Dog Boarding in Fenwick Island, DE

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Top rated Fenwick Island dog boarders

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: Sylvia L.
Verified Background Check
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: Margit & Bill N.
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Margit & Bill N.
Star Sitter
from
$52
per night
5.0 out of 5 stars
108 reviews
31 repeat clients
40 years of experience
Ocean Pines, MD, 21811

ABSOLUTELY WONDERFUL!!! Margit & Bill are amazing! We have never had our dogs with anyone other than family - well- Olivia & Riley immediately felt they had met new family members! Welcomed by their 3 sweet dogs, Margit and Bill took the time to explain their day to day schedule, all while our dogs jumped up on their laps and snuggled! I made multiple errors when booking our dates & times- they were very gracious, patient & flexible! Their son Noah, also a Rover sitter, stepped in at the end of the week and was as loving & communicative as his parents. Having daily communication and photos throughout the week was such a great way to stay in the loop and up to date on our pups. If you are looking for a place that will love your fur baby while you are away - Margit & Bill are THE BEST! Knowing we have a safe and loving home away from home for Olivia & Riley is such a great relief! Thank you Rover for employing Margit & Bill! They are worth their weight in gold! Deb A Frankford,DE

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Deborah A.
Sitter Profile Image: Kelly G.
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Kelly G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
32 reviews
11 repeat clients
10 years of experience
Millsboro, DE, 19966

Kelly is awesome! We went to Ocean City to spend some time at the beach and Kelly is just off the main route coming from Northern Virginia. She took great care of our dog for three nights and sent us pictures at the end of each day, totally unexpected. Besides being great with animals she is just a great person. If you are in here area I would recommend giving her your business!!

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Jeremiah A.
Sitter Profile Image: Kathy L.
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Kathy L.
from
$75
per night
5.0 out of 5 stars
70 reviews
20 repeat clients
40 years of experience
Ocean City, MD, 21842

Kathy is a great pet sitter ! She is very quick to respond and very friendly. I have used her services twice and I would recommend to anyone to use her services! My dog was fed and taken on several walks during the day. When I came by to pick up my Pomeranian she was walking around in the open space of the first floor and she looked happy ! I will definitely be coming back to her in the future!!

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Karen C.
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

AIKO had a little separation anxiety and was quickly loved and preoccupied and went on with his stay .. there were numerous updates and quick response to any questions that I had concerning AIKO stay ! He made a new friend and met other dogs . I was please with the environment very welcoming and clean !! Relaxed environment as well I am beyond pleased and looking at future dates . Thanks again

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SHONDA D.
Sitter Profile Image: Jessica R.
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Jessica R.
from
$35
per night
5.0 out of 5 stars
7 reviews
2 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: Michele V.
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Michele V.
Star Sitter
from
$48
per night
5.0 out of 5 stars
79 reviews
18 repeat clients
40 years of experience
Milton, DE, 19968

Michelle was very attentive to our dog Mickey and took him on many walks which they both enjoyed. We loved getting lots of photos of Mickey and, when we picked him up, he was brushed so nicely that he almost looked groomed.

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Sue K.
Sitter Profile Image: Carlie A.
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Carlie A.
Star Sitter
from
$30
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
15 years of experience
Berlin, MD, 21811

About: I have owned dogs since I was born from little to big! I have had horses, dogs, cats, goats and pigs 😊 will love your pet like my 4 doodles at home 🐶 puppies? No problem. I have had 3 litters of doodles! I offer same day services, days in advance and weeks in advance. I work my own schedule. I am flexible for all schedule needs. I can make it happen when needed. I will send pictures at every visit, text you when I’m heading there and leaving. I will send videos of playing and walking. We will have a meet before requested visits 😊

Sitter Profile Image: Robert L.
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Robert L.
from
$50
per night
9 years of experience
Ocean Pines, MD, 21811

About: I love dogs and up until 3 months ago I had a rescue dog for 8 years until she developed serious medical issuse and I had her euthanized. I miss here and she was spoiled and I will do the same for your dog. I will provide plenty of walks and a nice fenced in backyard where your pet can roam free to do whatever. I allowed my dog to have free roam of my house, and your pet will have the same freedom, and I have a nice porch where your pet can lay outside and enjoy the sights. I am 75 and a retired RN. I live alone so my schedule is very flexible, with the appropriate notification. I am an early riser so your pet will be let out back first thing in the morning, then - 2or 3 walks during the day. I have a fenced in backyard and a fenced in deck above the garage so your pet can be safe in either one of the locations.

Sitter Profile Image: Colleen K.
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Colleen K.
Star Sitter
from
$70
per night
5.0 out of 5 stars
15 reviews
3 repeat clients
40 years of experience
Millville, DE, 19967

Our experience with Colleen was truly outstanding! From the very beginning, she demonstrated a level of professionalism and care that immediately put us at ease. It was clear that her top priority was Storm's well-being and comfort. Colleen took the time to ask thoughtful, detailed questions to fully understand Storm’s needs and personality, which spoke volumes about her dedication. Her home is not only beautiful but also a calm and welcoming environment—Storm settled in with ease. We felt confident and reassured knowing our dog was in such attentive and loving hands. Colleen went above and beyond, and we couldn’t be more grateful. Highly recommend her to anyone seeking top-notch, compassionate care for their furry family member! Thank you so much!

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Andrew C.
Sitter Profile Image: Neena O.
Verified Enhanced Background Check
Neena O.
Star Sitter
from
$50
per night
5.0 out of 5 stars
141 reviews
25 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: 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: Alexa B.
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Alexa B.
from
$28
per night
5.0 out of 5 stars
9 reviews
1 repeat client
10 years of experience
Millsboro, DE, 19966

Alexa was the BEST! She went above and beyond my expectations. She constantly kept me updated, sending pictures and updates about my dog, Benny, throughout the day. She was born for this job and excels at it. She has a true love for your pet and treats them as her own. I would trust her with any of my pets and will definitely be using her in the future. She is wonderful and I couldn't recommend her more!!

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Marisa M.
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

Great sitter! Jeanne (BJ) & her husband Jay were very accommodating and communicative, making for a super easy stay for our Kojak for several nights. He loved their fenced in backyard! They were sure to send regular updates and photos and videos which were much appreciated! Would definitely recommend and will be booking again next time we need a sitter! :-)

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Rocco L.
Sitter Profile Image: Jeremiah P.
Verified Enhanced Background Check
Jeremiah P.
from
$38
per night
5.0 out of 5 stars
1 review
10 years of experience
Bishopville, MD, 21813

As we drove away, Sully looked back…. I think he already misses Jeremiah and his family. Thanks for taking such great care of our pup!

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Stephanie M.
Sitter Profile Image: Jacqueline & William C.
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Jacqueline & William C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
220 reviews
97 repeat clients
8 years of experience
Millsboro, DE, 19966

Our senior dogs were well taken care of! Communication was easy and location is conveniently close to the beach. Will use again! Thank you for your wonderful care!

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Kristin K.
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

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: Irena J.
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Irena J.
from
$50
per night
4.9 out of 5 stars
45 reviews
15 repeat clients
10 years of experience
Ocean Pines, MD, 21811

This is the second time that we have used Irena for our dachshund, Koop, and both experiences have been great! Koop seems to enjoy being there, from what I hear, he gets along well with her dog, Louie. She sent us pictures throughout our trip as well. We will definitely be using Irena again the next time we need someone to watch Koop!

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Beverly R.
Sitter Profile Image: Julia C.
Verified Enhanced Background Check
Julia C.
Star Sitter
from
$72
per night
5.0 out of 5 stars
49 reviews
11 repeat clients
12 years of experience
Ocean City, MD, 21842

Julia was the best sitter for Indi girl! She sent so many pictures and updates. Indi walked a TON with Julia - a couple miles each day. She was very sweet and easy to work with, we needed a sitter last second and she was such a blessing! She was so sad to see Indi leave and knowing Indi was so loved while I was gone is the best piece of mind. Would 100% recommend Julia!

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Elizabeth R.
Sitter Profile Image: Lori S.
Verified Enhanced Background Check
Lori S.
Star Sitter
from
$65
per night
5.0 out of 5 stars
118 reviews
29 repeat clients
30 years of experience
Harbeson, DE, 19951

Lori did a great job taking care of our two dogs. She communicated regularly and provided pictures. She was very flexible and great to work with. The dogs seemed very happy and comfortable in her home.

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Shannon P.
1 / 1
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Over 125
pet parents in Fenwick Island have booked dog boarding

Fenwick Island dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Katherine was amazing. As my dog is aging, he had quickly become uncertain with stairs and being alone. Katherine was so accommodating and compassionate with his changing needs. She even put on dog music for him and shared her senior dog care experience with me. Yogi was immediately comfortable during our meet and greet and Katherine gave me updates during the stay. She was so responsive. I would highly recommend her to anyone!

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Terri T.
Boarding
5.0 out of 5 stars

The best doggy pal we’ve ever left Cleo with. I’m not a fan of leaving Cleo in cage with someone who’s in the business for money. Katherine obviously loves pups and was so great with Cleo. Very appreciative of a job extremely well done. Will definitely use again. Thanks so much, Katherine!

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Adam K.
Boarding
1 / 1
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How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for dog boarding in Fenwick Island is $57

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 dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Sitters in Fenwick Island average 11
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

As of Jun 2026, the median cost of dog boarding in Fenwick Island is $57 per night, including service fees. Boarding your dog for one week typically costs $399. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Fenwick Island dog boarding rates can be found as low as $32 to as high as $72 per night.

If you’re searching for a Fenwick Island dog boarding sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, 144 sitters provided dog boarding in Fenwick Island. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 93% of Fenwick Island dog boarding sitters respond in under an hour.

Sitters who provide dog boarding in Fenwick Island have an average of 24 years of experience. Dog boarding sitters with repeat customers have an average of 11 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Fenwick Island.

Rover makes it easy to find Fenwick Island dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:

  • Dogs of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their sitter’s pets

There are 144 dog boarding sitters in Fenwick Island on Rover, so you’re sure to find the perfect match for your dog! In Fenwick Island, 88% of sitters offer daily exercise, 100% offer medication administration, and 100% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.