Stockbridge rentals with pool

We found 149 rentals with pool — enter your dates for availability

Find spaces that suit your style

  • 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 Stockbridge?
Stockbridge has 149 holiday rentals with a pool that you can enjoy whenever you want. Consider basing yourself in the desirable neighbourhood of Richmond and then discover this city like a local.
How much does it cost to stay in a holiday rental with a pool in Stockbridge?
Plunge pool or rooftop pool, one bedroom or many, peak season or low season — what you'll pay for your Stockbridge stay depends on various factors. But the one thing that stays the same? Our holiday rentals with a pool are where fun memories are made. To find a getaway that suits your budget, narrow your search results by the maximum nightly or total price. You can also use our "Discounts" filter to find holiday rentals that offer discounts for longer stays.
When is the best time to book a holiday rental with a pool in Stockbridge?
If you want to experience Stockbridge at a busy time, go in April. That's when temperatures range from around 2ºC to 12ºC, and when the majority of Stayz guests book their holiday rental with a pool in this destination. Of course, there are other great times to travel to this corner of The Berkshires, so do some research into which season or month best fits your plans.
What holiday rentals with a pool in Stockbridge have nice views?
Stayz has some awesome holiday rentals with a pool in Stockbridge, including houses with views of historic areas. When you aren't touring the sights, relax by going for a swim and gaze at vistas that are an attraction in themselves.
Are there holiday rentals with a private pool in Stockbridge?
From poolside gatherings to moonlit swims, a holiday rental with a private pool gives you plenty of possibilities for fun and relaxation. If you're travelling to Stockbridge, use our "Private pool" filter to find properties that come with this luxurious extra.
What are the top things to do in Stockbridge?
Tanglewood Music Centre, National Shrine of the Divine Mercy and Norman Rockwell Museum are places to add to your to-do list while staying at a holiday home rental with a pool in Stockbridge. The only thing better than discovering this city's leading attractions? Relaxing poolside with the fam after a busy day of tours and activities.
Why should I book my holiday rental with a pool with Stayz?
Stayz provides excellent customer support from the second you book until your trip is over, so every aspect of your holiday is enjoyable and stress-free. It's all part of our Book with Confidence Guarantee, which also includes deposit and payment protection and flexible cancellation policies. Another great thing about us? You can use our filters to narrow your search by budget, amenities, location and more. Whether you're looking for a pet-friendly space or a countryside getaway for the family, we've got holiday rentals with a pool that fit your exact style and needs.