Dog Boarding Willowstone

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Willowstone, 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.

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Sitter Profile Image: Barbra F.
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Barbra F.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 68 reviews
27 repeat clients
20 years of experience
Middletown, DE, 19709

“Our other dog passed very recently and has been with Milo for life so leaving him was especially difficult. We typically board and this is our first time using rover. Barbara reassured us and sent photos/updates throughout our time traveling. Response time and communication was top tier. I could tell he felt comfortable and safe in her home and was happy as can be despite the circumstances. I am so happy we opted not to board. 10/10 recommend and would happily work with barb again.”

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Jessie F.
Sitter Profile Image: Kayla A.
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Kayla A.
from
$35
per night
5.0 out of 5 stars
• 11 reviews
1 repeat client
10 years of experience
Elkton, MD, 21921

“Tino was well taken care of by Kayla. She sent me daily pictures of my dog. She has three small children who played and even slept with Tino. I’m sure that made my dog feel at home.”

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Po C.
Sitter Profile Image: Sandra T.
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Sandra T.
Star Sitter
from
$32
per night
5.0 out of 5 stars
• 19 reviews
3 repeat clients
25 years of experience
Newark, DE, 19713

“Peter had an awesome time at Sandra's house. She kept him happy with lots of toys and walks. Great communication. Peter came home happy and healthy. We will book again!”

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JEAN R.
Sitter Profile Image: Tabby A.
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Tabby A.
from
$46
per night
4.9 out of 5 stars
• 45 reviews
23 repeat clients
7 years of experience
Elkton, MD, 21921

“My dog Murphy was so well taken care of by Tabby. I was nervous as this was the first time I boarded her. I would use her again to board Murphy, no doubt!”

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Tam H.
Sitter Profile Image: Alexandra R.
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Alexandra R.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 50 reviews
20 repeat clients
15 years of experience
North East, MD, 21901

“Superb experience in all aspects. Initial inquities, booking process and all communications were expedient and clear. This was the first time boarding for our 7 month old puppy (song with his 4 year old "sister". Alexandra having experience with Great Danes was so very helpful and made our fur babies feel welcomed and loved. They especially enjoyed time with the girls! Unfortunately (for the sitters) the weather was rainy throughout, but Alexandra and daily were up to the challenges of wet pups with muddy paws. In addition, the younger one's night separation anxiety required some medication and thoughtful handling, all of which was accommodated and communicated with ease. The dogs were extremely well cared for and loved, and we received regular updates. Simply put, we couldn't be happier and will definitely use their services again whether for short or week long needs in the future. We recommend them with absolute highest praise and confidence!”

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Mark H.
Sitter Profile Image: Geosselyn D.
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Geosselyn D.
Star Sitter
from
$53
per night
5.0 out of 5 stars
• 16 reviews
4 repeat clients
11 years of experience
Elkton, MD, 21901

“Geosselyn did a wonderful job with our cat Esther! We got regular updates with pictures and videos, and we could see that Esther was comfortable and happy. Very pleased with Geosselyn's services!”

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Tita W.
Sitter Profile Image: Lindsey H.
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Lindsey H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 40 reviews
11 repeat clients
20 years of experience
Newark, DE, 19713

“Lindsey is an amazing sitter!! She shows a lot of love to Chico and he loves her back. Chico came back to us clean, well fed and with no issues. Lindsey's children are very fond of him too. And I appreciate the fact that she sends me pictures of him at play with his furry friends every day. That keeps me at peace to know he's having an enjoyable stay.”

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Stacey S.
Sitter Profile Image: Rita T.
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Rita T.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 124 reviews
56 repeat clients
40 years of experience
Wilmington, DE, 19802

“5 stars! Rita went above and beyond for our 14 year old Louis. She is very reliable, responsive, gives good updates and is very caring with her animal guests. We will definititely ask for Rita again!!!”

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Sarah S.
Sitter Profile Image: Mark & Kayleigh B.
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Mark & Kayleigh B.
from
$75
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
10 years of experience
Bear, DE, 19701

“Mark and Kayleigh were amazing, start to finish, while watching our sweet pup. They both clearly know and love dogs, their house and yard and wonderful and safe for pets. They were attentive to the dog, responsive to us while we were on our trip, and operate with respect and professionalism you’d hope for when letting someone watch over a part of your family. Can’t recommend them enough! Our Shiloh will absolutely be staying with them again on our next trip.”

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Brad C.
Sitter Profile Image: Nikkita J.
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Nikkita J.
from
$41
per night
5.0 out of 5 stars
• 53 reviews
19 repeat clients
6 years of experience
Middletown, DE, 19709

“First time boarding our dog Nova and Nikkita and her beautiful family took excellent care of Nova and we will definitely request that Nova return with this family again!”

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Lee W.
Sitter Profile Image: Tarina L.
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Tarina L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 59 reviews
22 repeat clients
30 years of experience
Edgewood, MD, 21040

“Finn had a great time staying with Tarina! She helped him up and down stairs and snuggled with him when he was scared of storms. She took such good care of him and I had peace of mind when I was away knowing he was in great hands. I am grateful we found her!”

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Justine H.
Sitter Profile Image: Chyann S.
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Chyann S.
Star Sitter
from
$58
per night
5.0 out of 5 stars
• 13 reviews
5 repeat clients
15 years of experience
Wilmington, DE, 19805

“Chyann was amazing with my puppy Jude. He was 7 months old at the time of her having him. She kept me up to date with regular photos and updates. He was always happy and well cared for - which takes extra work with a pup his age. 10/10 would book again.”

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Toby P.
Sitter Profile Image: Kwame K.
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Kwame K.
from
$40
per night
5.0 out of 5 stars
• 14 reviews
1 repeat client
6 years of experience
North East, MD, 21901

“Kwame took amazing care of Tanner for us while we were away. Tanner had lots of fun playing with the other dogs and came back happy and tired out. We will definitely be bringing him back in the future!”

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Jessica R.
Sitter Profile Image: Enrica M.
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Enrica M.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 44 reviews
20 repeat clients
30 years of experience
Avondale, PA, 19311

“Enrica & Roberto rolled out the red carpet for our Frannie. Numerous photo updates, with accompanying messages, definitely put our minds at ease. When I went to pick up our little girl, I wasn’t sure she would want to come home!”

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Frank C.
Sitter Profile Image: Sunaina D.
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Sunaina D.
from
$39
per night
5.0 out of 5 stars
• 14 reviews
9 repeat clients
6 years of experience
Newark, DE, 19702

“I boarded my two dogs, Simba and Ghost, with Sunaina for five nights, and I couldn’t be more pleased with the experience. She took excellent care of them, followed all of my instructions to the letter, and kept me updated throughout their stay. It was clear that Simba and Ghost were comfortable and well looked after, which gave me real peace of mind while I was away. I highly recommend Sunaina to anyone looking for a responsible, attentive, and caring dog sitter!”

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Wrickban M.
Sitter Profile Image: Andres D.
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Andres D.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 295 reviews
158 repeat clients
20 years of experience
CLAYMONT, DE, 19703

“Andres was wonderful. Great communication prior to the stay. He welcomes the dogs in his house. One of our dogs actually slept with him. I couldn't ask for anything more.”

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John D.
Sitter Profile Image: Briana & Isaiah S.
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Briana & Isaiah S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 76 reviews
18 repeat clients
25 years of experience
Abingdon, MD, 21009

“Can’t say enough great things about how well Briana and Isaiah care for my pup! We love them and fully trust them to care for her when we are away! I never stress if my dog is okay and she’s always happy to see them and happy and healthy when we get her back! You’ll have no regrets leaving your fur babies with them!”

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Kiara P.
Sitter Profile Image: Nicole & Michael M.
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Nicole & Michael M.
from
$45
per night
5.0 out of 5 stars
• 8 reviews
3 repeat clients
20 years of experience
Rising Sun, MD, 21911

“Was amazing gave me updates sent me adorable pictures the only thing I was worried about was my dog not wanting to come back home lol they are amazing”

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Eric A.
Sitter Profile Image: Jenny M.
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Jenny M.
from
$41
per night
5.0 out of 5 stars
• 211 reviews
89 repeat clients
9 years of experience
Dover, DE, 19901

“Jenny was amazing as always. We used her for the 4th of July weekend since her home was perfect to get him away from all the fireworks. It feels like sending him to summer camp every time we use her since she’s so nice and attentive with playful and kind dogs. Absolutely would recommend.”

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Jared B.
Sitter Profile Image: Cecilia R.
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Cecilia R.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 110 reviews
47 repeat clients
40 years of experience
Wilmington, DE, 19805

“Cecelia took good care of our pup. She was very professional and flexible with meeting up, drop off and pick up. We appreciated the updates and special attention to meeting our dogs needs.”

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Megan W.
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The median cost per night for dog boarding in Willowstone is $50

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 to book dog boarding

  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 - Willowstone

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Willowstone average 11
repeat dog boarding clients

FAQs for Dog Boarding - Willowstone

Frequently asked questions about Rover

As of November 2026, there are 618 sitters on Rover offering Dog Boarding across Willowstone. Enter your ZIP code to see which available sitters are closest to your home.

Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

96% of sitters in Willowstone can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Willowstone 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 Willowstone.

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 Willowstone 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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