Personalized care for your dog or cat - Annapolis

Highly-rated overnight sitters - Annapolis

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: 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: 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: 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: 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: 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: 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: Blake K.
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Blake K.
from
$45
per night
5.0 out of 5 stars
2 reviews
10 years of experience
Annapolis, MD, 21401

Blake was great with Murphy! She was very responsive and was able to support us as my scheduled sitter dropped out unexpectedly. Would highly recommend Blake boarding or watching a dog. Thanks Blake!

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Andrew L.
Sitter Profile Image: Lucy & Daniel M.
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Lucy & Daniel M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
16 reviews
4 repeat clients
15 years of experience
Annapolis, MD, 21403

Appreciate Lucy and Daniel so much, they did a wonderful job with our pup. Provided updates and were very communicative throughout booking and the stay, would absolutely trust them to watch our boy anytime.

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Hassie 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: Ciarra & Tariq J.
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Ciarra & Tariq J.
from
$40
per night
4.9 out of 5 stars
146 reviews
44 repeat clients
3 years of experience
Annapolis, MD, 21402

I couldnt have asked for a better sitter for Montana than Ciarra and Tariq! I felt comfortable leaving Montana with them as he didn't pay me any attention when I dropped him off. The goody bag was extra on top of their great service! I will definitely use them again!

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Kim L.
Sitter Profile Image: Elaine S.
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Elaine S.
from
$50
per night
5.0 out of 5 stars
69 reviews
37 repeat clients
20 years of experience
Annapolis, MD, 21403

Elaine has been watching our special needs dog for several years. She is incredibly reliable, nurturing, and attentive. Hugo loves being in her home and we love knowing that he is receiving good care. We would highly recommend Elaine to others seeking care for their pups!

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Lucia S.
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: Diana V.
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Diana V.
Star Sitter
from
$57
per night
5.0 out of 5 stars
205 reviews
86 repeat clients
10 years of experience
Riva, MD, 21140

Amazing experience! Bailey became a part of Diana’s family and felt very safe. He went on adventures, many walks along the water and received much love and care. Diana sent us daily updates, pictures and videos. It was an easy and reliable communication with her. We will definitely return in the future.

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Moon G.
Sitter Profile Image: Beth H.
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Beth H.
Star Sitter
from
$68
per night
5.0 out of 5 stars
54 reviews
17 repeat clients
40 years of experience
Edgewater, MD, 21037

Beth is simply the best! She has provided loving and professional care to both our late geriatric Shih Tzu who had a number of health issues AND our new 5 month old Havanese puppy. Both dogs loved her! We have such confidence in Beth that whenever we need to go away, we can do so with confidence knowing our pup will enjoy her "vacation" too! We appreciate Beth so much and could not recommend her more highly.

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Robin S.
Sitter Profile Image: Ashley H.
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Ashley H.
from
$40
per night
4.9 out of 5 stars
28 reviews
8 repeat clients
25 years of experience
Annapolis, MD, 21403

So happy that we were able to find Ashley on such short notice. She took very good care of our Leo. She made sure to send regular updates and some adorable pictures of our dog enjoying himself. Thanks again, and I look forward to booking with you in the future

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Daniel M.
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: 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

They took great care of our dog! I appreciated the updates, and he enjoyed playing with their dogs during the week. Thanks for taking great care of our Max!

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Ashley H.
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: Laura T.
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Laura T.
from
$60
per night
5.0 out of 5 stars
36 reviews
11 repeat clients
20 years of experience
Annapolis, MD, 21403

Laura was excellent! Kept my mind and heart at ease on my first experience using Rover. We will definitely ask her to watch our pup again. In addition to keeping me updated with photos and messages, She clearly kept our Ava active and happy as she was pretty exhausted when she came home. I was afraid she would not want to leave her new pals, Laura’s two dogs. Normally she does not care to be around other dogs, but Laura’s pictures showed her happy and calm with her own pets. Thanks Laura!!

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Maureen F.
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Cat caregivers near you - Annapolis

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: Corinne C.
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Corinne C.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
27 reviews
5 repeat clients
31 years of experience
Annapolis, MD, 21401

does a great job of sending pictures and responses quickly to text messages! I’m glad that my cat has someone that cares about him besides myself:)

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patricia m.
Sitter Profile Image: Harrison S.
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Harrison S.
from
$14
per visit
6 years of experience
Annapolis, MD, 21403

About: I have had my cat ever since I was a kid I have trained my cat to stay close to home, to sit and too be friendly to other people that he meets.

Sitter Profile Image: Kathryn U.
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Kathryn U.
from
$13
per visit
5.0 out of 5 stars
18 reviews
3 repeat clients
16 years of experience
Annapolis, MD, 21401

Kathryn was so sweet to my Baby Boy. He took right to her even though he tends to be shy. He did really well was I was gone and I attribute that all to Kathryn. She kept him company with lots of conversation and playtime. She was in constant communication either me the whole duration and I felt so comfortable having her with him. Would definitely love to have Kathryn watch Ollie again, anytime!

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Robyn R.
Sitter Profile Image: Katie F.
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Katie F.
from
$18
per visit
5.0 out of 5 stars
114 reviews
36 repeat clients
16 years of experience
Annapolis, MD, 21401

Katie took great care of our two kittens! They warmed right up to her! She sent great update pictures and was very timely. I was very grateful for her help last minute.

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Kenna B.
Sitter Profile Image: Lauren W.
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Lauren W.
from
$17
per visit
5.0 out of 5 stars
12 reviews
6 repeat clients
27 years of experience
Annapolis, MD, 21403

Lauren was fantastic! Communication was clear and she always responded quickly. Scruffers was well cared for, we got lots of pictures, and I would 100% use Lauren again.

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Doreen M.
Sitter Profile Image: Beth W.
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Beth W.
Star Sitter
from
$26
per visit
5.0 out of 5 stars
71 reviews
32 repeat clients
25 years of experience
Annapolis, MD, 21403

Beth you are phenomenal! you made this so easy and made me have 0 anxiety on my vacation cause I knew my precious cat was in good hands! Can’t wait to continue to use your services thank you so much again!

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Michelle S.
Sitter Profile Image: Darragh M.
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Darragh M.
from
$17
per visit
5.0 out of 5 stars
37 reviews
12 repeat clients
15 years of experience
Annapolis, MD, 21401

Darragh took great care of our cat, and was very flexible when our plans changed halfway through our vacation. We would definitely recommend him!

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Drew W.
Sitter Profile Image: Sarah S.
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Sarah S.
from
$20
per visit
5.0 out of 5 stars
438 reviews
132 repeat clients
13 years of experience
Annapolis, MD, 21403

Repeat booking w/ Sarah! Love working w/ Sarah - she's great w/ check-ins & communication - the cats like the consistency of a familiar & friendly face. Highly recommend.

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Eric F.
Sitter Profile Image: Alexia M.
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Alexia M.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
34 reviews
13 repeat clients
10 years of experience
Annapolis, MD, 21409

Alexia is a Great Pet Sitter, she helped Rako out for 9 days, with our return He was Given Food and Water, and there was no mess. I love how she took care of his pads. Great Young Lady to hire.

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George G.
Sitter Profile Image: Megan W.
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Megan W.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
69 reviews
33 repeat clients
10 years of experience
Annapolis, MD, 21402

I highly recommend Megan! She is a good communicator and very dependable. She quickly made good friends with my cat Ollie. She took good care of him for three whole weeks without any problems. When I got back, everything was clean and tidy. She was even willing to water my flowers for me. She is an excellent sitter!

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Stan W.
Sitter Profile Image: Andrew P.
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Andrew P.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
65 reviews
18 repeat clients
1 year of experience
Annapolis, MD, 21403

We had an excellent experience with Andrew caring for our two cats. He provided thoughtful updates, followed all instructions perfectly, and made us feel completely at ease while we were away. Our cats were happy, comfortable, and clearly well looked after. We’re so grateful for his care and would highly recommend him to anyone needing a dependable sitter.

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Allison M.
Sitter Profile Image: Laura D.
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Laura D.
Star Sitter
from
$24
per visit
5.0 out of 5 stars
59 reviews
19 repeat clients
35 years of experience
Annapolis, MD, 21403

My kitties always love it when Laura comes over to take care of them. She clearly enjoys being with them too, and appreciates their very different personalities. I am very grateful to have found someone professional that I like and trust. Thanks so much, Laura!

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Margaret C.
Sitter Profile Image: Heather B.
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Heather B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
154 reviews
50 repeat clients
17 years of experience
Annapolis, MD, 21401

Heather was great!! She was honest and so sweet. She sent lots of pictures and made me feel so comfortable while I was away. Will definitely use again!

