Personalized care for your dog or cat - Whispering Woods

Highly-rated overnight sitters - Whispering Woods

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: Michelle M.
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Michelle M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
559 reviews
259 repeat clients
25 years of experience
Annapolis, MD, 21409

Michelle was great. We needed last minute care for our dog and she was very responsive and extremely professional. She sent daily updates and such sweet pics. Would recommend her in a heartbeat!

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Jacqueline M.
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
27 repeat clients
8 years of experience
Arnold, MD, 21012

Katelyn is amazing and helped our family on short notice when we had to fly to another state for a funeral. She took amazing care of Gary and he was well-loved by her children and her husky, Balto. I highly recommend her!

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Jenny M.
Sitter Profile Image: Carlie H.
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Carlie H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
74 reviews
29 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: Shuling J.
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Shuling J.
Star Sitter
from
$45
per night
5.0 out of 5 stars
160 reviews
76 repeat clients
8 years of experience
Annapolis, MD, 21401

Our dog sitting experience with Shuling was wonderful. Lucky, our 4-year old mini goldendoodle, and his 2-year old beagle cousin looked like they were having a great time running around outside then relaxing inside. Shuling sent us lots of pictures. We would definitely contact her again if we need dog sitting coverage the next time we are in Annapolis.

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Debra N.
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

Thank you so much for taking care of Austin for me. He loves the gift you sent home with him and absolutely will be using your services next time I’m out of town :)

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Sarah V.
Sitter Profile Image: Jean L.
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Jean L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
94 reviews
30 repeat clients
10 years of experience
Arnold, MD, 21012

Jean was perfect for our dog. He loves her and her animals. She was prompt and communicative. I received pictures every day. I will book her again on another trip, for my dog's "vacation home".

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Vicky S.
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 absolutely wonderful! She was able to take my dog on very short notice and was super accommodating. She sent lots of pictures and updates. It took no time at all for Kashi to feel right at home. I highly recommend!!

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Heather B.
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

We have such peace of mind when Elena is dog sitting for us. She pays attention to the details and is very compassionate. Highly recommend her!

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Gretchen W.
Sitter Profile Image: Hester D.
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Hester D.
from
$38
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
23 years of experience
Pasadena, MD, 21122

Hester is great. Very good communication. Follows up quickly. Keeps me in the loop during my dogs stay. And I usually get a tired and happy dog after the stay. Very happy I found Hester!

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Andrew L.
Sitter Profile Image: Dana L.
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Dana L.
Star Sitter
from
$70
per night
5.0 out of 5 stars
35 reviews
15 repeat clients
20 years of experience
Arnold, MD, 21012

Dana took my pup Dillon for a few overnights when I went out of town recently, and he had the best time! She sent frequent photo updates of his adventures, and it was clear that she cared for him like he was her own. The fenced-in back yard was perfect for this city boy to stretch his legs! 🐾

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Cheryl C.
Sitter Profile Image: Janice & Stalio C.
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Janice & Stalio C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
19 reviews
6 repeat clients
17 years of experience
Pasadena, MD, 21122

We couldn’t be happier with Janice and Stalio! They didn’t balk at any of our special requests, of which there were several including giving meds, medicated baths, belly band changes and not leaving our Chihuahua alone, and without a lap for too long. The dogs didn’t greet us with their usual excitement when we returned, which we take to mean that they were spoiled beyond belief. We are supremely grateful to have found J & S!

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Alisa P.
Sitter Profile Image: Justine P.
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Justine P.
from
$55
per night
5.0 out of 5 stars
68 reviews
32 repeat clients
31 years of experience
Pasadena, MD, 21122

Absolutely wonderful dog sitter! My pup was well cared for and loved while I was away. Great communication and plenty of updates. Highly recommend!

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Kirsten O.
Sitter Profile Image: Amy D.
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Amy D.
from
$50
per night
5.0 out of 5 stars
28 reviews
13 repeat clients
7 years of experience
Arnold, MD, 21012

Amy was wonderful with our senior Golden Retriever, Remi once again. She kept us informed while we were away and sent pictures. It was reassuring to know he was in caring hands.

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Carolyn R.
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

Absolutely amazing! If we could give more stars we would!! Katie alleviated all of the stress and anxiety about not being able to take Toby on our trip. She treated Toby like her own and made him comfortable and the communication between us was perfect! We fully recommend Katie if you ever need her services and we’ll 1000% book with her again in the future!!!

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Andrew K.
Sitter Profile Image: Luba & James H.
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Luba & James H.
from
$50
per night
5.0 out of 5 stars
253 reviews
51 repeat clients
45 years of experience
Arnold, MD, 21012

We couldn’t be happier with Luba and James! They kept Addie on short notice and made sure she was comfortable and had a great time. Addie definitely played a lot and came home very tired! Luba sent lots of updates and pictures throughout Addie’s 3 night stay which was very very appreciated! Great job!!!

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Sarah H.
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
52 reviews
24 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: Carla B.
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Carla B.
from
$40
per night
5.0 out of 5 stars
8 reviews
12 years of experience
Severna Park, MD, 21146

We had a wonderful experience boarding our pup in Carla's home! Our dog was so well cared for, and Carla sent daily updates with pictures and videos. Her dog was incredibly sweet and got along great with ours. She did a great job balancing exercise with being mindful of our older dog's past surgeries and individual needs. We would absolutely book with her again and highly recommend her!

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Erin M.
Sitter Profile Image: Becca K.
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Becca K.
Star Sitter
from
$60
per night
5.0 out of 5 stars
33 reviews
9 repeat clients
20 years of experience
Pasadena, MD, 21122

Becca was great! Levi loved her and had such a fun time with her and her family, and she sent updates and photos every day, which I appreciated. We’ll definitely use Becca again in the future!

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Rachel J.
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

It was a great fit! They treated my 75 lb lab like he was one of the kids. It's such a great way to find reliable and comfortable housing for your pet.

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Sabrina O.
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

Ciarra was amazing!! She did so great with my baby not sure if my pup wanted to come back home with me ? she constantly updated me with everything and I could tell she treated my dog like it was her own. Highly recommend and would go back if I need to go on vacation again!

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Lorabelle A.
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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 - Whispering Woods

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: 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 was super responsive via texts when needed. She came at the promised time, spent the promised time with our cat, and did everything that was asked of her. She also included several photos with each update. I would have liked a bit more written update, but that's not critical. She was fantastic and will definitely use again!

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Scott B.
Sitter Profile Image: Christopher Z.
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Christopher Z.
from
$17
per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
3 years of experience
Arnold, MD, 21012

Great communication and everyone (cats and chickens!) was fed, clean, and happy!

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Allison S.
Sitter Profile Image: Mackenzie C.
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Mackenzie C.
from
$14
per visit
5.0 out of 5 stars
11 reviews
2 repeat clients
5 years of experience
Arnold, MD, 21012

Mackenzie was great! She connected with our cats so well and captured their personalities in daily update photos. Mackenzie is very responsive and reliable and we will be reaching out to her again. Thanks Mackenzie!!

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Lexie T.
Sitter Profile Image: debi t.
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debi t.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
109 reviews
34 repeat clients
30 years of experience
Annapolis, MD, 21409

We absolutely love having Debi come to see Bella while we're away. She sends the best pictures and know she's well cared for. She's very punctual and goes above and beyond! Thanks Debi!

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Kellie S.
Sitter Profile Image: Jean L.
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Jean L.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
94 reviews
30 repeat clients
7 years of experience
Arnold, MD, 21012

Jean was so thoughtful with our kitty, Delta! She sent us pictures and a video of playing with Delta, having Delta on her lap, and Delta looking comfortable in our house with someone giving her good care checking in on her. Jean took the time to come over beforehand twice, once to get to know us and what's needed for caring for Delta, and another time to get the key. She provided regular helpful updates with her check-ins. This allowed me to focus on my work/personal trip and not worry about the cat back home. There's a reason Jean is a "star sitter." 😺

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Scott B.
Sitter Profile Image: Cheri F.
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Cheri F.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
85 reviews
37 repeat clients
40 years of experience
Annapolis, MD, 21409

Cheri went above and beyond during this miserable ice and snow storm. She left extra food for the day she couldn't get here and then hiked down the road and slid down our ice covered and very long driveway to get to the cats the next day! We very much appreciated that she went the extra mile, or what probably felt like many miles! Thank you Cheri!

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Kimberly M.
Sitter Profile Image: Michelle M.
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Michelle M.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
559 reviews
259 repeat clients
25 years of experience
Annapolis, MD, 21409

Michelle was great to my kitty! The door to my apartment building was being tricky and Michelle came back twice just to try to get in and take care of my cat. She sent photos and kept me updated. I highly recommend her!!

