Dog Boarding Annapolis

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Over 1,296
pet parents in Annapolis have booked dog boarding

Annapolis, 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: Gurbata Michelle A.
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Gurbata Michelle A.
Star Sitter
from
$30
per night
5.0 out of 5 stars
22 reviews
4 repeat clients
20 years of experience
Odenton, MD, 21113

Michelle was truly a blessing to our family. I’m usually nervous about leaving Simba due to his allergy issues however, Michelle was very reassuring and put my mind at ease. During Simba’s time with Michelle she kept in daily communication and sent me the cutest pictures of Simba which I very much appreciated. I’m so glad our path crossed because Michelle will definitely be our go to sitter for Simba!!

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Elizabeth K.
Sitter Profile Image: Luba & James H.
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Luba & James H.
from
$50
per night
5.0 out of 5 stars
255 reviews
51 repeat clients
45 years of experience
Arnold, MD, 21012

Luba and James are wonderful. Oliver always comes home exhausted and happy from walks and playing with Nellie. Thanks for taking such good care of him!

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Laurie M.
Sitter Profile Image: Shuling J.
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Shuling J.
Star Sitter
from
$45
per night
5.0 out of 5 stars
168 reviews
80 repeat clients
8 years of experience
Annapolis, MD, 21401

Shuling was excellent taking care of my fur babies. She provided updates and photos everyday and took very good care of my senior dog. Highly recommended 👌

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Tony C.
Sitter Profile Image: Michelle M.
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Michelle M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
562 reviews
259 repeat clients
25 years of experience
Annapolis, MD, 21409

Michelle was great! Our Birdie had a wonderful time and really felt at home with Michelle and her family. I appreciated the the pictures of Birdie hanging out, doing her thing. We know we left her in good hands!

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

As always, Kate and her family are amazing! Buddy always has an awesome time and our minds are at ease knowing he’s in great hands while we’re away.

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Amy B.
Sitter Profile Image: Anya B.
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Anya B.
from
$25
per night
5.0 out of 5 stars
6 reviews
1 repeat client
8 years of experience
North Beach, Annapolis, MD, 21401

About: I have grown up with medium to large sized dogs my whole life. I have experience with very friendly dogs and dogs that cannot play with others as well as puppies to older dogs. I have cared for my own pets and friends while growing up and can be trusted with any task to ensure your pets needs and safety! I can offer dog walking in the mornings (7-9am) or afternoons (4-7pm) during the week or anytime during the weekends. I am available on the weekends to check-in or stay with your animal overnight as well. I can check-in and care for your animal during the day or overnight at clients homes. I will ensure your pet is fed, walked, bathed, played with and let outside for their needs. I am comfortable with any specific instructions from the owners as well (medication that needs to be taken, crate training, etc).

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

After a meet and greet we decided to do an overnight trial and our dog loved it! The whole family is very warm and inviting and our dog felt at home the moment he walked in the door. Their house has a nice fenced in backyard as a plus. We have already booked our summer vacation and plan on booking other trips as well. Very happy to have found such a perfect fit.

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Kathy T.
Sitter Profile Image: Dana L.
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Dana L.
Star Sitter
from
$70
per night
5.0 out of 5 stars
36 reviews
15 repeat clients
20 years of experience
Arnold, MD, 21012

Dana took my pup Dillon for a few overnights when I went out of town recently, and he had the best time! She sent frequent photo updates of his adventures, and it was clear that she cared for him like he was her own. The fenced-in back yard was perfect for this city boy to stretch his legs! 🐾

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Cheryl C.
Sitter Profile Image: Janice & Stalio C.
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Janice & Stalio C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
19 reviews
6 repeat clients
17 years of experience
Pasadena, MD, 21122

We couldn’t be happier with Janice and Stalio! They didn’t balk at any of our special requests, of which there were several including giving meds, medicated baths, belly band changes and not leaving our Chihuahua alone, and without a lap for too long. The dogs didn’t greet us with their usual excitement when we returned, which we take to mean that they were spoiled beyond belief. We are supremely grateful to have found J & S!

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Alisa P.
Sitter Profile Image: Candice W.
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Candice W.
Star Sitter
from
$70
per night
5.0 out of 5 stars
101 reviews
36 repeat clients
14 years of experience
Annapolis, MD, 21409

Candice was incredibly accommodating, kept us up to date with photos and spoiled our pup. I would highly recommend taking advantage of Candice’s services!

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Joseph V.
Sitter Profile Image: Kevin W.
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Kevin W.
from
$30
per night
5.0 out of 5 stars
3 reviews
1 repeat client
8 years of experience
Annapolis, MD, 21402

About: As stated, I have an 8 almost 8 year old German Shepherd myself. I’ve trained him myself to be quite obedient off leash, to listen well, and overall he’s very well behaved. I’ve grown up with dogs, cats, turtles and more so I know my way around animals. I’m currently enlisted in the United States Navy. I work at the Naval Academy typically from around 9 in the morning to about 3pm most days. I’m also married with two kids and my wife is a stay at home mom who can also look after your furry friends as well. I don’t work weekends so I’m always available during the weekends and can be flexible throughout the week as well. At my home my dog is never crated he is always out and house trained. However, when looking after your fur babies if they need to be crated I have no issue catering to your needs. I don’t have a yard but we have a massive field and live in a circle so long walks are always a must. Whatever the needs of your fur babies, I can take care of those from daily dog walking, spending and playing time with your animals, staying over night at yours/my place, and giving g medicine if needed.

Sitter Profile Image: Thomas & Melissa S.
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Thomas & Melissa S.
from
$60
per night
5.0 out of 5 stars
39 reviews
14 repeat clients
7 years of experience
Annapolis, MD, 21403

Melissa did an amazing job taking care of my dog! She made sure my dog felt right at home. I really appreciated the photo updates and messages—it was so reassuring to see how happy and well cared for my dog was while I was away. I couldn’t have asked for a better experience. Highly recommend!

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Kathleen N.
Sitter Profile Image: Kelly & George B.
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Kelly & George B.
Star Sitter
from
$62
per night
5.0 out of 5 stars
209 reviews
88 repeat clients
12 years of experience
Glen Burnie, MD, 21061

I felt very comfortable leaving my dog with them for the duration of my vacation. I got many updates through the entirety of her stay which I really appreciated! I would definitely recommend Kelly and George if you’re looking for reliable sitters.

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Uma K.
Sitter Profile Image: Diana V.
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Diana V.
Star Sitter
from
$57
per night
5.0 out of 5 stars
216 reviews
96 repeat clients
10 years of experience
Riva, MD, 21140

Diana and family fantastic caretakers for our 2 pugs. Excellent communication and extremely flexible. We have used her multiple times this fall and last when traveling in the vicinity for events. Always goes out of her way for us and love the photos. Long walks and loving care!

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Karin L.
Sitter Profile Image: Marliez G.
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Marliez G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
25 reviews
11 repeat clients
20 years of experience
Glen Burnie, MD, 21060

Marliez took amazing care of Ozzie. He walked with her Husky Wolf several times a day receiving plenty of needed exercise. Oz was received as part of her family. I could tell from the photos he was really enjoying his stay and looking forward to go back. Marliez paid attention to the nuance of my dog's antics to adjust to him. She is a wonderful sitter

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Raymond L.
Sitter Profile Image: Kelly & Maurice G.
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Kelly & Maurice G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
360 reviews
108 repeat clients
20 years of experience
Upper Marlboro, MD, 20774

Always s great experience for the dogs when they stay with Kelly & Maurice, my dogs never come home stressed out or with anxiety. The pictures taken they always look happy and content, especially Recci she loves their daughter, have the biggest smile on her face every time. This is why I will be a returning customer for this sitter indeed, Thank you,

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Joann S.
Sitter Profile Image: Alexis H.
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Alexis H.
from
$60
per night
5.0 out of 5 stars
6 reviews
1 repeat client
13 years of experience
Annapolis, MD, 21403

Alexis was awesome, so grateful for her help in a pinch. Thank you so much and we look forward to working with you again.

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Croom L.
Sitter Profile Image: Jasmine A.
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Jasmine A.
Star Sitter
from
$35
per night
5.0 out of 5 stars
69 reviews
31 repeat clients
8 years of experience
Odenton, MD, 21113

Bailey and I were very happy with Jasmine’s care. Bailey has separation anxiety + generalized anxiety and usually gets sick when returning home. From the first time he saw Jasmine he was very comfortable with her. I give Jasmine her 10s.

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Tracy B.
Sitter Profile Image: Yukia G.
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Yukia G.
Star Sitter
from
$48
per night
5.0 out of 5 stars
64 reviews
15 repeat clients
20 years of experience
Crofton, MD, 21114

Fantastic - Amazing - Wonderful! Yukia was a great communicator from the start. We talked before we brought our rascal over. We even did a meet and greet just to make sure he would take to her - and he sure did! During our trip she sent daily photos and updates, and our kids could not wait to get them every day. I could tell when I went to pick him up that he was very happy to be with her. For a quick moment he could not decide if he wanted to stay with her or come back home. It was his first time with someone else and she obviously took great care of him. There is no doubt that we have found our pet sitter for good!

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Brady M.
Sitter Profile Image: Shane & Brittany R.
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Shane & Brittany R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
63 reviews
27 repeat clients
20 years of experience
Hanover, MD, 21076

Leaving our Shichon, Shipley, for three weeks while we traveled internationally was something we were very nervous about. It was our first time using a pet sitter, and because Shipley has some anxiety, we worried about how he would adjust. Shane and Brittany completely exceeded our expectations! From the very beginning, they made us feel at ease by sending regular updates with photos and videos. It was such a relief to see Shipley happy, relaxed, and having so much fun. He bonded with their entire family and loved playing with their dogs. Seeing him so comfortable made our trip much more enjoyable because we knew he was in the best hands. We were so impressed with the care, love, and attention they gave him that we’ve already booked them to watch Shipley again when we travel in August. We honestly can’t imagine using another pet sitter. If we ever have to, they’ll have some very big shoes to fill because Shane and Brittany have set the bar incredibly high. Thank you, Shane and Brittany, for taking such wonderful care of our sweet boy. We are so grateful and highly recommend you to anyone looking for trustworthy, caring, and exceptional pet sitters!

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Nena H.
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The median cost per night for dog boarding in Annapolis is $50

Dog parents share their Rover experiences - Annapolis

1 / 1
5.0 out of 5 stars

Katie made Rosie feel right at home right away. Rosie has always been a bit slow to come around. She sent plenty of photos and videos and was very responsive. She even responded within minutes after we had picked up Rosie when I accidentally called her. She genuinely has a caring heart. Definitely recommend her.

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Tony G.
Boarding
5.0 out of 5 stars

Maureen did an excellent job caring for my senior disabled dog. I received lots of photos and she communicated very well. Zoe enjoyed her stay with Maureen.

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Hilary R.
Boarding
5.0 out of 5 stars

Anya is an incredible pet sitter! She took great care of my pup! She’s so warm responsible- she’s the best!

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Liz C.
Boarding
5.0 out of 5 stars

Emily did a fantastic job keeping me updated the whole week. Ripley was well cared for through her panic attack and was treated like one of the family.

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Amy & Dirk J.
Boarding
5.0 out of 5 stars

Laura was so amazing and great with Wilfred, she was in constant communication and my dog seemed very happy and well taken care of when I picked him up afterward. Would highly recommend!!

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Bryce R.
Boarding
5.0 out of 5 stars

Our Bailey had a wonderful time with Shelby! She was an awesome communicator and very flexible with different timings! Definitely would recommend anyone looking for a sitter in the Annapolis area

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Riley F.
Boarding
5.0 out of 5 stars

Megan did an amazing job taking care of our dog for the week! She sent daily updates and gave him lots of love. We are so glad we found Megan and look forward to booking with her again!

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Walt C.
Boarding
5.0 out of 5 stars

i cant not say enough about Eileen, our 2 pugs have stayed with her before and this was another great experience! , Not only is she easy to work, her love and care for animals just gives us total peace of mind while away !!

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Sandy D.
Boarding
5.0 out of 5 stars

Warren is the BEST! We dropped off our giant breed dog in Warren’s care for more than a month during our coast to coast move..it was one of the best decisions we took. You can’t find anyone who cares and is committed to caring as much as Warren.

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Amita R.
Boarding
5.0 out of 5 stars

Snowball had a wonderful stay with Melissa and Thomas. I received photos and updates throughout the stay. We will use them again in the future!

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Sarah F.
Boarding
5.0 out of 5 stars

Our Willow loved her one on one time with Jessica! So many snuggles and I could tell she was instantly comfortable. Thank you again for loving on our girl!

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Alyssa M.
Boarding
5.0 out of 5 stars

This is Maggie’s second stay with Lindsay and we are so grateful to have found someone like her to take such good care of Maggie while we were gone for 3 weeks. We received photos and videos daily and Lindsay is very responsive, great at communication, and most importantly our pup is so happy with her! Thank you Lindsay for being the absolute best dog sitter! We will definitely come back :)

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Jib C.
Boarding
5.0 out of 5 stars

Margriet was an amazing sitter for Asher! She was available last minute and was the best choice we could have found in Annapolis. She was super communicative, responded quick, sent updates and cute pictures of our pup, and was flexible! Highly recommend Margriet and will be using her any time Im back in Annapolis :)

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Payton B.
Boarding
5.0 out of 5 stars

Kacie was super communicative and sent us pictures /videos/updates. We felt comfortable leaving our dog with her for a long weekend for the first time with someone who wasn’t a family member. Would definitely book her again!

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Caroline R.
Boarding
5.0 out of 5 stars

Sofia is simply the best! Blue returned home happy and regulated. She took him on many beautiful walks, including downtown, and he had fun with her dog, Toby, too. Sofia is so calm and knowledgeable. Her peaceful energy immediately puts Blue at ease. We love her!

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Angie W.
Boarding
5.0 out of 5 stars

Leslie is the best host! She loves my dog like her own, and I always know he’s well taken care of when I’m away.

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Melissa W.
Boarding
5.0 out of 5 stars

Blake was great with Murphy! She was very responsive and was able to support us as my scheduled sitter dropped out unexpectedly. Would highly recommend Blake boarding or watching a dog. Thanks Blake!

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Andrew L.
Boarding
5.0 out of 5 stars

Andy & Lydia did an outstanding job taking care of Bella. Andy was great at communicating how she was doing everyday & responding quickly to our texts. We were able to relax and enjoy our vacation knowing that Bella was having a fun time on her stay & being well taken care of. We will definitely use them again & recommend to others.

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Ann M.
Boarding
5.0 out of 5 stars

Taylor was incredibly accommodating and thoughtful! Our Roy had a great time with Riggins and his family and we would happily book with them again when we are in Annapolis next time. When we picked Roy up he was a tired, happy dog which is the best kind. 🙂

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Sarah H.
Boarding
5.0 out of 5 stars

Such a great experience with Elaine! Dogs returned happy and content. What a relief! Already scheduled two additional sleepovers!

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Michele W.
Boarding
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Popular requests for dog boarding - Annapolis

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Sitters in Annapolis average 11
repeat dog boarding clients

FAQs for Boarding - Annapolis

Frequently asked questions about Rover

The average cost for Dog Boarding in Annapolis on Rover is $38.85 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .

As of August 2026, there are 5,725 sitters on Rover offering Dog Boarding across Annapolis. Enter your ZIP code to see which available sitters are closest to your home.

Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.

94% of Annapolis sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Annapolis landmarks or neighborhoods your dog is enjoying.

If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Annapolis 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 Annapolis.

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 Annapolis 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.

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