Personalized care for your dog or cat - Winchester Village

Highly-rated overnight sitters - Winchester Village

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

1 / 1
Sitter Profile Image: Karen D.
Verified Enhanced Background Check
Karen D.
from
$38
per night
4.9 out of 5 stars
175 reviews
81 repeat clients
30 years of experience
North East, MD, 21901

Karen and her husband were the absolute best this was my first time boarding my dogs with anyone . But when I first met them on day 1 I was very comfortable that they were in the best of hands . She updated us and sent pics of the dogs I’m so happy with her care for the dogs for 4 days !!! Kudos to Karen and her husband.

Profile image
Lakisha T.
Sitter Profile Image: Jacob & Megan W.
Verified Enhanced Background Check
Jacob & Megan W.
from
$42
per night
5.0 out of 5 stars
84 reviews
50 repeat clients
10 years of experience
Bel Air, MD, 21015

Megan and Jacob were wonderful hosts for our rambunctious large lab pup!! He was well taken care of and played so well with their cute lab mix! They were very kind and welcoming and calm!! We will be using them again and referring our friends too. This was a trial overnight for longer stays in the future. I loved that they suggested this. Highly recommend!

Profile image
Kitty Y.
Sitter Profile Image: Kayla A.
Verified Enhanced Background Check
Kayla A.
from
$35
per night
5.0 out of 5 stars
3 reviews
10 years of experience
Elkton, MD, 21921

Kayla was great and was able to accommodate me and my dog on very short notice. She’s incredibly caring and was great with updating me during my boarding time. Will definitely use her services again.

Profile image
Lance F.
Sitter Profile Image: Thomas H.
Verified Enhanced Background Check
Thomas H.
Star Sitter
from
$35
per night
5.0 out of 5 stars
19 reviews
8 repeat clients
30 years of experience
Aberdeen, MD, 21001

Thomas and his sons took great care of Tucker while I was away. He responded quickly every time I reached out and Tucker seemed right at home when I picked him up at the end of his stay!

Profile image
Irene M.
Sitter Profile Image: Barbra F.
Verified Enhanced Background Check
Barbra F.
Star Sitter
from
$55
per night
5.0 out of 5 stars
67 reviews
25 repeat clients
20 years of experience
Middletown, DE, 19709

Where do I start!? This was our first time going away and having to leave our Megan! She’s an elder fur baby and we couldn’t think of anyone who would properly take care of her. We turned to rover and it may sound strange but when I saw Barbra picture I knew she would be perfect! She sent pictures, and updates constantly! Our Megan looked so happy and taken care of! I am so pleased with her service and I will definitely be using Barbra in the future! Thanks a MILLION Barbra we appreciate you more than you know!

Profile image
Lorena B.
Sitter Profile Image: Alexandra R.
Verified Background Check
Alexandra R.
Star Sitter
from
$40
per night
5.0 out of 5 stars
50 reviews
20 repeat clients
15 years of experience
North East, MD, 21901

We are very happy to leave our dog Peaches with Alexandra. She and her family did a great job caring for our dog. We can go about with our travel plans knowing that Peaches is in a loving home environment. I would gladly recommend her for any pet owners looking for a pet sitter. Thank you Alexandra and family for your help with Peaches!

Profile image
Sravani V.
Sitter Profile Image: Pamela C.
Verified Enhanced Background Check
Pamela C.
from
$45
per night
5.0 out of 5 stars
40 reviews
11 repeat clients
11 years of experience
Bel Air, MD, 21015

Pamela was awesome. We had a meet and greet and our Nikki found a friend in Leo. Pamela sent images and updates through out the stay. I was so comfortable knowing Nikki was in good hands and having fun. We will definitely call on Pamela again.

Profile image
Suzanne P.
Sitter Profile Image: Justin & Stephanie W.
Verified Background Check
Justin & Stephanie W.
from
$50
per night
5.0 out of 5 stars
185 reviews
66 repeat clients
15 years of experience
Elkton, MD, 21921

Our trip was a bit last-minute and still up-in-the-air, but Justin and Stephanie were very flexible with us! They welcomed our dogs into their home and treated them like their own. They sent updates and pictures daily (actually, multiple times a day!), and they made sure our dogs had a good stay. Our dogs came home happy and themselves, unlike our one and only experience with a kennel that left one of our dogs traumatized for weeks. The whole process was smooth and easy, and we will definitely be using them again when we go out of town!

Profile image
Misty T.
Sitter Profile Image: Nicole & Michael M.
Verified Enhanced Background Check
Nicole & Michael M.
from
$45
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
20 years of experience
Rising Sun, MD, 21911

We were very happy with the care our dog received while we were on vacation. We got numerous pictures, and our dog seemed to be on vacation too! Thank you for taking good care of Kona!

Profile image
Angela H.
Sitter Profile Image: Pearl J.
Verified Background Check
Pearl J.
Star Sitter
from
$50
per night
4.9 out of 5 stars
131 reviews
47 repeat clients
30 years of experience
Havre De Grace, MD, 21078

Pearl and Lanny took great care of our dog for us while we were away. They treated him like he was one of their own, which put our minds totally at ease. Pearl was very attentive to every tidbit of information that we shared with her about our dog's routine, preferences, and quirks, showing how very conscientious she is when she accepts someone else's pet in her care. She graciously arranged for a meet-and-greet before our first booking to confirm that things would work out well, which they did. We received notes from Pearl while we were away, giving us even greater assurance that all was well. Based on an exceptional initial experience, we will be repeat customers. We are very grateful to have some who will care just as well for our four-legged family member as we would during those times when we need or prefer to leave him temporarily. Thank you, Pearl (and Lanny), for being there for us!

Profile image
Michael A.
Sitter Profile Image: Megan & Vincent E.
Verified Enhanced Background Check
Megan & Vincent E.
Star Sitter
from
$52
per night
5.0 out of 5 stars
66 reviews
22 repeat clients
15 years of experience
Pylesville, MD, 21132

Megan and Vincent were amazing with our girls! We got plenty of photo and video updates throughout the entire time we were gone and were always super quick to respond. This was the first time leaving all three of them for longer than just a few days and with someone who wasn’t a family member and I couldn’t have felt more comfortable than I did with Megan and Vincent.

Profile image
Jena L.
Sitter Profile Image: Candice M.
Verified Background Check
Candice M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
132 reviews
59 repeat clients
10 years of experience
South St. Georges, DE, 19709

Candice was an amazing sitter. My puppy was cared for as if he was her own. I received updates without having to request updates and my puppy was returned happy and healthy. I highly recommend her to care for your fur baby.

Profile image
Aliyah M.
Sitter Profile Image: Geosselyn D.
Verified Enhanced Background Check
Geosselyn D.
Star Sitter
from
$38
per night
5.0 out of 5 stars
15 reviews
4 repeat clients
11 years of experience
Elkton, MD, 21901

Geosselyn is friendly and very kind. She gave me frequent updates with photos/video to let me know how my dog was adjusting at her home. My small Maltese truly received excellent, personalized care. I highly recommend Geosselyn and will place my dog in her care again!

Profile image
Samuel T.
Sitter Profile Image: Jenn S.
Verified Enhanced Background Check
Jenn S.
Star Sitter
from
$55
per night
5.0 out of 5 stars
101 reviews
39 repeat clients
20 years of experience
Bel air, MD, 21015

Louie came home happy and tired from playing with other dogs. Jenn communicated every day to let me know how he was doing. I would not hesitate to bring him back.

Profile image
Nancy S.
Sitter Profile Image: Michael P.
Verified Enhanced Background Check
Michael P.
from
$45
per night
1 repeat client
10 years of experience
Perryville, MD, 21903

About: With years of hands-on experience caring for dogs, cats, and everything in between, I treat every pet like family. Whether it’s a high-energy pup who needs long walks or a shy senior cat who just wants a cozy lap, I tailor my care to each animal’s unique personality and needs. I’ve worked with pets of all ages, sizes, and temperaments—including those with special medical or behavioral needs. From daily walks and playtime to overnight stays and medication administration, I provide dependable, compassionate care that gives pet parents peace of mind. Your pet’s safety, comfort, and happiness are always my top priorities. I’m here to make tails wag and whiskers twitch—while keeping you updated with plenty of photos and messages along the way! I'm currently working part time so I have plenty of time to play with you pet. I am available after 2pm throughout the week and my weekends are open. My space is designed with your pet’s comfort and safety in mind. With space to roam, nap, and play, your furry friend will feel right at home from the moment they arrive. I offer a clean, secure, and peaceful environment—free from hazards and full of love. Whether it’s a quiet corner for a cat to curl up or a fenced yard for dogs to stretch their legs, I’ve created a space that caters to all personalities and energy levels. Pets enjoy supervised playtime, cozy sleeping areas, and a calm atmosphere that helps ease separation anxiety. I maintain a consistent routine, provide fresh water and clean bedding daily, and ensure every guest receives personalized attention. Plus, I’m always happy to send photo updates so you can see just how relaxed and happy your pet is during their stay.

Sitter Profile Image: Gisel D.
Verified Enhanced Background Check
Gisel D.
Star Sitter
from
$60
per night
5.0 out of 5 stars
47 reviews
21 repeat clients
7 years of experience
Edgewood, MD, 21040

Gisel and her family took great care of my girl Kola. Kola had a case of severely itchy paws pop up the day before we were set to leave town. I was able to get some meds from the vet before we left. I let Gisel know what was going on with Kola, as she was licking and chewing her paws and they were very red. I kept socks on her paws and gave her Benadryl in between the meds from the vet. Gisel also kept this up for the four days Kola stayed with her family. I was so thankful and appreciative of the extra care Gisel and her family gave Kola. Kola’s itchy paws popped up so last minute and Gisel assured me she would take great care of her and she did just that! I would definitely use Gisel again for Kola!

Profile image
Keya E.
Sitter Profile Image: Sandra T.
Verified Enhanced Background Check
Sandra T.
Star Sitter
from
$32
per night
5.0 out of 5 stars
19 reviews
3 repeat clients
25 years of experience
Newark, DE, 19713

Sandra is an excellent sitter! Our dog Chico was very happy to be with her! Definitely we will go back to her as needed and certainly highly recommend Sandra as a pet sitter!

Profile image
Ruth S.
Sitter Profile Image: Tabby A.
Verified Enhanced Background Check
Tabby A.
from
$45
per night
4.9 out of 5 stars
43 reviews
23 repeat clients
7 years of experience
Elkton, MD, 21921

Tabby was great! My dog seemed very happy there and she even sent pictures of him enjoying the yard. I would definitely leave Nero with Tabby again.

Profile image
Marajke H.
Sitter Profile Image: Jill & Chad H.
Verified Enhanced Background Check
Jill & Chad H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
93 reviews
20 repeat clients
2 years of experience
Abingdon, MD, 21009

When I was searching for an sitter for my labradoodle I didn’t expect to find such an great family to care for my dog , Jill and Chad are the best they kept me updated on how Tucker was doing , with pictures and video the entire family is great 😊

Profile image
Tina W.
Sitter Profile Image: Kara C.
Verified Enhanced Background Check
Kara C.
from
$50
per night
16 years of experience
Elkton, MD, 21921

About: I have taken care of dogs, my whole life whether they were my own or somebody else’s I absolutely love animals your animal will always be safe in my care and have the best time. I’m currently a stay at home mom so if I leave the house, I only leave to go to the grocery store or to grab the little one something to eat if they want it I have a huge backyard my house backs up against the woods. We are not close to the road at all. You’re dog would never be let outside alone my kids would run around in the backyard with them 💕

1 / 1
View more

Over 4.1 million
dogs curled up for a sleepover in a sitter's home on Rover1

Cat caregivers near you - Winchester Village

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: Leora P.
Verified Enhanced Background Check
Leora P.
from
$17
per visit
12 years of experience
Rising Sun, MD, 21911

About: I have been surrounded by dogs my whole life, and I got my first dog at 16. My dog is a mastiff mix, who was unfortunately a covid puppy, leaving her with little socialisation, causing her to be reactive around other animals. We have both been learning from each other everyday and I have been working with and training her since she was a puppy. Throughout the years she has gotten much more confident in herself; even having dog friends now and a younger puppy sister. I have also worked with senior dogs, adminstering medication as needed and helping assist with activities. I have worked with other animals as well, of all different sizes, so I am confident in my ability to read body language and take care of the dogs as needed I am a full-time college student, who is working part-time, and with a chaotic schedule, finding a job for a business is difficult due to my availibilty. I have several animals of my own, making spending time and taking care of them the highlight of my day. I love and treat animals just as the family they are, so when working with others animals, it feels like more of a reward than a job, which I feel is crucial when being a full-time college student and trying to make a living. All of my animals are family and are treated as such, so when taking care of others dogs, I treat them with the same mindset; providing care, love, fun and respect.

Sitter Profile Image: Erica M.
Verified Enhanced Background Check
Erica M.
from
$30
per visit
5.0 out of 5 stars
42 reviews
8 repeat clients
20 years of experience
Havre de Grace, MD, 21078

Erica is amazing!! So thoughtful, thorough, and great with pets. I couldn’t have asked for a better sitter for my cat.

Profile image
Caitlyn B.
Sitter Profile Image: Mason W.
Verified Enhanced Background Check
Mason W.
from
$18
per visit
5.0 out of 5 stars
17 reviews
9 repeat clients
6 years of experience
Port Deposit, MD, 21904

Mason was a phenomenal pet sitter. She was able to fulfill my need for a pet sitter during a holiday weekend, given less than 2 weeks notice. Mason gave prompt reports on my cat and even fed my aquarium fish and watered my indoor plants. She was patient with my feisty indoor cat, responding mindfully to my cat’s communication cues demanding space. I highly recommend Mason! 5/5 stars

Profile image
Andrew J.
Sitter Profile Image: Evelyn G.
Verified Enhanced Background Check
Evelyn G.
from
$14
per visit
5.0 out of 5 stars
2 reviews
25 years of experience
Port Deposit, MD, 21904

Evelyn was very nice and patient with my very anxious cat. She kept me updated during the entire stay including pictures and videos. Would definitely book again!

Profile image
Savanna A.
Sitter Profile Image: Brittany G.
Verified Enhanced Background Check
Brittany G.
from
$17
per visit
5.0 out of 5 stars
1 review
7 years of experience
North East, MD, 21901

About: I have taken care of dogs along with cats for the past 7 years. I am so excited to meet your cat and haven’t meet a cat that didn’t like me yet!

Sitter Profile Image: Colleen Alisa B.
Verified Enhanced Background Check
Colleen Alisa B.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
61 reviews
18 repeat clients
20 years of experience
Darlington, MD, 21034

Colleen is the best. We have used her numerous times and she always gives our kitty Max lots of love and attention, will definitely use her again.

Profile image
Karen M.
Sitter Profile Image: Eileen R.
Verified Enhanced Background Check
Eileen R.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
24 reviews
9 repeat clients
20 years of experience
Rising Sun, MD, 21911

Eileen was a blessing. She let me know every day how Callie was doing and took time to interact with her!!! I would absolutely book Eileen again and highly recommend her. Thank you, Eileen, so very much!!!

Profile image
Deborah R.
Sitter Profile Image: Sarah F.
Verified Enhanced Background Check
Sarah F.
Star Sitter
from
$36
per visit
5.0 out of 5 stars
13 reviews
6 repeat clients
6 years of experience
Port Deposit, MD, 21904

Friendly with good communication

Profile image
Michael D.
Sitter Profile Image: Rebecca L.
Verified Background Check
Rebecca L.
from
$18
per visit
5.0 out of 5 stars
25 reviews
10 repeat clients
25 years of experience
North East, MD, 21901

Rebecca was wonderful and took excellent care of Callie! I will definitely be using her again. She communicated well with me and was great with Callie!

Profile image
Deborah R.
Sitter Profile Image: Marian C.
Verified Enhanced Background Check
Marian C.
from
$20
per visit
5.0 out of 5 stars
109 reviews
27 repeat clients
6 years of experience
Oxford, PA, 19363

Marian is a repeat sitter for my cat. She is very kind, reliable, thorough with care, my cat loves her, good communicator, and I always come home to a happy, well taken care of cat! Thank you, Marian!!

Profile image
Megan H.
Sitter Profile Image: Faith G.
Verified Enhanced Background Check
Faith G.
Star Sitter
from
$10
per visit
5.0 out of 5 stars
6 reviews
4 repeat clients
3 years of experience
Oxford, PA, 19363

Faith was an exceptional dog sitter who exceeded all expectations. She was punctual every day, ensuring that our pups received consistent care and attention. Faith dedicated 30 minutes each day to sit with the dogs while they did their business, showing her commitment to their well-being. Additionally, she captured lots of great pictures of the pups, which was a delightful bonus for us. Her reliability and thoughtful care made a significant difference, and we highly recommend her services to anyone in need of a trustworthy and attentive dog sitter.

Profile image
Kurt S.
Sitter Profile Image: Erin K.
Verified Enhanced Background Check
Erin K.
from
$18
per visit
5.0 out of 5 stars
2 reviews
32 years of experience
North east, MD, 21901

Erin was great! I’m so grateful she could come let my dogs out last minute! Will book again!

Profile image
Tate W.
Sitter Profile Image: Aria F.
Verified Enhanced Background Check
Aria F.
from
$25
per visit
5.0 out of 5 stars
35 reviews
14 repeat clients
15 years of experience
Darlington, MD, 21034

Aria is absolutely wonderful! I could see she was connecting with my cats every visit. Everything was is great order when I got home including food well taken care of and the litter box tidy! I will most certainly ask to use Aria again!!

Profile image
Karla J.
Sitter Profile Image: Lacey S.
Verified Enhanced Background Check
Lacey S.
from
$27
per visit
4.9 out of 5 stars
12 reviews
7 repeat clients
10 years of experience
North East, MD, 21901

Lacey met my expectations. I would recommend her to anyone.

Profile image
Janet W.
Sitter Profile Image: Dylan B.
Verified Enhanced Background Check
Dylan B.
from
$16
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
12 years of experience
Rising Sun, MD, 21911

Dylan did a fantastic job with our menagerie while we were gone for just over a week. Dylan had to deal with one dog and three cats (though two cats decided to play invisible for the duration - they are very skittish). I believe Dylan went over and above what we asked for and we would certainly have no hesitation in recommending Dylan to any prospective clients. Dylan is obviously a true animal lover. We will definitely be requesting Dylan look after our pets in the future should we require this type of service again. Dylan provided regular updates with photos and it was obvious from the huge grin on our little dogs face (she's a smiler) that she was loving every minute of the attention. One of the cats even showed face to get in on the action. A heartfelt thanks goes out to Dylan for the service he provided.

Profile image
Alan H.
Sitter Profile Image: Emily H.
Verified Enhanced Background Check
Emily H.
from
$13
per visit
4.9 out of 5 stars
16 reviews
4 repeat clients
5 years of experience
Havre De Grace, MD, 21078

Emily is the greatest! Our little Trio (cat) seemed to have a wonderful time with her. Emily found creative ways to keep Trio entertained while we were gone, and also kept the house neat and tidy. We hope she will be available to watch Trio in the future!

Profile image
Leigh L.
Sitter Profile Image: Christine S.
Verified Enhanced Background Check
Christine S.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
29 reviews
16 repeat clients
10 years of experience
Elkton, MD, 21921

Christine took wonderful care of my 3 cats and she kept me informed about their daily activities. These were drop-in visits to my home for 16 days while I was on vacation. Would definitely use her again.

Profile image
Cindy A.
Sitter Profile Image: kylee c.
Verified Enhanced Background Check
kylee c.
from
$23
per visit
10 years of experience
Rising Sun, MD, 21911

About: What sets me apart is the genuine bond I build with each animal. I don’t just “watch” pets—I spend quality time with them so they feel safe and loved. I’m comfortable with high-energy puppies who need structure and play, as well as older pets who need slower, attentive care. I follow routines exactly and make sure your pet feels at home, even when you’re not. i’m available whenever you need me! i’m a part time server at a restaurant, so we can come up with a schedule that works for us both! and of course your pet. i will follow all instructions left to me! i will put your pets needs first, and make sure they are happy and content at all times!

Sitter Profile Image: Jessa L.
Verified Enhanced Background Check
Jessa L.
from
$23
per visit
4.7 out of 5 stars
12 reviews
3 repeat clients
15 years of experience
Nottingham, PA, 19362

Jessa was so patient with my dogs - as they required a lot of attention!! She was very responsive and I didn't have to worry about my pups while she was there! Highly recommend!

Profile image
Kelly F.
Sitter Profile Image: Savannah H.
Verified Enhanced Background Check
Savannah H.
from
$14
per visit
2 years of experience
Colora, MD, 21917

About: I’ve been around cats my whole life, so loving them just comes naturally to me. I adore their funny little personalities, the way each one is so different, and even their sassy moments. Spending time with cats honestly feels comforting and fun to me, and I always enjoy making them feel safe, relaxed, and cared for.

1 / 1
View more

Why choose a sitter on Rover

  • Background-checked house sitters

    Every sitter profile has been reviewed and approved by Rover before joining our community.

  • A perfect match for every pet

    Read sitter profiles to find 5-star reviews and specialists who understand your pet's unique personality.

  • Connection before booking

    Schedule a free in-person meeting to ensure a perfect fit before you ever book.

Perfect for high energy dogs - Winchester Village

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

1 / 1
Sitter Profile Image: Karen D.
Verified Enhanced Background Check
Karen D.
from
$27
per day
4.9 out of 5 stars
175 reviews
81 repeat clients
30 years of experience
North East, MD, 21901

My pups change home happy and tired! Karen did an amazing job caring for them. She was very responsive and friendly! They will be going back soon!

Profile image
Valerie J.
Sitter Profile Image: Angela O.
Verified Background Check
Angela O.
from
$38
per day
5.0 out of 5 stars
113 reviews
36 repeat clients
25 years of experience
havre de grace, MD, 21078

I received updates throughout the day which I greatly appreciated. I was concerned about leaving bandit because she had a large dog bear and it was working when we pulled up to her house, but she assured me that he would be fine and he was she sent me pictures throughout the day with updates on how he was doing she showed me pictures of bandit with her children, and I like that. She also showed me pictures with bandit and a little Yorkie. I would definitely recommend her and would use her in the future. I ask if she was available on Monday because I also need a sitter for Monday, but she said she had too many dogs already booked

Profile image
bonnie A.
Sitter Profile Image: Susan S.
Verified Enhanced Background Check
Susan S.
Star Sitter
from
$25
per day
5.0 out of 5 stars
33 reviews
8 repeat clients
30 years of experience
Havre de Grace, MD, 21078

Susan is wonderful, so kind and caring, and I can tell that Finlay loves being at her house. He goes into her home with his tail wagging and always comes home happy and tired. It’s a relief knowing he’s in a warm, loving home while I’m away. Highly recommend Susan.

Profile image
Teal C.
Sitter Profile Image: Mel N.
Verified Background Check
Mel N.
from
$30
per day
1 repeat client
28 years of experience
Aberdeen, MD, 21001

About: ***drop off and pick up times are between 9 am -2:30 pm or between 5 pm and 10 pm***** as I have zoom meetings in mornings and afternoons ; Rover will not let me put in specific times I do apologize****I have two fur babies of my own! They are spoiled rotten. Their names are Rainy and Stormy . I am well trained in giving oral medications as I had a fur baby that had congestive heart failure for 4 years whom also was a senior dog when he passed at 18 years old. I have taken care of other people’s dogs and cats. Where they are treated like my babies while here as well and get spoiled and lots of attention. I work from home and care for my grandmother so I will home with them at all times. I can administrate pills/medicine if needed. I am able to take the dogs out whenever it is needed. My babies are always by my side like shadows. I have a fenced in yard.My dogs love to play with friends dogs. The more the merrier!

Sitter Profile Image: Geosselyn D.
Verified Enhanced Background Check
Geosselyn D.
Star Sitter
from
$30
per day
5.0 out of 5 stars
15 reviews
4 repeat clients
11 years of experience
Elkton, MD, 21901

We were very impressed with Geosselyn’s care of our dog! Her large fenced in backyard was perfect! Our dog seemed very comfortable with her! We highly recommend Geosselyn!

Profile image
Kathleen O.
Sitter Profile Image: Jacob & Megan W.
Verified Enhanced Background Check
Jacob & Megan W.
from
$35
per day
5.0 out of 5 stars
84 reviews
50 repeat clients
10 years of experience
Bel Air, MD, 21015

Megan & Jake took such good care of Willa while we were visiting for a funeral. I didn’t have to worry at all about her and she had Dunkin to play with! Will definitely contact them again in the future for care 👍🏻

Profile image
Lauren C.
Sitter Profile Image: Aria F.
Verified Enhanced Background Check
Aria F.
from
$40
per day
5.0 out of 5 stars
35 reviews
14 repeat clients
10 years of experience
Darlington, MD, 21034

About: My family has always had pets and I developed a huge love for them very early on! I have always had a huge passion for them and now have been fortunate enough to turn my love for animals into what I get to do for a career! I am able to care for all sorts of pets, young, old, high energy, low energy! I can administer medication and give your pet a vacation while you’re away! Prices are negotiable so please feel free to reach out! I am a full time pet care provider so my schedule is very open to be able to come hang out and love on your fur babies!! I have a big yard and live an active life, so I’m able to give your fur baby the attention they need whether that be running around or laying on the couch! I want your pets to feel comfortable and loved while you’re away so I do everything I can for them to have a great time while they’re with me! I am also privately insured in case of any accident!

Sitter Profile Image: Kara C.
Verified Enhanced Background Check
Kara C.
from
$29
per day
16 years of experience
Elkton, MD, 21921

About: I have taken care of dogs, my whole life whether they were my own or somebody else’s I absolutely love animals your animal will always be safe in my care and have the best time. I’m currently a stay at home mom so if I leave the house, I only leave to go to the grocery store or to grab the little one something to eat if they want it I have a huge backyard my house backs up against the woods. We are not close to the road at all. You’re dog would never be let outside alone my kids would run around in the backyard with them 💕

Sitter Profile Image: kylee c.
Verified Enhanced Background Check
kylee c.
from
$50
per day
10 years of experience
Rising Sun, MD, 21911

About: What sets me apart is the genuine bond I build with each animal. I don’t just “watch” pets—I spend quality time with them so they feel safe and loved. I’m comfortable with high-energy puppies who need structure and play, as well as older pets who need slower, attentive care. I follow routines exactly and make sure your pet feels at home, even when you’re not. i’m available whenever you need me! i’m a part time server at a restaurant, so we can come up with a schedule that works for us both! and of course your pet. i will follow all instructions left to me! i will put your pets needs first, and make sure they are happy and content at all times!

Sitter Profile Image: Pearl J.
Verified Background Check
Pearl J.
Star Sitter
from
$30
per day
4.9 out of 5 stars
131 reviews
47 repeat clients
30 years of experience
Havre De Grace, MD, 21078

Pearl took great care of Angus at a last minute request and sent me pictures with updates throughout the day! I would definitely rebook with her.

Profile image
Lauren P.
Sitter Profile Image: Kayla A.
Verified Enhanced Background Check
Kayla A.
from
$29
per day
5.0 out of 5 stars
3 reviews
10 years of experience
Elkton, MD, 21921

About: I don’t just watch dogs I treat every dog like family. 🐾❤️ I take the time to understand each dog’s personality, routine, energy level, and individual needs so they feel safe, comfortable, and loved while they’re in my care. From playtime and cuddles to walks, attention, and plenty of positive interaction, I make sure every dog gets more than just supervision they get a fun, personalized experience they’ll look forward to every time. Because your dog deserves more than a place to stay they deserve a second home. I am a stay at home mom my attention is on kids and animals I only go out if I have to and it’s never a long time I have a fenced in yard and 2 friendly dogs (small dogs ) to keep your fur baby company. They will be loved and protected by me and my family❤️

Sitter Profile Image: Sharon M.
Verified Enhanced Background Check
Sharon M.
Star Sitter
from
$42
per day
4.9 out of 5 stars
98 reviews
47 repeat clients
40 years of experience
Elkton, MD, 21921

Sharon was very good and patient with my baby pup. She took him when so many others wouldn't. Thank you Sharon for caring for my Koda. I highly recommend her.

Profile image
Cheryl A.
Sitter Profile Image: Donna C.
Verified Background Check
Donna C.
from
$40
per day
5.0 out of 5 stars
21 reviews
5 repeat clients
50 years of experience
Elkton, MD, 21921

This was our first time using Rover and Donna made it seamless and easy going! Our pup has a ton of energy and she loved him like her own. Her fenced in yard was exactly what he needed. I would definitely recommend Donna for your next dog sitter!

Profile image
Kristen C.
Sitter Profile Image: Ann Z.
Verified Background Check
Ann Z.
from
$60
per day
5.0 out of 5 stars
27 reviews
12 repeat clients
50 years of experience
Aberdeen Proving Ground, MD, 21050

Ann was very sweet and patient to my little rescue pup who has trust issues with new people. Within a short time, he was very comfortable and happy staying with her. She took great care of him!

Profile image
Sarah M.
Sitter Profile Image: Kee L.
Verified Enhanced Background Check
Kee L.
from
$40
per day
5.0 out of 5 stars
2 reviews
15 years of experience
North East, MD, 21921

About: I've taken care of dogs of every kind since my high school days. I love caring for and building relationships with dogs because they are truly like your best friend when they get to know and love you. Currently I work from home and for the most part make my own schedule every day. I am looking to build loving relationships with every pet that I care for so every owner can confidently put their trust in me to bring their furry friends back to me anytime they need me to take care of them. Me and my husband love dogs! We have a doggy park inside of our residence as well as a lovely community of people who walk their dogs everyday I’m sure your pet will meet some friends as we go out for walks and play at the park. Please let me know if you have any special food or any other request that you need me to accommodate to ensure that your furry baby is okay so I can be prepared as much as I can to welcome them into our home. I make my own schedule every day so i am pretty much free Monday through Sunday each week. I will make sure I update the time slots that are booked as clients start scheduling their appointments. All small and medium-sized dogs will be more than welcomed to roam freely around my living room kitchen area and are allowed to sit and lay on the couches as well. The floors are hardwood so even if they have an accident of pooping or peeing on the floor it will be alot easier for me to clean up on the hard floors than the carpeted areas. They will be allowed to come into my bedroom or any other room as long as I am in the room supervising them. I will take them outside to potty every 2 hours timed from the time they arrive until their scheduled time of leaving. You can feel free to bring their favorite toys they love to play with but I will also be purchasing brand new toys that I'm sure your dogs/cats will love to play with.

Sitter Profile Image: Megan & Vincent E.
Verified Enhanced Background Check
Megan & Vincent E.
Star Sitter
from
$30
per day
5.0 out of 5 stars
66 reviews
22 repeat clients
15 years of experience
Pylesville, MD, 21132

Jackson's first day with Megan & Vincent was full of sunshine, friends, & fun! Thank you for all the photos & updates throughout his stay. He came home happy & would like to come back to play again! :)

Profile image
pamela h.
Sitter Profile Image: Justin & Stephanie W.
Verified Background Check
Justin & Stephanie W.
from
$40
per day
5.0 out of 5 stars
185 reviews
66 repeat clients
15 years of experience
Elkton, MD, 21921

Wonderful experience boarding with Justin and Stephanie! Such an easy process, and my dog was well taken care of. They are also very accommodating as I had a family situation to tend to. Grateful for their service :) would recommend!

Profile image
Nikki C.
Sitter Profile Image: Rachel B.
Verified Background Check
Rachel B.
from
$50
per day
5.0 out of 5 stars
51 reviews
24 repeat clients
10 years of experience
Aberdeen, MD, 21001

First time allowing my puppy anywhere without me. Rachel updated me with photos of him enjoying himself and when I picked him up he was beat from such a fun fulfilled day! I will use Rachel and her services again!

Profile image
Tee S.
Sitter Profile Image: Emma S.
Verified Enhanced Background Check
Emma S.
from
$34
per day
4.9 out of 5 stars
34 reviews
10 repeat clients
12 years of experience
Bel Air, MD, 21015

Emma was so sweet with Puddin' - just the kind of energy that makes my nervous standard comfortable. She was also very flexible with me as I needed to drop off Puddin' way later than originally planned.

Profile image
Christina M.
Sitter Profile Image: Yvonne & Joseph K.
Verified Background Check
Yvonne & Joseph K.
Star Sitter
from
$60
per day
5.0 out of 5 stars
196 reviews
49 repeat clients
50 years of experience
Newark, DE, 19702

Yvonne and Joseph took wonderful care of Louie. He can be a handful, with all his energy, but thy were patient and kind with him. Thanks again!

Profile image
Jenny W.
1 / 1
View more

More than 1.6 million
pets enjoyed cuddles and care from sitters on Rover1

Adventure-ready dog walkers - Winchester Village

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

1 / 1
Sitter Profile Image: Leora P.
Verified Enhanced Background Check
Leora P.
from
$25
per walk
12 years of experience
Rising Sun, MD, 21911

About: I have been surrounded by dogs my whole life, and I got my first dog at 16. My dog is a mastiff mix, who was unfortunately a covid puppy, leaving her with little socialisation, causing her to be reactive around other animals. We have both been learning from each other everyday and I have been working with and training her since she was a puppy. Throughout the years she has gotten much more confident in herself; even having dog friends now and a younger puppy sister. I have also worked with senior dogs, adminstering medication as needed and helping assist with activities. I have worked with other animals as well, of all different sizes, so I am confident in my ability to read body language and take care of the dogs as needed I am a full-time college student, who is working part-time, and with a chaotic schedule, finding a job for a business is difficult due to my availibilty. I have several animals of my own, making spending time and taking care of them the highlight of my day. I love and treat animals just as the family they are, so when working with others animals, it feels like more of a reward than a job, which I feel is crucial when being a full-time college student and trying to make a living. All of my animals are family and are treated as such, so when taking care of others dogs, I treat them with the same mindset; providing care, love, fun and respect.

Sitter Profile Image: Mason W.
Verified Enhanced Background Check
Mason W.
from
$19
per walk
5.0 out of 5 stars
17 reviews
9 repeat clients
12 years of experience
Port Deposit, MD, 21904

About: I’ve taken care of many different animals. Cats, dogs, lizards: you name it! I’m experienced with big dogs who have lots of personality, as well as cats who can be skiddish and shy. I also have a cat and dog of my own, and have experience with administering medication for all your pet’s needs! I’m available for you and your pet when you need me. My schedule is very flexible, and we can always talk about what times work best for you and your pet’s needs. I am well-versed in the animal language. Having many pets of my own and other experiences with animals, I can understand exactly what your pet needs. I am a fun loving person that has lots of love and comfort for your animal!

Sitter Profile Image: Eileen R.
Verified Enhanced Background Check
Eileen R.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
24 reviews
9 repeat clients
20 years of experience
Rising Sun, MD, 21911

Eileen has been amazing with my 2 Yorkies. Very flexible and quick to respond. I am very happy she is here to care for them.

Profile image
Victoria B.
Sitter Profile Image: Lacey S.
Verified Enhanced Background Check
Lacey S.
from
$25
per walk
4.9 out of 5 stars
12 reviews
7 repeat clients
10 years of experience
North East, MD, 21901

About: I have taken care of animals all my life in all stages of life. I very much enjoy playing and running around with dogs and cats Im a Stay at home mom and unemployed looking for work and a work out I love animals so I'm excited to start hanging out with all animals I have a well trained dog who is crate trained while I'm gone so ik how to use a crate properly. I love to play and cuddle with all animals can't wait to meet your fur baby

Sitter Profile Image: Dylan B.
Verified Enhanced Background Check
Dylan B.
from
$18
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
12 years of experience
Rising Sun, MD, 21911

About: Hi, I’m Sophie! I attended a vocational trade school where I studied Animal Science for three years. I gained hands-on experience caring for a variety of small and large animals, while learning proper handling and restraints, health and behavior, as well as how to safely administer oral and injectable medications. Through my training, I became certified in animal first aid and CPR. I also have experience caring for puppies/kittens, senior animals and pets with special needs, so I’m comfortable following detailed care instructions and maintaining consistent routines. Animals have always been a huge part of my life. I’ve grown up with both dogs and cats, and also worked at a kennel in high school, so I have spent years caring for pets of all ages, sizes, and personalities. Because of that, I understand that every pet has unique needs, and I give the best care and attention that I possibly can. Whether your pet loves long walks, playing in the yard, relaxing on the couch, or simply sticking to their normal routine, we are committed to making them feel safe, comfortable, and loved while you’re away. We will provide regular updates and photos so you can have peace of mind knowing your pet is receiving attentive, reliable care. We understand how much trust it takes to leave your pet in the care of someone else, and our goal is to make that experience as stress-free as possible for both you and your furry family member! :) Hey! I’m Dylan and I’m a lifelong animal lover with a ton of experience caring for both dogs and cats. I grew up on a farm and have always had multiple pets at a time, so I learned responsibility and animal care at a young age. I currently have 3 dogs and 4 cats of my own, and I love spending time with them—whether it’s going on runs with my dogs or cuddling up with my cats. I’m calm, patient, and always make sure animals feel safe and cared for. I treat every animal like they’re my own, with love and respect. Whether your pet needs a fun walk, some playtime, or just someone to keep them company, I’m here to make sure they feel loved and cared for while you’re away! I’m currently working a full-time job Monday through Thursday, from 6am until anywhere between 3pm and 5pm, depending on the day. I have Saturdays and Sundays off, and occasionally Fridays. Sophie works 2pm to 10pm a few days a week, her schedule is different every week. Since our schedules are opposite and Sophie has a bit more free time, one of us is always available to spend a good amount of time with your pet. The first thing we do when taking care of our own pets, or others pets, is let them out to go to the bathroom. Next, we prioritize feeding and medicating (if necessary) and cleaning and refilling all water bowls. Once everything important is taken care of, we then spend quality time with them, whether it’s playing fetch, cuddling or going for a walk. Before we leave, we make sure we let them back outside for a good while to make sure they take care of all of their business.

Sitter Profile Image: Savannah H.
Verified Enhanced Background Check
Savannah H.
from
$18
per walk
2 years of experience
Colora, MD, 21917

About: ⭐️ Meet and Greets with new clients ⭐️ DETAILED updates with photos/videos ⭐️ Extra Cuddles and Playtime ⭐️Seasoned in professional pet care Hi! I’m Savannah 🤍 your pet’s new favorite sitter (and probably their future bestie 🐾) I’m new to Rover, but I’ve always had a deep love for animals and truly enjoy being around them. At home, I have a sweet cat named Athena, and have always been raised around dogs so i definitely understand each one is different. I’m also a stay-at-home mama to my daughter—so I have a very flexible schedule and lots of time to give your pets the love and attention they deserve. I don’t just “check in” on pets—I take the time to learn their personality so they feel safe, comfortable, and truly cared for. Whether they’re playful, shy, or need extra patience, I meet them where they are, giving them love, attention, and playtime so they feel happy and at ease while you’re away 🤍

Sitter Profile Image: kylee c.
Verified Enhanced Background Check
kylee c.
from
$15
per walk
10 years of experience
Rising Sun, MD, 21911

About: What sets me apart is the genuine bond I build with each animal. I don’t just “watch” pets—I spend quality time with them so they feel safe and loved. I’m comfortable with high-energy puppies who need structure and play, as well as older pets who need slower, attentive care. I follow routines exactly and make sure your pet feels at home, even when you’re not. i’m available whenever you need me! i’m a part time server at a restaurant, so we can come up with a schedule that works for us both! and of course your pet. i will follow all instructions left to me! i will put your pets needs first, and make sure they are happy and content at all times!

Sitter Profile Image: Erin K.
Verified Enhanced Background Check
Erin K.
from
$20
per walk
5.0 out of 5 stars
2 reviews
32 years of experience
North east, MD, 21901

About: I’ve have always had a dog & cats since I was a child. I love all pet cuddles! And meeting new friends. I have one dog and two cats at the moment. I've dog sat for my friends and coworkers when they need someone to be with their babies for nights away or random drop ins to check on them. I'm looking for a fun way to make extra money and i couldn't think of anything better then spending time with dogs & cats while doing that. I work four days a week but it’s flexible! I’m available everyday after 2pm and if I have a good enough heads up I’m available 24/7 I can give you references of people I have house/pet sat for in the past. I’m comfortable crating your pet if needed. I’m easily available on my cell phone when I am pet sitting. And I can send updates whenever you would like.

Sitter Profile Image: Aria F.
Verified Enhanced Background Check
Aria F.
from
$25
per walk
5.0 out of 5 stars
35 reviews
14 repeat clients
10 years of experience
Darlington, MD, 21034

Excellent first meet!

Profile image
Chase M.
Sitter Profile Image: Christine S.
Verified Enhanced Background Check
Christine S.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
29 reviews
16 repeat clients
25 years of experience
Elkton, MD, 21921

Christine does a phenomenal job caring for our puppy while we are at work. She responds immediately, takes a bunch of pics for us, and always ensures he is comfortable before leaving. Christine always makes sure to meet our specific needs and is very attentive with Arlo. We are so thankful to have such a reliable and kind person to assist us when needed.

Profile image
Kourtney R.
Sitter Profile Image: Paul C.
Verified Enhanced Background Check
Paul C.
from
$24
per walk
5.0 out of 5 stars
11 reviews
2 repeat clients
10 years of experience
Elkton, MD, 21921

Jacob had been taken cared of during his walks, they sent photos and updates of the walk and how it went. Would definitely have them again for my dog walking needs

Profile image
Novie Dale C.
Sitter Profile Image: Julia H.
Verified Enhanced Background Check
Julia H.
from
$15
per walk
1 repeat client
30 years of experience
Aberdeen, MD, 21001

About: Hi! My name is Julia, and I have loved animals for as long as I can remember. I have owned both dogs and cats since I was a child, so caring for pets has always been a natural and important part of my life. I have several years of experience with dog sitting and house sitting, and I understand how important it is to know your pets and home are in caring, trustworthy hands. I love all pets and enjoy getting to know each animal’s unique personality, routine, and needs. Whether your pet loves long walks, playtime, cuddles, or just a calm companion nearby, I will make sure they feel safe, loved, and well cared for while you are away. I am dependable, attentive, and respectful of each family’s home and pet care preferences. I would be happy to care for your furry family member and give them the same love and attention I would give my own pets! Pet care fits naturally into my daily routine because caring for animals has always been a part of my life. I’m used to planning my day around feeding times, walks, playtime, litter box care, check-ins, and making sure pets feel comfortable and safe. I enjoy having pets as part of my routine, whether that means starting the day with a walk, stopping by for a midday visit, or spending quiet time with a cat who just wants company nearby. I’m dependable and flexible, and I understand that pets do best when their normal schedule is followed as closely as possible. I’m happy to adjust my routine to match each pet’s needs, whether they need extra attention, medication reminders, playtime, or just someone calm and caring to keep them company while their family is away. I care for pets with patience, respect, and attention to their normal routine. In a client’s home, I follow all instructions carefully, including feeding schedules, walks, litter box care, medications or special needs, favorite toys, and any house rules. I know pets feel safest when things stay familiar, so I do my best to keep their routine calm and consistent while their family is away. I also treat every home with care and respect. I make sure doors are locked, food and water are refreshed, litter boxes or pet areas are kept clean, and pets are safe before I leave. I pay close attention to each pet’s behavior, comfort level, and personality, whether they are playful, shy, energetic, independent, or need a little extra reassurance. My goal is for pets to feel safe, loved, and comfortable, and for owners to feel confident knowing their pets and home are in trustworthy hands.

Sitter Profile Image: Kara C.
Verified Enhanced Background Check
Kara C.
from
$18
per walk
16 years of experience
Elkton, MD, 21921

About: I have taken care of dogs, my whole life whether they were my own or somebody else’s I absolutely love animals your animal will always be safe in my care and have the best time. I’m currently a stay at home mom so if I leave the house, I only leave to go to the grocery store or to grab the little one something to eat if they want it I have a huge backyard my house backs up against the woods. We are not close to the road at all. You’re dog would never be let outside alone my kids would run around in the backyard with them 💕

Sitter Profile Image: Madelyne L.
Verified Enhanced Background Check
Madelyne L.
from
$15
per walk
1.0 out of 5 stars
2 reviews
1 repeat client
12 years of experience
Havre de Grace, MD, 21078

About: I’ve been around animals all my life, & I can’t wait until I’m in a situation when I can finally have my own dog again. I’m knowledgeable about pet care & animal behavior, have great attention to detail, & enjoy learning more. I love every critter I meet (although I am partial towards chihuahuas & pits) & I have yet to meet a dog that didn’t like me. My family always had dogs growing up, & I have experience caring for a variety of dogs of different ages. I’ve only had two pet dogs that went through their entire life cycle with me, & my most recent doggo was a shitzu who came to me when she was 11. I spent her last few years trying to make her as comfortable & happy as possible. That’s the goal for every animal I care for. While this is obviously a job, & I do need the money, I genuinely enjoy getting to be helpful, to make someone’s life easier, & to, of course, spend time with dogs. I figure if I have to have a side hustle, it should at least be rewarding!! Thanks for reading!! I am a waitress- I usually work full-time, but it’s the slow season & we have a server surplus at the moment. I’m currently only scheduled for 3 night shifts a week, so my schedule is pretty open. Even on the days I do work, I would be able to check-in & care for the dogs before I go in, & can check on them afterwards as well if needed. Basically, I currently have plenty of time to fit in pet care. I am comfortable staying at someone else’s place; it would be nice to have a change of scenery every once in a while. Of course, I will treat your house with respect & be sure to leave it as it was when I arrived! If they wanna chill & sleep, that’s fine with me, but if they’re really active & need to play, I will play fetch & tug-o-war for hours on end. I have a car & supplies to take care of a dog if it is needed (snacks, poop bags, leash, blankets, first aid kit). I’m familiar with dog breeds & behavior & am aware of different training techniques so I’m not worried about being able to manage any dog- like getting them in their crate at the end of the night, or establishing a relationship with them, etc. I will care for your pet the way you want, but above all I will always care for an animal with the utmost respect & love, 💕

Sitter Profile Image: Sarah F.
Verified Enhanced Background Check
Sarah F.
Star Sitter
from
$40
per walk
5.0 out of 5 stars
13 reviews
6 repeat clients
6 years of experience
Port Deposit, MD, 21904

About: I don't have any pets myself, but I have lots of experience with them! I used to have chickens for several years, and I've also worked with horses as well. I gained a lot of experience working in a dog kennel, and became very comfortable with all different breeds and temperaments of both dogs and cats. I also have occasionally house sat for friends and family over the years and have taken care of several senior dogs. I love caring for animals and making sure they get the love and attention they deserve, so I can't wait to take care of your pet! Please be advised if your pet cannot be alone for more than just a few hours, I still work a full time job, so some days I might be working an 8 hour shift. My schedule changes week to week, so some days I might be able to stay with your pet the entire day but that will depend on my work schedule. Currently I am not able to care for any pets in my own home, but I very flexible and can care for your animals however you wish in your home.

Sitter Profile Image: Brittany G.
Verified Enhanced Background Check
Brittany G.
from
$18
per walk
5.0 out of 5 stars
1 review
7 years of experience
North East, MD, 21901

Brittany was on time, gave amazing post visit feedback. Will definitely use her again and highly recommend her.

Profile image
Mason K.
Sitter Profile Image: Heather R.
Verified Background Check
Heather R.
from
$12
per walk
5.0 out of 5 stars
26 reviews
35 years of experience
Oxford, PA, 19363

About: I’m new to the area and excited to be living on the East Coast! I’ve spent my entire life around animals, and about 10 years ago I ran a successful pet-sitting business on the West Coast. I’m excited to get back to doing something I genuinely love. Over the years, I’ve cared for a wide variety of animals—dogs, cats, hamsters, hedgehogs, lizards, snakes, horses, goats, sheep, chickens, ducks, and plenty of others. I’m comfortable with dogs of all breeds, sizes, and personalities, from Pit Bulls to Chihuahuas and everything in between. I’m also comfortable caring for senior pets, puppies, anxious pets, animals with special needs, and pets who need medications. The one exception? Spiders. (((shudder))) Never spiders. I know every animal has their own personality, routine, and needs, so I’m happy to follow your instructions and care for your pets the way you do. Whether your pet needs a brief visit or several hours of companionship, I’m happy to tailor each visit to their needs. Walks, meals, medication, playtime, or simply some company—I’m happy to give your pets the attention they deserve. At this time, I’m offering check-in visits only and am not able to provide overnight care. I have a special-needs rescue dog of my own who cannot be left alone overnight. However, I can make as many visits during the day as your pets need and can stay for as long as necessary during each visit. I have plenty of references from previous pet-sitting clients and am happy to provide them upon request. I understand that trusting someone with your pets - and your home - is a big deal, and I want you to feel comfortable knowing they’re in good hands while you’re away. My goal is to make sure your pets are safe, happy, comfortable, and cared for just as you would want. My #1 priority is to provide loving care when you’re not there. I’m available all day, seven days a week—including holidays. I’m happy to accommodate early mornings, late nights, and even last-minute requests. I can work with your schedule. When I’m in a client’s home, I make it a priority to follow the pet’s normal routine and schedule. This helps ease the anxiety of having someone new in their space while their parents are away. I also respect your privacy—I know how it feels to have someone go through your belongings, and I could never imagine violating that trust.

Sitter Profile Image: Emily H.
Verified Enhanced Background Check
Emily H.
from
$19
per walk
4.9 out of 5 stars
16 reviews
4 repeat clients
24 years of experience
Havre De Grace, MD, 21078

About: Growing up I was always involved with the care and grooming of my mother's AKC American Cocker spaniel kennel and quickly fell in love with dogs. I've helped deliver 3 liters of puppies ensuring every fine detail of the process was done properly. I've assisted and led many rescue missions for strays and wildlife. I currently care for three rescue rabbits Layla, Monty, Zuko and one beagle/JackRussell mix, Copper. I'm lucky to have all my pets in my life and they truly enrich our lives for the better. I currently accepted a new job opportunity therefore my schedule is a little odd right now but message me and we can work out the details there. on a leash/harness or lead line in the yard. I do walks and or hikes- weather permitted. Allow outside with supervised fenced in playtime with toys

Sitter Profile Image: Rebecca L.
Verified Background Check
Rebecca L.
from
$20
per walk
5.0 out of 5 stars
25 reviews
10 repeat clients
25 years of experience
North East, MD, 21901

About: Hi, I am Becky and I am a lifelong animal lover. I have always had pets in my home since birth. My husband shares my passion for animals and has served as a Vet Tech in the Army. As we have traveled the world, we have watched pets of all ages and sizes. My kids love having furry friends visit and enjoy joining me when walking the dog. So much so, my daughter's first word was "kitten." In our home, we have a beautiful black lab, tortie kitty, and a handful of geckos that live in our backyard. Now that my three children are in school, I would love to assist you with dog walking, cat and dog boarding, and daily check-ins for any of your furry family members.

Sitter Profile Image: Kelly F.
Verified Enhanced Background Check
Kelly F.
from
$15
per walk
5.0 out of 5 stars
4 reviews
15 years of experience
Rising Sun, MD, 21911

About: I have been pet sitting for a while! Overnights, drop ins, you name it. I have experience with puppies and elderly dogs. I have cared for my own dogs for ever as well. I am working full time 8-4 but I am available on weekends and most holidays. As well as weeknights or first thing in the mornings . I have one year old pup at home with a large fenced in yard. I have a one year old pup at home. We have a fenced in yard and go one walks in the park every few days.

1 / 1
View more

Over 980,000
dogs traded couch time for play time with Doggy Day Care on Rover1

Large dog specialists near you - Winchester Village

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

1 / 1
Sitter Profile Image: Karen D.
Verified Enhanced Background Check
Karen D.
from
$38
per night
4.9 out of 5 stars
175 reviews
81 repeat clients
30 years of experience
North East, MD, 21901

Karen and her husband were the absolute best this was my first time boarding my dogs with anyone . But when I first met them on day 1 I was very comfortable that they were in the best of hands . She updated us and sent pics of the dogs I’m so happy with her care for the dogs for 4 days !!! Kudos to Karen and her husband.

Profile image
Lakisha T.
Sitter Profile Image: Jacob & Megan W.
Verified Enhanced Background Check
Jacob & Megan W.
from
$42
per night
5.0 out of 5 stars
84 reviews
50 repeat clients
10 years of experience
Bel Air, MD, 21015

Megan and Jacob were wonderful hosts for our rambunctious large lab pup!! He was well taken care of and played so well with their cute lab mix! They were very kind and welcoming and calm!! We will be using them again and referring our friends too. This was a trial overnight for longer stays in the future. I loved that they suggested this. Highly recommend!

Profile image
Kitty Y.
Sitter Profile Image: Kayla A.
Verified Enhanced Background Check
Kayla A.
from
$35
per night
5.0 out of 5 stars
3 reviews
10 years of experience
Elkton, MD, 21921

Kayla was great and was able to accommodate me and my dog on very short notice. She’s incredibly caring and was great with updating me during my boarding time. Will definitely use her services again.

Profile image
Lance F.
Sitter Profile Image: Thomas H.
Verified Enhanced Background Check
Thomas H.
Star Sitter
from
$35
per night
5.0 out of 5 stars
19 reviews
8 repeat clients
30 years of experience
Aberdeen, MD, 21001

Thomas and his sons took great care of Tucker while I was away. He responded quickly every time I reached out and Tucker seemed right at home when I picked him up at the end of his stay!

Profile image
Irene M.
Sitter Profile Image: Alexandra R.
Verified Background Check
Alexandra R.
Star Sitter
from
$40
per night
5.0 out of 5 stars
50 reviews
20 repeat clients
15 years of experience
North East, MD, 21901

We are very happy to leave our dog Peaches with Alexandra. She and her family did a great job caring for our dog. We can go about with our travel plans knowing that Peaches is in a loving home environment. I would gladly recommend her for any pet owners looking for a pet sitter. Thank you Alexandra and family for your help with Peaches!

Profile image
Sravani V.
Sitter Profile Image: Pamela C.
Verified Enhanced Background Check
Pamela C.
from
$45
per night
5.0 out of 5 stars
40 reviews
11 repeat clients
11 years of experience
Bel Air, MD, 21015

Pamela was awesome. We had a meet and greet and our Nikki found a friend in Leo. Pamela sent images and updates through out the stay. I was so comfortable knowing Nikki was in good hands and having fun. We will definitely call on Pamela again.

Profile image
Suzanne P.
Sitter Profile Image: Justin & Stephanie W.
Verified Background Check
Justin & Stephanie W.
from
$50
per night
5.0 out of 5 stars
185 reviews
66 repeat clients
15 years of experience
Elkton, MD, 21921

Our trip was a bit last-minute and still up-in-the-air, but Justin and Stephanie were very flexible with us! They welcomed our dogs into their home and treated them like their own. They sent updates and pictures daily (actually, multiple times a day!), and they made sure our dogs had a good stay. Our dogs came home happy and themselves, unlike our one and only experience with a kennel that left one of our dogs traumatized for weeks. The whole process was smooth and easy, and we will definitely be using them again when we go out of town!

Profile image
Misty T.
Sitter Profile Image: Nicole & Michael M.
Verified Enhanced Background Check
Nicole & Michael M.
from
$45
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
20 years of experience
Rising Sun, MD, 21911

We were very happy with the care our dog received while we were on vacation. We got numerous pictures, and our dog seemed to be on vacation too! Thank you for taking good care of Kona!

Profile image
Angela H.
Sitter Profile Image: Pearl J.
Verified Background Check
Pearl J.
Star Sitter
from
$50
per night
4.9 out of 5 stars
131 reviews
47 repeat clients
30 years of experience
Havre De Grace, MD, 21078

Pearl and Lanny took great care of our dog for us while we were away. They treated him like he was one of their own, which put our minds totally at ease. Pearl was very attentive to every tidbit of information that we shared with her about our dog's routine, preferences, and quirks, showing how very conscientious she is when she accepts someone else's pet in her care. She graciously arranged for a meet-and-greet before our first booking to confirm that things would work out well, which they did. We received notes from Pearl while we were away, giving us even greater assurance that all was well. Based on an exceptional initial experience, we will be repeat customers. We are very grateful to have some who will care just as well for our four-legged family member as we would during those times when we need or prefer to leave him temporarily. Thank you, Pearl (and Lanny), for being there for us!

Profile image
Michael A.
Sitter Profile Image: Megan & Vincent E.
Verified Enhanced Background Check
Megan & Vincent E.
Star Sitter
from
$52
per night
5.0 out of 5 stars
66 reviews
22 repeat clients
15 years of experience
Pylesville, MD, 21132

Megan and Vincent were amazing with our girls! We got plenty of photo and video updates throughout the entire time we were gone and were always super quick to respond. This was the first time leaving all three of them for longer than just a few days and with someone who wasn’t a family member and I couldn’t have felt more comfortable than I did with Megan and Vincent.

Profile image
Jena L.
Sitter Profile Image: Jenn S.
Verified Enhanced Background Check
Jenn S.
Star Sitter
from
$55
per night
5.0 out of 5 stars
101 reviews
39 repeat clients
20 years of experience
Bel air, MD, 21015

Louie came home happy and tired from playing with other dogs. Jenn communicated every day to let me know how he was doing. I would not hesitate to bring him back.

Profile image
Nancy S.
Sitter Profile Image: Michael P.
Verified Enhanced Background Check
Michael P.
from
$45
per night
1 repeat client
10 years of experience
Perryville, MD, 21903

About: With years of hands-on experience caring for dogs, cats, and everything in between, I treat every pet like family. Whether it’s a high-energy pup who needs long walks or a shy senior cat who just wants a cozy lap, I tailor my care to each animal’s unique personality and needs. I’ve worked with pets of all ages, sizes, and temperaments—including those with special medical or behavioral needs. From daily walks and playtime to overnight stays and medication administration, I provide dependable, compassionate care that gives pet parents peace of mind. Your pet’s safety, comfort, and happiness are always my top priorities. I’m here to make tails wag and whiskers twitch—while keeping you updated with plenty of photos and messages along the way! I'm currently working part time so I have plenty of time to play with you pet. I am available after 2pm throughout the week and my weekends are open. My space is designed with your pet’s comfort and safety in mind. With space to roam, nap, and play, your furry friend will feel right at home from the moment they arrive. I offer a clean, secure, and peaceful environment—free from hazards and full of love. Whether it’s a quiet corner for a cat to curl up or a fenced yard for dogs to stretch their legs, I’ve created a space that caters to all personalities and energy levels. Pets enjoy supervised playtime, cozy sleeping areas, and a calm atmosphere that helps ease separation anxiety. I maintain a consistent routine, provide fresh water and clean bedding daily, and ensure every guest receives personalized attention. Plus, I’m always happy to send photo updates so you can see just how relaxed and happy your pet is during their stay.

Sitter Profile Image: Sandra T.
Verified Enhanced Background Check
Sandra T.
Star Sitter
from
$32
per night
5.0 out of 5 stars
19 reviews
3 repeat clients
25 years of experience
Newark, DE, 19713

Sandra is an excellent sitter! Our dog Chico was very happy to be with her! Definitely we will go back to her as needed and certainly highly recommend Sandra as a pet sitter!

Profile image
Ruth S.
Sitter Profile Image: Tabby A.
Verified Enhanced Background Check
Tabby A.
from
$45
per night
4.9 out of 5 stars
43 reviews
23 repeat clients
7 years of experience
Elkton, MD, 21921

Tabby was great! My dog seemed very happy there and she even sent pictures of him enjoying the yard. I would definitely leave Nero with Tabby again.

Profile image
Marajke H.
Sitter Profile Image: Jill & Chad H.
Verified Enhanced Background Check
Jill & Chad H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
93 reviews
20 repeat clients
2 years of experience
Abingdon, MD, 21009

When I was searching for an sitter for my labradoodle I didn’t expect to find such an great family to care for my dog , Jill and Chad are the best they kept me updated on how Tucker was doing , with pictures and video the entire family is great 😊

Profile image
Tina W.
Sitter Profile Image: Kara C.
Verified Enhanced Background Check
Kara C.
from
$50
per night
16 years of experience
Elkton, MD, 21921

About: I have taken care of dogs, my whole life whether they were my own or somebody else’s I absolutely love animals your animal will always be safe in my care and have the best time. I’m currently a stay at home mom so if I leave the house, I only leave to go to the grocery store or to grab the little one something to eat if they want it I have a huge backyard my house backs up against the woods. We are not close to the road at all. You’re dog would never be let outside alone my kids would run around in the backyard with them 💕

Sitter Profile Image: Briana & Isaiah S.
Verified Background Check
Briana & Isaiah S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
76 reviews
18 repeat clients
25 years of experience
Abingdon, MD, 21009

Super amazing people .They have had Thor twice and will probably continue to they take amazing care of him and treat him like there own . We love the fenced in yard and the walks .

Profile image
Bethany G.
Sitter Profile Image: Laura G.
Verified Enhanced Background Check
Laura G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
12 reviews
2 repeat clients
12 years of experience
Newark, DE, 19713

Sadie had such a great time staying with Laura. She is very skeptical about new environments; however, she was very comfortable and showed no signs of stress. I will be asking Laura to watch Sadie again in the future.

Profile image
Kathy V.
Sitter Profile Image: Melanie A.
Verified Enhanced Background Check
Melanie A.
Star Sitter
from
$58
per night
5.0 out of 5 stars
40 reviews
8 repeat clients
29 years of experience
Bel Air, MD, 21014

This was the first time I had a sitter watch my dog for an overnight stay. I was nervous but after communicating with Melanie and during the meet and greet I was put at ease. While Shiloh was staying with Melanie and her family I was completely comfortable. Melanie provided daily updates via txt, pictures, and videos and was extremely responsive to my questions/comments. I will definitely use Melanie again and highly recommend her.

Profile image
Kim K.
Sitter Profile Image: Tarina L.
Verified Enhanced Background Check
Tarina L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
53 reviews
21 repeat clients
30 years of experience
Edgewood, MD, 21040

Tarina is always there whenever we need a place for our dogs. She is trustworthy, loving and always takes the best care of them. My dog is always exhausted when coming home from a stay because he has so much fun! So happy we have her whenever needed.

Profile image
Taylor S.
1 / 1
View more

Not ready to book?

Get started building your pet's profile and discover trusted pet care in your neighborhood.

Pet care illustration

1Global data from Rover (November 2025)