Personalized care for your dog or cat - Woods Landing

Highly-rated overnight sitters - Woods Landing

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

Michelle is always dependable to watch my doggy Kevin even when my request is last minute! I appreciate the love and attention Michelle and her family gives to Kevin!

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

This was our first experience with Rover and it was absolutely wonderful! We have an older dog and she is both blind and deaf and Katelyn took such good care of her. She welcomed her into her home and treated her as if she were her own. Her communication was great. We received pictures/videos/updates several times a day. We will definitely use Katelyn again and highly recommend her!

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Eileen Or Jack S.
Sitter Profile Image: Carlie H.
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Carlie H.
Star Sitter
from
$42
per night
5.0 out of 5 stars
59 reviews
24 repeat clients
15 years of experience
Severna Park, MD, 21146

Carlie took such wonderful care of our 11 year old Golden. She and her children spoiled him with all kinds of love and attention. I felt very comfortable leaving him while we were on a week long vacation.

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Carolyn R.
Sitter Profile Image: Shuling J.
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Shuling J.
Star Sitter
from
$45
per night
5.0 out of 5 stars
122 reviews
52 repeat clients
8 years of experience
Annapolis, MD, 21401

Shuling did a great job with Roman. He enjoyed playing in her backyard with her dog and she gave us constant updates on his progress. We recommended Shuling 10/10 and will certainly be using her again!

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

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

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Emilee A.
Sitter Profile Image: Elena K.
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Elena K.
from
$40
per night
5.0 out of 5 stars
11 reviews
1 repeat client
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: Candice W.
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Candice W.
Star Sitter
from
$65
per night
5.0 out of 5 stars
98 reviews
35 repeat clients
14 years of experience
Annapolis, MD, 21409

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

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Olivia B.
Sitter Profile Image: Jillian & Richard A.
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Jillian & Richard A.
Star Sitter
from
$49
per night
5.0 out of 5 stars
44 reviews
20 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: Katie F.
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Katie F.
from
$45
per night
5.0 out of 5 stars
114 reviews
36 repeat clients
16 years of experience
Annapolis, MD, 21401

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

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

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

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

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: Amy D.
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Amy D.
from
$50
per night
5.0 out of 5 stars
27 reviews
11 repeat clients
7 years of experience
Arnold, MD, 21012

Amy and Ed were great. I was really happy and so was Buddy. I would recommend them to anyone who is looking for reliable people to watch their animals.

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

My frenchie had the BEST time with Lindsay and her puppy!!!! Lindsay sent me pics daily, and whenever I asked for one. My baby literally had so much fun at her house, I think he sulked for a few days after ? Lindsay will be our go to for boarding in the future.

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

Shelby and her husband Brad are fantastic dog sitters! Ollie was very well cared for, and we received plenty of photos and updates throughout his stay. He had a great time playing with their sweet pup, and they even gave him a bath (no easy feat!), so he came home both happy, exhausted, and clean!

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Jaime P.
Sitter Profile Image: Becca K.
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Becca K.
Star Sitter
from
$50
per night
5.0 out of 5 stars
30 reviews
8 repeat clients
20 years of experience
Pasadena, MD, 21122

Becca was amazing!! She was able to take care of our beagle on last minute notice. She communicated with me multiple times a day and sent updates and pictures. Our dog was very happy and comfortable with her and I will have her as my go-to sitter from now on ☺️ HIGHLY RECOMMEND !!!

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

Ciara and Tariq were amazing host to our baby Cassie. They were in constant communication and took amazing care of her. Definitely will book again and highly recommend her.

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

Dana’s house was a perfect spot for our dog! She has a great fenced in yard and sent multiple photo updates reassuring us that our doggo was having a great time. Her location was a perfect stop on our way to the beach. Would definitely recommend!!!

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Jamie R.
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
17 reviews
4 repeat clients
17 years of experience
Pasadena, MD, 21122

Janice and Stalio were great hosts to our dog Diego. When Diego needed daily medicine after we made the booking they were happy to assist. They were communicative and helpful. They treated our dog like he was their own.

