Osterville rentals with pool

We found 95 rentals with pool — enter your dates for availability

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    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 Osterville?
Consider one of our 95 holiday rentals with a pool and start making plans for your trip to Osterville. Whether you're staying in Wianno, West Hyannisport, Mashpee Neck or another popular neighbourhood, you'll discover the ideal poolside property on Stayz.
How much does it cost to stay in a holiday rental with a pool in Osterville?
In-ground or above-ground pool, one bedroom or six, peak season or low season — how much you'll pay for your Osterville stay is influenced by a wide array of variables. But the one thing that's constant? Our holiday rentals with a pool are where magical memories are made. To find an escape that matches your budget, narrow your search results by your maximum price. You can also use our "Discounts" filter to find properties that offer monthly or weekly discounts.
When is the best time to book a holiday rental with a pool in Osterville?
Consider booking your poolside retreat to Osterville in August, when average daily temperatures range between 20ºC and 22ºC. This is the most popular time of year for guests to stay in a holiday rental with a pool in this destination, which is located in Cape Cod.
What holiday rentals with a pool in Osterville have nice views?
From splashing around to poolside cocktail parties, a holiday rental with a pool offers fun and excitement by the water. Toss in some amazing views and you'll never want your break to end. Use our filter tools to tailor your search for a holiday home in Osterville that comes with all the amenities you need and vistas that inspire wonder.
Are there holiday rentals with a private pool in Osterville?
From making whirlpools with the kids to midnight dips beneath the stars, a holiday rental with a private pool offers ample possibilities for fun and relaxation. If you're travelling to Osterville, use our "Private pool" filter to find accommodation that come with this exclusive amenity.
What are the top things to do in Osterville?
Hyannis Harbour, Cape Cod Melody Tent and Cape Codder Water Park are attractions that'll keep the whole family entertained in Osterville. There's nothing like travel to bring everyone together, so check out our holiday home rentals in this lively destination.
Why should I book my holiday rental with a pool with Stayz?
When you opt for a Stayz holiday rental with a pool, the only people you'll share your space with are those you bring with you. It's just you and your loved ones with the entire place to yourselves splashing around as you like. Our flexible cancellation policies also mean you can book your rental house with confidence in case your plans change.