Dog Walking Annapolis

Book a dog walker to give your dog a 30-minute walk around your neighborhood.

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Over 307
pet parents in Annapolis have booked dog walking

Annapolis, Find top rated dog walking

Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Harrison S.
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Harrison S.
from
$15
per walk
3 repeat clients
4 years of experience
Annapolis, MD, 21403

About: I’ve had dogs and cats my whole life growing up and been a pet owner for 18 years. I have walked, feed and cared for our family’s, friends, and neighbors. I’m am great with younger pets that need to release some energy and great with older pets that need a little bit more patience and time. I can’t wait to meet your pet and give a helping hand to your family. I’m completely flexible any days and times. Happy to do a meet and greet free of change! I currently own two pups named Dunkin and missy and a cat named bonnaroo. Which I care routinely. I don’t have any other big jobs right now so my main goal is focusing on the animals and making sure they get exercise. I love to get exercise and walk with my dogs. Also love to throw the ball with my dogs. By also Making sure they have food and water and stay healthy.

Sitter Profile Image: Charles H.
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Charles H.
from
$20
per walk
5.0 out of 5 stars
11 reviews
3 repeat clients
35 years of experience
Annapolis, MD, 21401

Charles is A++++! He was great with our dog who took to him immediately! He was also very thoughtful in his questions to better understand our dogs needs, likes and dislikes. We've re-booked with him again and will continue to do so. Highly recommend!

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Tacie F.
Sitter Profile Image: Marley D.
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Marley D.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
32 reviews
13 repeat clients
15 years of experience
Annapolis, MD, 21401

Marley has been an awesome dog walker for our dog twice a week. She takes very good care of him and has been great with communication. Would highly recommend Marley!

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Brad F.
Sitter Profile Image: Thomas R.
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Thomas R.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
87 reviews
19 repeat clients
7 years of experience
Annapolis, MD, 21403

Thomas is so good working with our 14 1/2 year old black lab with some serious arthritis. He helps her up the stairs and competently gets her on and off the boat. When Thomas is here, we don’t worry about her while we are away. He goes above and beyond for our old girl with a smile and kind words.

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Dottie L.
Sitter Profile Image: Laura D.
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Laura D.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
59 reviews
19 repeat clients
35 years of experience
Annapolis, MD, 21403

Laura was great! I made a mistake on the booking date, and she was kind enough to still go by and make sure my babies were taken care of despite my mistake. I will absolutely be working with her again. Highly recommend.

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Catie K.
Sitter Profile Image: Amber C.
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Amber C.
Star Sitter
from
$35
per walk
5.0 out of 5 stars
56 reviews
17 repeat clients
12 years of experience
Annapolis, MD, 21401

Amber was absolutely awesome. She walked our dog Cisco for a few days during the week when I was out of town on business and my wife was working late in DC. She was on time, she was kind and she even dried her paws off when it was a rainy day. We will definitely be using her services again! Thank you Amber.

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Brendan S.
Sitter Profile Image: Lynn H.
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Lynn H.
Star Sitter
from
$33
per walk
5.0 out of 5 stars
19 reviews
9 repeat clients
40 years of experience
Annapolis, MD, 21401

Lynn was prompt in her communications in setting up our meet and greet. She was on time and very friendly. She asked a lot of great questions and made my Mom feel comfortable with a process she is getting comfortable with.

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Katherine B.
Sitter Profile Image: Allison G.
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Allison G.
from
$15
per walk
5.0 out of 5 stars
67 reviews
33 repeat clients
20 years of experience
Annapolis, MD, 21409

Allison has been walking my dog for a few weeks now and she’s been great! Great with communication of her schedule and Murphys needs. I would highly recommend Allison as a walker and boarder.

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Andrew L.
Sitter Profile Image: Ellie H.
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Ellie H.
from
$15
per walk
5.0 out of 5 stars
10 reviews
3 repeat clients
10 years of experience
Annapolis, MD, 21403

Ellie was great! She’s flexible and communicates well which makes it easy to trust her! She also did an outstanding job with my husky lab, Malibu. Would definitely recommend booking!

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Kaitlin N.
Sitter Profile Image: Katie F.
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Katie F.
from
$20
per walk
5.0 out of 5 stars
114 reviews
36 repeat clients
16 years of experience
Annapolis, MD, 21401

Katie was wonderful in every way!

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Nadia N.
Sitter Profile Image: Alice A.
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Alice A.
from
$15
per walk
10 years of experience
Annapolis, MD, 21401

About: I have been caring for animals my entire life and currently help care for two energetic golden retrievers and two cats. Through years of pet ownership, I have experience with feeding, walking, playtime, and maintaining daily routines. As a UCLA student with a flexible schedule, I am available for dog walking, drop-in visits, and pet sitting. I love animals of all kinds and am committed to providing attentive, reliable care while treating every pet like my own. I am a college student home for the summer and available take care of your pets most anytime! I am happy to do early mornings or late nights I am happy to spend as much time as needed with your pet and take care of any special needs they might have! I am highly attentive and love bonding with new pet friends

Sitter Profile Image: Leigh Ann E.
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Leigh Ann E.
Star Sitter
from
$17
per walk
5.0 out of 5 stars
11 reviews
5 repeat clients
37 years of experience
Annapolis, MD, 21403

About: I’ve cared for dogs of all breeds & sizes over the years. I am comfortable with puppies through senior age. Friends, family and clients have relied on me to feed, walk, play with, clean up after, and love their pups as if they were my own. I can administer medications, including injections, and sq fluids. I can practice obedience skills during my visits as well. I’m available for pet care visits on Wednesday & Thursday mornings as well as evenings, Friday afternoon-evening, and all day on Saturdays and Sundays. I am also available on major holidays. Mondays and Tuesdays are on a case-by-case basis. I am very safety conscious and will care for your pets as carefully as I would my own. I will follow whatever your normal household routine is so that your pets feel safe and comfortable. They thrive with routines! If they use a crate, need treats after potty breaks, want belly rubs after a meal, etc., I am there for it all!

Sitter Profile Image: Elizabeth G.
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Elizabeth G.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
45 reviews
20 repeat clients
10 years of experience
Annapolis, MD, 21403

Thank you Elizabeth for taking great care of both dogs for us! We appreciate Elizabeth being patient as one of our dogs was hiding, afraid in a closet and she helped to get him out and comfortable on a walk.

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Brooke T.
Sitter Profile Image: Megan W.
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Megan W.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
70 reviews
34 repeat clients
10 years of experience
Annapolis, MD, 21402

Megan was amazing, punctual and a true dog lover. She walked my dog twice a day for a week when I couldn't walk him myself. She sent great pictures of my buddy every time she took him out and he looked blissful in most of them.

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Michael L.
Sitter Profile Image: Liza S.
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Liza S.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
93 reviews
19 repeat clients
20 years of experience
Annapolis, MD, 21401

Liza was excellent, showed up on time, spent extra time with Rudy, gave us a great updates on how he was doing along with pictures :) We would definitely recommend Liza- Rudy can’t wait to see her again!!

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Mike M.
Sitter Profile Image: Andrew P.
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Andrew P.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
66 reviews
19 repeat clients
15 years of experience
Annapolis, MD, 21403

Andrew did a great job this weekend! He walked my very large Labradoodle and St Bernadoodle and made sure both dogs and my 3 cats were fed and had water. He followed the care instructions, was extremely communicative and arrived promptly at the booking time. I will absolutely be using Andrew for future bookings, highly recommended!!

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Megan M.
Sitter Profile Image: Ella M.
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Ella M.
from
$22
per walk
2 years of experience
Annapolis, MD, 21401

