Doggy Day Care Whaleys Crossroads

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

End
Search

Whaleys Crossroads, Find top rated doggy day care

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: Samantha R.
Verified Background Check
Samantha R.
Star Sitter
from
$40
per day
5.0 out of 5 stars
70 reviews
28 repeat clients
20 years of experience
Millsboro, DE, 19966

Samantha is absolutely wonderful!!! She watched our dog at her home for an entire day and he was able to play in her nicely fenced yard. He was able to play with her dogs, which he does not get to do as we live in an HOA. I plan on using Samantha in the future when we need someone to care for our dog. I highly recommend her!!!

Profile image
Tammy Z.
Sitter Profile Image: Alexa B.
Verified Enhanced Background Check
Alexa B.
from
$25
per day
5.0 out of 5 stars
9 reviews
1 repeat client
10 years of experience
Millsboro, DE, 19966

Have you ever had one of those days where you were just off, and everything went wrong? Well our family was having one of those *weeks*! Alexa was so understanding and just rolled with us and our chaos; from the last minute stay, to us being new to rover, forgetting to leave our leash- on and on. She was SO good with our emotionally complex German Shepherd (heehee) and gave her a home away from home to relax at. Overall, what an awesome experience.

Profile image
Didi B.
Sitter Profile Image: Jacqueline & William C.
Verified Background Check
Jacqueline & William C.
Star Sitter
from
$50
per day
5.0 out of 5 stars
220 reviews
97 repeat clients
8 years of experience
Millsboro, DE, 19966

Jacqueline and William were great! We made a last minute reservation and they accommodated our drop off and pickup times which needed to be flexible since we were going kayaking and uncertain how long it would take. Will definitely use them again the next time we are Trap Pond.

Profile image
Cathryn Q.
Sitter Profile Image: Jill T.
Verified Background Check
Jill T.
Star Sitter
from
$50
per day
5.0 out of 5 stars
198 reviews
82 repeat clients
13 years of experience
Willards, MD, 21874

Words can not even describe how amazing Jill has been when watching our Nella. We came to Ocean City on vacation and quickly realized that Nella was a little stressed with all the people around and we didn’t feel right leaving her alone when we went out. We soon found Jill who put our minds at ease and responded to our request almost instantly. She has been extremely accommodating with our schedule and had truly saved our vacation. We were able to enjoy ourselves knowing Nella was not only having a blast but was in great hands. We were sent photos and videos of Nella through out the day which really makes a difference. At the end of the day, she would send Nella home with little treats and even toys that she knew Nella enjoyed. It is clearly evident that Jill is not only great at what she does but truly has a love for animals. Again, words can not describe how great it has been to work with Jill. The only bad thing I can think of is that Jill won’t be around when we get back home! Thank you Jill for truly being great and taking such good care of Nella.

Profile image
Melissa P.
Sitter Profile Image: Mary M.
Verified Enhanced Background Check
Mary M.
from
$25
per day
15 years of experience
Delmar, DE, 19940

About: I've had dogs all my life and I would be an amazing candidate for your pet. Please consider me to be a part of their life! We have a spaniel of Our Own and her daily routine is lots of play in the morning lots of walks and lots of love and she is a part of our family I'm looking to take your dogs for walks and playing with them. We have a big back yard and lots of toys to play with.

Sitter Profile Image: Daniela K.
Verified Background Check
Daniela K.
Star Sitter
from
$35
per day
5.0 out of 5 stars
120 reviews
32 repeat clients
10 years of experience
Delmar, MD, 21875

Daniela is a marvelous Rover and Jacob was very happy during both his stays. If we ever return to the area we would gladly work with Daniela again. Thanks so much for taking great care of our dog!

Profile image
Sara Fern L.
Sitter Profile Image: Lacy M.
Verified Enhanced Background Check
Lacy M.
Star Sitter
from
$22
per day
5.0 out of 5 stars
17 reviews
11 repeat clients
20 years of experience
Laurel, DE, 19956

About: **We are unfortunately unable to host unfixed dogs in our home for boarding/doggy daycare.** I have grown up with dogs and cats and have spent many years caring for them throughout my life. I currently have a senior dog I adopted from a local shelter and two younger dogs I’ve helped raise since they were puppies. Over the years I’ve learned how different each stage of life can be, from potty training puppies to supporting the slower pace of senior dogs. I’ve also cared for family pets while their owners were out of town, including both dogs and cats. I’m comfortable with dogs of all energy levels. Some love to play and stay active, others just want to relax and be near someone. I’m happy with both. I also have experience with raw feeding routines and daily care. My main focus is always making sure pets feel safe, comfortable, and cared for while their owners are away. I have a flexible schedule as a stay at home mom which allows me to give consistent attention throughout the day. I homeschool my children but I’m still able to fully care for the pets in my home and keep up with walks, drop ins, and boarding. My days are structured in a way that allows me to adjust as needed so each pet gets timely and attentive care. Pets in my care can enjoy walks in your yard or around your neighborhood depending on what they are comfortable with. We also have a spacious yard that gives dogs plenty of room to move around and stretch their legs. Our home is calm and family oriented. Pets are always supervised and included in daily life. I make sure they feel comfortable, settled, and part of the environment while they are here.

Sitter Profile Image: Lexa C.
Verified Enhanced Background Check
Lexa C.
from
$60
per day
5.0 out of 5 stars
10 reviews
6 repeat clients
13 years of experience
Seaford, DE, 19973

About: Had a variety of different dogs growing up, large and small breeds alike, and a sprinkle of cats mixed in as well as having cared for elderly and diabetic pets. Just a stay at home mom looking for a little extra something to do which leaves plenty of time to check in for walks, feeding, and playtime whenever needed. Happy to provide drop in visits to make sure pets are fed, watered, given potty breaks (and litter boxes if needed), and of course lots of love when you're away!

Sitter Profile Image: Anmei Y.
Verified Enhanced Background Check
Anmei Y.
Star Sitter
from
$40
per day
5.0 out of 5 stars
16 reviews
3 repeat clients
2 years of experience
Salisbury, MD, 21801

About: A dog is never just a pet — they are loyal friends, beloved family, and a pure source of unconditional love. I care for every dog as if they were my own, with warmth, patience, and devotion, ensuring they feel safe, happy, and truly loved while you’re away. While I’m studying for my accounting degree, pet sitting is a wonderful fit for my routine — it allows me to care for animals while balancing my studies. In my home, pets enjoy a cozy and welcoming space. The living room is spacious, with two comfortable sofas by the windows where they can relax and watch the world outside. Out back, there’s a yard with trees — perfect for fresh air and a bit of playtime. I live in a quiet, pet-friendly cul-de-sac, providing a safe and peaceful environment for your furry friend.

Sitter Profile Image: Meaudré N.
Verified Background Check
Meaudré N.
from
$45
per day
5.0 out of 5 stars
17 reviews
4 repeat clients
8 years of experience
Salisbury, MD, 21801

About: ❗️❗️🙂 CURRENTLY ACCEPTING NEW CLIENTS🙂❗️❗️ I've been working for Rover since 2017, and I can truly say that I adore this job! I mainly specialize in working with dogs and cats, however I am willing to work with different kinds of animals if needed. I'm also a Washington DC native, who has recently moved to Salisbury, Maryland 💛🖤❤️🤍 ⚠️❗️❗️UPDATE AS OF APRIL 2024❗️❗️⚠️: If you are new client and need someone for a extended stay Home Sitting, the longest I will be willing to stay is 3 to 5 days. Once you are a repeat client, I am then more comfortable staying for longer periods of time if needed. Pets will stay on routine by following whatever schedule the owner has set up. If it means getting up early to take a walk, that's what will happen. If I means getting out later in the afternoon for a walk, tha will be fine too. Pet care fits into my routine by me having a very opened schedule. I just moved to Easton, MD, so right now I'm looking to build a new client base here. While watching your pets in your home, I will always make sure I keep a watchful eye over them. I typically like to stay in an area that is open enough where I can see everything, but closed enough where the animal won't be out of site.

Sitter Profile Image: Michele F.
Verified Enhanced Background Check
Michele F.
Star Sitter
from
$50
per day
5.0 out of 5 stars
33 reviews
7 repeat clients
30 years of experience
Harbeson, DE, 19951

I cannot say enough great things about Michele! She has given me my life back! I have two little rescues that are highly reactive and do not like anyone, so consequently I have been unable to leave them. After talking with Michele and getting a sense of her experience and patience with rescue.dogs such as mine I decided to give her a try...and it went beautifully! My dogs had a great time with her and loved her...and cannot wait to go back again! Michele is truly not just very much a professional but is gifted with animals as well.

Profile image
Tina A.
Sitter Profile Image: Marcus F.
Verified Background Check
Marcus F.
from
$30
per day
4.9 out of 5 stars
245 reviews
100 repeat clients
30 years of experience
Salisbury, MD, 21804

Amazing experience! My pups loved their stay for doggy daycare and I will definitely be rebooking when I’m back in the area. Thank you for looking over them and being so attentive to their needs.

Profile image
Sabrina G.
Sitter Profile Image: Neena O.
Verified Enhanced Background Check
Neena O.
Star Sitter
from
$40
per day
5.0 out of 5 stars
141 reviews
25 repeat clients
21 years of experience
Dagsboro, DE, 19939

Neena responded right away and was available and gracious in regard to my last minute request! Neena was great at communicating and Daisy was happy and well cared for upon pick up! Would definitely book here again!

Profile image
Bonnie M.
Sitter Profile Image: Christina M.
Verified Background Check
Christina M.
Star Sitter
from
$60
per day
5.0 out of 5 stars
74 reviews
37 repeat clients
35 years of experience
Millsboro, DE, 19966

So glad to have found Christina to take care of our dog Lucky during our recent trip to the beach. She's warm and friendly and took care of Lucky as if he were her own. She communicated promptly and clearly. She was so flexible with our vacation schedule and sent us adorable pictures of Lucky throughout the day. I'd definitely rebook with Christina, no question.

Profile image
Aileen D.
Sitter Profile Image: Cory P.
Verified Enhanced Background Check
Cory P.
Star Sitter
from
$40
per day
4.9 out of 5 stars
15 reviews
4 repeat clients
4 years of experience
Dagsboro, DE, 19939

Great communication! Clean and appropriate environment. Despite Axe's terrible anxiety, he loved Cory and never fussed one bit. We will definitely be using Cory's daycare again!

Profile image
Catherine P.
Sitter Profile Image: Julie W.
Verified Enhanced Background Check
Julie W.
Star Sitter
from
$48
per day
5.0 out of 5 stars
30 reviews
8 repeat clients
20 years of experience
Seaford, DE, 19973

Julie and her family provided a very caring home for our big puppy. I would not hesitate to recommend her. She was extremely accommodating for us too.

Profile image
Renée R.
Sitter Profile Image: Jenna C.
Verified Background Check
Jenna C.
Star Sitter
from
$50
per day
5.0 out of 5 stars
225 reviews
61 repeat clients
10 years of experience
Ocean View, DE, 19970

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 !

Profile image
Terri I.
Sitter Profile Image: Tiffany M.
Verified Enhanced Background Check
Tiffany M.
from
$25
per day
5.0 out of 5 stars
6 reviews
1 repeat client
20 years of experience
Fruitland, MD, 21826

She’s awesome!!!

Profile image
Wellyson S.
Sitter Profile Image: Jordyn D.
Verified Enhanced Background Check
Jordyn D.
from
$100
per day
5.0 out of 5 stars
5 reviews
12 years of experience
Pittsville, MD, 21850

About: I’ve taken care of dogs my whole life. But I’ve cared for my dog Tickle for 12 years now. I trained him as a puppy and care for him in his old age. I can do it all!! I’ve also cared for cats and fostered cats. I can administer medication, give baths, clean litter boxes, go for walks, and more! I am currently out of work and so I’m pretty available through out the week. I babysit sometimes but it’s usually once a week and very random. I am very careful with animals!! I know taking care of my older dog I take it very serious about what he eats. I know different animals have different rules. Also.. ANIMALS NEED LOVE!! I can give them love so they don’t feel lovely, take them for walks, give them treats and food, and anything else that is needed.

Sitter Profile Image: Jessica R.
Verified Enhanced Background Check
Jessica R.
Star Sitter
from
$35
per day
5.0 out of 5 stars
7 reviews
2 repeat clients
40 years of experience
Milton, DE, 19968

About: I’ve had pets for as long as I can remember. I’ve had the privilege of caring for a wide variety of animals including cats, dogs, birds, bunnies, fish, and mice! I love all animals and I believe they all deserve the best possible care we can provide! I’m currently a stay at home mom with two adult children and one child in kindergarten! I will have plenty of time to play with and care for your fur (or feather or scale or what have you!) babies! I have a small dog and a cat that are friendly and would get along well with other animals. I enjoy walking pets and cuddling as well!

1 / 1
View more sitters

The median cost per day for doggy day care in Whaleys Crossroads is $40

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

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

How Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer doggy day care
  2. 2. Meet & Greet

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Popular requests near you

Select a filter and find qualifying Whaleys Crossroads sitters!

Sitters in Whaleys Crossroads average 3
repeat doggy day care clients

FAQs for Doggy Day Care - Whaleys Crossroads

Frequently asked questions about Rover

As of June 2026, there are 160 sitters on Rover offering Doggy Day Care across Whaleys Crossroads. Enter your ZIP code to see which available sitters are closest to your home.

Sitters on Rover can offer flexible scheduling, so you can coordinate times that work best for you and your pet—whether that’s early drop-off or later pick-up to match your Whaleys Crossroads commute.

If your schedule changes, it’s best to let your sitter know through the app as early as possible. Many sitters can adjust pick-up and drop-off times when needed.

Think of doggy day care as your dog’s fun, supervised play date that happens to fit into your workday. Day care through Rover takes place in a real home. This offers a calmer and more personalized environment for your pup.

A typical day can include companionship, one-on-one attention, and same day pick-up and drop-off. Many sitters can also offer structured routines and exercise throughout the day. For recurring, weekly day care, sitters will include photo updates so you can see your dog in their element.

Here are tips for finding the ideal day care fit for your dog:

  • For some small dogs: In-home day care can be the perfect fit. Look for sitters whose "can host" section only lists dogs weighing 0–7 kilograms and/or 7–18 kilograms. During your Meet & Greet, ask about play areas based on dog size and energy level.
  • For high-energy dogs: The ideal doggy day care can offer scheduled breaks and outdoor spaces or activities. You can also find sitters who host multiple dogs to satisfy your pup’s socializing needs.
  • For dogs who prefer human-only companionship: Use the filters "Doesn't own a dog" and "Only accepts one pet at a time" to find the right care.

Play groups can be an option when you book with a day care sitter through Rover. Many sitters do host a small number of dogs at the same time. Smaller dog packs are generally safer, more fun, and ideal for dogs who enjoy playtime but also want to relax throughout the day. When looking for your dog’s pack, check the sitter’s profile to see if they "Accept multiple clients" or have their own dogs. Then during the Meet & Greet, you can see whether your dog is a good fit for their social circle!

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in DE ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Yes, Rover is well-suited for finding sitters who can care for your pet within 24 hours. With 160 sitters in Whaleys Crossroads, 94% respond to messages in under an hour.

You can message multiple sitters simultaneously to find the fastest available match. If you need care today or tomorrow, you can look for sitters with a "calendar last updated" notice on their profiles.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge