Dog Boarding Wye Landing

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

Pick-Up
Search

Wye Landing, 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.

1 / 1
Sitter Profile Image: Marijah B.
Verified Enhanced Background Check
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: Vy L.
Verified Enhanced Background Check
Vy L.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 24 reviews
11 repeat clients
18 years of experience
Easton, MD, 21601

“Vy provides a safe, loving, and enriching home for our dog to feel comfortable while we are away. We had flight complications while traveling and she was very accommodating alleviating any additional travel stresses related to our dog’s care.”

Profile image
Maura M.
Sitter Profile Image: Carlie H.
Verified Enhanced Background Check
Carlie H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 85 reviews
35 repeat clients
15 years of experience
Severna Park, MD, 21146

“What a delightful time Ginger had, with this lovely family. Carlie was attentive, flexible, and like a second home while I was away. I will definitely be returning.”

Profile image
Rob H.
Sitter Profile Image: Gaffney S.
Verified Enhanced Background Check
Gaffney S.
from
$31
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
40 years of experience
Centreville, MD, 21617

About: I will love and care for your pet as if it were my very own Grand-puppy. Like my Charlie. Charlie is my daughters dog who reminded me that I loved dogs. I am looking forward to building my business in a career that I love so I can retire from my current job but still have work I look forward to doing. I will treat your pet as part of my family. I have a Grand-puppy named Charlie who came into my life and reminded me I loved dogs.

Sitter Profile Image: James B.
Verified Enhanced Background Check
James B.
from
$45
per night
5.0 out of 5 stars
• 11 reviews
30 years of experience
Annapolis, MD, 21403

“James was great!! Very responsive and sent updates, photos and videos of Lewy. Would definitely recommend him. Lewy came back tired and happy.”

Profile image
Mary-Sean and Blake W.
Sitter Profile Image: Brigid S.
Verified Enhanced Background Check
Brigid S.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 12 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!”

Profile image
Emily A.
Sitter Profile Image: Katie F.
Verified Enhanced Background Check
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 absolutely love Katie! I have anxiety leaving my Snoopy but Katie is the best with him. I don't want to use anymore else but her. Thank you again Katie. Snoopy loves being with you!!!”

Profile image
Charlotte W.
Sitter Profile Image: Iyonna N.
Verified Enhanced Background Check
Iyonna N.
from
$31
per night
5.0 out of 5 stars
• 8 reviews
1 repeat client
16 years of experience
Annapolis, MD, 21401

“As far as I can tell, Sky was well cared for. Iyonna took her in with just a few days notice and was kind and attentive. Would recommend.”

Profile image
Amy S.
Sitter Profile Image: Janice & Stalio C.
Verified Enhanced Background Check
Janice & Stalio C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 21 reviews
6 repeat clients
17 years of experience
Pasadena, MD, 21122

“Couldn't ask for a better sitters - I boarded my pup with Janice and Stalio for three days. They were accommodating with some changes to my schedule and sent photos and feedback while I was away. I look forward to booking them again since I know my dog is happy and cared for well.”

Profile image
Cynthia S.
Sitter Profile Image: Beth H.
Verified Enhanced Background Check
Beth H.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 60 reviews
18 repeat clients
40 years of experience
Edgewater, MD, 21037

“Beth is a wonderful sitter for my sweet dog Charlie. Charlie is always very excited to go to her home. Beth shows her great love and attention. She always sends me wonderful photos, so I know my girl is doing well. I can’t recommend Beth highly enough!”

Profile image
Jason M.
Sitter Profile Image: Johanna T.
Verified Enhanced Background Check
Johanna T.
Star Sitter
from
$50
per night
4.9 out of 5 stars
• 18 reviews
3 repeat clients
15 years of experience
Cambridge, MD, 21613

“She is so amazing. My puppy adores her! She was so good with communication and sending updates and pictures often. Will 100% be rebooking. 100/10.”

Profile image
Elizabeth G.
Sitter Profile Image: Tiffany C.
Verified Enhanced Background Check
Tiffany C.
from
$45
per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
40 years of experience
Edgewater, MD, 21037

“We thought we were having a good time until Tiffany sent pictures of our dogs. They were having the time of their lives! Tiffany is so kind and caring. She sent pictures of both dogs, cooked them food, let them sleep where they were comfortable. I couldn’t have picked a better person, and I will now only allow them to stay with Tiffany. Wonderful experience and big thanks to Tiffany!”

