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

Massey, Find top rated house sitting
“Rebecca did an excellent job staying at our home with Pippin! She was really prepared with questions to help the weekend good smoothly and to understand his needs. She was very responsive to messages and sent detailed updates and pics. Our pup had a great time!”

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: Welcome to Safe Hayven Fields At Safe Hayven Fields, we’ve created more than just a place for pets—we’ve created a peaceful sanctuary where every furry friend is treated like family. Nestled on our beautiful horse farm in lower Cecil County, our little slice of paradise offers breathtaking views, fresh country air, and plenty of room for adventure. Whether your pup loves splashing in the pool, running and playing in our safe, clean, and secure outdoor spaces, enjoying cozy snuggles inside, or taking a stroll to visit the horses, every day is filled with love, fun, and personalized care. We believe the most important thing we can give your pet is love. We care for each guest as if they were our own while always respecting and following every parent’s wishes, routines, and special instructions. Your pet’s happiness, comfort, and safety will always come first. Our hope is that Safe Hayven Fields becomes your pet’s home away from home—a place they’ll be excited to return to, with wagging tails and happy hearts every single visit. We can’t wait to welcome your family into ours. ❤️ My entire life revolves around my farm and caring for all of my animals. I am on the property 24/7 as this is my full time job. And luckily it’s my passion. We have a beautiful fenced in pasture with lots of space to run. We are in a very private and rural area. We also have a pool- only if parents are OK and the Pup chooses to take a dip! Your Pup will always be supervised. If there are restrictions we will always abide by them. We also have dog crates if needed or requested and a beautiful inside area as well. Basically your Pup is gonna have free range and feel a home away from home.
“We were nervous about leaving our senior cat with multiple health issues with anyone, but after reading Ciara’s profile and meeting her with Walter, we left him and our home in her care. She handled everything exactly as we hoped, followed instructions exactly, and kept us informed every day. She stayed until we returned, and the house was perfect. Walter was content, calm and happy.”


About: My name is Taryn and I have lived with animals all my life. I have experience caring for dogs, cats, rabbits, hamsters, birds, horses, fish, chickens, and small snakes. I have two young adult daughters that live at home and share the same passion as I do. I do have a 7yr old mix of my own that enjoys playing with others. If your dog happens to not be dog friendly, no worries; I provide in home dog care, drop in visits and dog walks! My home is clean, quiet, and pet proof. I have a large back yard with plenty of room for your best friend to run and play. We even have trails nearby where we can go on fun adventures! Pets will have free roam of the house so they don’t feel left out, after all they are apart of the family. Your pet(s) will never be alone or feel scared with me as their sitter. I work full time during the week. But I’m available weeknights for drop-ins, walks, and daycare. I’m available Fri-Sunday for the above as well as in home and in my home boarding. I have a large yard and a friendly dog for your pup to play with. If needed, I also have a crate. I don’t like crating my dog so prefer not to crate yours unless instructed by you for specific reasons. Of course they’ll be let out often to use the bathroom and have unlimited access to water. In your home, your pet will be let out when needed/scheduled if they have one, played with, and loved on. No matter where we are, my goal is to make your pet feel safe.
“Taylor is a huge help and Maxwell loves spending time with her! She is attentive and makes sure Maxwell is entertained and has someone to snuggle with during the day. 10/10 for sure!”


“Courtney was an amazing help with sitting Maxwell today. She was punctual, early in fact ;), followed all requests and most of all, made sure Maxwell was in good company. Communication was great and I felt confident that my little man would be in great care with her! We will be looking to have Courtney back in the future for sure. Thanks!”


“Nina was awesome, she was always on time when we met up, took care of Roo and the house the same way i would. House was just the way we left it. Roo definitely made a new best friend and we found out house sitter for the future, she sent us pics and updates on how things were going and she even sent pictures of the snakes. Lol. Couldn't go wrong booking with Nina if you need a house sitter, will definitely be using her in the future.”

“Ashley is a wonderful dog and house sitter! She took great care of Sadie for a week while we were out of town. She did everything I requested and was always very kind and courteous. The house looked exactly how we left it. Not a thing out of place. She is very trustworthy and highly dependable. I would recommend her to anyone!”

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.
“Madison did an excellent job taking care of our 12 year old St.Bernard/Staffy mix, Charm! Madison was very capable, patient, kind and moved at Charm’s pace, making Charm very comfortable with her. Madison provided great communication during her service so we were worry-free during our trip! Will rebook with Madison in the future! 😊”

“My senior dog took an immediate liking to Cole, always a good sign, and Cole was adept at administering to his particular needs, including giving medication and nudging him outside when he was reluctant to move. I've already requested that Cole come again!”

“Look no further - Reid is the man! We had Reid dog sit our 2 relatively new to us bonded pair rescue dogs. The poochies had spent 2 months in a kennel waiting to be adopted, so we wanted in home care while we went away. Our flight schedules changed several times coming and going, and Reid was always available to accommodate those changes. The poochies were still adjusting to us and their new home, and were having some anxiety issues. Reid was so patient and really worked with them while we were away. When we arrived home it was obvious that they loved him and he loved them. I would not hesitate to have Reid house sit for us again, and already have plans to have him back for day visits when we are out for the day. 5 stars all the way!”


