Holiday rentals with a patio in Oak Bluffs

Updated cottage/ ocean views

Location! Location! Location! Leave your worries and car behind, this picture perfect Vineyard beach house is steps from downtown Oak Bluffs, the sandy beach and a few short blocks from the ferry. Recently renovated 3 bdr and1.5 baths, offering the perfect combination of cottage charm and modern updates. Enjoy ocean views from our wrap around porch and owner's suite enclosed balcony. Large backyard allows for private outdoor enjoyment. Prime location for enjoying all Oak Bluffs has to offer.

THE HAVEN: No car needed 0.4 m to downtown/beach.

Nestled in Tisbury. Modern 5 bedroom 3.5 bath classic New England Colonial style home offers an exquisite blend of classic charm & modern luxury, making it the perfect retreat for discerning vacationers seeking an exceptional experience during the spring, summer, & fall months. Walking distance to Vineyard Haven Terminal. Whether you're seeking a peaceful retreat, or an active vacation filled w/exploration, this property serves as the perfect base for your island adventures. Meet, “THE HAVEN”.

Charming Oak Bluffs Retreat

Escape to this peaceful Oak Bluffs retreat featuring 4 bedrooms, 2 full modern baths, and an updated kitchen. The finished basement has two overflow rooms with beds (bedrooms 5 and 6 in the photos), a half bathroom, and a media and gaming area, offering plenty of space to unwind. The private outdoor yard offers a trellised deck, grill, kid-friendly tree platform and ample parking. This home is perfect for both relaxation and socializing and is centrally located between the island’s down towns.

Charming 3-Bedrm w/Loft.New Construct! Walk 2 town

A stylish place to stay, perfect for group trips. 15min walk from town and Inkwell beach. NEW construct, beautiful open layout home is just what you have been looking for. Every bedrm has its OWN full bath. The kitchen is modern and stylish. The open layout design, leads outside to the deck, to a peaceful yet fun backyard. As you sit on the mahogany deck, you will smell the tasty delights coming from the grill of the outdoor kitchen. This home is my home and I want to share it with you.

Vineyard Cape Centrally Located Oak Bluffs, MA

Escape to this stunning 3-bedroom, 2-bath Cape-style home and enjoy 1.3 acres of privacy with breathtaking pond views. Open-concept and luxurious cathedral ceilings, gourmet kitchen brand new appliances, and spacious living room. Fabulous outdoor living and dining atop elevated deck. Luxurious primary suite with private patio, additional finished loft. Minutes to Oak Bluffs, this private retreat offers ultimate relaxation and convenience. Primary; 1 King Guest 2 Doubles Loft; 1 Double

Pinkletink Plantation

Your family will be close to everything when you stay at this centrally-located place. Less than a mile from the heart of Oak Bluffs and Circuit Ave., where you'll find all the famous restaurants, harbor & night life. A half mile from Eastville Beach (fabulous sunsets). Take a morning stroll around "the chop"-East Chop & walk or run a 5K. Less than 2.5 miles from Farm Neck Golf Club- & 2.5 miles to State Beach. It has a well equipped kitchen, laundry, outside shower, & back yard!

Location Location Location! Beach, Bike, Ferry

STEPS to beach, bike path, trails, restaurants, shopping, bus to MV Ferry Gorgeous studio/in law apartment, private entry, own parking + patio Open plan living/sleeping area + en suite bathroom Queen bed + queen sleeper sofa: sleeps max 4 Fresh linens, towels, personal care products, first aid, hairdryer, iron Mini kitchen w fridge, air fryer, microwave, toaster oven, dishwasher, cutlery, crockery, coffee maker Our famous home baked goodies! Coffee/tea/milk/sparkling water provided

Ocean View Gem, Walk to it All, No Car Needed!

Lovely 2 BR/1 BA condo sleeps up to 4 guests. Amazing location with spectacular views! Experience island living at its finest. Martha’s Vineyard vacationers dream! Enjoy walking everywhere: Inkwell Beach, Circuit Avenue, Biscuits, OB ferry and harbor, Campground Cottages, Tabernacle, shops, restaurants and more! Have a front seat to Illumination fireworks, spectacular sunrises and romantic sunsets on the private balcony. No car needed; however, parking is available if required.

Martha's Vineyard Cottage: Walk to Town and Beach

Updated 1920s Cottage in Edgartown Village – Walk to Beach, Harbor and Main Street Step into classic Vineyard charm at this fully updated 4-bed, 3-bath craftsman cottage in the heart of Edgartown. Two blocks from Main Street’s restaurants, galleries, and harbor and a quick walk to Fuller St Beach & Lighthouse Beach. Fully winterized + AC, high-speed Wi-Fi, three workstations. Ideal for families, bachelorette parties or anyone craving a New England coastal escape.

Beautiful and walk to everything Oak Bluffs!

This is a beautiful cottage in the heart of Oak Bluffs! Walk to town, the inkwell beach and the harbor! This modern and comfortable space will be the perfect home base for you and your family. Enjoy all the amenities including central air. Coffee maker, full laundry, outdoor shower and a beautiful patio too. We are on property eager to make your stay as magical as possible. Please check the reviews of our other listings to see how guests enjoy our properties.

Beachfront Cottage w. Yard + Town Access

Welcome to The Mizzen Cottage! Updated 1930's cottage on an ocean front compound on beautiful Chappaquiddick. Complete with a picturesque porch overlooking the outer harbor, side deck, outdoor shower, washer/dryer, dishwasher. Stunning views of the Edgartown lighthouse and Cape Poge. Access to a private beach. Access town with just a 10 minute walk (or 1 minute drive) to the Chappaquiddick Ferry, and be in downtown Edgartown in 15 minutes or less!

The Sea-Cret Garden, Guest Apartment

Kick back and relax in this calm, stylish space! This comfortable and peaceful guest apartment is situated in an ideal location in a quiet, beautiful neighborhood that is close to beaches and a short drive to downtown. Take a quick stroll to the West Falmouth Market or the Shining Sea Bike Path. With easy access to Chapoquoit & Old Silver Beach, this perfectly situated apartment is in an ideal spot for your next Falmouth getaway!