Profile image
Stacy G.
Sitter Profile Image: Lena M.
Verified Enhanced Background Check
Lena M.
Star Sitter
from
$78
per night
5.0 out of 5 stars
• 29 reviews
9 repeat clients
20 years of experience
Stevensville, MD, 21666

“Lena was WONDERFUL with a very last minute & difficult request. She was so responsive and communicative. We could not ask for a better or more professional / responsible & respectful Rover sitter. HIGHLY RECOMMENDED!”

Profile image
Deana S.
Sitter Profile Image: Debra K.
Verified Enhanced Background Check
Debra K.
from
$45
per night
5.0 out of 5 stars
• 43 reviews
18 repeat clients
30 years of experience
Pasadena, MD, 21122

“Debra was incredible! Our first experience with Rover and our first time leaving our dog with someone outside of family. Debra sent photos and updates throughout the week which eased our minds and warmed our hearts. Our pup fit right in with the family and got so much attention and love. We 100% recommend Debra and will be using her again!”

Profile image
Lindsay E.
Sitter Profile Image: Kathleen M.
Verified Enhanced Background Check
Kathleen M.
from
$31
per night
5.0 out of 5 stars
• 4 reviews
50 years of experience
Annapolis, MD, 21403

“Kathleen was amazing - so welcoming (and loving) as a pet sitter, and her home was perfect for Tigger, our nine-year-old rescue pooch who is very finicky when it comes to people! She had toys and treats and furniture that was not off-limits (she sent us a pic of Tig asleep on her sofa). We booked her for a one night stay to avoid the stupid hotel fees, and boy oh boy was (is) she worth it. The next day, she walked Tigger over to our hotel. Also: she's a nice person. Highly recommend!”

Profile image
Paul B.
Sitter Profile Image: Brooke F.
Verified Enhanced Background Check
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.”

Profile image
Charlene C.
Sitter Profile Image: Laura T.
Verified Enhanced Background Check
Laura T.
from
$60
per night
5.0 out of 5 stars
• 42 reviews
11 repeat clients
20 years of experience
Annapolis, MD, 21403

“My pup Yoshi had a wonderful experience with Laura! She was attentive to everything he needed and provided a very loving environment for him to spend a few days in while I was out of town. I highly recommend Laura and will be certain to reach out to her again in the future! Thanks Laura!”

Profile image
Mike I.
Sitter Profile Image: Haley D.
Verified Enhanced Background Check
Haley D.
from
$80
per night
5.0 out of 5 stars
• 15 reviews
6 repeat clients
10 years of experience
Fairmount-Spring Garden, Easton, MD, 21601

“Haley was amazing with my little Yorkie! She sent me lots of pictures the whole time I was gone. I was so comfortable leaving my dog with her!! Will definitely use her again in the future!”

Profile image
Sam S.
Sitter Profile Image: Brittany K.
Verified Enhanced Background Check
Brittany K.
from
$40
per night
5.0 out of 5 stars
• 150 reviews
63 repeat clients
20 years of experience
Severna Park, MD, 21146

“Brittany took exceptional care of our dog, Cosmo. She sent multiple pictures and videos everyday. As well as keeping us up to date on his welfare. If Cosmo could talk, lol, I’m sure he’d say her children and all their attention towards him made his stay fun. We were worried he would not want leave. 5 stars!”

Profile image
Lynn R.
Sitter Profile Image: James H.
Verified Enhanced Background Check
James H.
from
$35
per night
1 repeat client
24 years of experience
Riva, MD, 21140

About: I have owned dogs my whole life, and know how to take care of them. I also have experience with cats, I have helped my grandfather with a stray cat that chose him! I'm openly available, as of today. I like to volunteer, but that usually only takes about 4 or 5 hours. I will give your pet the time it needs. You make sure that they have plenty of fresh water, eat on time, and walk them every day when the sun is not too hot, eg in the morning or evening.

1 / 1
View more

The median cost per night for dog boarding in Wye Landing 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 Landing

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Wye Landing average 12
repeat dog boarding clients

FAQs for Dog Boarding - Wye Landing

Frequently asked questions about Rover

As of November 2026, there are 507 sitters on Rover offering Dog Boarding across Wye Landing. 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 Landing 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 Landing 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 Landing.

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 Landing. On Rover:

  • 88% of sitters can help with special care needs
  • 95% 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 Landing 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge