Personalized care for your dog or cat - Windward Cove

Highly-rated overnight sitters - Windward Cove

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

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Sitter Profile Image: Lindsay G.
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Lindsay G.
Star Sitter
from
$49
per night
4.9 out of 5 stars
78 reviews
29 repeat clients
15 years of experience
Stevensville, MD, 21666

This was our first time with Lindsay, and we couldn't be happier! We'll definitely be repeat customers. She took great care of our boys, and we felt completely at ease leaving them in her hands. Our dogs absolutely loved the interactions with the other dogs and her children, and it was clear they felt right at home. Lindsay provided a safe, loving, and fun environment, and we’re so grateful for her care. Highly recommend!

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Douglas C.
Sitter Profile Image: Michelle M.
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Michelle M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
552 reviews
257 repeat clients
25 years of experience
Annapolis, MD, 21409

Michelle is wonderful with the rubelton and we are lucky to have found a caring loving compassionate caregiver for our little Ruby princess 💕

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Kristen K.
Sitter Profile Image: Shuling J.
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Shuling J.
Star Sitter
from
$45
per night
5.0 out of 5 stars
130 reviews
53 repeat clients
8 years of experience
Annapolis, MD, 21401

Shuling was very attentive and kept in contact with us during Gizmo’s stay. We received several photos throughout the weekend. With Gizmo being blind, we are always concerned for her safety but Shuling set our minds at ease. Will definitely use her again when we come to Annapolis. 🥰

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Teri J.
Sitter Profile Image: Katelyn M.
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Katelyn M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
87 reviews
24 repeat clients
8 years of experience
Arnold, MD, 21012

Katelyn provided the most amazing care for our puppy!! He was spoiled with multiple walks, many treats, and tons of snuggles while we were away for a long weekend. He became friends with their sweet husky as well. Can’t wait for him to stay with her family again soon!! Thank you!!

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Morgan S.
Sitter Profile Image: Carlie H.
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Carlie H.
Star Sitter
from
$42
per night
5.0 out of 5 stars
62 reviews
26 repeat clients
15 years of experience
Severna Park, MD, 21146

Carlie and her family could not have been more loving and attentive. Arlo probably wanted to live there forever. She was incredibly kind about a mistake I made on pick up time.

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Jennifer M.
Sitter Profile Image: Kelly & Maurice G.
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Kelly & Maurice G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
345 reviews
102 repeat clients
20 years of experience
Upper Marlboro, MD, 20774

Kelly and Maurice were fantastic from pre-booking to pickup! I had extreme anxiety leaving our pup Penny for the weekend l, but they made me feel so comfortable. They set up a zoom meeting to introduce themselves, share their love for dogs, and explain their boarding practices. This immediately alleviated my concerns. Drop off was easy and seamless. They shared photos, videos, and updates throughout Penny’s stay. Our pup was so happy in all the images and was very clearly well taken care of when we picked her up. We will definitely be using them again!

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Lashawn M.
Sitter Profile Image: Marijah B.
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Marijah B.
from
$45
per night
10 years of experience
Easton, MD, 21601

About: Ive been caring for dogs and cats since I was about 8 years old. I’ve always had multiple dogs in the house at a time. I’ve cared for dogs ranging from big to small, Seniors to puppies. I provide daily photos throughout your pets daily routine and tons of love I’m currently working part time so I will have plenty of enough time to care for your fur baby. I believe all animals should be treated like they are you own even if they are temporary I live in a quiet cozy apartment with a big yard in the back. There is plenty of room for playtime and resting. Pets are welcome on all furniture

Sitter Profile Image: Katie F.
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Katie F.
from
$45
per night
5.0 out of 5 stars
114 reviews
36 repeat clients
16 years of experience
Annapolis, MD, 21401

Our first visit was so smooth. My dog seemed immediately comfortable with Katie. She sent pictures through the weekend and was flexible with pickup times. We are already looking to rebook her for next month. Thanks Katie?

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Stephanie W.
Sitter Profile Image: Mady H.
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Mady H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
86 reviews
27 repeat clients
10 years of experience
Bowie, MD, 20716

Mady is AMAZING! She helped us out in a last minute pinch and made sure our pup had a fun, exciting day. She sends lots of pictures and gave Kiko lots of love! Thanks, Mady!

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Hannah K.
Sitter Profile Image: Jillian & Richard A.
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Jillian & Richard A.
Star Sitter
from
$49
per night
5.0 out of 5 stars
47 reviews
21 repeat clients
20 years of experience
Pasadena, MD, 21122

Dan stayed with Jillian for two weeks and I felt confident that he was in good hands. She took special care of him during thunderstorms and the 4th of July fireworks. She sent regular updates and pics of Dan. He looked like he was right at home and had a great time playing with the other dogs. We’ll board him there for our next trip.

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David P.
Sitter Profile Image: Aliciya M.
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Aliciya M.
from
$55
per night
15 years of experience
Queenstown, MD, 21658

About: I’ve lived with dogs and cats my entire life and have over 15 years of hands-on experience caring for pets. Growing up, my mom had five dogs—some of which had puppies—and I helped raise and care for them. I’ve also cared for cats in multi-pet households, including feeding, litter box maintenance, and creating calm, safe environments for shy or senior cats. Neighbors, friends, and family have trusted me for years to walk, feed, bathe, and care for their pets while they’re away. I now have a black Yorkie of my own, and I treat every animal I care for like part of the family—whether they bark or purr! I currently work part time- and have lots of free time! I will send out a daily schedule of what I’ll be doing with the pets! I will take your dog out on walks on our neighborhood trail outside! I also have a few ring cameras, and will send a lot of pictures/videos throughout the day.

Sitter Profile Image: Brooke F.
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Brooke F.
from
$49
per night
5.0 out of 5 stars
76 reviews
17 repeat clients
10 years of experience
Grasonville, MD, 21638

Brooke was very welcoming and helped our dog feel right at home. We were very happy with her care and would recommend her as a Rover care provider.

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Charlene C.
Sitter Profile Image: Marliez G.
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Marliez G.
Star Sitter
from
$35
per night
5.0 out of 5 stars
21 reviews
7 repeat clients
20 years of experience
Glen Burnie, MD, 21060

Marliez took amazing care of Ozzie. He walked with her Husky Wolf several times a day receiving plenty of needed exercise. Oz was received as part of her family. I could tell from the photos he was really enjoying his stay and looking forward to go back. Marliez paid attention to the nuance of my dog's antics to adjust to him. She is a wonderful sitter

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Raymond L.
Sitter Profile Image: Celena W.
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Celena W.
from
$45
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
4 years of experience
Annapolis, MD, 21409

Celena was great with our 7 month old pup, Ace! He had so much fun at her house. She sent us many pictures and videos several times a day and for all of them he was playing and have the best time with her dog and her family. We would definitely book Celena again!

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Emilee A.
Sitter Profile Image: Becca K.
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Becca K.
Star Sitter
from
$50
per night
5.0 out of 5 stars
31 reviews
9 repeat clients
20 years of experience
Pasadena, MD, 21122

Becca’s is so kind and accommodating! I have a senior dog with a heart condition and she was ready to do all the daily tasks for him. She is amazing !!!

