Dog Boarding Dagsboro

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Over 28
pet parents in Dagsboro have booked dog boarding

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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 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.”

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Jennifer B.
Sitter Profile Image: Kelly G.
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Kelly G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 43 reviews
16 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! 🐾❤️”

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John R.
Sitter Profile Image: Carlie A.
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Carlie A.
from
$60
per night
5.0 out of 5 stars
• 65 reviews
19 repeat clients
15 years of experience
Ocean Pines, MD, 21811

“Carlie was outstanding. We had some blips in our plans and she was extremely accommodating. Her communication was great and it was apparent she cared for our pup. We would highly recommend her.”

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Brandon B.
Sitter Profile Image: Jessica R.
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Jessica R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 29 reviews
11 repeat clients
40 years of experience
Milton, DE, 19968

“Jessica was great. She responded very quickly on very short notice. Felt very good dropping Leif off and Leif looked great picking him up. I would use this boarder again in the future.”

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Patrick L.
Sitter Profile Image: Megan W.
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Megan W.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 36 reviews
9 repeat clients
21 years of experience
Lewes, DE, 19958

“Megan W and her family were fantastic! Not only was she a delight to communicate with, my dog clearly loved her and her home, The pictures she sent of my furbaby showed him undeniably smiling ear to ear. She is a little bit off the beaten path which is exactly why I chose her as we were on our way to Rehoboth. It was an easy and short detour to drop our little buddy off on our way. Her place has plenty of shade, fencing, and other pups for my dog to enjoy. I will definitely be rebooking with Megan W in the future!”

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Andrea S.
Sitter Profile Image: Michele V.
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Michele V.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 91 reviews
25 repeat clients
40 years of experience
Milton, DE, 19968

“Michele is very friendly and attentive to our dogs needs. I can tell she thoroughly enjoys watching after our dog. I've left my dog with Michele multiple times and have always received lots of pictures and updates on how my dog is doing while in MicheleI'd care.”

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Chris U.
Sitter Profile Image: Jenna C.
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Jenna C.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 225 reviews
61 repeat clients
10 years of experience
Ocean View, DE, 19970

“I am not sure if I should feel good or bad about the fact that when I picked up my dog he was more interested in following Jenna back inside her house instead of wanting to hop into the car with me. Obviously, he had a very enjoyable time with her.”

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Justin K.
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: Stephanie C.
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Stephanie C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 52 reviews
6 repeat clients
13 years of experience
Lewes, DE, 19958

“Stephanie was great with Gilly. She was very hands on and affectionate... something Gilly demands!!! She sent lots of pictures throughout the stay and kept me updated. It was very comforting knowing that Gilly was in such great hands.”

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Beth B.
Sitter Profile Image: Robert L.
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Robert L.
from
$50
per night
5.0 out of 5 stars
• 5 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.”

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Matt S.
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
• 275 reviews
123 repeat clients
50 years of experience
Rehoboth Beach, DE, 19971

“Mary Sue is great! We baby our Trixie ridiculously and Mary Sue was fine with our eccentricities. Our Trixie was well cared for and had a great stay. We are delighted to have found such a terrific care giver for our little girl.”

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Maggie B.
Sitter Profile Image: Sandee W.
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Sandee W.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 37 reviews
11 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: Karen L.
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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 ❤️”

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Robin P.
Sitter Profile Image: Paige & Cameron D.
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Paige & Cameron D.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 24 reviews
5 repeat clients
6 years of experience
Georgetown, DE, 19947

“Paige was great. She was available on short notice and was accommodating to a weird drop-off time due to bad weather. She was attentive to my animals needs and it was obvious my pup had a great time with her. She sent tons of pictures and videos and gave comprehensive daily updates. I would absolutely recommend this sitter and will be using her again in the future.”

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Patrick L.
Sitter Profile Image: Jill T.
Verified Background Check
Jill T.
Star Sitter
from
$56
per night
5.0 out of 5 stars
• 201 reviews
83 repeat clients
13 years of experience
Willards, MD, 21874

“Fabulous experience with Jill! Easy booking, easy communication and an easy choice for our dog sitter! Amazing pictures and plenty of play time.”

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Joe Z.
Sitter Profile Image: Debby N.
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Debby N.
from
$55
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
20 years of experience
Ocean View, DE, 19970

“Debby was a wonderful pet sitter! I felt completely comfortable leaving my dog in her care and knew he was safe, happy, and well taken care of. She even checked in with a picture of him. I would definitely recommend her!”

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

“Kate was wonderful and Mr. Peanut settled in quite quickly with her AND her two own dogs. Peanut is very picky at who he likes and doesn't like. But he got along with the pack and as a doggie mom, that made me feel good. I will definitely use Kate again. As far as the Rover website, there looks to be some logistical issues. On my screen, it told me Kate was 82miles away, but a 30min drive. Please get that fixed. Rover for me was hard to use. I like simple. But Rover has all these twists and turns. For example, I was not allowed to just message sitters. I was forced to pick dates. I had been looking for a new babysitter for Mr. Peanut since we just moved, but Rover made me wait til I needed someone asap, which made my experience stressful. Not good. We should be able to meet and talk to these folks before we book. After all, we are parents, and we all should be allowed to interview these sitters much like we would if they were our human children. Thankfully Kate worked out. But it could have gone a lot smoother. Thanks Kate (and daughter!)”

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Leah R.
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
• 114 reviews
33 repeat clients
40 years of experience
Ocean Pines, MD, 21811

“Margit and Bill were great with Daisy. Daisy had so much fun with them and their dogs and enjoyed their backyard space. Daily pictures and feedback were much appreciated. We will definitely trust them with our Daisy again. Margit and Bill are wonderful people.”

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Robin C.
Sitter Profile Image: Daniela K.
Verified Background Check
Daniela K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 137 reviews
37 repeat clients
10 years of experience
Delmar, MD, 21875

“This is the second time we have left our Saylor with Daniella. He is well taken care of and enjoys being with her doggies. We highly recommend her.”

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Patricia G.
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The median cost per night for dog boarding in Dagsboro is $55

Dog parents share their Rover experiences - Dagsboro

1 / 1
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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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

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Popular requests for dog boarding - Dagsboro

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Sitters in Dagsboro average 11
repeat dog boarding clients

FAQs for Dog Boarding - Dagsboro

Frequently asked questions about Rover

The average cost of Dog Boarding in Dagsboro on Rover is $44 per night as of October 2026. Most bookings cost between $36 and $53 per night. 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 October 2026, there are 151 sitters on Rover offering Dog Boarding across Dagsboro. 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.

89% of sitters in Dagsboro 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 Dagsboro 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 Dagsboro.

<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 Dagsboro 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.

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