About: As a dedicated dog walker and in-home pet sitter with over two years of experience, I know how important it is to find someone you can truly trust with your pet. I care for every dog (and cat!) as if they were my own — with patience, love, and attention to their unique needs and routines. What You Can Expect: ✅ Safe, fun, and tailored walks ✅ Home visits that follow your pet’s schedule ✅ Clean water, food, meds (if needed), and lots of affection ✅ Daily photo updates and messages so you never have to wonder how things are going ✅ Respect for your home and your pet’s space I’m trained in basic pet first aid and always check collars, leashes, and gates before heading out. Whether it’s a quiet walk or an energy-burning play session, your pet's safety and happiness are always my top priority. Let’s schedule a meet-and-greet! I’d love to learn more about your pet and how I can help make your time away stress-free for both of you. 🐶🐾 Pet care fits naturally into my daily routine because of how flexible and rewarding it is. Since I set my own schedule, I can book pet care clients around my part-time job shifts and study blocks, which helps me stay balanced and productive. Walking dogs gives me a much-needed mental reset from screen time and studying, and it keeps me active throughout the day. It’s also a great way to supplement my income without taking on another traditional job. Most of all, spending time with animals brings me a lot of joy and motivation — it breaks up long study days and reminds me why I love what I do Whether you’re at work or away for a few days, I provide reliable, in-home care that keeps your pets safe, happy, and stress-free in their familiar environment. From daily walks to feeding, playtime, and medication routines, I tailor every visit to your pet’s unique needs. 🔐 Safety & Professionalism Equipped for pet first aid always carrying a kit Detailed home-entry and security protocols Leash and harness checks before every walk Weather-conscious and always alert to potential hazards Respectful of your home, your pets, and your time 📸 Peace of Mind After each visit, you’ll receive a photo and short update so you know how your furry friend is doing — because trust is built on communication

Sitter Profile Image: Lily K.
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Lily K.
from
$20
per walk
5.0 out of 5 stars
2 reviews
2 repeat clients
10 years of experience
Annapolis, MD, 21401

Lily was courteous, timely and wonderful to work with. Our Dog was not in a good place when she started working with us , moving anxiety. Lily was patient and flexed as needed to make it work!!

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Michel H.
Sitter Profile Image: Kacie B.
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Kacie B.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
74 reviews
28 repeat clients
12 years of experience
Annapolis, MD, 21401

Kacie was so sweet to my pup! She sent a lot of updates on how my dog was doing and gave her so much attention. I couldn’t have asked for anyone better to help out with my baby

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Stephanie G.
Sitter Profile Image: Grace G.
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Grace G.
from
$20
per walk
3 years of experience
Annapolis, MD, 21401

About: Ive been dog sitting, walking, and have done overnights for 2 owners the last few years. Reason being is the town I moved away from is super small and not many dog places around where I lived. I’ve always loved animals and have such a soft spot for them. I always keep owners updated with things and love taking pictures. I’m someone who’s very organized and doesn’t want to mess anything up. I know your pets mean the world to you, and that 100% means taking the best care of them and spoiling them! My dad owns two of our family dogs. Murray & Jojo. I love them both entirely with my whole body and couldn’t imagine my life without them. Since my dad recently moved to California a few months ago with them, when I visit I take them on walks, play with them, love on them, it’s one of my favorite things that get me through daily life. Caring for animals and making other people happy is something I want to achieve in life. I want to make the owners satisfied and happy with what I can do for them, and there fur babies! I do both cats and dogs! I did a cat for my video production teacher last year up until around now. I went in, fed her, cleaned her litter box, and watered my teachers plants for her. She didn’t seem like I had to stay (her cat is kinda scared of everyone) so I’d hang around sometimes, but mostly just dropped in and left. But I’ve loved cats so much as well, and think I’d love dropping in and taking care of them too. For my own dogs or other dogs of my own, I always make sure I’m giving the right amount on what owners write down. I never want to make a mistake so I’m very careful with instructions. I think it’s super important to be mindful of that, and I’m pretty good at updating with texts, pictures, etc.

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The median cost per walk for dog walking in Annapolis is $20

Dog parents share their Rover experiences - Annapolis

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5.0 out of 5 stars

Bella was very accommodating with both of our dogs, Miko and Ren. Would definitely recommend and rebook!

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Luke G.
Dog Walking
5.0 out of 5 stars

Megan was prompt, communicative, and sent lots of cute photos of Baker! Look forward to having her take care of our pets again.

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Alexa E.
Dog Walking
5.0 out of 5 stars

Ella has been an excellent dog walker for Cannon. She is extremely reliable and a great communicator. We would highly recommend her to care for your pets!

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Sadie S.
Dog Walking
5.0 out of 5 stars

Allison has been walking my dog for a few weeks now and she’s been great! Great with communication of her schedule and Murphys needs. I would highly recommend Allison as a walker and boarder.

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Andrew L.
Dog Walking
5.0 out of 5 stars

Liza was amazing. On time and Hendricks really loved his walk with her. I will absolutely be using her again and highly recommend her!!!

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Julianne H.
Dog Walking
5.0 out of 5 stars

Cade did a fantastic job! Hendricks had a blast. He was right on time and took great care of our pup! Definitely will be having him help us again with Hendricks!

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Julianne H.
Dog Walking
5.0 out of 5 stars

We’ve used Jacqueline on multiple return visits and she is wonderful! She is responsive and caring and adaptable to your pet’s needs.

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Jack S.
Dog Walking
5.0 out of 5 stars

Blinne was fabulous with my highly energetic pup and offered great feedback as to Kali’s behaviors after every walk. Kali would wait excitedly at the door each day for Blinne’s arrival. I will definitely reach out to Blinne again!

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Alison W.
Dog Walking
5.0 out of 5 stars

Liz is THE BEST!!! Always shows up on time, has positive energy and is great with communication. My dog absolutely loved her!!

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Olivia M.
Dog Walking
5.0 out of 5 stars

Thomas was so thoughtful and caring with our geriatric dog. He went above and beyond for us (and him). It gave us a peace of mind we really needed to be able to go away. We couldn’t recommend Thomas more!

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Lauren H.
Dog Walking
5.0 out of 5 stars

Lauren is the best! I would highly recommend her to anyone. She is really patient and kind with my pups, takes them on good walks, and gives them lots of treats to keep them happy. Shes very punctual, responsive, and reliable!

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Megan M.
Dog Walking
5.0 out of 5 stars

Dejah is so great! Always timely and makes the extra effort. Very reliable and we are super grateful of how great our pup is cared for.

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Sarah S.
Dog Walking
5.0 out of 5 stars

Kacie was so sweet to my pup! She sent a lot of updates on how my dog was doing and gave her so much attention. I couldn’t have asked for anyone better to help out with my baby

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Stephanie G.
Dog Walking
5.0 out of 5 stars

Ellie was great with my dog. She stayed in close communication and was both trustworthy and very sweet. I would hire her again.

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Mary R.
Dog Walking
5.0 out of 5 stars

Camilla came over for a meet and greet yesterday with my two senior Pyrenees. They loved her! We look forward to working with her more in the future!!

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Christina K.
Dog Walking
5.0 out of 5 stars

I really appreciate MaKayla she is always on time and keeps me posted on what is going on. I feel like we make a great team for Cooper.

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Debbie E.
Dog Walking
5.0 out of 5 stars

Totally awesome. Coop tried to drag me up the sidewalk to her house on our walk this morning, so I guess he's a fan too! So happy that we found Margriet.

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Michael B.
Dog Walking
5.0 out of 5 stars

Arem was reliable and great with Lexi. He consistently did an excellent job and I’d absolutely use him again.

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Elsie V.
Dog Walking
5.0 out of 5 stars

Thank you for being so available last min with an emergency! Madison really came through and made sure my pups were cared for and happy! Highly recommend!

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Katie N.
Dog Walking
5.0 out of 5 stars

Kristine is our go to dog walker in the Annapolis area. She is reliable and we feel confident that our dog is getting great exercise and being well cared for when she comes.

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Devon D.
Dog Walking
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Sitters in Annapolis average 4
repeat dog walking clients

FAQs for Dog Walking - Annapolis

Frequently asked questions about Rover

The average cost for Dog Walking in Annapolis on Rover is $22.2 per walk (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Walking 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 Walking. For more information on service fees, click here .

As of July 2026, there are 12,981 sitters on Rover offering Dog Walking across Annapolis. Enter your ZIP code to see which available sitters are closest to your home.

Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.

Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in your Annapolis. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

For dog walking services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance traveled, so you know exactly where your dog has been walking in Annapolis.

Got specific details you'd like the dog walker to include? Message them in the app before your dog’s walk begins.

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 walker 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 .

Yes, you can find walkers who have experience with handling special pet needs in Annapolis. On Rover:

  • 90% of walkers can help with special care needs
  • 96% can help with giving oral medications or injections
  • 96% 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.

A Meet & Greet is a short introductory meeting between you, your dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your walker questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and walkers on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement walker.

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