Dog Sitting Middletown

Book a Middletown dog sitter to watch your dog in your sitter’s home or yours.

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Over 93
pet parents in Middletown have booked dog sitting

Middletown, Find top rated dog sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Christina P.
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Christina P.
from
$25
per visit
15 years of experience
Middletown, NY, 10940

About: Hi, my name is Christina I am 50 years old and have a doggie named Victoria which she is my family and Jerry wish his my boyfriend dog. I have always been around dogs and pets as I was growing up so I was always surrounded by dogs. Over the years I have had many kinds of pets so I consider myself an animal lover and would love to take care of your puppy and give them lots of love and atrention while you are out on vacation or out for the day. Whatever the case may be I will be available to take care of your doggie my schedule it’s open to take care of them play walking exercising and loving your dog as mine.

Sitter Profile Image: Hali M.
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Hali M.
from
$25
per visit
5.0 out of 5 stars
• 12 reviews
3 repeat clients
25 years of experience
Thompson ridge, NY, 10985

“Hali was fantastic, buddy absolutely loved her! Thank you so much!”

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Liz R.
Sitter Profile Image: Michelle C.
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Michelle C.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
• 14 reviews
8 repeat clients
15 years of experience
Wurtsboro, NY, 12790

“I appreciate how flexible Michelle is about coming to check in on my cats. I know they don't come out, but it's peace of mind knowing they have someone to look in on them while I'm away.”

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Doreen D.
Sitter Profile Image: Jade Marie C.
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Jade Marie C.
from
$19
per visit
5.0 out of 5 stars
• 15 reviews
3 repeat clients
4 years of experience
Middletown, NY, 10940

“Jade was reliable and on time every visit. Thank you for caring for my boys”

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Nik C.
Sitter Profile Image: Joseph & Alexandra F.
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Joseph & Alexandra F.
from
$35
per visit
5.0 out of 5 stars
• 4 reviews
20 years of experience
Wurtsboro, NY, 12790

About: Originally from upstate NY, I spent time working as a professional veterinary assistant in Atlanta, GA while in school. In this role, I worked directly under a veterinarian to monitor, clean, and provide medical check-ups for dogs at local pet centers, while also providing care for other animals at a boarding and daycare resort. With this hands-on experience, I am deeply familiar with dog health, sanitization, and administering medications. I enjoy spending time with dogs, understand how to spot early signs of illness, and know how to keep dogs on a fun and healthy routine. Since moving back to upstate NY, I do part-time work as a tech consultant from home. This allows me to give plenty of attention to your pet, while also providing plenty of outdoor activities. My wife also works from home, which allows her the flexibility to help as well. Our house is situated right next to the D&H Canal trail, and we take regular walks on a daily basis.Whether your dog is a growing puppy who needs attentive care or an older dog who requires a reliable, experienced handler, my top priority is maintaining their health, safety, and happiness while you are away. My wife and I both work part-time from home, which gives us highly flexible schedules to prioritize your pet's care throughout the week. Our daily routine naturally includes multiple walks along the scenic D&H Canal trail, which directly borders our property. Because our work keeps us at home, guest pets enjoy consistent supervision, frequent potty breaks, and plenty of playful companionship. Our home sits far back from the road at the end of a long driveway, offering a very quiet, safe environment. We sit on 10 acres of land, featuring 3 groomed acres for supervised play and 7 acres of private woods. While our yard is only partially fenced, we have two large, fully enclosed decks that are completely fenced in—perfect for safe sunbathing, lounging, and secure outdoor activities. We also utilize a collapsible fence that we can pull out and set up to create customized secure boundaries if necessary. For exercise, dogs are strictly supervised and kept on-leash as we head down the driveway to our private access point for the D&H Canal trail, keeping them completely away from traffic.

Sitter Profile Image: Raquel S.
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Raquel S.
from
$20
per visit
5.0 out of 5 stars
• 7 reviews
2 repeat clients
20 years of experience
New Hampton, NY, 10958

“Raquel was great and very sweet toward my senior pup! Thank you. Would rebook.”

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Suzanne T.
Sitter Profile Image: Shelby T.
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Shelby T.
from
$17
per visit
1 year of experience
Westtown, NY, 10998

About: I’ve been certified as a Vet Assistant, I am also currently in school for my license as a Vet Technician. I’m very confident that I will be a safe environment for your furry friends! I’m currently a student so weekends will be more manageable for me, In case of any emergencies of course I can make accommodations during weekdays. I’ve had more than 11 animals my whole life growing up (5 dogs) (4 cats) (2 two fish) I would say I’m extremely experienced in caring for animals. Professionally my experience would be under a year as I am still in school, I live on 67 acres and a large yard which will give your dog enough room to run with the wind and enjoy the fresh air.

Sitter Profile Image: Lauren L.
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Lauren L.
from
$18
per visit
10 years of experience
Chester, NY, 10918

About: Pets are family, so when I’m taking care of your child/home, I’ll keep it tidy, keep you updated, and keep in touch! I’m currently attending school full time, so I will be most available early mornings and later nights during the week. I am available all weekend Friday-Sunday. I have a big yard with a lot of land to work with. I have 2 friendly dogs of my own. I can leave a crate safely in my home as well.

Sitter Profile Image: Brittany C.
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Brittany C.
from
$20
per visit
5.0 out of 5 stars
• 1 review
23 years of experience
Goshen, NY, 10924

About: I will treat your pets like family. I have one cat and one small Pomeranian. If your pet has special needs I am able to dispense medication. I love giving animals attention and love. I have a large house and a decent sized backyard. I am able to travel to your pets. I have pet first aid experience. I am alert and watching your pet at all times. I have had pets since I was born. I grew up around both cats and dogs. I have a non-profit where I super coupon for pet food and pet supplies and donate them to my local animal shelter. 50% of the money I make on here goes towards funding my donations for the animal shelter. Thank you for your time.

Sitter Profile Image: Robert L.
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Robert L.
from
$35
per visit
5.0 out of 5 stars
• 9 reviews
1 repeat client
30 years of experience
Warwick, NY, 10990

“Robert was very nice and great with our elderly, big German Shepard. Immediately connected with the dog and was flexible to help our needs. I Would recommend rogert to anyone.”

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Ben C.
Sitter Profile Image: Sara M.
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Sara M.
from
$35
per visit
5.0 out of 5 stars
• 26 reviews
8 repeat clients
10 years of experience
Port Jervis, NY, 12771

“Sara was awesome! Very informative and kind!”

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Marisa S.
Sitter Profile Image: Katarzyna R.
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Katarzyna R.
from
$42
per visit
4.9 out of 5 stars
• 70 reviews
15 repeat clients
24 years of experience
Bloomingburg, NY, 12721

“Katarzyna did a wonderful job taking care of Oscar. She was very friendly and got to know me and my pet before starting her visits. Would highly recommend her! Thank you!”

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Guy J.
Sitter Profile Image: Sarelle K.
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Sarelle K.
from
$20
per visit
4 years of experience
Pine Bush, NY, 12566

About: I have been an animal lover since day one!! I am an experienced hand-on Dog/Cat/Horse owner and Dog breeder. I love all types of breeds, sizes and personalities. I make it my priority to make sure your fur family member feels loved and safe on this new adventure. I’m an online college student so being home isn’t a problem for me. I enjoy spending time outside so tailoring your furry friends exercise schedule to mine will be a breeze. From first ruffs to mature ruffs i have experience taking care of fur baby’s of all ages! My experience includes puppy training to administering extra attention to old or sick fur baby’s making them most comfortable In a new setting. Every fur family member needs a unique style of care and I look forward to learning yours! I'm attentive, responsible, and genuinely invested in making sure your dog feels safe, loved, and comfortable at all times. My goal is to take care of your fur family as if it were my own. I’m excited to be apart of your fur family’s next adventure! I am an online college student so being at home is routine for me. I work at my own pace so caring for your fur family member comes first no matter what time it comes at. Whatever schedule your fur family member is used to is the least you can expect from me. Outside play time or walks - inside rest time or training, my goal is to make you and your fur family feel safe, happy, and comfortable. I live on several acres of property that is fenced in from the road, so playtime is not only fun but safe as well. I always keep visiting fur friends on a leash if outside just for extra safety. If your fur family member is used to a crate or three-count sheets you can be sure routine will be kept.

Sitter Profile Image: Kim M.
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Kim M.
from
$30
per visit
5.0 out of 5 stars
• 23 reviews
9 repeat clients
2 years of experience
Port Jervis, NY, 12771

“Kim was a great sitter for my special needs cat. She gave him the care and attention he needed and made sure I was updated on whether he’d gone to the bathroom. I also appreciate her willingness to care for him over the holidays - it was a huge help since we could not be home with him!”

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Christen D.
Sitter Profile Image: Lizbeth S.
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Lizbeth S.
from
$30
per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
15 years of experience
Slate Hill, NY, 10973

About: Hello! My name is Lizbeth. Pets have been a part of my life since I was young. And throughout those years my family and I have had and cared for several dogs and my own cat. I have experience from caring for puppies to senior dogs with disabilities. I love to spend time with them and look forward to meeting your pet family. Please don’t hesitate to reach out with the schedule you are seeking care for, I am flexible and will be more than happy to work with your schedule if that is something I can do. I currently have a part time job and l am available most mornings and early afternoons. My schedule varies week by week and is flexible, so please feel free to reach out! I am more than happy to adapt to what each client needs/prefers and what each pet is used to. My main goal is to help each family and pet that I work for to feel happy and comfortable.

Sitter Profile Image: Journey D.
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Journey D.
from
$20
per visit
10 years of experience
Walden, NY, 12586

About: I’ve been caring for dogs and cats since I was a teenager, and pet sitting has always been something I genuinely enjoy. I have experience with scheduled feedings, walks, playtime, bathing, and providing plenty of companionship and emotional support to help pets feel safe, comfortable, and loved while their owners are away. I truly love animals and believe they’re part of the family, so I treat every pet with the same patience, kindness, and care I would want for my own. I’m a loving, trustworthy, honest, and responsible sitter who will treat your pet like family, making sure they receive the attention and care they deserve. I’m currently working part time and volunteer a few days a week, so I’ll have plenty of time to spend with your fur baby! I’m available all day Wednesdays as of now, but can be flexible depending on your needs. Your pet’s safety and happiness are always my top priorities! I’m attentive, responsible, and caring, whether I’m taking your dog for a walk, checking in for some company and playtime, or making sure they’re comfortable at home. I’ll pay close attention to their needs, follow your instructions, and keep you updated so you can feel confident knowing your furry friend is in good hands.

Sitter Profile Image: Shannon & Justin M.
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Shannon & Justin M.
from
$30
per visit
5.0 out of 5 stars
• 11 reviews
8 repeat clients
20 years of experience
Warwick, NY, 10990

“Justin was reliable and got along great with my German Shepherd.”

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Leilani W.
Sitter Profile Image: Elizabeth D.
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Elizabeth D.
from
$28
per visit
5.0 out of 5 stars
• 8 reviews
2 repeat clients
27 years of experience
Chester, NY, 10918

About: I’ve had cats, dogs and many other animals my entire life and know how important it is that they get quality care and love! I have always cared for all other animals with love and attention as if they were my own whether they were strays or belonged to friends/family. I have dog-walked and pet-sat for friends and family whenever they have needed help, making sure their pets are well taken care of not just physically but emotionally (to the best of my ability!) while they are away. I have walked and pet-sat dogs of all kinds including puppies and senior dogs as well as disabled and special needs! I have also done feedings and general care for other animals including chickens, horses, goats, llamas, reptiles and others. Throughout my life I have rescued and/or taken care of a range of animals including kittens/cats, puppies/dogs, rabbits, chickens, raccoons, mice, opossums, birds, fish and reptiles. With many years of experience caring for animals, I am confident in my ability to provide attentive, compassionate care to your fur babies! I am available in the mornings and early afternoons for pet check-ins, walks, and other care needs. Additionally, I am available after 5pm on weekdays for any evening care, ensuring pets receive attention at the end of the day. I also offer overnight or weekend boarding, providing reliable care when owners are away. My flexible schedule allows me to tailor my services to meet the specific needs of pets and their owners, offering peace of mind and dependable support. When boarding pets in my home, I offer a safe and comfortable environment tailored to each pet's needs. Depending on the pet's temperament and preferences, I can either crate them for security or allow them to roam freely in a designated pet-friendly area. I ensure that they have plenty of space to play, rest, and feel at ease. I’m committed to maintaining a routine similar to what they’re used to at home, including feeding schedules, exercise, and personal attention. If needed, I can also provide extra care, such as administering medications or offering special accommodations for senior or special-needs pets. When caring for pets in the client’s home, I focus on maintaining a familiar and safe environment for them. I will follow the established routines for feeding, walking, and any other care instructions provided. Whether it’s keeping them indoors, ensuring they have outdoor playtime, or administering any medications, I approach each task with responsibility and attention to detail. My goal is to offer peace of mind to pet owners, knowing their pets are safe, happy, and well cared for in the comfort of their own home or mine.

Sitter Profile Image: Natisha D.
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Natisha D.
from
$100
per visit
4.8 out of 5 stars
• 77 reviews
36 repeat clients
2 years of experience
Middletown, NY, 10941

“Perfect communication and reliability as always!”

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Tania L.
Sitter Profile Image: Sacia M.
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Sacia M.
from
$70
per visit
5.0 out of 5 stars
• 4 reviews
3 repeat clients
6 years of experience
Middletown, NY, 10941

About: I’m super flexible with high availability. I’ve been caring for dogs my entire life and come from a family of dog breeders. I love all animals and have 5+ years of experience in dog walking/sitting. I have my own dog walking business as well called Hiking Hounds. I’m young and able to handle big dogs and can keep up with energetic puppies. I’m free to come play with your dog at your house or take them for a walk in your neighborhood. I can’t wait to meet your hound! I’m working part time, so I have plenty of free time to hangout with your pup! I’m also very flexible on my hours as well. Following what directions you give me regarding your dog, & respecting house rules you have in place. And as mentioned before I have a lot of personal experience caring for dogs.

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The median cost per visit for dog sitting in Middletown is $25

Dog parents share their Rover experiences - Middletown

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5.0 out of 5 stars

Vicky made sure my babies were well taken care of during a drop in visit. They seemed to really like her!

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Shaunna K.
Drop-In Visits
5.0 out of 5 stars

Linda was great especially with my older hound dog. She sent lots of pictures and the dogs had fun with her.

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Don
Drop-In Visits
5.0 out of 5 stars

Jennifer stops by for drop in visits for our senior golden retriever , and we are so lucky to have her coming to our house. Knowing that our dog with someone so caring gave us so much peace of mind. We are grateful for the attention she gives to our pet. She is punctual, always on time and communicates very well. We will continue using her as our pet sitter. Thank you Jennifer.

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Tatyana A.
Drop-In Visits
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Popular requests for dog sitting - Middletown

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Sitters in Middletown average 5
repeat dog sitting clients

FAQs for Dog Sitting - Middletown

Frequently asked questions about Rover

The average cost for Dog Sitting in Middletown on Rover is $19.26 per visit (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Sitting. For more information on service fees, click here .

As of September 2026, there are 1,211 sitters on Rover offering Dog Sitting across Middletown. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Middletown stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Middletown choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Middletown with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

Yes, you can find sitters who have experience with handling special pet needs in Middletown. On Rover:

  • 97% of sitters can help with special care needs
  • 98% can help with giving oral medications or injections
  • 97% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

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