Dog Boarding Willards

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Over 176
pet parents in Willards have booked dog boarding

Willards, Find top rated dog boarding

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Sitter Profile Image: Sylvia L.
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Sylvia L.
Star Sitter
from
$60
per night
5.0 out of 5 stars
21 reviews
7 repeat clients
20 years of experience
Millsboro, DE, 19966

We were a bit apprehensive about leaving our 2-year-old Cavapoo, Ollie, with a sitter for the first time, but Sylvia put our minds at ease the moment we met her. She is incredibly caring and attentive. I loved receiving the photo updates showing Ollie happy and enjoying his stay—it meant I didn't have to worry about him at all! I can’t recommend Sylvia enough for anyone looking for a trustworthy pet sitter.

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Cynthia S.
Sitter Profile Image: Kelly G.
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Kelly G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
36 reviews
11 repeat clients
10 years of experience
Millsboro, DE, 19966

Kelly is awesome! We went to Ocean City to spend some time at the beach and Kelly is just off the main route coming from Northern Virginia. She took great care of our dog for three nights and sent us pictures at the end of each day, totally unexpected. Besides being great with animals she is just a great person. If you are in here area I would recommend giving her your business!!

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Jeremiah A.
Sitter Profile Image: Jill T.
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Jill T.
Star Sitter
from
$56
per night
5.0 out of 5 stars
198 reviews
82 repeat clients
13 years of experience
Willards, MD, 21874

Jill has watched our Golden twice now and has taken great care of her! She is very communicative and sends lots of pictures. Would 100% recommend Jill for your doggy day care needs!

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John W.
Sitter Profile Image: Daniela K.
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Daniela K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
121 reviews
32 repeat clients
10 years of experience
Delmar, MD, 21875

Daniela took great care of my dog while we were away. She was very responsive and kept us updated regarding how Luna was adjusting and the adventures they went on together. Luna was very healthy and happy when we picked her up, and quite attached to Daniela. I’m so thankful for the love that Daniela showered on Luna while we were away, and I wouldn’t hesitate to book with her again.

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Ilana & Martin A.
Sitter Profile Image: Lacy M.
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Lacy M.
Star Sitter
from
$30
per night
5.0 out of 5 stars
20 reviews
11 repeat clients
20 years of experience
Laurel, DE, 19956

Lacy and her daughter were great! They frequently sent me pictures of koda to insure me that he was ok and happy while I was away. Definitely recommend ☺️

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Sarah P.
Sitter Profile Image: Kate B.
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Kate B.
from
$50
per night
4.9 out of 5 stars
99 reviews
30 repeat clients
35 years of experience
Delmar, MD, 21875

Kate was great at communicating and keeping me updated about my kitty and my dog. She extended my their stay twice at my request. And her daughter's provided lots of love and attention.

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Laura Q.
Sitter Profile Image: Jacqueline & William C.
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Jacqueline & William C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
220 reviews
98 repeat clients
8 years of experience
Millsboro, DE, 19966

Jacqueline was wonderful. She responded quickly and worked with my schedule to meet us for a meet and greet. She asked lots of questions, understood that we were nervous about leaving him for the first time and took the time to learn about him as much as he could. Loved the updates. We will definitely use her again. Thank you so much Jacqueline!!! ?

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Jessy C.
Sitter Profile Image: Daniel W.
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Daniel W.
Star Sitter
from
$35
per night
5.0 out of 5 stars
35 reviews
13 repeat clients
4 years of experience
Fruitland, MD, 21826

Daniel did an amazing job taking care of Nova. He was super communicative and always kept us updated, which we really appreciated. You can tell he genuinely cares,Nova loved him. I’d highly recommend using him!

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Joey
Sitter Profile Image: Carlie A.
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Carlie A.
Star Sitter
from
$32
per night
5.0 out of 5 stars
15 reviews
5 repeat clients
15 years of experience
Ocean Pines, MD, 21811

Carlie was great and sent lots of pictures! Wesley seemed happy and healthy when I picked him up. I would use Carlie again!

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Alyssa J.
Sitter Profile Image: Jessica R.
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Jessica R.
Star Sitter
from
$35
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
40 years of experience
Milton, DE, 19968

Really great sitter! I was in a last minute jam and she responded so quickly and sent update photos through out the time my kitten was there. Highly recommend:)

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Alondra S.
Sitter Profile Image: Samantha R.
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Samantha R.
Star Sitter
from
$60
per night
5.0 out of 5 stars
71 reviews
28 repeat clients
20 years of experience
Millsboro, DE, 19966

Let me start by saying we’ve never left our dogs overnight let alone with a total stranger. We left for 9 days and have 3 dogs and I was so nervous and had a thousand questions and accommodations I needed fulfilled. Samantha was absolutely incredible. If I could give 100 stars I would. My dogs were so loved and cared for the entire time they were in her care. The pictures I got each day were just filled with joy in each of my dogs faces. If I could afford to send them there for playtime everyday I definitely would!!! Two of my dogs had stomach issues on the 5th day or so and she made them chicken and rice and pumpkin for their meals until they felt better. She trimmed their nails. She washed their bedding. I mean what more could you ask for?! Do not hesitate in sending your animals with her. She is the best of the best! I will be sending my dogs to her house anytime we go out of town… worry free!!

