Personalized care for your dog or cat - Oakwood

Highly-rated overnight sitters - Oakwood

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

1 / 1
Sitter Profile Image: Shuling J.
Verified Enhanced Background Check
Shuling J.
Star Sitter
from
$45
per night
5.0 out of 5 stars
130 reviews
53 repeat clients
8 years of experience
Annapolis, MD, 21401

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

Profile image
Teri J.
Sitter Profile Image: Katie F.
Verified Enhanced Background Check
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?

Profile image
Stephanie W.
Sitter Profile Image: Elaine S.
Verified Background Check
Elaine S.
from
$50
per night
5.0 out of 5 stars
69 reviews
37 repeat clients
20 years of experience
Annapolis, MD, 21403

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

Profile image
Lucia S.
Sitter Profile Image: Shelby B.
Verified Enhanced Background Check
Shelby B.
from
$57
per night
5.0 out of 5 stars
23 reviews
5 repeat clients
7 years of experience
Annapolis, MD, 21403

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

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

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

Profile image
Morgan S.
Sitter Profile Image: Michelle M.
Verified Background Check
Michelle M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
552 reviews
257 repeat clients
25 years of experience
Annapolis, MD, 21409

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

Profile image
Kristen K.
Sitter Profile Image: Carlie H.
Verified Enhanced Background Check
Carlie H.
Star Sitter
from
$42
per night
5.0 out of 5 stars
62 reviews
26 repeat clients
15 years of experience
Severna Park, MD, 21146

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

Profile image
Jennifer M.
Sitter Profile Image: Thomas & Melissa S.
Verified Background Check
Thomas & Melissa S.
from
$60
per night
5.0 out of 5 stars
36 reviews
14 repeat clients
7 years of experience
Annapolis, MD, 21403

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

Profile image
Nina P.
Sitter Profile Image: Beth H.
Verified Enhanced Background Check
Beth H.
Star Sitter
from
$68
per night
5.0 out of 5 stars
54 reviews
17 repeat clients
40 years of experience
Edgewater, MD, 21037

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

Profile image
Robin S.
Sitter Profile Image: Lucy & Daniel M.
Verified Enhanced Background Check
Lucy & Daniel M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
16 reviews
4 repeat clients
15 years of experience
Annapolis, MD, 21403

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

Profile image
Hassie C.
Sitter Profile Image: Tiffany C.
Verified Enhanced Background Check
Tiffany C.
from
$40
per night
5.0 out of 5 stars
4 reviews
1 repeat client
40 years of experience
Edgewater, MD, 21037

Tiffany was very responsive when something was not right with one of our dogs during the boarding and went above and beyond trying to help. Her responsiveness allowed us to address the situation promptly.

Profile image
Noelle V.
Sitter Profile Image: Diana V.
Verified Enhanced Background Check
Diana V.
Star Sitter
from
$57
per night
5.0 out of 5 stars
205 reviews
86 repeat clients
10 years of experience
Riva, MD, 21140

Lovely family with a great house and very caring and attentive with our dog Ghost! She sent multiple photos and videos every few hours each day, and you could tell Ghost was loving his time with her. She obviously cared for Ghost like he was her own, and we will be using her for all of our future boarding needs!

Profile image
Minal M.
Sitter Profile Image: James B.
Verified Enhanced Background Check
James B.
from
$40
per night
30 years of experience
Annapolis, MD, 21403

About: I've had dogs my whole life. Grew up in a house with 2+ dogs near constantly. All family dogs were 60+ lbs each with the largest being 110lbs. My 75lb dog crossed the rainbow bridge Sept 2025, I am not ready for a dog full time but I do miss the company. I will spoil your dog. I do not care about breed. I am looking for weekends. I work full time, so I am ready to go around noon on Friday and depending on the needs can be around all weekend. Generally I do leave the house during the weekend for a couple hours during the day to do chores and stuff but other than that can be a total home body. If the dog is good on leash I have a great neighborhood to take walks. If you are looking for me to stay at your house over the weekend, I can provide as much potty coverage as you request. If you want me to stay over the week, I do have a day job with my schedule being 7-3. I have a 8ft privacy fence the whole way around my backyard with a dog door. I do not have a crate, but I can use yours if you want your dog crated. I follow your food rules. I used to make hot breakfast/dinner for my dog. I do keep some dog treats in the house but I will check with you if your dog can have that specific treat first and if there are any dietary needs. If you want me to stay in your house, lets write the rules down and I'm happy to do whatever. If you have poor cellphone service, it'd be great to get a wifi password.

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

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

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

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

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

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

Profile image
Hannah K.
Sitter Profile Image: Kelly & Maurice G.
Verified Enhanced Background Check
Kelly & Maurice G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
345 reviews
102 repeat clients
20 years of experience
Upper Marlboro, MD, 20774

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

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

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

Profile image
Heather C.
Sitter Profile Image: Blake K.
Verified Background Check
Blake K.
from
$45
per night
5.0 out of 5 stars
2 reviews
10 years of experience
Annapolis, MD, 21401

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

Profile image
Andrew L.
Sitter Profile Image: Candice W.
Verified Enhanced Background Check
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!

Profile image
Olivia B.
1 / 1
View more sitters

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

Cat caregivers near you - Oakwood

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

1 / 1
Sitter Profile Image: Elaine S.
Verified Background Check
Elaine S.
from
$18
per visit
5.0 out of 5 stars
69 reviews
37 repeat clients
20 years of experience
Annapolis, MD, 21403

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

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

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

Profile image
Joan D.
Sitter Profile Image: Elizabeth G.
Verified Enhanced Background Check
Elizabeth G.
Star Sitter
from
$14
per visit
5.0 out of 5 stars
43 reviews
20 repeat clients
12 years of experience
Annapolis, MD, 21403

Elizabeth did a wonderful caring for my cats while I was away! She sent photos of them and let me know their antics (rearranging my carpets with their zoomies). Very easy to work with

Profile image
Mary Beth P.
Sitter Profile Image: Lauren W.
Verified Enhanced Background Check
Lauren W.
from
$17
per visit
5.0 out of 5 stars
12 reviews
6 repeat clients
27 years of experience
Annapolis, MD, 21403

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

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

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

Profile image
Margaret C.
Sitter Profile Image: Andrew P.
Verified Enhanced Background Check
Andrew P.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
65 reviews
18 repeat clients
1 year of experience
Annapolis, MD, 21403

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

Profile image
Allison M.
Sitter Profile Image: Sarah S.
Verified Background Check
Sarah S.
from
$20
per visit
5.0 out of 5 stars
438 reviews
132 repeat clients
13 years of experience
Annapolis, MD, 21403

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

Profile image
Eric F.
Sitter Profile Image: Beth W.
Verified Enhanced Background Check
Beth W.
Star Sitter
from
$26
per visit
5.0 out of 5 stars
71 reviews
32 repeat clients
25 years of experience
Annapolis, MD, 21403

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

Profile image
Michelle S.
Sitter Profile Image: Harrison S.
Verified Background Check
Harrison S.
from
$14
per visit
6 years of experience
Annapolis, MD, 21403

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

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

Very communicative and kind!

Profile image
Emma N.
Sitter Profile Image: Leigh Ann E.
Verified Enhanced Background Check
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!

Profile image
Morgan O.
Sitter Profile Image: Mary H.
Verified Enhanced Background Check
Mary H.
from
$20
per visit
5.0 out of 5 stars
4 reviews
2 years of experience
Annapolis, MD, 21403

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

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

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

Profile image
Robyn R.
Sitter Profile Image: Heather B.
Verified Background Check
Heather B.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
154 reviews
50 repeat clients
17 years of experience
Annapolis, MD, 21401

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

Profile image
Anne R.
Sitter Profile Image: Madison H.
Verified Enhanced Background Check
Madison H.
from
$12
per visit
5 years of experience
Annapolis, MD, 21403

About: As someone who strives to do her very best in every aspect of life, taking care of furry friends is no exception. I assure that under my care, your pet will experience my highest care and attentiveness to their needs. I understand that every owner has their own specific preferences when caring for their pet, so I pay attention and value the importance of adhering to those priorities as well. As a fellow dog owner myself of two large dogs, I am very aware of the various tasks that come with dogcare, as well as their needs. I have a plethora of experience handling most types of dogs, and I assure that under my care, your companion won’t be short of the love and attention it deserves from their caretaker! Im currently a student at UNCW working part time during the summer, however I am very flexible and I have a car to easily come to you! I have open availability on the weekends and most weekdays! I have two dogs myself, so I am aware of the necessary requirements that may come with watching your pet. I also like to clean, so I understand the importance of keeping the house clean whilst caring for your pet! However, of course I pay my utmost attention to your animal!

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

My cats love Courtney! Especially my super shy boy comes out of shell when he sees her. I’m super happy with her taking care of my two little ones, she spends quality time with them and doesn’t cut her visits short. I also really appreciate the detailed write up and the cute photos. Thank you, Courtney!

Profile image
Anne-Katrin A.
Sitter Profile Image: Blinne F.
Verified Enhanced Background Check
Blinne F.
from
$18
per visit
5.0 out of 5 stars
20 reviews
6 repeat clients
20 years of experience
Annapolis, MD, 21403

Blinne was great with my pup, she went on long walks, my dog loved her, & she even did some training with her! I would definitely book with her again!

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

Carolyn was simply amazing! She spoiled our furry babies rotten. She’s sweet, communicative, and helpful! I can tell our sweet little Ms. Stink feels she made a new best friend!

Profile image
Amanda-Josephine P.
Sitter Profile Image: Alyssa B.
Verified Background Check
Alyssa B.
from
$18
per visit
5.0 out of 5 stars
11 reviews
3 repeat clients
10 years of experience
Annapolis, MD, 21403

Alyssa did an awesome job caring for my puppies. She was a great communicator and sent great pictures. I requested her pretty last minute but she was very responsive and I would recommend her to anyone!

Profile image
Caroline J.
Sitter Profile Image: Taylor C.
Verified Enhanced Background Check
Taylor C.
from
$30
per visit
5.0 out of 5 stars
172 reviews
53 repeat clients
12 years of experience
Annapolis, MD, 21403

Taylor is the absolute best pet sitter! My kitty loves her so much! Taylor is so detailed with updates and follows all the instructions I leave. She is wonderful!

Profile image
Jordan S.
1 / 1
View more sitters

Why choose a sitter on Rover

  • Background-checked house sitters

    Every sitter profile has been reviewed and approved by Rover before joining our community.

  • A perfect match for every pet

    Read sitter profiles to find 5-star reviews and specialists who understand your pet's unique personality.

  • Connection before booking

    Schedule a free in-person meeting to ensure a perfect fit before you ever book.

Perfect for high energy dogs - Oakwood

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

1 / 1
Sitter Profile Image: Stacia D.
Verified Enhanced Background Check
Stacia D.
from
$45
per day
12 years of experience
Annapolis, MD, 21403

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

Sitter Profile Image: Lucy & Daniel M.
Verified Enhanced Background Check
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!

Profile image
Meredith C.
Sitter Profile Image: Elaine S.
Verified Background Check
Elaine S.
from
$50
per day
5.0 out of 5 stars
69 reviews
37 repeat clients
20 years of experience
Annapolis, MD, 21403

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

Profile image
Patricia J.
Sitter Profile Image: Laura T.
Verified Enhanced Background Check
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!

Profile image
Mike H.
Sitter Profile Image: Lindsay M.
Verified Enhanced Background Check
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!

Profile image
Debra R.
Sitter Profile Image: Andy & Lydia M.
Verified Enhanced Background Check
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.

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

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

Profile image
Natalie K.
Sitter Profile Image: Taylor C.
Verified Enhanced Background Check
Taylor C.
from
$60
per day
5.0 out of 5 stars
172 reviews
53 repeat clients
12 years of experience
Annapolis, MD, 21403

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

Profile image
Morgan W.
Sitter Profile Image: Alex K.
Verified Enhanced Background Check
Alex K.
Star Sitter
from
$45
per day
5.0 out of 5 stars
62 reviews
15 repeat clients
30 years of experience
Annapolis, MD, 21401

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

Profile image
Melissa M.
Sitter Profile Image: Kacie B.
Verified Background Check
Kacie B.
Star Sitter
from
$45
per day
5.0 out of 5 stars
74 reviews
27 repeat clients
12 years of experience
Annapolis, MD, 21401

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

Profile image
Brandon D.
Sitter Profile Image: Alexis H.
Verified Enhanced Background Check
Alexis H.
from
$60
per day
5.0 out of 5 stars
5 reviews
13 years of experience
Annapolis, MD, 21403

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

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

Our pupper enjoyed his day stay and really got to stretch his legs in such a large yard. We received regular updates and felt at ease leaving him in such capable hands.

