Upstate New York rentals with pool
We found 3,285 rentals with pool — enter your dates for availability
Explore Upstate New York rentals with pools
THE GRAPE ESCAPE - OFF GRID CABIN - Wine Trail & Lake View - Pet Friendly!
Sleeps 2 · 1 bedroom · 0+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
53 reviews(53 reviews)
Pine Grove Cabin
Sleeps 3 · 1 bedroom · 0+ bathrooms
9.49.4 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Farm House with 30 acres with river access and a POOL
Sleeps 8 · 3 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
34 reviews(34 reviews)
Private Estate Surrounded by Woods, Ponds, Nature and Peace
Sleeps 14 · 4 bedrooms · 2+ bathrooms
8.88.8 out of 10
Excellentexcellent
11 reviews(11 reviews)
REUNIONS/RETREATS-SLEEPS 42! POOL-BEACH-TAVERN-GAME ROOM-BONFIRE- HIKE-FISH-BOAT
Sleeps 42 · 12 bedrooms · 11+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
39 reviews(39 reviews)
Come and enjoy some peace and quiet at the Pumpkin hollow Inn
Sleeps 5 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
131 reviews(131 reviews)
Top rated rentals with pools - Upstate New York
Great option for a weekend getaway
1010 out of 10
Exceptionalexceptional
161 reviews(161 reviews)
Amazing location by the water. We spent a long time by the campfire, hot tub and pool. Between that and the spacious kitchen and board games, we were thoroughly entertained throughout the weekend. We highly recommend Glenn and his hospitality and hope to be back one day
Anvin / Jess
Stayed Aug 2025
Christmas 2024
1010 out of 10
Exceptionalexceptional
100 reviews(100 reviews)
Beautiful waterfront property with spectacular views! Clean with lots of room.
Richard W.
Stayed Dec 2024
Great little Hidaway!
1010 out of 10
Exceptionalexceptional
91 reviews(91 reviews)
Got caught in a crazy 4 day snow storm! However, it was the coziest place to sit by a fire, Netflix marathon and just wind down and wait out the storm! Leigh could not have been more helpful and concerned about me being snowed in! She helped so much by injuring a plow would dig me out of the 4 ft that had accumulated in 48 hours! I would go back there in a heartbeat (without the storm!)
Mark N.
Stayed Nov 2024
Perfect spot!
1010 out of 10
Exceptionalexceptional
92 reviews(92 reviews)
It was so well suited to where our friends lived. It was spotless, quiet, and very well equipped. It is obvious that they take great care in the upkeep and enjoyment of their guests. We would definitely stay there again and recommend to family and friends.
JOHN W.
Stayed Sep 2024
Finger Lakes Fall Getaway
1010 out of 10
Exceptionalexceptional
80 reviews(80 reviews)
We were looking for a central location on the water and this cottage delivered. The cottage is small but ideal for a couple or family. It was very clean and had all the little extras that made it a great place to come back to after a day of hiking or biking. There are several options of places to sit for morning coffee or afternoon wine. The owner was extremely friendly and help make our stay so enjoyable. Next time we want to come at a different time to enjoy some of the great water activities available. A perfect vacation spot!
Robert M.
Stayed Sep 2023
Comfy Cottage by the Lake
1010 out of 10
Exceptionalexceptional
47 reviews(47 reviews)
Clean, recently renovated space. Small, but enough space for two. Just a few steps to the lake. About a five minute drive to Geneva. A great restaurant (Ports Cafe) is a quarter mile away. A good location: Most of the wineries, breweries, and hiking trails on three of the Finger Lakes (Seneca, Cayuga, Keuka) are within an hours drive.
Linda S.
Stayed Sep 2023
Lovely property
1010 out of 10
Exceptionalexceptional
90 reviews(90 reviews)
Lovely property; clean and well-maintained accommodations.
Louise C.
Stayed Aug 2023
Relaxing!
1010 out of 10
Exceptionalexceptional
154 reviews(154 reviews)
Awesome stay in a yurt that had all the comforts of home in a peaceful setting. Enjoyed it all!
Christy S.
Stayed Jun 2019
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Frequently asked questions
Are there any vacation rentals with a pool in Upstate New York?
You bet. There are 3,285 vacation rentals with a pool in Upstate New York, so make sure to bring your swimsuit. Whether you're headed for an exciting city like Allegheny Plateau, Lake George or Ellicottville, or discovering as much as you can on a road trip, we'll help you find your home away from home.
How much does it cost to stay in a vacation rental with a pool in Upstate New York?
In-ground or above-ground pool, sprawling or compact, low season or peak season — how much you'll pay for your stay in Upstate New York is influenced by all sorts of factors. But the one thing that stays the same? Our vacation rentals with a pool are something special. To find an escape that fits your budget, narrow your search results by price. You can also use our "Discounts" filter to find vacation rentals that offer discounts for longer stays.
When is the best time to book a vacation rental with a pool in Upstate New York?
August is when most Vrbo guests splash out on a vacation rental with a pool in Upstate New York. You can expect average temperatures of between 13ºC (55ºF) and 25ºC (77ºF) if you plan your getaway during this time of year.
What vacation rentals with a pool in Upstate New York have nice views?
When looking for your vacation rental with a pool in Upstate New York, use the "Location" filter. This will help you narrow down the types of areas you want to stay in, whether that's removed from the hustle and bustle or somewhere central. Pick your favorite and remember to pack your swimsuit.
Can I book a cabin with a pool in Upstate New York?
Book a cabin with a pool in or around Upstate New York and add another level of fun to your trip. Comfy and welcoming, our cabins are great for families and couples who are looking for a more outdoorsy experience. Toss in a pool and you can spend your break switching between exploring nature and perfecting your cannonballs!
Are there vacation rentals with a private pool in Upstate New York?
From belly-flop competitions with the kids to a few leisurely laps, a vacation rental with a private pool offers plenty of possibilities for fun and relaxation. If you're headed for Upstate New York, use our "Private pool" filter to find stays that come with this luxurious feature.
What are the top things to do in Upstate New York?
While you'll find loads of awesome things to do in Upstate New York, it depends on the type of adventure you want to have. Once you've locked in your vacation home rental, make a list of attractions and activities that interest you and prioritize them based on your preferences, travel companions and available time.
Why should I book my vacation rental with a pool with Vrbo?
When you stay in a Vrbo vacation rental with a pool, the only people you'll share your space with are those you bring with you. It will only be you and your family with the whole property to yourselves splashing around as you like. Our flexible cancellation policies also mean you can book your rental house with peace of mind if your plans change.