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Backyard Pools Built For Hudson Valley

Custom pool installation, seasonal openings and closings, and dependable maintenance designed for homes across Orange County.

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Pool Services

Built On Reliability And Local Craftsmanship

The Backyard Bosses specializes in building durable pools and outdoor living spaces tailored to Hudson Valley conditions, combining decades of cold-climate experience with deep local knowledge of terrain and weather. Their team works closely with homeowners to design personalized backyards that include pools, patios, hardscaping, lighting, and structural features, all managed under one roof. They also provide reliable seasonal pool care, including openings, closings, and maintenance, along with free estimates for clear and confident project planning.

Pool Services

Complete Backyard Pool Solutions For Hudson Valley Homes

We build backyard environments homeowners can rely on season after season, offering pool installations, seasonal maintenance, and complete outdoor construction throughout Chester, NY, and the surrounding Hudson Valley. Many properties face issues like outdated pool systems, poorly designed spaces, or damage from harsh winters, so our team focuses on delivering cold-climate solutions built for long-term durability. Our services include pool maintenance and seasonal services such as routine care, water testing, and openings and closings; custom pool installation tailored to each property; pool remodeling and construction including resurfacing and upgrades; hardscaping services like patios and walkways; vinyl liner replacement to improve performance and prevent leaks; and pool repair and equipment services to keep systems operating efficiently.

Pool And Backyard Construction Services

We provide pool installation, seasonal maintenance, pool repairs, remodeling, vinyl liner replacement, and backyard hardscaping services designed for Hudson Valley homes.

Pool Maintenance
Pool Maintenance & Seasonal Services

Keep pool water balanced and equipment operating properly with scheduled maintenance and seasonal pool openings and closings.

Explore Pool Maintenance
Pool Maintenance & Seasonal Services
  • Routine water balancing
  • Pool opening services
  • Pool closing services
  • Equipment inspections
  • Filter and pump cleaning
Pool Design And Installation
Pool Installation

Build a durable in-ground pool designed around your property layout and Hudson Valley climate conditions.

Learn About Pool Installation
Pool Installation
  • Custom pool design
  • In-ground pool construction
  • Equipment installation
  • Lighting integration
  • Cold-climate construction methods
Pool Renovations
Pool Related Construction

Upgrade older pools with structural improvements, resurfacing, tile replacement, and lighting installation.

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Pool Related Construction
  • Pool resurfacing
  • Coping stone repairs
  • Tile replacement
  • Lighting installation
  • Structural upgrades
Hardscaping Services
Hardscaping Services

Enhance your outdoor space with patios, retaining walls, walkways, and backyard living features.

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Hardscaping Services
  • Paver patios
  • Retaining walls
  • Walkway installation
  • Outdoor fire features
  • Pool deck construction
Vinyl Pool Liner
Vinyl Liner Replacement

Restore the appearance of your pool and prevent leaks with professionally fitted vinyl liners.

Understand Liner Replacement
Vinyl Liner Replacement
  • Liner inspections
  • Custom liner fitting
  • Leak repairs
  • Vinyl liner replacement
  • Pattern upgrades
Pool Repairs And Equipment Upgrades
Pool Repair & Equipment Services

Repair pumps, filters, heaters, plumbing, and automation systems to keep your pool operating correctly.

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Pool Repair & Equipment Services
  • Pump repairs
  • Filter replacement
  • Leak detection
  • Heater repairs
  • Automation upgrades
Pool Services (5)

Transform Your Backyard Into A Functional Outdoor Space

A well-built pool and outdoor living area can change how families enjoy their home. We provide pool services in Chester, NY that help homeowners create outdoor spaces built for relaxation, gatherings, and long-term durability.

Whether you need a new pool installation, seasonal pool openings and closings, equipment repairs, or backyard hardscaping features like patios and walkways, our team manages every step of the project. We focus on building outdoor environments that match the property layout and withstand local climate conditions.

Claim Your Free Project Estimate

Start planning your pool installation or backyard upgrade with a free estimate from our team.

Frequently Asked Questions

Homeowners often have questions about pool installation, maintenance, seasonal services, and equipment repairs. Here are answers to common questions about pool services and backyard construction projects in the Hudson Valley.

  • How often should pool maintenance be scheduled?

    Most residential pools require weekly or biweekly maintenance during the swimming season. Maintenance typically includes water testing, chemical balancing, cleaning, filter inspection, and equipment checks.

  • What does a pool opening service include?

    Pool opening services usually include removing the winter cover, reconnecting pumps and filters, cleaning debris, testing water chemistry, and verifying that the equipment system is functioning properly.

  • How long does pool installation take?

    Installation timelines vary depending on site conditions, design complexity, and weather. Most in-ground pool projects require several weeks for excavation, construction, equipment installation, and finishing.

  • When should a vinyl pool liner be replaced?

    Vinyl liners typically last between 8 and 12 years. Signs that replacement may be needed include fading, cracks, wrinkles, water loss, or visible damage along seams.

  • Can older pools be renovated?

    Yes. Pool remodeling can include resurfacing, tile replacement, coping upgrades, lighting installation, and equipment improvements that update both appearance and functionality.