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Rebecca B.
Sitter Profile Image: Vy L.
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Vy L.
Star Sitter
from
$65
per night
5.0 out of 5 stars
17 reviews
7 repeat clients
15 years of experience
Easton, MD, 21601

Vy provides a safe, loving, and enriching home for our dog to feel comfortable while we are away. We had flight complications while traveling and she was very accommodating alleviating any additional travel stresses related to our dog’s care.

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Maura M.
Sitter Profile Image: Shelby B.
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Shelby B.
from
$57
per night
5.0 out of 5 stars
23 reviews
5 repeat clients
7 years of experience
Annapolis, MD, 21403

Willow had the best time with Shelby and her pup Ellie. Instant best friends. I felt totally confident that our 4 year old dog was having a vacation all her own the entire weekend. Lots of time outside, on walks, playing, and snuggling. 100% would recommend and feeling so happy we have a go-to sitter :) thank you guys!

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Alyssa M.
Sitter Profile Image: Elena K.
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Elena K.
from
$40
per night
5.0 out of 5 stars
13 reviews
1 repeat client
10 years of experience
Annapolis, MD, 21409

Elena did an amazing job with our Old English Sheepdog Lady. I could really tell that she loves taking care of animals, and she did a great job. Our dog was pretty nervous as she went to the vet the day before, but Eleana made her feel at home and I thank her for that. I highly recommend her.

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Daniel B.
Sitter Profile Image: Hester D.
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Hester D.
from
$35
per night
5.0 out of 5 stars
4 reviews
23 years of experience
Pasadena, MD, 21122

Hester was absolutely wonderful! Sent us updates on our boy while we were out of the country and shared about all the fun he was having. Would definitely rebook and recommend!!

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Megan C.
Sitter Profile Image: Candice W.
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Candice W.
Star Sitter
from
$65
per night
5.0 out of 5 stars
98 reviews
35 repeat clients
14 years of experience
Annapolis, MD, 21409

I would give 10 stars if I could! Phil was in excellent hands during his time with Candice & Rayne. She was very communicative with lots of pictures and updates, flexible and reliable with with a meet and greet, pick up and drop off. Phil had a great time and would love to come back and see Candice next time! Thank you!

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Olivia B.
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Cat caregivers near you - Windward Cove

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: Bryan J.
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Bryan J.
from
$14
per visit
5.0 out of 5 stars
3 reviews
3 repeat clients
20 years of experience
Chester, MD, 21619

Bryan did an excellent job dropping in on our two elderly dogs and my cat 4x a day for three days. I highly recommend him. He followed my instructions with medications for my dogs precisely. Walked and spent time with them all and sent great pictures and reports daily. We are very pleased with Bryan’s outstanding care for our fur babies. I already rebooked with him for future dates.

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Joanna Z.
Sitter Profile Image: Kaileigh T.
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Kaileigh T.
from
$13
per visit
5.0 out of 5 stars
2 reviews
10 years of experience
Grasonville, MD, 21638

About: I’ve had dogs and cats growing up. I have always stepped up to take care of them when it comes to feeding, walking, bathing, etc. I am a full time 3rd grade teacher working in a near by county. I am available nights after 4:00pm and anytime on the weekends! I do not have a fenced yard but it is pretty big for a dog to roam around in. I have plenty of room in my house for the animal to be crated if needed. I also allow animals to be on furnitures and in bed. I am a big animal lover/cuddler. I have no issues with a dog who likes to cuddle, jump, etc.

Sitter Profile Image: Melanie P.
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Melanie P.
from
$20
per visit
5.0 out of 5 stars
9 reviews
1 repeat client
30 years of experience
Grasonville, MD, 21638

Melanie did a great job taking care of my fur babies. Thanks Melanie❤️

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Sharon B.
Sitter Profile Image: Alexis B.
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Alexis B.
from
$15
per visit
5.0 out of 5 stars
1 review
10 years of experience
Grasonville, MD, 21638

About: I've had my cat for 10 years, although he is quite odd, he is well taken care of. I grew up in a house/ neighborhood with many kitties that I've taken care of over the years.

Sitter Profile Image: Savannah T.
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Savannah T.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
9 reviews
4 repeat clients
1 year of experience
Stevensville, MD, 21666

Savannah was so friendly and helpful. She handled everything how i would have. My boys are pretty emergentic and cuddly- she was able to really help me feel at ease while we were gone. She did a wonderful job and we will be using her again for sure!

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ruthie b.
Sitter Profile Image: Carmel S.
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Carmel S.
from
$23
per visit
5.0 out of 5 stars
16 reviews
2 repeat clients
5 years of experience
Grasonville, MD, 21638

Excellent Job. Above and beyond.

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Mark K.
Sitter Profile Image: Hannah P.
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Hannah P.
from
$23
per visit
5.0 out of 5 stars
7 reviews
1 repeat client
10 years of experience
Chester, MD, 21619

Thank you Hannah for this trial run. Taking the time to get to know my boys & their schedules We are looking forward to our vacation now knowing they will be well taken care of while we are gone

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Julie B.
Sitter Profile Image: Sydney T.
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Sydney T.
from
$25
per visit
5.0 out of 5 stars
8 reviews
5 repeat clients
7 years of experience
Wye Mills, MD, 21679

Sydney met with me and Jojo beforehand and then did a drop-in visit with Jojo. Jojo loved her visit. It was nice knowing I can count on Sydney while I am at work and I received a report card, pictures & a video! Thanks so much!

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Cheryl C.
Sitter Profile Image: Ashley F.
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Ashley F.
from
$20
per visit
5.0 out of 5 stars
2 reviews
6 years of experience
Queenstown, MD, 21658

About: My feline expertise is extensive, thanks to my experience caring for my five cats. I understand the unique needs and personalities of cats, from playful kittens to senior companions. Whether your cat prefers cuddles, playtime, or just a quiet spot to nap, I can provide a comfortable and enriching environment. I’m skilled in recognizing feline behavior, ensuring their health and happiness. I’m also experienced in administering medications and providing specialized care for cats with health issues. With me, your cat will receive the personalized attention and loving care they deserve while you’re away.

Sitter Profile Image: maranda c.
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maranda c.
from
$20
per visit
5.0 out of 5 stars
12 reviews
3 repeat clients
16 years of experience
Centreville, MD, 21617

Maranda took excellent care of my two cats while I was out of town. I never had to worry and knew they were in great hands. She was kind, communicative, very reliable, and always went the extra mile. Would rebook again in a heartbeat. I really can’t thank her enough for the peace of mind she gave me! Highly recommend!

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Jessica M.
Sitter Profile Image: Julie K.
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Julie K.
from
$23
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
5 years of experience
Chester, MD, 21619

She was amazing!! Super flexible with our crazy schedule!

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Jenna K.
Sitter Profile Image: Chloe T.
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Chloe T.
from
$29
per visit
4.9 out of 5 stars
8 reviews
1 repeat client
17 years of experience
Easton, MD, 21601

Chloe has done a wonderful job taking care of our two cats while we were out of town. The kitties are always healthy and happy when we return, so I am confident that Chloe gave them lots of attention and affection during her visits. She also went above and beyond by watering our Christmas tree, bringing in our packages, and even buying the kitties little toys during her first visit, which they still like to play with. I will definitely be contacting Chloe for our future cat-sitting needs!

