Dog Boarding Fenwick Island

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Over 136
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.
Star Sitter
from
$55
per night
5.0 out of 5 stars
53 reviews
16 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
24 reviews
11 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: Kathy L.
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Kathy L.
from
$75
per night
5.0 out of 5 stars
72 reviews
20 repeat clients
40 years of experience
Ocean City, MD, 21842

Kathy took great care on Kimi who got very ill with liver failure just a couple of days before our trip. Kathy made sure Kimi ate and drank and gave her numerous medications. Kimi looked better and more lively when we picked her up than when we dropped her off. We will surely call upon Kathy the next time we need dog sitting.

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John W.
Sitter Profile Image: Megan W.
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Megan W.
Star Sitter
from
$55
per night
5.0 out of 5 stars
34 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: Jessica R.
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Jessica R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
24 reviews
7 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: 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: Margit & Bill N.
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Margit & Bill N.
Star Sitter
from
$52
per night
5.0 out of 5 stars
113 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
18 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: Kelly G.
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Kelly G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
40 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: Mary Sue C.
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Mary Sue C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
271 reviews
121 repeat clients
50 years of experience
Rehoboth Beach, DE, 19971

Mary Sue was wonderful with our 7 month old Goldendoodle. We received plenty of updates and pictures throughout his stay. It was the first time leaving him and we had a very positive experience with her care. We hope that he can visit again this summer.

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Renee P.
Sitter Profile Image: Janice K.
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Janice K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
151 reviews
58 repeat clients
15 years of experience
Rehoboth Beach, DE, 19971

Janice kept Sam for me for a long weekend. She sent me photos of Sam during her stay so I could see how she was doing. Janice has an 11 year old black lab mix who’s a great dog too. He did very well dealing with Sam’s puppy energy from what I saw. Overall, Sam was very well cared for and happy. I couldn’t ask for more. Will hopefully be able to book with Janice again the next time I need to board Sam.

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

She went overboard with my Teddy he is a slinky dog when it comes to eating sometimes he has problems with different types of food decides he doesn’t want to eat. She went out of her way to make sure he ain’t. I really appreciate everything. She did. Thank you very much, Michelle.

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

Jenna was awesome! Super responsive and attentive. She sent pictures everyday and clearly loved what she was doing. She responded to our last minute request which always super helpful.

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Kr G.
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: Debby N.
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Debby N.
from
$55
per night
5.0 out of 5 stars
4 reviews
1 repeat client
20 years of experience
Ocean View, DE, 19970

Debbie (and Tim) were so welcoming to our Jackson during a family beach trip. We were in need of sitting and boarding for a week and were lucky to have found them. They were easy to communicate and coordinate with for drop-off and pick-up. We even got a great tip from them to visit a local preserve with walking trails for Jackson (and kayaking on the Bay for our kids). Most importantly, Jackson had a great time with both of them. He didn't even want to leave 😂! Thanks for making his stay so wonderful and look forward to coming back on a future trip!

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Santosh V.
Sitter Profile Image: Jill T.
Verified Background Check
Jill T.
Star Sitter
from
$56
per night
5.0 out of 5 stars
198 reviews
82 repeat clients
13 years of experience
Willards, MD, 21874

Jill took amazing care of Saffie, sending me lots of photos and even giving her a pawicure before she left! I would definitely use her again!

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Jessica B.
Sitter Profile Image: Colleen K.
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Colleen K.
Star Sitter
from
$70
per night
5.0 out of 5 stars
18 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: Irena J.
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Irena J.
from
$50
per night
4.9 out of 5 stars
47 reviews
15 repeat clients
10 years of experience
Ocean Pines, MD, 21811

Can’t say enough how well our Sally was treated on her vacation from us! Irena and her family welcomed Sally as one of their own while we were away! Irena sent photo updates to us and we knew our girl was being well taken care of! Vacationing in Ocean City at a pet-unfriendly place? Bring your furbaby to Irena during your stay. Live in Ocean Pines or thereabouts? Irena is the perfect person to take in your beloved while you’re away!

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Carol C.
Sitter Profile Image: Jeremiah P.
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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: Jacqueline & William C.
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Jacqueline & William C.
from
$45
per night
5.0 out of 5 stars
228 reviews
101 repeat clients
8 years of experience
Millsboro, DE, 19966

We had a great experience with Jacqueline, my dog enjoyed his stay. Jacqueline sent updates and pictures throughout the stay. We will definitely use her again in the future.

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Lisa C.
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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

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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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  • 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.

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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 13
repeat dog boarding clients

FAQs for Boarding - Fenwick Island

Frequently asked questions about Rover

The average cost for Dog Boarding in Fenwick Island on Rover is $38.85 per night (as of September 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 September 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 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.

89% of Fenwick Island 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 Fenwick Island 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 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.

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 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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