Profile image
Christian M.
Sitter Profile Image: Margriet M.
Verified Enhanced Background Check
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: Blake K.
Verified Background Check
Blake K.
from
$50
per day
5.0 out of 5 stars
2 reviews
10 years of experience
Annapolis, MD, 21401

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

Sitter Profile Image: Taylor Grace T.
Verified Enhanced Background Check
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!

Profile image
erin t.
Sitter Profile Image: Whitney B.
Verified Enhanced Background Check
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!

Profile image
Kimberly H.
Sitter Profile Image: Celena W.
Verified Enhanced Background Check
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!

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

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

Profile image
Lor K.
Sitter Profile Image: Lena M.
Verified Enhanced Background Check
Lena M.
Star Sitter
from
$60
per day
5.0 out of 5 stars
19 reviews
5 repeat clients
20 years of experience
Stevensville, MD, 21666

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

Profile image
Connor T.
Sitter Profile Image: Amy D.
Verified Enhanced Background Check
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.

Profile image
Matthew H.
1 / 1
View more sitters

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

Adventure-ready dog walkers - Oakwood

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

1 / 1
Sitter Profile Image: Mary H.
Verified Enhanced Background Check
Mary H.
from
$15
per walk
5.0 out of 5 stars
4 reviews
15 years of experience
Annapolis, MD, 21403

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

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

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

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

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

Profile image
Kaitlin N.
Sitter Profile Image: Elaine S.
Verified Background Check
Elaine S.
from
$20
per walk
5.0 out of 5 stars
69 reviews
37 repeat clients
20 years of experience
Annapolis, MD, 21403

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

Sitter Profile Image: Madison L.
Verified Enhanced Background Check
Madison L.
from
$20
per walk
5.0 out of 5 stars
35 reviews
12 repeat clients
10 years of experience
edgewater, MD, 21037

We love having Madison over to care for our pups! We trust her very much and our puppies are always happy to see her and so comfortable around her :)

Profile image
Caroline J.
Sitter Profile Image: Alaina G.
Verified Enhanced Background Check
Alaina G.
from
$20
per walk
9 years of experience
Edgewater, MD, 21037

About: I’ve been surrounded by animals my whole life and have years of hands-on experience caring for dogs of all ages and sizes. My family has also fostered puppies for the past 5–6 years, which has given me experience with young dogs, routines, patience, and providing a safe, loving environment. Friends and family have always trusted me to walk, feed, play with, and care for their pets like they’re my own. I currently have a very flexible schedule and plenty of free time to dedicate to your pets before starting my full-time role in July. Once I begin, I’ll only be in office two days a week, so I’ll still have lots of availability. I’m available on both weekdays and weekends, and I’m happy to accommodate a variety of schedules and care needs. Your pet’s safety and comfort are my top priorities. I have a fenced yard and one friendly small dog who loves making new friends. Whether caring for your dog in my home or yours, I’ll make sure they feel loved, safe, active, and comfortable. I enjoy long walks, playtime, and giving pets lots of attention and care while you’re away.

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

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

Profile image
John S.
Sitter Profile Image: Jessica B.
Verified Enhanced Background Check
Jessica B.
from
$25
per walk
5.0 out of 5 stars
9 reviews
3 repeat clients
12 years of experience
Edgewater, MD, 21037

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

Profile image
Francesca S.
Sitter Profile Image: Ella L.
Verified Enhanced Background Check
Ella L.
from
$15
per walk
6 years of experience
Annapolis, MD, 21403

About: I’m a reliable pet sitter who treats every pet like my own! I’m comfortable caring for puppies and have lots of experience taking care of neighbors dogs, as well as my own. I currently work part-time, which gives me flexibility to provide dependable pet care throughout the week. I’m able to make time for walks, feeding, playtime, and giving pets the attention and care they need. I provide loving and reliable care in your pet’s familiar home environment, helping them stay comfortable and stress-free while you’re away. I follow your pet’s routine closely and make sure they get plenty of attention, playtime, exercise, and care.

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

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

Profile image
Dottie L.
Sitter Profile Image: Stacia D.
Verified Enhanced Background Check
Stacia D.
from
$25
per walk
12 years of experience
Annapolis, MD, 21403

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

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

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

Profile image
Terry J.
Sitter Profile Image: Alyssa B.
Verified Background Check
Alyssa B.
from
$20
per walk
5.0 out of 5 stars
11 reviews
3 repeat clients
10 years of experience
Annapolis, MD, 21403

Alyssa walked our two poodles while we were out for the day. She sent pictures and kept us updated. Would definitely ask her to care for them again!

Profile image
Lisa M.
Sitter Profile Image: Stella N.
Verified Enhanced Background Check
Stella N.
from
$22
per walk
5.0 out of 5 stars
15 reviews
3 repeat clients
7 years of experience
Annapolis, MD, 21403

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

Profile image
Charisse B.
Sitter Profile Image: Beth W.
Verified Enhanced Background Check
Beth W.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
71 reviews
32 repeat clients
25 years of experience
Annapolis, MD, 21403

Beth helped me out in a pinch and was great!

Profile image
Dana H.
Sitter Profile Image: Alexandra R.
Verified Enhanced Background Check
Alexandra R.
from
$18
per walk
10 years of experience
Annapolis, MD, 21403

About: I’ve owned 5 dogs through my life & have always loved caring for others’ pets as well. Being around animals is my happy place 🥰 I work part time on a charter boat & would love something besides gardening to keep me busy during the week. Also trying to save up for an Rv to travel I’ve been around all types of different kinds of dogs and know how to deal with different personalities and needs ❤️ from weeks old to golden days I love them all

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

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

Profile image
Megan M.
Sitter Profile Image: Leigh Ann E.
Verified Enhanced Background Check
Leigh Ann E.
Star Sitter
from
$17
per walk
5.0 out of 5 stars
7 reviews
3 repeat clients
37 years of experience
Annapolis, MD, 21403

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

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

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

Profile image
Richard C.
Sitter Profile Image: Lauren W.
Verified Enhanced Background Check
Lauren W.
from
$18
per walk
5.0 out of 5 stars
12 reviews
6 repeat clients
27 years of experience
Annapolis, MD, 21403

Lauren takes such good care of our Millie! She loves her just as much as we do and truly cares about her well-being. Would HIGHLY recommend.

Profile image
Caroline A.
1 / 1
View more sitters

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

Large dog specialists near you - Oakwood

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

1 / 1
Sitter Profile Image: Shelby B.
Verified Enhanced Background Check
Shelby B.
from
$57
per night
5.0 out of 5 stars
23 reviews
5 repeat clients
7 years of experience
Annapolis, MD, 21403

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

Profile image
Alyssa M.
Sitter Profile Image: Carlie H.
Verified Enhanced Background Check
Carlie H.
Star Sitter
from
$42
per night
5.0 out of 5 stars
62 reviews
26 repeat clients
15 years of experience
Severna Park, MD, 21146

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

Profile image
Jennifer M.
Sitter Profile Image: Thomas & Melissa S.
Verified Background Check
Thomas & Melissa S.
from
$60
per night
5.0 out of 5 stars
36 reviews
14 repeat clients
7 years of experience
Annapolis, MD, 21403

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

Profile image
Nina P.
Sitter Profile Image: Lucy & Daniel M.
Verified Enhanced Background Check
Lucy & Daniel M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
16 reviews
4 repeat clients
15 years of experience
Annapolis, MD, 21403

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

Profile image
Hassie C.
Sitter Profile Image: Tiffany C.
Verified Enhanced Background Check
Tiffany C.
from
$40
per night
5.0 out of 5 stars
4 reviews
1 repeat client
40 years of experience
Edgewater, MD, 21037

Tiffany was very responsive when something was not right with one of our dogs during the boarding and went above and beyond trying to help. Her responsiveness allowed us to address the situation promptly.

Profile image
Noelle V.
Sitter Profile Image: James B.
Verified Enhanced Background Check
James B.
from
$40
per night
30 years of experience
Annapolis, MD, 21403

About: I've had dogs my whole life. Grew up in a house with 2+ dogs near constantly. All family dogs were 60+ lbs each with the largest being 110lbs. My 75lb dog crossed the rainbow bridge Sept 2025, I am not ready for a dog full time but I do miss the company. I will spoil your dog. I do not care about breed. I am looking for weekends. I work full time, so I am ready to go around noon on Friday and depending on the needs can be around all weekend. Generally I do leave the house during the weekend for a couple hours during the day to do chores and stuff but other than that can be a total home body. If the dog is good on leash I have a great neighborhood to take walks. If you are looking for me to stay at your house over the weekend, I can provide as much potty coverage as you request. If you want me to stay over the week, I do have a day job with my schedule being 7-3. I have a 8ft privacy fence the whole way around my backyard with a dog door. I do not have a crate, but I can use yours if you want your dog crated. I follow your food rules. I used to make hot breakfast/dinner for my dog. I do keep some dog treats in the house but I will check with you if your dog can have that specific treat first and if there are any dietary needs. If you want me to stay in your house, lets write the rules down and I'm happy to do whatever. If you have poor cellphone service, it'd be great to get a wifi password.

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

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

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

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

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

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

Profile image
Heather C.
Sitter Profile Image: Blake K.
Verified Background Check
Blake K.
from
$45
per night
5.0 out of 5 stars
2 reviews
10 years of experience
Annapolis, MD, 21401

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

Profile image
Andrew L.
Sitter Profile Image: Candice W.
Verified Enhanced Background Check
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!

Profile image
Olivia B.
Sitter Profile Image: Celena W.
Verified Enhanced Background Check
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!

Profile image
Emilee A.
Sitter Profile Image: Andy & Lydia M.
Verified Enhanced Background Check
Andy & Lydia M.
Star Sitter
from
$65
per night
5.0 out of 5 stars
64 reviews
17 repeat clients
41 years of experience
Annapolis, MD, 21403

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

Profile image
Jocelyn A.
Sitter Profile Image: Ciarra & Tariq J.
Verified Background Check
Ciarra & Tariq J.
from
$40
per night
4.9 out of 5 stars
146 reviews
44 repeat clients
3 years of experience
Annapolis, MD, 21402

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

Profile image
Kim L.
Sitter Profile Image: Laura T.
Verified Enhanced Background Check
Laura T.
from
$60
per night
5.0 out of 5 stars
36 reviews
11 repeat clients
20 years of experience
Annapolis, MD, 21403

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

Profile image
Maureen F.
Sitter Profile Image: Yukia G.
Verified Enhanced Background Check
Yukia G.
Star Sitter
from
$48
per night
5.0 out of 5 stars
62 reviews
15 repeat clients
20 years of experience
Crofton, MD, 21114

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

Profile image
Marc P.
Sitter Profile Image: Julia H.
Verified Background Check
Julia H.
from
$57
per night
5.0 out of 5 stars
6 reviews
1 repeat client
30 years of experience
Annapolis, MD, 21403

Julia was wonderful! We left our doodle with her over the weekend and she seemed to have had a great time. Julia sent us multiple updates throughout the day with multiple pictures as well! Pick up, drop off, and communication went smoothly. We would definitely trust her to host our doggo again!

Profile image
Taylor H.
Sitter Profile Image: Elena K.
Verified Enhanced Background Check
Elena K.
from
$40
per night
5.0 out of 5 stars
13 reviews
1 repeat client
10 years of experience
Annapolis, MD, 21409

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

Profile image
Daniel B.
Sitter Profile Image: Kimberly W.
Verified Background Check
Kimberly W.
from
$45
per night
5.0 out of 5 stars
50 reviews
17 repeat clients
12 years of experience
Arnold, MD, 21012

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

Profile image
Cathy R.
Sitter Profile Image: Jillian & Richard A.
Verified Enhanced Background Check
Jillian & Richard A.
Star Sitter
from
$49
per night
5.0 out of 5 stars
47 reviews
21 repeat clients
20 years of experience
Pasadena, MD, 21122

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

Profile image
Ashley H.
1 / 1
View more sitters

Not ready to book?

Get started building your pet's profile and discover trusted pet care in your neighborhood.

Pet care illustration

1Global data from Rover (November 2025)