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

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Sitter Profile Image: Ciara G.
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Ciara G.
from
$35
per visit
12 years of experience
Pine Bush, NY, 12566

About: I’ve taken care of animals for family and friends and have grown up with them my whole life. I have experience with both large and small dogs I am currently attending college and am looking to make this my jobs while I go through 4 years of schooling! I love pets and always loved meeting new ones I have a fenced in yard and a huge downstairs living area where I stay with your pet! I also live by parks AND dog parks if you would like me to exercise your pet!

Sitter Profile Image: Elisha T.
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Elisha T.
from
$35
per visit
5.0 out of 5 stars
• 4 reviews
2 repeat clients
3 years of experience
Wallkill, NY, 12589

“Elisha is quiet & calm, and gentle with Bo. She was reliable and took good care of Bo when we booked the first time. We look forward to her caring for him again this summer! Thank you!”

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Mary Beth E.
Sitter Profile Image: Samantha S.
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Samantha S.
from
$30
per visit
10 years of experience
Southside, Cornwall, NY, 12518

About: I have always had animals in my house ranging from reptiles to kittens. Currently I have three dogs and two cats. Growing up with animals has taught me how to care for a wide range of breeds and temperaments. Along with caring for my own animals I regularly sit for family and friends. I also have worked in a pet store where I learned how to care for puppies and kittens properly in a wide range of breeds. Between caring for their health needs to how to properly groom certain breeds. I am excited to help with your pets needs! Pet care fits into my daily and weekly routine well. I work a flexible job remotely that allows me to step away from my computer as needed allowing me to care for your animals when needed! I will care for your pets with all the love and attention to detail. I have worked with dogs that are high energy and need long walks to older animals that simply need someone to hang out with. I will pay close attention to your details about how to care for your animal and also what your animal needs at the time.

Sitter Profile Image: Raymond S.
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Raymond S.
from
$18
per visit
5.0 out of 5 stars
• 77 reviews
13 repeat clients
50 years of experience
Hawthorne, NJ, 07506

About: We offer daily dogging stays as well overnight all furbabies will be treated just as we treat our own furbabies just like part of our family they will be played with fed and loved just t as our dogs are they will be able too run free in a secured fenced in yard they will be let out minimum five times a day they will never be left unattended when they are outside safety is our priority the pets will be played with petted and plenty of attention will be given to each pet. No pet will never be neglected I have had pets my whole life all pets get pampered you can say I spoil them we will brush and groom your pets if required upon request as well as administer any medicine upon request. Dogs received fresh baked homemade treats (dogs love them) feel free to contact us anytime from 10 am to 10 pm seven days a week i am available too meet you and your pet prior too boarding I am retired, so I have plenty of time to spend with my dogs. As well as spending time with your dogs, I am home most of the time, and giving lots of love to your pets and my pets. I have fenced in yard, with two dogs who enjoy being outside. Your dogs will be treated the same as my own. The outside of the fenced in yard is supervised by me, dogs are never left unattended.

Sitter Profile Image: Tiana R.
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Tiana R.
from
$45
per visit
1 repeat client
10 years of experience
Poughkeepsie, NY, 12601

About: Aside from growing up caring for animals, I’ve worked at a dog daycare for about a year. During my time there I learned a lot about dog behavior and how to read their body language. Now, I am currently studying canine training and management at SUNY Cobleskill where I work with a variety of canine’s daily. So I am currently on summer break from school, so I can assure you I have plenty of time to care for your fur babies! I start my day off by making sure my babies are fed and have fresh water, followed by going out for a walk and playing outside for a little! I have a dog and a cat who is very shy. If needed I have a crate that can be used.

Sitter Profile Image: Maria H.
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Maria H.
from
$45
per visit
5.0 out of 5 stars
• 116 reviews
43 repeat clients
10 years of experience
Mahopac, NY, 10541

“Maria is very patient and kind working with our extremely anxious dog. We are excited to have her build a relationship with her and take care of her when we go away.”

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Kelly D.
Sitter Profile Image: Patricia H.
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Patricia H.
from
$50
per visit
5.0 out of 5 stars
• 6 reviews
2 repeat clients
20 years of experience
Poughkeepsie, NY, 12601

About: I have been a pet lover & pet care advocate for as long as I can remember! I’ve been caring for dogs of all breeds, sizes, and personalities my entire life. I’ve taken care of kittens, pups, rescued cats, & cared for other pets like bunnies, fish, & hamsters. Over the years, friends, family, and neighbors have trusted me to walk, feed, and love their pets like my own which I do with a smile. Whether it’s an energetic puppy who needs to play & burn off some energy, or a sweet senior pup who needs extra patience and care, I adapt to their unique needs and personalities. I’m not just a sitter, i’m an emotional support human & a dependable companion for your pet while you’re away. I believe in consistent communication, lots of love, and making sure your pet feels safe, happy, and cared for. I love & care for them as if they were my own. I’m experienced with administering medications, sticking to routines, and keeping pets calm and comfortable in their own environment. Your comfort, peace of mind, & your pet’s happiness are my top priority! As someone who works from home and takes online classes, my schedule is super flexible; perfect for giving your pet the attention they deserve! I’m home throughout the day, which means your pet won’t be left alone for long stretches. Whether it’s a midday walk, playtime, or just some company while they nap, I can be there when they need it most. My routine allows me to be fully present and responsive to your pet’s needs. I can stick to their feeding and walking schedule, provide consistent companionship, and make sure they feel safe, loved, and entertained while you’re away. Being home all day also makes me a great fit for puppies, senior pets, or dogs who need a little extra TLC. When I care for pets in their own home, my goal is to keep their routine as familiar and stress-free as possible. I follow your pet’s routine closely & I make sure they’re comfortable in their space, following their usual schedule for walks, meals, playtime, and cuddles. Whether it’s sticking to their favorite walking route or knowing exactly how they like their food prepared, I pay close attention to every detail you share. I know how much the little details matter! Being in their own environment helps your pet feel more relaxed, and I’m there to make sure they feel loved every step of the way. I’m experienced in administering a variety of medications, including flea and tick ointments, oral chewy meds, and pills; whether they’re hidden in a treat or given directly. I stay calm and patient to make the process as stress-free as possible. I’m comfortable managing multiple pets and giving each one the attention and care they need. I treat your home with the same respect and care I give to your pet: clean, secure, and exactly how you left it. I provide regular updates with messages & photos so you can feel confident your pet is safe, happy, and in good hands & know everything is going smoothly while you’re away.

Sitter Profile Image: Jennifer R.
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Jennifer R.
from
$25
per visit
5.0 out of 5 stars
• 60 reviews
26 repeat clients
25 years of experience
Montclair, NJ, 07042

“Jenny was very accommodating, and communicative. Took great care of my Maggie. Will recommend 100%”

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Mike G.
Sitter Profile Image: Rachel B.
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Rachel B.
from
$65
per visit
4.9 out of 5 stars
• 29 reviews
2 repeat clients
20 years of experience
Westchester, NY, 10591

About: Hi! I am a concierge pet sitter offering a very unique, high-touch service to clients from the Metro New York City to Montreal! Unlike other Rover providers, I have been operating for over 20 years all over the world - I was actually one of the early sitters on Rover! I also have shelter, reactive, and anxious pet training and experience. If you are seeking a mature, proactive, and attentive carer for your home and your loved ones, you've found a good one. Most of my client experience and reviews (which extend far beyond Rover) are that I provide peace of mind while they are away. You won't find another service like this. Because of this, you'll find a slightly different pricing structure,* which is explained in your complimentary introductory meeting and provides maximum flexibility for you and care for your creatures! Come see what everyone has been raving about. *Rover fees are added on to the price of booking. One of the many things that set me apart is the amount of time and quality of care your pets will get with me. They will be sick of me already by the time you get home! Your pets will get an experience! Active, safe play will be initiated, behavioral enforcement you're working on will be continued, and, oh yeah... free cuddles all day!

Sitter Profile Image: Symone F.
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Symone F.
from
$18
per visit
7 years of experience
Lower Vailsburg, Newark, NJ, 07106

About: I've loved animals my entire life and have been surrounded by pets since I was a child. My experience includes volunteering at Furry Friends, where I helped care for animals and learned the importance of patience, compassion, and meeting each pet's individual needs. I've also provided pet care for family, friends, and neighbors, including watching my neighbor's pets while they were away on summer vacations, caring for my sister's dog, and looking after my own two cats. Through these experiences, I've become comfortable with feeding, walking, playing, cleaning up after pets, and making sure they feel safe, loved, and well cared for while their owners are away. I treat every pet as if they were my own and enjoy building trust with both pets and their families. Pet care fits perfectly into my schedule! I work part-time, which gives me plenty of flexibility throughout the week to care for your furry family members. As long as I have a little advance notice, I'm happy to work with your schedule and make sure your pet gets the love, attention, and reliable care they deserve. Whether it's a quick drop-in or extended care, I'm committed to being there when you need me most! I love making pets feel happy, safe, and loved while their humans are away! I stick to their normal routine by making sure they're fed, have fresh water, get plenty of playtime, walks (if needed), cuddles, and all the attention they want while always respecting their unique personalities and boundaries. I keep their space clean, make sure they're comfortable, and send regular photo and message updates so you can relax knowing your furry friend is in caring hands!

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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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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book dog sitting

  1. 1. Search

    Browse profiles of sitters near you who offer dog sitting.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

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 of Dog Sitting in Middletown is $19 per visit as of October 2026. Most bookings cost between $16 and $30 per visit. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 1,205 sitters on Rover offering Dog Sitting across Middletown. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

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 .

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 , which provides up to 25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

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:

  • 90% of sitters can help with special care needs
  • 94% can help with giving oral medications or injections
  • 96% 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 , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

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

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