House Sitting Middletown
Find a loving house sitter to watch over your pets and your home.
Over 119 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.
“We are so grateful for Briana! We were in a last minute bind and she was able to help. We have a bit of an anxious dog but he is very calm and relaxed with her and she’s been great! We highly recommend”
“Zoey was fantastic! So attentive, read all the information and documents and insisted on a meet and greet before which was great. She was a perfect house guest and took Gracie on lots of walks. Would definitely book again.”
“Chris took very good care of our dog, Millie! He was very communicative at the end of every day letting us know how our dogs day was, along with pictures. I also appreciated while staying at our house it looked the same way when we left it. (No mess). We will definitely use Chris again for future dog/house sitting!”
“Kimberly has a beautiful energy that the dogs responded well to. I could tell from the photos she sent that they were having a fabulous time playing with her. When I got home they were safe and sound and relaxed...and even a bit tuckered out, which was perfect considering I'd had a long day!”
About: I've raised dogs, both my own and others, since I could walk. I began a dog sitting and walking service when I was ten in my hometown of Portland, Connecticut, and have continued to do so ever since. I've been in NYC for 8 years and I live alone in a very pet-friendly home. I work remotely, too. Super flexible. My own dog passed last year, so I'm looking to start taking care of dogs again after a hiatus. I work full-time and remotely with a lot of flexibility. I make my own schedule and can walk your pup as need be. Currently accepting applications for your dog to be my temp worker, job requirements include looking cute and ideally not barking during meetings (a few hello's are okay). I'm a TLC kind of pet lover. Your dog will be spoiled with love. I also keep a clean home, so you won't have to worry about your dog eating anything not meant for them.
“Katherine was great with our 2 dogs and our cat. She even got our rambunctious pups to walk on leash together, something we still struggle with. We will definitely be booking with her in the future!”
About: A forever-friend of animals and pets of all sizes. Experienced, friendly, reliable and flexible. Looking forward to meeting your pets and providing care and companionship for your loved ones. I am pursuing a degree part-time and have a flexible work schedule. I am centrally located in Middletown, CT and am willing to drive within about an hour of there to provide care. I like connecting with you and your pet before sitting to develop rapport and to get an understanding of their routines. I like to mirror the way you provide a safe environment for them within your home. This offers a sense of consistency and calm in what may sometimes feel like a stress-inducing situation for your animal. Their safety and health are the priority while they are under my care.
About: I have had dogs of all sizes in my life-from mastiff to dachshund. From puppy to senior. I have plenty of experience administering medicine, giving baths and caring for pets. I work from home and am available to take care of your pet(s) after 12pm. On the weekends, I am pretty open to take care of your pet whenever you need so long as I am not out of town. I live in a townhouse complex so it would be best if I came to take care of the pet at your home. There is also a fenced in dog park just down the street from my house that I would plan on frequenting so long as you're comfortable with me taking your dog there.
“Yareisy was great!! She house sat my two cats for a long weekend and I would definitely book her again. She made sure to take pictures of everything, including cleaned litter boxes, tons of photos of my cats, and where she left the key at the end of the trip. I highly suggest booking her, your fur babies will be well taken care of!😊😊”
“Shannon always goes above and beyond with our pups. She keeps us updated with frequent photos and messages, and really goes the extra mile to make sure they are well taken care of. She stayed at our house for a week with them, and really put us at ease while we were away. We love (and the pups love!) having Shannon watch them!!!”
About: My name is Katelyn, and I’m a Pre-Vet student who has loved and cared for animals my entire life. I have professional experience as both a dog walker and a house sitter, and I’m comfortable caring for pets with a wide range of temperaments, routines, and special care needs. In addition, I work closely with a rescue organization where I’ve fostered many dogs and cats of all ages, gaining hands-on experience with young animals, socialization, and daily care. I recently graduated with a degree in Animal Science and a minor in Equine Studies, and I plan to continue pursuing my path toward veterinary school. Through both my education and hands-on experience, I’ve developed a strong foundation in animal behavior, handling, welfare, and medical care. Over the summers, I work as a veterinary technician, where I gain practical experience with animal health, safety, and clinical care. I’m comfortable caring for a wide range of species, and I treat every animal as if they were my own. I would truly love the opportunity to help care for your pets and give you peace of mind while you’re away! I am currently working part-time and have a pretty flexible schedule! I am available for house sitting or dog walking any day of the week. I always care for pets according to their normal routine and the owner’s preferences since consistency helps animals feel safe and comfortable. In a client’s home, I make sure pets are fed on time, have fresh water, get plenty of exercise or playtime, and receive lots of attention and positive interaction. I’m careful to follow any specific instructions for medications, diets, training cues, or household rules. I also make sure litter boxes, yards, and feeding areas stay clean. I like to keep owners updated with regular messages and photos so they know how their pet is doing. For shy or nervous pets, I am patient and let them warm up at their own pace. For energetic pets, I’m happy to provide extra play and enrichment. My goal is always to make pets feel relaxed, cared for, and loved while you’re away.
“Jacqueline watched our two rescue dogs (ages 3 and 6) in our house for a week and did a fabulous job! She was so understanding of their behavioral quirks and kept us updated frequently. It was a relief knowing they were in such good hands and seeing photos of their happy faces while we were away. Thank you, Jacqueline!”
“Camryn was absolutely amazing. Thorough, respectful, kind, and my dog immediately liked her. She stayed in contact as needed and took great care of my home. I was able to enjoy being away knowing my dog was well taken care of at home! 10/10”
About: I have experience using rover as a dog mom as i have four dogs myself and have needed some help along the way! I care for all animals as if they are my own. I know how scary it can be to trust others with my fur babies! I have cared for puppies from 8 weeks up to 18 year old seniors. Rest assured if you book with me your fur baby will be in good hands. I’m currently working from home with control over my schedule so I am pretty flexible as long as I do not have appointments scheduled during requested times. Along with interference taking care of my own pets. I am currently not offering care at my own home as I have animals of my own, but I am available for care in your home which I think makes the animals feel more comfortable anyways! I love being outside and going for walks so whether you’re in the city or suburbs we will enjoy long walks together and help get that pent up energy out.
“Whitnee was professional, experienced, and patient with Zane while he warmed up to her. She sent frequent updates and pictures to keep us informed and made sure that he was well taken care of! We returned to a happy, healthy dog.”
About: I have been a human to many dogs for the past 14 years including volunteering as a foster for three local organizations. I believe animals are a part of our family and should be treated with care and respect. I have trained puppies, cared for elderly dogs, injured dogs, and foster dogs. I have a particular skill in helping dogs get comfortable and acclimating to a new environment. I’m experienced in administering medication to pups and supporting animals who have separation anxiety. My partner and I both work from home and are available throughout the day and evening. We have two pups of our own so pet care is a part of our daily routine. I am typically up early with my puppy around 5:30AM and we begin our day with a nice morning walk. After a morning feeding, on a nice day, we sit outside and the dogs play while I work on the garden or have my morning coffee. My pups are fully integrated into my day and I divide my tasks for the day around their walk, play, and nap schedule. I seek to provide clients with what they need to ensure their comfort (the pets and their humans alike). I seek to understand your pets needs, routine, and your needs (i.e. updates, pictures, etc.) to ensure you feel secure with your pets care. I believe when I am hired to help care for your pup, we build a partnership that requires communication, understanding, and deep empathy. From caring for senior dogs to the messy puppy phase, I have had a breadth of experience in caring for pups.
About: I've taken care of dogs my entire life. I started off with a resuce pitty/lab when I was one and we grew up together. Since then, I've never not had a 4 legged freind in my life. I have experience with cats, dogs, reptiles, and fish; all with different personalitys. I am very well versed in senoir pets and energetic puppys! I am very understanding of the diffent needs and bounderies required by different pets! I am currently working receiving treatment Mon-Thurs form 9-12 and go to class Tues and Thurs from 6-9:30, beyond that I am typically completely free and am available in between those times. My dog is't very freindly with other animals, so I wouldn't be able to take any pets into my own home, but I can certantly follow all instructions given in your home. I have experience crating dogs and maintaining a schedule.
“Abagail is our go-to dog sitter for our fur baby! She’s watched him for overnights previously and she was our first contact when we needed someone to watch our dog while we were away for an extended stay on our honeymoon. Our dog is not accustomed to being alone or without us home, but we knew Abigail would treat him like her own pup. He’s always so happy to see her and she takes the best care of him! He really enjoys her company and she updates us with photos so we know he is in good hands. I’m so happy we found a trusted sitter like Abigail and would recommend her anytime!”
“Kim was great with my pups. she went above and beyond. during her stay she encountered a snow storm which she still drove through to care for the pups and also cleaned an area of snow for the pups in the back yard.. She kept me up to date on daily happening. I would recommend Kim 100% she is great.”
The median cost per night for house sitting in Middletown is $60
Pet parents share their Rover experiences - Middletown
Liz always does an amazing job with our dog, Sadie, but went above and beyond taking good care of her while Sadie wasn’t feeling well and we were away. She kept us updated frequently, spent extra time keeping a close eye on Sadie, and didn’t baulk at her special diet instructions. We so greatly appreciated knowing she was in good hands!
Kat was an absolutely awesome dog sitter. My husband and I were looking for someone to stay in our home last minute and care for our dogs and Kat was immediately responsive and proactive. She was timely, followed instructions, provided updates throughout the day and the dogs were very well cared for. I would highly recommend Kat as a dog walker or dog sitter. We hope to work with her again!
Wow, Tasha is the absolute best! So thoughtful, responsible, and communicative in sitting Murph and our house. She sent us regular updates including the cutest pics and videos, left the house in better shape than when she arrived, and gave Murph all the attention and care an energetic puppy needs. He was sad to see her go at the end of the weekend but you can bet we’ll ask her back for next time.
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 3 repeat house sitting clients
FAQs for House Sitting - Middletown
Frequently asked questions about Rover
The average cost of House Sitting in Middletown is $37 per night as of November 2026. Most bookings cost between $27 and $67 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 November 2026, there are 1,604 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.
Tip: 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 Rover Guarantee, 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 Rover's Trust & Safety page.
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 Meet & Greet.
sitters on Rover set their own cancellation policy, 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:
- 90% of sitters can help with special care needs
- 93% 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.
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