Dog Boarding Willards

Find a loving dog sitter to watch your dog overnight at your sitter's home.

Pick up
Search

Over 176
pet parents in Willards have booked dog boarding

Willards, Find top rated dog boarding

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Sylvia L.
Verified Background Check
Sylvia L.
Star Sitter
from
$60
per night
5.0 out of 5 stars
23 reviews
9 repeat clients
20 years of experience
Millsboro, DE, 19966

Sylvia was great with Tazzy. She was very thorough on our initial meet and great, and had her notes ready when we brought Tazzy for her weekend getaway. We felt very comfortable leaving her in good hands.

Profile image
Jennifer B.
Sitter Profile Image: Carlie A.
Verified Enhanced Background Check
Carlie A.
Star Sitter
from
$55
per night
5.0 out of 5 stars
38 reviews
13 repeat clients
15 years of experience
Ocean Pines, MD, 21811

Carlie was a pleasure to work with and was super communicative with me for our Goldens care...She was also flexible and understanding when an unexpected sickness arose (which was not related to her care in any way) Would recommend her and will use her again for sure!

Profile image
John W.
Sitter Profile Image: Kelly G.
Verified Enhanced Background Check
Kelly G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
38 reviews
15 repeat clients
10 years of experience
Millsboro, DE, 19966

I can't recommend Kelly enough for dog boarding! My pup, Bailey, absolutely loves staying at her place. The big, fenced-in yard is a doggy paradise, and he has a blast running around and playing with Charlie, Kelly's dog. It's such a relief to know that Bailey is having a great time while I’m away! Kelly’s communication skills are fantastic. She keeps me updated throughout Bailey’s stay, sharing pictures and messages that always brighten my day. It’s so comforting to know my furry friend is in such caring hands. If you’re looking for a loving and fun environment for your dog, look no further than Kelly! Bailey can’t wait for his next visit! 🐾❤️

Profile image
John R.
Sitter Profile Image: Kate B.
Verified Background Check
Kate B.
from
$50
per night
4.9 out of 5 stars
101 reviews
34 repeat clients
35 years of experience
Delmar, MD, 21875

Best sitter! Molly had a great time running and resting at Kate’s house for the weekend. She had an extra crate for her when I forgot mine and also kept me updated with Molly’s day. I really appreciated the short turn around as my planned sitter canceled last minute and I was scrambling to find a reliable fix! Thank you Kate!

Profile image
Elizabeth R.
Sitter Profile Image: Jessica R.
Verified Enhanced Background Check
Jessica R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
21 reviews
7 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:)

Profile image
Alondra S.
Sitter Profile Image: Megan W.
Verified Enhanced Background Check
Megan W.
Star Sitter
from
$55
per night
5.0 out of 5 stars
27 reviews
6 repeat clients
21 years of experience
Lewes, DE, 19958

Megan is a wonderful pet sitter! It’s clear how much she loves our pup and makes sure he gets lots of attention and play time. She’s great with communication and always responsive and flexible. Leaving our pup with Megan gives my wife and I peace of mind. We highly recommend her!

Profile image
Rich M.
Sitter Profile Image: Daniel W.
Verified Enhanced Background Check
Daniel W.
Star Sitter
from
$35
per night
5.0 out of 5 stars
38 reviews
16 repeat clients
4 years of experience
Fruitland, MD, 21826

Daniel was an amazing caregiver for Benny. He constantly sent me photos and updates + he was really flexible when my flight got delayed. I would recommend him to anyone in the area looking for a temporary home for your pet while you’re away.

Profile image
Andrew N.
Sitter Profile Image: Jacqueline & William C.
Verified Background Check
Jacqueline & William C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
226 reviews
100 repeat clients
8 years of experience
Millsboro, DE, 19966

Was great for a quick trip out of town! Great communication, showed pictures the entire time of the stay and just around super great! Will be using again and highly recommend

Profile image
Roxanne R.
Sitter Profile Image: Jill T.
Verified Background Check
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 took great care of our dog Bella. She sent many photos & videos of her providing us with feedback that she was doing great being there. It was the most relaxed we have ever seen Bella be after staying with someone else. Thank you Jill.

Profile image
Donna O.
Sitter Profile Image: Samantha R.
Verified Background Check
Samantha R.
Star Sitter
from
$60
per night
5.0 out of 5 stars
79 reviews
29 repeat clients
20 years of experience
Millsboro, DE, 19966

We used Samantha for the first time to watch our little guy, Ollie, and she was everything we were hoping for — and then some! From the start, her communication was prompt and reassuring, which immediately put us at ease. It was clear she has a genuine sense for an animal's needs, and Ollie took to her right away. She sent daily updates throughout our time away, including an adorable holiday-themed photo that honestly made our day. Knowing Ollie was happy, comfortable, and in great hands made all the difference. You can just tell when your pet is at ease, and he absolutely was. We will 100% be rebooking with Samantha — no question about it. If you're looking for a pet sitter who truly cares and goes the extra mile, look no further. Thank you, Samantha — Ollie had a wonderful time! 🐾

Profile image
Jordan G.
Sitter Profile Image: Amy A.
Verified Enhanced Background Check
Amy A.
from
$50
per night
5.0 out of 5 stars
12 reviews
5 repeat clients
50 years of experience
Laurel, DE, 19956

Amy is an angle. She was so down to earth and I felt at ease leaning my boy with her. She kept me updated throughout the entire day with pictures and videos. She took my baby on an adventure with lots of trips and care rides which he loves. I told her what he likes and didn’t and she made sure to do all the things he loves. In every picture and video she sent I saw how happy my baby boy was. Definitely booking with her again! Thank you so much he had so much fun and you showed him so much love. 😊😊

Profile image
Sterline P.
Sitter Profile Image: Daniela K.
Verified Background Check
Daniela K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
128 reviews
36 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.

Profile image
Ilana & Martin A.
Sitter Profile Image: Michele F.
Verified Enhanced Background Check
Michele F.
Star Sitter
from
$75
per night
5.0 out of 5 stars
35 reviews
7 repeat clients
30 years of experience
Harbeson, DE, 19951

Camp Michelle as we now call Callie’s little vacation spot was just perfect. She is attentive to our dog’s little quirks - we have a needy Labrador Retriever. Our dog is not used to staying away from home. However she had a blast at Michelle’s. This was our first time working with Michelle and we will be back for sure. If you are looking for a real “dog person” then go to Michelle. She is AMAZING!

Profile image
Donna C.
Sitter Profile Image: Margit & Bill N.
Verified Enhanced Background Check
Margit & Bill N.
Star Sitter
from
$52
per night
5.0 out of 5 stars
112 reviews
32 repeat clients
40 years of experience
Ocean Pines, MD, 21811

This was my first experience with Margit and Bill and it could not have gone better! My dog felt comfortable right from the start – it was like he had known them forever. They have three adorable well-behaved dogs who got along wonderfully with mine. It was clear that Margit and Bill truly love animals and provide a safe, happy environment. I felt totally at ease, knowing my dog was in such good hands. I’ll definitely be booking with them again!

Profile image
Elaine M.
Sitter Profile Image: Robert L.
Verified Enhanced Background Check
Robert L.
from
$50
per night
5.0 out of 5 stars
4 reviews
9 years of experience
Ocean Pines, MD, 21811

Bob was fantastic and his location is very convenient if you're staying in OC and can't bring your pup to your hotel. He sent lots of videos and photos throughout our stay, which we really appreciated, and he even gave our dog Lila some special gifts and treats. He was extremely responsive, caring, and accommodating. We'd book with him again if we're back in the area.

Profile image
Matt S.
Sitter Profile Image: Michele V.
Verified Enhanced Background Check
Michele V.
Star Sitter
from
$55
per night
5.0 out of 5 stars
86 reviews
22 repeat clients
40 years of experience
Milton, DE, 19968

Dory’s first stay with Micki went very well and Dory had a great time. We’re very pleased with the care that Micki provided and have booked Dory’s next stay with Micki. As pet parents, we are very comfortable leaving Dory with Micki and know that she will be safe, loved, and well cared for.

Profile image
Deborah B.
Sitter Profile Image: Irena J.
Verified Enhanced Background Check
Irena J.
from
$50
per night
4.9 out of 5 stars
47 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!

Profile image
Carol C.
Sitter Profile Image: Karen J.
Verified Enhanced Background Check
Karen J.
Star Sitter
from
$48
per night
5.0 out of 5 stars
57 reviews
19 repeat clients
45 years of experience
Berlin, MD, 21811

This was the first time I used Karen and I will most certainly use her again. She and her family were very loving toward my golden Happy, and they treated her as a member of the family. I left her with them for a period of 8 days and over this time I received notes and pictures of Happy enjoying her self. They are professional and well organized. Sometimes other dogs might stay for a day or two, and they all seemed to get along. It is so nice knowing I can leave happy with someone I trust. Overall, a wonderful experience.

Profile image
Robert M.
Sitter Profile Image: Lucia D.
Verified Enhanced Background Check
Lucia D.
from
$60
per night
10 years of experience
Salisbury, MD, 21804

About: I have loved dogs my entire life, and grew up taking care of them from a young age. I have attended many dog training classes with my family dog, and understand that every dog has its own personality and needs. I’m experienced with daily walks, feeding schedules and administering simple medications, and play time. As a pet sitter I am dependable, responsible, and I pay attention to detail. I will treat your dog as if they are my own. I am currently a college student at Salisbury University so I have one to two classes in the morning and am free throughout the day to go for good walks, play time, and am available to do drop in visits. I also live in a house with a large fenced yard and I offer dog boarding. I provide safe, reliable dog care. I have reliable transportation and lots of available time during to the day to either come let your dog out for a good walk, or I also offer dog boarding at my own home that has no other pets and has a large fenced yard.

Sitter Profile Image: Anmei Y.
Verified Enhanced Background Check
Anmei Y.
from
$50
per night
5.0 out of 5 stars
19 reviews
4 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! ♥️

Profile image
Kim M.
1 / 1
View more

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!

Profile image
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.

Profile image
Doug A.
Boarding
1 / 1
Find pet care near you

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.

Meet local sitters who will treat your dogs like family

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding
  2. 2. Meet In Person

    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 for dog boarding - Willards

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Willards average 11
repeat dog boarding clients

FAQs for Boarding - Willards

Frequently asked questions about Rover

The average cost for Dog Boarding in Willards on Rover is $55.5 per night (as of August 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 August 2026, there are 160 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.

90% 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge