Dog Sitting Middletown

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

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Over 94
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.

1 / 1
Sitter Profile Image: David L.
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David L.
from
$60
per visit
5.0 out of 5 stars
1 review
1 repeat client
10 years of experience
Middletown, NY, 10940

About: As a doctor, I’ve spent years caring for people of all ages and I bring that same compassion, patience, and attention to detail to the pets I look after. What sets me apart is my medical background and calm, caring approach to both routine and unexpected situations. I’m comfortable helping with pets who need a bit of extra attention, like seniors, those on medication, or anxious animals, always ensuring they feel safe and cared for. I’ve been caring for dogs since I was about 10 years old, when I started helping my neighbors with their pets while they were away. Over the years, I’ve gained hands-on experience with dogs of all sizes and temperaments — from playful puppies who need consistency and training, to older dogs who require gentler care and medication on schedule. In the past, I’ve also trained many dogs, focusing on consistency, positive reinforcement, and gentle play to help them learn and have fun. Whether your pet needs structured walks, quiet companionship, or a steady hand during medication time, I’ll treat them like one of my own family members. 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: 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: Kristina H.
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Kristina H.
from
$30
per visit
5.0 out of 5 stars
4 reviews
20 years of experience
Middletown, NY, 10940

Kristina did an amazing job with our cat Maxie! Although he is very shy and skittish, he warmed up to Kristina almost immediately. She followed our instructions perfectly and actually went above and beyond to make Maxie feel comfortable. The proof is in the pictures she took of herself and Maxie together. He looks completely relaxed and happy. We would not hesitate to ask Kristina back again! She’s amazing.

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Nelly L.
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: Sara M.
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Sara M.
from
$30
per visit
5.0 out of 5 stars
24 reviews
6 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: Emma W.
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Emma W.
from
$35
per visit
4.8 out of 5 stars
6 reviews
1 repeat client
22 years of experience
New Hampton, NY, 10958

About: I have taken care of pets my whole life. I grew up with dogs, cats, fish, lizards, and a chinchilla. My friends made a joke that my house was a zoo with all the animals we had. I love animals and I can’t imagine my life without a furry pet. I’m home for the summer before my job starts in September. Free during the weekends or weekdays for boarding, house sitting, or walking. I’m very flexible for hours. My dog is very good off leash in our backyard. We take her on hikes all the time to tire her out. My cats are older and have to take medication but they love snuggling up with my dog.

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: Samantha K.
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Samantha K.
from
$30
per visit
5.0 out of 5 stars
19 reviews
4 repeat clients
12 years of experience
Campbell hall, NY, 10916

Samantha is fantastic! She took care of our three cats for a weekend. She was reliable, responsible, and very responsive and communicative with her updates. She even helped make sure the cats stuck to their own bowls during mealtime– a tricky task! We needed someone to take care of our cats last minute, and we are so grateful that Samantha was able to accommodate us on such short notice! Thank you Samantha for providing us with confidence to go away knowing our pets were very well cared for. We will definitely be booking with her in the future! I highly recommend Samantha for any and all pet needs.

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Amanda Z.
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: Sarahi G.
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Sarahi G.
from
$35
per visit
5.0 out of 5 stars
14 reviews
1 repeat client
9 years of experience
Montgomery, NY, 12549

About: Hi! My name is Sarahi, and I'm a gal who has always had a passion for loving and working with animals. I have 9 years of pet sitting experience, as I've been pet sitting since I was fourteen years old, and haven't stopped since. I love animals of any size or personality or quirk - they're all worthy of love and attention in my eyes! However, those who know me know that I have a soft spot for dogs :) Neighbors, friends and family members have all trusted me to feed, walk and care for their precious fur-babies. I have experience caring for doggos of all ages- from puppies to seniors. Depending on location, duration, and/or what you prefer, I can plan to stay with them overnight or just drop in to spend time during the day as needed. I'm all about doing what is most comfortable for your fur-baby! Gentle compassion and enthusiastic care are standards I always uphold. I value clear communication and honesty with pet parents. My attention to detail helps me ensure that every pet I care for gets the individualized attention they deserve. My goal is to make sure they feel loved and safe in their own homes while you are away. I love to take them on walks, help groom and bathe them, make sure they are fed, help with medication if necessary and of course - play and give them lots of love. I can also just lay around with them if that’s more their speed. Whatever their needs, I’m here to help while you’re away! :) I can offer plenty of time to dedicate to your pet. I currently work from home three days a week and have a very flexible schedule, making it super easy to bring my work to the home I sit for and attend to your pet's needs. I spend my days off participating in volunteer work mostly in the mornings, but I always ensure to be back in time to take care of them. I am unable to board at my house but am more than willing to drop in or stay at yours :)- whatever makes you and your pet feel most comfortable! In both cases, I make sure to follow pet parents’ instructions very carefully. I will ensure that all areas that we are playing or walking in are either fenced in or they are always leashed. When I’m away, they can be crated if needed and I will ensure they are let out before I leave. Pets in my care are always supervised. I make sure to regularly check on them when things seem too quiet, and am attentive to food, water, and potty needs. I provide a comfortable and familiar environment for your pet, sticking to their regular routines. I also give lots of attention and love to keep them feeling safe and happy. After years of house sitting, I am also used to existing respectfully in someone else’s space. I am tidy and always try to make your home as clean as it was when you left before I leave. I am a quiet neighbor and will ensure that all doors are locked/security systems are set when needed. I make sure to stay in constant communication with you, sending updates and photos so you can feel at ease knowing your pet is in great hands!

Sitter Profile Image: Rhylee R.
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Rhylee R.
from
$25
per visit
5.0 out of 5 stars
20 reviews
4 repeat clients
8 years of experience
Montgomery, NY, 12549

Rhylee was thoughtful and kind and took great care of our pets. We are new to the area and needed some last-minute care, and she really came through in a pinch.

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Kait H.
Sitter Profile Image: Tessa D.
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Tessa D.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
9 reviews
3 repeat clients
14 years of experience
Warwick, NY, 10990

About: I’ve been taking care of pets my entire life, and my family and friends look to me if they need me to dog sit (or pet sit) when they’re away or unavailable. I love animals, and so getting to take care of furry friends is an absolute treat!! I’m currently attending college, so monday and wednesday mornings im out of the house from 8-12. any other time, if given enough notice, i can be available for you and your pets! I live in a family home with my dog daisy, who is very friendly and about 14 years old now. She never fails to be entertained, and I love her with all my heart. I will do the same for your pets :)

Sitter Profile Image: Michelle C.
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Michelle C.
from
$22
per visit
5.0 out of 5 stars
13 reviews
6 repeat clients
15 years of experience
Wurtsboro, NY, 12790

Michelle is a quick to respond and put me at ease letting me know my cats were in excellent hands. She took excellent care of my cats and gave great report cards!

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Rachelle W.
Sitter Profile Image: Kamille W.
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Kamille W.
from
$30
per visit
4.9 out of 5 stars
19 reviews
3 repeat clients
15 years of experience
Goshen, NY, 10924

Used Kamille for the first time for my puppy for a drop in visit. She was quick to schedule a meet and greet once I contacted her, I could tell she was good with animals as soon as I met her. The visit went very well, she did everything that was asked and I could tell my puppy was very happy when I got home. The report card was detailed and let me know exactly how things went.

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Elissa L.
Sitter Profile Image: Jaylin I.
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Jaylin I.
from
$18
per visit
6 years of experience
Walden, NY, 12586

About: I’ve had and cared for my own dogs for the past 6 years and have loved dogs for as long as I can remember. Growing up around dogs taught me how important patience, consistency, and attention are to making pets feel safe and comfortable. I currently have a flexible schedule and am available most days, which allows me to give pets plenty of attention, playtime, walks, and care throughout the day. I’m happy to work with your routine and make sure your dog feels comfortable, cared for, and stays on schedule while you’re away. Communication is important to me, and I’ll do my best to be available whenever you need dependable pet care. Your pet’s comfort and safety will always come first. I take time to learn each dog’s routine, personality, and preferences so they feel relaxed and secure. I’ll follow feeding schedules, walking routines, and any instructions carefully while giving them attention, patience, and lots of care. I treat every pet like I would my own and aim to create a calm, safe, and positive environment.

Sitter Profile Image: Robin M.
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Robin M.
from
$20
per visit
1 year of experience
New Hampton, NY, 10958

About: NOTE: Due to new employment, I am only available M-F in the evenings. I am a huge animal lover and have over a year's worth of professional experience dog walking, pet sitting, and house sitting. I require a meet and greet to see if your dog/cat and I mesh well. I also have experience with guinea pigs, rabbits, and ferrets (same price as cats). Actively looking for new clients within the area! :-) I am available Monday to Friday after 5pm, but am also open to weekends, depending on my schedule. Overnight house sittings may cost more depending on care, age, and the number of animals. Currently, I am unable to have animals in my house. However, I am available for overnights/drop-ins. More details will be discussed after you contact me.

Sitter Profile Image: Nicole S.
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Nicole S.
Star Sitter
from
$40
per visit
5.0 out of 5 stars
49 reviews
6 repeat clients
15 years of experience
Chester, NY, 10918

Nicole was great! She kept us posted throughout her visit, took her time, and went above and beyond! Would definitely recommend her, without a doubt!

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michael v.
Sitter Profile Image: Julia R.
Verified Enhanced Background Check
Julia R.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
40 reviews
10 repeat clients
20 years of experience
Warwick, NY, 10990

Julie was the absolute the best! She went beyond and so much for our Crumpet. Kept in good contact the whole time and was there for us on short notice and on the holiday. Julie is the best! Will definitely use her service again, and recommend her to everyone!

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Matthew L.
Sitter Profile Image: Jervilyn J.
Verified Enhanced Background Check
Jervilyn J.
from
$35
per visit
5.0 out of 5 stars
7 reviews
1 repeat client
15 years of experience
Warwick, NY, 10990

Jervilyn was wonderful with our two dogs! 🐕 We loved that she spent so much time interacting and playing with them. One of our dogs needed to be given medication and Jervilyn administered with no issues! Would definitely have Jervilyn drop in again!

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Kimberly A.
Sitter Profile Image: Victoria F.
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Victoria F.
from
$25
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
5 years of experience
Bloomingburg, NY, 12721

Thank you Victoria for taking such good care of scout. I would highly recommend using her as your go to sitter

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

Dog parents share their Rover experiences - Middletown

1 / 1
5.0 out of 5 stars

Vicky was great with my babies! Detailed, and came as needed. I would definitely use her again. Highly recommend!

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L K.
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

Linda was great and very sweet with my senior pup. She took time to always play with my pup and give her lots of cuddly attention. Definitely trustworthy and timely, would rebook.

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Suzanne T.
Drop-In Visits
5.0 out of 5 stars

Jackie was amazing with my Madison! I will definitely be using her again. So awesome to be able to leave my baby in trusting loving hands ❤️

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Wendy G.
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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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.

Meet local sitters who will treat your dogs like family

  1. 1. Search

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

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  3. 3. Book & Pay

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Sitters in Middletown average 5
repeat dog sitting clients

FAQs for Drop-In Visits - Middletown

Frequently asked questions about Rover

The average cost for Dog Sitting in Middletown on Rover is $19.26 per visit (as of July 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 July 2026, there are 1,221 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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