Pet Sitting Woodland Way

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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Woodland Way, 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: Shannon B.
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Shannon B.
from
$15
per visit
5.0 out of 5 stars
• 16 reviews
6 repeat clients
14 years of experience
Myersville, MD, 21773

“It was such a relief having someone as reliable as Shannon to watch our 4 cats! She sent plenty of pictures and even got in some play time during her 30 min drop-ins. Everything seemed in order when we returned home from our trip. Will be booking Shannon again!”

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Samantha S.
Sitter Profile Image: Leah H.
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Leah H.
from
$30
per visit
5.0 out of 5 stars
• 51 reviews
15 repeat clients
10 years of experience
Boonsboro, MD, 21713

“Leah dropped in on my 3 boys while my sitter was working and she was absolutely wonderful. She gave the boys report cards each visit to update me with lots of photos, and provided reassurance that they were okay when left alone overnight for the first time ever. She was even willing to make an additional visit when I thought we were going to be home later than anticipated. Will 100% be booking with Leah again!”

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morgan v.
Sitter Profile Image: Sarah F.
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Sarah F.
Star Sitter
from
$29
per visit
5.0 out of 5 stars
• 144 reviews
40 repeat clients
4 years of experience
Middletown, MD, 21703

“Sarah is the best! She takes the best photos of our kitties, is flexible and responsible. We love to hire her for all our cat-sitting needs! I feel so much better going away and knowing Sarah is visiting them, and I look forward to my rover notification every day we are gone.”

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Kari M.
Sitter Profile Image: Tiffany B.
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Tiffany B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 43 reviews
15 repeat clients
17 years of experience
Boonsboro, MD, 21713

“Tiffany took amazing care of our animals (cats, ducks, rabbits) while we were away! Great communication, sent us updates and pics with each visit. Would recommend her for anyone looking for pet sitting needs. We will definitely use her services again!”

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Marissa B.
Sitter Profile Image: Matthew P.
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Matthew P.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
• 50 reviews
16 repeat clients
8 years of experience
Middletown, MD, 21769

“Matthew came last minute for me and did a phenomenal job. I have a Cane Corso and German Shepherd and he handled both without any issues. Def will be using him again and highly recommend him.”

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Chad W.
Sitter Profile Image: Brittany H.
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Brittany H.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
• 15 reviews
12 repeat clients
20 years of experience
Middletown, MD, 21769

“Brittany is very professional and loved my kitty kat Tucker even though he is terrified of strangers and wouldn't visit with her when she dropped in during the vacation week! She did everything needed for Tucker to be on his own and we would have her back with no hesitation - Thanx Brittany!”

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Betty R.
Sitter Profile Image: Christina M.
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Christina M.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 37 reviews
4 repeat clients
15 years of experience
Lewistown, MD, 21703

“Good experience. The whole family did a good job looking after our dog while we were gone. Received regular photos and updates on our dog. Room was clean when we came back home.”

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Kristina B.
Sitter Profile Image: Abigail T.
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Abigail T.
from
$20
per visit
5.0 out of 5 stars
• 17 reviews
4 repeat clients
7 years of experience
Myersville, MD, 21773

“Abigail went above and beyond to care for a stray mother who had her kittens who tragically passed away before I got home. She is a very caring and attentive sitter who I completely trust with my home and babies :)”

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Brigitte F.
Sitter Profile Image: Amber G.
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Amber G.
Star Sitter
from
$15
per visit
4.9 out of 5 stars
• 64 reviews
35 repeat clients
17 years of experience
Hagerstown, MD, 21740

“Amber is a life saver! She is super flexible, responds quickly and is very considerate about how we raise and train our pup. We have used Amber’s services several times this month and we’re very happy with the care she provides. Boba is always very excited (and relieved) when she visits!”

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Rochell E.
Sitter Profile Image: Dominika W.
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Dominika W.
from
$20
per visit
5.0 out of 5 stars
• 51 reviews
11 repeat clients
15 years of experience
Frederick, MD, 21769

“Dominika and her daughter are very loving and kind to our shy male cat Goldie! He responds back to them with the same energy and knows them as part of his family! Thank you for all you do for us!! LK”

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Lil K.
Sitter Profile Image: Renee D.
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Renee D.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
• 132 reviews
63 repeat clients
15 years of experience
Braddock heights, MD, 21714

“Renee took care of our senior dogs for a week including administering meds and we came home to happy dogs. Even though they didn't require walks she stayed and sat with them for the full time while they went out back. Thank you Renee! We will be sure to use you next time we have to leave.”

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Brian L.
Sitter Profile Image: Adrienne C.
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Adrienne C.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 76 reviews
34 repeat clients
20 years of experience
Frederick, MD, 21701

“Super duper dogwatch trooper! Provided regular updates and timely pics. Great attention to detail, remembering little quirks I told her about our dog. I’d say even nicer things, but I’d rather keep her a secret ;)”

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Todd O.
Sitter Profile Image: Kylee L.
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Kylee L.
from
$21
per visit
5.0 out of 5 stars
• 23 reviews
6 repeat clients
10 years of experience
Boonsboro, MD, 21713

“Kylee has been so attentive with our boys (cats). She truly took the stress out of spending some time away from home while our cats enjoyed the comforts of home. We would absolutely ask her to care for our boys again!”

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Nicole N.
Sitter Profile Image: Ashley M.
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Ashley M.
from
$17
per visit
25 years of experience
Hagerstown, MD, 21740

About: Hi, I’m Ashley! I provide attentive, reliable care for your four-legged family members. Whether your pet needs an afternoon stroll, engaging yard playtime, a gentle drop-in visit, or quiet companionship while you’re away, I ensure they feel safe, engaged, and well cared for. My Background & Experience I’ve shared my home with cats my entire life and currently care for two beloved felines of my own. Two of my family's cats were diabetic, giving me hands-on experience administering feline insulin. I understand subtle body language, strict feeding schedules, and how to help reserved pets feel at ease. When it comes to dogs, meeting neighborhood pups while out on my daily delivery routes is always the highlight of my day—I always keep treats on hand to make fast friends! My hands-on dog experience includes: Playful walks & companionship: Great with friendly, moderately active dogs who enjoy neighborhood strolls, interactive playtime (fetch or gentle tug), and backyard sniff sessions. Senior dog fostering: Fostered an older pup through the Humane Society, providing patient, medication-aware care suited to a relaxed pace. Sitting for friends & neighbors: Experienced handling reliable feeding routines, potty breaks, and check-ins. Midday flexibility: Operating as an independent courier allows me to easily accommodate midday walk breaks and playtime drop-ins during prime work hours. What You Can Expect Safety & Respect: I always confirm dietary restrictions before offering treats and adhere strictly to your leash, feeding, and house rules. Clear Communication: Photo and status updates with every visit so you know your pet is happy and secure. Grounded, Caring Energy: Attentive company for friendly dogs and a gentle, quiet presence for cats. I’d love to schedule a meet-and-greet to see if we’re a great match! I am an independent contractor and online student, which means I don't work a rigid 9-to-5 desk job. My schedule allows me to quickly adjust to your pet’s routine—whether you need regular mid-day potty breaks while you're at work, evening visits, or flexible weekend care. I focus solely on drop-in visits and walks at your home, keeping stress low for your pets. I respect your home's security, follow your exact feeding and care instructions, and practice careful door awareness so indoor cats and pups never slip out. Your pet receives my undivided care and attention.

Sitter Profile Image: Scott W.
Verified Enhanced Background Check
Scott W.
from
$15
per visit
25 years of experience
Myersville, MD, 21773

About: I've had dogs and cats for over 25 years and have trained many puppies and raised many rescue animals. Animals are like family to me and I've loved every one. Now that I have the time to help other animals, I'd love to help yours. I'm a retired Federal employee who is available in the morning or afternoon for pet check ins and walks. I live in the Myersville area and would be available to help in the surrounding vicinity. If you need a little space for your dog to run free, I have a fenced in yard with 2 friendly dogs. We usually take our dogs on walks and let them run in the fenced in area. I can walk your dog, check in on them, feed them, and let them out in your fenced yard.

Sitter Profile Image: Tess R.
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Tess R.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
• 13 reviews
2 repeat clients
10 years of experience
Frederick, MD, 21703

“Tess was absolutely wonderful watching my cat for a few days while I was on vacation! She made sure to send me lots of pictures and played with him while she visited!”

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Brooke F.
Sitter Profile Image: heidi f.
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heidi f.
from
$20
per visit
43 years of experience
Boonsboro, MD, 21713

About: Ive never known a time I didnt have dogs and cats. I have experience working with large breed working dogs as well as smaller dogs and everything in between. The only dogs that intimidate me are Rottweilers and chiuahahas! I love cats. I have extensive experience with fish and some birds too. I currently have 2 conures. I have a saltwater fish tank and a fresh water betta tank so I can easily care for your fish as well. I have a german shepherd pup myself and shes super friendly. I dont have to bring her around your pets. I let her outside about wvery two hours to play. We play ball and fetch. When the weather is good we go on long walks or hikes in the woods. I currently use a wireless gps fence for my dog. In your home I would certainly rely on a fence or a leash. I would not want to be responsible for an injury to your fur baby.

Sitter Profile Image: Tatiana M.
Verified Enhanced Background Check
Tatiana M.
from
$15
per visit
5 years of experience
Middletown, MD, 21769

About: Hi!! I’m Tatiana and I’m here to take the best care of your pet! I love all sorts of animals, big and small, mighty and shy. I am reliable, have my own car, and am free 95% of the time! I am currently unemployed and looking for extra ways to make income. I am available practically all of the time. I am not picky! Taking care of animals is part of who I am. My cat, Mila, can testify! Unfortunately I am unable to bring pets into my house, but I am more than willing to provide my exceptional services at your comfy home! I have experience with many animals!

Sitter Profile Image: Katherine B.
Verified Enhanced Background Check
Katherine B.
from
$15
per visit
4 years of experience
Frederick, MD, 21702

About: I treat every pet like they're part of my own family. I know every dog and cat has a unique personality, so I take the time to learn their routine, preferences, and comfort level to help them feel safe and happy while you're away(๑'ᵕ'๑)⸝* I work part-time, which gives me a flexible schedule to provide dependable pet care throughout the week!! I enjoy spending time with animals and make it a priority to give every pet the attention, love, and care they deserve while their owners are away!! (,; ⩌ ;,) Your pet's safety, comfort, and happiness are always my top priorities. Whether I'm caring for your pet in my home or yours, I'll follow your routine and care instructions closely to help them feel secure and comfortable. I'll make sure they have fresh food and water, plenty of exercise or playtime, and lots of love and attention٩(ˊᗜˋ*)و ♡

Sitter Profile Image: Manasa Y.
Verified Enhanced Background Check
Manasa Y.
from
$15
per visit
10 years of experience
Frederick, MD, 21702

About: I’ve grown up surrounded by dogs and cats and currently have Berlioz, my 6-year-old tabby, and Chibi, my 6-month-old Husky. I love giving pets the time, attention, patience, and affection they deserve. As a nurse, being responsible and attentive comes naturally to me, and I’d love to give your furry family member the same loving care I give my own! 🐶🐱❤️ I'm currently working as a full-time nurse, but I only work 3 days a week which gives me plenty of time in the rest of the week to take care of your furry pets! We live in a single family home with an unfenced backyard but in a quiet neighborhood. There's plenty of lawn space and a 10x10 ft dog pen in our backyard.

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Pet parents share their Rover experiences - Woodland Way

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5.0 out of 5 stars

Leah came to take care of our critters while we were vendors at Boonsboro Days. She sent us plenty of photos and followed our instructions perfectly. We are so happy to have her help!

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Leigh S.
Drop-In Visits
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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?

  • 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.

Meet local sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer pet sitting
  2. 2. Meet In Person

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FAQs for Pet Sitting - Woodland Way

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 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 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 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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