House Sitting Middletown
Find a loving house sitter to watch over your pets and your home.
Over 31 pet parents in Middletown have booked house sitting
Middletown, Find top rated house sitting
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Rebecca was super sweet and I can tell she took great care of my boy. She stayed in my home overnight and left the place looking exactly as I left it. She even brought in my Amazon packages for me <3”
About: I have had many pets over the years and would love to share the love and care I have for your pets. They bring joy in to my life and would love to care for them as my own. I'm very flexable to care for your animals. I don't have a 9-5 job so open for days and nights to be around for all pets. I would love the pets to feel loved and safe in the loving home they live in. I can take them for walks or let them out as needed.
“Jonaika is a mature, kind, responsible and communicative young woman. She stayed in our home with our two dogs for a holiday week, and provided loving and consistent care. She has a warm temperament which dogs loved, flows instructions, and cares for pets with great accountability. I highly recommend Jonaika for any pet sitting situation.”
“This was my first time using a dog sitter and Robyn went above and beyond. Incredibly attentive and provided frequent updates. My dogs absolutely loved her. Can’t recommend her enough!”
“I can't say enough wonderful things about Kathleen! She came all the way from Maryland to Philadelphia to care for my dog, Rocco, over the past two weeks during Thanksgiving, and she was absolutely incredible. Every day, she sent me pictures of a happy and content Rocco, and it was clear he was in the best hands. I left Kathleen with multiple pages of instructions, and she followed everything to the letter. Not only did she take phenomenal care of Rocco, but she also left my home spotless. I’m almost hesitant to write this review because Kathleen is such a gem that I don’t want anyone else to book her up before I can. She’s truly amazing, and I can't recommend her highly enough!”
“Jenni did an incredible job taking care of my Max. She sent me pictures and videos. She kept me informed about his days and how was doing. Very excited to have found her, will definitely call her in the future!”
“Michaela took excellent care of my dog and cat while we were away. She took the time to meet us beforehand, provided thorough updates and we came home to happy pets and a clean apartment. Thank you, Michaela! Highly recommend!”
About: I’ve taken care of family and friends’ dogs throughout the past few years. I provided whatever they needed whether that was feeding, walking, or playing. I’m currently working a part time restaurant job that never ends later than 10:30 pm. So I will have plenty of time to take care of pets overnight and during the day. I provide reliable, attentive care in my client’s homes by following routines, offering playtime and affection, administering medications as needed, and keeping owners updated regularly.
“Clarissa was fantastic! We ended up needing a last-minute person to take care of our fur baby so that we could be away for a night. Clarissa was available and willing to come to our home to meet our for baby in person before we went out of town. Then, she had great communication to keep us up-to-date while we were away. I have tremendous confidence in Clarissa and look forward to using her again. HIGHLY RECOMMEND!”
About: I worked at a dog/cat kennel for over 3 years. I was fortunate enough to work with all breeds, sizes, ages, and behavioral levels. I want to give your pet the best and most comfortable experience while you're away! I am a college student at UD studying ecology. My schedule is generally pretty open with the exception of morning classes (~9 am - 11 am). My availability varies, but I can be flexible! Feel free to message me to inquire! I understand that all pets have different needs and preferences. I am comfortable playing with your dog in their home, taking them on walks, or little field trips and hikes (for the more energetic pups) around Delaware if you'd like! I have a soft spot for senior cats and dogs, so I am also more than happy to take things slower and give them the extra TLC they might need.
About: Taken care of many of my neighbor’s, family’s, and other’s pets over the years. I’ve done overnight stays as well as drop ins and walks. I have pretty wide availability so just let me know what you need! I’m in a graduate program so I can do overnight stays & walks/drop ins. I’m pretty flexible so just let me know when you need me and we can likely make it work! I maintain a safe environment and closely follow instructions from the owner! I’ll always reach out if I’m unsure of something to make sure I can give your babies the best care!
About: I have taken care of dogs, my whole life whether they were my own or somebody else’s I absolutely love animals your animal will always be safe in my care and have the best time. I’m currently a stay at home mom so if I leave the house, I only leave to go to the grocery store or to grab the little one something to eat if they want it I have a huge backyard my house backs up against the woods. We are not close to the road at all. You’re dog would never be let outside alone my kids would run around in the backyard with them 💕
About: Welcome to C & L’s Cozy Dog Retreat I have 2 pups, Chip & Lucy, ages 11 & 8, that I have raised from puppies. Many of my friends have dogs, and they frequently come over. I also enjoy riding horses when I can. I have experience working with anxious dogs & dogs in shelters also (as a volunteer). I love taking dogs for walks, playing with them, & give them attention. I limit the number of dogs I take at any given time so each pup gets lots of individual attention. You can see some of the dogs I have walked/played with in my profile pictures. I’m frequently in the Chestertown area and am more than happy to help with your pet-sitting needs. I offer drop-off and pick-up for your pups' boarding. I am available 24/7, Monday-Friday. I accept boarding and doggie daycare on a limited basis. Please message me if you are interested. This ensures I can give each pet the attention they need while ensuring safety. I am also happy to do multiple check-ins a day while your friend stays in their familiar home. I have a fenced yard and 2 friendly dogs. I can also kennel your dog if needed. A meet-and-greet with the dogs would be required before any overnight stays with us. Also, proof of immunizations.
About: About Me: I am a teacher, pet mom (to both dogs & cats!), and lover of all animals. I lead my life with empathy, which makes me an extremely patient and effective pet care provider. It is my mission to treat your babies with the same amount of love, respect, and compassion that I would hope somebody would give to my own. I believe that behavior management, if necessary, should always be rooted in consistency and positive redirections. My Experience: Beyond being a cat and dog mom, I have years of experience with long term cat and dog sitting. I am experienced and comfortable with any age of pet, from puppies/kittens to senior animals. I have some basic experience with training from my own pets. My Schedule: Until my summer ends, I am available almost daily. Once school starts, I am available on weekends and week day evenings. During these times, I can do check ins, feedings, walks, play times, or overnights. I am comfortable with week day overnights, if your pet is able to be alone during my typical 8 hour work day. I am a teacher. Until my summer ends, I am available almost daily. Once school starts I am available on weekends and week day evenings. During these times, I can do check ins, feedings, walks, play times, or overnights. I am comfortable with week day overnights, if your pet is able to be alone during my typical 8 hour work day. I am empathetic, nurturing, responsible, and consistent. At the end of the day, the thing that makes me most effective is my genuine love for animals. I care for and approach all animals as gently and lovingly as I do for my own. I am comfortable with many styles of pet care including crating, walking, outdoor and indoor play, anxiety management, and more. As a mom of an anxious rescue pup, I understand the importance of providing an animal a safe space. I make it my mission to help all pets feel comfortable and confident around me. I mold to your pet’s needs and personality, rather than making them bend to my own.
About: I work in a veterinary hospital as a kennel technician, where I care for animals daily by feeding, cleaning, exercising, monitoring behavior, and ensuring their comfort and safety under professional supervision. I’m currently working part-time, so I'll have plenty of time to play with your pups! I'm available for boarding on weekends, and weekdays after 12. I have a fenced yard and two friendly dogs to keep your fur baby company. I can easily crate your dog if needed, bring your own if you have a big dog if not the case I have small ones.
“Krista did an amazing job! She was very friendly and our dog Molly did great with her. Krista was very attentive to Molly and was very respectful of our home. She kept us updated and sent pictures! We will definitely be having Krista watch our fur baby again! Thank you Krista ❤️”
About: I've taken care of dogs of every kind since my high school days. I love caring for and building relationships with dogs because they are truly like your best friend when they get to know and love you. Currently I work from home and for the most part make my own schedule every day. I am looking to build loving relationships with every pet that I care for so every owner can confidently put their trust in me to bring their furry friends back to me anytime they need me to take care of them. Me and my husband love dogs! We have a doggy park inside of our residence as well as a lovely community of people who walk their dogs everyday I’m sure your pet will meet some friends as we go out for walks and play at the park. Please let me know if you have any special food or any other request that you need me to accommodate to ensure that your furry baby is okay so I can be prepared as much as I can to welcome them into our home. I make my own schedule every day so i am pretty much free Monday through Sunday each week. I will make sure I update the time slots that are booked as clients start scheduling their appointments. All small and medium-sized dogs will be more than welcomed to roam freely around my living room kitchen area and are allowed to sit and lay on the couches as well. The floors are hardwood so even if they have an accident of pooping or peeing on the floor it will be alot easier for me to clean up on the hard floors than the carpeted areas. They will be allowed to come into my bedroom or any other room as long as I am in the room supervising them. I will take them outside to potty every 2 hours timed from the time they arrive until their scheduled time of leaving. You can feel free to bring their favorite toys they love to play with but I will also be purchasing brand new toys that I'm sure your dogs/cats will love to play with.
The median cost per night for house sitting in Middletown is $55
Pet parents share their Rover experiences - Middletown
Jess was amazing! She watched our two dogs and stayed at our house while we were out of the country. Jess was very accommodating and we received lots of updates and pictures of the pups every day. We came home to our house just as we left it and the linens in the laundry. This was our first booking and we felt very confident leaving our pets with her. Highly recommend booking with Jess!
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 house sitting
1. Search
Browse profiles of sitters near you who offer house 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 house sitting - Middletown
Select a filter and find qualifying sitters offering house sitting.Sitters in Middletown average 4 repeat house sitting clients
FAQs for House Sitting - Middletown
Frequently asked questions about Rover
The average cost of House Sitting in Middletown is $58 per night as of October 2026. Most bookings cost between $44 and $101 per night. 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 974 sitters on Rover offering House Sitting across Middletown. Enter your ZIP code to see which available sitters are closest to your home.
Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:
- Mail & deliveries: Collecting letters and packages so they don't pile up.
- Plant care: Keeping your indoor or outdoor garden hydrated.
- Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
- Home security: Sitters can stay overnight to keep your home occupied.
The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Middletown walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.
It’s helpful to think of house sitting as a "home base" service. Most sitters in Middletown maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:
- Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
- Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
- Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.
<b>Tip:</b> Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!
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!
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.
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 .
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
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 .
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.
Yes, you can find sitters who have experience with handling special pet needs in Middletown. On Rover:
- 91% of sitters can help with special care needs
- 94% 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.
Connect anywhere with the Rover app
