Dog Walking Annapolis

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

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Over 314
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: Alexa D.
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Alexa D.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
8 reviews
2 repeat clients
13 years of experience
Annapolis, MD, 21401

Thank you so much!

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Elise C.
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
21 reviews
9 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. Due to having over 30 years experience working in veterinary medicine, 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 Monday & Tuesday mornings-lunchtime, Wednesday & Thursday mornings as well as evenings, Friday afternoon-evening, and all day on Saturdays and Sundays. I am also available on major holidays. 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
50 reviews
22 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: 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: Stephanie M.
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Stephanie M.
from
$20
per walk
5.0 out of 5 stars
4 reviews
2 repeat clients
7 years of experience
Annapolis, MD, 21403

Mae is very reliable, punctual and takes great care of our dog Cannon on their daily walks. She is a great communicator and genuinely loves caring for our dog. I would highly recommend Mae for your dog walking/sitting needs.

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Sadie S.
Sitter Profile Image: Allison G.
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Allison G.
from
$15
per walk
5.0 out of 5 stars
67 reviews
34 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: Laura D.
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Laura D.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
62 reviews
20 repeat clients
35 years of experience
Annapolis, MD, 21403

Laura has been excellent for us. Our dog can be a handful around other dogs and Laura shows her expertise in keeping things calm during walks. Communication has been great and we’ve never had any scheduling issues. Laura’s rover cards are excellent and we get plenty of pictures! We’re really grateful we found Laura and that she had the availability for us. Highly recommend to anyone who is looking for a kind, reliable, trustworthy dog walker.

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John S.
Sitter Profile Image: Andrew P.
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Andrew P.
Star Sitter
from
$19
per walk
5.0 out of 5 stars
67 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: Megan W.
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Megan W.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
73 reviews
34 repeat clients
10 years of experience
Annapolis, MD, 21402

Megan is the best! She has done several visits for my two large dogs and 3 cats and does a fantastic job! She followed the care instructions well, always arrived promptly, took tons of pictures and was very communicative and kind. Everyone is always happy and very well cared for. I will gladly use her for future visits!! Highly, highly recommended!

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Megan M.
Sitter Profile Image: Kacie B.
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Kacie B.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
80 reviews
29 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: Sarah S.
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Sarah S.
from
$23
per walk
5.0 out of 5 stars
445 reviews
133 repeat clients
13 years of experience
Annapolis, MD, 21403

Sarah came out in a snow storm to walk my dog knowing I’m unable to walk and completely dependent on her. You can’t get any better than having Sarah care for your animals.

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Sydney A.
Sitter Profile Image: Hannah C.
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Hannah C.
from
$15
per walk
20 years of experience
Annapolis, MD, 21403

About: Hi, I’m Hannah! I’ve grown up with dogs my whole life and can’t remember a time when I didn’t have a furry companion by my side. Since my teenage years, I’ve been the go-to pet sitter for friends and family, and I still love helping out whenever I can. I also foster dogs, so I’m experienced with pups of all sizes, temperaments, and needs. Your dog will be in caring, capable hands with me! I am currently working remotely, so I am free most of the day to care for your dog and be there as a friend and make sure they are not left alone. I have a fenced in backyard that your pup can run around in. I also have two sweet and loving dogs of my own that will keep your pup company! If coming to your house, I will respect your space, and let you tell me how to manage your pet and home.

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

Liza was awesome! She kept our girl so happy with lots of exercise, food & water, and she cleaned up paws after muddy playtime outside. Liza was so communicative and easy to get in touch with from the moment we booked with her. Highly recommend Liza! We look forward to having her back again.

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Kassie B.
Sitter Profile Image: Thomas R.
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Thomas R.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
89 reviews
20 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: Marley D.
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Marley D.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
53 reviews
20 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: Amber C.
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Amber C.
from
$35
per walk
5.0 out of 5 stars
57 reviews
18 repeat clients
12 years of experience
Annapolis, MD, 21401

Amber has great energy and was so caring with my pup! I had complicated instructions each visit and Amber was understanding and happy to make sure everything went safely and smoothly. Definitely will book in the future!

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Caitlin I.
Sitter Profile Image: Crista H.
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Crista H.
from
$19
per walk
1 repeat client
30 years of experience
Annapolis, MD, 21401

About: I can’t provide you references in history of taking care of animals. What I can tell you is that I have two beautiful grown children. We have rescued animals over the last 24 years, and love them dearly as though they are part of the family. We truly love animals with our full heart, and go that extra distance to attend to their needs, and provide the love they deserve. I will provide the same love, care, and joy to your babies as I have done to ours for so many years. I am an empty nester and want to provide my love to where it’s needed and wanted. I work from home and can set own schedule. I am available seven days a week. I will stand behind my commitment to you. Responsibility is my priority. I will love and care for your pets as if they’re my own, and I will follow the rules we’ve established. I have a Pet Sitter Notes page that we can complete together, or I can send to you before my visit that will address some of these questions/ideas. Please give me a chance. I won't let you or your pet down!

Sitter Profile Image: Ella M.
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Ella M.
from
$22
per walk
5.0 out of 5 stars
1 review
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: Grace N.
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Grace N.
from
$16
per walk
5.0 out of 5 stars
6 reviews
1 repeat client
10 years of experience
Annapolis, MD, 21401

Grace was wonderful! She is kind and responsible. She treated Bella as if she was her own dog. She went and stayed with Bella during the storm so Bella wouldn’t be afraid. So glad we found her! We will definitely rebook with Grace!

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Lisa C.
Sitter Profile Image: Katie F.
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Katie F.
from
$20
per walk
5.0 out of 5 stars
117 reviews
38 repeat clients
16 years of experience
Annapolis, MD, 21401

Thank you for all your kindness towards Gunner. He had nothing but nice things to say about your care.

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

Dog parents share their Rover experiences - Annapolis

1 / 1
5.0 out of 5 stars

He showed up on time, was very communicative, and dedicated almost the whole time to walking my dog.

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Anill M.
Dog Walking
5.0 out of 5 stars

Mae is very reliable, punctual and takes great care of our dog Cannon on their daily walks. She is a great communicator and genuinely loves caring for our dog. I would highly recommend Mae for your dog walking/sitting needs.

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Sadie S.
Dog Walking
5.0 out of 5 stars

Ali was able to accommodate a last minute booking. She arrived on time and stayed the full length of the visit. Very happy with her services.

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Charles V.
Dog Walking
5.0 out of 5 stars

Cool Whip and I really grateful to have Nolan take Cool Whip on her walks! He is very prompt and generous with his time. He is great with communication. Cool Whip looks forward to more walks with Nolan in the future!

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Krista K.
Dog Walking
5.0 out of 5 stars

Beth was so helpful, caring, and just generally great with my pup! I will definitely book again in the future!

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Caitlin I.
Dog Walking
5.0 out of 5 stars

Amber has great energy and was so caring with my pup! I had complicated instructions each visit and Amber was understanding and happy to make sure everything went safely and smoothly. Definitely will book in the future!

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Caitlin I.
Dog Walking
5.0 out of 5 stars

Kevin takes such wonderful care of our pups!! He is a great communicator and sends photos when he is with them. We appreciate that he often is able to help us out at the last minute. We will give him a call the next time our pets need him!!

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Eliza N.
Dog Walking
5.0 out of 5 stars

Liza helped out with a last minute request. She was punctual and communicated well throughout the process.

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Jaime G.
Dog Walking
5.0 out of 5 stars

Bridgette was on time, attentive and kept me up to date on how my pup was doing. Thanks for all the detailed messages, Missy would love to see you again!

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Aarti C.
Dog Walking
5.0 out of 5 stars

Harrison is always on time and keeps me up to date on how my pet is doing! I know I can count on him!

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Aarti C.
Dog Walking
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

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
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Meet local walkers who will treat your dogs like family

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Popular requests for dog walking - Annapolis

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Sitters in Annapolis average 4
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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 September 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 September 2026, there are 12,866 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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