Pet Sitting Winfield Woods

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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.

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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 was very responsive and helped us out on short notice the same day of our request. She kept us well informed and was kind enough to clean up our puppy’s pee when he first met her. He was quite pleased with her and we will definitely request her services again.”

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

“So appreciative of Cassidy taking care of our dog and cat while we were away. She took such good care of them, sent pictures, and communicated with us after her visits. It was a very positive experience, and we will call on Cassidy again in the future when we need someone to take great care of our pets.”

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Audrey R.
Sitter Profile Image: Lauren M.
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Lauren M.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 7 reviews
5 repeat clients
3 years of experience
Westminster, MD, 21157

“Amazing!!!!! We couldn’t have asked for a better experience with Lauren! She was so kind and attentive, and it was clear she genuinely cared for our cat. We appreciated the updates and photos—it really put us at ease while we were away.😊 I’d absolutely recommend Lauren’s services to anyone looking for a reliable, thoughtful sitter. 10/10!”

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Aalayah H.
Sitter Profile Image: Casey G.
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Casey G.
from
$16
per visit
5.0 out of 5 stars
• 2 reviews
6 years of experience
New Windsor, MD, 21776

“Casey was wonderful! She came over before her first visit to introduce herself and meet our dogs. She sent cute pictures and kept in touch the entire time we were gone. We will definitely be reaching out to her again for our next vacation!”

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Karly B.
Sitter Profile Image: Hannah A.
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Hannah A.
from
$20
per visit
5.0 out of 5 stars
• 28 reviews
10 repeat clients
4 years of experience
Mount Airy, MD, 21771

“Reliable, flexible, and great with doggos!”

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Stephen E.
Sitter Profile Image: Elizabeth G.
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Elizabeth G.
from
$20
per visit
4.6 out of 5 stars
• 7 reviews
10 years of experience
Finksburg, MD, 21048

“Elizabeth did a great job with both Autumn and Venture. She followed the instructions I gave her and she checked in every visit and sent pictures. I would definitely hire her again”

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Monica G.
Sitter Profile Image: Jonathan & Jen H.
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Jonathan & Jen H.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 106 reviews
32 repeat clients
43 years of experience
Westminster, MD, 21157

“Jen and Jon are such sweet people! You can tell they genuinely love dogs. They strive to give purposeful quality time to your pet and it means so much! ❤️”

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Heather D.
Sitter Profile Image: Megan M.
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Megan M.
from
$15
per visit
25 years of experience
Sykesville, MD, 21784

About: I’m an experienced animal caretaker comfortable with pets of all species, ages, temperaments, and care needs. My background includes training challenging dogs, caring for neonatal kittens, mucking stalls, administering IV fluids, raising poultry and small animals, and over 20 years of experience with dogs, cats, fish, and reptiles. I’m confident with special-needs pets, unusual animals, and complicated routines—and I’ll care for every animal with patience, attentiveness, and kindness. I work a standard 8 am - 4 pm on Mondays, Tuesdays, and Fridays. I am available to care for boarded animals in the morning before I leave and in the evenings when I return from work in those days, with the same diligence and love I give my own animals. For all other days, I am either off or working from home and I am generally available to provide care. If I am visiting your home, I would like to have a meet and greet with you and your animals before you head out of town to establish their normal schedules and routines. During appointments, I will give your animals the same love and care that I give my own. If you are scheduling to have an animal boarded, your animal(s) will be given their own room separate from other animals in the house, with direct access to a large, fenced-in yard, their own beds and towels, and constant access to water. Walks, treats, meals, and medications will be given on an agreed upon schedule. Potty breaks will occur no less than once in the morning, once before and after dinner, and once before bedtime. I do not accept outside bedding and all guests must be up to date on vaccines and treated for fleas and ticks prior to boarding.

Sitter Profile Image: Alexander S.
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Alexander S.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
• 13 reviews
3 repeat clients
20 years of experience
Reisterstown, MD, 21136

“Alexander did a great job with my large dogs even though some have mobility issues. Very responsive And easy to work with.”

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Jessica M.
Sitter Profile Image: Sofia A.
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Sofia A.
from
$25
per visit
4.5 out of 5 stars
• 8 reviews
1 repeat client
8 years of experience
mount airy, MD, 21771

“Sofia did a great job with our two dogs while we were gone for the week. She sent pictures every time she was there. She communicated very well and did everything we asked of her. Will definitely rebook and recommend Sofia.”

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Sean W.
Sitter Profile Image: Katharine D.
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Katharine D.
from
$26
per visit
5.0 out of 5 stars
• 4 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: Elizabeth & James C.
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Elizabeth & James C.
from
$25
per visit
5.0 out of 5 stars
• 24 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: Frances D.
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Frances D.
Star Sitter
from
$28
per visit
4.9 out of 5 stars
• 35 reviews
11 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: Amanda W.
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Amanda W.
from
$25
per visit
1 repeat client
4 years of experience
Cooksville, MD, 21723

About: With four years of pet sitting experience, I’ve cared for dogs of all sizes and personalities, giving each one personalized attention, love, and reliable care. As a college student with a flexible part-time schedule, I have plenty of time to care for and play with dogs, giving them attention, walks, and love. In my home, I create a safe, comfortable space with plenty of toys, walks, and cuddles. In my clients’ homes, I follow their routines carefully, keeping pets relaxed, happy, and cared for just like they’re my own.

Sitter Profile Image: Travis D.
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Travis D.
from
$30
per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
20 years of experience
Westminster, MD, 21157

About: I have been around Animals all my life. I grew up on a farm and have catered to many different types of Animals. I have kept and currently keep Exotic Animals. My entire life revolves around caring for Animals. I have a 2.5 year old Catahoula Bully Mix and currently keep many Reptiles. I look after my parents Cats any time they go out of town and consistently pick up Animal related side jobs whenever I can. I have a fenced in yard at my home but will only be offering care in the client’s home. I am open to any kind of care and any type of Animal. Please reach out for further details!

Sitter Profile Image: Angela W.
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Angela W.
from
$18
per visit
5.0 out of 5 stars
• 37 reviews
13 repeat clients
3 years of experience
Mount Airy, MD, 21771

“This was my first time using Rover.com. I interviewed Angela prior to our booking and she was friendly, professional, punctual, and clearly loves pets. Angela was very flexible and did a great job caring for my senior cat! I highly recommend her and appreciate the pictures she took during her visits. Thank you so much!”

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Don D.
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: Holly D.
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Holly D.
from
$22
per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
40 years of experience
Mt Airy, MD, 21771

“Holly has been an amazing support to our family! We feel so lucky to have found her on Rover! She takes great care of our pups, treating them with love and care as if they were her own!”

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Andi W.
Sitter Profile Image: Zoe B.
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Zoe B.
from
$15
per visit
5.0 out of 5 stars
• 6 reviews
2 repeat clients
10 years of experience
Eldersburg, MD, 21784

About: I have grown up caring for dogs my whole life, and personally find so much joy in spending time with animals! I have experience in caring for both high energy and low energy dogs, so I’m here for whatever your pets needs are! I love taking my dogs for walks/hikes, playing outside, lounging on the couch, napping together, taking them for pup cups, anything! I also volunteer at BARCS and the Baltimore ASPCA in my free time, so I would consider myself pretty experienced! I am in my first year of post-grad from Towson University, and recently moved back home! I love to find ways to keep myself busy, and hanging out with dogs & cats is one of my favorites :) My main goal is to make your pets feel as comfortable as possible! I will do my best to follow a routine similar to that of your own, and will treat your home and your animals with the upmost respect and care.

Sitter Profile Image: Tyra O.
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Tyra O.
from
$25
per visit
13 years of experience
Woodbine, MD, 21797

About: I grew up on a farm so I have had animals of all sorts since I was little. I ran an equine boarding facility for 2 and a 1/2 years caring for up to 25 horses at a time. I am currently halfway through my degree to become a vet technician. My husband and I own 3 horses 2 dogs 4 cats and and 4 fish. I love taking our dogs for walks and hiking. Our cats enjoy playing with toy mice, the laser point, and eating treats 😋 We foster cats, so I have dealt with cats of all shapes and sizes! I also have worked with dogs that have a more aggressive/cautious personality. I am willing to work with them as well! Your animals will be in great hands! 😊 I currently work part-time so late morning to late afternoons are the best! My classes are in the evening and we take our dogs on walk in the morning before my husband goes to work. Midday walks and dropins are perfect! We have about 1/2 an acre fenced in backyard that our dogs love playing in and our cats love to play with toy mice, the laser pointer, and eating treats! One of our dogs is older so I am completely comfortable with older dogs and puppies! Since we foster cats and kittens I am familiar with cats of all shapes and sizes!

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Pet parents share their Rover experiences - Winfield Woods

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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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How to book pet sitting

  1. 1. Search

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FAQs for Pet Sitting - Winfield Woods

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

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 .

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 , which provides up to 25,000 in eligible veterinary care reimbursement.

Yes, you can find sitters who have experience administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a 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 .

sitters on Rover set their own , 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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