Dog Boarding Dagsboro

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Over 189
pet parents in Dagsboro have booked dog boarding

Dagsboro, 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.
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Sylvia L.
Star Sitter
from
$60
per night
5.0 out of 5 stars
22 reviews
8 repeat clients
20 years of experience
Millsboro, DE, 19966

Sylvia was an incredible sitter! The moment my husband and I met her we knew she’d be great. She has such a lovely personality and you can tell how much she cares about animals. She made sure to keep us updated on how Trigger was doing and sending pictures, he looked so happy in all of them. When we picked him up, he was just happiest old pup. I most definitely recommend Sylvia to anyone that needs a sitter!

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Jessica P.
Sitter Profile Image: Kelly G.
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Kelly G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
37 reviews
12 repeat clients
10 years of experience
Millsboro, DE, 19966

Our Prince had a great time with Kelly!!! She was very helpful when it came to the needs of Prince and went above and beyond for his needs! Would highly recommend and we will definitely use Kelly in the future! Thank you so much for caring for Prince!!!

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Kay V.
Sitter Profile Image: Jessica R.
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Jessica R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
16 reviews
6 repeat clients
40 years of experience
Milton, DE, 19968

If you’re looking for the best in Milton, DE, look no further. Jessica by far is the BEST!! I have a senior bichonpoo who is fussy and Jessica cared for him so well. I knew he was in good hands when I brought him to her house on the first day and he didn’t want to leave. I received pictures and he looked so happy and rested. Thank you for taking such excellent care of my special baby, well senior dog. Will be back when I go to Bethany Beach, DE again. Tiki misses you already! Jessica is such a lovely person too!!

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Catherine D.
Sitter Profile Image: Jacqueline & William C.
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Jacqueline & William C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
224 reviews
99 repeat clients
8 years of experience
Millsboro, DE, 19966

Ziggy appeared to enjoy his stay with Jacqueline and her son. He was nice and tired when we got him home. Jacqueline communicated promptly and sent photos during Ziggy’s stay. Many thanks!

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Nicki A.
Sitter Profile Image: Megan W.
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Megan W.
from
$45
per night
5.0 out of 5 stars
12 reviews
1 repeat client
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: Cory P.
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Cory P.
Star Sitter
from
$50
per night
4.9 out of 5 stars
16 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: Mary Sue C.
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Mary Sue C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
266 reviews
121 repeat clients
50 years of experience
Rehoboth Beach, DE, 19971

Mary Sue took excellent care of our dog, Teddy. She sent frequent, detailed reports to us along with pictures. Teddy loved her screened porch and his walks around her lovely neighborhood!

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Kimberly B.
Sitter Profile Image: Michele V.
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Michele V.
Star Sitter
from
$55
per night
5.0 out of 5 stars
85 reviews
20 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: Carlie A.
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Carlie A.
Star Sitter
from
$55
per night
5.0 out of 5 stars
24 reviews
8 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: Lori S.
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Lori S.
Star Sitter
from
$65
per night
5.0 out of 5 stars
121 reviews
29 repeat clients
30 years of experience
Harbeson, DE, 19951

Lori takes such great care of our labradoodle. She’s been a lifesaver for us when we need to go out of town and leave our furry friend at home. It’s comforting to know she’s in such good hands. Thanks Lori!!!

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Patti P.
Sitter Profile Image: Robert R.
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Robert R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
237 reviews
78 repeat clients
61 years of experience
Lewes, DE, 19958

These guys are outstanding! Susan gave me so much confidence socializing my dog. Dogs of all sizes are there and Susan takes care of each one of them with kindness and love. She is an absolute expert. Would highly recommend Susan and Bob. We will be taking our dog back there for all our play dates and long trips.

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Maureen H.
Sitter Profile Image: Neena O.
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Neena O.
Star Sitter
from
$50
per night
5.0 out of 5 stars
141 reviews
26 repeat clients
21 years of experience
Dagsboro, DE, 19939

Neena was awesome. She watched my dog Loki for the weekend and let us do a meet and greet beforehand. She sent pictures and updates throughout the day to let me know how he was doing. Highly recommend

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Cody D.
Sitter Profile Image: Jeanne B.
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Jeanne B.
from
$30
per night
5.0 out of 5 stars
52 reviews
15 repeat clients
5 years of experience
Ocean View, DE, 19970

Nacho received excellent care. Regular communication and photos ease the worry of leaving our loved one. We will book again for our next trip.

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Sandra J.
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

Karen and her husband Sean were wonderful with our Molly. She was immediately comfortable with Karen, and both were so gentle and loving with her. We’ll definitely use them again.

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James J.
Sitter Profile Image: Sandee W.
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Sandee W.
Star Sitter
from
$55
per night
5.0 out of 5 stars
35 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: Samantha R.
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Samantha R.
Star Sitter
from
$60
per night
5.0 out of 5 stars
73 reviews
28 repeat clients
20 years of experience
Millsboro, DE, 19966

Let me start by saying we’ve never left our dogs overnight let alone with a total stranger. We left for 9 days and have 3 dogs and I was so nervous and had a thousand questions and accommodations I needed fulfilled. Samantha was absolutely incredible. If I could give 100 stars I would. My dogs were so loved and cared for the entire time they were in her care. The pictures I got each day were just filled with joy in each of my dogs faces. If I could afford to send them there for playtime everyday I definitely would!!! Two of my dogs had stomach issues on the 5th day or so and she made them chicken and rice and pumpkin for their meals until they felt better. She trimmed their nails. She washed their bedding. I mean what more could you ask for?! Do not hesitate in sending your animals with her. She is the best of the best! I will be sending my dogs to her house anytime we go out of town… worry free!!

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Savannah M.
Sitter Profile Image: Eric J.
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Eric J.
from
$65
per night
4.9 out of 5 stars
42 reviews
10 repeat clients
11 years of experience
Lewes, DE, 19958

When our flights got canceled, delaying our return home by a day, Eric was incredibly generous and offered to continue watching Pepper. It feels as though Pepper is incorporated into the family and Eric always has Pepper’s best interests at heart. He will continue to be our first pick for dog sitters on Rover.

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Vittoria B.
Sitter Profile Image: Kate B.
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Kate B.
from
$50
per night
4.9 out of 5 stars
99 reviews
32 repeat clients
35 years of experience
Delmar, MD, 21875

Best sitter! Molly had a great time running and resting at Kate’s house for the weekend. She had an extra crate for her when I forgot mine and also kept me updated with Molly’s day. I really appreciated the short turn around as my planned sitter canceled last minute and I was scrambling to find a reliable fix! Thank you Kate!

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Elizabeth R.
Sitter Profile Image: Deborah N.
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Deborah N.
from
$55
per night
20 years of experience
Ocean View, DE, 19970

About: I have had several dogs in my life through their entire life span. I recently lost my soul dog. Not ready to get another but because they bring me so much joy, I would love to take care of others. I have the time because I am retired. I also know the feeling of worrying that they are in the best care! I can assure you that they will be! I am retired for the most part. I teach yoga a few hours a week but I have plenty of time. I can take your dog for several walks, AM or PM. I do not have a fenced in yard but do have a very long leash to allow freedom in the yard. I also live in a great neighborhood with lots of dogs. My dog recently passed but we used to take lots of daily walks and had lots of interactions.

Sitter Profile Image: Jenna C.
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Jenna C.
Star Sitter
from
$62
per night
5.0 out of 5 stars
228 reviews
61 repeat clients
10 years of experience
Ocean View, DE, 19970

This is our third time having Jenna watch our pups in our home. She does a wonderful job of keeping them safe and sharing photos with us each day. She also takes very good care of our home and leaves it very clean and tidy after her stay. I will continue to book Jenna as I know she is responsible, caring and communicative when it comes to my pups. Thanks Jenna!

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Lindsey G.
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The median cost per night for dog boarding in Dagsboro is $50

Dog parents share their Rover experiences - Dagsboro

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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

We were a bit apprehensive about leaving our 2-year-old Cavapoo, Ollie, with a sitter for the first time, but Sylvia put our minds at ease the moment we met her. She is incredibly caring and attentive. I loved receiving the photo updates showing Ollie happy and enjoying his stay—it meant I didn't have to worry about him at all! I can’t recommend Sylvia enough for anyone looking for a trustworthy pet sitter.

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Cynthia S.
Boarding
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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
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

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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 Boarding - Dagsboro

Frequently asked questions about Rover

The average cost for Dog Boarding in Dagsboro on Rover is $42.8 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .

As of July 2026, there are 161 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 rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.

90% of Dagsboro sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Dagsboro landmarks or neighborhoods your dog is enjoying.

If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.

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.

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 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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