Portland rentals with pool

We found 304 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, yards and more
  • More for less
    More space, more privacy, more amenities — more value

Frequently asked questions

Are there any vacation rentals with a pool in Portland?
Consider one of our 304 vacation rentals with a pool and make a start on planning your trip to Portland. Whether you want to stay in East Bayside, West Bayside, Old Port or another much-visited neighborhood, you’ll discover the perfect poolside property on Vrbo.
How much does it cost to stay in a vacation rental with a pool in Portland?
If you’re hoping to save on your vacation rental with a pool, our filters will help. Once you’ve done your initial search, narrow your results based on your preferences, including price, location and features and amenities. We’ve got properties in Portland for all types of budgets, so make the most of our filters to find your dream stay.
When is the best time to book a vacation rental with a pool in Portland?
If you want to experience Portland at a busy time, plan your trip for March. That’s when temperatures range from around -3ºC (27ºF) to 4ºC (39ºF), and when the majority of Vrbo guests kick back in a vacation rental with a pool here. Of course, there are other great times to travel to this corner of Cumberland County, so do some homework into which month or season is the best fit for your plans.
What vacation rentals with a pool in Portland have nice views?
Houses with views of historic areas are among the types of vacation rentals with a pool available in Portland. If you’re searching for stays that promise a splashing great time as well as vistas worth bragging about, you’ll find them on Vrbo.
Are there vacation rentals with a private pool in Portland?
In Portland, you won’t find any vacation rentals with a private pool, but we do have some amazing properties that’ll tempt you. From basic amenities like living rooms to perks like hot tubs, our accommodations come with an array of features to cater to every budget and preference. And the best thing about a Vrbo vacation rental? You and whoever you’re vacationing with will have the entire place all to yourselves.
What are the top things to do in Portland?
Get your Portland escape off to a terrific start by heading to top attractions like Portland Head Light, Portland Museum of Art and Victoria Mansion. Stay in a Vrbo vacation home rental with the family and then explore this destination’s wonders together.
Why should I book my vacation rental with a pool with Vrbo?
We provide attentive customer support from the second you book until your trip is done, so every step of your vacation 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 amenities, price, location and more. Whether you want a pet-friendly property or a countryside getaway for the family, we’ve got vacation rentals with a pool that match your exact style and needs.

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