House Sitting Middletown
Find a loving house sitter to watch over your pets and your home.

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.
“I would leave more stars if I could. Our trip was enjoyed more because Sterlin is professional, caring and most importantly loving to our Cavilier. We left Sugar in great hands!!!!”

About: I have always had a love for animals. Growing up, I always had pets, mostly dogs and cats but also rodents, snakes, and frogs. I have also volunteered for 2 animal shelters in the past and still actively volunteer at one with walking dogs. I am currently in school and working part time but somehow still have plenty of free time! I love helping out people especially when it comes to caring for their pets when they cannot, whether that be at work or on vacation. I will always keep any animals on leashes or in the house. I will keep the same principles as my own dogs and will always keep them safe and keep their boundaries granted.
About: I've raised dogs my entire life! Over the last 5 years, I've started house sitting for family friends for upwards of 3-4 weeks at a time, adding cats, bunnies, and birds to the rotation. Currently until the end of June, I will be working about 4 days a week as a substitute teacher. I'm usually out of the house by 6:30a and home around 3:15p. If it's a day where I don't have a job scheduled, then I'm free :) I am very adaptable, reliable, clean and thoughtful when it comes to caring for clients animals, especially in their homes. I will be cognizant of whatever rules and guidelines you lay out for me to make sure your animal is getting the best care!
“This was our first time using Rover and we were a little apprehensive. But Jared came and met our dogs before staying and made us feel at ease. He sent us updates and did everything he said he would. We had a great experience and will be asking him to come back again!”

“Jordan was awesome. She didn’t sign up for this, but was stuck on one of the islands during the big Nor’Easter watching our dog Frannie. She did an amazing job keeping her safe while braving the storm. She was one of the MVPs of our wedding weekend”

About: I have never not had a dog as far back as I can remember. I love being around them. From puppies to senior dogs also. As of Dec. 27th I will be working full time, however I can still do walks, drop ins and overnight stays. I can still do morning walks and evening walks. Can walk dogs from a small walk to up to several miles if needed, on a hike and just play ball if needed. I currently do not have a yard to be able to have a dog at my home. Hope to change that in the future as needed

About: I have experience working with dogs of all ages at a shelter, I’m good with all ages and work with the dogs at their comfort versus having them conform to what I want them to do. I’ve administered medication to dogs both older and younger and I’m willing to do whatever it takes to make you feel at ease about your dog being left with me. I am currently in school from 830-3 I can provide care from 330 and beyond depending on what you need. Weekends I am home all day and if your dog enjoys it I can take them hiking to the park ext. As I do live in an apartment that isn’t fenced in I can’t let them run around In a yard, but I have plenty of space to walk dogs or run with them if they like as I am very active. If I am in your home I will make sure your dog feels as safe as possible with me being there as well as providing you comfort.
About: Ivory Jewels ……i spend my days caring and loving fur babies. We walk, train, and give full attention to our loving pets. They are family I am available to care for you pets with short notice. My schedule allows flexibility as i are semi retired. Your pets are family and friends I have a fenced in yard and will keep your babies engaged in playtime after sleep time. They will be watched the entire visit! Yes
About: Hi! I’m a caring, responsible, and dependable dog lover who understands that every pup has their own personality, routine, and needs. I love getting outside, staying active, and making sure dogs get plenty of exercise, attention, and affection while their humans are away. Whether your dog needs a leisurely stroll, an energetic walk, or simply some extra companionship, I’ll treat them like family and make sure they feel safe, happy, and cared for. I’m also happy to follow your pet’s usual routine and any special instructions you provide. I have foster dogs for the last two years. I am currently fostering my 7th dog, I have owned dogs my whole life and my dream is to open my own sanctuary one day. I’ve fostered small dogs And big dogs, i’ve potty trained, crate trained, and house trained every single one of my Foster’s. I have experience with fear based, anxious and reactive dogs. I spend my free time volunteering at the shelter to help walking & socializing the dogs. My dogs are my children, and they are so spoiled beyond belief. I’m currently working part time so I’m pretty much home all day dedicating my time to my fur babies, making sure they get plenty of mental and physical exercise. I’m big on mental enrichment/stimulation and excersise. I will make sure your dog is taking good care of! I love to play ball/fetch with my dogs, I play a lot of puzzle games, I take them for a run or car ride to sniff & tire themselves out.
About: After adopting our family rescue dog at a young age, I grew up learning how to care and tend to a dog. Though my dog is smaller, I have grown up around all different animals and dog sizes. I love to walk and play all different breeds of dogs:) I am currently a college student who is home for the summer. I work at a restaurant during the night but am interesting in caring for dogs during the week day. I prefer to care for dogs in the clients home and am very flexible with the needs of the client. I am very respectful of the clients space and will follow any instructions provided.

About: I have special skills in tending to sick rodents and small pets. I am capable of light puppy training, including leash/meal behavior, and place commands. Cats have a special place in my heart, and I have special skills in caring for elderly kitties. I am looking for a part-time commitment, as I am a full-time student. This being said, I have a pretty flexible schedule. Please see all my availability's before booking. Even if it says unavailable, reach out! The schedule may have changed :) I am willing to do anything to keep my furry clients happy, within reason. This includes walks, baths, potty breaks, cleaning, feeding, training, and house-sitting.
“This was the first time we used Rover. Cassie was excellent and made us feel that she was the right person to take care of our babies. Although they are sweet, they are a handful sometimes when they have to be taken out for walks. The spaniel in them tends to dominate the walks. She was so sweet and sent pictures and videos and made us feel at ease.”

“Dara was an excellent dog sitter. She took great care of our senior dog and communicated regularly with us throughout her stay. She followed our instructions perfectly and took many pictures of our dog as well. The house was spotless and even did laundry before she left. I highly recommend her.”

About: I’ve been around animals my entire life and absolutely love caring for them! I currently have one dog and three cats, so I’m very comfortable caring for both dogs and cats with different personalities and needs. I’m experienced with feeding, walks, playtime, administering basic medications, and giving pets plenty of love and attention. I treat every pet like they’re my own and want them to feel safe, comfortable, and happy while they’re in my care! I have a flexible schedule and plenty of time to give your pets the attention they deserve. I’m available for walks, drop-ins, and house sitting depending on my work schedule, with weekday and weekend availability. I’m very comfortable caring for animals in my clients’ homes. I’ll always follow your pet’s routine, house rules, feeding instructions, and any special care needs.

About: I have owned and/or lived with 4 pets since childhood: three dogs and 1 cat. I am an active walker, feeder, cuddle buddy, caregiver, and devoted Dog-Mom. I have also house/dog-sat in the past for an elderly dog requiring special care for weaker legs. In addition, I have walked other family dogs and aided older dogs in need of special attention. I am currently working freelance on my own schedule, so I am more than willing to free up time for your fur-baby. I am available 5 days a week: Tuesday through Thursday anytime before 6pm and fully free on Monday and Friday, as well as most weekends. I have a 3-year old mutt who I currently walk 2-3 times everyday, feed, and love. I have two dog seats for car transportation (one for a small dog and one for a medium sized dog). I also have extra leashes for walks if need be. I can transport myself to your home with my car.
The median cost per night for house sitting in Middletown is $52
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?
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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 pets like family

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
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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
As of September 2026, there are 291 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 short introductory meeting between you, your pet, 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.
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.
Yes, you can find sitters who have experience with handling special pet needs in Middletown. On Rover:
- 96% of sitters can help with special care needs
- 100% can help with giving oral medications or injections
- 100% 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.