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Rachael T.
Sitter Profile Image: Megan W.
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Megan W.
Star Sitter
from
$22
per visit
5.0 out of 5 stars
73 reviews
34 repeat clients
10 years of experience
Annapolis, MD, 21402

I've booked Megan multiple times within the past year to care for my 19-year-old cat. She has always taken excellent care of him and given him his medicine.

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Kathy K.
Sitter Profile Image: Stacie Z.
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Stacie Z.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
22 reviews
5 repeat clients
28 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: 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

Fantastic, very thankful for her help. Will use again!

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Noah M.
Sitter Profile Image: Owen K.
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Owen K.
Star Sitter
from
$13
per visit
4.9 out of 5 stars
53 reviews
7 repeat clients
10 years of experience
Severna Park, MD, 21146

Owen was so kind, patient and helpful while we were away. He took care of everything that we asked and went above and beyond. Thank you so much! Definitely recommend working with him.

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Nina D.
Sitter Profile Image: Jacqueline B.
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Jacqueline B.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
20 reviews
5 repeat clients
30 years of experience
Annapolis, MD, 21401

Jacki was superb! She thoughfully sent photos of Shelly every day. The. house was as clean as a whistle and everything was just as perfect as should be. I would have Jacki back in a heartbeat if she were available.

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Eileen M.
Sitter Profile Image: Alexia M.
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Alexia M.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
44 reviews
15 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: Heather P.
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Heather P.
from
$15
per visit
10 years of experience
Arnold, MD, 21012

About: I have over 10 years of pet care experience, with 3 of those years (honestly more) working in my family's boarding kennel! Experience with boarding and grooming pets, as well as administering medication. I work 9-5, but am able to stop by in the morning/evening and any time on the weekends, as well as any federal holidays off. I take great care in ensuring the pet has a safe, comfortable and clean environment! From accidents, getting into the trash, I got ya covered!

Sitter Profile Image: Darragh M.
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Darragh M.
from
$18
per visit
5.0 out of 5 stars
37 reviews
12 repeat clients
15 years of experience
Annapolis, MD, 21401

Darragh worked with me to come and meet and take care of my cat while I was gone for a week. He kept me up to date daily on how my cat was doing, very happy with his service.

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Matt L.
Sitter Profile Image: Tiffany O.
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Tiffany O.
from
$18
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
30 years of experience
Annapolis, MD, 21409

Tiffany was a real trouper to come visit our 3 month old puppy. She is knowledgeable, organized and loves dogs. Communicates promptly, and is open to changing circumstances. I highly recommend her.

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Shirley C.
Sitter Profile Image: Kayla G.
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Kayla G.
from
$18
per visit
5.0 out of 5 stars
31 reviews
11 repeat clients
15 years of experience
Arnold, MD, 21012

Kayla was an incredible sitter for my bunny! I have never felt more at peace when away from home. She always sent photos of Oliver as well as his food & water so that we knew he was all taken care of. I could tell that Oliver felt super comfortable with her which was amazing! We will definitely book with Kayla full time for any future dates.

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Ivy B.
Sitter Profile Image: Nora S.
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Nora S.
from
$18
per visit
5.0 out of 5 stars
3 reviews
15 years of experience
Arnold, MD, 21012

About: I have fostered orphaned kittens for over ten years. I have experience with kittens as little as 5 days old and up! I love to care for kittens.

Sitter Profile Image: Anna M.
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Anna M.
from
$13
per visit
5.0 out of 5 stars
1 review
3 years of experience
Annapolis, MD, 21409

Anna was an awesome sitter for my dog and cats! She sent great updates and pictures after every visit. When we returned, our pets were happy and well cared-for. I highly recommend Anna!

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Heather C.
Sitter Profile Image: Leah B.
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Leah B.
from
$18
per visit
5.0 out of 5 stars
2 reviews
4 years of experience
Arnold, MD, 21012

Leah was a huge help to us over Labor Day weekend, dropping in to let out and feed our three dogs. My husband and I are both small business owners, so we jumped at the chance to take a brief overnight trip together and Leah’s help made it possible. She was on time and engaging with the dogs and they were well cared for in our absence. We would definitely recommend Leah!

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Adriane W.
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Perfect for high energy dogs - Whispering Woods

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: Amy D.
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Amy D.
from
$45
per day
5.0 out of 5 stars
28 reviews
13 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.

Sitter Profile Image: Michelle M.
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Michelle M.
Star Sitter
from
$38
per day
5.0 out of 5 stars
559 reviews
259 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: Dana L.
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Dana L.
Star Sitter
from
$60
per day
5.0 out of 5 stars
35 reviews
15 repeat clients
20 years of experience
Arnold, MD, 21012

Dana was great. We needed someone close to my sister's house while we celebrated an early Christmas, and she was able to help us out. We will definitely use her again when we are in town.

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Jennifer B.
Sitter Profile Image: Elena K.
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Elena K.
Star Sitter
from
$30
per day
5.0 out of 5 stars
18 reviews
4 repeat clients
10 years of experience
Annapolis, MD, 21409

Elena was absolutely phenomenal with our pup!

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Chanel R.
Sitter Profile Image: Luba & James H.
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Luba & James H.
from
$40
per day
5.0 out of 5 stars
253 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: 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

If I could give Lindsay 10 STARS I would!!! If you're traveling to the Annapolis area and don't know who to trust with your most precious asset - your pup (this was me!) - choose Lindsay! As you can see from all of Lindsays reviews, she is amazing with animals - its in her heart - but what makes Lindsay stands apart is her responsiveness, her communication, her ability to work with your schedule. She is so kind, and loving towards your dog, that you can enjoy your time away with peace in your heart. Thank you for everything Lindsay! <3

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Pamela 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

First time my puppy was away from me and Alex kept me updated with lots of texts, pictures and videos. Winnie had a great time. Highly recommend.

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Christine H.
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: 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

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: Benjamin S.
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Benjamin S.
from
$20
per day
5.0 out of 5 stars
3 reviews
1 repeat client
28 years of experience
Severna Park, MD, 21146

Absolutely wonderful ! Walked my dog twice .it was my first time using rover in a new state and Benjamin was a delight. I will be rebooking when I’m in the area again ! Thanks so much for taking such good care of my pup

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Tina M.
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: Anne N.
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Anne N.
from
$25
per day
25 years of experience
Annapolis, MD, 21401

About: I've had dogs my whole life and love playing with and training them. I unfortunately lost Axel, my shepherd/husky mix, last year. But I still have Harley (technically my boyfriend's, but we've lived together 3 years now). Harley is a sweet, 4-year-old, 40 lb spayed female mystery mix who loves to play, especially with other dogs. We go for lots of walks each day and we like playing, learning and practicing tricks. She knows the basics and can also spin, place, go around you, and now we're practicing crawl. I think people could learn a lot from dogs if they paid more attention. I've started dog sitting for neighbors the past few years and always enjoy getting to know new dogs. One of my favorite dogs I've cared for is Goose, a 5-year-old male Chesapeake Bay retriever. I also work managing a restaurant in town and do graphic design part-time from home as well. I work managing a restaurant downtown in Annapolis, and also do freelance graphic design work from home. Except for Mondays, my shifts at the restaurant are all p.m. shifts so I'm home and available most days anytime before 3:00. I'm off from the restaurant on Tuesdays and Fridays. I currently have and have always had dogs so I'm very used to going for multiple walks a day. I live in an apartment downtown in Annapolis. We currently do not have a yard; however, we go for a lot of walks and still spend a lot of time outside at parks and just hanging out in front of the apartment to people (and dog) watch. I have a crate, and my dog is crate-trained, so if/when your pup is over, I'm prepared to separate them if needed.

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: Danielle P.
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Danielle P.
from
$60
per day
5.0 out of 5 stars
20 reviews
5 repeat clients
20 years of experience
Arnold, MD, 21012

Danielle was the perfect sitter for my pups! She was incredibly easy to work with, responsive, and kind. My dogs absolutely loved their time with her. When I went to pick them up they didn’t want to leave! Would highly recommend. Thank you!!!

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Samantha F.
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: 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: 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: Alexis, Tammy & Jamie A.
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Alexis, Tammy & Jamie A.
Star Sitter
from
$70
per day
5.0 out of 5 stars
574 reviews
200 repeat clients
15 years of experience
Millersville, MD, 21108

Alexis is AMAZING! She is so kind and wonderful. A true gem. Remi loved her instantly. She treats him as if he is her own and completely goes above and beyond as any pet parent would! She is now part of our family. ☺️

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Amber V.
Sitter Profile Image: Justine P.
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Justine P.
from
$50
per day
5.0 out of 5 stars
68 reviews
32 repeat clients
31 years of experience
Pasadena, MD, 21122

About: I’ve been an animal lover and advocate since I was a small child. I’m now 37, have volunteered for Rude Ranch in Davidsonville, have 4 dogs of my own that I adore. I believe pets are family and should be treated as such. I also believe all pet parents wishes should be strictly followed. They are like children, after all. I promise to give as much care and love to your pet as I would my own. I’m experienced with dogs, cats, and even small animals like ferrets and guinea pigs. I would love the opportunity to work with your pet. I promise you won’t be disappointed. My availability is very flexible since most of my days and nights are free. I’m looking forward to working with you. Currently I have very open availability as I am a freelance dog groomer but I am expecting to start working with a mobile grooming company soon. I have a fenced in yard and four friendly dogs. I also can provide a crate if necessary. I am an AKC certified dog groomer.

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

Adventure-ready dog walkers - Whispering Woods

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: Tiffany O.
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Tiffany O.
from
$20
per walk
5.0 out of 5 stars
4 reviews
1 repeat client
30 years of experience
Annapolis, MD, 21409

About: I am a true animal lover. I think animals become our family and I want you to feel comfortable that I will treat your pet like my own went in my care. I have experience with many kinds of animals, dogs, cats, hamsters, and reptiles. I am patient and kind and love to get to know your pet. This is currently my only job, so my schedule is very flexible. I am available morning, afternoons and evenings for visits. I can help on weekdays or weekends. I first get to know your pets basic needs, ensuring their safety, and offering enrichment. This includes feeding, providing fresh water, ensuring proper elimination, creating a safe and comfortable environment, offering exercise and playtime, and attending to any medical or behavioral needs. I am comfortable with small and large dogs as well as small pets and reptiles.

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

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

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Stacie Z.
Sitter Profile Image: Jean L.
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Jean L.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
94 reviews
30 repeat clients
10 years of experience
Arnold, MD, 21012

This was Jean’s first walk with Gigi and everything went well. I really appreciated the care and attention that Jean gave Gigi and the pictures were just a lovely bonus. Looking forward to working with Jean ongoing. I would highly recommend.

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Charman Z.
Sitter Profile Image: Marley D.
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Marley D.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
42 reviews
17 repeat clients
15 years of experience
Annapolis, MD, 21401

Marley has been an awesome dog walker for our dog twice a week. She takes very good care of him and has been great with communication. Would highly recommend Marley!

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Brad F.
Sitter Profile Image: debi t.
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debi t.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
109 reviews
34 repeat clients
30 years of experience
Annapolis, MD, 21409

Debi was our first experience with Rover. She was excellent, kind, flexible, and on time. She provided a bunch of great pictures of our dog throughout his walk and play time as well. I recommend!

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Thomas M.
Sitter Profile Image: Owen K.
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Owen K.
Star Sitter
from
$15
per walk
4.9 out of 5 stars
53 reviews
7 repeat clients
10 years of experience
Severna Park, MD, 21146

Owen is reliable, kind and trustworthy. He shows up, gives my dog a good walk regardless of the weather, and responds quickly. I highly recommend him to anyone that needs a walker.

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James T.
Sitter Profile Image: Mackenzie C.
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Mackenzie C.
from
$15
per walk
5.0 out of 5 stars
11 reviews
2 repeat clients
19 years of experience
Arnold, MD, 21012

MacKenzie has been great with walking my very energetic (and demanding) Yorkie. She is professional, polite, prompt. Any complaints? Psssh, nope. Thank you MacKenzie!!

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April J.
Sitter Profile Image: Benjamin S.
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Benjamin S.
from
$10
per walk
5.0 out of 5 stars
3 reviews
1 repeat client
28 years of experience
Severna Park, MD, 21146

About: As a pet lover and owner, I understand the level of care and security pet owners desire. I am patient with pets, understand their needs, and will give them plenty of exercise (as desired) and attention. Whether you need me to visit your pet's home or drop them off at mine, I am glad to help. If you would like me to house your pet, I have plenty of room as well as a fenced in backyard with plenty of room to run. There is also a bike trail nearby I would love to take your pet on if they enjoys walks. I currently have a small dog, but have owned other dogs before as well including a large dog, rabbits, a scorpion, and birds. I'm a quick at responding, so feel free to reach out whenever you may have a pet need. As a student, I have flexible hours and more availability than perhaps the average employee. I make it a point to take my own dog, Snickers on a walk at least once a day as well as playing fetch with her. I'd be happy to help keep your pet entertained as well. I have a comfortable home with plenty of indoor and outdoor space, and can make accomodations according to your pet's needs. I have a large basement in addition to a fenced in backyard, with plenty of room for them to run around. Have toys to provide as well to keep them entertained. I can provide a regular schedule for your pet to make sure they receive the care that works best for them. As a student, I can provide flexibility in regards to making home visits as well at providing care at my home if desired. I am just looking to help others with their pets. Please let me know any specifics or concerns you may have with what your pet may need.

Sitter Profile Image: Delaney B.
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Delaney B.
Star Sitter
from
$16
per walk
5.0 out of 5 stars
10 reviews
3 repeat clients
3 years of experience
Arnold, MD, 21012

About: Hi there! I'm Delaney. Over the past year, I have fostered 2 dogs and 6 cats! Each foster was a new learning experience, gaining insight into animals boundaries and needs! Often having sick or injured rescue fosters, I have experience with giving topicals and oral medications. I have always had dogs, dealing with puppies up until elderly care. For many years I have been a sitter for my neighbors 2 cats and one dog. It has become a passion to help and take care of dogs and cats, and I hope to be everything you need for a pet sitting experience! I will be heading back to Columbia SC on August 16th and won’t be in Annapolis for pet sitting anymore! I am available all summer long, the only time I am unavailable is 9am to 12pm Monday, Tuesday, and Wednesday, while I am taking an EMT class at AACC! I usually wake up early, so I’ll be available before and after this class!! I am very active, love to take long walks or runs. I am very open to following pet owners lead. Often staying in their own home is often better for a pets routine to reduce stress. I am available to give pets company during daytime, and if needed overnight. I know how stressful being away from your pet is, and sending updates is crucial!! I am very communicative, respectful, and clean.

Sitter Profile Image: Code & Dana S.
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Code & Dana S.
from
$20
per walk
10 years of experience
Arnold, MD, 21012

About: My wife and I had a dog for 13 years and enjoyed taking her hiking and swimming throughout her active years and snuggling on the couch when she became a senior. I'm familiar with the whole life cycle of dog care. From helping puppies get all the energy out to carrying seniors whose legs are arthritic and no longer at their best. Now that our girl, Nala has passed away, we are enjoying connecting with others' pets. I have an unconventional schedule for work and am available to let your dog out from 9 am until noon on Monday, Tuesday, Friday, and Saturday. Wednesdays and Thursdays are my days off and I'm free to hang with your pup any time! I'm very committed to pet safety and will want to understand all situations in which your dog may become reactive so that we avoid putting your pet in a situation that will make him or her uncomfortable. I also have a tracker that I like to put on all dogs in my care just in case they get spooked or something unexpected happens while we are together.

Sitter Profile Image: Alexia M.
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Alexia M.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
44 reviews
15 repeat clients
10 years of experience
Annapolis, MD, 21409

Captain is a bark greeter and Alexia did a great job at keep calm and welcoming his excitement. He seemed very happy after the walk and hung around her a bit before she left. Overall fantastic experience.

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Jessica G.
Sitter Profile Image: Leah B.
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Leah B.
from
$20
per walk
5.0 out of 5 stars
2 reviews
4 years of experience
Arnold, MD, 21012

About: I have been around animals my entire life! Growing up my family had dogs, chickens, cats. Currently we have 2 beagles and a black cat named Izzy! My other family members began asking me to watch their animals when they went away on trips or to stop by the house if they were stuck at work. This branched to them recommending me to their friends and now here we are! I have been watching the furry loved ones of others for about 4-5 years now and have loved every second of it. I know how scary it can be to leave behind the animals that you consider your children so I am here to make that process a little easier! I’ve taken care of puppies, dogs, cats, chickens, sheep, and horses. All animals deserved to be spoiled and loved by all 💛 I am currently a therapist that works mostly afternoon/evening hours. My daytime availability ranges day to day but getting to create my own schedule allows for flexibility! Owners know their pets best! Any information provided to me about your furry friend will be implemented so that all parties feel safe and well cared for!

Sitter Profile Image: Lisa H.
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Lisa H.
from
$15
per walk
5 years of experience
Arnold, MD, 21012

About: I've been taking care of family and friends dogs for over 5 years. And used to have dogs and cats of my own. I have many fur-nieces and fur-nephews and love them as my own. Because I work remotely, I can take my work anywhere. So, I will be able to stay with your pet for the duration you are gone. I work from home. And have the ability to work from anywhere. I will bring my laptop and be able to work and keep your baby company. Taking care of them in familiar surroundings.

Sitter Profile Image: Cade S.
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Cade S.
from
$15
per walk
5.0 out of 5 stars
3 reviews
2 repeat clients
5 years of experience
Annapolis, MD, 21409

Cade did a fantastic job! Hendricks had a blast. He was right on time and took great care of our pup! Definitely will be having him help us again with Hendricks!

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Julianne H.
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: Anna M.
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Anna M.
from
$15
per walk
5.0 out of 5 stars
1 review
6 years of experience
Annapolis, MD, 21409

About: I’ve taken care of dogs and cats since I was in high school. I am patient attentive, and have a flexible schedule to take care of your pets. I work part time and mostly at night so I will be able to spend a lot of time during the day with your pets. I can easily get to a clients home and am able to stay there with them as needed. I can spend plenty of time with your pets and give them plenty of attention.

Sitter Profile Image: Alexandra M.
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Alexandra M.
from
$32
per walk
4.2 out of 5 stars
6 reviews
3 repeat clients
8 years of experience
Annapolis, MD, 21409

So nice and living toward our dog, Captain.

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Kathleen M.
Sitter Profile Image: Kayla G.
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Kayla G.
from
$20
per walk
5.0 out of 5 stars
31 reviews
11 repeat clients
15 years of experience
Arnold, MD, 21012

Kayla was fantastic with our dog, Kona! She communicated clearly, sent great photo updates, and was very respectful of our home. Kona loved her walks and came back happy every time. Highly recommend!

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Nicole M.
Sitter Profile Image: Nolan C.
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Nolan C.
from
$15
per walk
5.0 out of 5 stars
2 reviews
10 years of experience
Annapolis, MD, 21409

About: I have taken care of different types of dogs and including in home stay, walks, puppies etc and had my own dog since I was 12. I have lots of experience in caring for animals from reptiles to mammals. I am very physically active and love to spend time outside so long walks and exercise is both fun for me and your pet. I am currently looking for a part time job my schedule is open for the relative future and any changes to my schedule will be minimal, I am fully available for a consistent walking or care schedule for your pet. I care for my dog with long walks, exercise/play time with his favorite toys or enrichment games. I also have a back and front yard at my house that my dog loves to play in with a park and beach access that allows dogs. When I care for bigger dogs I love to take them to the park in my neighborhood or one nearby to play fetch.

Sitter Profile Image: Violet H.
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Violet H.
from
$18
per walk
5.0 out of 5 stars
4 reviews
10 years of experience
Poplar-Ludlow-Yorktowne, Arnold, MD, 21012

Always the best! Dots loved her and looked so happy in the pictures :). Will definitely use again. Thank you!

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Amanda S.
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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 - Whispering Woods

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
$45
per night
5.0 out of 5 stars
74 reviews
29 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: 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

Thank you so much for taking care of Austin for me. He loves the gift you sent home with him and absolutely will be using your services next time I’m out of town :)

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Sarah V.
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 absolutely wonderful! She was able to take my dog on very short notice and was super accommodating. She sent lots of pictures and updates. It took no time at all for Kashi to feel right at home. I highly recommend!!

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Heather B.
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

We have such peace of mind when Elena is dog sitting for us. She pays attention to the details and is very compassionate. Highly recommend her!

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Gretchen W.
Sitter Profile Image: Hester D.
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Hester D.
from
$38
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
23 years of experience
Pasadena, MD, 21122

Hester is great. Very good communication. Follows up quickly. Keeps me in the loop during my dogs stay. And I usually get a tired and happy dog after the stay. Very happy I found Hester!

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Andrew L.
Sitter Profile Image: Dana L.
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Dana L.
Star Sitter
from
$70
per night
5.0 out of 5 stars
35 reviews
15 repeat clients
20 years of experience
Arnold, MD, 21012

Dana took my pup Dillon for a few overnights when I went out of town recently, and he had the best time! She sent frequent photo updates of his adventures, and it was clear that she cared for him like he was her own. The fenced-in back yard was perfect for this city boy to stretch his legs! 🐾

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Cheryl C.
Sitter Profile Image: Justine P.
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Justine P.
from
$55
per night
5.0 out of 5 stars
68 reviews
32 repeat clients
31 years of experience
Pasadena, MD, 21122

Absolutely wonderful dog sitter! My pup was well cared for and loved while I was away. Great communication and plenty of updates. Highly recommend!

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Kirsten O.
Sitter Profile Image: Amy D.
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Amy D.
from
$50
per night
5.0 out of 5 stars
28 reviews
13 repeat clients
7 years of experience
Arnold, MD, 21012

Amy was wonderful with our senior Golden Retriever, Remi once again. She kept us informed while we were away and sent pictures. It was reassuring to know he was in caring hands.

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Carolyn R.
Sitter Profile Image: Luba & James H.
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Luba & James H.
from
$50
per night
5.0 out of 5 stars
253 reviews
51 repeat clients
45 years of experience
Arnold, MD, 21012

We couldn’t be happier with Luba and James! They kept Addie on short notice and made sure she was comfortable and had a great time. Addie definitely played a lot and came home very tired! Luba sent lots of updates and pictures throughout Addie’s 3 night stay which was very very appreciated! Great job!!!

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Sarah H.
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
52 reviews
24 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: Carla B.
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Carla B.
from
$40
per night
5.0 out of 5 stars
8 reviews
12 years of experience
Severna Park, MD, 21146

We had a wonderful experience boarding our pup in Carla's home! Our dog was so well cared for, and Carla sent daily updates with pictures and videos. Her dog was incredibly sweet and got along great with ours. She did a great job balancing exercise with being mindful of our older dog's past surgeries and individual needs. We would absolutely book with her again and highly recommend her!

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Erin M.
Sitter Profile Image: Becca K.
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Becca K.
Star Sitter
from
$60
per night
5.0 out of 5 stars
33 reviews
9 repeat clients
20 years of experience
Pasadena, MD, 21122

Becca was great! Levi loved her and had such a fun time with her and her family, and she sent updates and photos every day, which I appreciated. We’ll definitely use Becca again in the future!

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Rachel J.
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

It was a great fit! They treated my 75 lb lab like he was one of the kids. It's such a great way to find reliable and comfortable housing for your pet.

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Sabrina O.
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

Ciarra was amazing!! She did so great with my baby not sure if my pup wanted to come back home with me ? she constantly updated me with everything and I could tell she treated my dog like it was her own. Highly recommend and would go back if I need to go on vacation again!

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Lorabelle A.
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

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: 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: Peggy G.
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Peggy G.
Star Sitter
from
$43
per night
5.0 out of 5 stars
68 reviews
24 repeat clients
20 years of experience
Pasadena, MD, 21122

Peggy is amazing! We needed a fairly last minute pet sitter and are so happy we found her! She is a true dog person! Our dog Bread thoroughly enjoyed her stay with her. We received text and photo updates from Peggy every day, and she even went out of her way to do a cute little Easter photo shoot with our dog! We will no longer be using boarding facilities in the future and are already planning our next stay with Peggy!

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Erin G.
Sitter Profile Image: Debra K.
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Debra K.
from
$45
per night
5.0 out of 5 stars
42 reviews
18 repeat clients
30 years of experience
Pasadena, MD, 21122

Debra is the most amazing dog sitter ever. We have used her multiple times and will keep coming back as long as she allows us to. I wouldn’t want to send my sometimes very difficult/anxious dog to anyone else because I trust her completely. She treats my dog like one of her own kids and I appreciate how much care she shows towards her every time she watches her. Thank you so much Debra!!

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

Yukia was awesome! My dog left her house very happy. She took him on walks and he got to play with other dogs. She also worked with me and added an extra day when I realized I messed up the schedule. I highly recommend Yukia.

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

Jasmine was wonderful! She kept both of my dogs over a long weekend and they had so much fun. She sent daily pictures and videos and she was always in contact with me. I will definitely use her again.

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Chelsey C.
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