Oak Bluffs rentals with pool

We found 1,254 rentals with pool — enter your dates for availability

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

Are there any holiday rentals with a pool in Oak Bluffs?
Pick one of our 1,254 holiday rentals with a pool in Oak Bluffs and get ready for cannonball competitions. Lagoon Heights, East Chop and West Chop are among the city's most popular areas to stay.
How much does it cost to stay in a holiday rental with a pool in Oak Bluffs?
Prices vary according to the time of year, length of stay and exact property location, so enter your trip details to find a property where splashing good times await. Whatever your style or budget, Stayz has holiday rentals with a pool in Oak Bluffs suited to every type of guest.
When is the best time to book a holiday rental with a pool in Oak Bluffs?
Consider booking your poolside escape to Oak Bluffs in May, when the average temperature ranges between 11ºC and 14ºC. This is the most popular time for Stayz guests to stay in a holiday rental with a pool in this destination, which is located in Martha's Vineyard.
What holiday rentals with a pool in Oak Bluffs have nice views?
Use our convenient "Location" filter to find a holiday rental with a pool and the views you dream of waking up to. Begin by entering the dates you plan to visit Oak Bluffs, then narrow your options based on the sort of area you'd rather stay in. The only thing left is to pack your swimsuit and you're set for a splashing good time.
Are there holiday rentals with a private pool in Oak Bluffs?
Stay in a holiday rental with a private pool in Oak Bluffs and go for a morning swim or late-night soak — or whenever you please! You can keep your kids easily amused, and you'll never have to worry about sharing with other guests. Use our "Private pool" filter to find your ideal holiday home.
What are the top things to do in Oak Bluffs?
Old Silver Beach, Inkwell Beach and Falmouth Heights Beach are top attractions that'll keep the whole family busy in Oak Bluffs. There's nothing like travel to bring everyone together, so browse our holiday home rentals in this exciting destination.
Why should I book my holiday rental with a pool with Stayz?
Stayz provides attentive customer support from the second you book until your trip is over, so every step of your holiday is enjoyable and worry-free. It's all part of our Book with Confidence Guarantee, which also includes deposit and payment protection and flexible cancellation policies. Another terrific thing about us? You can use our filters to narrow your search by price, location, amenities and more. Whether you're looking for a pet-friendly property or a countryside getaway for the family, we've got holiday rentals with a pool that match your exact style and needs.