Doggy Day Care in Woodwind Estates

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Top rated Woodwind Estates 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: Brittany P.
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Brittany P.
Star Sitter
from
$30
per day
5.0 out of 5 stars
134 reviews
46 repeat clients
20 years of experience
Chesapeake Beach, MD, 20732

We had a great experience with Brittany. She took great care of our 8 month old puppy, she made sure to get an idea of his schedule and get an idea of what our puppy was like before we dropped him off. At the end of the day when we picked up our pup, we could tell he had a great day filled with lots of care, fun, and attention.

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Andrea B.
Sitter Profile Image: Lindsay J.
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Lindsay J.
Star Sitter
from
$30
per day
5.0 out of 5 stars
8 reviews
2 repeat clients
3 years of experience
Huntingtown, MD, 20639

About: Hi I’m Lindsay! I love spending time with our extroverted dog Zoomy 🐾 and with my cousin’s two cats Windex 🐈 and Squirt 🐈‍⬛. Zoomy would love to have some friends come over to play. I am a super responsible and clean person and would love to care for your fur babies while you’re away! Right now I have very flexible scheduling so send me a message! I can do daytime hours or evenings, just let me know. I’d be happy to work with you and your schedule. We have a big yard with an invisible fence for your dog to run around. Plenty of space inside the house to play too! I will make sure to give your dog plenty of water and potty breaks and meticulously follow any instructions you leave me!

Sitter Profile Image: Amanda D.
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Amanda D.
from
$40
per day
5.0 out of 5 stars
5 reviews
2 repeat clients
30 years of experience
North Beach, MD, 20714

Amanda was friendly and communicated with me all day. Felt very comfortable leaving my fur baby in her capable hands. We will definitely use her again.

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Cyndi F.
Sitter Profile Image: Elizabeth G.
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Elizabeth G.
Star Sitter
from
$50
per day
5.0 out of 5 stars
46 reviews
12 repeat clients
30 years of experience
HUNTINGTOWN, MD, 20639

About: I have had dogs and cats my whole life, from birth to the end. I have given medication also, so if you have an animal with medical needs, I can handle them. I currently work from home and will have plenty of time to care for your pets. I am available weekdays and weekends, whatever suits your schedule. I have a fenced yard for your dogs. I can care for cats in my home. Whatever your needs are for your pets, I can handle them.

Sitter Profile Image: Faith M.
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Faith M.
Star Sitter
from
$30
per day
4.9 out of 5 stars
20 reviews
5 repeat clients
2 years of experience
Chesapeake Beach, MD, 20732

About: Hello, I’ve been caring for pets since I was 16. Mainly my own and my neighbors animals. I have had nothing but good reviews from them all! I currently go to school nearby and I have a very flexible work schedule, so I will have a lot of time to care and play with your pets! :) I have a single dog at home that is very friendly to keep your doggies company. If you have specific needs for your animals then I will make sure to follow them no matter what.

Sitter Profile Image: Amy P.
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Amy P.
from
$30
per day
5.0 out of 5 stars
60 reviews
18 repeat clients
15 years of experience
Owings, MD, 20736

Amy and her family are so kind and loving to Stella that our shy puppy is able to warm up and have so much fun at Amy’s!! Amy has gone above and behind to make Stella feel at home. When leaving Stella with Amy, I know she will be loved, be safe and have a very fun day!!

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Olivia N.
Sitter Profile Image: Lindsay H.
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Lindsay H.
Star Sitter
from
$45
per day
5.0 out of 5 stars
36 reviews
7 repeat clients
15 years of experience
Upper Marlboro, MD, 20772

I recently adopted Daisey and wasn't sure how she would do in daycare. Lindsay did an excellent job of caring for her and helped Daisey to settle into a new environment and enjoy the experience. She regularly sent me updates and photos of Daisey which helped put my mind at ease. Lindsay provided excellent care and I will definitely use her services again.

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Dianne F.
Sitter Profile Image: Mia S.
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Mia S.
Star Sitter
from
$30
per day
5.0 out of 5 stars
49 reviews
18 repeat clients
50 years of experience
West river, MD, 20778

I am so lucky to have found Mia to provide daily dogcare for my puppy. She is professional, caring, and has superb communication skills. I love that I can rest easy knowing my baby is in excellent hands.

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Lisa P.
Sitter Profile Image: Denise R.
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Denise R.
Star Sitter
from
$30
per day
5.0 out of 5 stars
130 reviews
51 repeat clients
5 years of experience
hollywood, MD, 20636

Denise was great and treated our dog like family! Her family was very welcoming at the meet and great and every time we dropped our dog off at her home. He always comes home happy, tired, and content. I would highly recommend Denise!

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Mary M.
Sitter Profile Image: Rebecca T.
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Rebecca T.
Star Sitter
from
$50
per day
5.0 out of 5 stars
7 reviews
2 repeat clients
20 years of experience
Mechanicsville, MD, 20659

About: I’m recently retired and home much of the time. I live in the Golden Beach community. I have three dogs of my own ranging an age from one to almost 17. I’ve cared for my family‘s pets and have completed a basic veterinary assistant class recently. I’m currently kicking off a consultant business that will be done mostly from home, making my own hours, leaving time to care for your pets and get me away from a desk. In addition to my pets, I am a grandmother of six and love, taking care of pets and babies. I am also trained in mental health first aid and in crisis peer support so I take safety very seriously.

Sitter Profile Image: Kristi M.
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Kristi M.
from
$25
per day
5.0 out of 5 stars
8 reviews
2 repeat clients
20 years of experience
North Beach, MD, 20714

About: I am a stay at home mom to 2 girls, ages 4 and 5 and we recently moved to the area! My husband is in the Navy. We live in a townhouse in North Beach, MD. I have a cat that can be timid with new animals, and tends to hide until he feels more comfortable. I would love to help out with your furry family members! I hate when I have to be away from mine so I would give them tons of love so they feel comfortable and at home while you are away. I am available for all needs except for pet sitting in your home, since I have kiddos that need me at my home. Please let me know if I can help you out in any way! Thanks and I look forward to hearing from you. I am with my girls a lot this summer but they would LOVE to accompany me on visits with your pet! I will have a lot more independent time this fall once they start school. We do not have a fenced in yard but I would be happy to do as many walks as needed for your pup! Our cat can be weary with new animals but he hides and then warms up quickly.

Sitter Profile Image: Chris G.
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Chris G.
Star Sitter
from
$35
per day
5.0 out of 5 stars
17 reviews
8 repeat clients
30 years of experience
Dunkirk, MD, 20754

Chris and Kelly are extremely sweet, understanding, loving and caring. If you choose them as a sitter your baby will be in safe/loving hands. I look forward to using their services again!

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Win W.
Sitter Profile Image: Julia F.
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Julia F.
from
$29
per day
5.0 out of 5 stars
6 reviews
2 repeat clients
6 years of experience
Huntingtown, MD, 20639

About: I have six years experience caring for my former pet beagle. I don’t have any dogs in my home but I do have two children. I love animals and I look forward to meeting you and yours! I love dog walking and being outdoors. Although I’m available for part time work I currently have limited availability based on the specific days. Please contact me and I would love to discuss the details. I look forward to hearing from you! I have a large yard and live in a neighborhood with plenty of areas for walking. If you chose to have your pet stay in my home we have an open concept home so they will checked on regularly.

Sitter Profile Image: patricia e.
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patricia e.
from
$29
per day
5.0 out of 5 stars
2 reviews
1 repeat client
15 years of experience
North Beach, MD, 20714

About: I've always had dogs. All my life. I petsit for family and friends. I don't have a dog now because of my schedule. I think Rover is a great way to still enjoy the canine company I miss so much. I am seeking full employment so while looking for work is currently my full time job I can ve flexible with my routine and yours. I have a fenced yard good for small and medium-sized non-jumpers. I provide ample water, food, hugs and excellent conversation. I find out if owners have any special requests. One owner suggested that her dog must watch a certain football game that was on television. So we watched it together!

Sitter Profile Image: Kristine A.
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Kristine A.
from
$29
per day
5.0 out of 5 stars
5 reviews
1 repeat client
20 years of experience
North Beach, MD, 20714

Grateful to Kristine for her supreme care of my senior Maltese BrotherWilly. He is a happy pup for the kind care this afternoon. As this is my first experience with Rover, my nerves were also quelled by photos, videos and communication that Kristine provided. Thank you very much, Christine (and Rover). Sincerely grateful.

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Janel B.
Sitter Profile Image: Haley W.
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Haley W.
from
$35
per day
5.0 out of 5 stars
35 reviews
6 repeat clients
10 years of experience
Lusby, MD, 20657

About: I’ve been taking care of a wide variety of pets since I was physically able to. I grew up in a household where taking care of animals was part of our everyday lives. My mom has worked in the animal field all her life and I followed in her footsteps until I had my first son 3 years ago and am now a stay at home mom. I started as a receptionist at my local animal hospital, moved on to a technician, and spent 4 years as a kennel supervisor until I moved on to emergency animal care. I understand whole heartedly that animals are more than just pets, they are family and will be treated as such when they are in my care. I am currently a stay at home mom to four children, I am available almost 24/7 to be able to care for your pet, and have a very flexible schedule I have a decent sized yard, it is not fenced in but your pet will never be left unsupervised outside. I am a firm believer that pets are family and will be treated as such. There is no limitations on where your pet will be allowed to go in my home. They want to jump up on the couch for some snuggles? Go right ahead. Feel more comfortable at night in my room? Come right on in. The way your pet is cared for at your home is how they will be treated here.

Sitter Profile Image: Saprina R.
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Saprina R.
from
$35
per day
5.0 out of 5 stars
3 reviews
30 years of experience
Huntingtown, MD, 20639

They were perfect. They treated him like family

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Doug L.
Sitter Profile Image: Izabela Z.
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Izabela Z.
from
$35
per day
4.7 out of 5 stars
26 reviews
11 repeat clients
5 years of experience
Huntingtown, MD, 20639

Izabela was great ! She provided updates and pictures. Will definitely rebook with her!

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Danielle W.
Sitter Profile Image: Stephanie N.
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Stephanie N.
from
$25
per day
5.0 out of 5 stars
16 reviews
11 repeat clients
20 years of experience
Hollywood, MD, 20636

She was very nice. Invited me into her home to see the living area for my puppy. She kept me updated on everything with her and she helped me out last minute.

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Nyemah C.
Sitter Profile Image: Peggysue P.
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Peggysue P.
from
$25
per day
2 years of experience
Prince Frederick, MD, 20678

About: I'm very out going and playful absolutely love dogs and worked with them before. Need someone trust worthy I'm your girl. Thank you have a nice day Well I have a baby so I'm up at 5am and home with her all day so I have plenty of time to play feed and walk doggos I would walk them so they keep active. Feed them wash them as needed. brush them play with them keep them company until there owners come

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The median cost per day for doggy day care in Woodwind Estates is $35

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Sitters in Woodwind Estates average 3
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 Woodwind Estates on Rover as of Apr 2026 was about $35 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 Woodwind Estates 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 Apr 2026, 486 sitters provided doggy day care in Woodwind Estates. 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, 92% of Woodwind Estates sitters offering doggy day care respond in under an hour.

Sitters who provide doggy day care in Woodwind Estates have an average of 19 years of experience. Sitters offering doggy day care with repeat customers have an average of 3 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 Woodwind Estates.

Woodwind Estates 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 Woodwind Estates 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 486 sitters offering doggy day care in Woodwind Estates on Rover, so you’re sure to find the perfect match for your dog! In Woodwind Estates, 94% of sitters offer daily exercise, 97% offer medication administration, and 89% 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.