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
• 575 reviews
264 repeat clients
25 years of experience
Annapolis, MD, 21409

“Mitzi had a wonderful time at Michelle’s!!! Thank you so much. I appreciate having a safe, warm, welcoming place for my pup when I have to travel without her.”

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Sherrard B.
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: Elena K.
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Elena K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 26 reviews
6 repeat clients
10 years of experience
Annapolis, MD, 21409

“Elena is very communicative and shared frequent updates throughout my dog’s stay. She even reached out when she was uncertain about things or had questions about things. I will definitely use Elena again and thankful she made the experience so reassuring.”

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Drew J.
Sitter Profile Image: Jeren C.
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Jeren C.
Star Sitter
from
$40
per night
4.9 out of 5 stars
• 27 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: Mady H.
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Mady H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 90 reviews
28 repeat clients
10 years of experience
Bowie, MD, 20716

“Mady is great and treated my buddy as if it was her own. I received videos and photos throughout the day of their adventures. I appreciated the care she has shown toward him. Definitely one of the best. Will be returning.”

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Damien Q.
Sitter Profile Image: Katie F.
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Katie F.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 124 reviews
39 repeat clients
16 years of experience
Annapolis, MD, 21401

“I was a little nervous leaving our sweet pup for so long but Katie made sure we get constant updates and pictures of what’s going on. She has a safe and cozy home and made our pup very comfortable. It’s good to know we have her to watch our pup when we go out of town.”

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Chris T.
Sitter Profile Image: Jean L.
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Jean L.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 96 reviews
31 repeat clients
10 years of experience
Arnold, MD, 21012

“Another 4 out of 4 paws for Jean from Bear & Benny! Jean even stayed with us when my Mom’s flight got delayed. Jean takes good care of us old guys!”

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Ginny W.
Sitter Profile Image: Mary L.
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Mary L.
from
$59
per night
4.9 out of 5 stars
• 36 reviews
16 repeat clients
30 years of experience
Stevensville, MD, 21666

“They were absolutely amazing with Nellie. We couldn't of have had a better experience. Nellie enjoyed her time with them and they treated her very well. It was our first time leaving Nellie with anyone and the random updates on her with pictures and videos helped ease our minds during our time away. We would definitely recommend them to anyone who is looking for pet care/boarding.”

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Stephen A.
Sitter Profile Image: Benjamin S.
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Benjamin S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 20 reviews
8 repeat clients
28 years of experience
Severna Park, MD, 21146

“Benjamin is an excellent dog sitter! We could really tell he cared about our dog Chewy. He has a lovely home in a nice quiet neighborhood with plenty of outdoors space for our dogs. Chewy looked really happy during his stay and didn’t give us any attitude after his pickup.”

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Abel U.
Sitter Profile Image: Becca K.
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Becca K.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 42 reviews
10 repeat clients
20 years of experience
Pasadena, MD, 21122

“Becca was wonderful. We just adopted our dog 2 months prior to our trip and this was our first time leaving her with anyone. We were really nervous, but Becca's natural love for dogs put us right at ease; she was so kind and patient with our dog. She sent us daily updates and pictures - my daughter loved it! Knowing that our dog was so well cared for, really allowed us to relax and enjoy our vacation!”

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Amy R.
Sitter Profile Image: Peggy G.
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Peggy G.
Star Sitter
from
$43
per night
5.0 out of 5 stars
• 76 reviews
28 repeat clients
20 years of experience
Pasadena, MD, 21122

“We had a perfect experience with Peggy! Our senior Golden Retriever requires twice daily medication and extra attention, and Peggy handled everything with great care. We received regular updates and felt at ease knowing our Charlie girl was in great hands. We will definitely book with Peggy again!”

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Maureen C.
Sitter Profile Image: Andy & Lydia M.
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Andy & Lydia M.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 70 reviews
18 repeat clients
41 years of experience
Annapolis, MD, 21403

“Wonderful Rover Couple that combine a safe haven with a genuine love for pets and probably all animals. It was our first time using their services and understand all their 5-star ratings! Thanks for taking such wonderful care of Hutch and sending us great pictures all along!”

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Wayne J.
Sitter Profile Image: Diana V.
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Diana V.
Star Sitter
from
$57
per night
5.0 out of 5 stars
• 232 reviews
101 repeat clients
10 years of experience
Riva, MD, 21140

“This was the first booking with Diana, she was so thoughtful and sent lots of photos. It was obvious he was having a great time and was well cared for. Would highly recommend her!”

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Susan T L.
Sitter Profile Image: Jacob C.
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Jacob C.
from
$35
per night
5.0 out of 5 stars
• 27 reviews
13 repeat clients
15 years of experience
Edgewater, MD, 21037

“Jake and Melissa were FABULOUS caring for our Max! We received regular updates, pictures and videos which really helped to know Max was enjoying himself and was is safe hands. He was part of their family! We are so grateful to have found Jake and Melissa on Rover - no more kennel for Max!”

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Gia D.
Sitter Profile Image: Jasmine S.
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Jasmine S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 53 reviews
22 repeat clients
4 years of experience
Glen Burnie, MD, 21061

“Very happy with the care of our baby 😁 Jay is really picky on who he takes medications from, and Jasimine was the exception. He was comfortable enough to trust her from the beginning (first time in 3 years since he has been comfortable with anyone right off the back!) Very pleased and happy with the care he received.”

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Rheann H.
Sitter Profile Image: Rich B.
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Rich B.
from
$40
per night
5.0 out of 5 stars
• 48 reviews
16 repeat clients
20 years of experience
Bayview Area, Baltimore, MD, 21224

“My husband & I were ever so grateful to have our dog, Star, board with Rich. We had never been away from her for 2 weeks before and we hated the idea of leaving her in a cold, cinder-block kennel. Rich provided a warm, friendly home where we could trust that Star enjoyed her stay. We were happy to get updates and pictures of Star throughout our vacation. Even though these made us miss her all the more, we were happy to know she was being cared for with love. We will definitely contact Rich the next time we need to board Star.”

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Kathleen B.
Sitter Profile Image: Jillian & Richard A.
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Jillian & Richard A.
Star Sitter
from
$49
per night
5.0 out of 5 stars
• 60 reviews
27 repeat clients
20 years of experience
Pasadena, MD, 21122

“I have left my boston terrier Piper with Jillian a few times, and she always sends me pictures and keeps me updated. And Piper always has a good time!:)”

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Demi G.
Sitter Profile Image: Brett S.
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Brett S.
from
$40
per night
4.9 out of 5 stars
• 35 reviews
16 repeat clients
17 years of experience
Baltimore, MD, 21222

“Brett was fast to reply to messages; sent us a thorough review of our dog's day with pictures. Our dog was comfortable with Brett. When we came to pick Bear up, he was snuggled up with him on the couch. ”

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Julie M.
Sitter Profile Image: Beth W.
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Beth W.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 84 reviews
35 repeat clients
25 years of experience
Annapolis, MD, 21403

About: Does your pet need special attention? Strong pup who needs a confident handler? Leery feline with trust issues? I got you. My own dog is a “foster fail” who was considered a “yellow” dog who was very untrusting of people. Now he is a lazy lapdog with no cares in the world. Lots of work to get there but I’d love to help anyone else who struggles to ring “the right” sitter for their stubborn pet. I have volunteered at the local spca to walk all the dogs (with pitties having that special place in my heart). Looking to build a new work/life balance focused on taking care of animals so I am free most days and times of the day. Weekends, daytimes and evenings welcome. Each animal is different. Some pets need time to warm up so I approach animals with respect in their own homes and take the time to gain their trust. I tend to get down on the animals level and let them approach me.

Sitter Profile Image: Tanya M.
Verified Enhanced Background Check
Tanya M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 34 reviews
10 repeat clients
7 years of experience
Glen Burnie, MD, 21061

“Tanya was excellent with my girl Xena. Xena takes some time to warm up to people, and Tanya was excellent making sure she was comfortable in her home while she adjusted. Tanya gave me regular photo and video updates while I was away, I had no worries, and knew she was in excellent hands. 110% would use Tanya again for boarding.”

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James Oliver C.
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The median cost per night for dog boarding in Wye Harbor is $50

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.

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

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Wye Harbor average 12
repeat dog boarding clients

FAQs for Dog Boarding - Wye Harbor

Frequently asked questions about Rover

As of November 2026, there are 920 sitters on Rover offering Dog Boarding across Wye Harbor. Enter your ZIP code to see which available sitters are closest to your home.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

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.

95% of sitters in Wye Harbor 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 Wye Harbor 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 Wye Harbor.

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.

Yes, you can find sitters who have experience with handling special pet needs in Wye Harbor. On Rover:

  • 86% of sitters can help with special care needs
  • 94% can help with giving oral medications or injections
  • 95% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

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 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 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.

Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.

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