Pet Sitting Middletown

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Over 140
pet parents in Middletown have booked pet sitting

Middletown, Find top rated pet sitting

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

1 / 1
Sitter Profile Image: Jake F.
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Jake F.
from
$25
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
10 years of experience
Goshen, NY, 10924

Jake took very good care of my babies!

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Melanie V.
Sitter Profile Image: Yeni A.
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Yeni A.
from
$25
per visit
5.0 out of 5 stars
29 reviews
7 repeat clients
15 years of experience
Middletown, NY, 10940

Great!!! She help me a lot will use her services again !

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sharife b.
Sitter Profile Image: Linda B.
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Linda B.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
34 reviews
15 repeat clients
25 years of experience
Scotchtown, NY, 10940

Linda was very nice & pleasant & our dog was very friendly with her on the first meeting. However, he did not seem to know how to act when she came in the house when we were not home. She was able to let him out. We might work with him & try again in a few weeks. Linda was very open to making it work.

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Carol M.
Sitter Profile Image: Vicky A.
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Vicky A.
from
$25
per visit
5.0 out of 5 stars
16 reviews
8 repeat clients
15 years of experience
Middletown, NY, 10940

Vicky did an awesome job caring for Bruce. She was in communication with me and sent great pictures so I had complete peace of mind. I think Bruce really liked Vicky and the feeling was mutual. I highly recommend Vicky to care for your fur baby.

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Veronica W.
Sitter Profile Image: Dallas D.
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Dallas D.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
24 reviews
6 repeat clients
16 years of experience
Middletown, NY, 10940

Dallas was super friendly and came over for a meet and greet a few days before the booking date and naturally my dogs were all tag wagging. She did exactly what we needed and then some! We will be booking with her again for our next vacation!

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Chris C.
Sitter Profile Image: Jennifer G.
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Jennifer G.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
50 reviews
18 repeat clients
5 years of experience
Middletown, NY, 10940

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.
Sitter Profile Image: Jacklyn S.
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Jacklyn S.
from
$30
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
23 years of experience
New Hampton, NY, 10958

Jacklyn was great! She always sent photos and played with my cat when she stopped in. I felt like my cat was very well taken care of and her communication was great.

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Allyson V.
Sitter Profile Image: Giselle G.
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Giselle G.
from
$25
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
15 years of experience
Goshen, NY, 10924

Giselle was great with my German Shepherd. She did 3 drop in visits a day for 3 days. She was on time, sent updates, and got along great with my dog. Highly recommend her.

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Leilani W.
Sitter Profile Image: Kristina G.
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Kristina G.
from
$24
per visit
4.9 out of 5 stars
13 reviews
4 repeat clients
24 years of experience
Mechanicstown, NY, 10940

Kristina took good care of my dog, she was always on schedule and kept me updated with my dog progress. My dog enjoyed seeing her every time for the daily check-in

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Maniessa G.
Sitter Profile Image: Savana R.
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Savana R.
Star Sitter
from
$25
per visit
4.9 out of 5 stars
114 reviews
28 repeat clients
3 years of experience
Westtown, NY, 10998

Savana did a great job following all directions and communicating clearly and proactively. My two dogs were very happy and all good with the house. I highly recommend Savana for your drop-in visits.

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Greg K.
Sitter Profile Image: Amanda G.
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Amanda G.
from
$25
per visit
14 years of experience
Middletown, NY, 10941

About: I’ve volunteered at animal shelters since I was a young teen, taken care of neighbor’s pets while they were away on vacation, and most of all, have thoroughly cared for my own pets since I was a child. I have taken care of cats and dogs, as well as rabbits and other small animals. I currently have an 8 year old long haired rescue cat named Jasper who calls my house his home! 🐈‍⬛ I’m a full time music teacher during the week, so ideally I will be available to walk dogs on the weekends. Please feel free to reach out with any specific time concerns or requests! If I am walking your dog or visiting your pets for a drop-in, my main goal is to care for them as if they were my own pet. My love and care for animals runs very deep, and I aim to extend that to any pets in my care.

