Oak Bluffs cottage rentals

Pick one of our 144 cottage rentals and start making plans for your Oak Bluffs trip. Whether you want to stay in Lagoon Heights, East Chop, West Chop or another well-known neighborhood, these cozy and charming cottages offer more room to move compared to a hotel.

Check out our cottage rental listings in Oak Bluffs for an idea of prices. If you’re wanting to save, try using our “Discounts” filter. It’ll show you any cottages offering special promotions, whether that’s a monthly, weekly or new listing discount.

Follow the crowds and book your cottage rental in May. With the average temperatures ranging between 51ºF (11ºC) and 57ºF (14ºC), this is when most people head to Oak Bluffs. For a more relaxed vibe, it’s worth looking at the low season. Whenever you decide to visit this part of Martha’s Vineyard, a Vrbo cottage will guarantee your vacation is an unforgettable experience.

When searching for your cottage rental in Oak Bluffs, use the “Location” filter. This will help you choose the types of areas you prefer to stay in, whether that’s near nature or somewhere close to the action.

Get up to beautiful views every morning and lull yourself to sleep with the soothing sounds of nature at night in one of Vrbo’s lakeside cottage rentals. Throw in some outdoor adventures during the daytime and you’ve got yourself a superb vacation by the water. To find out if there are any lakeside cottages in Oak Bluffs, use our “Location” filter and then select “Lake.”

Arrange a few excursions from your cottage rental, making sure you stop by Old Silver Beach, Inkwell Beach and Falmouth Heights Beach. These leading Oak Bluffs attractions are family friendly, so the whole crew can have a great time together.

With Vrbo you’ll never have to share your cottage rental with strangers, whether you’re looking for a rustic stay in the mountains or a swanky pad by the beach. Another wonderful reason to book with us? You can filter your search by nightly price, amenities and more to find a cottage rental that fits your exact needs. Also, our One Key™ rewards program lets you earn and use OneKeyCash™* on eligible bookings made through Vrbo, Hotels.com and Expedia. Plus, our flexible cancellation policies and first-rate customer support also ensure a hassle-free trip. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Vrbo, Expedia and Hotels.com.