Dog Walking Annapolis

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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: Megan W.
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Megan W.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
71 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: Leigh Ann E.
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Leigh Ann E.
Star Sitter
from
$17
per walk
5.0 out of 5 stars
18 reviews
6 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: Marley D.
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Marley D.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
39 reviews
14 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: Liza S.
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Liza S.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
96 reviews
20 repeat clients
20 years of experience
Annapolis, MD, 21401

Liza is awesome! I met her while she was walking another dog, and I was throwing a ball for my boy Francis. She was very sweet to both my boy Francis and his bro Elliott even though he ran up and barked at her at first. I said trust me he won't do anything, and I could tell she wasn't afraid in the least. Francis is on prednisone which caused him to develop a bladder infection and causes him to have to pee even more than the prednisone. I went on Rover yesterday around noon trying to book something for 5 the same day. Liza responded within 5 minutes that she would be able to do it and set up future Friday afternoon walks. She even wiped off his big dirty paws after the walk!

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Jim O.
Sitter Profile Image: Megan T.
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Megan T.
from
$15
per walk
5.0 out of 5 stars
8 reviews
1 repeat client
10 years of experience
Annapolis, MD, 21403

About: Hi! I'm a lifelong dog lover who grew up with 3 dogs, and regularly pet sit for friends and family before deciding to make it official. Friends often call me an animal whisperer because even shy or nervous pets tend to warm up to me quickly. I work remotely, and am very active, so I have a flexible schedule and can give your pet plenty of attention (and activity)! I work remotely and have very flexible hours, so your pet will have plenty of time, walking, snuggling, and being active. I also attend run clubs where pets are allowed, so if your fur baby is social, I’ll happily take them! I have a backyard, and live in a community with plenty areas to walk and sniff. Pets are welcome to be on furniture and in bed! I’m an excellent communicator, and will work collaboratively with you to determine the best care plan for your pet.

Sitter Profile Image: Alexia M.
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Alexia M.
Star Sitter
from
$22
per walk
5.0 out of 5 stars
43 reviews
14 repeat clients
10 years of experience
Annapolis, MD, 21409

Captain is a bark greeter and Alexia did a great job at keep calm and welcoming his excitement. He seemed very happy after the walk and hung around her a bit before she left. Overall fantastic experience.

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Jessica G.
Sitter Profile Image: Ellie H.
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Ellie H.
from
$17
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: Thomas R.
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Thomas R.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
87 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: Elizabeth G.
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Elizabeth G.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
47 reviews
21 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: Kacie B.
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Kacie B.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
76 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: 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: Laura D.
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Laura D.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
61 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: 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 very friendly and is great with our pup. You can tell he genuinely cares about the animals in the way he reports back and the pictures he takes. He was also super responsive and showed up for us in a pinch.

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Jessica W.
Sitter Profile Image: Harrison S.
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Harrison S.
from
$15
per walk
5.0 out of 5 stars
8 reviews
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: 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

Great dog walking services. Allison is always responsive and attentive to my dogs needs. She is honest about schedule and timing and I appreciate her for this! My dogs always sleep well after and are happy for their walks with Allison.

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Natalie E.
Sitter Profile Image: Sarah M.
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Sarah M.
from
$15
per walk
20 years of experience
Annapolis, MD, 21401

About: Besides my own dogs that I have taken care of since I was very young, I also have been relied on to take care of family and neighbor dogs. Most dogs that I have cared for have been geriatric, and I am extremely patient with them, and strong enough to even lift the larger dogs when they can’t lift themselves. Before coming to MD, I worked on a farm and interacted with dozens of dogs every day. I have never met a dog that hasn’t liked me, or one I haven’t liked. I work from home and so can easily step out for a drop-in or house sit and work from your home. I can do early morning or late evening according to need. I am unable to board your dogs. However, I am more than able to watch your dogs in your home. When in a client’s home, my philosophy is to only touch what is needed. The client’s direction and privacy is key to a good relationship, as well as my discretion.

Sitter Profile Image: Nolan C.
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Nolan C.
from
$15
per walk
10 years of experience
Annapolis, MD, 21409

About: I have taken care of different types of dogs and including in home stay, walks, puppies etc and had my own dog since I was 12. I have lots of experience in caring for animals from reptiles to mammals. I am very physically active and love to spend time outside so long walks and exercise is both fun for me and your pet. I am currently looking for a part time job my schedule is open for the relative future and any changes to my schedule will be minimal, I am fully available for a consistent walking or care schedule for your pet. I care for my dog with long walks, exercise/play time with his favorite toys or enrichment games. I also have a back and front yard at my house that my dog loves to play in with a park and beach access that allows dogs. When I care for bigger dogs I love to take them to the park in my neighborhood or one nearby to play fetch.

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: 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: Katie F.
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Katie F.
from
$20
per walk
5.0 out of 5 stars
115 reviews
36 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

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5.0 out of 5 stars

Always on time and she takes such great care of Hendricks. He always comes back from his walk so happy!! Thank you Liza!!

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Julianne H.
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
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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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
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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