Mattapoisett

Get your Vitamin Sea here! This timeless two-story beach cottage retains its original woodwork and hardwood floors, but many upgrades make for a comfy and convenient vacation. Outdoor shower? Yeah, we got that! Fully equipped kitchen? Yes! Crescent Beach is a small neighborhood in a very desirable seaside town. Two sunny, spacious bedrooms are located upstairs, and the kitchen and bathroom are downstairs. It's a short stroll down to the sandy and private association beach on Buzzards Bay.

Cozy & Serene Oceanfront Beach House

Cozy oceanfront cottage with private beach access & stunning views of Buzzards Bay. Sit back, take in the gorgeous ocean view, and catch the tranquil sunset each night. Enjoy a bright open floor plan with two bedrooms & full kitchen and wake up each morning to the sound of waves crashing & birds chirping. The neighborhood is quiet & family-friendly, perfect for long walks & nature watching. Surrounded by conservation land, this property is a hidden gem on Fairhaven’s Sconticut Neck!

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 2 Bedroom Lakefront Suite

This beautifully furnished, waterfront, 2 bedroom suite is perfect for people seeking to unwind at a Cape Cod getaway, close to Cape Cod canal and boardwalk and within the historic township of Sandwich, with ocean beaches near by. It has a wrap-around deck overseeing the lake, with access from every room on the lower deck and separate entrance. Each room has spectacular views of the lake and evening sunsets. Our private beach is a few steps away and is available for your enjoyment.

Private Pond-side Cape Cod Home

Charming 2 bedroom home located on Flax Pond. Enjoy a private sandy beach and dock. Swim, kayak, fish, boat (trolling motors only) and just relax. Enjoy the home’s spacious deck with comfortable seating for the whole family complete with chiminea for late night fires. 2 levels of lodging with central air. 2 full bathrooms, kitchen, dining room and great room. Minutes away from town beaches, bike path, golf, and shopping. Parking for approximately 4 cars.

Buzzard Bay Getaway

This Buzzard Bay getaway (@buzzbaygetaway) is nestled along nearly 100 feet of your very own private beach, boasting breathtaking ocean views from every corner. This coastal gem provides an idyllic retreat with panoramic views of Brandt Island, West Island, and extending all the way to Falmouth and the Elizabeth Islands. The backyard is perfect for outdoor dining and family fun, complete with a barbecue grill, picnic table, and fire pit.

Wings Neck Lighthouse

Once in a lifetime experience to stay in a Lighthouse. Historic, unique and charming but with all of the conveniences that make a great vacation. Just feet from the Atlantic with 360 degrees of ocean view. Beautiful, peaceful and memorable all year long. Sandy private association beach just steps away. Expansive lawn and patio for enjoying salt air, waves, boats and sunsets.