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
21 reviews
7 repeat clients
20 years of experience
Millsboro, DE, 19966

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.
Sitter Profile Image: Kelly G.
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Kelly G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
36 reviews
11 repeat clients
10 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: Jessica R.
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Jessica R.
Star Sitter
from
$35
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
40 years of experience
Milton, DE, 19968

Really great sitter! I was in a last minute jam and she responded so quickly and sent update photos through out the time my kitten was there. Highly recommend:)

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Alondra S.
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
220 reviews
98 repeat clients
8 years of experience
Millsboro, DE, 19966

We were so fortunate to find Jacqueline! We booked her for a few-day boarding for our dog, Siberian husky, and drop-in visits for our cat, and were very pleased with both. We loved receiving daily picture updates. Jacqueline was even bringing our dog every time she was checking on our cat which meant a lot, since our dog had a chance to visit a familiar environment. I highly recommend Jacqueline for any of your pets care needs! She is experienced, reliable, responsive and patient!

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Irina W.
Sitter Profile Image: Michele V.
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Michele V.
Star Sitter
from
$55
per night
5.0 out of 5 stars
82 reviews
18 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: Karen L.
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Karen L.
from
$48
per night
5.0 out of 5 stars
24 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: Robert R.
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Robert R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
235 reviews
78 repeat clients
61 years of experience
Lewes, DE, 19958

Bob and Susan went above and beyond to make my 13 year old American Eskimo feel at home. He is an overly anxious dog and he did wonderfully with them. My boyfriend went to pick him up and witnessed Monty running around being a dog with several other dogs (I have never seen him do this). We would highly recommend Susan and Bob. Thank you so much

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Susan A.
Sitter Profile Image: Lori S.
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Lori S.
Star Sitter
from
$65
per night
5.0 out of 5 stars
120 reviews
29 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: Eric J.
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Eric J.
from
$65
per night
4.9 out of 5 stars
41 reviews
10 repeat clients
11 years of experience
Lewes, DE, 19958

Our dog was really happy with Eric. He sent frequent updates, with both pictures and videos. Not only did Chrissy enjoy her stay, but Eric seemed to enjoy having her — you can’t ask for a better sitter than someone who likes your dog. Thanks, Eric!

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Maggie S.
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

We had a great experience with Jeanne. She was wonderful taking care of our Noli and Noli came back a happy puppy. I'd definitely recommend her to anyone!

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Ann L.
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 and her family did an amazing job welcoming my dog , Rosie into her home . Neena kept me informed about her stay and I felt totally at ease having her there . She was totally professional all the way . So happy to have found her to care for my dog when I was away .

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Stephanie M.
Sitter Profile Image: Megan W.
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Megan W.
from
$45
per night
5.0 out of 5 stars
3 reviews
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
15 reviews
4 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: Jenna C.
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Jenna C.
Star Sitter
from
$62
per night
5.0 out of 5 stars
227 reviews
61 repeat clients
10 years of experience
Ocean View, DE, 19970

Cheko had another great visit with Jenna. They played at the park and had a wonderful together to the point that he has pretty much slept since I brought him home.

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Justin K.
Sitter Profile Image: Lacy M.
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Lacy M.
Star Sitter
from
$30
per night
5.0 out of 5 stars
20 reviews
11 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 ☺️

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Sarah P.
Sitter Profile Image: Brenda S.
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Brenda S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
109 reviews
47 repeat clients
15 years of experience
Milton, DE, 19968

Left my dog Cupid with Brenda for a weekend stay. She has a wonderful home that I know Cupid would love. A huge fenced yard for the pups to run around in and a huge friendly dog to help accommodate your dogs :). I will most likely be booking with her again.

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Carolina D.
Sitter Profile Image: Samantha R.
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Samantha R.
Star Sitter
from
$60
per night
5.0 out of 5 stars
71 reviews
28 repeat clients
20 years of experience
Millsboro, DE, 19966

I am so incredibly grateful for Samantha and her family. Her communication from the start was so reassuring. She asked all the right questions when I dropped her off and I knew she was in good hands. She sent tons of pictures and it was clear that Daisy was totally enjoying herself and felt comfortable in her new space. When I picked her up, my heart totally melted by how happy she was. I will ABSOLUTELY be using Samantha in the future! I highly recommend!

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Krista W.
Sitter Profile Image: Sandee W.
Verified Enhanced Background Check
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: Margit & Bill N.
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Margit & Bill N.
Star Sitter
from
$52
per night
5.0 out of 5 stars
111 reviews
31 repeat clients
40 years of experience
Ocean Pines, MD, 21811

Margit and Bill welcomed Callie with open arms and were absolutely wonderful with her for her very first visit. They sent many pictures and were highly communicative which was so reassuring. They went above and beyond to make sure Callie's needs were met and make her feel very comfortable throughout her stay. We highly recommend Margit and Bill and will most definitely reach out again knowing Callie is in the very best hands.

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Marci J.
Sitter Profile Image: Carlie A.
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Carlie A.
Star Sitter
from
$32
per night
5.0 out of 5 stars
14 reviews
4 repeat clients
15 years of experience
Ocean Pines, MD, 21811

Carlie was great and sent lots of pictures! Wesley seemed happy and healthy when I picked him up. I would use Carlie again!

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Alyssa J.
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The median cost per night for dog boarding in Dagsboro is $50

Dog parents share their Rover experiences - Dagsboro

1 / 1
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
5.0 out of 5 stars

Sylvia was a perfect fit for our dog. Daisy tends to be a little shy but was best friends with Sylvia within an hour.. if that. Sylvia was great at sending me pictures throughout the day of my furbaby. Daisy looked very comfortable and relaxed. When I went to pick her up, Daisy had already claimed Sylvia as her person and did not recognize me for about 15 seconds..which felt like a lifetime. Although I felt alitte jolted..it showed me that my dog really liked Sylvia and that..my friends..is priceless. Thank you once again for becoming my dogs... person.. while we are on vacation.

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James L.
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.

Meet local sitters who will treat your dogs like family

  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

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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 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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