Sitter Profile Image: Amy D.
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Amy D.
from
$30
per visit
4.8 out of 5 stars
35 reviews
11 repeat clients
20 years of experience
Goshen, NY, 10924

About: Hi! My name is Amy and I truly love dogs. I have taken care of several, many whom I have strongly bonded with and have learned a great deal. Your dog will be treated as if she/he were my own I will play catch and give lots of belly rubbing. We have many toys for them to play with. I will provide a safe environment for them. I *****Drop-off and pick-up times are flexible Please bring their food, poop bags, treats, and toys. For meet and greets, I am available during the week and all day on the weekends. I am home full time so can give you pup all of The attention and love they need! They will get plenty of playtime outside I have three very friendly dogs and a large backyard for them to run in. I go with the schedule you would like me to follow

Sitter Profile Image: David L.
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David L.
from
$90
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
20 years of experience
Middletown, NY, 10940

About: 🎉 Use Promo Code: FAMDRD77423 for $40 OFF your first Rover booking! 🎉 (Valid for first-time Rover users only.) As a physician, I've dedicated my career to caring for others, and I bring that same compassion, patience, and attention to detail to every pet I care for. My medical background has taught me to stay calm under pressure, notice subtle changes, and provide thoughtful, attentive care. Whether your pet is energetic, shy, senior, or has special needs, I'll make sure they feel safe, comfortable, and loved while you're away. I've been caring for dogs since I was about 10 years old, starting by helping neighbors with their pets during vacations and busy schedules. Over the years, I've gained experience with dogs of all breeds, sizes, personalities, and energy levels. From playful puppies to gentle seniors, I tailor my care to each pet's unique needs. I also have experience training dogs using positive reinforcement, consistency, and patience. My goal is always to provide a fun, safe, and enriching experience while reinforcing good behaviors. Experience & Qualifications 👨‍⚕️ Physician with a calm, observant, and compassionate approach 🐾 Over 15 years of hands-on dog care experience 🎓 Experience with positive reinforcement training and basic obedience 🐶 Comfortable with puppies, adult dogs, and senior dogs Specialized Care 💊 Experienced with administering medications and following detailed care instructions 🦴 Comfortable caring for senior and special needs pets 💛 Patient with anxious, shy, or first-time boarding and sitting pets 🏡 Able to maintain your pet's normal routine to reduce stress Flexible Boarding Options 🌳 I offer flexible boarding options in my house or apartment, allowing me to match your pet with the environment where they’ll feel most comfortable. 🛋️ Quieter pets may enjoy a cozy apartment, while more energetic dogs can benefit from extra space to play and relax. 🎯 My goal is to provide the best experience based on your pet’s unique personality and needs. What You Can Expect ❤️ Every pet is treated like a member of my own family 🚶 Walks & playtime based on your dog's personality & energy level 📸 Frequent photo and video updates throughout every visit 📱 Prompt communication and dependable, detail-oriented care 🐾 A safe, loving & low stress environment where your pet can feel comfortable & happy I also have a trusted team of experienced caregivers who may occasionally assist with your pet’s care, providing extra flexibility and reliability. They may help with training, playtime, grooming, enrichment, or whatever else you may request while following the same commitment to safety, communication, and treating your pet like family. My Reliability Promise ✅ Your booking is my commitment. If an unexpected emergency or scheduling conflict prevents me from caring for your pet, I’ll help arrange a trusted replacement sitter so you’re never left scrambling at the last minute. 🐾 Your pet will continue receiving safe, reliable care from someone dependable. 💛 Your pet’s safety, comfort, and your peace of mind are always my top priorities. Whether your pet enjoys long walks, playtime, quiet companionship, or simply sticking to their normal routine, I'll provide the same level of care, kindness, and attention that I would want for my own dogs. I look forward to meeting you and your furry family! Pet care fits easily into my daily routine. I’m an early riser and make time every day for walks, play, and check-ins. My work schedule is flexible, allowing me to plan visits around each pet’s needs—whether it’s morning exercise, midday drop-ins, or evening companionship. Caring for animals is a relaxing and rewarding part of my week. I treat every home and pet with the same respect and care I give my own. I follow your instructions carefully, maintain a clean environment, and keep pets safe with close supervision indoors and secure leashes outdoors. I focus on helping pets feel comfortable and calm, especially when their families are away, so they always feel cared for and at ease.

Sitter Profile Image: Casey C.
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Casey C.
from
$18
per visit
5.0 out of 5 stars
3 reviews
39 years of experience
Middletown, NY, 10940

Thank you so much!! :)

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Victoria P.
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: Alexis B.
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Alexis B.
from
$25
per visit
5.0 out of 5 stars
67 reviews
31 repeat clients
15 years of experience
Slate Hill, NY, 10973

I wish I could give Alexis more than 5 stars!!! I contacted Alexis last minute about day care for my two German shepherds, plans quickly changed because of my one of dogs health and she didn’t hesitate to offer to come to my house instead. My dog had an accident in my house and she thoroughly cleaned up after him. Alexis goes above and beyond for her clients and their pets from quick response times to genuinely caring for your pet. Keep up the great work and I look forward to booking again with you soon!

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Gianna L.
Sitter Profile Image: Maureen "Mo" S.
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Maureen "Mo" S.
from
$25
per visit
5.0 out of 5 stars
21 reviews
2 repeat clients
12 years of experience
Mount Hope, NY, 10940

I am sorry that I am always late with my tip. We are so grateful to have Mo to help care for our dog we go away! She is very attentive to the smallest details!

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Barbara H.
Sitter Profile Image: Sydney N.
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Sydney N.
from
$25
per visit
5.0 out of 5 stars
8 reviews
1 repeat client
15 years of experience
Middletown, NY, 10940

Sydney was awesome! She was prompt for our meet and greet and was fabulous with our dogs. She sent photos and kept us up to date! Would highly recommend!

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Karyn H.
Sitter Profile Image: Madeline B.
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Madeline B.
from
$20
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
18 years of experience
Goshen, NY, 10924

About: Hi there! My name is Madeline, and I would love to hear from you about your furry friend. I grew up surrounded by horses, dogs, and cats alike on farms across the Hudson Valley, which instilled a love for animals within me at a very young age. I understand that each client and animal requires an individualized approach. I am more than willing to listen to your desires and make adjustments to accommodate them to the best of my ability. I would consider myself quite the outdoorsy person, which makes me a great candidate to spend time with your animals. I am more than willing to answer any questions that you may have for me, and I look forward to hearing from you. I enjoy spending time with animals and ensuring they receive consistent attention, exercise, feeding, and affection. I plan my schedule to be sure every pet gets the care they need, whether it's walks, playtime, or simply keeping them company and comfortable. I care for every pet as if they were my own by following the owner's instructions carefully and maintaining their normal routine. I give pets plenty of love, attention, and positive interaction while respecting their individual personalities and needs.

Sitter Profile Image: Natisha D.
Verified Background Check
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.
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The median cost per visit for pet sitting in Middletown is $25

Pet parents share their Rover experiences - Middletown

1 / 1
5.0 out of 5 stars

Vicky is an excellent pet sitter. She let us know about changes in our pet’s behavior. She is great about keeping things neat and following special feeding instructions. Plus I think our cat 🐈 loves her.

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Veronica W.
Drop-In Visits
5.0 out of 5 stars

Linda, thank you for being so good at caring for the outdoor cats, and our indoor pets. Sorry Callie never showed herself. You always go above and beyond. We loved your photos. Have a good day!

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Lorraine T.
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
5.0 out of 5 stars

Allison always takes great care of our 2 cats. She is considerate and very communicative. Thanks again!

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Grace S.
Drop-In Visits
5.0 out of 5 stars

Jacklyn was great! She always sent photos and played with my cat when she stopped in. I felt like my cat was very well taken care of and her communication was great.

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Allyson V.
Drop-In Visits
5.0 out of 5 stars

The best care for my four legged bestie! I repeatedly use Grace for her wonderful dog sitting service ❤️

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Victoria P.
Drop-In Visits
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Popular requests for pet sitting - Middletown

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Sitters in Middletown average 5
repeat pet sitting clients

FAQs for Drop-In Visits - Middletown

Frequently asked questions about Rover

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

Rover makes budgeting the cost of Pet 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 Pet Sitting. For more information on service fees, click here .

As of August 2026, there are 1,263 sitters on Rover offering Pet 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.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

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.

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.

A Meet & Greet is a short introductory meeting between you, your pet, 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.

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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