Dog Boarding Holiday Acres

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

Pick-Up
Search

Holiday Acres, 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
• 27 reviews
12 repeat clients
20 years of experience
Millsboro, DE, 19966

“Sylvia kept our nervous dog for three days and she was so patient and caring with her. We got updates during the visit with photos. She made sure she felt at home and knew all of her needs. Then we returned for another three days the following week and our dog was so excited to see her and relaxed right in with no anxiety. Sylvia is really wonderful and a fabulous dog sitter. I would highly recommend her.”

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

“Megan was great with our Inca. I appreciate the detail and care she provided through responsive communication. It’s great to know we have someone a available when we travel to the Delaware shore. Thank you Megan and family! 🩷👩‍🦰👨‍🦱👧🐾”

Profile image
Chanreth B.
Sitter Profile Image: Carlie A.
Verified Enhanced Background Check
Carlie A.
from
$60
per night
5.0 out of 5 stars
• 74 reviews
22 repeat clients
15 years of experience
Ocean Pines, MD, 21811

“Highly recommend Carlie to care for your fur baby. She cared for our Corgi mix for 6 days while we were on vacation. Carlie sent us pictures of our baby taking walks and having treats. He was happy and well cared for and the peace of mind knowing he was so well cared for was priceless. So grateful for the love and care she gave to our sweet boy.”

Profile image
Heather W.
Sitter Profile Image: Karen L.
Verified Enhanced Background Check
Karen L.
from
$48
per night
5.0 out of 5 stars
• 25 reviews
9 repeat clients
10 years of experience
Lewes, DE, 19958

“We moved to the area recently and searched for a new pet sitter. My husband and I could not be anymore happier with the care Karen and Sean provided to our Molly! Our Molly felt right at home on her first stay. Karen and Sean took Molly on walks and gave her plenty of playtime. Definitely will be using Karen again in the future ❤️”

Profile image
Robin P.
Sitter Profile Image: Cory P.
Verified Enhanced Background Check
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.”

Profile image
John C.
Sitter Profile Image: Lori S.
Verified Enhanced Background Check
Lori S.
Star Sitter
from
$28
per night
5.0 out of 5 stars
• 4 reviews
2 repeat clients
40 years of experience
Millsboro, DE, 19966

“Lori was so sweet and attentive to my active pup! She provided updates and was easy to reach at all times. Highly recommended her for your pet sitting needs! 😊”

Profile image
Cassidy C.
Sitter Profile Image: Barbara R.
Verified Enhanced Background Check
Barbara R.
from
$60
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
25 years of experience
Milton, DE, 19968

About: I am a proud pup and kitty parent. I have been taking care of pets professionally sine 2005. I provide daily dog walking, doggie boarding and kitty pet sitting services in the Milton area. Fabulous references to attest to my quality care. Contact me for a free consult. I look forward to adding you to the Animal Lovers family! I accept dogs that are friendly to all dogs and humans. No aggressive behaviors. I also can only accept potty trained dogs. I can administer medications and only work outside the home part-time so can easily provide potty breaks and walks every 4 hours. My dog Benny is very friendly and loves doggie company! I am available for daily dog walking Monday thru Friday and petsitting 7 days per week. I am available for boarding as schedule permits as I only take 1 dog, dog family, at a time. I have a home in Milton with a 6 foot privacy fence. I have 1 pup, a Yorkie poo who is used to welcoming fun pup friends. I am never out of my home more than 4 hours when I have pup boarders. Your pup(s) is my priority and treated like a member of my family.

Sitter Profile Image: Lacy M.
Verified Enhanced Background Check
Lacy M.
Star Sitter
from
$28
per night
5.0 out of 5 stars
• 33 reviews
18 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 ☺️”

Profile image
Sarah P.
Sitter Profile Image: Lori S.
Verified Enhanced Background Check
Lori S.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 127 reviews
31 repeat clients
30 years of experience
Harbeson, DE, 19951

“Lori was able to accommodate a last-minute sitter request for our senior dog and we are so appreciative. Our little guy, Finn, didn’t make it easy for her either particularly during feeding times. Lori hung in there and worked with him patiently. There was a high level of communication throughout his stay and lots of updates and photos too. Thank you Lori!!”

Profile image
Kristin L.
Sitter Profile Image: Lauren C.
Verified Enhanced Background Check
Lauren C.
from
$28
per night
15 years of experience
Ocean View, DE, 19970

About: I’m a lifelong animal lover who believes pets deserve their own little staycation while you’re away! Whether it’s a neighborhood walk, some backyard playtime, belly rubs on the couch, or simply keeping them company, I’ll make sure your pet feels happy, comfortable, and loved. I’m dependable, attentive, and happy to stick to your pet’s normal routine — meals, walks, medications, playtime, and all the extra snuggles they’ll allow. I’ll also send plenty of photo updates, so you can relax knowing your furry family member is being well cared for and getting lots of love while you’re gone. 🐾 My schedule is flexible as my husband is a business owner and I work part-time for him, which gives me plenty of time to work pet care into my day. I’m happy to plan visits, walks, feeding times, and check-ins around your pet’s normal routine whenever possible. Whether you need occasional help, vacation coverage, or regular visits, I’ll do my best to make things easy and stress-free for both you and your pet. 🐾 Your pet’s safety, comfort, and routine will always come first. I’ll carefully follow any instructions you provide for feeding, walks, medications, doors or gates, and anything else that helps your pet feel secure. I’m also very respectful of your home and belongings and will keep you updated with photos and messages, so you always know how your pet is doing. My goal is for you to come home to a happy pet and a home just as you left it. 🐾

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

“Daniel was excellent! He kept us updated throughout our dog’s stay, and all the pictures showed a happy, well cared for pup. Seeing how happy our dog was gave us great peace of mind. We couldn’t have asked for a better experience! We would absolutely book with Daniel again whenever we’re in the Salisbury area. Highly recommend!”

Profile image
Vernon C.
Sitter Profile Image: Kathy L.
Verified Background Check
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 was great! Oliver was comfortable in Kathy’s tidy home and she kept us well-updated. We would definitely recommend her and plan to use her again when we’re in town!”

Profile image
Nicole H.
Sitter Profile Image: Morgan A.
Verified Background Check
Morgan A.
from
$50
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
20 years of experience
Bridgeville, DE, 19933

“Morgan truly enjoyed my babies and took amazing care of them! I’d book her again any time!”

Profile image
Johanna D.
Sitter Profile Image: Jeremiah P.
Verified Enhanced Background Check
Jeremiah P.
from
$50
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!”

Profile image
Nikki A.
Sitter Profile Image: Jermaine C.
Verified Enhanced Background Check
Jermaine C.
from
$20
per night
4.7 out of 5 stars
• 32 reviews
13 repeat clients
20 years of experience
Greenwood, DE, 19950

“Jermaine took good care of my 7 year old pit bull for a week. He either updated me first or answered my questions in a timely manner when I asked for updates. I also received some pictures throughout the week of my boy. Overall I had a great experience and will be using Jermaine again!”

Profile image
Marisa M.
Sitter Profile Image: Brooklyn L.
Verified Background Check
Brooklyn L.
from
$40
per night
5.0 out of 5 stars
• 31 reviews
11 repeat clients
18 years of experience
Milford, DE, 19963

“Brooklyn was wonderful to my two dogs. I was in town for business and traveling with my dogs. She took great care of them, played with them all day and made them feel comfortable stopping for the weekend in Delaware. I was traveling from GA to CT and this allowed me to relax would use her again when I return to town.”

Profile image
Tara J.
Sitter Profile Image: Katherine W.
Verified Background Check
Katherine W.
from
$45
per night
4.9 out of 5 stars
• 9 reviews
5 repeat clients
6 years of experience
Seaford, DE, 19973

“Katherine was fantastic! She watched our dog Olive (3 year old mixed breed) while we went to the beach with our family. Katherine is so loving and her two dachshunds welcomed Olive right in. She’s knowledgeable about dogs and made Olive feel right at home! She sent lots of pictures and updates and we felt so relaxed knowing Olive was in a loving environment (with plenty of space to run around!)”

Profile image
Erin M.
Sitter Profile Image: Khadijah F.
Verified Enhanced Background Check
Khadijah F.
from
$50
per night
5.0 out of 5 stars
• 1 review
1 repeat client
20 years of experience
Fruitland, MD, 21826

About: I love animals. I have one cat and two dogs right now. I am a mother to two boys. I live in Fruitland MD. Please reach out to me with any questions. I do work and go to SU for physical education. Trying to start a side business. Feel free to message me with any questions. Thank you. Follow all instructions. I will add more services soon. I live in Fruitland in a good neighborhood. Across from a school. Thank you and feel free to message me.

Sitter Profile Image: Alivia S.
Verified Enhanced Background Check
Alivia S.
from
$28
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
15 years of experience
Salisbury, MD, 21801

About: I’ve grown up around dogs and my family currently has four, so I’ve had lots of hands-on experience caring for them over the years. I’m a huge animal lover and I’m comfortable with feeding, walking, playtime, potty breaks, and giving dogs plenty of attention and affection. I understand that every dog has their own personality and routine, and I’ll always follow your instructions carefully and treat your pet with the same care I give my family’s dogs. I’m a college student with a flexible schedule, and I’m happy to make time for pet care around my classes and other commitments. I’m available for walks, drop-in visits, feeding, playtime, and plenty of attention. I’ll always communicate clearly about my availability and make sure your pet gets the care and time they need. I will always treat your pet and home with care and respect. I’m comfortable following specific feeding, walking, crate, and daily routine instructions, and I’ll make sure doors, gates, and leashes are secure at all times. I’ll give your pet plenty of attention and can also send updates and photos so you know they’re safe and happy while you’re away.

Sitter Profile Image: Liane A.
Verified Background Check
Liane A.
from
$125
per night
5.0 out of 5 stars
• 37 reviews
8 repeat clients
22 years of experience
Rehoboth beach, DE, 19971

“Liane took great care of our dog. He was happy, played so much, and got to snuggle a lot. We would recommend Liane for anyone looking for a loving pet sitter.”

Profile image
Sarah G.
1 / 1
View more

Dog parents share their Rover experiences - Holiday Acres

1 / 1
5.0 out of 5 stars

Lori was so sweet and attentive to my active pup! She provided updates and was easy to reach at all times. Highly recommended her for your pet sitting needs! 😊

Profile image
Cassidy C.
Boarding
5.0 out of 5 stars

Sylvia has been amazing with Woody! Very good communication and care. I’m so glad to have her and highly recommend.

Profile image
Esra S.
Boarding
5.0 out of 5 stars

Sylvia kept our nervous dog for three days and she was so patient and caring with her. We got updates during the visit with photos. She made sure she felt at home and knew all of her needs. Then we returned for another three days the following week and our dog was so excited to see her and relaxed right in with no anxiety. Sylvia is really wonderful and a fabulous dog sitter. I would highly recommend her.

Profile image
Anne S.
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.

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 - Holiday Acres

Select a filter and find qualifying sitters offering dog boarding.

FAQs for Dog Boarding - Holiday Acres

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

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.

Depending on the sitter, their home environment, and your dog’s needs, daily exercise 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 Holiday Acres home-away-from-home, 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 Holiday Acres.

<b>Tip:</b> 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 Holiday Acres 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 , 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 .

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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge