Doggy Day Care in Whispering Woods

Drop off your dog at your sitter's home in the morning, and pick them up in the evening.

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Top rated Whispering Woods 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: Michelle M.
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Michelle M.
Star Sitter
from
$38
per day
5.0 out of 5 stars
553 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.

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Lor K.
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: Celena W.
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Celena W.
from
$40
per day
5.0 out of 5 stars
11 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: Lindsay M.
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Lindsay M.
Star Sitter
from
$55
per day
5.0 out of 5 stars
44 reviews
11 repeat clients
40 years of experience
Annapolis, MD, 21401

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

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Debra R.
Sitter Profile Image: Luba & James H.
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Luba & James H.
from
$40
per day
5.0 out of 5 stars
245 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: Elena K.
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Elena K.
from
$30
per day
5.0 out of 5 stars
13 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: 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: 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 was just great with our pup! Even though this was our first visit, they bonded quickly and I knew he was going to have a fun day. Walks, play date with another pup and a trip to the dog park - all things wonderful for an eager playful pup. I walked away as he walked in the house with Kacie. He was happy when I picked him up - perfect day in every way. Highly recommend Kacie - your pup will be in great hands. Plus, she’s so nice and super friendly!!

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Linda R.
Sitter Profile Image: Dana L.
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Dana L.
Star Sitter
from
$60
per day
5.0 out of 5 stars
35 reviews
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: 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: 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: Benjamin S.
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Benjamin S.
from
$27
per day
28 years of experience
Severna Park, MD, 21146

About: I am patient with dogs and am in tune with their behaviors, and will give them plenty of exercise if you'd like me to. Whether you need me to visit your dog's home or drop them off at mine, I'd be glad to help. I have a fenced in backyard with plenty of room to run and am a short distance from a bike trail that makes for good dog walking. I make it a point to take my own dog, Snickers on a walk at least once a day as well as playing fetch with her. I'd be happy to help keep your pet entertained as well I have a furbished basement that opens up to a fenced in backyard, with plenty of room for them to run around. Have toys to provide as well to keep them entertained. I just retired and am looking to help others with there pets and keep active.

Sitter Profile Image: Blake K.
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Blake K.
from
$45
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: 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: 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: Sylvie L.
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Sylvie L.
from
$40
per day
22 years of experience
Annapolis, MD, 21401

About: I've recently graduated college and now have a lot of free time on my hands. I love animals so much(perhaps more than people...). I have experience in taking care of dogs of various sizes and temperaments. Growing up I've had a puggle, boxer, and now two german shepherd mixes who were adopted from shelters. I've volunteered at animal shelters where I walked, cleaned, brushed, and fed dogs. Furthermore, I've pet sat for neighbors and family members. My dogs live with my parents in Cascade, so I don't live with dogs nor other humans at my house in Annapolis. I would love to take care of your pets! I will be starting a program that runs from M-F 9-3:30 soon, but am available after 3:30 M-F and all day on Saturdays/Sundays. I could walk, feed, or let out your pets before 9 as well. The M-F schedule will change come the end of July which would give me more availability on those days. When I'm at my parent's house, I let my dogs out in the mornings, feed them breakfast and dinner, give them medicine, go on walks/hikes, practice tricks and obedience tasks with them, and play with them. I'm more than happy to provide these services in my client's home too!

Sitter Profile Image: Brittany K.
Verified Enhanced Background Check
Brittany K.
from
$40
per day
5.0 out of 5 stars
122 reviews
57 repeat clients
20 years of experience
Severna Park, MD, 21146

Brittany is the seriously best! She took care of my 2 year old labradoodle, and it was clear from the photos that my dog was having the time of her life in her big backyard and welcoming environment. Thank you, Brittany!

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Jill D.
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: Ciarra & Tariq J.
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Ciarra & Tariq J.
from
$15
per day
4.9 out of 5 stars
147 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.
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!

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erin t.
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Over 24
pet parents in Whispering Woods have booked doggy day care

Whispering Woods dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Maggie had a great time having a calm day with Dana instead of staying home for our 3 year old daughter’s birthday party (with 12 other 3 year olds!) - Dana was really responsive and very responsible and Maggie was so happy!

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Virginia O.
Doggy Day Care
5.0 out of 5 stars

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.
Doggy Day Care
5.0 out of 5 stars

Willow had a great time with Danielle. I also really appreciated the pictures and updates Danielle sent throughout the day.

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Sharon S.
Doggy Day Care
5.0 out of 5 stars

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.
Doggy Day Care
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How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per day for doggy day care in Whispering Woods is $40

Why Choose Rover?

  • Cashless payments

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  • Reservation protection

    It doesn’t happen often, but if your dog sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Sitters in Whispering Woods 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 Whispering Woods on Rover as of Jun 2026 was about $40 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 Whispering Woods 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, 3,546 sitters provided doggy day care in Whispering Woods. 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, 86% of Whispering Woods sitters offering doggy day care respond in under an hour.

Sitters who provide doggy day care in Whispering Woods have an average of 14 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 Whispering Woods.

Whispering Woods 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 Whispering Woods 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 3,546 sitters offering doggy day care in Whispering Woods on Rover, so you’re sure to find the perfect match for your dog! In Whispering Woods, 96% of sitters offer daily exercise, 97% offer medication administration, and 88% 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.