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Hannah Z.
Sitter Profile Image: Lindsey B.
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Lindsey B.
from
$14
per visit
5.0 out of 5 stars
2 reviews
10 years of experience
Cordova, MD, 21625

Always know our girls are in caring hands with Lindsey!

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Lauren B.
Sitter Profile Image: Ashley S.
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Ashley S.
from
$27
per visit
5.0 out of 5 stars
1 review
1 repeat client
20 years of experience
Grasonville, MD, 21638

About: I’ve taken care of both cats ever since I was 5 years old. I have experience with feeding schedules, administering medications, crate training, and keeping routines consistent so pets feel comfortable while you’re away.

Sitter Profile Image: Jennifer K.
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Jennifer K.
from
$14
per visit
40 years of experience
Chester, MD, 21619

About: If you’re looking for someone who truly gets cats, you’ve found her. I’ve been a cat owner my entire life, so I understand their quirks, their moods, and exactly what they need to feel safe and comfortable while you’re away — whether that’s a cozy lap, an energetic play session, or simply a calm, familiar presence nearby. I bring a nurturing touch, a playful spirit, and the kind of reliability that gives pet parents real peace of mind. Your cat won’t just be checked on — they’ll be genuinely cared for.

Sitter Profile Image: Josiah S.
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Josiah S.
from
$10
per visit
12 years of experience
Centreville, MD, 21617

About: I’ve taken care of lots of different cats since I was 14. I have lots of experience caring for cleaning up after cats. Cats are more than pets, they’re family.

Sitter Profile Image: Lena M.
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Lena M.
Star Sitter
from
$35
per visit
5.0 out of 5 stars
19 reviews
5 repeat clients
20 years of experience
Stevensville, MD, 21666

Lena was a calm, caring presence for my senior kitty -- just what he needed. I so appreciated her photos and videos as well. Will definitely use her again!

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Laura T.
Sitter Profile Image: Cristina M.
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Cristina M.
from
$27
per visit
5.0 out of 5 stars
9 reviews
25 years of experience
Stevensville, MD, 21666

Cristina is an excellent pet sitter! Our sweet kitty is in end stage cancer and Cristina took such great care of her, ensuring she got her shot and monitored her food/water intake to assure us that all was well while we were away. I would definitely hire Cristina again!

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Sue M.
Sitter Profile Image: Hannah E.
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Hannah E.
from
$18
per visit
18 years of experience
Stevensville, MD, 21666

About: I have taken care of many kinda of animals since I have been young. My neighbors, family, and friends have relied on me to feed, walk, and care for their pets! I am a 3rd year PT student doing clinicals in Annapolis, MD. I have time after work to check in, hangout with, and/or walk your furry family members! I am very clean and love to keep my home and work space neat and tidy. While watching for pets I can provide light housekeeping to keep the home looking wonderful for the clients return!

Sitter Profile Image: Olivia B.
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Olivia B.
from
$23
per visit
5 years of experience
Cordova, MD, 21625

About: Experienced cat caregiver with knowledge of feeding, litter care, playtime, medication administration and ensuring cats feel comfortable and safe in their home environment. Please feel free to message me!

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Perfect for high energy dogs - Windward Cove

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: Aliciya M.
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Aliciya M.
from
$25
per day
15 years of experience
Queenstown, MD, 21658

About: I’ve lived with dogs and cats my entire life and have over 15 years of hands-on experience caring for pets. Growing up, my mom had five dogs—some of which had puppies—and I helped raise and care for them. I’ve also cared for cats in multi-pet households, including feeding, litter box maintenance, and creating calm, safe environments for shy or senior cats. Neighbors, friends, and family have trusted me for years to walk, feed, bathe, and care for their pets while they’re away. I now have a black Yorkie of my own, and I treat every animal I care for like part of the family—whether they bark or purr! I currently work part time- and have lots of free time! I will send out a daily schedule of what I’ll be doing with the pets! I will take your dog out on walks on our neighborhood trail outside! I also have a few ring cameras, and will send a lot of pictures/videos throughout the day.

Sitter Profile Image: Sydney T.
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Sydney T.
from
$40
per day
5.0 out of 5 stars
8 reviews
5 repeat clients
17 years of experience
Chester, MD, 21619

Sydney is so great! She took lots of photos and I could tell my dog enjoyed spending time with her! She's really responsive, easy to talk with, and very friendly!

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Drew J.
Sitter Profile Image: Vy L.
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Vy L.
Star Sitter
from
$50
per day
5.0 out of 5 stars
17 reviews
7 repeat clients
15 years of experience
Easton, MD, 21601

Vy was great. She kept us updated with messages and some cute pics. Glad to know we have someone we can rely on.

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Les C.
Sitter Profile Image: Jessica W.
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Jessica W.
Star Sitter
from
$35
per day
5.0 out of 5 stars
38 reviews
11 repeat clients
8 years of experience
Easton, MD, 21601

Thank you, Jessica. It was a relief to have my older pup in such loving, capable hands. Thank you for sending photos along throughout the day. It helped take my mind off of my surgical day.

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Tedde Lowry B.
Sitter Profile Image: Lena M.
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Lena M.
Star Sitter
from
$60
per day
5.0 out of 5 stars
19 reviews
5 repeat clients
20 years of experience
Stevensville, MD, 21666

Lena is great! She is flexible, knows dogs and is very communicative

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Connor T.
Sitter Profile Image: Mary L.
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Mary L.
from
$40
per day
4.9 out of 5 stars
35 reviews
15 repeat clients
30 years of experience
Stevensville, MD, 21666

Mary was great, she just incorporated Allie into her family and daily life. She sent photos of Allie totally chilling out and interacting with people. It made me feel better knowing she was safe and content. I could see that in her face and body language.

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Robin M.
Sitter Profile Image: Brooke F.
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Brooke F.
from
$20
per day
5.0 out of 5 stars
76 reviews
17 repeat clients
10 years of experience
Grasonville, MD, 21638

About: I have been walking/sitting all sized dogs for 10+ years simply because dogs make me happier than anything else! I consider myself affordable so you can work away from home with ease knowing your dog won't be in a kennel all day long! I also dog sit/house sit if you need to go away for business or vacation and can not take your 4 legged friends with you. I am trustworhty and dependable so you do not have to worry about a stranger coming in for your dog but more so your dogs BFF coming in to let the out for a little and play and to use the bathroom for a potty break! I hope to talk to you soon and meet your furry friend(s)! I am home almost all day everyday so my schedule is pretty open and I am extremely flexible to accommodate your schedule as well if needed! I have a fenced in big back yard and a very friendly 3 year old lab to accompany your dog! Frequent let outs and frequent cuddle seshs!

Sitter Profile Image: Carmel S.
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Carmel S.
from
$35
per day
5.0 out of 5 stars
16 reviews
2 repeat clients
5 years of experience
Grasonville, MD, 21638

Carmel was awesome with my pup, Dakota! I am so grateful that she let her come hang out for a few days and she took such great care of Dakota! Highly recommend!!!

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Chrissy B.
Sitter Profile Image: Sydney W.
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Sydney W.
from
$25
per day
5.0 out of 5 stars
4 reviews
10 years of experience
Saint Michaels, MD, 21663

About: I’ve had dogs and horses for my whole life, and I have experience with all types of animals like donkeys and goats! I’m a pre-vet student looking for more animal time! I’m an undergrad student looking to help out when I’m on breaks or have free time at school! Also available during the holidays if you’re planning on going out of town and can’t take your pet! I have a fully fenced in yard and one sweet, small dog at home! But I can divide the house and keep them separated if necessary. I love all breeds and even nervous pups!

Sitter Profile Image: Haley D.
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Haley D.
from
$60
per day
5.0 out of 5 stars
15 reviews
6 repeat clients
10 years of experience
Fairmount-Spring Garden, Easton, MD, 21601

About: Hello Pet Owners! My name is Haley and I've been a dog walker and overnight sitter for many animal friends in the Fairmount area for three years now, and have been a professional animal caregiver for about 8 years total. I’ve previously worked at NYC's main animal shelter as an adoption counselor and foster parent for a long time, and feel comfortable working with animals with anxiety, leash reactivity, allergies, medications, or that require other special care, and always work them with the utmost patience. Though a lot of my clients tend towards the smaller side, I love our bigger buddies, too! I offer a very personalized care experience for your fur baby- all dogs are walked and cared for individually, never with other clients simultaneously. And when your pet is in my care, they are my absolutely priority focus! I am a hands on, eyes on, camera on constantly sitter- you will receive plenty of photo updates and confirmation on your pets well being. My schedule is completely self-made, so I often have last minute availability and a lot of flexibility when it comes to scheduling! I understand just how much we love and care for our pets (my dog Moby is like My son), and I always make sure to give yours the affection, attention, and playtime you would while you're gone! Currently, the majority of my work is freelance editing, so my schedule is flexible and typically quite open. I have full week availability, especially for walks- even last minute bookings! I have a small, fenced backyard big enough for casual play and outdoor lounging, and a large main living area with space for fetch and plenty of cozy cuddle room on my big, pet friendly couch! My little guy, Moby, is a 3 year old Morkie who is sweet, playful, and adjusts well to other animals’ energy preferences.

Sitter Profile Image: Michelle M.
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Michelle M.
Star Sitter
from
$38
per day
5.0 out of 5 stars
552 reviews
257 repeat clients
25 years of experience
Annapolis, MD, 21409

I have used Michelle for both of my dogs, yesterday was her first time watching my 3 month old yorkie & she did a wonderful job. She made sure he was comfortable because he was afraid at first. I really appreciate Michelle for all of her help. I highly recommend her to anyone needing pet sitting services.

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Lor K.
Sitter Profile Image: Jennifer K.
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Jennifer K.
from
$25
per day
30 years of experience
Chester, MD, 21619

About: I’ve had pets my entire life and truly enjoy caring for them. As a Great Dane mom, I offer calm, patient, reliable and attentive care to pets of all sizes. I have a flexible work schedule and work part time from home. My children are self sufficient so I have a lot of free time. Follow care instructions closely, maintaining your pet’s routine, keeping space clean and offering lots of love and affection to ensure your pet feels safe and comfortable during a stressful time.

Sitter Profile Image: Celena W.
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Celena W.
from
$40
per day
5.0 out of 5 stars
10 reviews
3 repeat clients
4 years of experience
Annapolis, MD, 21409

Best experience I’ve had on rover! Maggie had a blast. Celena sent multiple updates throughout the day. This was a last minute booking and I’m so glad she was available, I will be booking with Celena again!

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Melissa S.
Sitter Profile Image: Lucy & Daniel M.
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Lucy & Daniel M.
Star Sitter
from
$35
per day
5.0 out of 5 stars
16 reviews
4 repeat clients
15 years of experience
Annapolis, MD, 21403

Lucy and Daniel are a great team for the best doggy daycare you could ever want/need for your dog! My dog is extremely needy and they gave him nothing but love. We look forward to next time!

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Meredith C.
Sitter Profile Image: Stephanie R.
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Stephanie R.
from
$65
per day
5.0 out of 5 stars
7 reviews
2 repeat clients
10 years of experience
OXFORD, MD, 21654

Meeting Stephanie for the first time was great. We are new to the area and she welcomed us to Oxford. Stephanie made our dog Bella feel comfortable to her house,yard and her dog before we left her. This was a great experience for us in such a short notice.

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Debbie D.
Sitter Profile Image: Elena K.
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Elena K.
from
$30
per day
5.0 out of 5 stars
13 reviews
1 repeat client
10 years of experience
Annapolis, MD, 21409

Elena was absolutely phenomenal with our pup!

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Chanel R.
Sitter Profile Image: Amy D.
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Amy D.
from
$45
per day
5.0 out of 5 stars
27 reviews
11 repeat clients
7 years of experience
Arnold, MD, 21012

Ed and Amy are pleasant and attentive to their pet guests. Plus, they are very good about making sure animals get bathroom breaks and exercise. In addition, Gunner’s warm demeanor always makes people feel welcome.

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Matthew H.
Sitter Profile Image: Lindsay M.
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Lindsay M.
Star Sitter
from
$55
per day
5.0 out of 5 stars
43 reviews
10 repeat clients
40 years of experience
Annapolis, MD, 21401

Lindsay did an amazing job with our Daisy who has separation anxiety. Photo during the day and a fun video to watch. We will book again next time we are in town!

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Debra R.
Sitter Profile Image: Stacia D.
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Stacia D.
from
$45
per day
12 years of experience
Annapolis, MD, 21403

About: Hi there! My name is Stacia and I’ve taken care of animals my whole life. I am a dog owner too! My older dog recently passed in March. He had a pericardial effusion and diagnosed anxiety. My other pup is about to turn 2 in July. I’m familiar with ensuring the environment is right for your dog whether they are in my home or I am dropping in to spend time / walk your dog. I understand the importance of making sure your guidelines for your pet are followed. I can give medications, follow training rules, walk large dogs, handle dogs that aren’t friendly with other people or dogs, high anxiety, and have disabilities (ex. Deaf, blind). If you have any additional questions for me, please don’t hesitate to ask. I believe in open communication to ensure the safety of you, your pet, me and mine! I work fully remote and am able to support drop ins, walks and daycare. I walk my dog morning, mid day and evening for 30 min to an hour at a time. I’d like to be able to support other people who need assistance. I have a fenced yard in our home and a friendly, playful 2 year old male lab (fixed). If your dog is in our home, they need to be friendly with other dogs and potentially able to be closed into a room for a period of time if I have a meeting. I’d make sure to communicate this information when you are booking. For walks / being in your home, I ask for honesty in how you want your dog to be cared for. Ideally I’d prefer they are friendly so that I can bring my dog for walks too but understand that’s not always the case.

Sitter Profile Image: Jason & Tracy Y.
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Jason & Tracy Y.
from
$25
per day
4.9 out of 5 stars
78 reviews
31 repeat clients
10 years of experience
Stevensville, MD, 21666

About: We are very personable, friendly, responsible, and I love animals! My schedule is very flexible; I can accommodate all of your and your pet's needs. We are familiar with various pet health problems. we have experience walking and caring for and dog sitting for neighborhood pets. When my neighbors or friends go out of town for any reason, we always offer to pet sit for them. We like to know the dog's history, including any known behavioral issues (good or bad) or special needs to help identify appropriate activities, such as walking. We truly love dogs of all kinds, this is a dream job for me. Your pet's well-being is our number one concern. we are looking forward to meeting you all and your dogs! Pet Care Fits Into My Life Because I Am Home A Lot Trying To Earn My High School Diploma And Saw This As An Opportunity To Do What I Love Taking Care Of Dogs To Make Money I Do Not Have A Fenced In Yard And I Do Not Own Any Dogs But I Love What I Do It Is Big Fun Due To Personal Injury I Do Not Use Retractable Leashes And They Are Not Recommended I Work For Rover as my soul's means of income, and I Really Enjoy What I Do For A Living. I work for Rover as my primary source of income, and I truly enjoy what I do for a living. All the animals are like my own kids. I work for Rover as my primary source of income, and I truly enjoy what I do for a living. All the animals are like my own kids. All The Animals Are Like My Own Kids I will do whatever is necessary to meet my clients' animals' needs, be it medication or whatever it takes to make sure the animals in my care are well cared for.

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Adventure-ready dog walkers - Windward Cove

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

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Sitter Profile Image: Bryan J.
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Bryan J.
from
$19
per walk
5.0 out of 5 stars
3 reviews
3 repeat clients
20 years of experience
Chester, MD, 21619

About: I’ve had dogs and cats of all shapes and sizes my entire life, and caring for animals has always been a huge part of who I am. Over the years I’ve owned and cared for many different breeds and personalities, including Saint Bernards, Great Danes, and Coonhounds, which gave me plenty of experience handling large and giant-breed dogs. I’ve also shared my home with multiple cats over the years—many of them seniors—so I understand the patience, routine, and gentle care older pets often need. I’ve spent years fostering animals as well, frequently working with senior pets and dogs that may be anxious or slow to trust new people. I pride myself on being patient and letting animals warm up to me at their own pace so they can feel comfortable and safe while their owners are away. My home currently includes an Alaskan Klee Kai and a Border Collie mix, so daily life already revolves around exercise, enrichment, and making sure dogs stay happy and engaged. When I travel, my trips are often pet-focused—I’ve driven cross-country multiple times with my dogs to explore new trails, parks, and adventures together. For walks, drop-ins, and house sitting, I always aim to keep pets on their normal routine so they feel secure in their own home. As a larger and experienced handler, I’m comfortable managing multiple dogs on leash and adapting to different energy levels—whether your dog loves long walks and playtime or prefers relaxed companionship and a calm presence. I’m also experienced in administering most medications and providing attentive care for senior pets who may need a little extra support. I have a very flexible work schedule, and can accommodate most dogs needs! As far as overnight sitting, I will be there from 8 pm until 8 am and will also be coming by a few times a day. Puppies and youngsters (or whoever needs it!) can be accommodated with more drop ins just let me know! If you require 24/7 care this can be arranged as well just let me know prior to booking! Your dog’s comfort and routine are my top priorities. I provide focused attention, interactive play, and companionship tailored to your pup’s personality — from calm evenings at home to energetic walks or adventures at parks and trails. I’m experienced with all sizes and breeds, so whether your dog is a tiny pup or a gentle giant, they’ll receive care that’s attentive and consistent. My goal is for your dog to feel safe, happy, and fully engaged throughout their stay

Sitter Profile Image: Alexis B.
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Alexis B.
from
$15
per walk
5.0 out of 5 stars
1 review
12 years of experience
Grasonville, MD, 21638

Alexis is amazing!! She goes the extra mile and loved on our dogs so well! I will have her back again and again!

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Mari H.
Sitter Profile Image: Aliciya M.
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Aliciya M.
from
$20
per walk
15 years of experience
Queenstown, MD, 21658

About: I’ve lived with dogs and cats my entire life and have over 15 years of hands-on experience caring for pets. Growing up, my mom had five dogs—some of which had puppies—and I helped raise and care for them. I’ve also cared for cats in multi-pet households, including feeding, litter box maintenance, and creating calm, safe environments for shy or senior cats. Neighbors, friends, and family have trusted me for years to walk, feed, bathe, and care for their pets while they’re away. I now have a black Yorkie of my own, and I treat every animal I care for like part of the family—whether they bark or purr! I currently work part time- and have lots of free time! I will send out a daily schedule of what I’ll be doing with the pets! I will take your dog out on walks on our neighborhood trail outside! I also have a few ring cameras, and will send a lot of pictures/videos throughout the day.

Sitter Profile Image: Jack C.
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Jack C.
from
$18
per walk
15 years of experience
Grasonville, MD, 21638

About: I have grown up loving dogs my entire life. I was lucky enough to have two of my own Lucy and Wilson who were truly part of my family and meant everything to me. Since coming to college I have not been around dogs at all and I miss that connection more than I realized. Being around dogs brings me a lot of happiness and comfort and it is something I have always had in my life until now am a college student with a flexible schedule, which allows me to spend plenty of time caring for and giving attention to pets. I am available most weekdays all day due to online school. Some weekends are also available, although I do have an internship that takes up certain weekends I treat every pet as if they are my own and always prioritize their safety and comfort. I carefully follow feeding, walking, and medication instructions and make sure your pet feels secure and loved in my care

Sitter Profile Image: Ashley F.
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Ashley F.
from
$20
per walk
5.0 out of 5 stars
2 reviews
6 years of experience
Grasonville, MD, 21638

About: Animals have always been the center of my life, and caring for them is so much more than a job to me — it’s truly my passion. I currently have four dogs and five cats of my own, so I understand firsthand the love, attention, patience, and responsibility that go into providing excellent pet care every single day. My experience with animals goes far beyond personal pet ownership. I worked at a dog rescue for three years, where I gained hands-on experience caring for dogs of all ages, sizes, temperaments, and special needs. During that time, I also fostered 52 dogs, helping them transition into safe, loving homes. That experience taught me how to build trust with nervous pets, handle different personalities, and provide compassionate, individualized care. In addition, I have been working as a veterinary technician for the past two years, which has given me strong knowledge of animal health, behavior, safety, and overall well-being. I’m comfortable recognizing signs of stress or illness, administering attentive care, and making sure pets feel safe and supported. What sets me apart from other sitters is the genuine love and dedication I bring to every animal I meet. I treat every pet as if they were my own, and I’m committed to making sure they feel comfortable, happy, and loved while you’re away. Whether your pet is energetic, shy, senior, or needs a little extra patience, I have the experience and heart to provide exceptional care. Pet care is seamlessly integrated into my daily and weekly life. Each day, I set aside dedicated time for feeding, walking, playing, and providing companionship to ensure every pet receives consistent attention and care. Every pet receives the love, care, and attention they need to thrive, making their time with me a happy and fulfilling experience. When caring for pets, safety, trust, and a comfortable environment are my top priorities. In my home, I ensure a secure and pet-friendly space by removing hazards, providing comfortable bedding, and maintaining a clean environment. I follow the owner's instructions meticulously, maintaining their feeding schedule, exercise routine, and any specific care requirements. I build trust by being patient, gentle, and attentive, allowing pets to adjust at their own pace. Regular playtime, cuddles, and positive reinforcement help create a bond and alleviate any anxiety they may feel. In a client's home, I respect their space and maintain their pet's routine as closely as possible. I follow their instructions regarding feeding, walking, medication, and playtime. I ensure the home is secure, checking that doors and windows are properly closed and that there are no potential hazards. I communicate regularly with the owner, providing updates and photos to reassure them that their pet is in good hands. My goal is to provide a safe, trustworthy, and comfortable environment, whether in my home or theirs, so pets feel secure and loved in their owner's absence.

Sitter Profile Image: Sydney T.
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Sydney T.
from
$30
per walk
5.0 out of 5 stars
8 reviews
5 repeat clients
17 years of experience
Queenstown, MD, 21658

About: I’ve been caring for dogs since I was 12 and can’t imagine life without them! While serving in the Navy, I volunteered at military kennels, and later worked at a doggy daycare/boarding/training facility in Texas. I’m experienced with dogs of all ages, from playful puppies to senior pets, and I share my home with a sweet 10-year-old lab and a 2-year-old Norwegian Forest Cat. Reliable, patient, and attentive — I promise to treat your pets like my own. I have a flexible schedule and lots of love to give! Whether it’s a quick walk or a cozy check-in, I’ll make sure your furry family members get plenty of playtime, cuddles, and attention. I treat every pet as if they were my own, keeping them safe, happy, and comfortable. During walks, I pay close attention to their behavior and surroundings to ensure a fun and secure outing. For in-home check-ins, I follow all your instructions carefully, provide love and attention, and make sure your pets feel relaxed and cared for while you’re away.

Sitter Profile Image: Jennifer M.
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Jennifer M.
from
$15
per walk
20 years of experience
Stevensville, MD, 21666

About: I have over 20 years of experience working with pets. I have worked as an emergency Vet tech assistant and as a boarding facility manager in the past. I love helping people in my community with their pet care needs while getting all the snuggles that I can! I have a very flexible schedule! I am a photographer part-time and am able to create my own schedule accordingly. I have such a passion for animals and love to help people! I treat all pets as if they were my own. I am dependable, respectful and trustworthy. I will do whatever I can to ensure that your pet(s) and their owners are happy!

Sitter Profile Image: Hannah P.
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Hannah P.
from
$20
per walk
5.0 out of 5 stars
7 reviews
1 repeat client
10 years of experience
Chester, MD, 21619

About: Hi, I’m Hannah — a responsible, caring pet sitter who treats your home and pets like my own. I know how difficult it can be to leave your furry family member behind, so I’m here to give you peace of mind with loving, attentive in-home care. Whether your dog needs belly rubs, playtime, medications, or a quiet companion on the couch, I adapt to their unique needs and stick to their usual schedule. I’ll also keep your home tidy and safe so you can return to everything just how you left it (or better!). ~Staying overnight at your home ~Feeding, walks, and potty breaks on your schedule ~Playtime, snuggles, and companionship ~Administering medication (if needed) ~Daily updates with photos and notes ~Light home care (mail, plants, trash, etc.) ~Respectful, clean, and professional behavior in your space Hi! I’m Hannah, a very energetic stay-at-home mom. I can’t wait to welcome your pets into my life! I'm home full-time this summer, so your dogs or cats will get constant attention, affection, and supervision while you’re away. I'm a huge animal lover — patient, kind, and great at following routines. Whether your pet needs playtime, snuggles, walks, or quiet companionship, I'll provide a safe, loving environment that feels like home. Our animals are happiest in their environment with their familiar smells, toys, and routines. I help minimize stress and keep them comfortable while you enjoy your time away, worry-free.

Sitter Profile Image: Carmel S.
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Carmel S.
from
$23
per walk
5.0 out of 5 stars
16 reviews
2 repeat clients
5 years of experience
Grasonville, MD, 21638

About: Reliable and experienced sitter/walker ensuring your canine companion gets the exercise and attention they need. Tailoring visits to suit each dog's energy level and personality for a joyful experience. Pet Sitter: Trustworthy care for your furry friends while you're away. Offering personalized attention, exercise, and companionship to keep your pets happy and healthy. I work part time and I’m in school but I have some free time and would love to fill it by providing care for your pet 😄 I generally accept last minute bookings unless I genuinely will not be able to provide proper care. I used to live in Annapolis so I am familiar with the area. I will pick up/drop off your pet no matter what side of the bridge you live on-don’t hesitate to ask! I genuinely love dogs and will go out of my way to make sure their needs are met. I currently live in a house in Grasonville with lots of property and grass. It is on the water with a lot of trails for some nice dog walks! I tailor each visit to suit the individual dog’s needs.

Sitter Profile Image: Julie K.
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Julie K.
from
$20
per walk
5.0 out of 5 stars
5 reviews
1 repeat client
5 years of experience
Chester, MD, 21619

About: I have taken care of many dogs from different families! As well as cats and other animals. I am able to give medication to them and meet all your needs. I will stay at your house and love to meet the animals before hand if you would like. I currently work a full time job at a Daycare and part time at my church. When I Dogsit I normally stay the night or come over before work to take care of the animals . Then after work I am able to go and take care of them again. I’m very flexible for whatever your dog may need. I’m able to give medicine, walk the dog, crate the dog, etc. whatever you need I can do!

Sitter Profile Image: Mary L.
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Mary L.
from
$30
per walk
4.9 out of 5 stars
35 reviews
15 repeat clients
30 years of experience
Stevensville, MD, 21666

About: My family & I been around & cared for kitties & puppies for 20+ years. I’ve personally owned chickens & rehabbed bunnies & squirrels. My fur family is extremely important to us & we pledge to care for your pets like our own. We have a fenced in backyard and plenty of domestic pet care experience. Currently I’m a full time homemaker and have lots of time to spend quality time with your fur babies. Occasionally my husband Brandon helps with Rover duties. He is awesome with both animals & people! If needed I have the ability to separate my pets & yours. I can administer medicine including injections with proper instructions. Ask me about brining in mail, watering plants, garden care, farm animal care, & light cleaning. Call my Rover number to receive my personal cell phone Having extra puppies around the home is easy & we can offer long potty breaks in our fenced in backyard as well as a daily walk! The home & yard are secure & your fur babies will be safe with us. Please let us know if your pup tends to run/escape!

Sitter Profile Image: Rachael B.
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Rachael B.
from
$25
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
10 years of experience
Queen anne, MD, 21657

About: I have 7 animals of my own, both dogs and cats. I also work part time as a Kennel Technician so I am very familiar with different animal personalities and how I’m expected to care for them! Neighbors, friends, family & clients have relied on me to care for their furry friends and I’ve loved getting to know each one. I am pet CPR & First aid Certified. I walk for 3-4 houses around noon Monday- Friday as well as dog sitting overnights frequently. I am very flexible and will not have to spend long periods of time away from your pets. I work part time as a kennel tech and attend college. College is online so that won’t be a problem right now. My scheduled days can change but shifts are no longer than 6 hours at a time. I usually work every other day. I live in Queen Anne so I’m about the same distance to everyone. I have a few clients that I walk dogs for during the afternoon and am always on time! I will take wonderful care of your pets as if they were my own. My pups love to play outside and get lots of attention so I want to share the love!! It’s always fun getting to know your dogs and cats. I have built a trusted clientele over the last 2 years of being on Rover. I am very responsible and will care for your house just as well as your pets! I know it takes a lot to entrust someone in your home so I won’t let you regret it.

Sitter Profile Image: Josiah S.
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Josiah S.
from
$15
per walk
12 years of experience
Centreville, MD, 21617

About: I will love and take care of your pets as if they were my own. I love to go out and play with pets I care for. I would dog sit when I was in high school for different families. Those families loved how attentive I was, and as a result they would refer me to their friends. I’m always available for you buddies! You and me both know that your pets are more than pets, theyre family. You don’t want just anyone taking care of family. I do currently work full time, however I have a job that is extremely flexible. I set my own hours, including when I am in my office. This pairs perfectly with animal care and house care because I can come and go as frequently as needed. Due to my open schedule I can be available for any needs your pets may have. I prefer to let the client tell me exactly what they want for their pet. I like to keep your life as simple as possible while giving you peace of mind by following any requests you have. If you need your animal crated, if you want them roaming, whatever is asked you can expect to be done.

Sitter Profile Image: Lena M.
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Lena M.
Star Sitter
from
$39
per walk
5.0 out of 5 stars
19 reviews
5 repeat clients
20 years of experience
Stevensville, MD, 21666

About: I've owned pets my whole life. My gentle composure and empathic nature make them feel loved and safe with me. I fostered a puppy from the Caribbean that nobody else wants to deal with. Within a month, she let me pet her and take her on walks. I train dogs with care and lots of pets! I am a freelancer and work from home. Dogs that stay at my house can go in and out and be protected by a fenced-in yard. I will ask about diet, routines, and special needs for your pets. I will come to your house for free for a meet and greet and see if we connect with your pet.

Sitter Profile Image: Imani W.
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Imani W.
from
$15
per walk
5.0 out of 5 stars
1 review
20 years of experience
Easton, MD, 21601

Imani is great and very considerate.

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Sayre M.
Sitter Profile Image: Jennifer K.
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Jennifer K.
from
$15
per walk
30 years of experience
Chester, MD, 21619

About: I’ve had pets my entire life and truly enjoy caring for them. As a Great Dane mom, I offer calm, patient, reliable and attentive care to pets of all sizes. I have a flexible work schedule and work part time from home. My children are self sufficient so I have a lot of free time. Follow care instructions closely, maintaining your pet’s routine, keeping space clean and offering lots of love and affection to ensure your pet feels safe and comfortable during a stressful time.

Sitter Profile Image: Lindsey B.
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Lindsey B.
from
$15
per walk
5.0 out of 5 stars
2 reviews
10 years of experience
Cordova, MD, 21625

About: I’ve taken care of all types of animals since I started high school. I grew up with dogs, cats and poultry and those are the animals I’ve taken care of most. I’m comfortable with senior care for sure but young puppies and extremely young kittens are outside of my comfort zone. I’m currently commuting to SU for this last semester and finishing off a major doesn’t allow for a lot of job opportunities that were available previously due to the amount of at-home work required. Pet sitting allows a lot more flexibility and brings the brain break of hanging out with fur babies to fit into the class work chaos. I currently have a cat of my own who stays with me as well as my childhood cat and dog who live with my parents. I’ve often pet sat for family and am comfortable with all ages except young puppies and very young kittens.

Sitter Profile Image: Lindsey A.
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Lindsey A.
from
$15
per walk
5 years of experience
Queenstown, MD, 21658

About: I have grown up around dogs of all ages and breeds and currently have two goofy friendly doggos at home! I have a large fenced in back yard where your pet will have constant access to water while outside playing. As well as access to food and water inside. I have been trusted to take care of family, friends and coworkers fur babies while they are away on vacation, stuck at work or just need a drop in last minute. I would love to help you with your pet needs! I am currently working partime Monday-Wednesday and the rest of the week I am home with my 1.5 year old son. So we are free to help you Thursday-Sunday! I have a large fenced in back yard and two very friendly dogs that would love to keep your fur baby company! They can also be crated if needed

Sitter Profile Image: Ryan L.
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Ryan L.
from
$25
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
25 years of experience
Annapolis, MD, 21409

Highly recommend Ryan! He took the time to do a meet and greet and really understand my dog’s specific needs. He was very communicative and flexible whenever any changes came up, which I truly appreciated. What stood out most was how he followed my dog’s training routines and even used the exact phrases we’ve been working on. He handled my dog’s reactivity with care and confidence, and it made a huge difference. I felt completely at ease knowing my dog was in such good hands!

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Stacie Z.
Sitter Profile Image: Ashley S.
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Ashley S.
from
$35
per walk
5.0 out of 5 stars
1 review
1 repeat client
20 years of experience
Grasonville, MD, 21638

About: I’ve taken care of both cats and dogs ever since I was 5 years old. I have experience with feeding schedules, administering medications, crate training, and keeping routines consistent so pets feel comfortable while you’re away. I am available most weeks and weekends around this time of the year which gives me more time for drop in visits and walking as needed. I always keep pets on leash during walks unless in a secure area. I provide regular updates and photos and so you can ensure your pets safety.

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

Large dog specialists near you - Windward Cove

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

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Sitter Profile Image: Lindsay G.
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Lindsay G.
Star Sitter
from
$49
per night
4.9 out of 5 stars
78 reviews
29 repeat clients
15 years of experience
Stevensville, MD, 21666

This was our first time with Lindsay, and we couldn't be happier! We'll definitely be repeat customers. She took great care of our boys, and we felt completely at ease leaving them in her hands. Our dogs absolutely loved the interactions with the other dogs and her children, and it was clear they felt right at home. Lindsay provided a safe, loving, and fun environment, and we’re so grateful for her care. Highly recommend!

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Douglas C.
Sitter Profile Image: Carlie H.
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Carlie H.
Star Sitter
from
$42
per night
5.0 out of 5 stars
62 reviews
26 repeat clients
15 years of experience
Severna Park, MD, 21146

Carlie and her family could not have been more loving and attentive. Arlo probably wanted to live there forever. She was incredibly kind about a mistake I made on pick up time.

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Jennifer M.
Sitter Profile Image: Marijah B.
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Marijah B.
from
$45
per night
10 years of experience
Easton, MD, 21601

About: Ive been caring for dogs and cats since I was about 8 years old. I’ve always had multiple dogs in the house at a time. I’ve cared for dogs ranging from big to small, Seniors to puppies. I provide daily photos throughout your pets daily routine and tons of love I’m currently working part time so I will have plenty of enough time to care for your fur baby. I believe all animals should be treated like they are you own even if they are temporary I live in a quiet cozy apartment with a big yard in the back. There is plenty of room for playtime and resting. Pets are welcome on all furniture

Sitter Profile Image: Mady H.
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Mady H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
86 reviews
27 repeat clients
10 years of experience
Bowie, MD, 20716

Mady is AMAZING! She helped us out in a last minute pinch and made sure our pup had a fun, exciting day. She sends lots of pictures and gave Kiko lots of love! Thanks, Mady!

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Hannah K.
Sitter Profile Image: Jillian & Richard A.
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Jillian & Richard A.
Star Sitter
from
$49
per night
5.0 out of 5 stars
47 reviews
21 repeat clients
20 years of experience
Pasadena, MD, 21122

Dan stayed with Jillian for two weeks and I felt confident that he was in good hands. She took special care of him during thunderstorms and the 4th of July fireworks. She sent regular updates and pics of Dan. He looked like he was right at home and had a great time playing with the other dogs. We’ll board him there for our next trip.

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David P.
Sitter Profile Image: Brooke F.
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Brooke F.
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$49
per night
5.0 out of 5 stars
76 reviews
17 repeat clients
10 years of experience
Grasonville, MD, 21638

Brooke was very welcoming and helped our dog feel right at home. We were very happy with her care and would recommend her as a Rover care provider.

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Charlene C.
Sitter Profile Image: Celena W.
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Celena W.
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$45
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
4 years of experience
Annapolis, MD, 21409

Celena was great with our 7 month old pup, Ace! He had so much fun at her house. She sent us many pictures and videos several times a day and for all of them he was playing and have the best time with her dog and her family. We would definitely book Celena again!

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Emilee A.
Sitter Profile Image: Becca K.
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Becca K.
Star Sitter
from
$50
per night
5.0 out of 5 stars
31 reviews
9 repeat clients
20 years of experience
Pasadena, MD, 21122

Becca’s is so kind and accommodating! I have a senior dog with a heart condition and she was ready to do all the daily tasks for him. She is amazing !!!

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Rebecca B.
Sitter Profile Image: Vy L.
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Vy L.
Star Sitter
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$65
per night
5.0 out of 5 stars
17 reviews
7 repeat clients
15 years of experience
Easton, MD, 21601

Vy provides a safe, loving, and enriching home for our dog to feel comfortable while we are away. We had flight complications while traveling and she was very accommodating alleviating any additional travel stresses related to our dog’s care.

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Maura M.
Sitter Profile Image: Shelby B.
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Shelby B.
from
$57
per night
5.0 out of 5 stars
23 reviews
5 repeat clients
7 years of experience
Annapolis, MD, 21403

Willow had the best time with Shelby and her pup Ellie. Instant best friends. I felt totally confident that our 4 year old dog was having a vacation all her own the entire weekend. Lots of time outside, on walks, playing, and snuggling. 100% would recommend and feeling so happy we have a go-to sitter :) thank you guys!

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Alyssa M.
Sitter Profile Image: Elena K.
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Elena K.
from
$40
per night
5.0 out of 5 stars
13 reviews
1 repeat client
10 years of experience
Annapolis, MD, 21409

Elena did an amazing job with our Old English Sheepdog Lady. I could really tell that she loves taking care of animals, and she did a great job. Our dog was pretty nervous as she went to the vet the day before, but Eleana made her feel at home and I thank her for that. I highly recommend her.

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Daniel B.
Sitter Profile Image: Hester D.
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Hester D.
from
$35
per night
5.0 out of 5 stars
4 reviews
23 years of experience
Pasadena, MD, 21122

Hester was absolutely wonderful! Sent us updates on our boy while we were out of the country and shared about all the fun he was having. Would definitely rebook and recommend!!

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Megan C.
Sitter Profile Image: Candice W.
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Candice W.
Star Sitter
from
$65
per night
5.0 out of 5 stars
98 reviews
35 repeat clients
14 years of experience
Annapolis, MD, 21409

I would give 10 stars if I could! Phil was in excellent hands during his time with Candice & Rayne. She was very communicative with lots of pictures and updates, flexible and reliable with with a meet and greet, pick up and drop off. Phil had a great time and would love to come back and see Candice next time! Thank you!

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Olivia B.
Sitter Profile Image: Yukia G.
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Yukia G.
Star Sitter
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$48
per night
5.0 out of 5 stars
62 reviews
15 repeat clients
20 years of experience
Crofton, MD, 21114

Yukia, is a consummate professional! Her love for and experience with big dogs only adds to her being my go to care provider in my time of need! She is absolutely wonderful!! Thank you ma'am!! See you next time!!

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Marc P.
Sitter Profile Image: Lena M.
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Lena M.
Star Sitter
from
$75
per night
5.0 out of 5 stars
19 reviews
5 repeat clients
20 years of experience
Stevensville, MD, 21666

Lena was the best!! She cared for my boy just like her own dogs! She made sure she had all her questions answered and took the time to get to know my dog during our pre visit. She kept me informed every day how things were going and sent pics and videos!! I will definitely use her to care for my dog again!! Thanks Lena!!

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Nancy C.
Sitter Profile Image: Jasmine S.
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Jasmine S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
22 reviews
7 repeat clients
4 years of experience
Glen Burnie, MD, 21061

Jasmine was very accommodating so that we could meet before the booking, even though it was a bit of a last-minute for a holiday weekend. Cucumber immediately became comfortable with Jasmine and her home. Jasmine send us a bunch of pics of our baby and made us feel very comfortable leaving Cucumber for longer than she's ever been away before. I absolutely would recommend Jasmine!

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Katherine J.
Sitter Profile Image: Kimberly W.
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Kimberly W.
from
$45
per night
5.0 out of 5 stars
50 reviews
17 repeat clients
12 years of experience
Arnold, MD, 21012

Our pup was well taken care of, walks and ball chasing, lots of pictures showed the fun he was having. Kim even sent him home with a Christmas present- a stocking full of toys and treats.

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Cathy R.
Sitter Profile Image: Thomas & Melissa S.
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Thomas & Melissa S.
from
$60
per night
5.0 out of 5 stars
36 reviews
14 repeat clients
7 years of experience
Annapolis, MD, 21403

Thomas and Melissa took excellent care of our large, energetic dog. They sent updates and pictures throughout the day and were flexible with their schedule. We will definitely be requesting their services again!

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Nina P.
Sitter Profile Image: Donna & Brian G.
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Donna & Brian G.
Star Sitter
from
$43
per night
5.0 out of 5 stars
98 reviews
44 repeat clients
25 years of experience
Upper Marlboro, MD, 20774

Donna was very accommodating. I initially had to change my booking and then I had the wrong time entered in for drop off. She did her very best and took them earlier than planned to help us make our flight. My Lab had also recently had surgery between the time I booked and dropped off which then required him to take medication and to be watched extra since he really doesn’t like the bandage and hates the cone. She was very responsive when I checked on them and sent pictures. Would absolutely use them again. Thank you again for taking good care of our fur babies.

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Heather V.
Sitter Profile Image: Bhavani K.
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Bhavani K.
from
$45
per night
5.0 out of 5 stars
18 reviews
2 repeat clients
15 years of experience
Stevensville, MD, 21666

For my first Rover experience I couldn't have asked for a better sitter than Bhavani. She was a great communicator from our first contact through to the end of the engagement. Bhavani clearly understood what my dog needed to feel comfortable and gave her a lot of love and affection. I will not hesitate to contact her again in the future.

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Bridget M.
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