Personalized care for your dog or cat - Oakwood

Highly-rated overnight sitters - Oakwood

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

1 / 1
Sitter Profile Image: Shuling J.
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Shuling J.
Star Sitter
from
$45
per night
5.0 out of 5 stars
155 reviews
72 repeat clients
8 years of experience
Annapolis, MD, 21401

Shuling was amazing for our Ivy. She accommodated us last minute, sent pictures throughout the day, Ivy was able to run and play in a dedicated area in the backyard, and we plan to use her again.

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Juanita B.
Sitter Profile Image: Michelle M.
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Michelle M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
557 reviews
258 repeat clients
25 years of experience
Annapolis, MD, 21409

Michelle is amazing! My dogs feel like there at there second home! Michelle treats my dogs as if there her own! I totally feel comfortable and know my dogs are safe with her. Will only and will always us Michelle. The best of the best!

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

Our first time boarding with Shelby was a great experience! She was flexible, communicative, and followed all care instructions for our dog Loki. Will definitely be calling her up in the future.

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Trevin B.
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
25 repeat clients
8 years of experience
Arnold, MD, 21012

Amazing experience! Kate took such good care of our dog Buddy. She sent tons of pictures and videos the whole time. Would definitely recommend!

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Amy B.
Sitter Profile Image: James B.
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James B.
from
$40
per night
5.0 out of 5 stars
4 reviews
30 years of experience
Annapolis, MD, 21403

James was fantastic with Lenny. We did a meet and greet so Lenny could get accustomed to the house. James has an amazing backyard and played lots of fetch with Lenny. We received lots of photos and updates, and Lenny came home happy and tired (and a little sad about having to leave James’ house). We absolutely would book with James again!

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Emily R.
Sitter Profile Image: Carlie H.
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Carlie H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
73 reviews
29 repeat clients
15 years of experience
Severna Park, MD, 21146

Carlie did a great job. She even had to deal with a seizure. She kept me informed of how the dogs were doing. Her son read to them every night.

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

Trey and Melissa are a gift to not just me and my family but my sweet dog. They took amazing loving care of my dog, sent regular updates and treated Mabel like one of their own. Top notch!!! FIVE STAR!!

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Wendy B.
Sitter Profile Image: Stacia D.
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Stacia D.
from
$67
per night
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! Remi is a 2 years old, playful, dark yellow lab. He is fixed. I’m familiar with ensuring the environment is right for your dog. I previously owned a dog with high anxiety and wasn’t friendly with strangers. I understand the importance of making sure your guidelines for your pet are followed. I can give oral medications, follow your training rules, walk large dogs, handle dogs that aren’t friendly with strangers, high anxiety, and have disabilities (ex. Deaf, blind). These dogs are our best friends so I promise to take great care of yours :) If you have any additional questions for me, please don’t hesitate to ask. I am happy to chat or meet prior to booking to ensure I am a good fit for your pup! 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 daycare and boarding. I usually 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. During the week your dog won’t be left alone for more than an hour depending on drop off and pick up time. During the weekend your dog won’t be left longer than 3-4 hours depending. We can always communicate your dogs specific needs to accommodate! I have a fenced yard in our home and a friendly, playful 2 year old male lab (fixed). If your dog is in my home, they do need to be friendly with other dogs. This is to ensure the safety of my dog and if I am boarding or hosting daycare for another dog. During the week I do work full time so there are times where I am in meetings so it is preferred your dog is not destructive, okay without supervision, or is okay in a crate or enclosed room. I communicate my anticipated work schedule and plan for the day with the pet owner.

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: Katie F.
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Katie F.
from
$55
per night
5.0 out of 5 stars
115 reviews
36 repeat clients
16 years of experience
Annapolis, MD, 21401

Katie is awesome! Our dog Milo has some separation anxiety and she handled it with ease. She’s very quick to respond, and sends constant updates & pictures. We will definitely be using her in the future! Would highly recommend!

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Leslie B.
Sitter Profile Image: Beth H.
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Beth H.
Star Sitter
from
$68
per night
5.0 out of 5 stars
57 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: Megan T.
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Megan T.
from
$34
per night
5.0 out of 5 stars
10 reviews
1 repeat client
10 years of experience
Annapolis, MD, 21403

Megan did an amazing job taking care of our dog for the week! She sent daily updates and gave him lots of love. We are so glad we found Megan and look forward to booking with her again!

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

Mady is always a joy to work with! Kiko gets so excited to go over to her house and play with Bandit which is a testament to Mady’s care and attention! Kiko can’t wait to go back!

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Hannah K.
Sitter Profile Image: Diana V.
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Diana V.
Star Sitter
from
$57
per night
5.0 out of 5 stars
215 reviews
94 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: Emily S.
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Emily S.
from
$60
per night
5.0 out of 5 stars
15 reviews
6 repeat clients
10 years of experience
Annapolis, MD, 21403

Emily was a fantastic sitter for Rudy! This was our first time with Emily and Rover and the experience was all positive. Emily kept in daily contact sending brief texts and/or pictures of Rudy that truly set my mind at ease during this first visit. Rudy also enjoyed playing with Emily's dogs, Pumpkin and Scooter. We would definitely use Emily again!

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Tracey B.
Sitter Profile Image: Lindsay G.
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Lindsay G.
from
$49
per night
4.9 out of 5 stars
80 reviews
31 repeat clients
15 years of experience
Stevensville, MD, 21666

Lindsay, did a great job taking care of my dog and sent me pictures every day keeping me informed on how my dog was doing. I would highly recommend using Lindsay to take care of your dog. I was very pleased. Congressman Bill Sarpalius

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Bill S.
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
357 reviews
108 repeat clients
20 years of experience
Upper Marlboro, MD, 20774

Notified Kelly and Maurice at such short notice and they were able to accommodate Bitsys stay. Always willing to assist when they possible can.

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Pam S.
Sitter Profile Image: Elena K.
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Elena K.
Star Sitter
from
$40
per night
5.0 out of 5 stars
18 reviews
4 repeat clients
10 years of experience
Annapolis, MD, 21409

As a first time user of Rover and first time search for a cat sitter, Elena definitely set the standard. From the first contact, Elena was incredibly responsive, very kind, and extremely welcoming of my babies. Elena and her children took such good care of my babies, as they allowed them space to adjust while being open to their affection as they warmed up. I had peace of mind that my babies were in good hands as she invited them into her home with open arms. When I picked Pocket and Rocket up, they were so soft from freshly brushed hair and calmer to get back into the car. I would absolutely recommend Elena to take care of your cats, as they will get plenty of cuddles, play time, and freedom to explore their new space. Thank you, Elena and kids!!

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

Kimberly and her family took great care of our dog Winnie while we were away over the holiday break! She sent pictures every day of her enjoying time inside and outside on her walks about the neighborhood. We are so grateful that we found them and will definitely use her in the future! Thank you, Kimberly!

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

Cat caregivers near you - Oakwood

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: Leigh Ann E.
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Leigh Ann E.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
19 reviews
6 repeat clients
37 years of experience
Annapolis, MD, 21403

10/10 - without a doubt my go-to sitter

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Noah M.
Sitter Profile Image: Heather B.
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Heather B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
165 reviews
52 repeat clients
17 years of experience
Annapolis, MD, 21401

Heather took great care of our two cats and sent regular updates while we were away. Our shy cat who usually hides from new people took to her immediately. We hope to be able to book her again any time we’re out of town. We highly recommend her!

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Beth M.
Sitter Profile Image: Elizabeth G.
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Elizabeth G.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
49 reviews
22 repeat clients
12 years of experience
Annapolis, MD, 21403

Elizabeth was great with my new kitten, providing her with lots of attention and cuddles! The photos she sent were a lovely reminder that she's in great hands!

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Sarah D.
Sitter Profile Image: Campbell S.
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Campbell S.
from
$13
per visit
1 year of experience
Annapolis, MD, 21403

About: I grew up with cats around my entire life. I also work as a cat socialization volunteer at a local animal shelter near my college.

Sitter Profile Image: Courtney A.
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Courtney A.
Star Sitter
from
$26
per visit
5.0 out of 5 stars
17 reviews
7 repeat clients
15 years of experience
Edgewater, MD, 21037

Courtney was absolutely amazing. She sent plenty of photos along with thoughtful, detailed updates, and my cat clearly adored her. I’m so grateful for her — especially for being so flexible on such short notice. I would book her again in a heartbeat, 1000%!

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Ashlee B.
Sitter Profile Image: Stella N.
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Stella N.
from
$20
per visit
5.0 out of 5 stars
15 reviews
3 repeat clients
7 years of experience
Annapolis, MD, 21403

Stella did a great job checking in on our cat! She was communicative and punctual.

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Lauren G.
Sitter Profile Image: Lucille F.
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Lucille F.
from
$23
per visit
5.0 out of 5 stars
6 reviews
4 years of experience
Annapolis, MD, 21403

About: During my time as a pet attendant, I spent much of my time handling the cats' daily feedings, cleaning the homes, and making sure any medications were administered correctly per the owners' instructions. Additionally, I enjoy researching and understanding how to identify and understand cats' behavior to best cater to their individual needs. Finally, I have participated in many sitting opportunities for friends or family that required overnight stays, medication administration, and maintaining the needs of the cats' physical and mental enrichment. Overall, my job is making sure that your feline has the best time while you are out of town:)

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

Beth did amazing with our highly needy and extremely anxious Cat. She spent time with him and was very patient to work with him in a way where he felt safe and comfortable with a new human in his space. We are very thankful for her and her patience and quality care for our one of a kind, pet! We highly recommend her and cannot thank her enough!

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

Ellie did a great job with our dog Piggy! She was able to accept the booking last minute, showed up as scheduled and sent us photos and updates that showed us how happy Piggy was with her care. We would definitely book her again! Thanks Ellie!!

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Joan D.
Sitter Profile Image: Sarah S.
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Sarah S.
from
$20
per visit
5.0 out of 5 stars
442 reviews
133 repeat clients
13 years of experience
Annapolis, MD, 21403

Sarah was awesome with my cat Ham. I went away for a week and was very anxious about leaving Ham for so long, but Sarah was great and eased my worries. Even when I was having some connectivity issues getting the daily updates, Sarah would text me to let me know how Ham was doing. Sarah took multiple pictures daily and provided a daily log of how he was doing. Ham also requires a daily IV treatment and Sarah had no issues giving Ham his treatments. So glad I found Sarah and I’ll definitely be using her for future visits with Ham.

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Michelle C.
Sitter Profile Image: Laura D.
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Laura D.
Star Sitter
from
$24
per visit
5.0 out of 5 stars
62 reviews
20 repeat clients
35 years of experience
Annapolis, MD, 21403

Laura is fantastic! Laura sent pictures and wrote out detailed notes on what she did every day! Very communicative, respectful, follows care instructions to a tea and always on time! She is great and we will definitely be asking her to watch our 2 fur babies in the future!!

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Rhea L.
Sitter Profile Image: Harrison S.
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Harrison S.
from
$14
per visit
5.0 out of 5 stars
11 reviews
3 repeat clients
6 years of experience
Annapolis, MD, 21403

Harrison was great! Reached out with another last minute request and he was able to accommodate. Communicative as always and takes good care of Guillermo.

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Vanessa B.
Sitter Profile Image: Katie B.
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Katie B.
from
$20
per visit
5.0 out of 5 stars
35 reviews
8 repeat clients
37 years of experience
Annapolis, MD, 21403

Katie has watched my cats five or six times while I've been out of town, and I have never had another sitter whom I trust more. She keeps them clean and safe, plays and cuddles with them, and sends me really great photos and videos.

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

I highly recommend Andrew for any pet sitting needs! He checked in on my cat and provided timely updates & great photos! Very responsive & communicative too!!

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Alex P.
Sitter Profile Image: Taylor C.
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Taylor C.
from
$30
per visit
5.0 out of 5 stars
173 reviews
53 repeat clients
12 years of experience
Annapolis, MD, 21403

Taylor was super communicative and flexible! My cat is super skittish and takes multiple medications but she warmed right up to Taylor! I would definitely trust Taylor to watch my fur baby anytime!

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Kara L.
Sitter Profile Image: Jessica B.
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Jessica B.
from
$23
per visit
5.0 out of 5 stars
11 reviews
5 repeat clients
12 years of experience
Edgewater, MD, 21037

Jessica did a great job checking in on our puppies while we are out of town. She was able to assist us with last minute request! Our pets love her and she provides timely updates and pictures on how they are doing. Jessica has become our go to provider for pet sitting and check ins.

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Tom C.
Sitter Profile Image: Elaine S.
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Elaine S.
from
$18
per visit
5.0 out of 5 stars
69 reviews
37 repeat clients
20 years of experience
Annapolis, MD, 21403

About: I get a lot of pleasure assisting busy professionals with their pet sitting needs. I provide a nurturing and loving environment for your special pets in a very tranquil setting. Your pets will be treated as if they were my own. My husband and I will treat your pet with the utmost care and attention. References available upon request.

Sitter Profile Image: Mary H.
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Mary H.
from
$20
per visit
5.0 out of 5 stars
5 reviews
2 years of experience
Annapolis, MD, 21403

About: I have experience caring for cats, including feeding, play time, and litter changes. I would love to help you with caring for your kitty while you’re away!

Sitter Profile Image: Carolyn M.
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Carolyn M.
from
$22
per visit
5.0 out of 5 stars
85 reviews
20 repeat clients
18 years of experience
Annapolis, MD, 21403

Caroline was great. We used her for drop in visits and she was friendly, communicative, and sent lots of pics - exactly what we needed for a few days away!

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Emma G.
Sitter Profile Image: Amanda S.
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Amanda S.
from
$15
per visit
5.0 out of 5 stars
3 reviews
4 repeat clients
12 years of experience
Edgewater, MD, 21037

Definitely took great care of my dog Rocco. Would definitely rebook!

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Vincent J R.
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Perfect for high energy dogs - Oakwood

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: Stacia D.
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Stacia D.
from
$49
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! Remi is a 2 years old, playful, dark yellow lab. He is fixed. I’m familiar with ensuring the environment is right for your dog. I previously owned a dog with high anxiety and wasn’t friendly with strangers. I understand the importance of making sure your guidelines for your pet are followed. I can give oral medications, follow your training rules, walk large dogs, handle dogs that aren’t friendly with strangers, high anxiety, and have disabilities (ex. Deaf, blind). These dogs are our best friends so I promise to take great care of yours :) If you have any additional questions for me, please don’t hesitate to ask. I am happy to chat or meet prior to booking to ensure I am a good fit for your pup! 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 daycare and boarding. I usually 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. During the week your dog won’t be left alone for more than an hour depending on drop off and pick up time. During the weekend your dog won’t be left longer than 3-4 hours depending. We can always communicate your dogs specific needs to accommodate! I have a fenced yard in our home and a friendly, playful 2 year old male lab (fixed). If your dog is in my home, they do need to be friendly with other dogs. This is to ensure the safety of my dog and if I am boarding or hosting daycare for another dog. During the week I do work full time so there are times where I am in meetings so it is preferred your dog is not destructive, okay without supervision, or is okay in a crate or enclosed room. I communicate my anticipated work schedule and plan for the day with the pet owner.

Sitter Profile Image: Taylor C.
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Taylor C.
from
$60
per day
5.0 out of 5 stars
173 reviews
53 repeat clients
12 years of experience
Annapolis, MD, 21403

Taylor took such great care of Millie, she was super attentive, caring and kept me updated with how she was doing! I'll definitely be using her services again!

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Morgan W.
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 takes such good care of our dog, Ellie. I'm so glad she was available to watch her when I had to be away for a work trip. I know she's in good hands! Thank you Elaine!

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Jessica A.
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: 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: Lucy & Daniel M.
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Lucy & Daniel M.
Star Sitter
from
$40
per day
5.0 out of 5 stars
17 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: Laura T.
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Laura T.
from
$40
per day
5.0 out of 5 stars
38 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: Lindsay M.
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Lindsay M.
Star Sitter
from
$55
per day
5.0 out of 5 stars
49 reviews
11 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: Alexis H.
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Alexis H.
from
$60
per day
5.0 out of 5 stars
6 reviews
1 repeat client
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: Julia H.
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Julia H.
from
$85
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: 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 communicated throughout our dog’s stay, shared lots of photos, and took him out for walks. Our shy boy normally takes weeks to adjust to a new sitter, but clearly liked being with Alex and her pack.

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Martin N.
Sitter Profile Image: Kacie B.
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Kacie B.
Star Sitter
from
$45
per day
5.0 out of 5 stars
80 reviews
29 repeat clients
12 years of experience
Annapolis, MD, 21401

Had work done to my home and my puppy needed a place to stay for the day. Bruno had the best time with Kacie. I received so many updates and photos. It was so comforting to know he was in great hands.

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Katie F.
Sitter Profile Image: Diana V.
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Diana V.
Star Sitter
from
$55
per day
5.0 out of 5 stars
215 reviews
94 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: Margriet M.
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Margriet M.
from
$75
per day
5.0 out of 5 stars
5 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: 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: Grace N.
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Grace N.
from
$45
per day
5.0 out of 5 stars
6 reviews
1 repeat client
10 years of experience
Annapolis, MD, 21401

Thank u so much for taking great care of my baby!!

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Aaron S.
Sitter Profile Image: Liza S.
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Liza S.
Star Sitter
from
$65
per day
5.0 out of 5 stars
97 reviews
20 repeat clients
20 years of experience
Annapolis, MD, 21401

About: I'm a 32 y/o born & raised Annapolitan living in the heart of DT, and was raised always having 2 big dogs and 2 cats at a time. As of now, I travel to the Eastern Shore once a week to help my folks take care of our beloved Piper (13 y/o grandma Weimaraner) and Rooney (8 year old tabby). They are my world, but my heart is always open to giving all critters my love! Caring for and gaining the trust of an animal is truly one of life’s biggest rewards for me. I’m beyond grateful to be caring for the local dogs & cats of the area — thank you for your consideration! Dog Walking & Drop-In’s: These two services are very similar. You can customize either and both are the same fee. Let me know how you'd like me to spend my visit! (for example: out of a 30 minute visit — 15 minute walk, 15 minute outside play, etc.). The dog walking option does provide you with a map of our route. I'm happy to brush, feed, medicate your pets, water plants, grab the mail, clean the litter box or do simple tasks at no extra charge. I live 2 blocks away from my full time job downtown, which gives me a lot of flexibility. I’m sure to update my calendar regularly and only accept bookings that I know I can fully accommodate. My focus is on quality time, providing care and comfort crafted specifically for each animal, and respecting boundaries/safety. Let’s talk about what your pet prefers, and I’ll make it happen! 🫶

Sitter Profile Image: Michelle M.
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Michelle M.
Star Sitter
from
$38
per day
5.0 out of 5 stars
557 reviews
258 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: Mary L.
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Mary L.
from
$50
per day
5.0 out of 5 stars
9 reviews
4 repeat clients
22 years of experience
Annapolis, MD, 21403

About: Hi there! I have been caring for animals since a very young age. Growing up, we always had at least 2 dogs and raised litters of puppies at times. I had a sweet boy of my own (Nixon, in my profile photo) who I raised from a pup, but sadly passed away this year. I am an active person and love caring for animals, taking them for ample walks and pup cups, or just good company! Having a pet by my side is natural for me and would love to care for yours! I work from home full time and have a flexible schedule so I have ample time to take pets for walks, play, and they will never be lonely if staying with me! We have a townhome in Eastport which is a very walkable area and there is a backyard of green space for easy access potty breaks. Always will be leashed. I previously had a husky that wasn’t trusted off leash so I am overly cautious on that! Pets are allowed on furniture/ beds if owners allow. We have several decks if they like to look out and the boat action or sunbathe!

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

About: I have two cats of my own who I adore. I frequently help take care of relatives' and neighbors dogs. My own black lab recently passed and taking care of other dogs is enjoyable and therapeutic. I am a teacher and home by early afternoon . My husband is home all day and helps take care of fur babies in our home while I’m at work. I am free in the evenings and weekends to help care of your fur babies! I have a two-story home with a back yard. Typically, dogs hang out with us during the day in our family room and sleep on dog beds in my bedroom. We live in a very dog-friendly neighborhood and walk dogs during the day on leashes. We have two cats in our home who are used to having dogs in the home.

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

Adventure-ready dog walkers - Oakwood

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: Lucille F.
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Lucille F.
from
$20
per walk
5.0 out of 5 stars
6 reviews
6 years of experience
Annapolis, MD, 21403

About: I've had numerous experiences caring for dogs of different temperaments and medical conditions, whether the animal was closely related through family or friends or through my place of work. Additionally, I am a former animal studies major and have spent several years learning and understanding different ways domesticated animals can communicate their needs. My goal is to ensure each animal is given the proper mental and physical enrichment they need to thrive in their loving home. Through my extensive research and knowledge, I foster a safe environment that ensures your dog/cat will receive the best care for their specific breed's needs and requirements. I strive every day to give each fur baby the love and life they deserve:) I have taken a few months away from my job to pursue personal passions of mine before I return to college, so my schedule from Monday to Sunday is very flexible and readily available. Times and schedules may vary depending on personal appointments or familial obligations. If for any reason an emergency visit is needed, I can swing by and check in with your fur baby. I can crate dogs easily and work on building confidence with shy/anxious dogs. Additionally, I update owners about patterns of feeding, bowel movements, or any changes in everyday life to ensure comfort. The safety of your pet is my top priority, and I strive to uphold that through attentive one-on-one play and monitoring of any physical or mental changes.

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
19 reviews
6 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: Andrew P.
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Andrew P.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
66 reviews
19 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: Ellie H.
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Ellie H.
from
$17
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: Elizabeth G.
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Elizabeth G.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
49 reviews
22 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: Campbell S.
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Campbell S.
from
$20
per walk
1 year of experience
Annapolis, MD, 21403

About: I grew up around big dogs and cats, so I’m familiar with reading animal behavior. Dog walker and cat socialization volunteer at local animal shelter near college. I’m currently taking a class that meets Tuesdays and Thursdays, but other than that (and studying) my days are free! I do also work at an organic farm in the mornings on weekends, but my afternoons and evenings are free! I’m looking to help out whenever and wherever I can. Able to wear them out with loads of play time or to just give them a good belly rub. Whatever is needed! I’m used to playing with a high energy German Shepard/Akita mix and a one year old Black Mouth Cur. Needless to say, I can hold my own against big dogs zoomies.

Sitter Profile Image: Elizabeth W.
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Elizabeth W.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
7 reviews
4 repeat clients
7 years of experience
Annapolis, MD, 21401

Responsive, kind and caring. 10/10 recommend!

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Katie N.
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
20 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: Beth W.
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Beth W.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
72 reviews
33 repeat clients
25 years of experience
Annapolis, MD, 21403

Beth helped me out in a pinch and was great!

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Dana H.
Sitter Profile Image: Stella N.
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Stella N.
from
$22
per walk
5.0 out of 5 stars
15 reviews
3 repeat clients
7 years of experience
Annapolis, MD, 21403

Stella is awesome with a great personality! She is timely and very reliable. We have 2 dogs and 1 puppy. She did an excellent job caring for them. She definitely loves animals. We felt so comfortable and had no worries leaving our fur babies with her.

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Charisse B.
Sitter Profile Image: Megan T.
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Megan T.
from
$15
per walk
5.0 out of 5 stars
10 reviews
1 repeat client
10 years of experience
Annapolis, MD, 21403

About: Hi! I'm a lifelong dog lover who grew up with 3 dogs, and regularly pet sit for friends and family before deciding to make it official. Friends often call me an animal whisperer because even shy or nervous pets tend to warm up to me quickly. I work remotely, and am very active, so I have a flexible schedule and can give your pet plenty of attention (and activity)! I work remotely and have very flexible hours, so your pet will have plenty of time, walking, snuggling, and being active. I also attend run clubs where pets are allowed, so if your fur baby is social, I’ll happily take them! I have a backyard, and live in a community with plenty areas to walk and sniff. Pets are welcome to be on furniture and in bed! I’m an excellent communicator, and will work collaboratively with you to determine the best care plan for your pet.

Sitter Profile Image: Allison G.
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Allison G.
from
$15
per walk
5.0 out of 5 stars
67 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: Jessica B.
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Jessica B.
from
$25
per walk
5.0 out of 5 stars
11 reviews
5 repeat clients
12 years of experience
Edgewater, MD, 21037

Jessica has been wonderful! I needed help on short notice for my energetic Staffy/Lab mix while I worked overnight shifts, and she exceeded my expectations. She was great with my dog from the very first meet and greet, and clearly has experience handling larger, high-energy dogs. She provided a full 30 minute walk, updates with photos, notes about the visit, and even tracked potty breaks and checked her water. Knowing my dog was getting exercise and attention in the middle of my 12 hour shift made a huge difference and greatly reduced my stress. Jessica has been reliable, professional, communicative, and caring. My dog absolutely loves her, and I feel completely comfortable having her care for my pet. I highly recommend her to anyone looking for a trustworthy and experienced dog walker!

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Francesca S.
Sitter Profile Image: Laura D.
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Laura D.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
62 reviews
20 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: Mary H.
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Mary H.
from
$15
per walk
5.0 out of 5 stars
5 reviews
15 years of experience
Annapolis, MD, 21403

About: Hi! I’m Mary, but I usually go by Amber. I’ve raised and cared for dogs most of my life. I would love to help you with your check ins, walks, daycare, or boarding needs. I also have experience with medication administration if needed. I work part time, so I have a wide range of availability. I have a car and can drive to your location or host your loved one in my home. I have a single family house with a large fenced in yard. I also live in a big lovely neighborhood with plenty of space for walks. I do not currently have any pets, so your pet to have individual attention if required.

Sitter Profile Image: Kathryn M.
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Kathryn M.
from
$20
per walk
11 years of experience
Annapolis, MD, 21403

About: I have had dogs for my entire life ranging from all ages! During my free time I am typically walking or taking care of my family’s American Bulldog, Axel. I also helped my college roommate raise and train her Pitbull. I am a recently graduated college student searching for work. In the meantime, I am dogsitting & walking while I search for a new career. Therefore, I have a very free & open schedule! I have a fenced yard in my home with a very friendly American Bulldog who would be happy to play with anyone! I am able to crate if needed.

Sitter Profile Image: Ella L.
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Ella L.
from
$15
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
6 years of experience
Annapolis, MD, 21403

Ella has been an excellent dog walker for Cannon. She is extremely reliable and a great communicator. We would highly recommend her to care for your pets!

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Sadie S.
Sitter Profile Image: Mark D.
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Mark D.
from
$20
per walk
5.0 out of 5 stars
3 reviews
2 repeat clients
30 years of experience
Annapolis, MD, 21403

Mark did a fantastic job with our new dog Teddy! We are long-time dog owners as is Mark, and his years of experience and bed-side manner was certainly evident and provided great peace of mind while we were away from our new pup. We will be relying on Mark in the future and strongly recommend him to others!

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Terry J.
Sitter Profile Image: Elaine S.
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Elaine S.
from
$20
per walk
5.0 out of 5 stars
69 reviews
37 repeat clients
20 years of experience
Annapolis, MD, 21403

About: I get a lot of pleasure assisting busy professionals with their pet sitting needs. I provide a nurturing and loving environment for your special pets in a very tranquil setting. Your pets will be treated as if they were my own. My husband and I will treat your pet with the utmost care and attention. References available upon request.

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

Sarah came out in a snow storm to walk my dog knowing I’m unable to walk and completely dependent on her. You can’t get any better than having Sarah care for your animals.

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Sydney A.
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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 - Oakwood

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: Shelby B.
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Shelby B.
from
$57
per night
5.0 out of 5 stars
25 reviews
5 repeat clients
7 years of experience
Annapolis, MD, 21403

Our first time boarding with Shelby was a great experience! She was flexible, communicative, and followed all care instructions for our dog Loki. Will definitely be calling her up in the future.

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Trevin B.
Sitter Profile Image: James B.
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James B.
from
$40
per night
5.0 out of 5 stars
4 reviews
30 years of experience
Annapolis, MD, 21403

James was fantastic with Lenny. We did a meet and greet so Lenny could get accustomed to the house. James has an amazing backyard and played lots of fetch with Lenny. We received lots of photos and updates, and Lenny came home happy and tired (and a little sad about having to leave James’ house). We absolutely would book with James again!

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Emily R.
Sitter Profile Image: Carlie H.
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Carlie H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
73 reviews
29 repeat clients
15 years of experience
Severna Park, MD, 21146

Carlie did a great job. She even had to deal with a seizure. She kept me informed of how the dogs were doing. Her son read to them every night.

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

Trey and Melissa are a gift to not just me and my family but my sweet dog. They took amazing loving care of my dog, sent regular updates and treated Mabel like one of their own. Top notch!!! FIVE STAR!!

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Wendy B.
Sitter Profile Image: Stacia D.
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Stacia D.
from
$67
per night
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! Remi is a 2 years old, playful, dark yellow lab. He is fixed. I’m familiar with ensuring the environment is right for your dog. I previously owned a dog with high anxiety and wasn’t friendly with strangers. I understand the importance of making sure your guidelines for your pet are followed. I can give oral medications, follow your training rules, walk large dogs, handle dogs that aren’t friendly with strangers, high anxiety, and have disabilities (ex. Deaf, blind). These dogs are our best friends so I promise to take great care of yours :) If you have any additional questions for me, please don’t hesitate to ask. I am happy to chat or meet prior to booking to ensure I am a good fit for your pup! 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 daycare and boarding. I usually 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. During the week your dog won’t be left alone for more than an hour depending on drop off and pick up time. During the weekend your dog won’t be left longer than 3-4 hours depending. We can always communicate your dogs specific needs to accommodate! I have a fenced yard in our home and a friendly, playful 2 year old male lab (fixed). If your dog is in my home, they do need to be friendly with other dogs. This is to ensure the safety of my dog and if I am boarding or hosting daycare for another dog. During the week I do work full time so there are times where I am in meetings so it is preferred your dog is not destructive, okay without supervision, or is okay in a crate or enclosed room. I communicate my anticipated work schedule and plan for the day with the pet owner.

Sitter Profile Image: Megan T.
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Megan T.
from
$34
per night
5.0 out of 5 stars
10 reviews
1 repeat client
10 years of experience
Annapolis, MD, 21403

Megan did an amazing job taking care of our dog for the week! She sent daily updates and gave him lots of love. We are so glad we found Megan and look forward to booking with her again!

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

Mady is always a joy to work with! Kiko gets so excited to go over to her house and play with Bandit which is a testament to Mady’s care and attention! Kiko can’t wait to go back!

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

Emily was a fantastic sitter for Rudy! This was our first time with Emily and Rover and the experience was all positive. Emily kept in daily contact sending brief texts and/or pictures of Rudy that truly set my mind at ease during this first visit. Rudy also enjoyed playing with Emily's dogs, Pumpkin and Scooter. We would definitely use Emily again!

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Tracey B.
Sitter Profile Image: Lindsay G.
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Lindsay G.
from
$49
per night
4.9 out of 5 stars
80 reviews
31 repeat clients
15 years of experience
Stevensville, MD, 21666

Lindsay, did a great job taking care of my dog and sent me pictures every day keeping me informed on how my dog was doing. I would highly recommend using Lindsay to take care of your dog. I was very pleased. Congressman Bill Sarpalius

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Bill S.
Sitter Profile Image: Elena K.
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Elena K.
Star Sitter
from
$40
per night
5.0 out of 5 stars
18 reviews
4 repeat clients
10 years of experience
Annapolis, MD, 21409

As a first time user of Rover and first time search for a cat sitter, Elena definitely set the standard. From the first contact, Elena was incredibly responsive, very kind, and extremely welcoming of my babies. Elena and her children took such good care of my babies, as they allowed them space to adjust while being open to their affection as they warmed up. I had peace of mind that my babies were in good hands as she invited them into her home with open arms. When I picked Pocket and Rocket up, they were so soft from freshly brushed hair and calmer to get back into the car. I would absolutely recommend Elena to take care of your cats, as they will get plenty of cuddles, play time, and freedom to explore their new space. Thank you, Elena and kids!!

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

Kimberly and her family took great care of our dog Winnie while we were away over the holiday break! She sent pictures every day of her enjoying time inside and outside on her walks about the neighborhood. We are so grateful that we found them and will definitely use her in the future! Thank you, Kimberly!

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Hayley M.
Sitter Profile Image: Tyler G.
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Tyler G.
from
$30
per night
4.8 out of 5 stars
4 reviews
1 repeat client
1 year of experience
Shady Side, MD, 20764

Lovely couple with a baby and a toddler. Buffy had to warm up to Parker, their German Shepherd but I hear it went well. Tyler and wife watched Buffy on a holiday, July 4th. They were very gracious when I requested an itinerary change. I felt like they were really attuned to Buff-dog. Will definitely ask again for their assistance.Highly recommend.

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Penny B.
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 and Lydia took such amazing care of our big Bernese Mountain dog. Our boy is recovering from chemo and we were very hesitant to leave him anywhere overnight but they put all our fears to rest. They provided updates, pictures, and handled all of our pups medications and dietary needs. We will absolutely let them watch our guy again in the future.

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Anna K.
Sitter Profile Image: Laura T.
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Laura T.
from
$60
per night
5.0 out of 5 stars
38 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: Candice W.
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Candice W.
Star Sitter
from
$65
per night
5.0 out of 5 stars
100 reviews
36 repeat clients
14 years of experience
Annapolis, MD, 21409

Candice was incredibly accommodating, kept us up to date with photos and spoiled our pup. I would highly recommend taking advantage of Candice’s services!

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Joseph V.
Sitter Profile Image: Kevin W.
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Kevin W.
from
$30
per night
5.0 out of 5 stars
3 reviews
1 repeat client
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: Ciarra & Tariq J.
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Ciarra & Tariq J.
from
$40
per night
4.9 out of 5 stars
147 reviews
44 repeat clients
3 years of experience
Annapolis, MD, 21402

Second time using Ciarra for my dog Kilala. She sends picture updates and sends home polaroid pictures :) Kilala always look forward to seeing her dog Toby & during pick up she doesn’t seem to want to leave. She is definitely someone i will continue to use in the future.

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Chazney B.
Sitter Profile Image: Anya B.
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Anya B.
from
$25
per night
5.0 out of 5 stars
5 reviews
1 repeat client
8 years of experience
North Beach, Annapolis, MD, 21401

About: I have grown up with medium to large sized dogs my whole life. I have experience with very friendly dogs and dogs that cannot play with others as well as puppies to older dogs. I have cared for my own pets and friends while growing up and can be trusted with any task to ensure your pets needs and safety! I can offer dog walking in the mornings (7-9am) or afternoons (4-7pm) during the week or anytime during the weekends. I am available on the weekends to check-in or stay with your animal overnight as well. I can check-in and care for your animal during the day or overnight at clients homes. I will ensure your pet is fed, walked, bathed, played with and let outside for their needs. I am comfortable with any specific instructions from the owners as well (medication that needs to be taken, crate training, etc).

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: Lucy & Daniel M.
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Lucy & Daniel M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
17 reviews
4 repeat clients
15 years of experience
Annapolis, MD, 21403

Lucy and Daniel took great care of our anxious girl Remmie - including during an unusual March thunderstorm! She came home happy and relaxed.

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Tim W.
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