Pet Sitting Woodwind Estates

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Woodwind Estates, 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: Cynthia H.
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Cynthia H.
from
$20
per visit
5.0 out of 5 stars
• 19 reviews
2 repeat clients
28 years of experience
Prince frederick, MD, 20678

About: I use to work for a boarding kennel when I was younger, but since my young teens I have been dog/cat/house sitting. I love animals I will be there new best friend. You will not regret if you choose me to watch your loved one, they will be well taken care of, well loved and spoiled! No request is to much, I have watched all different kinds of animals from dogs, cats, birds, hedgehogs, bunnies you name it I have probably watched them. I work at prince Frederick Safeway. I normally work 4-1pm, 5 days a week. My schedule does change from time to time due to what is going on but I will communicate my schedule prior to watching your babies. Some days are easier than others… Monday, Wednesday and Fridays I’m not normally available until 3pm. Tuesday and Thursdays I’m available anytime after 1pm. This could change just ask and we will work something out! I have a huge fenced in back yard! Lots of room to run and play! I will crate your animal if it is needed, just please bring your crate with you. If not crated during the day I keep all doors shut so they can’t get into anything they aren’t supposed to. I do also have indoor camera to keep an eye on them while I’m away at work. Due to apartment rules I am not allowed to have pit pulls at my apartment, I love the breed! I just have to make sure I am following my landlord rules, I would have to come to you!

Sitter Profile Image: Elizabeth G.
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Elizabeth G.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 55 reviews
13 repeat clients
30 years of experience
HUNTINGTOWN, MD, 20639

“Liz is the best ! She takes great care of my pup and even cleans up after her. She’s very flexible and understanding! I love working with Liz !”

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Lacey W.
Sitter Profile Image: Stephanie M.
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Stephanie M.
from
$17
per visit
5.0 out of 5 stars
• 54 reviews
19 repeat clients
10 years of experience
Huntingtown, MD, 20639

“Stephanie was wonderful - she gave our family cat her full loving attention on drop-in visits and was always responsive and dependable, caring and kind, plus very easy and positive to communicate with. Grateful to have found her.”

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Tracy B.
Sitter Profile Image: Samantha C.
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Samantha C.
from
$17
per visit
5.0 out of 5 stars
• 2 reviews
1 repeat client
10 years of experience
Prince Frederick, MD, 20678

About: I’ve been around animals my entire life, I currently have five cats of my own, so I’m very comfortable with different personalities, energy levels, and care needs. I also have an 8 month old husky, so I’m experienced with high energy dogs, routines, and the patience and consistency they need. Friends and family have always trusted me to care for their pets, whether that’s feeding, walks, playtime, or just making sure they feel safe and loved while their owners are away. I treat every animal like my own and pay close attention to their behavior, comfort, and routine. I’m comfortable with multi-pet households, and keeping things clean and organized. My goal is always to make your pet feel secure, happy, and cared for while giving you peace of mind. My schedule is very flexible right now, which allows me to give pets plenty of attention and consistency. I’m available most days for drop-ins, walks, and house sitting, including weekends. Because I have pets of my own, I’m already in a daily routine of feeding, cleaning, playtime, and walks, so adding your pet into that routine is something I genuinely enjoy. I’m able to accommodate morning, afternoon, and evening visits depending on your pet’s needs. Your pet’s safety and comfort are my top priorities. In your home, I will follow your pet’s routine as closely as possible to keep things consistent and low-stress. I pay close attention to behavior, appetite, and overall well-being, and I’ll always keep you updated with messages and photos. I’m very mindful of things like secure doors, leash safety, and making sure pets don’t have access to anything unsafe. With my own experience caring for multiple cats and a high-energy dog, I’m used to staying organized, clean, and attentive. Whether your pet is playful, shy, or needs a little extra patience, I create a calm, safe environment where they can feel comfortable while you’re away.

Sitter Profile Image: Beth C.
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Beth C.
Star Sitter
from
$24
per visit
5.0 out of 5 stars
• 29 reviews
8 repeat clients
12 years of experience
Chesapeake Beach, MD, 20732

“Beth was incredible with my senior pup Apollo! If I could give her 20 stars, I would. She took such good care of him. She sent updates everyday & truly went above & beyond. I can’t thank her enough.”

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Kara W.
Sitter Profile Image: Laura L.
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Laura L.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 21 reviews
8 repeat clients
10 years of experience
Chesapeake Beach, MD, 20732

“Laura was fantastic when I went out of town for the holidays. She was very communicative and took excellent care of our cat. I would highly recommend!”

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Chelse H.
Sitter Profile Image: James R.
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James R.
from
$15
per visit
6 years of experience
Huntingtown, MD, 20639

About: I have taken care of many different types of animals for 6 plus years for all my local friends and family with the utmost joy. I have a remote job which allows me to work from home so my schedule is very flexible to take care of animals whenever needed. I treat every animals like my own and will take care of them with the utmost care. I follow any guidelines the animal owner has for me to take care of each animal with care.

Sitter Profile Image: Gabby D.
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Gabby D.
from
$18
per visit
5.0 out of 5 stars
• 1 review
5 years of experience
Huntingtown, MD, 20639

About: I have 4 dogs of my own that range from all sizes and breeds. I also work as a kennel attendant at a local boarding facility and when not caring for my own dogs I enjoy helping others care for theirs in the comfort of their own home. While currently a part time student and part time employee some days are busy. Weekend availability will always vary but will be known in advance. During the summer weekday availability is more open due to being out of school. While caring for your dog in your home I am always ready to adapt to their environment and care for them as you would on any ordinary day and do what it takes to make them feel comfortable and loved.

Sitter Profile Image: Daniela H.
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Daniela H.
from
$25
per visit
5 years of experience
Prince Frederick, MD, 20678

About: I’ve been taking care of dogs and cats for friends and neighbors for the past 5 years. I absolutely love animals and treat every pet like they’re my own! 🐾❤️ Our family homeschools, so there’s almost always someone home. Your dog will be welcomed as part of our family, with plenty of attention, love, and companionship. They’ll rarely have to be home alone 😊 We have a Boston Terrier who is used to having other dogs around and does well sharing her space with them. I keep dogs on a leash when we go outside since we don’t have a fenced-in yard, and I take them out multiple times throughout the day for potty breaks and fresh air. When I need to leave the house, I crate the dogs for their safety and peace of mind. I want every pet staying with us to feel comfortable, cared for, and part of the family!

Sitter Profile Image: Aleah J.
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Aleah J.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
• 16 reviews
5 repeat clients
10 years of experience
Chesapeake Beach, MD, 20732

About: I’ve been caring for cats and dogs for about 10 years now, through my friends, family, neighbors and my own 2 puppies! I’m a college athlete who’s very active, so I’m happy to run/play and keep energetic dogs exercised while also making sure they feel loved, safe, and cared for! Pet care has always been a part of my daily routine, caring for my own two dogs! However, I’m a college student now, who lives an hour away from home, but I’m back for weekends and have plenty of free time to care for pets! I provide a safe, fun environment for pets. I have a fenced yard for running around outside, and two friendly dogs who would love to make friends! I closely supervise pets and will follow all instructions/special requests strictly from owners!

Sitter Profile Image: Vanessa S.
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Vanessa S.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
• 81 reviews
37 repeat clients
30 years of experience
Prince Frederick, MD, 20678

“Vanessa provided multiple drop-in visits for my dog. She was responsive all the time and kept me updated on how he was doing constantly. Definitely recommend!”

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Edward C.
Sitter Profile Image: Jeanine H.
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Jeanine H.
from
$22
per visit
1 repeat client
25 years of experience
Prince Frederick, MD, 20678

About: Hey there! I’ve been caring for animals for over 25 years…or really, my whole life! From dogs and cats to birds, hamsters, bearded dragons, and even fish, I’ve shared my life with animals of all kinds. I currently live with four cats who have taught me even more about patience, play, and intuitive communication. I’ve also helped friends with pet care, walked dogs of all sizes, and provided loving attention to pets while their humans were away. Animals tend to gravitate toward me, and I feel deeply connected to them. I believe in meeting each animal where they are, tuning into their energy, and ensuring they feel safe, seen, and nurtured. Whether it’s a playful walk, cozy check-in visit, or overnight care, I’m committed to showing up with love, attentiveness, and a calm, grounded presence. Your pet will be treated like one of my own! Pet care fits beautifully into my current schedule. I’m seeking flexible work that keeps me close to home so I can care for my four cats and continue pursuing my passion for baking. My days are open and adaptable, and I love spending time with animals. I’m currently available most days and times, and I genuinely enjoy being outside for walks or tending to pets’ unique needs. This work is a natural extension of my lifestyle. I treat all pets like family, tuning into their needs with care and calm energy. Whether in my home or yours, I create a peaceful, loving environment. I’m attentive to each pet’s unique personality, maintain clean spaces, and follow feeding or medication routines exactly. My four cats are well-loved and cared for, and I bring that same intention and presence to every animal I care for.

Sitter Profile Image: Carrie N.
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Carrie N.
from
$30
per visit
5.0 out of 5 stars
• 18 reviews
6 repeat clients
10 years of experience
St Leonard, MD, 20685

“Amazing dog sitter!! She is very kind and trustworthy. She also sent lots of photos of my dog, which I loved. I would definitely recommend her and will be rebooking with her!”

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Jordan C.
Sitter Profile Image: Valerie P.
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Valerie P.
from
$15
per visit
15 years of experience
Port Republic, MD, 20676

About: I have been pet sitting and caring for neighbor's pets since a teenager. They have always trusted me with their pets and know I will be cautious and attentive. I am currently a stay at home mom to a toddler and we are looking for extra income. I have lots of time to entertain your pets and take care of them. I have a nice neighborhood with lots of scenery for walking your pet. You're pets will love hanging around the house with me and playing all day!

Sitter Profile Image: Christina B.
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Christina B.
from
$17
per visit
5.0 out of 5 stars
• 13 reviews
6 years of experience
Owings, MD, 20736

“Christina took great care of our two cats while we were away. she was very kind and her communication was great. Definitely will be using her again!”

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Huston H.
Sitter Profile Image: Amanda D.
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Amanda D.
from
$30
per visit
5.0 out of 5 stars
• 7 reviews
2 repeat clients
30 years of experience
North Beach, MD, 20714

About: Promo Code for $40 off first time booking for Pet Owners that it is their first time using Rover- AMANDD61392 Friends and Family call me the animal whisperer. I have had a dog/dogs my whole life. I have taken care of dogs from brand new puppies, to babies that were at the end of their life. I'm currently not working full time away from home, so for any boardings that are on week days or weekends, you and your fur babies are good to go. I do have one small dog at home BUT, if you prefer your dogs to be alone while here, my dog is easily brought to his grandparents house:), which they are always happy about. I will update when my work schedule changes. I have a fenced yard (tall privacy wooden fence with sliding deadbolt), and can easily crate dogs if needed. Any animals would have free range of the house and the yard. Your babies are my babies while I am taking care of them.

Sitter Profile Image: Amanda P.
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Amanda P.
from
$14
per visit
5.0 out of 5 stars
• 4 reviews
1 repeat client
20 years of experience
Shady Side, MD, 20764

“Amanda was wonderful as always! Wilson loves her, and we do too”

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Paige R.
Sitter Profile Image: Brianna H.
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Brianna H.
from
$20
per visit
10 years of experience
Charlotte Hall, MD, 20622

About: Hello! My name is Brianna! I have a French bulldog named Stella who is my world! I am comfortable with dogs of all sizes and breeds! I also don’t mind helping out with other animals in your home! My personal dog takes daily medication so if that’s something your pet needs I’m used to that already! I'm currently working shift work with a pretty flexible schedule. My days off and hours always change. Please reach out and we can figure out how I can best take care of your pets. I understand that pets are family members. I will make sure that they are taken out at the agreed upon times. I can send you photos throughout their care. I want to take the stress away from you while you are away knowing that your pet is in great hands.

Sitter Profile Image: Michelle B.
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Michelle B.
from
$20
per visit
25 years of experience
Port Republic, MD, 20676

About: I am a lover of all animals and always have been. I had a dog growing up and currently have a spoiled dog named Snickers. I used to help a friend groom dogs also. I am currently between jobs so I am available and want to keep myself active during this down time. I have a dog of my own but I figured spending more time outdoors and with animals will be beneficial to my mental health. I walk my dog multiple times a day around our neighborhood. We often go to the beach where he loves to explore. Occasionally, we will go to the dog park. I have house-sat for other dogs in their homes, and when we aren't outside playing, I will cuddle on the couch and watch movies with the animals and give them lots of pets.

Sitter Profile Image: Jai B.
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Jai B.
from
$10
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
1 year of experience
Bowie, MD, 20716

“Jai was very sweet and kind, taking the time to get to know my Laidi. She's very attentive and good at troubleshooting any issue; I recommend her 10/10!”

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Jessica C.
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Pet parents share their Rover experiences - Woodwind Estates

1 / 1
5.0 out of 5 stars

Beyond happy with Lindsay. To say she went a ove and beyond is an understatement with my pups. 10 out of 10!

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Brian J.
Drop-In Visits
5.0 out of 5 stars

Liz is the best ! She takes great care of my pup and even cleans up after her. She’s very flexible and understanding! I love working with Liz !

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

Stephanie has been such a wonderful sitter for our cats. She has relieved a lot of their anxiety which they experience with new people in the house. We never have had to worry about them when we’re gone and Stephanie is watching them. Highly recommended!

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Carol N.
Drop-In Visits
5.0 out of 5 stars

Beth was amazing - she took excellent care of our 2 cats and now we have found our cat sitter when traveling❤️

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Gaynor F.
Drop-In Visits
5.0 out of 5 stars

Karlie did an excellent job of taking care of our fur-baby. We will definitely be using her services again. Kakes really liked her and how attentive she was with her. She took care of her like she was her very own. Great job all the way!!!

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Sarah P.
Drop-In Visits
5.0 out of 5 stars

Kelly did a great job looking after our 2 cats. Her daily updates really eased our worries leaving our cats for a long vacation. We will definitely use her the next time we need a cat sitter.

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Kellie B.
Drop-In Visits
5.0 out of 5 stars

Samantha was fantastic with my dog. She went above and beyond. She let me know when she arrived, sent photos and videos, topped off his water, and as she left gave an update on her visit with Moose. Would 100% book her again!!!!!

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Gabbie E.
Drop-In Visits
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How to book pet sitting

  1. 1. Search

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FAQs for Pet Sitting - Woodwind Estates

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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