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

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.
About: • Specialized Senior Pet Care – Gentle handling, mobility support, medication administration, and extra patience for slower-paced walks or special routines. • Health & Comfort Focused – Attentive to changes in mood, appetite, or mobility, with prompt updates if something seems off. • Customized Care – From joint-friendly play to warming up meals, I tailor every visit to your pet’s needs. • Reliable & Communicative – Daily updates with photos and videos so you feel connected and reassured. • Compassionate & Calm – I take my time, ensuring your pet feels safe, loved, and never rushed. Pet care is a priority in my daily routine. I’m available for morning, midday, and evening visits, as well as overnight stays when needed. My flexible schedule allows me to adjust to your pet’s feeding, walking, and medication times. Consistency is key, so I make sure my visits are always on time and unrushed—your pet gets my full attention every time. When caring for pets in a client’s home, I treat their space and their animals with the same respect and care as I would my own. I follow the pet’s regular routines—feeding, walking, playtime, and any special instructions—to keep them comfortable and stress-free. I make sure fresh water is always available, litter boxes are cleaned, and living areas are tidy. If medications are needed, I administer them exactly as directed. I also spend quality time giving affection and companionship, so your pet feels secure while you’re away. Before leaving, I ensure the home is secure, lights and doors are as you prefer, and you receive an update with photos so you know everything is safe and well.

About: I grew up in Oklahoma on 90 acres with cows, horses, cats, and dogs. I've always had a passion for animals and the outdoors. One of the unique experiences I offer is adventure outings for your pup. Living near the beach allows me to provide refreshing beach walks, and as an avid hiker, I also enjoy taking dogs on scenic trail adventures where they can safely explore and enjoy nature. I currently have two dogs of my own—a Miniature Dachshund and a German Shepherd mix we rescued. If your dog would benefit from a positive, supervised social outing, I’m happy to provide that as well. Growing up, I regularly cared for and walked neighbors’ and family members’ pets, so I understand how important it is to find someone you trust. My goal is to give you peace of mind while your pet has a fun, enriching experience. You can rest assured that your furry family members will be cared for and loved as if they were my own. As a full-time dog dad to my two pups, I maintain a flexible schedule and am readily available to help ensure your pets receive the care and attention they deserve. Whether it’s a quick neighborhood walk for exercise or an extended stay with a pet who needs a little extra companionship, I’m here to provide dependable, attentive care. My goal is to give you peace of mind while you’re away, knowing your pets are safe, happy, and fully cared for. I am committed to providing a high level of personalized care and attention to every client. I ensure that when you book a walk or service with me, your pets receive my full, undivided focus. This dedicated one-on-one time allows me to tailor each visit to your pet’s individual needs, personality, and routine. I also have a spacious SUV available for safe transportation if needed. For dogs who enjoy a little extra adventure, I offer nature hikes as an additional service, giving them the opportunity to explore and exercise in a safe, supervised environment. Feel free to send me a message with what you’re looking for, and I’ll respond as soon as possible. I look forward to connecting with you and your pets!
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.
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.
About: I’ve been caring for animals my entire life—whether it’s been my own pets, helping out friends, or rescuing strays in need. Both of my cats were rescued by me, and I’ve always had a natural connection with animals. They’re drawn to me, and I love giving them the same trust and affection they show me. I grew up with big dogs, including two pit bulls and a boxer, so I’m confident and comfortable handling larger breeds. Over the years, I’ve potty trained dogs, taught tricks, and cared for pets with all kinds of temperaments. My experience goes beyond cats and dogs—I’ve also cared for frogs, snakes, turtles, and even had the incredible opportunity to volunteer with elephants in Thailand. My love for animals runs so deep that I’ve been vegan for over a decade. Caring for animals isn’t just something I do—it’s truly part of who I am. What I Offer 🐾 A 100% open and flexible schedule—your pets will always get the time, love, and attention they deserve. 🐾 Experience with animals of all sizes, temperaments, and special needs. 🐾 Patience, playfulness, and genuine compassion for every pet I meet. Whether it’s cuddles, walks, playtime, or extra TLC, I’ll treat your fur babies like they’re my own. I have a completely open and flexible schedule, available any day and time. Since I mostly work from home, I can easily accommodate bookings, cancellations, last-minute changes, and special requests. The only exception is occasional weekend evenings after 5 PM, when I work at The Colony in Woodstock. Other than that, I’m always here for you and your pets! I live in a spacious three-bedroom, 2 story home with a large open yard, perfect for pets to play and explore. Your furry friend will have plenty of room to stretch, run, and enjoy the outdoors while getting all the exercise and fresh air they need to stay happy and healthy.
About: My partner and I have been dog sitting for over 7 years. We are incredibly enthusiastic, loving, and kind towards all animals. We love going on walks, and live in a very dog-friendly area. We hope you'll have your furry friend come stay with us! Kayla works full-time from home. Nothing is more fun for her than taking time to play with dogs throughout the day. It’s a stress reliever for her and fun for the both of us :) Vanessa is a former teacher and tutor, so her schedule is also fit for dog sitting! Attentiveness is the most important thing for us when with pets. In our home, we make sure that we can see the dog playing at all times. We put items away that are not dog-friendly and we recently purchased a house and set it up to have dog friendly rooms with space to play safely. On walks, the same applies. We are always attentive to the dog and how they feel, how they interact with other people and other dogs. Playing is fun, but we like to do it so that the dog and others are safe! I work full-time from home and my partner is only part-time and also from home. One of us is always home and available to be fully attentive to your dogs! I have a partially fenced backyard which allows for lots of room to play with supervision or on long leads. Our downstairs is set up to acclimate doggy zoomies and play time with couches, open space and easy bathroom access since it is a walkout basement.
About: Aloha to all Pawrents, With 20 years of pet sitting experience, I am passionate about providing top-notch care for animals. As a dedicated wellness writer, I focus on creating healthy habits and promoting holistic health not just for my pets, but for all furry companions. I currently share my home with two wonderful dogs, Aspen and Misiu, and a lovely cat named Nova. I offer flexible pet sitting services, including house sitting and boarding, ensuring that your pets are comfortable and well-cared for while you're away. My commitment extends to preparing healthy meals for my pets, and I regularly share insights and recipes on my blog, highlighting the importance of nutrition and wellness in pet care. Your pets will receive not only love and attention but also the benefits of a health-conscious approach in a nurturing environment. Flexible , working from home . We are happy to share more details with you and find a suitable time to Take care of your pet . I love spending time with animals and nature. We will have a great time.safety first! I better safe than sorry! I will make sure that your pet is in a safe environment- mentally, spiritually and physically.
About: Animals have been a part of my life for as long as I can remember. I’ve grown up with dogs my entire life, including a Black Lab, Miniature Pinscher, Rottweiler, and German Shepherd. Being around such different breeds has taught me that every dog has their own personality, energy level, quirks, and way of showing you what they need. I also have hands-on experience caring for dogs in my family. I regularly help care for my sister’s two dogs—a 1-year-old Corgi and a 13-year-old English Bulldog. Having both a young, energetic dog and a senior dog has given me an appreciation for how different their needs can be. One may want to play, explore, and keep you moving, while the other may need a slower pace, extra patience, comfort, and a little more attention. I also frequently care for a French Bulldog in my family when his dad needs someone he trusts to look after him. I truly enjoy getting to know each dog individually and learning their routines, personalities, favorite activities, and little quirks. I also have experience caring for Ozzie, my mom’s boyfriend’s 7-year-old Whoodle. Spending time with Ozzie has given me even more experience caring for an adult dog with his own personality, routines, and preferences. I enjoy taking the time to learn what makes each dog comfortable and happy rather than assuming every dog needs the same type of care. And of course, I can’t forget Mochi, my boyfriend’s approximately 5-year-old Chihuahua-Terrier mix. Mochi is another special part of my life and has given me even more experience getting to know a dog’s individual personality, routines, habits, and quirks. Caring for him has also taught me that sometimes the smallest dogs have the biggest personalities! What makes pet care special to me is that I don't look at it as simply a job or a checklist of feeding, walking, and letting a pet outside. Your pets are family, and I want them to feel safe, comfortable, loved, and cared for while you're away. I’m naturally very patient, attentive, and nurturing with animals. I pay attention to the little things—whether a dog needs some extra exercise, some quiet time, reassurance in a new situation, or simply someone to sit beside them and give them some love. I’m also comfortable giving pets the time and space they need to warm up to me rather than expecting them to immediately feel comfortable. Whether your pup is a playful youngster, a laid-back senior, or somewhere in between, I’ll take the time to understand what makes them happy and make their care feel as close to home as possible. And because I’m a lifelong animal lover, I genuinely believe that four little paws come with a whole lot of love—and deserve a whole lot right back. My schedule is currently flexible, which allows me to dedicate plenty of time and attention to the pets in my care. I’m able to accommodate walks, drop-in visits, and pet sitting throughout the week, including weekends when available. I’m happy to work with each pet’s individual routine and make sure they receive the attention, exercise, companionship, and care they need. I communicate openly with pet parents and do my best to be dependable and flexible with scheduling. Your pet’s safety, comfort, and happiness are my top priorities. Whether I’m caring for your pet in your home or visiting for a walk or drop-in, I treat your home and your pets with the same care and respect I would want for my own. Before caring for a pet, I like to learn about their normal routine, personality, feeding schedule, exercise needs, medications if applicable, favorite activities, and anything that helps them feel comfortable. I’m patient with pets who may be shy or take some time to warm up to someone new, and I pay close attention to their behavior so I can recognize when something seems different. I’m also very mindful about doors, gates, leashes, feeding instructions, and keeping pets safely supervised. I want you to feel confident knowing that while you’re away, your pet is receiving loving, attentive care and your home is being treated respectfully. My goal is for your pet to feel safe, loved, and comfortable—and for you to have peace of mind while you’re away.
The median cost per visit for dog sitting in Middletown is $25
Dog parents share their Rover experiences - Middletown
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.

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. 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 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.




