Dog Boarding Ashland Landing

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

Pick-Up
Search

Ashland 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: Michelle M.
Verified Background Check
Michelle M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 572 reviews
263 repeat clients
25 years of experience
Annapolis, MD, 21409

“Michelle was awesome. She sent photos every day and answered any questions I had. Zoey was happy and healthy when I picked her up. It was Zoey's first three-night stay away from home and it went very well!”

Profile image
Debbie H.
Sitter Profile Image: Shuling J.
Verified Enhanced Background Check
Shuling J.
from
$45
per night
5.0 out of 5 stars
• 210 reviews
91 repeat clients
8 years of experience
Annapolis, MD, 21401

“Everything was great! She took such a great care of my 3dogs including a puppy and daily pictures and video clip helped us a lot! I will bring my dogs to Shuling again!!”

Profile image
Akiko S.
Sitter Profile Image: Hester D.
Verified Enhanced Background Check
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!”

Profile image
Andrew L.
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: Pamela C.
Verified Enhanced Background Check
Pamela C.
from
$45
per night
5.0 out of 5 stars
• 41 reviews
12 repeat clients
11 years of experience
Bel Air, MD, 21015

“We are very pleased with the care Pamela provides for our dog! She really takes great care to make our dog feel comfortable. She has a great fenced yard where our dog can run around and explore. Pamela also keeps us posted on our dog’s activities with daily pictures! We wholeheartedly recommend Pamela!”

Profile image
Leatha F.
Sitter Profile Image: Sarah & Peter L.
Verified Enhanced Background Check
Sarah & Peter L.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
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!”

Profile image
Natalie K.
Sitter Profile Image: Jasmine S.
Verified Enhanced Background Check
Jasmine S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 46 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.”

Profile image
Chelsey C.
Sitter Profile Image: Peggy G.
Verified Enhanced Background Check
Peggy G.
Star Sitter
from
$43
per night
5.0 out of 5 stars
• 75 reviews
28 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”

Profile image
Sean D.
Sitter Profile Image: Paris V S.
Verified Background Check
Paris V S.
Star Sitter
from
$58
per night
5.0 out of 5 stars
• 269 reviews
61 repeat clients
17 years of experience
Edgewood, MD, 21040

“Bela had an awesome time with Paris, Frankie and Taz. Paris kept us updated with how she was doing and sent pictures everyday. This was my first time leaving Bela, which made me extremely nervous; however, Paris made us feel quite at ease at the meet and greet. I hope Paris plans on doing this for a while, because she now has a regular customer. Thanks Paris for the love and care you provided to Bela.”

Profile image
Kari W.
Sitter Profile Image: Cecil J.
Verified Enhanced Background Check
Cecil J.
from
$50
per night
4.9 out of 5 stars
• 45 reviews
16 repeat clients
20 years of experience
Essex, MD, 21221

“Ceil took care of my dog for a few overnights and I could not be more happy with the care he gave. From the time I dropped him over I knew right away my dog was in good hands. He kept me updated with pictures and videos which was very warming. If there were 10 stars I woukd of gave all 10”

Profile image
Pamela 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
• 20 reviews
6 repeat clients
17 years of experience
Pasadena, MD, 21122

“Janice and Stalio took amazing care of our dog Charlie! Couldn’t be happier with the experience and they were exceptionally understanding when our return flight was cancelled due to the winter storm and we were delayed coming home. Would highly recommend.”

Profile image
Steve B.
Sitter Profile Image: Elizabeth F.
Verified Enhanced Background Check
Elizabeth F.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 44 reviews
17 repeat clients
30 years of experience
Nottingham, MD, 21236

“Liz is amazing! This was my first time leaving my dog with someone and I was nervous but she made everything so easy. She took such great care of my dog that I think he misses her now. We will be booking again in a few weeks ☺️☺️☺️”

Profile image
Kaitlin N.
Sitter Profile Image: Kendall L.
Verified Enhanced Background Check
Kendall L.
from
$50
per night
5.0 out of 5 stars
• 10 reviews
1 repeat client
18 years of experience
Severna park, MD, 21146

“Kendall and her family helped me in a bind and proved to be reliable, friendly and incredibly welcoming to my dog, Shoto. I’d highly recommend her for anyone who needs pet sitting, and I’d definitely book her again.”

Profile image
James T.
Sitter Profile Image: Katie F.
Verified Enhanced Background Check
Katie F.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 122 reviews
39 repeat clients
16 years of experience
Annapolis, MD, 21401

“Katie did a wonderful job watching Frankie for us for a long weekend! She sent regular pictures and updates and we could tell Frankie was very happy at Katie's. Would absolutely recommend Katie for any future boarding needs!”

Profile image
Emily B.
Sitter Profile Image: Carla B.
Verified Enhanced Background Check
Carla B.
from
$40
per night
5.0 out of 5 stars
• 11 reviews
1 repeat client
12 years of experience
Severna Park, MD, 21146

“Carla and her sweet family provided a wonderful home away from home for our dog. She sent updates each day with photos and videos. Highly recommend!”

Profile image
Line C.
Sitter Profile Image: Joann W.
Verified Enhanced Background Check
Joann W.
Star Sitter
from
$54
per night
5.0 out of 5 stars
• 14 reviews
5 repeat clients
25 years of experience
Pasadena, MD, 21122

“I was really nervous leaving Gypsea for the first time with someone that I didn't know. I wasn't sure how Gypsea would do not knowing who she was with. She did wonderfully!! She seemed to fit in with Joann's own pets and had tons of fun playing with her doggies! Joann was very good with keeping me updated on how Gypsea was doing and sending me photos of all the fun! Gypsea had a great time! She is worn out and sleeping like a baby! I will definitely use Joann in the future to take care of my Gypsea! Thank you again Joann for making Gypsea feel at home and putting my mind at ease!!”

Profile image
Tammy M.
Sitter Profile Image: Fidel F.
Verified Enhanced Background Check
Fidel F.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 76 reviews
53 repeat clients
1 year of experience
Glen Burnie, MD, 21061

“Fidel and his family took good care of my boys. They communicated well and were flexible with me picking the boys up early. My boys got along great with his dog and where best buds by the time they left. I would use Fidel's services again.”

Profile image
Daniella R.
Sitter Profile Image: Crissy A.
Verified Enhanced Background Check
Crissy A.
from
$50
per night
5.0 out of 5 stars
• 270 reviews
81 repeat clients
10 years of experience
Hamilton Area, Baltimore, MD, 21214

“Chrissy was awesome. This was my first experience using Rover in Baltimore and couldn’t have asked for a better sitter. Communicated often, sent pictures, periodic updates and can tell Bear loved hanging with Dublin. Thank you so much again for everything and will definitely be my #1 go to ?”

Profile image
Brandon T.
Sitter Profile Image: Jen C.
Verified Enhanced Background Check
Jen C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 191 reviews
66 repeat clients
20 years of experience
SMYRNA, DE, 19977

“Jen immediately put us at ease. Her positive energy and love of dogs came through at our very first meeting. She regularly sent us notes and pics of our dogs, which we really appreciated. Thank you Jen! We will definitely call again if we need a sitter!!”

Profile image
Rachel H.
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

“The absolute best family for your doggy boarding. Vicky loved this family to the fullest and they were so prompt with their updates and being very accommodative as well. Highly recommend. Vicky will be seeing them again soon ♥️”

Profile image
Shravya A.
1 / 1
View more

Dog parents share their Rover experiences - Ashland Landing

1 / 1
5.0 out of 5 stars

Jeren took great care of our guys. Zippy was recovering from an eye infection and she made sure he had his medicine and well taken care of.

Profile image
Gina B.
Boarding
5.0 out of 5 stars

Jeren was able to watch our new pup on short notice and did a great job. She sent daily pictures and descriptive updates. Our pup looked like she had a blast! Additionally, Jeren had no issues giving ear meds and was patient with our pup's shy nature. When we need a petsitter again, we'll be contacting Jeren first!

Profile image
Paul M.
Boarding
1 / 1
Find pet care near you

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 - Ashland Landing

Select a filter and find qualifying sitters offering dog boarding.

FAQs for Dog Boarding - Ashland Landing

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 Ashland Landing 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 Ashland 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.

You and your Ashland 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 , 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge