Dog Boarding Wye Harbor

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Wye Harbor, 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: Michelle M.
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Michelle M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 571 reviews
261 repeat clients
25 years of experience
Annapolis, MD, 21409

“Michelle is just perfect, period. My dog LOVES her house, family and dogs. I don’t worry about her, knowing she’s loved up and comfortable.”

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Kelly Q.
Sitter Profile Image: Lindsay G.
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Lindsay G.
Star Sitter
from
$49
per night
5.0 out of 5 stars
• 85 reviews
33 repeat clients
15 years of experience
Stevensville, MD, 21666

“Lindsay was great!!! She was punctual, pleasant, and took great care of my two dogs! They played, enjoyed her kids, loved playing with her dog in the huge fenced yard… I couldn’t have chosen more wisely! Thank you Lindsay!”

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Leslie S.
Sitter Profile Image: Shuling J.
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Shuling J.
from
$45
per night
5.0 out of 5 stars
• 206 reviews
90 repeat clients
8 years of experience
Annapolis, MD, 21401

“Shuling did a great job with Roman. He enjoyed playing in her backyard with her dog and she gave us constant updates on his progress. We recommended Shuling 10/10 and will certainly be using her again!”

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Dave K.
Sitter Profile Image: Katelyn M.
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Katelyn M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 90 reviews
27 repeat clients
8 years of experience
Arnold, MD, 21012

“Katelyn is amazing and helped our family on short notice when we had to fly to another state for a funeral. She took amazing care of Gary and he was well-loved by her children and her husky, Balto. I highly recommend her!”

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Jenny M.
Sitter Profile Image: Elena K.
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Elena K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 23 reviews
6 repeat clients
10 years of experience
Annapolis, MD, 21409

“Elena is confident, professional, and I felt secure while my dog was under her care. She asked the necessary prescreening questions to ensure it was a good fit- which I appreciated. There were plenty of long walks, beach trips, photo updates, and play time with Elena & family. Would highly recommend and will be looking to rebook in the future. Thank you Elena!”

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Cameron H.
Sitter Profile Image: Carlie H.
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Carlie H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 81 reviews
34 repeat clients
15 years of experience
Severna Park, MD, 21146

“Another stay with Carlie and we cannot recommend her enough! We always have such peace of mind with her daily updates and photos and knowing that our pup, Indi, is safe and having fun. Indi gets her own vacation when she stays here and we love knowing that our she gets to enjoy herself, too! Between Carlie's loving and kind family, the huge bonus yard, and Carlie's attention and ability to continue medicine (she even notices any behavioral changes!), we just know we've made the right choice. Do yourself a favor, and get on her schedule for your pup sitting needs! :)”

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Kyanna B.
Sitter Profile Image: Hester D.
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Hester D.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
23 years of experience
Pasadena, MD, 21122

“Hester is great. Very good communication. Follows up quickly. Keeps me in the loop during my dogs stay. And I usually get a tired and happy dog after the stay. Very happy I found Hester!”

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Andrew L.
Sitter Profile Image: Sarah & Peter L.
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Sarah & Peter L.
from
$40
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
3 years of experience
Annapolis, MD, 21401

“We couldn’t have asked for a better sitter! They welcomed our pup for a last-minute weekend stay and gave him such a comfortable, happy place to settle in. Their dog was a wonderful playmate, and the frequent updates and lots of photos made it easy to relax knowing he was having a great time. They were communicative throughout and incredibly accommodating as our schedule kept changing. We’re so grateful for the care and flexibility, and would happily book with them again. Highly recommend!”

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Natalie K.
Sitter Profile Image: Vy L.
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Vy L.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 24 reviews
10 repeat clients
15 years of experience
Easton, MD, 21601

“Vy was terrific! She responded quickly and took our dogs for boarding on almost no notice and understood our dogs’ needs well. She also has fenced in backyard for the dogs to play! Very grateful for her and would happily leave the dogs with her again”

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Ana T.
Sitter Profile Image: Brigid S.
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Brigid S.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 11 reviews
3 repeat clients
18 years of experience
Chester, MD, 21619

“Brigid took care of my senior girl, Chloe, for 4 nights. She was open to a last minute meet and greet. She accommodated Chloe’s senior needs, sent updates, and gave a nice verbal summary at how Chloe’s time went and included things she will miss about her. Chloe seemed content when I arrived, often going over to Brigid several times while we packed up all of her things into the car. Being a dog sitter myself, I found comfort in that, considering they were strangers just days before. I would recommend Brigid!”

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Emily A.
Sitter Profile Image: Marijah B.
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Marijah B.
from
$45
per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
10 years of experience
Easton, MD, 21601

About: Ive been caring for dogs and cats since I was about 8 years old. I’ve always had multiple dogs in the house at a time. I’ve cared for dogs ranging from big to small, Seniors to puppies. I provide daily photos throughout your pets daily routine and tons of love I’m currently working part time so I will have plenty of enough time to care for your fur baby. I believe all animals should be treated like they are you own even if they are temporary I live in a quiet cozy apartment with a big yard in the back. There is plenty of room for playtime and resting. Pets are welcome on all furniture

Sitter Profile Image: Mady H.
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Mady H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 90 reviews
27 repeat clients
10 years of experience
Bowie, MD, 20716

“Mady was so kind and caring. She treated our Cooper with such love. We received many pictures and updates. I highly recommend her and will not hesitate to use her again. She is a top pick.”

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Irma B.
Sitter Profile Image: Jeren C.
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Jeren C.
Star Sitter
from
$40
per night
4.9 out of 5 stars
• 26 reviews
10 repeat clients
15 years of experience
Centreville, MD, 21617

“Jeren did an amazing job with my dog! She was even flexible with my pick up time when my flight got delayed. Would definitely recommend if your dog likes other dogs and is very shy like mine”

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Merci Y.
Sitter Profile Image: Brooke F.
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Brooke F.
from
$55
per night
5.0 out of 5 stars
• 79 reviews
18 repeat clients
10 years of experience
Grasonville, MD, 21638

“Brooke was very welcoming and helped our dog feel right at home. We were very happy with her care and would recommend her as a Rover care provider.”

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Charlene C.
Sitter Profile Image: Kimberly W.
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Kimberly W.
from
$45
per night
5.0 out of 5 stars
• 53 reviews
19 repeat clients
12 years of experience
Arnold, MD, 21012

“Thank you so much for taking care of Austin for me. He loves the gift you sent home with him and absolutely will be using your services next time I’m out of town :)”

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Sarah V.
Sitter Profile Image: Candice W.
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Candice W.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 106 reviews
38 repeat clients
14 years of experience
Annapolis, MD, 21409

“This was our first time with Candice and our first time using Rover. Candice was amazing. Piper has to take medicine at a specific time every day and Candice was awesome about letting us know each time that the medicine had been given. She sent photos of Piper several times a day - and each time Piper was lokking relaxed and happy. I would highly recommend Candice!”

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Michelle L.
Sitter Profile Image: Shelby B.
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Shelby B.
from
$57
per night
5.0 out of 5 stars
• 29 reviews
6 repeat clients
7 years of experience
Annapolis, MD, 21403

“Shelby was really great - she was flexible as my plans changed a bit and took Elmer to the park multiple times throughout his stay with her. He wasn’t anxious at all when I picked him up - always a sign he had a great weekend. Will definitely book with Shelby again!”

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Gabby B.
Sitter Profile Image: Marliez G.
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Marliez G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 32 reviews
15 repeat clients
20 years of experience
Glen Burnie, MD, 21060

“I don't know if I can sing her praises loud enough, but I'll try :o) Marliez has been watching our sweet boy Racha, every Saturday for over the past 6 months. Our furball absolutely Loves her and her furbabies. She does so many fun things with him, not only several walks a day, but playing in the doggie fields, leash free and even doggie Pool parties, which Racha LOVED. She sends pictures all the time, which warms my heart. RECENTLY, Marliez watched our Racha while we were out of town. She kept him for a week and every day we would get pics. We could see our baby playing, and napping and eating, just loving life. (I was afraid he might not want to come home he was having such a good time ) Marliez is truly wonderful and a special person when it comes to our pets. I Highly Recommend Marliez, you will not find another person that will love your dog like its her own. We All Love her”

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Kathleen W.
Sitter Profile Image: Jasmine S.
Verified Enhanced Background Check
Jasmine S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 45 reviews
21 repeat clients
4 years of experience
Glen Burnie, MD, 21061

“Jasmine was wonderful! She kept both of my dogs over a long weekend and they had so much fun. She sent daily pictures and videos and she was always in contact with me. I will definitely use her again.”

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Chelsey C.
Sitter Profile Image: Peggy G.
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Peggy G.
Star Sitter
from
$43
per night
5.0 out of 5 stars
• 75 reviews
27 repeat clients
20 years of experience
Pasadena, MD, 21122

“Peggy is an awesome sitter. She communicated with me throughout my trip to keep me apprised of my dog’s status and sent pictures daily. These pictures helped me feel confident that all was well. SD”

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Sean D.
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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?

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  • 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.

How to book dog boarding

  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

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for dog boarding - Wye Harbor

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FAQs for Dog Boarding - Wye Harbor

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

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.

Depending on the sitter, their home environment, and your dog’s needs, daily exercise 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 Wye Harbor home-away-from-home, 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 Wye Harbor.

<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 Wye Harbor 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 , 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 .

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 MD 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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