Pool Services (1)

Client Experiences

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Kamil Mazurek

Tony was a pleasure to work with, he was quick, professional and excellent in communicating throughout the whole process. I would highly recommend Backyard Bosses to anyone.

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Frank Eisele

I had to have some plumbing work done on my pool, the return lines were leaking. I was worried they might have to break up the pool deck but Tony and his team were able to save the deck repair my return lines. I was out of town when they did the work and when I returned I was both amazed and impressed with the work that was done. Tony communicated regularly with both videos and calls as well as txt’s. I am so happy and can’t wait till Tony and his team replace my liner in the spring. If you need any work done use these guys … you will not be disappointed!

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Bobby Z

FINALLY!!! Tony is amazing! I have been through 3 different pool companies since living here and the service from all of them were horrendous. Thank God The Backyard Bosses started serving the area!! I can’t compliment Tony for his amazing communication, attention to detail and impeccable service enough! It has been such a struggle to find even just a simple season closing and opening service here; that is until Backyard Bosses!! Didn’t just put the cover on and call it a day, they cleaned out my filter, put my furniture away and made sure everything was ready for winter! Top notch service!! Thank you 🙏!!!

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David Rodriguez

So After four years of having our pool closed and having frogs serenade us for the past few summers 😆, it was time to get our pool repaired. We called three pool Companies and Tony from The Backyard Bosses quickly responded to my request. He took a note of everything I wanted and he delivered. It was overwhelming at first but ,Tony broke down the project piece by piece making it manageable and enjoyable watching this transformation take place from beginning to end. Tony was very responsive to every question we had and addressed any issues we had. I highly recommend The Backyard Bosses for your Pool needs and dreams. A man of his word. Hard to find these days.

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Sean Trent

Tony has been fantastic to work with. He is professional, knowledgeable, and made the whole process of getting our new pool heater installed smooth and stress-free. He took the time to explain *everything* and ensured the job was done right. We couldn’t be happier with the service and highly recommend Backyard Bosses!

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Abe Roth

I WILL SAY IT, THE WAY IT IS!
A pleasure dealing with Tony, he’s seriously the BEST, he’s taking care of his clients [customers] very well, shows up on time, keeps calm and easy, ALWAYS WITH A SMILE! a pleasure working with him, i can only say good words about him and i strongly recommend others to give him a try…
KNOWS WELL HIS WORK & KNOWS HOW TO PLEASE A CLIENT

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Darelle Banks

Backyard Bosses were an absolute pleasure to work with. I needed a new safety cover for the pool and they showed up next day. Communication was great and they did not try to upsell. I feel confident I received only the products I needed and did not over pay. They did such a good job that I am planning to switch to them to open the pool in the spring. Thanks for everything.

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Brad Smith

Built my pool 6 years ago. And have been searching for someone who not only does a great job but is extremely knowledgeable and most important actually cares. Can’t recommend enough.

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Jessica Baum

If you’re looking for the best pool professional in the business, look no further than Tony and The Backyard Bosses. Tony is the definition of integrity: honest, communicative, kind, and incredibly skilled at what he does. After having some truly awful experiences with other local pool services, we were honestly losing faith—until Tony came along.
Tony stands by his work, never pushes unnecessary upsells, and clearly cares about building lasting relationships with his clients. He’s reliable, respectful, and a total pro. We feel so lucky to have found him and wouldn’t trust anyone else with our pool. We’ll be working with The Backyard Bosses for many years to come—and you should too!

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Argeny Jimenez

Wow wow wow!! Tony is the absolutely man!!! This guy is the real deal!!! So professional and knowledgeable. I reached out to Tony to open my pool after opening it a bit late since I just had a newborn. And within 3 days I had a crystal clear pool. Can’t say enough about this guy. 10 stars. Doesn’t try and upscale and is a pleasure to work with. I will use no one else but Tony for All my pool services.

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Matt Baecher

Tony is the exact opposite of the pushy contractor looking to upsell services on you and drive up the bill. He’s eager to share his knowledge with you, only do the things you need him to do, and then give you the tools to keep your pool running cleanly on your own. It’s so refreshing to come across someone so genuinely interested in doing right by you. Highly recommended!

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Alexander Compres

I had a great experience with The Backyard Bosses. From start to finish, they were attentive, responsive, and truly cared about delivering a high-quality job. Communication was always prompt, and any questions or concerns I had were addressed right away. Tony showed up on time, worked efficiently, and treated my property with care and respect. It’s clear they take pride in their work and value their customers. Highly recommend them to anyone looking for reliable and professional pool services!

Google Reviews

Start Planning Your Backyard Project

Primary Phone

Call today to discuss your pool project.

(914) 639-4055

Primary Location

Here to help improve your outdoor living space.

Chester, NY

Business Hours

Mon – Sat: 8:00 AM – 7:00 PM

Sun: Closed

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Schedule Your Pool Project Consultation

Send us a message to discuss pool installation, maintenance, repairs, or backyard upgrades. Our team serving Chester, NY, will follow up to review your project.

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    Service Areas

    Serving Chester, NY, and communities throughout Orange County with pool installation, maintenance, repairs, and backyard construction services.

    Chester, NY

    Orange County, NY

    Monroe, NY

    Washingtonville, NY

    Goshen, NY

    Warwick, NY

    Middletown, NY

    Woodbury, NY

    Howell, NY