House Sitting Winfield Woods
Find a loving house sitter to watch over your pets and your home.
Over 2 pet parents in Winfield Woods have booked house sitting
Winfield Woods, Find top rated house sitting
“Jenny was kind, caring, punctual and a great communicator. She took wonderful care of our sweet puppy while we were away. Jenny also took great care of our home, even getting the mail I forgot to put on hold. Her communication by text both before and during our time away was speedy and she even included photos of our pup having fun. We look forward to Jenny caring for our pup the next time we are away.”
About: I am currently a College Student majoring in Animal Behavior. I have two years of experience pet sitting and walking dogs. I’ve cared for dogs ranging from puppies to seniors. I have a four year old Black Lab (Olive), and a three year old Boxer (Kyla). Can’t wait to meet your furry friend(s)! I have morning classes, so I have afternoons, evenings and weekends to take care of your pups. During school breaks I will be more available for your needs. I take dogs on leashed walks fitting their needs. I also keep them entertained and fed inside when/if needed. I also can play with your dog in a fenced yard.
“Absolutely loved Kerri! She did an amazing job with our two pups. Showed so much love. And always made sure she sent pics! She took amazing care of our pups and home. Def consider her part of our family! Thanks again!”
“Eden was fantastic with our older English bulldog! She was reliable, punctual, and took such great care of her. We felt completely at ease knowing our pup was in good hands. I would absolutely recommend Eden and will definitely be using her again in the future. Thank you, Eden!”
About: I have always had dogs and cats growing up, which peaked my interest in animal care. In high school I worked as a kennel technician at a boarding kennel and gained an internship at the local veterinary office. now in college, I am studying animal science to hopefully get a degree in veterinary medicine, and continue to pet sit for my friends and family including both cats and dogs. I'm currently home from college for the summer, and home most of the time! I do have a car, and am available almost any time of the day. I have pets in my home that are not socialized, so I would not be able to pet sit in my own home, but I am happy to make the trip to the comfort of their own home.
“I absolutely must say WOW!!! Jolene was absolutely fantastic with our Andy. He is a great handful as he is a puppy. He took to Jolene right away. We did not have to worry when we were on vacation. Jolene sent update pictures of Andy and let us know that he was ok and doing well. She even let us know that trees had fallen on our property as a storm had came. Jolene is a true delight to be around. This was our first time using Rover and we will be using Jolene for all of our future trips. Many thank you’s to Jolene. We are very appreciative for all of the love you showed our Andy.”
About: I have 15 years experience working as a veterinary technician at cat and dog hospitals. I will care for your pet as if they were my own. I can administer medication and assist with mobility, if necessary. Thank you so much for taking the time to read my profile. I look forward to meeting you! I live in Mount Airy, MD and my schedule is very flexible and open. I can assist your pet week days, week nights, and weekends! I have a lovely ten year old daughter who is also an animal lover and very gentle. She may accompany me on visits, but we can discuss that on a case by case basis.
About: I’ve been around dogs my whole life and currently have two pugs of my own, so I understand how important it is to find someone you truly trust with your pets. I’m patient, dependable, and attentive to each dog’s personality and routine. I’m comfortable with walks, feeding schedules, medications, senior dogs, and giving pets extra attention and affection while their owners are away. I also work in hospice care, so being compassionate, calm, and reliable comes naturally to me. I’ll treat your pets like family and make sure you feel updated and reassured while you’re gone. I work full time during the week from 9am–6:30pm, but pet care fits naturally into my routine since I already care for my two pugs daily. I’m available for evening visits/walks on weekdays and have much more flexibility on weekends for drop-ins, walks, and overnight care. I’m reliable, communicative, and committed to making sure pets feel comfortable, cared for, and loved while their owners are away. Your pet’s safety and comfort are always my priority. I pay close attention during walks and outdoor time, especially in hot weather, and I never leave dogs outside longer than they should be. I make sure pets always have fresh water, a clean environment, and close supervision to keep them safe from anything that could bother or harm them. I’m also very mindful about keeping floors and spaces clear of anything pets could get into or accidentally swallow. I understand how important trust is when someone is caring for your animals, and I’ll always treat your pets with the same care and attention I’d want for my own
“If you’re looking for a great pet/house sitter, Riley is your person. Riley took great care of my pup and fish, checked in daily with me, sent photos and provided daily walks each day. At the end of the stay, Riley summarized Toby’s week, including highlights and household things she did on a sheet of paper. Riley is very reliable and I’ll definitely book her again in the future.”
About: I will treat your pet as if it is my own and will make sure they stay calm and happy while you are away!! I have experience with older dogs and puppies! I am available almost all summer.I am a full time college student working on my Bachelors of science but I am home for the summer. Pet sitting can be fit into my schedule as needed. I can let the dogs run outside for a while in a fenced yard, I can take them on walks through the neighborhood, I can practice commands, or just give some snuggles.
About: I have had dogs since I was 5, and I started working at a doggy daycare when I was 18. My senior year of highschool I was an intern at a local animal hospital and I loved it! I would love to spend the summer with your dogs and provide whatever services and help you may need! I am currently unemployed for the summer, so I can spend any time needed with your dogs. I have applied for jobs, so if my availability changes you will be notified but as of right now I am free to do anything. I have a huge (not fenced in) backyard. Since working at the doggy daycare, I have experience in helping dogs into crates, doing specific food for the dogs, attending to their personal needs, and making sure they have hours of entertainment and love.
About: I used to work for a family that had a young high energy golden retriever and it was the best! I was able to provide the needs the family asked me for which included walking him, feeding him, giving him attention, and putting him in the kennel for bed. They also had a cat and I was able to care for her too, so I have experience with working with 2 animals at once. On top of that, I also have a cat and a dog of my own so I am very used to being with animals in the home and providing proper care for them. I am a college student who is home for the summer, and I am currently unemployed so I am extremely flexible! I would like to prioritize being a caregiver for pets before I go back to school to save some money for college. I am able to offer whatever care is needed for your animals. I am extremely flexible when it comes to pet owners expectations and needs, so that everyone is satisfied and happy!
About: I’ve trained and certified both of my own service dogs and have been training dogs for 8 years. I managed a dog daycare and have a lot of experience with all sizes, breeds, and ages. I’m currently a contractor that just relocated, I’m available all week almost anytime you need me just need a heads up. I only ask 2 hr notice currently As pet owners we know they are more than that. You want someone who will protect your baby as well as you would. Pictures of your pups upon request!
The median cost per night for house sitting in Winfield Woods is $50
Pet parents share their Rover experiences - Winfield Woods
Hailey recently watched our three dogs and two cats while we were out of town. She took such good care of them and was in constant contact with us, going above and beyond to care for our physically disabled cat. I truly felt like she cared for our animals as if they were her own. Knowing that she could handle everything, we were able to relax completely on our vacation. We always felt connected and knew our pets were safe and happy. If you are looking for a pet sitter who is reliable, responsible, and genuinely compassionate—especially if you have a multi-pet household or pets with special needs—I cannot recommend Hailey highly enough!
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 Rover works
1. Search
Browse profiles of sitters near you who offer house sitting2. Meet & Greet
Schedule a free in-person Meet & Greet to find the perfect fit3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying Winfield Woods sitters!Sitters in Winfield Woods average 4 repeat house sitting clients
FAQs for House Sitting - Winfield Woods
Frequently asked questions about Rover
As of June 2026, there are 7,612 sitters on Rover offering House Sitting across Winfield Woods. 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 Winfield Woods 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 Winfield Woods 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 Winfield Woods 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 Winfield Woods. On Rover:
- 91% of sitters can help with special care needs
- 97% can help with giving oral medications or injections
- 95% 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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