About: I’ve spent years caring for and training dogs, including raising and training four Australian Cattle Dogs—a breed known for its intelligence and high energy. Through that experience, I’ve learned how to read canine body language, reinforce good behaviors, and confidently handle dogs with different personalities and energy levels. I’ve also walked dogs for several of my mom’s clients throughout the Hockessin and Wilmington area. My focus is on providing safe, reliable, and personalized care while treating every dog as if they were my own. I’m currently home full-time, allowing me to provide attentive, personalized care throughout the day. Dogs in my care receive plenty of potty breaks, exercise, playtime, enrichment, affection, and supervision rather than being left alone for long periods. Your dog will be welcomed into a safe, loving home and treated like one of my own. I have a fully fenced 0.5-acre yard with plenty of room to run, play, and explore under supervision, as well as three friendly, well-socialized dogs for those who enjoy canine companionship. I also do my best to maintain each dog’s normal routine, including feeding schedules, medications, exercise, and any special instructions you provide. My goal is simple: for you to have peace of mind while you’re away and for your dog to feel safe, happy, and loved while they’re with me. I’m a Registered Nurse with a background in cardiac care and high-stress open-heart surgery, where being dependable, attentive, calm under pressure, and detail-oriented was essential every single day. After years of caring for my patients’ hearts, I’ve now been able to channel that same compassion into one of my greatest passions—dogs. I like to think I’ve gone from caring for my patients’ hearts to caring for my clients’ whole hearts—their dogs. ❤️🐾 My nursing background has shaped the way I care for animals. I take safety seriously, pay close attention to changes in behavior or well-being, follow instructions carefully, and understand the importance of medications and routines. Most importantly, I want owners to know they are leaving their dog with someone who is responsible, reliable, professional, and genuinely invested in their care.
About: Hello everyone! I am an animal lover, I grew up around animals all my life. Our furry friends are extended family members. I hope you entrust me with your furry loved ones. I am currently an active college student, but I have somewhat situated myself with a work-life balance. I am available and flexible for weekdays and weekends! I currently have a kitten almost a year old. Having him has taught me patience, and having complete responsibility. Milo is my profile picture! I feel as though I am completely up to any challenge, I hope I can help with your furry loved ones!
About: From caring for 10 senior dogs at a rescue, to bathing dogs that got sprayed by skunks, to training and taking dogs on their own outings to parks and nature hikes, you name it I’ve done it! Even flying with dogs! ✈️ I have experience with all breeds, ages, and like to keep pet parents informed with notes & pics. Growing up in farm country taught me to love and care for all animals, but dogs and cats are by far my favorite. I also have experience in administering medications to our furry friends. I left my career of being a nanny in CA to move to the east coast to marry my husband. That was 2019, and I’ve been boarding/caring for animals since then. I’m currently a stay-at-home wifey so the dogs get 100 percent of my attention when they are with us. We live in a 3 story townhouse with a small unfenced yard in front of our home, to a large grassy area on the side of our home, to a giant green grass patch directly behind us just out our back door. The neighborhood is VERY dog-friendly with lots of sidewalks and comes complete with a dog park in walking distance. Our home is dog-friendly meaning dogs are allowed on all furniture and we even have doggie steps for little pooches to get up on our bed if they wish. We also have a 2mile + walking path near us. So we have plenty of activity options. We even have Pluto cartoons for your pet to watch! Pets get 100 percent of my attention when they stay with us. Their comfort and safety is my priority as I do pet care full-time. Our home has no place that’s off limits to your pets. If they want to snuggle on our bed or relax on our couch or even be in our guest room - they are more than welcome wherever they are most comfortable. We even have a massive bean bag most animals love thinking it’s a giant dog bed 😂.
“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: With a degree in Biological Sciences/Wildlife Conservation, my approach to pet care is rooted in deep respect for animal behavior, safety, and well-being. Whether I'm staying overnight for a house sit or stopping by for walks and drop-ins, my top priority is keeping your pets calm, safe, and comfortable in their familiar routine. Most importantly, I make sure they get plenty of affection, play, and happy engagement so they have a blast while you're away! Note for house sitting and walks: I have my own pet, but he remains at home in the care of my family, so I will never bring my own dog to your home or on your pet's walks. Pet care fits seamlessly into my weekly routine, giving me great flexibility for drop-ins, walks, and house sitting. I have a fixed commitment on Monday and Wednesday afternoons from 2:00 PM to 6:00 PM, but my schedule is wide open outside of those hours. I can easily accommodate early morning, late afternoon, and evening routines, as well as dedicated overnight stays. Safety is my top priority when caring for your pets. I maintain a secure environment by double-checking doors and gates and closely reading animal body language. You can rely on me to strictly follow your feeding, medication, and leash protocols to keep your pet safe and comfortable.
The median cost per night for house sitting in Massey is $50
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- 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.
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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

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Popular requests for house sitting - Massey
Select a filter and find qualifying sitters offering house sitting.Sitters in Massey average 4 repeat house sitting clients
FAQs for House Sitting - Massey
Frequently asked questions about Rover
As of August 2026, there are 994 sitters on Rover offering House Sitting across Massey. 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 Massey 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 Massey 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 Massey 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 Massey. On Rover:
- 97% of sitters can help with special care needs
- 99% can help with giving oral medications or injections
- 94% 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.