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Anne R.
Sitter Profile Image: Jacqueline B.
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Jacqueline B.
from
$18
per visit
5.0 out of 5 stars
11 reviews
3 repeat clients
30 years of experience
Annapolis, MD, 21401

Jacqueline was fantastic. She came for a meet and greet and Sophia, my cat, took right to her. She followed all my instructions, but she left me with a real sense of comfort that Sophie was going to be in amazing hands. I felt so comfortable while on vacation and I loved the videos and pictures she sent to me. It was a really great experience and she is the only one I will hire in the future.

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Victoria W.
Sitter Profile Image: Leigh Ann E.
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Leigh Ann E.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
7 reviews
3 repeat clients
37 years of experience
Annapolis, MD, 21403

Leigh Ann was very kind, caring, attentive, and professional when having a visit with my dog. I would not hesitate to book again in the future!

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Morgan O.
Sitter Profile Image: Alex K.
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Alex K.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
62 reviews
15 repeat clients
30 years of experience
Annapolis, MD, 21401

Alex took such great care of our cat while we were travelling. We came home to a happy healthy little fur baby and that's all anyone ever wants! She also gave us plenty of updates , photos and even videos while we were missing her. Thank you so much Alex!

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Donna C.
Sitter Profile Image: Stacie Z.
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Stacie Z.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
19 reviews
4 repeat clients
21 years of experience
Annapolis, MD, 21401

Stacie was super reliable and friendly! Accommodated everything I asked, the pics and videos of my 2 cats were very reassuring while I was away. I will definitely be a repeat client in the future!

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Aamir K.
Sitter Profile Image: Liza S.
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Liza S.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
92 reviews
19 repeat clients
17 years of experience
Annapolis, MD, 21401

Liza was referred by a friend. I was a little hesitant at first because she was coming from out of my neighborhood and didn’t have my reviews but I gave her a shot and boy am I happy I did ! My kitten Maria can be territorial and antsy when I am away but Liza followed my instructions to the T. She followed up with me and really spent quality time with my girl! So glad I booked Liza! Will totally book her again!!! Thanks Liza!

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Nicole O.
Sitter Profile Image: Samantha C.
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Samantha C.
from
$15
per visit
5.0 out of 5 stars
24 reviews
8 repeat clients
6 years of experience
Annapolis, MD, 21401

Samantha did a fabulous job of staying at our house and taking care of our cat Duke while we were on vacation. She was even flexible and stayed an additional night at the beginning since we needed to depart a day earlier to avoid any weather delays. She sent daily pictures and kept in touch with us throughout the stay. I recommend her for your pet sitting needs.

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Alison H.
Sitter Profile Image: Ellie H.
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Ellie H.
from
$13
per visit
5.0 out of 5 stars
10 reviews
3 repeat clients
10 years of experience
Annapolis, MD, 21403

This is our second time booking Ellie and I can't say enough good things about her! Ellie was able to help watch our dog Piggy at the last minute and went above and beyond to take good care of her. Ellie alerted me to a concern about Piggy and was able to address the situation effectively. Ellie is a great communicator, shows up on time, and is enthusiastic about animals. We would definitely book Ellie again!! Thanks for your great work Ellie!!

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Joan D.
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Perfect for high energy dogs - Annapolis

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: 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: 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: Alex K.
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Alex K.
Star Sitter
from
$45
per day
5.0 out of 5 stars
62 reviews
15 repeat clients
30 years of experience
Annapolis, MD, 21401

Alex Z. was amazing! Very loving and caring while dog sitting for my 3 month old puppy. Her pets were loving and playful also. She took lots of pics and kept me updated with his activities throughout the day. Will definitely request her services again.

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Melissa M.
Sitter Profile Image: Laura T.
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Laura T.
from
$40
per day
5.0 out of 5 stars
36 reviews
11 repeat clients
20 years of experience
Annapolis, MD, 21403

Laura is fantastic! Our pup Luna had a great time and loved playing around in the yard and with her two lovely pups. Laura was great to work with and sent pictures during Luna’s daycare session. Thanks!

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Mike H.
Sitter Profile Image: Kacie B.
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Kacie B.
Star Sitter
from
$45
per day
5.0 out of 5 stars
74 reviews
27 repeat clients
12 years of experience
Annapolis, MD, 21401

Kaci was amazing with woody! He loved her company and her dog’s too! They went on multiple trips for woody to play and have fun! We’re truly thankful and grateful for her hard and amazing dog! She was very communicative and very flexible during the whole time, she is phenomenal.

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Brandon D.
Sitter Profile Image: Andy & Lydia M.
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Andy & Lydia M.
Star Sitter
from
$55
per day
5.0 out of 5 stars
64 reviews
17 repeat clients
41 years of experience
Annapolis, MD, 21403

Roxy had a wonderful time playing with Andreas and his dog Luna. She was reluctant to leave in order to come home. The rest of the day she was happy and tired. Andreas was very pleasant to deal with. His fenced-in yard is a big plus.

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David C.
Sitter Profile Image: Blake K.
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Blake K.
from
$50
per day
5.0 out of 5 stars
2 reviews
10 years of experience
Annapolis, MD, 21401

About: I have had dogs my whole life! My golden just recently passed and I currently have a 4 year old Australian Shepherd. I would love to walk and take care of your dog. Our current dog Bodie would also love to have friends to play with! Most of my experience is with bigger dogs but I am open to smaller dogs as well. I live in a neighborhood that is dog friendly and there are plenty of dogs around for fun interaction and play time if the dog is allowed! My schedule is open and flexible. I work in and out of the office weekly but can accommodate most schedules! Will only accept what I’m able to do! I love going on long walks. Pets are treated like humans in our household. We love animals so much and can’t wait to take care of your pet.

Sitter Profile Image: Taylor Grace T.
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Taylor Grace T.
from
$55
per day
5.0 out of 5 stars
8 reviews
1 repeat client
7 years of experience
Capitol Hill, Annapolis, MD, 21401

They were sweet with Kodi and sent picture updates during the day. I look forward to using them again!

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erin t.
Sitter Profile Image: Whitney B.
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Whitney B.
from
$30
per day
5.0 out of 5 stars
60 reviews
21 repeat clients
14 years of experience
Annapolis, MD, 21401

Whitney is an excellent care provider for my fur baby! My girl suffers from separation anxiety and I needed someone she could hang out with when I was at work and my family was out of town. All I can say is this was the first time my baby was actually excited to leave me and stay with someone! She wagged her tail and easily went to Whittney when I dropped her off. Always came back to me happy and relaxed. Whittney was great sending me lots of pictures and she regularly took her for a walk. Plus, Whittney is so sweet herself, I want to be her friend!

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Kimberly H.
Sitter Profile Image: Julia H.
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Julia H.
from
$75
per day
5.0 out of 5 stars
6 reviews
1 repeat client
30 years of experience
Annapolis, MD, 21403

Julia was incredibly responsive and promptly accepted our last-minute request. She took excellent care of our dog, providing frequent updates and photos that truly went above and beyond. She was attentive to his needs and very respectful of his comfort level. As a bonus, she has a delightful dog of her own, and ours clearly enjoyed the time playing together.

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Natalie K.
Sitter Profile Image: Alexis H.
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Alexis H.
from
$60
per day
5.0 out of 5 stars
5 reviews
13 years of experience
Annapolis, MD, 21403

About: I’ve been around animals my entire life and grew up caring for 3 dogs, 2 cats, birds, lizards, hermit crabs, fish, and rabbits. Taking care of pets has always come naturally to me. Since I was around 10 years old, I’ve helped walk my neighbors’ dogs and puppies, as well as pet sit their dogs and cats while they were away on vacation. I’m very patient, attentive, and love making pets feel safe, comfortable, and cared for like they’re part of the family. 🐾 Pet care fits naturally into my daily routine as a stay-at-home mom, which gives me a very flexible schedule and allows me to be home throughout the day for walks, feedings, playtime, check-ins, and lots of attention. My 5-month-old daughter and I spend a lot of time at home, so I’m able to provide consistent care, companionship, and updates for pet owners. I enjoy having animals as part of our daily routine and make sure every pet feels comfortable, safe, and cared for. In my home, pets are treated like family and are welcome on the furniture for comfort and companionship. I create a calm, loving environment where animals can feel safe and relaxed while away from their owners. My cats have access to food and water throughout the day, with their setup safely placed out of reach from dogs when needed. I do not crate animals unless specifically requested by the owner, as I prefer pets to feel comfortable and free in the home. I pay close attention to each pet’s routine, personality, and comfort level to make sure they receive individualized care, attention, and plenty of love.

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: Elaine S.
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Elaine S.
from
$50
per day
5.0 out of 5 stars
69 reviews
37 repeat clients
20 years of experience
Annapolis, MD, 21403

Elaine welcomed my Ziggy with open arms and heart. She is warm, friendly, loves dogs and treats them like family. Since being attacked by another dog at a dog park Ziggy has been anxious and nervous in different situations. When I returned I found a happy, smiling pup, which spoke volumes for his care with Elaine. I feel like I found a new family member who loves dogs as much as myself and shows Ziggy the kind of love to feel safe at home with her. Thanks Elaine

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Patricia J.
Sitter Profile Image: Margriet M.
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Margriet M.
from
$75
per day
5.0 out of 5 stars
3 reviews
1 repeat client
17 years of experience
Annapolis, MD, 21403

About: I am a trustworthy, responsible, reliable, and caring person who loves dogs. To fill the void of not owning my own dog at the moment, I am available to help my friends and neighbors with their pets. I will treat your dog with love and genuine care. My schedule is quite flexible and includes weekend availability. I look forward to caring for your dog as if she/he were my own. Let’s connect. I am happy to make arrangements based on what is best and most comfortable for your dog. Let’s talk about what works for you and go from there.

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: Luba & James H.
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Luba & James H.
from
$40
per day
5.0 out of 5 stars
244 reviews
51 repeat clients
45 years of experience
Arnold, MD, 21012

Luba and James are great. They have a beautiful home with a nice fenced in backyard. Lilly received lots of love and had a lot of fun playing with their dog Nellie.

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Laura K.
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: Ciarra & Tariq J.
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Ciarra & Tariq J.
from
$15
per day
4.9 out of 5 stars
146 reviews
44 repeat clients
3 years of experience
Annapolis, MD, 21402

Nado enjoyed his stay with Ciarra and Tariq! they went above and beyond to ensure I felt comfortable with leaving him for the day and were very communicative

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Kyle P.
Sitter Profile Image: Diana V.
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Diana V.
Star Sitter
from
$55
per day
5.0 out of 5 stars
205 reviews
86 repeat clients
10 years of experience
Riva, MD, 21140

Let me just say Diana is awesome!!! She’s very responsive and took great care of our Ms Kenzie for 9 days . She provided updates and pictures throughout Kenzie’s stay and treated her like family. Our puppy decided to get in heat on day 2 or 3 but Diana handled it like the pro she is as we were concerned that it occurred while we were away. Diana had extra diapers and made sure she was comfortable. We were very appreciative of Diana’s attentiveness, love and care of our pooch and HIGHLY RECOMMEND Diana! Thank you so much Diana!!!!

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Shawn G.
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.

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

Adventure-ready dog walkers - Annapolis

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: Allison G.
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Allison G.
from
$15
per walk
5.0 out of 5 stars
66 reviews
33 repeat clients
20 years of experience
Annapolis, MD, 21409

Great dog walking services. Allison is always responsive and attentive to my dogs needs. She is honest about schedule and timing and I appreciate her for this! My dogs always sleep well after and are happy for their walks with Allison.

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Natalie E.
Sitter Profile Image: Charles H.
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Charles H.
from
$20
per walk
5.0 out of 5 stars
11 reviews
3 repeat clients
35 years of experience
Annapolis, MD, 21401

Charles is very friendly and is great with our pup. You can tell he genuinely cares about the animals in the way he reports back and the pictures he takes. He was also super responsive and showed up for us in a pinch.

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Jessica W.
Sitter Profile Image: Laura D.
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Laura D.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
59 reviews
19 repeat clients
35 years of experience
Annapolis, MD, 21403

Laura has been excellent for us. Our dog can be a handful around other dogs and Laura shows her expertise in keeping things calm during walks. Communication has been great and we’ve never had any scheduling issues. Laura’s rover cards are excellent and we get plenty of pictures! We’re really grateful we found Laura and that she had the availability for us. Highly recommend to anyone who is looking for a kind, reliable, trustworthy dog walker.

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John S.
Sitter Profile Image: Thomas R.
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Thomas R.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
87 reviews
19 repeat clients
7 years of experience
Annapolis, MD, 21403

Thomas is so good working with our 14 1/2 year old black lab with some serious arthritis. He helps her up the stairs and competently gets her on and off the boat. When Thomas is here, we don’t worry about her while we are away. He goes above and beyond for our old girl with a smile and kind words.

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Dottie L.
Sitter Profile Image: Elizabeth G.
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Elizabeth G.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
43 reviews
20 repeat clients
10 years of experience
Annapolis, MD, 21403

Thank you Elizabeth for taking great care of both dogs for us! We appreciate Elizabeth being patient as one of our dogs was hiding, afraid in a closet and she helped to get him out and comfortable on a walk.

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Brooke T.
Sitter Profile Image: Katie F.
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Katie F.
from
$20
per walk
5.0 out of 5 stars
114 reviews
36 repeat clients
16 years of experience
Annapolis, MD, 21401

Thank you for all your kindness towards Gunner. He had nothing but nice things to say about your care.

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Scott R.
Sitter Profile Image: Liza S.
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Liza S.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
92 reviews
19 repeat clients
17 years of experience
Annapolis, MD, 21401

Liza was excellent, showed up on time, spent extra time with Rudy, gave us a great updates on how he was doing along with pictures :) We would definitely recommend Liza- Rudy can’t wait to see her again!!

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Mike M.
Sitter Profile Image: Lily K.
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Lily K.
from
$20
per walk
5.0 out of 5 stars
1 review
2 repeat clients
10 years of experience
Annapolis, MD, 21401

Lily was courteous, timely and wonderful to work with. Our Dog was not in a good place when she started working with us , moving anxiety. Lily was patient and flexed as needed to make it work!!

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Michel H.
Sitter Profile Image: Marley D.
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Marley D.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
27 reviews
11 repeat clients
15 years of experience
Annapolis, MD, 21401

Marley was absolutely wonderful with Fiora! The photos she sent during each walk were beautiful, and Fiora always came home happy and pleasantly worn out — which is everything you could ask for. We couldn't recommend her more highly, and she'll be our first call whenever Fiora needs her daily walk covered.

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Joseph C.
Sitter Profile Image: Cade S.
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Cade S.
from
$15
per walk
2 repeat clients
5 years of experience
Annapolis, MD, 21409

About: I’ve had family pets my entire life and I’ve been walking dogs for my neighborhood community for the last 5 years. Love dogs of all shapes and sizes as I have a little guy now. I’m available from 6am to 5pm for scheduled walks, check ins, and possible overnight dog sitting. I am pretty flexible and will have great communication. I have been walking pets in my neighborhood for the past 5 years and take great care of my dog at home. I also take care of my neighbors pets at college so I have experience.

Sitter Profile Image: Ellie H.
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Ellie H.
from
$15
per walk
5.0 out of 5 stars
10 reviews
3 repeat clients
10 years of experience
Annapolis, MD, 21403

Ellie was great! She’s flexible and communicates well which makes it easy to trust her! She also did an outstanding job with my husky lab, Malibu. Would definitely recommend booking!

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Kaitlin N.
Sitter Profile Image: Ciarra & Tariq J.
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Ciarra & Tariq J.
from
$20
per walk
4.9 out of 5 stars
146 reviews
44 repeat clients
3 years of experience
Annapolis, MD, 21402

Ciara was great, she fed my dog and took him for a walk and a bathroom break all in 30 minutes. Highly Recommend!

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Corey S.
Sitter Profile Image: Megan W.
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Megan W.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
69 reviews
33 repeat clients
10 years of experience
Annapolis, MD, 21402

Megan was amazing, punctual and a true dog lover. She walked my dog twice a day for a week when I couldn't walk him myself. She sent great pictures of my buddy every time she took him out and he looked blissful in most of them.

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Michael L.
Sitter Profile Image: Amber C.
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Amber C.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
56 reviews
17 repeat clients
12 years of experience
Annapolis, MD, 21401

Amber was absolutely awesome. She walked our dog Cisco for a few days during the week when I was out of town on business and my wife was working late in DC. She was on time, she was kind and she even dried her paws off when it was a rainy day. We will definitely be using her services again! Thank you Amber.

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Brendan S.
Sitter Profile Image: Leigh Ann E.
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Leigh Ann E.
Star Sitter
from
$17
per walk
5.0 out of 5 stars
7 reviews
3 repeat clients
37 years of experience
Annapolis, MD, 21403

About: I’ve cared for dogs of all breeds & sizes over the years. I am comfortable with puppies through senior age. Friends, family and clients have relied on me to feed, walk, play with, clean up after, and love their pups as if they were my own. I can administer medications, including injections, and sq fluids. I can practice obedience skills during my visits as well. I’m available for pet care visits on Wednesday & Thursday mornings as well as evenings, Friday afternoon-evening, and all day on Saturdays and Sundays. I am also available on major holidays. Mondays and Tuesdays are on a case-by-case basis. I am very safety conscious and will care for your pets as carefully as I would my own. I will follow whatever your normal household routine is so that your pets feel safe and comfortable. They thrive with routines! If they use a crate, need treats after potty breaks, want belly rubs after a meal, etc., I am there for it all!

Sitter Profile Image: Samantha C.
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Samantha C.
from
$17
per walk
5.0 out of 5 stars
24 reviews
8 repeat clients
6 years of experience
Annapolis, MD, 21401

Samantha was great with DaVinci

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Chris A.
Sitter Profile Image: Andrew P.
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Andrew P.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
65 reviews
18 repeat clients
15 years of experience
Annapolis, MD, 21403

Andrew did a great job this weekend! He walked my very large Labradoodle and St Bernadoodle and made sure both dogs and my 3 cats were fed and had water. He followed the care instructions, was extremely communicative and arrived promptly at the booking time. I will absolutely be using Andrew for future bookings, highly recommended!!

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Megan M.
Sitter Profile Image: Sarah S.
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Sarah S.
from
$23
per walk
5.0 out of 5 stars
438 reviews
132 repeat clients
13 years of experience
Annapolis, MD, 21403

Sarah did a great job with our two Cavalier King Charles Spaniels. She sent pictures to us of the dogs on their walk, which was a nice touch. She was enthusiastic, knowledgeable, and experienced in the manner in which she discussed what she would do with our dogs. I would definitely use her again.

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Richard C.
Sitter Profile Image: Ella M.
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Ella M.
from
$22
per walk
2 years of experience
Annapolis, MD, 21401

About: As a dedicated dog walker and in-home pet sitter with over two years of experience, I know how important it is to find someone you can truly trust with your pet. I care for every dog (and cat!) as if they were my own — with patience, love, and attention to their unique needs and routines. What You Can Expect: ✅ Safe, fun, and tailored walks ✅ Home visits that follow your pet’s schedule ✅ Clean water, food, meds (if needed), and lots of affection ✅ Daily photo updates and messages so you never have to wonder how things are going ✅ Respect for your home and your pet’s space I’m trained in basic pet first aid and always check collars, leashes, and gates before heading out. Whether it’s a quiet walk or an energy-burning play session, your pet's safety and happiness are always my top priority. Let’s schedule a meet-and-greet! I’d love to learn more about your pet and how I can help make your time away stress-free for both of you. 🐶🐾 Pet care fits naturally into my daily routine because of how flexible and rewarding it is. Since I set my own schedule, I can book pet care clients around my part-time job shifts and study blocks, which helps me stay balanced and productive. Walking dogs gives me a much-needed mental reset from screen time and studying, and it keeps me active throughout the day. It’s also a great way to supplement my income without taking on another traditional job. Most of all, spending time with animals brings me a lot of joy and motivation — it breaks up long study days and reminds me why I love what I do Whether you’re at work or away for a few days, I provide reliable, in-home care that keeps your pets safe, happy, and stress-free in their familiar environment. From daily walks to feeding, playtime, and medication routines, I tailor every visit to your pet’s unique needs. 🔐 Safety & Professionalism Equipped for pet first aid always carrying a kit Detailed home-entry and security protocols Leash and harness checks before every walk Weather-conscious and always alert to potential hazards Respectful of your home, your pets, and your time 📸 Peace of Mind After each visit, you’ll receive a photo and short update so you know how your furry friend is doing — because trust is built on communication

Sitter Profile Image: Chelsea F.
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Chelsea F.
from
$15
per walk
20 years of experience
Annapolis, MD, 21401

About: I’ve grown up with pets ranging from beta fish, dogs, guinea pigs and gerbils! I’ve watched my friend’s pets over the years as well. My cat who unfortunately passed had kidney issues so I have experience in dealing with that. I’m also a volunteer with the SPCA! I’m currently working a full time job, but work locally and have a hybrid schedule so I can be fairly flexible in the evenings and weekends! I could also be available around lunchtime during the week. My cat who unfortunately has now passed pretty much owned the second bedroom and bathroom in my home. I always made sure she is comfy, happy and had lots of boxes and her favorite string (she refused to use an actual cat bed but LOVES boxes!) I will make sure your pet is always well cared for, loved (if they desire) and catered to whatever they need (even if it’s a box)!

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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 - Annapolis

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: 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: 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: 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: Blake K.
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Blake K.
from
$45
per night
5.0 out of 5 stars
2 reviews
10 years of experience
Annapolis, MD, 21401

Blake was great with Murphy! She was very responsive and was able to support us as my scheduled sitter dropped out unexpectedly. Would highly recommend Blake boarding or watching a dog. Thanks Blake!

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Andrew L.
Sitter Profile Image: Lucy & Daniel M.
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Lucy & Daniel M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
16 reviews
4 repeat clients
15 years of experience
Annapolis, MD, 21403

Appreciate Lucy and Daniel so much, they did a wonderful job with our pup. Provided updates and were very communicative throughout booking and the stay, would absolutely trust them to watch our boy anytime.

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Hassie 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: Ciarra & Tariq J.
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Ciarra & Tariq J.
from
$40
per night
4.9 out of 5 stars
146 reviews
44 repeat clients
3 years of experience
Annapolis, MD, 21402

I couldnt have asked for a better sitter for Montana than Ciarra and Tariq! I felt comfortable leaving Montana with them as he didn't pay me any attention when I dropped him off. The goody bag was extra on top of their great service! I will definitely use them again!

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Kim 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: 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: 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

They took great care of our dog! I appreciated the updates, and he enjoyed playing with their dogs during the week. Thanks for taking great care of our Max!

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Ashley H.
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: Laura T.
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Laura T.
from
$60
per night
5.0 out of 5 stars
36 reviews
11 repeat clients
20 years of experience
Annapolis, MD, 21403

Laura was excellent! Kept my mind and heart at ease on my first experience using Rover. We will definitely ask her to watch our pup again. In addition to keeping me updated with photos and messages, She clearly kept our Ava active and happy as she was pretty exhausted when she came home. I was afraid she would not want to leave her new pals, Laura’s two dogs. Normally she does not care to be around other dogs, but Laura’s pictures showed her happy and calm with her own pets. Thanks Laura!!

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Maureen F.
Sitter Profile Image: Andy & Lydia M.
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Andy & Lydia M.
Star Sitter
from
$65
per night
5.0 out of 5 stars
64 reviews
17 repeat clients
41 years of experience
Annapolis, MD, 21403

Andy boarded our two boys for a night and was very responsive, keeping us updated with pictures, and playing with them. Our dogs got along great with his dog Luna. When our dogs had behavioral problems Andy was honest and understanding about it. I trusted him completely to take good care of them. They seemed relaxed and happy to have been there.

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Jocelyn A.
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: Yukia G.
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Yukia G.
Star Sitter
from
$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: 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: Kevin W.
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Kevin W.
from
$30
per night
5.0 out of 5 stars
3 reviews
8 years of experience
Annapolis, MD, 21402

About: As stated, I have an 8 almost 8 year old German Shepherd myself. I’ve trained him myself to be quite obedient off leash, to listen well, and overall he’s very well behaved. I’ve grown up with dogs, cats, turtles and more so I know my way around animals. I’m currently enlisted in the United States Navy. I work at the Naval Academy typically from around 9 in the morning to about 3pm most days. I’m also married with two kids and my wife is a stay at home mom who can also look after your furry friends as well. I don’t work weekends so I’m always available during the weekends and can be flexible throughout the week as well. At my home my dog is never crated he is always out and house trained. However, when looking after your fur babies if they need to be crated I have no issue catering to your needs. I don’t have a yard but we have a massive field and live in a circle so long walks are always a must. Whatever the needs of your fur babies, I can take care of those from daily dog walking, spending and playing time with your animals, staying over night at yours/my place, and giving g medicine if needed.

Sitter Profile Image: Emily S.
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Emily S.
from
$60
per night
5.0 out of 5 stars
12 reviews
5 repeat clients
10 years of experience
Annapolis, MD, 21403

Emily was there in a pinch! I was able to leave town for work knowing that Maverick was safe and have a blast with other four-legged friends. Thank you!

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Heather C.
Sitter Profile Image: Riley N.
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Riley N.
from
$60
per night
5.0 out of 5 stars
4 reviews
2 repeat clients
17 years of experience
Annapolis, MD, 21401

Riley was an outstanding sitter for our pup! He is a blind 10 yr old and she took the best care of him. She gave us updates throughout his stay and I really appreciated the pictures. If we’re ever in the area again, I would definitely trust Riley and she is our go to.

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Mackenzie G.
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.
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