Doggy Day Care in Oakwood

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

End
Search

Feel secure with ID-verified sitters and 25.000 € in eligible vet care. Learn about RoverProtect

Top rated Oakwood doggy day care sitters

1 / 1
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: Ciarra & Tariq J.
Verified Background Check
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

Profile image
Kyle P.
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: 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

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

Profile image
Anna K.
Sitter Profile Image: Luba & James H.
Verified Background Check
Luba & James H.
from
$40
per day
5.0 out of 5 stars
244 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.

Profile image
Laura K.
Sitter Profile Image: Lindsay M.
Verified Enhanced Background Check
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!

Profile image
Debra R.
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: Mary L.
Verified Enhanced Background Check
Mary L.
from
$50
per day
5.0 out of 5 stars
9 reviews
4 repeat clients
22 years of experience
Annapolis, MD, 21403

About: Hi there! I have been caring for animals since a very young age. Growing up, we always had at least 2 dogs and raised litters of puppies at times. I had a sweet boy of my own (Nixon, in my profile photo) who I raised from a pup, but sadly passed away this year. I am an active person and love caring for animals, taking them for ample walks and pup cups, or just good company! Having a pet by my side is natural for me and would love to care for yours! I work from home full time and have a flexible schedule so I have ample time to take pets for walks, play, and they will never be lonely if staying with me! We have a townhome in Eastport which is a very walkable area and there is a backyard of green space for easy access potty breaks. Always will be leashed. I previously had a husky that wasn’t trusted off leash so I am overly cautious on that! Pets are allowed on furniture/ beds if owners allow. We have several decks if they like to look out and the boat action or sunbathe!

Sitter Profile Image: Sabrina & Ryan S.
Verified Enhanced Background Check
Sabrina & Ryan S.
Star Sitter
from
$40
per day
5.0 out of 5 stars
108 reviews
40 repeat clients
30 years of experience
Glen Burnie, MD, 21061

Sabrina and Ryan are wonderful with my dog Toby....He always loves visiting them and they take great care of him. They are also very flexible which I need and appreciate. :)

Profile image
Susan B.
Sitter Profile Image: Lucie B.
Verified Enhanced Background Check
Lucie B.
from
$27
per day
5.0 out of 5 stars
2 reviews
8 years of experience
Crofton, MD, 21114

Thank you so much for walking him! It looks like he did well! ☺️

Profile image
Kat B.
Sitter Profile Image: Tiffany F.
Verified Enhanced Background Check
Tiffany F.
Star Sitter
from
$38
per day
5.0 out of 5 stars
81 reviews
14 repeat clients
20 years of experience
Fort George G Meade, MD, 20755

Tiffany has again been amazing with accommodating our ever-changing schedules. Our dog feels totally comfortable with her and gets excited to see her in the mornings. We are definitely lucky to have found someone to take such great care of our girl!

Profile image
Leeann C.
Sitter Profile Image: Jason & Tracy Y.
Verified Enhanced Background Check
Jason & Tracy Y.
from
$25
per day
4.9 out of 5 stars
78 reviews
31 repeat clients
10 years of experience
Stevensville, MD, 21666

About: We are very personable, friendly, responsible, and I love animals! My schedule is very flexible; I can accommodate all of your and your pet's needs. We are familiar with various pet health problems. we have experience walking and caring for and dog sitting for neighborhood pets. When my neighbors or friends go out of town for any reason, we always offer to pet sit for them. We like to know the dog's history, including any known behavioral issues (good or bad) or special needs to help identify appropriate activities, such as walking. We truly love dogs of all kinds, this is a dream job for me. Your pet's well-being is our number one concern. we are looking forward to meeting you all and your dogs! Pet Care Fits Into My Life Because I Am Home A Lot Trying To Earn My High School Diploma And Saw This As An Opportunity To Do What I Love Taking Care Of Dogs To Make Money I Do Not Have A Fenced In Yard And I Do Not Own Any Dogs But I Love What I Do It Is Big Fun Due To Personal Injury I Do Not Use Retractable Leashes And They Are Not Recommended I Work For Rover as my soul's means of income, and I Really Enjoy What I Do For A Living. I work for Rover as my primary source of income, and I truly enjoy what I do for a living. All the animals are like my own kids. I work for Rover as my primary source of income, and I truly enjoy what I do for a living. All the animals are like my own kids. All The Animals Are Like My Own Kids I will do whatever is necessary to meet my clients' animals' needs, be it medication or whatever it takes to make sure the animals in my care are well cared for.

Sitter Profile Image: Ruth S.
Verified Enhanced Background Check
Ruth S.
from
$25
per day
5.0 out of 5 stars
22 reviews
7 repeat clients
40 years of experience
Millersville, MD, 21108

Ruth was very polite and pleasant. I felt very comfortable leaving Shaydon in her care. I will definitely use her services again.

Profile image
Patricia F.
Sitter Profile Image: Aleah J.
Verified Enhanced Background Check
Aleah J.
Star Sitter
from
$35
per day
5.0 out of 5 stars
12 reviews
4 repeat clients
10 years of experience
Chesapeake Beach, MD, 20732

About: I’ve been caring for cats and dogs for about 10 years now, through my friends, family, neighbors and my own 2 puppies! I’m a college athlete who’s very active, so I’m happy to run/play and keep energetic dogs exercised while also making sure they feel loved, safe, and cared for! Pet care has always been a part of my daily routine, caring for my own two dogs! However, I’m a college student now, who lives an hour away from home, but I’m back for weekends and have plenty of free time to care for pets! I provide a safe, fun environment for pets. I have a fenced yard for running around outside, and two friendly dogs who would love to make friends! I closely supervise pets and will follow all instructions/special requests strictly from owners!

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!

Profile image
Jill D.
Sitter Profile Image: Elizabeth C.
Verified Enhanced Background Check
Elizabeth C.
Star Sitter
from
$40
per day
5.0 out of 5 stars
15 reviews
11 repeat clients
40 years of experience
Severn, MD, 21144

Beth and Jim took great care of our little girl today. And Dory had a great time playing with Pearl today - despite their size and age difference! I appreciated our meet and greet and the updates I got from Beth. Happy to have found them!

Profile image
Caroline B.
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: Elena K.
Verified Enhanced Background Check
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!

Profile image
Chanel R.
Sitter Profile Image: Marta F.
Verified Enhanced Background Check
Marta F.
from
$40
per day
5.0 out of 5 stars
47 reviews
23 repeat clients
17 years of experience
bowie, MD, 20715

Marta was referred to me by our regular Rover sitter for coverage while on vacation. Marta was very welcoming and thorough in the meet and greet. She has a lovely space both inside and outside for all dogs and pups. She sent many pics throughout the day to report and assess how my dog was doing. Very kind and a true dog lover! Will gladly use again.

Profile image
Iliana S.
Sitter Profile Image: Sydney T.
Verified Enhanced Background Check
Sydney T.
from
$40
per day
5.0 out of 5 stars
8 reviews
5 repeat clients
17 years of experience
Chester, MD, 21619

Sydney is so great! She took lots of photos and I could tell my dog enjoyed spending time with her! She's really responsive, easy to talk with, and very friendly!

Profile image
Drew J.
1 / 1
View more sitters

Oakwood 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.

Profile image
Andrew P.
Doggy Day Care
5.0 out of 5 stars

M&M had a great stay today with Tiffany! They are wiped out from all the excitement of they daycare outing and we look forward to having them stay with Tiffany again next weekend as we build up for their big two week stay in June! Thank you Tiffany!

Profile image
Noelle V.
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.

Profile image
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!

Profile image
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!

Profile image
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!

Profile image
Nicole M.
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.

Profile image
Julia V.
Doggy Day Care
1 / 1
Find pet care near you

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 Oakwood is €40

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • 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 Oakwood 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 Oakwood 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.

As of Jun 2026, 4,085 sitters provided doggy day care in Oakwood. 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, 87% of Oakwood sitters offering doggy day care respond in under an hour.

Sitters who provide doggy day care in Oakwood 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 Oakwood.

Oakwood 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 Oakwood 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 4,085 sitters offering doggy day care in Oakwood on Rover, so you’re sure to find the perfect match for your dog! In Oakwood, 97% 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.