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

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

Leia was living her best life like she was at a pet resort. Marliez treated Leia like her own with great care and attention, making her feel right at home. I received regular updates and photos, which gave me complete peace of mind! I’d definitely rebook with Marliez. Leia has 3 new friends and thinks she’s the boss of cats now!!

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Yalena L.
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Cat caregivers near you - Woods Landing

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

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

This was our first time using Cheri and she was great. Check in/Check out and pics all timely. I enjoyed meeting her, very out going and well dressed. We will reach out to her again in the future.

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

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

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George G.
Sitter Profile Image: debi t.
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debi t.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
101 reviews
32 repeat clients
30 years of experience
Annapolis, MD, 21409

Debi came over to meet Frank before the sitting dates to get acquainted with him and learn his routine. She was very prompt and professional. She was also very nice to Frankie Boy at the meeting. We left for our trip feeling secure that Frank would be loved. She texted every day to let us know how our boy was doing and she sent cute pictures. It gave us good peace of mind to know Debi was caring for him and that he felt loved.

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

Michelle was an awesome sitter for our cat while we were away for a week. She was extremely reliable for the check-ins and also very communicative with us the entire time. Plus we got lots of great photos. :) We will definitely re-book Michelle when we are away and highly recommend her.

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Christa H.
Sitter Profile Image: Alexandra M.
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Alexandra M.
from
$23
per visit
5.0 out of 5 stars
5 reviews
3 repeat clients
8 years of experience
Annapolis, MD, 21409

Ally is the best! Very reliable and very good with my puppy and cat. She takes such good care of them! We recommend her highly!

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Megan R.
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: 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: Molly P.
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Molly P.
from
$13
per visit
5.0 out of 5 stars
2 reviews
1 repeat client
14 years of experience
Arnold, MD, 21012

Molly was great on her first care appointment with Starbuck. I will definitely book her services again in the future.

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Ashley M.
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 amazing! Always on time and made sure our cats were taken care off. Felt really comfortable leaving them in her care while my fiancé and I were cruising. Took plenty of photos and pets. Would definitely book with her in the future!

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Sierra H.
Sitter Profile Image: Jacqueline B.
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Jacqueline B.
from
$18
per visit
5.0 out of 5 stars
8 reviews
1 repeat client
50 years of experience
Annapolis, MD, 21401

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

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Victoria W.
Sitter Profile Image: Alexxis E.
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Alexxis E.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
26 reviews
9 repeat clients
20 years of experience
Annapolis, MD, 21409

Alexxis was great. She was patient in trying to get my shy cat to come out from under the bed. She sent many pictures. I would book her again.

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

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

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Morgan O.
Sitter Profile Image: Mackenzie C.
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Mackenzie C.
from
$14
per visit
5.0 out of 5 stars
9 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: Delaney B.
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Delaney B.
from
$13
per visit
5.0 out of 5 stars
5 reviews
1 year of experience
Arnold, MD, 21012

Delaney was wonderful with our Vizsla! She was very communicative and sent lots of pictures. We will absolutely book with her again if we get the chance :)

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

Heather did such a great job taking care of our kitties, I think they hardly missed us. She sent us lots of photos while we were away, which was great for peace of mind. We would definitely use Heather again.

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Christine M.
Sitter Profile Image: Timothy A.
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Timothy A.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
38 reviews
15 repeat clients
12 years of experience
Severna Park, MD, 21146

Our dog was a challenge for the first few visits.It was the first time Tim took care of our pets and it was for a long weekend. Tim took the time to earn our dog's trust and was able to play frisbee after a day or so. He truly cares about pets, even our difficult one. By the time we came home he was even able to pet our dog. We will continue to use him during our travels.

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Elizabeth D.
Sitter Profile Image: Lee M.
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Lee M.
from
$15
per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
8 years of experience
Annapolis, MD, 21409

Lee did a great job staying with our kitty for a week. He was very communicative before and during his stay, sent pictures and updates every day, and left our house in great shape. I wouldn't hesitate to hire Lee again.

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Elihu M.
Sitter Profile Image: Debra P.
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Debra P.
from
$15
per visit
30 years of experience
Arnold, MD, 21012

About: Ive taken care of many cats for friends and family, even ones with special needs. I will keep your pet purring til you come home.

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

Owen was very attentive to our dogs, alway reported to me what they were up to- this is the 2nd time we have booked Owen and he’s been wonderful both times!

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Jane R.
Sitter Profile Image: Marley D.
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Marley D.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
26 reviews
10 repeat clients
15 years of experience
Annapolis, MD, 21401

Great communication and kept my Velcro cat company during Christmas! Thank you for helping with the food bowls and the “presents” and meds!

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Hilari K.
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Perfect for high energy dogs - Woods Landing

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

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

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

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

Michelle took excellent care of my baby. We are getting used to a new area, and new people, and she made it that much easier for my Boston Terrier!

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

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

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

Elena was absolutely phenomenal with our pup!

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Chanel R.
Sitter Profile Image: Jenna C.
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Jenna C.
Star Sitter
from
$50
per day
5.0 out of 5 stars
225 reviews
61 repeat clients
10 years of experience
Annapolis, MD, 21401

My little Velcro high anxiety puppy was giving back to me in a happy and joyful mood. I'm highly impressed with her Jenna C. I will be using her again definitely.

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

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

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Debra R.
Sitter Profile Image: Dana L.
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Dana L.
from
$60
per day
5.0 out of 5 stars
35 reviews
13 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: 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 took care of Pepe like he was her own. I very much appreciate the videos, photos, and updates. She was very good at trying to bring Pepe out of his shell. I will book with Alex again!

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Louise J.
Sitter Profile Image: Luba & James H.
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Luba & James H.
from
$40
per day
5.0 out of 5 stars
242 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: Kacie B.
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Kacie B.
Star Sitter
from
$45
per day
5.0 out of 5 stars
73 reviews
27 repeat clients
12 years of experience
Annapolis, MD, 21401

Kacie was awesome! She took great care of Queen while I was away at work. Kacie is very easy to communicate with and was extremely accommodating when my schedule was switched up at work last minute. Multiple videos were sent of their daily adventures. Kacie took Queen to the park or on a hike multiple times throughout the day. I 100% recommend Kacie if you need a dog sitter!

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

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

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Meredith C.
Sitter Profile Image: Timothy A.
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Timothy A.
Star Sitter
from
$50
per day
5.0 out of 5 stars
38 reviews
15 repeat clients
12 years of experience
Severna Park, MD, 21146

My dog had another wonderful experience with Timothy.

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

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

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

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

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Connor T.
Sitter Profile Image: 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

Andy & Lydia took wonderful care of our pup during his day visit in their home, he was so happy and energetic when we picked him up, we knew he had had a great time!

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Anna K.
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: Margriet M.
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Margriet M.
from
$75
per day
5.0 out of 5 stars
3 reviews
1 repeat client
17 years of experience
Annapolis, MD, 21403

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

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

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

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Kyle P.
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Adventure-ready dog walkers - Woods Landing

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: Alexandra M.
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Alexandra M.
from
$25
per walk
5.0 out of 5 stars
5 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: Ryan L.
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Ryan L.
from
$25
per walk
5.0 out of 5 stars
3 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: 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: debi t.
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debi t.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
101 reviews
32 repeat clients
30 years of experience
Annapolis, MD, 21409

Debi exceeded my expectations. She communicated thoroughly and provided photos. She was definitely thinking about what was best for our pets as well as us. I hope to get to have her spend time with our pets again and again. I know I can fully trust her.

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Donna M.
Sitter Profile Image: Yarimar B.
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Yarimar B.
from
$20
per walk
5.0 out of 5 stars
12 reviews
3 repeat clients
15 years of experience
Arnold, MD, 21012

We had a wonderful experience with Yarimar. She was consistently kind, reliable, and flexible when we had to reschedule. I would highly recommend her.

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Jessica O.
Sitter Profile Image: Elena K.
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Elena K.
from
$15
per walk
5.0 out of 5 stars
11 reviews
1 repeat client
10 years of experience
Annapolis, MD, 21409

About: I’ve been a pet parent to both cats and dogs for over 10 years. I truly treat every animal like family — with love, patience, and attention to their unique needs. I have experience caring for pets of all ages, including seniors and shy or anxious animals. I’m comfortable giving oral medications and following special feeding routines. Whether it’s playtime, cuddles, or calm companionship, I’m here to give your furry friend the comfort they deserve while you’re away. As a full-time homemaker, I’m home most of the day and can give pets my full attention. My schedule is very flexible — I’m available for feeding, playtime, cuddles, or walks throughout the day, including weekends. Your pet will never feel alone or rushed. In my home, pets are treated like family. I have a quiet, safe, and pet-friendly environment with plenty of space for them to relax, play, and feel comfortable. I ensure all pets have a secure area to rest and are never left unattended. I maintain a clean home, and I’m careful with any items that could be harmful to pets.

Sitter Profile Image: Alexia M.
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Alexia M.
Star Sitter
from
$24
per walk
5.0 out of 5 stars
29 reviews
13 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: Allison G.
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Allison G.
from
$15
per walk
5.0 out of 5 stars
66 reviews
33 repeat clients
17 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: Owen K.
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Owen K.
from
$15
per walk
4.9 out of 5 stars
48 reviews
4 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: Naomi W.
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Naomi W.
from
$20
per walk
5.0 out of 5 stars
1 review
5 years of experience
Annapolis, MD, 21409

About: I have been taking care of dogs for 5-7 years for neighbors, friends, and family and have had dogs of my own my whole life! I treat my own dogs like family and I can’t wait to do the same for yours! I’m currently a Sophomore at West Virginia University and home for summer! I am looking for weekly clients to walk dogs everyday of the week from May-August. My schedule is extremely flexible so I am able to give your pets everything they need. Very reliable. I have a lot of experience taking care of dogs as well as keeping them occupied for as long as needed! I would love time to play with the pups as well as always making sure they are fed and have water. I’m willing to accommodate to any of your needs. I have no problem staying as long as you need and keeping the dogs company!

Sitter Profile Image: Cade S.
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Cade S.
from
$15
per walk
1 repeat client
5 years of experience
Annapolis, MD, 21409

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

Sitter Profile Image: Alexxis E.
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Alexxis E.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
26 reviews
9 repeat clients
15 years of experience
Annapolis, MD, 21409

Extremely helpful and flexible with scheduling times. Managed two Siberian huskies with no issue on long walks. Definitely recommend and will use again!

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Keith K.
Sitter Profile Image: Caroline M.
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Caroline M.
from
$15
per walk
15 years of experience
Annapolis, MD, 21409

About: Hi! I’m 22 and just moved home after graduating college, and am looking for summer work before I start law school in the fall! I’ve had at least one dog in my home since I was 6 years old, and can’t imagine my life without them. I’ve been around tons of breeds, including my family’s own greyhound and rescued mutt mix, my sister’s pitbull mix, my other sister’s mini aussi, and my friend’s rescued puppy. I’m confident in saying I have experience with all types of personalities and temperaments. More than needing something to just keep me busy this summer, I’m hoping for an activity to keep both me active and your pets happy :). I’m able to adapt to whatever you and your pet need. I don’t currently have a regular job this summer, so my weeks and weekends are completely free to care for your pet! I’m a morning person as well so I’m able to do early morning visits, as well as anything else throughout the day. Growing up with pets and a busy family, it means I’ve always had the shared responsibility to walk the dogs, play with them, feed them, and let them out. My dogs were also always picky eaters, so I’m very experienced in making the food seem as fancy as possible if your pet needs the same special treatment. I love dogs and am an adaptable person, so I’m truly prepared to do anything you need to make your dog happy, comfortable, and tuckered out :)!

Sitter Profile Image: Sydney C.
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Sydney C.
from
$22
per walk
5.0 out of 5 stars
4 reviews
8 years of experience
Annapolis, MD, 21409

About: Aside from my love for dogs, I have two of my own! I worked at a canine fitness center, and don’t get grossed out by accidents. I’m very active, and always down for a walk! I am a college student enrolled at AACC. I work a lot, and my schedule books ups fast! I can usually make last minute bookings work! I can easily crate your dog if needed, and I am very good at following directions and extremely attentive. I do very well with lists, I can take big dogs on walks, and do care at your home if needed.

Sitter Profile Image: Michelle M.
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Michelle M.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
552 reviews
255 repeat clients
25 years of experience
Annapolis, MD, 21409

Michelle is professional and provides great / detailed feedback on stays with Rosie. She is reliable, accessible, and consistent in her performance and can be trusted to do her job well. Highly recommend!

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

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

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Corey S.
Sitter Profile Image: Mackenzie C.
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Mackenzie C.
from
$15
per walk
5.0 out of 5 stars
9 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: solange g.
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solange g.
from
$20
per walk
3 years of experience
Annapolis, MD, 21401

About: To me pets are family and that’s How I will always treat them. Im great with puppies and training them, also with seniors, comfy setting I’m currently self-employed employed and your fur babies will have my full attention 24/7. I’m very flexible and willing to work with you, and I will do my very best to make you and your fur babies comfortable. I love and care for animals deeply. The human animal bond is so precious and I always feel honored with the privilege of taking care of your pets! Para mí las mascotas son familia y así las trataré siempre. Soy genial con cachorros y entrenándolos, también con personas mayores, ambiente cómodo Actualmente trabajo por cuenta propia y sus bebés peludos tendrán toda mi atención las 24 horas del día, los 7 días de la semana. Soy muy flexible y estoy dispuesto a trabajar con usted, y haré todo lo posible para que usted y sus bebés peludos se sientan cómodos. Amo y cuido profundamente a los animales. ¡El vínculo animal humano es tan precioso y siempre me siento honrado con el privilegio de cuidar de sus mascotas! I work for myself, so it gives me the possibility to take care of your fur babies with complete peace of mind. Trabajo por cuenta, por lo que me da la posibilidad de cuidar a sus bebés peludos con toda tranquilidad I have a closed and guarded Garden where I can have fun and play with them. Tengo un Jardín cerrado y vigilado donde puedo jugar con ellos.

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: Rory J.
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Rory J.
from
$15
per walk
Arnold, MD, 21012

About: I’ve been caring for dogs and cats for years through neighbors, family friends, and families I babysit for. I’m a student at the University of Maryland home for the summer with a flexible schedule, and I genuinely love spending time with animals. I’m comfortable with pets of all sizes and personalities, whether that means walks, feeding, playtime, giving medications, or just keeping them company. I’m very reliable, communicative, and always make sure pets feel safe, comfortable, and cared for while their owners are away. I’m a UMD student home for the summer with a flexible schedule and reliable transportation. I currently work part-time, so I have plenty of availability during the week and weekends for walks, drop-ins, overnight stays, and playtime with your pets. Your pet’s safety and comfort are my top priorities. I’m very reliable, attentive, and experienced caring for pets in both my own home and clients’ homes. I’m comfortable following routines, administering basic medications, crating if needed, and keeping owners updated with photos and messages while they’re away.

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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 - Woods Landing

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

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

Carlie took such wonderful care of our 11 year old Golden. She and her children spoiled him with all kinds of love and attention. I felt very comfortable leaving him while we were on a week long vacation.

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

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

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Emilee A.
Sitter Profile Image: Elena K.
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Elena K.
from
$40
per night
5.0 out of 5 stars
11 reviews
1 repeat client
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: Candice W.
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Candice W.
Star Sitter
from
$65
per night
5.0 out of 5 stars
98 reviews
35 repeat clients
14 years of experience
Annapolis, MD, 21409

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

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Olivia B.
Sitter Profile Image: Jillian & Richard A.
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Jillian & Richard A.
Star Sitter
from
$49
per night
5.0 out of 5 stars
44 reviews
20 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: Hester D.
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Hester D.
from
$35
per night
5.0 out of 5 stars
4 reviews
23 years of experience
Pasadena, MD, 21122

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

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

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: Amy D.
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Amy D.
from
$50
per night
5.0 out of 5 stars
27 reviews
11 repeat clients
7 years of experience
Arnold, MD, 21012

Amy and Ed were great. I was really happy and so was Buddy. I would recommend them to anyone who is looking for reliable people to watch their animals.

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

My frenchie had the BEST time with Lindsay and her puppy!!!! Lindsay sent me pics daily, and whenever I asked for one. My baby literally had so much fun at her house, I think he sulked for a few days after ? Lindsay will be our go to for boarding in the future.

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

Shelby and her husband Brad are fantastic dog sitters! Ollie was very well cared for, and we received plenty of photos and updates throughout his stay. He had a great time playing with their sweet pup, and they even gave him a bath (no easy feat!), so he came home both happy, exhausted, and clean!

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Jaime P.
Sitter Profile Image: Becca K.
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Becca K.
Star Sitter
from
$50
per night
5.0 out of 5 stars
30 reviews
8 repeat clients
20 years of experience
Pasadena, MD, 21122

Becca was amazing!! She was able to take care of our beagle on last minute notice. She communicated with me multiple times a day and sent updates and pictures. Our dog was very happy and comfortable with her and I will have her as my go-to sitter from now on ☺️ HIGHLY RECOMMEND !!!

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

Ciara and Tariq were amazing host to our baby Cassie. They were in constant communication and took amazing care of her. Definitely will book again and highly recommend her.

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

Dana’s house was a perfect spot for our dog! She has a great fenced in yard and sent multiple photo updates reassuring us that our doggo was having a great time. Her location was a perfect stop on our way to the beach. Would definitely recommend!!!

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

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.
Sitter Profile Image: Jenna C.
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Jenna C.
Star Sitter
from
$62
per night
5.0 out of 5 stars
225 reviews
61 repeat clients
10 years of experience
Annapolis, MD, 21401

Jenna does an amazing job with our crew of three dogs. She is very responsive and flexible and always sends us lots of happy pictures of the dogs!! They love her and I feel so safe leaving everyone in her care.

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

We feel so comfortable leaving our dogs with Luba and James. Our new to us - 4 yr old- has been through a lot of change recently and we were a little worried about leaving him - but he felt safe in their l loving home. Will definitely choose their home over a boarding kennel anytime we travel.

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Karen S.
Sitter Profile Image: Joann W.
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Joann W.
Star Sitter
from
$45
per night
5.0 out of 5 stars
13 reviews
4 repeat clients
25 years of experience
Pasadena, MD, 21122

Joann was so nurturing with our dog Maeve. We had a wonderful experience during her stay! Maeve had lots of playtime outside with her dog Obi. We could tell from the updates each day that Maeve was very content. Highly recommend booking with Joann! We will certainly be booking again and again!!

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

Thomas & Melissa cared for Korey for one night while I was away and I could tell Korey had a great time! Korey will be staying with them again for 10 days next month.

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Kelly H.
Sitter Profile Image: Rachel S.
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Rachel S.
Star Sitter
from
$65
per night
5.0 out of 5 stars
42 reviews
15 repeat clients
33 years of experience
Arnold, MD, 21012

I recommend Rachel highly. Zoey had a blast with the kids and seemed sad that she had to leave. We received pics of our pupper having fun and she was very tired once we brought her home.

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Aaron P.
Sitter Profile Image: Kara R.
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Kara R.
from
$50
per night
5.0 out of 5 stars
13 reviews
2 repeat clients
14 years of experience
Annapolis, MD, 21409

Kara was great with Thyme. She welcomed him into her home and made sure he was comfortable right from the start. She send regular photo updates and I could tell Thyme had a great time.

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Paul M.
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