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

Over 103 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.

“Margaret is always great to work with. She sends us regular updates while we’re away and takes the time to give our cat some pets, even though he is often very difficult to find. We would definitely recommend her.”


About: Although I'm new to Rover, I'm not new to caring for pets. I've provided pet sitting and drop-in care for friends and friends of friends, giving me experience with dogs and cats of different personalities, routines, and energy levels. As a dog owner myself, I understand how important it is to trust the person caring for your pet. Owning my own dog has taught me the value of patience, enrichment, positive interactions, and paying attention to each dog's individual personality and needs. I know every pet is unique, so I take the time to learn their routine, preferences, and what helps them feel comfortable and happy. I'm an active person who genuinely enjoys getting outside for walks and adventures, and I love making sure dogs have the opportunity to explore, sniff, and enjoy their time outside at their own pace. Whether your dog loves a longer adventure walk, a game of fetch, or simply some extra companionship, I'll make sure they get the attention and care they deserve. For cats and more relaxed pets, I'm just as happy spending quality time keeping them company, playing with their favorite toys, or providing a calm and comforting presence while you're away. My goal is simple: to provide dependable, compassionate care so you can leave knowing your pet is safe, happy, and treated like one of my own. I'll keep you updated with photos and messages so you can have peace of mind while you're away. I currently have a flexible summer schedule, which allows me to be available for walks, drop-in visits, and check-ins on a variety of days and times. I enjoy being able to provide pets with attention, exercise, and companionship when their families need an extra hand. Once the school year begins, my availability will become more structured as I return to teaching, but I will continue to update my schedule and communicate clearly to make sure I can provide reliable care for the pets I commit to. Your pet's safety, comfort, and happiness are my top priorities. I know how important it is to trust someone with your furry family member and your home, and I take that responsibility seriously. Before each visit or walk, I will take the time to learn your pet's routine, personality, and any specific needs or preferences. I believe every pet is different, and I want to make sure they feel comfortable and cared for while you're away. I understand that some dogs may be nervous, shy, or need extra patience when experiencing new people, places, or situations. I will always take the time to build trust, pay attention to their body language, and adjust my approach based on what helps them feel safe and confident. For walks, I focus on creating a safe and enjoyable experience by paying attention to your dog's energy level, surroundings, and comfort. Whether your dog enjoys an energetic adventure or a slower walk with plenty of time to sniff and explore, I will follow their pace and needs. During drop-in visits, I will treat your home with the same respect I would want for my own. I will follow your instructions carefully, keep your pet's routine consistent, and provide updates with photos and messages so you can feel confident knowing they are happy and cared for. My goal is to create a safe, positive experience for both you and your pet—giving you peace of mind while your furry friend enjoys some extra love and attention.
“Mackenzie is an amazing and dependable sitter. Highly recommend. Communicates quickly and easily. Does her best with my 2 little chis. Can count on her 100%. Thank you Mackenzie!”

“Charlie was a fantastic pet sitter. My 3 cats are challenging, needing to all be fed separately and kept separate while I’m away! I’m sure it was difficult to juggle feeding each one, separately, changing water dishes, scooping 2 boxes at opposite ends of the house, making sure no one escaped from their partitioned areas, all in a half hour - and finding time for a little love or play. Charlie reported any uncertainties that arose, and sent me pictures at the end of each visit which was very much appreciated! I felt at ease knowing my little rapscallions were in her hands. Her rates are reasonable and fair, and I would heartily recommend her!”

“Kathy did a wonderful job looking after our Ollie (9 month old American Cocker Spaniel). She is very kind and patient! We enjoyed receiving photos of their visit and Ollie was a happy boy.”


About: About Me I treat every pet like my own and strive to provide a safe, loving, and stress-free experience while you’re away. I have experience caring for dogs and cats, including administering medications when needed. Whether in your home or mine, your pet will receive plenty of love, exercise, and attention. Boarding I offer boarding in my home for pets for August .. for those Who are comfortable with my schedule. I work outside the home Monday- Wen-Thur–Sunday (10am-6pm) Fri 9-5pm, with a 30-minute midday break. Pets receive morning walks, feeding, evening exercise, lots of affection, and overnight companionship. Before We Meet Please tell me about your pet’s personality, routine, medical needs, and how they interact with new people, other animals, and being left alone. 🐾 I look forward to meeting you and your furry friend! Boarding potential for August. I work outside the home: Monday 10 am-6pm working Wen: 10 am-6 pm working Thur:10 am-6 pm working Sunday:10 am-6 pm working Fri:9 am-5 pm 11:30am 30-minute midday break. Pets receive morning walks, feeding, evening exercise, lots of affection, and overnight companionship. Safety and trust are paramount, and they start with the environment where your pets flourish the most – your home. When boardingI can crate if required. Will have pet cam on for checkins.
“Orla is the BEST! Very caring, gentle, and detail oriented. This is the first time I've left my kitties with a sitter and I can't believe how lucky we got with Orla. Thank you so much for your loving care!”
“My kitty was quite elderly, with some special needs. So when I had a last-minute need for a drop-in visit, I wanted to be extra sure to find someone very reliable, willing to do meds, and very gentle with the kitty. Emily is all that, and more! I would happily call on her again.”

About: As a graduate student and lifelong animal lover, I bring both reliability and genuine care to every pet I work with. I have experience caring for dogs and cats, and I’m especially comfortable with larger breeds and pets with unique personalities. I have my own 8-year-old chow-shepherd mix, so daily long walks, patience, and attentive care are already a huge part of my routine. I also have experience caring for senior pets and understand the importance of slower pacing, medication routines, mobility awareness, and extra comfort and patience. Whether your pet loves active walks, playtime, cuddles, or simply calm companionship, I tailor my care to their individual needs and personality. I’m dependable, observant, communicative, and committed to making sure your pets feel safe, loved, and comfortable while you’re away. Pet care fits very naturally into my routine since I already spend a lot of time walking and caring for my own dog every day. I currently have full availability on Wednesdays and weekends (Saturday and Sunday), and I’m also available for evening walks and drop-ins on weekdays between 7–9 PM. I genuinely enjoy being active, spending time outdoors, and giving animals attention and care, so incorporating pet care into my weekly schedule is something I truly look forward to. I adapt my care to each pet’s individual routine and needs to help them feel as comfortable and stress-free as possible. Whether that means long walks, playtime, feeding schedules, giving medicine, potty breaks, check-ins, cuddle time, or simply providing calm companionship, I’m happy to do it all. I know how important consistency is for pets, so I always aim to follow the owner’s instructions closely while giving every animal plenty of attention, patience, and care.
“Anna was on time, showed great communication, and took amazing care of our 3 animals. We wanted to go shopping and have a nice lunch however our kitten just had surgery and needed to be observed closely. Anna kept close eye on him and send photos! Will for sure be using her again.”
“Erin was great! Seemed to make fast friends with my (somewhat choosey) cat friend and hung around to keep her company beyond brass tacks on visits. Rover doesn't make it easy to filter for folks with experience with injectable meds or diabetes -- We really hit the jackpot!”


“Angela was so great. Kaiser was not feeling too great so I scheduled Angela very last minute. She was more than accommodating. She gave me details on his activities. She went above and beyond when it came to providing me with details about her visit. I would absolutely recommend her and would use her again if I needed to. Thank you so much Angela!”
About: I have loved taking care of all different types of animals for years and I’ve been trusted to feed, walk, and administer medications when needed. I am currently working part-time and in school studying animal science. I love working with pets and have more then enough time to love on and play with your furry loved one! When watching you furry friends they will be showered with love and treats. They will be walked and able to play in a fenced yard.
About: I have provided attentive, loving care tailored to each pet’s needs for almost 10 years now. Whether it’s caring for playful puppies, giving extra TLC to seniors, or ensuring anxious pets feel safe and comfortable, I treat every pet like my own. As a military spouse, I understand the importance of reliability and flexibility. You can trust me to keep your pets happy, active, and well cared for while you're away! Caring for pets fits seamlessly into my daily routine! Whether it’s morning walks, playtime, or cuddle sessions, I prioritize giving each pet the attention, love, and care they deserve. As a remote worker, I have a flexible schedule, allowing me to accommodate pets’ unique needs, from feeding schedules to medication administration. Your pet’s happiness and well-being are always my top priority! In my clients' homes, I provide personalized care to keep pets comfortable and happy in their familiar environment. I follow their routine, including feeding, walks, playtime, and any special care needs like administering medication or reinforcing training. I ensure homes stay tidy, provide plenty of affection, and send regular updates so owners have peace of mind while they’re away!
The median cost per visit for dog sitting in Middletown is $23
Dog parents share their Rover experiences - Middletown
Once again, Madison and Joseph were awesome! They do such a great job of keeping my dog Greta happy when I’m gone. I really appreciate the updates and pictures. If you have a dog that gets sad, doesn’t eat, pouts, etc. when you’re gone, book Madison and Joseph. You’ll come home to a happy puppy! Thanks again!

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. Search
Browse profiles of sitters near you who offer dog sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests for dog sitting - Middletown
Select a filter and find qualifying sitters offering dog sitting.Sitters in Middletown average 6 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 August 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 August 2026, there are 2,101 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:
- 95% of sitters can help with special care needs
- 98% can help with giving oral medications or injections
- 95% 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.












