Doggy Day Care in Hillsmere Shores

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Top rated Hillsmere Shores doggy day care sitters

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: 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

I was in town to work the Annapolis Sailboat show and Hutch spent 4 days with Jenna. She sent pics and reports and I really felt Hutch was in good hands ! I plan To book her next year !

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

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

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

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

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David C.
Sitter Profile Image: 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: Alexis H.
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Alexis H.
from
$60
per day
13 years of experience
Annapolis, MD, 21403

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

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

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

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Natalie K.
Sitter Profile Image: Stacia D.
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Stacia D.
from
$45
per day
12 years of experience
Annapolis, MD, 21403

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

Sitter Profile Image: Carolyn M.
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Carolyn M.
from
$26
per day
5 years of experience
Annapolis, MD, 21401

About: I have retail and construction and fast food experience and I love pets I love dogs they are so cute and would love to meet new pets Currently unemployed so I have plenty of free time to babysit pets dogs or other kinds of pets like fish, or cats or hamsters . I’m OK with either coming to your house or watching them at my house whatever works with you works with me as long as we’re on the same page

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

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

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

Kacie is amazing!!!! This is the first Wag daycare where my pup came home totally exhausted! She went on walks and got to go to the dog park. Thanks for taking such great care of my baby!

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Ellen F.
Sitter Profile Image: Diana V.
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Diana V.
Star Sitter
from
$55
per day
5.0 out of 5 stars
202 reviews
85 repeat clients
10 years of experience
Riva, MD, 21140

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

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Shawn G.
Sitter Profile Image: Margriet M.
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Margriet M.
from
$75
per day
5.0 out of 5 stars
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: 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: Taylor C.
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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!

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

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

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

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

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Kyle P.
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Hillsmere Shores dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Mary was great. Our dog had some separation anxiety and Mary was very patient and gracious. I would recommend her and know that your dog will be well cared for.

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Andrew P.
Doggy Day Care
5.0 out of 5 stars

So nice for Zen to have someone to be with all day and relax with. Thankful they have a fenced backyard so he can really enjoy the outdoors.

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samantha b.
Doggy Day Care
5.0 out of 5 stars

Henriette was fabulous! We were on our way to FL and needed someone to watch our dog for a couple hours on the way. I felt relaxed and comfortable as soon as I met her. Our dog, Oscar, was well taken care of and we got lots of pictures during his visit. I highly recommend her!

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Colette T.
Doggy Day Care
5.0 out of 5 stars

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

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Natalie K.
Doggy Day Care
5.0 out of 5 stars

Sofia was great! She sent lots of pics and updates, and I could tell my pup looked happy and relaxed for the weekend at her house. She was able to accommodate our last minute booking, and she was super flexible when we were a little late with our pick up time. Thanks Sofia!

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Amanda D.
Doggy Day Care
5.0 out of 5 stars

Dimitri was super responsive, and our pup had so much fun playing with his sweet little dog! Would absolutely book again!

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Kara & Rory M.
Doggy Day Care
5.0 out of 5 stars

Melissa and Thomas were wonderful with my dog, Kona! They sent great updates and treated her like part of their family. I felt so comfortable knowing she was in such good hands. We will definitely book with them again!

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Nicole M.
Doggy Day Care
5.0 out of 5 stars

Amy is truly the best! I’ll reach out to her the next time I’m in Annapolis, without question. My dog had such a good time at her home that I felt bad separating them at the end of the day.

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Jeff R.
Doggy Day Care
5.0 out of 5 stars

Alexa was prompt to reply to my same day request for drop in daycare for my 3 yr old Goldendoodle Hutchinson. Hutch was with Alexa for less than. 3 hours and she sent 4 messages telling me how he was doing AND she sent tons of pictures! Very impressed with Alexa -would highly recommend her any day !

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Terri I.
Doggy Day Care
5.0 out of 5 stars

Laura is absolutely wonderful! Cannot recommend her enough! She is very communicative, sent lots of updates, and took great care of Ronny.

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Julia V.
Doggy Day Care
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The median cost per day for doggy day care in Hillsmere Shores is $36

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Sitters in Hillsmere Shores average 4
repeat doggy day care clients

Doggy Day Care FAQs

Frequently asked questions about Rover

Sitters on Rover are free to set their rates. The median cost to hire a sitter for doggy day care in Hillsmere Shores on Rover as of Jun 2026 was about $36 per day, after factoring in Rover’s service fees. A sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Hillsmere Shores doggy day care sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, 1,203 sitters provided doggy day care in Hillsmere Shores. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, sitters offering doggy day care joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 89% of Hillsmere Shores sitters offering doggy day care respond in under an hour.

Sitters who provide doggy day care in Hillsmere Shores have an average of 15 years of experience. Sitters offering doggy day care with repeat customers have an average of 4 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Hillsmere Shores.

Hillsmere Shores doggy day care sitters are happy to take care of your dog while you’re at work or unavailable for the day. Book a one-time visit, or set up a regular rhythm with your favorite Hillsmere Shores sitter. Drop off your dog at the sitter’s home and rest easy knowing they’ll get frequent potty breaks, plenty of playtime, and lots of love. Doggy day care is great for:

  • Puppies and high-energy dogs
  • Dogs with special needs, including seniors
  • Pet parents who work long hours
  • Dogs with separation anxiety

There are 1,203 sitters offering doggy day care in Hillsmere Shores on Rover, so you’re sure to find the perfect match for your dog! In Hillsmere Shores, 96% of sitters offer daily exercise, 98% offer medication administration, and 92% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect doggy day care sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your doggy day care sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your doggy day care sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your doggy day care service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.