Pet Sitting Winfield Woods

Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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pet parents in Winfield Woods have booked pet sitting

Winfield Woods, Find top rated pet sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Hannah S.
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Hannah S.
from
$24
per visit
5.0 out of 5 stars
• 30 reviews
13 repeat clients
18 years of experience
Sykesville, MD, 21784

“Hannah took wonderful care of my 2 furry family members. I received a complete report with photos for each visit. When I arrived home both dogs were happy and relaxed. I will definitely call Hannah again!”

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Debbie S.
Sitter Profile Image: Daniela M.
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Daniela M.
from
$15
per visit
5.0 out of 5 stars
• 8 reviews
6 repeat clients
10 years of experience
Sykesville, MD, 21784

“Any pup would be lucky to have Daniela as one of their people! My reactive dog is a big fan of hers. He is noticeably more relaxed on days that she came to see him while we were at work. Don’t hesitate to book with Daniela! She’s responsive and cares for your pets like her own.”

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Sophia L.
Sitter Profile Image: Alyssa C.
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Alyssa C.
from
$25
per visit
5.0 out of 5 stars
• 89 reviews
29 repeat clients
30 years of experience
Eldersburg, MD, 21104

“Alyssa was the best care for my dog I could’ve possibly asked for! She went above and beyond our expectations and was extremely accommodating. She was very communicative and flexible as well. I would absolutely 100% recommend booking with Alyssa, you are getting the best with her!!”

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Molly M.
Sitter Profile Image: Cassidy B.
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Cassidy B.
from
$20
per visit
5.0 out of 5 stars
• 13 reviews
4 repeat clients
10 years of experience
Sykesville, MD, 21784

“Cassidy is wonderful with our animals! She takes such good care of them and keeps us posted with pictures! We will definitely contact her for future visits!”

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Audrey R.
Sitter Profile Image: Amber P.
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Amber P.
from
$14
per visit
12 years of experience
New Windsor, MD, 21776

About: Not only have I been a pet owner for my whole life I have also been put in charge of taking care of family member's pets, former bosses pets, and friends pets. I have taken care of dogs, cats, lizards, and more. I can feed, walk, play, do some minor grooming(brushing and bathing) for your pets. I am a proud owner of a horse, dog, and 2 cats. I also work at a farm with dogs and bigger farm animals, my whole routine focuses around them and how well they are doing. I am used to walking dogs in many environments from fields to parks and even in the more bustling parts of town, I can crate them if needed and can adapt to any style of care you or your pet needs.

Sitter Profile Image: Sarah L.
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Sarah L.
from
$16
per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
5 years of experience
Eldersburg, MD, 21784

About: I grew up with multiple pets, including two cats in my childhood and a wonderful dog that I helped care for in her seniority, so I've been familiar with animals all my life. Currently, I own and aided in training a high-maintenance, special needs German Shepherd. He's a sweetheart, but he's definitely a commitment! Given his intensely anxious nature, he needs a patient hand to calm him often. He's also epileptic, so I am well practiced in attentiveness, administering medication, following specialized meal plans and the like if needed. I have also done pet and house sitting on many occasions, particularly for family and friends but for a wide variety of pets– from little dogs that didn't even reach my knee, to my own Shepherd, who stands just about as tall as my hip. I've house kept for up to a week, entertaining young dogs and going on daily walks, etc. I am always happy to be introduced to new little ones and have a high pain tolerance when it comes to their claws, so I don't mind when they get a bit rowdy, either! High energy or low, I will gladly make time for any fluffy friends who need a watchful eye. I am currently on track to earn a Bachelor's in the Arts from Towson University, which is about a 50 minute commute from my home. With this in mind, my current class schedule entails that Towson days are essentially unavailable; however, the rest of the week, I'm generally left plenty of room to take on pet care! Life is always busy, and while sometimes I wind up with too many commitments to do it regularly, I'll always make time for it when I can. Though my own home may not be an ideal place for another pet to spend nights due to my Shepherd's nervousness, I will gladly offer my time to visit others. I have previously found myself curled up on a couch with a pet I was taking care of overnight, or even falling asleep on the floor with them. So long as their pet parents are happy for me to do so, I will gladly stay wherever is most comfortable for the pet involved, and take food/water/sleeping arrangements where they are best suited. I also have a fair sense of direction, so I'm perfectly content on walks in unfamiliar places, especially when I have friendly doggos with me!

Sitter Profile Image: Leah U.
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Leah U.
from
$15
per visit
3 years of experience
New Windsor, MD, 21776

About: I have been pet sitting for 3 years and love all animals! I have a perfect setup for animal care, including a walking trail behind my house. I’m home during the week-I have 2 middle school aged boys that are in school and my husband works long hours. I am able to get up early for morning walks or feedings. I have a fenced in yard, with stairs leading to a deck, walk out basement with kitchenette for food storage, play area, and a resting bedroom.

Sitter Profile Image: Dollie C.
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Dollie C.
from
$15
per visit
5.0 out of 5 stars
• 62 reviews
29 repeat clients
15 years of experience
Westminster, MD, 21157

“100% recommend Dollie. She took great care of our two cats. I had never left the cats alone for a week so I was appreciative of the time she spent with them and the daily photos which were very reassuring. One cat hid during the meet and greet but he made an appearance during the first visit. Both cats warmed up to Dollie quickly.”

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Vida C.
Sitter Profile Image: Katie N.
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Katie N.
from
$25
per visit
4.8 out of 5 stars
• 9 reviews
3 repeat clients
15 years of experience
Westminster, MD, 21157

About: Hi! My name is Katie. I've moved to Westminster, Maryland from Louisiana where I helped run a rescue and have had over a decade of experience with animals of all sorts. I am operations manager for a pet training/boarding facility and looking to make extra income by doing something I love, which is why I've turned to Rover. I would love to share my love for animals with you and help take care of your furbaby/babies! I live in Carroll County. (I do boarding in the owners home frequently through my full time job so I'm experienced and trust worthy) Please allow me to help you and I am flexible. I currently work with animals and am able to care for your dogs needs ❤️ they will be well cared for and loved very much. I am very detail oriented and love to make sure you're dog is as comfortable as can be while with me. Keeping to your dogs regular routines makes all the difference.

Sitter Profile Image: Sarah W.
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Sarah W.
from
$25
per visit
5.0 out of 5 stars
• 62 reviews
25 repeat clients
25 years of experience
Sykesville, MD, 21784

“Sarah was so kind and caring. She really made an effort to befriend my timid kitties and was able to win them over by the end of the week. She kept me updated through the week and made sure to include some cute pictures. Will book again!”

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Brandi K.
Sitter Profile Image: Ella Q.
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Ella Q.
from
$15
per visit
2 years of experience
MD, 21794

About: I’m reliable I’m very interested in animals I have a dog of my own and we go on three 30 minute walks a day and play a bunch. I am available on Saturday Sunday and Monday. And Thursdays in the afternoon I will be able to play with and walk your dogs on those days I walk my dog three times a day for 30 minutes. I will walk and play with your dog I will be more than happy to come and give your dog some company and exercise.

Sitter Profile Image: Phoebe K.
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Phoebe K.
from
$55
per visit
5.0 out of 5 stars
• 26 reviews
9 repeat clients
6 years of experience
Eldersburg, MD, 21157

“Phoebe did an excellent job with our two cats. She was very reliable and left detailed feedback of the visits as well as lots of pictures of the cats while she was there which made us feel very comfortable. Our one cat in particular (the shy one) really liked her which was especially great. We were very pleased with our experience.”

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Sarah K.
Sitter Profile Image: Frances D.
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Frances D.
Star Sitter
from
$28
per visit
4.9 out of 5 stars
• 35 reviews
12 repeat clients
30 years of experience
Mt Airy, MD, 21771

About: Hi my name is Fran. I’m a mostly stay at home Mom in Mt. Airy with a 3 year old and 6 year old and 1 year old. We live on 5 acres, all fenced, across from the state park and in addition to 2 dogs have horses, chickens, and an outside cat. Both me and my husband have owned dogs all our lives, and experienced in animal care. Professionally, I’ve worked as a barn manager, dog groomer, dog walker, trainer, and dog handler for an Iditarod musher! I’ve been pet sitting since I was 10 years old and absolutely love it!!!! I care greatly about dogs and make sure that they are well taken care of with plenty of love and exercise. Why I love dog sitting I have been a dog lover all of my life. As a little kid my childhood dog was my constant companion and when I wasn't with him I was with the neighbors' dogs. In my twenties I moved to Alaska where I pursued a career in dog mushing and for two years lived with 120 dogs! Unfortunately due to frostbite I had to move back to the east coast. Meet my pets I have 2 dogs, Cash a one year old Australian Shepherd and Littles a 15 year old Boston terrier mix. Both love to play!! Cash is still a puppy and will play all day long!! He loves every dog he meets. Littles is 15 and recently lost his sight He’ll try to keep up with Cash but mostly just loves to sleep. I also have 2 horses, Shadow and Dandy (the love of my life) in their late twenties, some chickens, and a barn cat. About my yard I live on five acres across from Patuxent State Park. We have a huge fenced in backyard, with lots of trails in walking distance! My experience administering medication Yes I have no problem administering medication. Including injections I’m currently a stay at home mom and almost always home so your dog will never be left alone for long periods of time!! My 5 year old is great with dogs and will give your animals plenty of love and attention!!! We have a large fenced in backyard with plenty of room to run! Your dog will be let out frequently and get plenty of exercise!! I try and take the dogs for a long walk at least once a day. Your dog will have free roam of the house, but we are more than happy to crate if you provide one. Our dogs eat in the am and pm, however we can accommodate your dogs feeding schedule.

Sitter Profile Image: Katharine D.
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Katharine D.
from
$26
per visit
5.0 out of 5 stars
• 5 reviews
1 repeat client
13 years of experience
Sykesville, MD, 21784

“Our pets were very well cared for and we were able to take a worry free family vacation!! So grateful.”

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Deanna C.
Sitter Profile Image: Laurel G.
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Laurel G.
from
$15
per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
25 years of experience
Westminster, MD, 21157

“Amazing. This was my first time using the service and I was incredibly nervous. She made it seamless.”

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Shannon A.
Sitter Profile Image: Kim H.
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Kim H.
from
$25
per visit
1 repeat client
35 years of experience
eldersburg, MD, 21784

About: I am a young grandparent, a nurse and there is a retired K9 handler in my home, I am looking to help you with quick pet tasks in your home. I have a flexible schedule. I've had pet children for 30 years I have a flexible work schedule and make my own hours. My spouse works from home. I would like to stay fairly local to our zip code. I have a ranch style home with a 5year old poodle in our family. I have no problems with crating pets and short leashed walks. I do not have a fenced yard.

Sitter Profile Image: Paula H.
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Paula H.
from
$14
per visit
30 years of experience
Sykesville, MD, 21784

About: Animals have always been a big part of my life. I’ve had cats throughout my life and have also had the joy of caring for a dog. I truly enjoy the companionship that pets bring and love giving them plenty of attention, affection, and care. Now that my kids are grown and out of the house, I have more time to spend doing something I genuinely enjoy! Being around animals! I’d love to spoil your pets with love, playtime, walks, and lots of attention while you’re away. My goal is to make your pets feel comfortable, happy, and cared for just like they were at home. I can stop in before and after work. Or I can stay at your house. I work a 9-5 weekdays. I am available also on weekends. I will follow your expectations while sitting for your pets in your home. I will make sure the home remains pet safe. Making sure your pets environment is safe before leaving them. I will give them lots of attention and playtime.

Sitter Profile Image: Terri R.
Verified Enhanced Background Check
Terri R.
from
$20
per visit
5.0 out of 5 stars
• 7 reviews
2 repeat clients
20 years of experience
Mount airy, MD, 21771

“Very communicative and timely with visits”

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Jordan M.
Sitter Profile Image: Elizabeth & James C.
Verified Enhanced Background Check
Elizabeth & James C.
from
$25
per visit
5.0 out of 5 stars
• 25 reviews
6 repeat clients
10 years of experience
Finksburg, MD, 21048

“Elizabeth did a great job looking after our cats while we were out of town. Thanks for being so accommodating on short notice!”

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John B.
Sitter Profile Image: Claudia D.
Verified Enhanced Background Check
Claudia D.
from
$15
per visit
7 years of experience
Brookeville, MD, 20833

About: As a life-long animal lover, I've had the wonderful opportunity to take care of a variety of animals over the years. I personally have 2 shih tzus of my own, Archie and Chess; I formerly volunteered at adoption events walking dogs and caring for cats; and I have been trusted by friends & family to take care of their pets. I am currently a full-time student and work sparse hours. Consequentially, Tuesdays and Thursdays are my busiest days. Barring that, I surprisingly have very flexible availability! And no matter what, I will always prioritize your pet's care :) As a former house cleaner, I have years of experience taking care of others' homes! This has left a profound impact and, even in my personal life, I take the upmost care to ensure the spaces I inhabit are left a little better than I found it.

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The median cost per visit for pet sitting in Winfield Woods is $20

Pet parents share their Rover experiences - Winfield Woods

1 / 1
5.0 out of 5 stars

Jamie is incredible!! My very bratty cat was taken care of so well, she was super responsive and took wonderful photos! Will be booking with her again!!

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Abby W.
Drop-In Visits
5.0 out of 5 stars

Navetta did an excellent job taking care of our 3 picky senior cats. She gave 2 of our cats their medicines and added their additives to their food. Cleaned their litter boxes. Brought in our boxes that were delivered. Navetta even went out of her way the first couple of days to feed and give medicine to one of our cats that hid under the bed. She took his food and fed him under the bed. She put ant traps out when they showed up in an automatic food bowl. Navetta is a very caring animal lover.

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Cheryl S.
Drop-In Visits
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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    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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How to book pet sitting

  1. 1. Search

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Popular requests for pet sitting - Winfield Woods

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Sitters in Winfield Woods average 7
repeat pet sitting clients

FAQs for Pet Sitting - Winfield Woods

Frequently asked questions about Rover

The average cost of Pet Sitting in Winfield Woods is $15 per visit as of November 2026. Most bookings cost between $15 and $15 per visit. 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 11,494 sitters on Rover offering Pet Sitting across Winfield Woods. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.

If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.

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.

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.

Yes, you can find sitters who have experience with handling special pet needs in Winfield Woods. On Rover:

  • 85% of sitters can help with special care needs
  • 90% can help with giving oral medications or injections
  • 93% 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.

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.

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