Dog Boarding Fenwick Island

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

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Over 132
pet parents in Fenwick Island have booked dog boarding

Fenwick Island, 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.

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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 a pleasure to work with and was super communicative with me for our Goldens care...She was also flexible and understanding when an unexpected sickness arose (which was not related to her care in any way) Would recommend her and will use her again for sure!”

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John W.
Sitter Profile Image: Sylvia L.
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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.”

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Anne S.
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

“Robert was fantastic with Gracie. He sent pics and updates several times a day. She came home exhausted so I know she was played with A LOT while she was with him. He truly loves dogs, I highly recommend him!”

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Theresa W.
Sitter Profile Image: Jessica R.
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Jessica R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 28 reviews
11 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: 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

“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: 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

“Staying with Kelly and her family was perfect for Eva. She and Kelly’s dog, Charlie had a great time together. Just as I had hoped, she was totally wiped out from all the running and playing.”

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Chris P.
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 was amazing with Jax! She communicated with me throughout his stay so I knew he was having a great time and also sent pics! I look forward to booking with Megan again 😊”

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

“Couldn’t have asked for a better experience boarding my dog pea. I really appreciated the updates and the quick responses and pea seemed to be very comfortable while she stayed with them”

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Josh W.
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: 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

“MarySue took took wonderful care of my dog! She has a great setup, great communication and typically has other dogs there which was an added bonus! I highly recommend MarySue and I plan to bring back my Kater boy in the future! :)”

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Lindsay G.
Sitter Profile Image: Irena J.
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Irena J.
from
$50
per night
4.9 out of 5 stars
• 48 reviews
15 repeat clients
10 years of experience
Ocean Pines, MD, 21811

“Very kind and caring. Unexpectedly my dog needed medicine while I was away and Irena did not mind at all doing what was needed. She was very accommodating to my change in schedule also.”

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Linda D.
Sitter Profile Image: Kathy L.
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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

“It was a pleasure working with Kathy. She is responsive and attentive with communication. I can tell she genuinely loves dogs and enjoys getting to know their personalities. Her home is clean and well cared for, the neighborhood is residential and safe for dog walking just as described. Sadie is a most gracious host too. Thank you for taking such good care of my Hawk. Talk to you in November!!”

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Amy S.
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: Stephanie C.
Verified Enhanced Background Check
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: 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

“Wonderful experience. We were able to leave our Corgi Fiona with Michele, which she thoroughly enjoyed. Fiona was so entertained by Michele’s guests, that she overstayed her customary bedtime for an hour, to play with the children. We feel so fortunate to have Michele’s love and care for our dear Fiona.”

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boxcaja@msn.com
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

“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: 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

“Jill was very communicative and sent lots of pictures....I would 100% recommend Jill for your dog sitting needs...She took great care of our Golden and even trimmed her nails...?”

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John W.
Sitter Profile Image: Janice K.
Verified Enhanced Background Check
Janice K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 155 reviews
62 repeat clients
15 years of experience
Rehoboth Beach, DE, 19971

“Janice lovingly watched our 1-year old dog, Libby, as an overnight boarder for 3 weeks while on extended vacation. Highly recommend. Janice is super attentive, sent daily updated with even pictures of Libby playing and sleeping with other dogs. Upon return Libby was happy, well-groomed, and healthy. Thank you Janice! We will be back.”

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Margie L.
Sitter Profile Image: Jeremiah P.
Verified Enhanced Background Check
Jeremiah P.
from
$44
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: Sandee W.
Verified Enhanced Background Check
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

“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.
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The median cost per night for dog boarding in Fenwick Island is $60

Dog parents share their Rover experiences - Fenwick Island

1 / 1
5.0 out of 5 stars

Maria was absolutely fantastic with our dog during our week‑long vacation near Fenwick Island. She treated our pup like her own — daily walks, tons of attention, and consistent updates with pictures every day. Her home was spotless, and the fenced‑in backyard was perfect for safe outdoor time. Communication was top‑tier from start to finish. We felt completely at ease knowing our dog was in such great hands. Highly recommend Maria to anyone looking for truly exceptional care.

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Andrew C.
Boarding
5.0 out of 5 stars

Maria was amazing! Our dog had a wonderful time in her care, and we loved receiving regular photo updates throughout the stay. It really helped us feel connected and at ease while we were away.

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Ivan P.
Boarding
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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.

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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Popular requests for dog boarding - Fenwick Island

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Fenwick Island average 12
repeat dog boarding clients

FAQs for Dog Boarding - Fenwick Island

Frequently asked questions about Rover

The average cost of Dog Boarding in Fenwick Island on Rover is $39 per night as of October 2026. Most bookings cost between $32 and $72 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 137 sitters on Rover offering Dog Boarding across Fenwick Island. 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 Fenwick Island 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 Fenwick Island 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 Fenwick Island.

<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 Fenwick Island 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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