Dog Boarding Holiday Acres

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Over 9
pet parents in Holiday Acres have booked dog boarding

Holiday Acres, Find top rated dog boarding

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Sitter Profile Image: Kelly G.
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Kelly G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 47 reviews
16 repeat clients
15 years of experience
Millsboro, DE, 19966

“Kelly G was amazing with Luna. She made Luna feel like she was at home with us and Luna didn’t miss a beat while we were gone. She did a tremendous job with everything overall. I would recommend Kelly G to anyone and everyone who needs a dog sitter. She sent plenty of updates and pictures and made our first time using a dog sitter a great overall experience. Thanks Kelly G”

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Sean P.
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

“Michele is a wonderful dog-sitter! She is very knowledgeable about dogs. We met in advance of my dog’s stay so Michele could ensure compatibility and understand his needs and routine. My dog has separation anxiety, and Michele was extremely caring and accommodating. She sends photos and messages frequently. This was my first experience using Rover, and I have booked another sitting with her for May 2026. Thank you, Mickey!”

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Denise P.
Sitter Profile Image: Mary Sue C.
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Mary Sue C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 277 reviews
123 repeat clients
50 years of experience
Rehoboth Beach, DE, 19971

“There are not enough kind and positive words we can write regarding Mary Sue and the excellent and loving care she provided our dog, Ollie. As first time dog parents needing a boarding service, we were so fortunate to find Mary Sue on Rover. She sent detailed reports and photos each day during the week that we looked forward to and appreciated so much. Certainly helped put our minds at ease. Ollie most definitely enjoyed himself and we certainly plan to have him stay with Mary Sue again.”

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Joanna B.
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

“Cory was friendly and knew a lot about puppies. We were very comfortable leaving our six month old Finnegan with him. He has a big yard and a fenced in deck. I would bring Finnegan the next time I’m in the area.”

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Lori G.
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

“Leaving our dog, Mazie with Sandee gives us total peace of mind. She is incredibly reliable and communicative, sending us multiple updates and photos daily. It is comforting to see how happy and relaxed Mazie is in her care. We always return to a happy, healthy dog and feel completely confident that everything is taken care of. We're very grateful that we have found her and highly recommend her to anyone who needs a trustworthy and experienced sitter.”

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Wendy N.
Sitter Profile Image: Jen G.
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Jen G.
from
$50
per night
4.9 out of 5 stars
• 17 reviews
5 repeat clients
30 years of experience
Milton, DE, 19968

“5-stars for Jen G! ⭐️⭐️⭐️⭐️⭐️ I think we’re all nervous leaving our fur babies with a new sitter. No worries with Jen. She treats them like her own and they get spoiled with love and attention. Her assistants Baxter and Rigby were a joy for our Tanner to play with. He can’t wait to return! Jen’s communication along with many hilarious photos from their playtime were excellent and reassuring. Thank you, Jen!”

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Bob M.
Sitter Profile Image: Lori S.
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Lori S.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 127 reviews
32 repeat clients
30 years of experience
Harbeson, DE, 19951

“Lori was so wonderful and caring with my dog Precious. I knew that she was in great hands while I was away. Lori treated Precious like family and made her feel right at home. I would highly recommend Lori to care for your dog!”

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Sue F.
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: Debra H.
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Debra H.
from
$90
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
50 years of experience
Lewes, DE, 19958

“Debra was incredibly sweet. This was a last minute booking with the holidays 1-2 days away. Debra was incredibly responsive throughout he process. She took our dog on frequent walks, provided photos/videos and updates how he was doing. Simply put, we couldn’t have asked for more. We’d definitely recommend.”

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Biren J.
Sitter Profile Image: Colleen K.
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Colleen K.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 19 reviews
5 repeat clients
40 years of experience
Millville, DE, 19967

“Collen was great. Wiyot is was so relaxed when I picked him up and he us usually a hyper type doodle. I would not hesitate to have Wiyot stay again. Thank you so much for a worry free visit.”

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Philip B.
Sitter Profile Image: Brenda S.
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Brenda S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 114 reviews
49 repeat clients
15 years of experience
Milton, DE, 19968

“I can't recommend Brenda highly enough for her exceptional dog sitting service. I was initially worried about leaving my dog, with someone else, as I had never left him with anyone before. He's a recent rescue from a shelter, and his well-being is incredibly important to me. However, Brenda's approach and genuine love for animals immediately put my mind at ease. She treats the dogs as if they were her own, never locking them in crates, and her friendly, kind, and compassionate nature makes working with her a delight. Brenda's professionalism and courteous approach, coupled with her attentive and reassuring demeanor, created a stress-free experience, especially for a first-time dog parent like me. Her dedication to treating the dogs like family is truly commendable, and her service is rooted in compassion and professionalism. With Brenda, it feels like I'm leaving my dog with a trusted friend, not just a dog sitter. I will definitely be using her services again and again. Thank you, Brenda!”

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Ahmed S.
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

“Fred loves coming to Marvina's place. Such a great time playing with her dogs and I can tell he feels right at home. Love getting the pictures and updates.”

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Nancy M.
Sitter Profile Image: Morgan A.
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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!”

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Johanna D.
Sitter Profile Image: Yanzy D.
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Yanzy D.
from
$28
per night
5 years of experience
Millsboro, DE, 19966

About: I’ve worked with dog sitting and walking before, I love dogs, walking and spending time with fur babies. I have experience in communication and time management. I work weekdays with my family company so sometimes I’m off at 2 sometimes 3 and sometimes 4-5, I am very flexible and I can take off whenever I can, I can do weekend anytime. I have 2 dogs at home, they go on morning walks, have breakfast, I come home, they go outside we play for a bit then sometimes a late walk after dinner, they have weekly showers, feed and bathed

Sitter Profile Image: Ashley A.
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Ashley A.
from
$40
per night
12 years of experience
Snow Hill, MD, 21863

About: Ive taken care of dogs of different breeds and sizes since 11years old. I’ve had pets dropped off at my house to dog sit, I’ve gone to others houses for the weekend to dogsit family, friends and neighbors that have entrusted me with their pets. I’m currently working and doing online classes from home. So I have plenty of time to focus on the pup/dog. I work wells with schedules so I can work around the normal schedule you have your dog/pup at. I don’t have a fenced yard but I do have a yard, which I walk the dogs around town to get their walks in. I have 3 cats but depending on the dog they can stay on the 3rd floor. I also have a neutered male husky and a unspayed cattle dog mix (she’ll be fixed in a few months) we have 4 adults at the house as well. I’ll do onboarding , walks , and also checking in on them if you’re away.

Sitter Profile Image: Carly M.
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Carly M.
from
$50
per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
6 years of experience
Berlin, MD, 21811

About: I cat and dog sit for my family members regularly. I have cared for dogs of all sizes and breeds. I’ve been riding horses since I was 10 and started working on the farm when I was 12. I am available wherever, whenever. Whenever you need me there, I’ll be there. I will figure out a way for your animal to have top tier care. I would care for my clients home just as I would care for mine. I would never want anyone to disrespect my home therefore I would never disrespect anyone else’s.

Sitter Profile Image: Morgan H.
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Morgan H.
from
$28
per night
4 years of experience
Salisbury, MD, 21801

About: For an about the past four years I volunteered at a in home dog foster care. I’ve worked with dogs of all shapes, sizes, tempers, and needs till they reached their forever homes. Dogs of all needs are welcome under my care for no additional charge. Please make mw aware of any physical or medical needs. I am a collage student with year-round campus housing. I often do not have more than one or two classes a day that do not last longer than an hour and a half. All pets cats or dogs, will be dutifully cared for and monitored. Should your animal have a feeding, bathroom or medical routine you can trust that it will be followed. Pets of all sizes, tempers, and needs are welcome. Walks and playtime will be frequent based on your pets energy level. Any grooming needs outside of the occasional brush or paw wipe down that are not strictly necessary will carry an additional fee.

Sitter Profile Image: Jeremiah P.
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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!”

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Nikki A.
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.
Sitter Profile Image: Brooklyn L.
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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 is absolutely AMAZING with our mini- doxie! She is well loved and taken care while in her care- we get daily pictures, videos, and updates. We are at peace going on vacation out of country knowing our fur baby is so well taken care of 💜”

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Katrina & Joshua G.
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The median cost per night for dog boarding in Holiday Acres is €55

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! 😊

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Cassidy C.
Boarding
5.0 out of 5 stars

Lori was very nice and I felt very comfortable leaving my pet in her hands. She was very welcoming. He seemed to have enjoyed his stay with her and her family. In the past I had considered boarding at a kennel that was recommended and after visiting, I felt like I could never leave him in a cage for even an hour.

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Jackie G.
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.

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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.

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Anne S.
Boarding
1 / 1
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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 - Holiday Acres

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Holiday Acres average 12
repeat dog boarding clients

FAQs for Dog Boarding - Holiday Acres

Frequently asked questions about Rover

The average cost of Dog Boarding in Holiday Acres is $67 per night as of November 2026. Most bookings cost between $65 and $69 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 152 sitters on Rover offering Dog Boarding across Holiday Acres. 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.

96% of sitters in Holiday Acres 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 Holiday Acres 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 Holiday Acres.

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 Holiday Acres. On Rover:

  • 92% of sitters can help with special care needs
  • 98% can help with giving oral medications or injections
  • 96% 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 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 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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