Dog Boarding Hollyville

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Over 23
pet parents in Hollyville have booked dog boarding

Hollyville, 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: Megan W.
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Megan W.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 45 reviews
10 repeat clients
21 years of experience
Lewes, DE, 19958

“Megan and family took great care of Myka and Storm while we were away! They had lots of puppy play time, treats and snuggles! Will def use again! Thanks!”

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Tony A.
Sitter Profile Image: Michele V.
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Michele V.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 95 reviews
26 repeat clients
40 years of experience
Milton, DE, 19968

“Daisy loved being with Michele! Daisy loves being the center of attention. She got to walk and play and share her love. Michele is a great communicator and we were happy to get little notes assuring us that Daisy cared for with care and joy! Thank you Michele! Amy & Dan”

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Amy S.
Sitter Profile Image: Sandee W.
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Sandee W.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 38 reviews
12 repeat clients
50 years of experience
Milton, DE, 19968

“My 2 girls were so happy with Sandee, i could not have asked for better care of my two spoilt pups! I am very grateful to Sandee for taking my girls for the afternoon, which freed us up to do the necessary things related to purchasing a home. I won't hesitate to go back to Sandee and trust her with my precious fur babies. Thank you Sandee!!!!”

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Zi K.
Sitter Profile Image: Kelly W.
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Kelly W.
from
$60
per night
5.0 out of 5 stars
• 118 reviews
37 repeat clients
10 years of experience
Lewes, DE, 19958

“Kelly was friendly and took great care of our dog over Christmas. She updated us with photos and texts which we appreciated. The location was convenient and easy to find. We recommend Kelly 100%.”

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Diana G.
Sitter Profile Image: Marvina S.
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Marvina S.
from
$65
per night
5.0 out of 5 stars
• 98 reviews
32 repeat clients
15 years of experience
Lewes, DE, 19958

“Marvina was great. Gave us pictures and updates on our 2 dogs while we were gone for the weekend. She has a wonderful fenced back yard for dog romping.”

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Julie C.
Sitter Profile Image: Carlie A.
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Carlie A.
from
$60
per night
5.0 out of 5 stars
• 82 reviews
25 repeat clients
15 years of experience
Ocean Pines, MD, 21811

“Carlie and her husband were an excellent pet sitters for our Jack Russell dog. They were very caring, reliable and accommodating to our schedule. We traveled from New York and be were able to enjoy our vacation without worrying about our pet because she was in good hands.”

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Rocio D.
Sitter Profile Image: Stephanie G.
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Stephanie G.
from
$45
per night
25 years of experience
Lewes, DE, 19958

About: I have loved animals for as long as I can remember, and always grew up with a dog. Now that I have my own family we have two brachycephalic dogs of our own! I have been a dog foster parent who has dealt with dogs of all ages and for those in need of special care, including special needs, daily medications (topical & ingested), shots, and incontinence. I have a flexible schedule so it allows me to work around the needs of your animals care whether it be 2 pm or 2 am. I am a stay at home mom, who is fortunate enough to have a spouse who works from home which allows me ultra flexibility when it comes to your pets needs. Your pets will feel at home in our house. They will be allowed on our furniture and we allow snuggles at night in the bed. We have a great fenced in yard so they will be able to roam and play outdoors, along with a neighborhood that loves to see dogs on walks.

Sitter Profile Image: Lauren C.
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Lauren C.
from
$45
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
15 years of experience
Ocean View, DE, 19970

“Lauren was great with Daisy. Received pictures and communications every day. She went the extra mile as Daisy is a picky eater!!! Thank you so much Lauren. Daisy will be back!!!”

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Robin C.
Sitter Profile Image: Cory P.
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Cory P.
Star Sitter
from
$40
per night
4.9 out of 5 stars
• 19 reviews
5 repeat clients
4 years of experience
Dagsboro, DE, 19939

“I can always tell when Lucy is taking well care of by her demeanor when I pick her up and after. She came home happy and content thank you so much.”

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John C.
Sitter Profile Image: Lacy M.
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Lacy M.
Star Sitter
from
$28
per night
5.0 out of 5 stars
• 39 reviews
19 repeat clients
20 years of experience
Laurel, DE, 19956

“Lacey was amazing with my fur babies, even my 55lbs of crazy lol. They both came home happy and calmer than I even expected, she needs to tell me her secret to calm my crazy girl lol. I will only be using Lacey for my fur babies care in the future!!”

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Jennifer A.
Sitter Profile Image: Samantha R.
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Samantha R.
from
$62
per night
5.0 out of 5 stars
• 81 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! 🐾”

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Jordan G.
Sitter Profile Image: Jill T.
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Jill T.
Star Sitter
from
$56
per night
5.0 out of 5 stars
• 206 reviews
86 repeat clients
13 years of experience
Willards, MD, 21874

“My dog stayed with Jill for a few days over the 4th of July weekend. Jill could not have made it any easier or my dog more comfortable. She has a fenced back yard to allow the dogs to play! My dog hardly noticed when I left. Jill sends timely photos and is always quick to respond to messages. We've already booked our dog's second stay with Jill. Couldn't recommend her enough.”

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Daniel H.
Sitter Profile Image: Yinali R.
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Yinali R.
from
$40
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
13 years of experience
Milford, DE, 19963

“Yinali was great and spoiled my pup with a lot of walks and love. She kept us updated regularly with pics and notes. We definitely recommend her and will use her again without hesitation.”

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Jamie R.
Sitter Profile Image: Brooke J.
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Brooke J.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 75 reviews
33 repeat clients
15 years of experience
Felton, DE, 19943

“Brooke takes good care of Sophie and is happy to see her when we take her there. Brooke is great to work with when arranging care for Sophie.”

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Rodger G.
Sitter Profile Image: Kathy L.
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Kathy L.
from
$75
per night
5.0 out of 5 stars
• 73 reviews
20 repeat clients
40 years of experience
Ocean City, MD, 21842

“Kathy took great care of Kimi. She kept us updated with pictures and comments throughout her stay. We will hire her again when we need someone to watch Kimi in Ocean City.”

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John W.
Sitter Profile Image: Gabrielle P.
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Gabrielle P.
from
$70
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
5 years of experience
Lewes, DE, 19958

“Gabrielle was great! I had to book last-minute and she was able to take my reservation on short notice, and she was great with my dog. She took her on multiple walks over the stay and when I came to pick Bug up she was happy and well taken care of”

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Peyton M.
Sitter Profile Image: Christina M.
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Christina M.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 13 reviews
5 repeat clients
9 years of experience
Delmar, MD, 21875

“Christina was awesome!! Super great with my maple & made it a friendly experience! I’d definitely recommend booking with her!!”

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Autumn B.
Sitter Profile Image: Erin B.
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Erin B.
from
$40
per night
2.7 out of 5 stars
• 3 reviews
1 repeat client
20 years of experience
Bethany Beach, DE, 19930

About: Hey there new friend! I’m Erin, 30 years young, super fun personality, hardworking and dependable, I’ve taken care of dogs of all breeds, shapes, sizes and colors my whole life. I am an experienced sitter who you can trust to take amazing care of your pup as if they were apart of my family; I take any (and all) opportunities to give them lovin’s, belly rubs, snuggles and i absolutely love to go on fun adventures with dogs. Some people have told me I’m a dog whisperer at times with the more stubborn ones…but a little of my charm, and they seem to warm up to me quite nicely..I have yet to prove them wrong. I will be sure to love on your pooch with everything I have! A a fellow dog owner all my life, I know the best ways to make a furry friend feel happy and content. I’d take great care of them and give them my undivided attention if need be. I have a rescue and if I’m not working, she and I are out adventuring somewhere, dogs (and other animals) are the best! I’ve had animals of all shapes and sizes, from tiny rabbits to a giant 75 pound rescue dog that thought he was a lap dog. I’m starting school on the road to become a Veterinary Technician, and one day I hope to have my own business where all animals can come and be taken great care of and loved, tail wags included. Thank you for the time. -Erin. Now that the summer season has ended, I’m not working as much as I have been which opens up my schedule to be 10000% available and able to take care of the sweetest pups! I have my own vehicle so i don’t have any issues with transportation and am incredibly reliable, trustworthy, loyal and flexible. I love having the opportunity through rover. Any and all instructions you leave for me will be followed with the utmost care to keep your little buddy happy! I’m able to give your dog all the attention needed, and they would never be unattended. Feel free to bring their favourite toys or they can absolutely pick from my giant basket of toys and treats. I have an 1100 sqft rancher style home with hardwood floors (accidents happen and that’s not at all a problem!), and I have a back yard for leash walks and fresh air, and love going on walks around my quaint little neighborhood. Just tell me about their usual day and we’ll make it happen! Looking forward to meeting your furry family member, and I’ll love them like they’re my own!

Sitter Profile Image: Lindsay L.
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Lindsay L.
from
$75
per night
5.0 out of 5 stars
• 54 reviews
11 repeat clients
10 years of experience
Lewes, DE, 19958

“Chunk was well cared for. Lindsay gave him his medications, which takes time. She sent me pictures and gave me updates. He was a part of the household. Her older son’s new “best friend”. Chunk is a Velcro dog and needs people. So much better care(ing) than he has received in a boarding facility.”

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Ella J.
Sitter Profile Image: Carley B.
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Carley B.
from
$60
per night
5.0 out of 5 stars
• 10 reviews
1 repeat client
5 years of experience
Bethany Beach, DE, 19930

“Carley was the best! Excellent communication and willingness to meet our needs and constant feedback about how our peppers was doing. She is great with dogs and we will for sure seek her services again. With Carley, your pet is in great hands! Thanks Carley!”

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Joana V.
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The median cost per night for dog boarding in Hollyville is $55

Dog parents share their Rover experiences - Hollyville

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5.0 out of 5 stars

Lori is amazing. She takes great care of our two senior dogs. She plays ball with one and pampers the other. I feel completely confident leaving our boys with her and she is great to work with.

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Shannon P.
Boarding
5.0 out of 5 stars

I appreciated Megan’s dependability and flexibility. She was thoughtful and caring to our pets. Thanks, Megan!

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Sarah B.
Boarding
5.0 out of 5 stars

Michele was amazing keeping our dog for 5 days. We have a very needy, anxious, nervous dog and Michele was so great with her. Also, she worked with us to make sure she was safe because of all of her food allergies and accommodated all of her food and treats to keep her healthy. Our dog had so much love while there - it was the best we could ask for in a sitter. I would highly recommend Michele (and her husband).

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Anne S.
Boarding
5.0 out of 5 stars

My pup looked happy in all of the pics and videos. Jen kept me updated and was so nice to not worry about my pup. Was first time leaving her but Jen made it bearable.

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Michelle P.
Boarding
5.0 out of 5 stars

Marvina took fabulous care of my lab, Maizey. I was so nervous to leave her, but Marvina put all my fears to rest. Marvina is flexible, caring, and knowledgeable about animals! I wouldn’t hesitate to leave Maizey with her again.

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Debbie V.
Boarding
5.0 out of 5 stars

I was very worried about leaving my dog because heʼs getting older and I’m a helicopter parent, but Marilyn & Mark were both wonderful! They gave him undivided attention and he came home very happy! I will be begging them to sit Jake all the time now. Thank you!!

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Scott K.
Boarding
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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 - Hollyville

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Hollyville average 12
repeat dog boarding clients

FAQs for Dog Boarding - Hollyville

Frequently asked questions about Rover

The average cost of Dog Boarding in Hollyville is $51 per night as of November 2026. Most bookings cost between $44 and $83 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of November 2026, there are 162 sitters on Rover offering Dog Boarding across Hollyville. Enter your ZIP code to see which available sitters are closest to your home.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

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.

97% of sitters in Hollyville 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 Hollyville 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 Hollyville.

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.

Yes, you can find sitters who have experience with handling special pet needs in Hollyville. On Rover:

  • 92% of sitters can help with special care needs
  • 98% can help with giving oral medications or injections
  • 97% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

You and your Hollyville 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 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.

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.

Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.

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