Doggy Day Care in Highland Beach

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

End
Search

Every sitter passes an enhanced background check. Learn about RoverProtect

Top rated Highland Beach 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.

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: 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
42 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: Jenna C.
Verified Background Check
Jenna C.
Star Sitter
from
$50
per day
5.0 out of 5 stars
224 reviews
60 repeat clients
10 years of experience
Annapolis, MD, 21401

Jenna is super - very relaxed — super helpful communication — and Wilson was delighted with her attention. A great experience 5 stars - gold stars!

Profile image
W. Brett M.
Sitter Profile Image: Alex K.
Verified Enhanced Background Check
Alex K.
Star Sitter
from
$45
per day
5.0 out of 5 stars
61 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
73 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!!

Profile image
Linda 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
63 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: 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

Sooo easy to work with her under flexible conditions. My hound is a rescue from a nine-year life of abuse. Celena allowed Miguel and me to do a met and greet ahead of time so that it wouldn’t be a shock for him. He was treated as a visiting family member and enjoyed his stay.

Profile image
Patricia B.
Sitter Profile Image: Lena M.
Verified Enhanced Background Check
Lena M.
Star Sitter
from
$60
per day
5.0 out of 5 stars
17 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: 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: Elaine S.
Verified Background Check
Elaine S.
from
$50
per day
5.0 out of 5 stars
68 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: 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: Diana V.
Verified Enhanced Background Check
Diana V.
from
$55
per day
5.0 out of 5 stars
202 reviews
84 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: 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.
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: Alexis H.
Verified Enhanced Background Check
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: Michelle M.
Verified Background Check
Michelle M.
Star Sitter
from
$38
per day
5.0 out of 5 stars
551 reviews
255 repeat clients
25 years of experience
Annapolis, MD, 21409

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!

Profile image
Howard W.
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: 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: 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.
1 / 1
View more sitters

Highland Beach 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

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.

Profile image
samantha b.
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 Highland Beach is $37

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 Highland Beach 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 Highland Beach on Rover as of Jun 2026 was about $37 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 Highland Beach 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, 1,027 sitters provided doggy day care in Highland Beach. 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, 88% of Highland Beach sitters offering doggy day care respond in under an hour.

Sitters who provide doggy day care in Highland Beach 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 Highland Beach.

Highland Beach 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 Highland Beach 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 1,027 sitters offering doggy day care in Highland Beach on Rover, so you’re sure to find the perfect match for your dog! In Highland Beach, 98% 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.