Top Simsbury rentals with pool or private pool - Connecticut

Explore Simsbury rentals with pools

Peaceful & Private house in charming Simsbury. No pets

Sleeps 4 · 2 bedrooms · 1 bathroom

What a spot! Overlooking the Farmington River and Rails to Trails.

Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville

Sleeps 5 · 2 bedrooms · 1+ bathroom

Cozy Apartment in Private, Wooded Hillside Home • Enjoy Biking, Hiking, Kayaking

Sleeps 2 · 1 bedroom · 1 bathroom

Find spaces that suit your style

House

Condo/Apartment

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

How much does it cost to stay in a holiday home with a pool in Simsbury?

In-ground or above-ground pool, sprawling or compact, low season or peak season — how much you'll pay for your Simsbury stay depends on various factors. But the one thing that stays the same? Our holiday homes with a pool are where fun family memories are made. To find an escape that works with your budget, narrow your search results by price. You can also use our "Discounts" filter to find properties with discounts for longer stays.

When is the best time to book a holiday home with a pool in Simsbury?

March is when most Bookabach guests stay in a holiday home with a pool in Simsbury, which is located in Connecticut. On average, temperatures range from -2 ºC (-2ºC) to 7 ºC (7ºC) during this time of year.

What holiday homes with a pool in Simsbury have nice views?

If your idea of the perfect getaway involves both poolside activities and picturesque scenery, you'll discover Simsbury holiday homes with a pool that deliver exactly that. Book one with river views and immerse yourself in an unforgettable holiday experience.