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Savannah M.
Sitter Profile Image: Margit & Bill N.
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Margit & Bill N.
Star Sitter
from
$52
per night
5.0 out of 5 stars
111 reviews
31 repeat clients
40 years of experience
Ocean Pines, MD, 21811

Margit and Bill were amazing! We got to OC and the hotel we booked a year prior as we checked in said no pets allowed which put us in between a rock and a hard place. I contacted Bill and Margit exchanged a few text messages and determined Dude would fit in perfectly with their dogs and family. We asked if they would mind picking up Dude from our hotel and they said sure no problem! I could not have been more pleased with the texts, picture updates and just how sweet they both were with my Dude! If you are looking for a sweet home for your pet family member and you are in OC please don't hesitate to reach out to them. It was the best experience for our entire family and instantly put my nerves at ease! Thank you Bill and Margrit we will definitely use your service again!

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Tara G.
Sitter Profile Image: Michele V.
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Michele V.
Star Sitter
from
$55
per night
5.0 out of 5 stars
82 reviews
18 repeat clients
40 years of experience
Milton, DE, 19968

Michele took the most wonderful care of our goldendoodle! Daily walks, snuggles and excellent communication including photos and details about their days.

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Steph B.
Sitter Profile Image: Robert L.
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Robert L.
from
$50
per night
9 years of experience
Ocean Pines, MD, 21811

About: I love dogs and up until 3 months ago I had a rescue dog for 8 years until she developed serious medical issuse and I had her euthanized. I miss here and she was spoiled and I will do the same for your dog. I will provide plenty of walks and a nice fenced in backyard where your pet can roam free to do whatever. I allowed my dog to have free roam of my house, and your pet will have the same freedom, and I have a nice porch where your pet can lay outside and enjoy the sights. I am 75 and a retired RN. I live alone so my schedule is very flexible, with the appropriate notification. I am an early riser so your pet will be let out back first thing in the morning, then - 2or 3 walks during the day. I have a fenced in backyard and a fenced in deck above the garage so your pet can be safe in either one of the locations.

Sitter Profile Image: MacCray C.
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MacCray C.
from
$40
per night
5.0 out of 5 stars
6 reviews
1 repeat client
20 years of experience
Berlin, MD, 21811

Our dogs can be challenging and this was the first time they've ever been boarded. McCray did a great job taking care of them and giving them tons of attention...all during the holidays, which is not easy.

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Dennis W.
Sitter Profile Image: Anmei Y.
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Anmei Y.
Star Sitter
from
$50
per night
5.0 out of 5 stars
17 reviews
3 repeat clients
2 years of experience
Salisbury, MD, 21801

Our pup stayed with Anmei for week and came home happy, healthy and relaxed. This was the first time we had ever left her that long but Anmei took such great care of her that we do not have any reservations about doing so again. Thank you, Anmei, for being such a great Bee keeper! ♥️

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Kim M.
Sitter Profile Image: Jeremiah P.
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Jeremiah P.
from
$38
per night
5.0 out of 5 stars
2 reviews
10 years of experience
Bishopville, MD, 21813

Our dog, who can be a wee bit nervous, had such a lovely time with Jeremiah and his family! They were so kind and communicative, and we’ll happily trust them to care for her again. She can’t wait to be back for snuggles with the kids!

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Nikki A.
Sitter Profile Image: Karen L.
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Karen L.
from
$48
per night
5.0 out of 5 stars
24 reviews
9 repeat clients
10 years of experience
Lewes, DE, 19958

Karen and her husband are SO nice. I felt really comfortable leaving Chrissy with them and Chrissy seemed really happy staying with them. I will gladly be sending Chrissy back!

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Maggie S.
Sitter Profile Image: Jeanne B.
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Jeanne B.
from
$30
per night
5.0 out of 5 stars
52 reviews
15 repeat clients
5 years of experience
Ocean View, DE, 19970

Nacho received excellent care. Regular communication and photos ease the worry of leaving our loved one. We will book again for our next trip.

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Sandra J.
Sitter Profile Image: Irena J.
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Irena J.
from
$50
per night
4.9 out of 5 stars
46 reviews
15 repeat clients
10 years of experience
Ocean Pines, MD, 21811

Can’t say enough how well our Sally was treated on her vacation from us! Irena and her family welcomed Sally as one of their own while we were away! Irena sent photo updates to us and we knew our girl was being well taken care of! Vacationing in Ocean City at a pet-unfriendly place? Bring your furbaby to Irena during your stay. Live in Ocean Pines or thereabouts? Irena is the perfect person to take in your beloved while you’re away!

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Carol C.
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The median cost per night for dog boarding in Willards is $55

Dog parents share their Rover experiences - Willards

1 / 1
5.0 out of 5 stars

Jill was excellent and extremely professional. She sent lots of videos and was very communicative. I appreciated the videos and photos. Bella will visit her again! Thanks, Jill!

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Adam K.
Boarding
5.0 out of 5 stars

My pups love staying with Jill. It makes my trips stress free. I don't have to worry about them. I love getting pictures each day. They have alot of fun.

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Doug A.
Boarding
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  • 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?

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

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Sitters in Willards average 11
repeat dog boarding clients

FAQs for Dog Boarding - Willards

Frequently asked questions about Rover

The average cost for Dog Boarding in Willards on Rover is $55.5 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .

As of July 2026, there are 165 sitters on Rover offering Dog Boarding across Willards. Enter your ZIP code to see which available sitters are closest to your home.

Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.

91% of Willards sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Willards landmarks or neighborhoods your dog is enjoying.

If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Willards home-away-from-home, we recommend packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Willards.

Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

You and your Willards sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

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.

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 .

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 MD 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.

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

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