Doggy Day Care in Whaleys Crossroads

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 Whaleys Crossroads 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: Samantha R.
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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!!!

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

About: I’ve been taking care of pets for 20+ years. Including 2 years of experience as an operations manager for a doggy day care and boarding facility. I’m now a stay at home mom wanting to continue taking care of your furry family I’m a stay at home mom so our home is open day and night to your furry friends. We spend a lot of time outside so your loved one will get many walks and outside play time. I live in an area with many walking trails as well as a nearby dog park. I also have two young kids to tire your furry loved one out. I have never met an animal I didn’t automatically love like my very own.

Sitter Profile Image: Jacqueline & William C.
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Jacqueline & William C.
Star Sitter
from
$50
per day
5.0 out of 5 stars
213 reviews
96 repeat clients
8 years of experience
Millsboro, DE, 19966

About: My 27 year old son and I have been taking care of other people's pets since my son was a toddler. We are both very active and will ensure your pets get plenty of exercise while in our care. You will get daily picture updates! We will love your pet as if he or she was our own and you will come back to a happy, healthy (maybe tired) pet! We also have experience taking care of cats, ducks, pigs, chickens, bearded dragons, geckos, emus and guinea pigs! If you have any questions, please free to drop us an email! I do work outside of the home a few days a week, but my hours are very flexible. Your dog will never be alone longer than they are used to being alone! I treat all animals as if they were my own. My home will become their home away from home. My dog loves having new friends come over!

Sitter Profile Image: Jill T.
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Jill T.
Star Sitter
from
$50
per day
5.0 out of 5 stars
196 reviews
82 repeat clients
13 years of experience
Willards, MD, 21874

I am so grateful I found Jill. It was very last minute as I didn’t know that you can’t have dogs on beaches. My dog is usually good with other dogs but sometimes can have issues with bigger dogs. Not with Jill! She was awesome. Kept reassuring me, sent lots of pics and videos. It was nice to jump in the ocean, come back and get a cute pic sent to you. Thanks Jill! You are my go to whenever I come to Ocean City! ❤️

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

Daniela took great care of Jacob. She was always very communicative, responsive, and was a gracious host to our pup. We appreciated the many pictures and great updates. Thanks!

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Sara Fern L.
Sitter Profile Image: Jordyn D.
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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: Anmei Y.
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Anmei Y.
Star Sitter
from
$40
per day
5.0 out of 5 stars
14 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: Michele F.
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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.

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Tina A.
Sitter Profile Image: Meaudré N.
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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: Lexa C.
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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: Mary M.
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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: Neena O.
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Neena O.
Star Sitter
from
$45
per day
5.0 out of 5 stars
137 reviews
24 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!

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Bonnie M.
Sitter Profile Image: Marcus F.
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Marcus F.
from
$30
per day
4.9 out of 5 stars
244 reviews
100 repeat clients
30 years of experience
Salisbury, MD, 21804

Marcus was great! He kept us informed through the day, and we had a very happy puppy when we picked her up. We love the pictures he took of her.

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Kristian K.
Sitter Profile Image: Christina M.
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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.

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Aileen D.
Sitter Profile Image: Julie W.
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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.

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Renée R.
Sitter Profile Image: Debra H.
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Debra H.
from
$80
per day
5.0 out of 5 stars
7 reviews
1 repeat client
50 years of experience
Lewes, DE, 19958

I had the pleasure to meet Debra and have her take care of my puppy. Debra was able to take care of my puppy at the last minute. Debra has a beautiful home with lots of space for the pets she cares. My puppy was relaxed and happy. Debra sent me pictures throughout the day. I will definitely book with her again. Debra is an excellent sitter.

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Norma
Sitter Profile Image: Cory P.
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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!

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Catherine P.
Sitter Profile Image: Jermaine C.
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Jermaine C.
from
$23
per day
4.6 out of 5 stars
25 reviews
10 repeat clients
20 years of experience
Greenwood, DE, 19950

About: I live in a home who foster dogs in need. Home with the dog all day so they'll have that attention and someone caring for them. I can take care of elderly dogs that use diapers full proper care even all the way to puppies and there high energy . Me being young i do play with the dogs i like to run around with them to keep myself and them entertained. I am a MMA fighter so I'm free everyday my gym is right here at home where I train at so I'm never off the property unless I have to be. I have a fenced in back yard that the dog will have access to and when inside your dog will be with me in my room making itself a comfortable home anywhere it pleases.

Sitter Profile Image: Nicola S.
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Nicola S.
from
$45
per day
5.0 out of 5 stars
19 reviews
6 repeat clients
4 years of experience
LEWES, DE, 19958

Nicola is awesome! She takes such great care of my pupper. She was the first person I connected with on Rover for doggy daycare, and she quickly eased all my nerves. My dog, Roland, gets super excited on the mornings that he knows he’s going to visit her and Luna!

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Julianna D.
Sitter Profile Image: Joshua C.
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Joshua C.
from
$40
per day
5.0 out of 5 stars
2 reviews
1 repeat client
40 years of experience
Berlin, MD, 21811

Another great day NOVA had! Thankful she can run and play in a spacious backyard, and with a fence that i feel comfortable she can’t jump over.

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

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Sitters in Whaleys Crossroads 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 Whaleys Crossroads 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 Whaleys Crossroads 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, 139 sitters provided doggy day care in Whaleys Crossroads. 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, 94% of Whaleys Crossroads sitters offering doggy day care respond in under an hour.

Sitters who provide doggy day care in Whaleys Crossroads have an average of 25 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 Whaleys Crossroads.

Whaleys Crossroads 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 Whaleys Crossroads 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 139 sitters offering doggy day care in Whaleys Crossroads on Rover, so you’re sure to find the perfect match for your dog! In Whaleys Crossroads, 93% of sitters offer daily exercise, 100% offer medication administration, and 100% 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.