Dog Walking Sherwood Forest

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Sherwood Forest, 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: Owen K.
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Owen K.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
• 67 reviews
12 repeat clients
10 years of experience
Severna Park, MD, 21146

“Owen is reliable, kind and trustworthy. He shows up, gives my dog a good walk regardless of the weather, and responds quickly. I highly recommend him to anyone that needs a walker.”

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James T.
Sitter Profile Image: Jacqueline G.
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Jacqueline G.
from
$20
per walk
5.0 out of 5 stars
• 5 reviews
1 repeat client
14 years of experience
Crownsville, MD, 21032

About: I’ve cared for pets for over 14 years, including my own and those of clients, friends, and family. As a professional organizer and mom, I bring structure, empathy, and reliability to every pet I care for. I’m especially attentive to routines, safety, and emotional wellbeing—whether it’s a playful pup or a shy senior cat. I manage my own schedule, which gives me plenty of flexibility for pet care. I’m available for walks, feedings, drop‑ins, boarding, extended stays, house sitting and any other combination that suit your scheduling needs. Whether I’m caring for pets in my home or staying in yours, I prioritize consistency, communication, and routine so your pet feels safe and loved. I’m available weekdays and weekends, and I tailor my schedule to meet your pet’s needs. In my home, I have a fenced yard and two friendly dogs who enjoy company. If your dog is shy or reactive, that’s no problem — I have experience with all temperaments and can keep pets separate when needed. My home is clean, organized, and set up for comfort. I follow feeding and medication instructions precisely and keep pet parents updated with daily photos and messages. When I’m caring for pets in your home, I maintain your pet’s routine exactly as you prefer and treat your space with the same respect and care I give my own. I’m comfortable with multi‑dog households, anxious or storm‑sensitive pets, and dogs who need extra reassurance or structure. I keep your home tidy, manage small household tasks, and ensure your pet feels secure while you’re away.

Sitter Profile Image: Grace N.
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Grace N.
from
$16
per walk
5.0 out of 5 stars
• 9 reviews
3 repeat clients
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: Tiffany O.
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Tiffany O.
from
$20
per walk
5.0 out of 5 stars
• 4 reviews
1 repeat client
30 years of experience
Annapolis, MD, 21409

About: I am a true animal lover. I think animals become our family and I want you to feel comfortable that I will treat your pet like my own went in my care. I have experience with many kinds of animals, dogs, cats, hamsters, and reptiles. I am patient and kind and love to get to know your pet. This is currently my only job, so my schedule is very flexible. I am available morning, afternoons and evenings for visits. I can help on weekdays or weekends. I first get to know your pets basic needs, ensuring their safety, and offering enrichment. This includes feeding, providing fresh water, ensuring proper elimination, creating a safe and comfortable environment, offering exercise and playtime, and attending to any medical or behavioral needs. I am comfortable with small and large dogs as well as small pets and reptiles.

Sitter Profile Image: Nicole C.
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Nicole C.
from
$20
per walk
15 years of experience
Arnold, MD, 21012

About: I’ve always grown up in a pet loving household with multiple pets. I’ve been not only babysitting but pet/house/farm sitting since I was 12 years old. I am very comfortable in all different environments and love to walk, run, & snuggle! I’m currently a part time pediatric nurse and have fallen in love with the Annapolis area. On my off days I am very willing to accommodate all your pet needs as early/late and as many times as needed! I have cared for pets in multiple different environments. I’ve cared for pets who have a fenced in yard and others who needed to be walked on a leash. I am comfortable with whatever your preferences are.

Sitter Profile Image: Ashley & Holly R.
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Ashley & Holly R.
from
$25
per walk
25 years of experience
Crownsville, MD, 21032

About: Hi, I’m Ashley — a dedicated and dependable animal lover with over 25 years of experience as a professional, a homeowner and pet caregiver. Over the years, I’ve had the joy of sharing my home and life with dogs, cats, and even rabbits, and I understand just how important it is to know your pets and home are in safe, capable hands while you’re away. What I Offer: 🐾 Experienced Pet Care – From energetic pups and senior dogs to independent cats and cuddly bunnies, I’ve cared for a wide range of pets with various personalities and needs. I’m confident with administering medications, maintaining feeding routines, and providing lots of love and attention tailored to each animal. 🏡 Reliable Home Stewardship – As a long-time homeowner myself, I know how to care for a home with the same respect and responsibility as my own. Whether it’s bringing in the mail, watering plants, or keeping things tidy and secure, you can travel with total peace of mind. 💬 Clear Communication – I believe trust is built through communication. I’ll keep you updated with regular messages, photos, or videos of your pets, so you’ll never feel far from home. I work from home and have a flexible schedule. My roommate, Holly, and I tag team boarding, pet walking or house sitting jobs depending on our availability. We have a fenced in yard with lots of space to run and sniff! We also live very close to a local park and walking trails. Your pet is like family when at our house, we have 3 high schoolers and 1 preschooler!

Sitter Profile Image: Courtney A.
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Courtney A.
Star Sitter
from
$27
per walk
5.0 out of 5 stars
• 20 reviews
14 repeat clients
15 years of experience

About: Hi! I’m Courtney — a true dog lover, experienced pet caregiver, and someone who treats every pet like family. As a dog mom myself, I understand how important it is to trust the person caring for your pet. Whether your dog loves long walks, playtime, couch snuggles, or just a calm and reassuring presence, my goal is to make them feel safe, comfortable, and loved while you’re away. I have extensive experience caring for dogs with a wide range of personalities, energy levels, and care needs, and I pride myself on being dependable, communicative, and attentive to details. For house sitting, my standard rate includes typical care such as feeding, walks/potty breaks, companionship, overnight care, and lots of love. If your pet requires additional support — including senior care, medication administration, frequent potty breaks (every few hours), mobility assistance, separation anxiety management, or near-constant supervision — please let me know before booking, as these higher-needs situations may require custom pricing to ensure I can provide the level of care your pet deserves. Please be as detailed as possible about your pet’s routine, behaviors, and care needs so I can make sure we’re the right fit. Looking forward to meeting your furry family member!

Sitter Profile Image: Ella O.
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Ella O.
from
$25
per walk
5.0 out of 5 stars
• 2 reviews
2 repeat clients
7 years of experience
Severna Park, MD, 21146

About: I’ve been caring for dogs of all sizes and personalities since I was young. I grew up with dogs in my home and currently have two dogs of my own, so I know how much our pets mean to us and how important it is to find someone you can trust with them. I love getting to know each pet’s unique personality and making sure they feel safe, comfortable, and loved while their owners are away. I truly love all fur babies and would be so excited to care for yours! 🐾❤️ I am currently a part time student at Anne Arundel community college. I also have a part time job. My weekends are available. Weekdays I have a lot of free time during the day between classes before I head to work at 2:30-5:30 (usual hours). Safety is my top priority when caring for your pets. I will always make sure they are supervised, secure, and comfortable, whether we are out on a walk, during a drop-in visit, or staying overnight. I follow each pet’s routine and any instructions you provide, including feeding schedules, medications, walks, and anything else that helps them feel at home.

Sitter Profile Image: Harrison S.
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Harrison S.
from
$16
per walk
5.0 out of 5 stars
• 19 reviews
3 repeat clients
4 years of experience
Annapolis, MD, 21403

“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.
Sitter Profile Image: Bryce W.
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Bryce W.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
• 12 reviews
2 repeat clients
6 years of experience
Gambrills, MD, 21054

“Bryce did a phenomenal job with Bentley. Came on time every day , very respectful and was very patient with Bentley.”

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michael s.
Sitter Profile Image: Alexxis E.
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Alexxis E.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
• 36 reviews
10 repeat clients
15 years of experience
Annapolis, MD, 21409

“Extremely helpful and flexible with scheduling times. Managed two Siberian huskies with no issue on long walks. Definitely recommend and will use again!”

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Keith K.
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: Ayanna C.
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Ayanna C.
Star Sitter
from
$18
per walk
5.0 out of 5 stars
• 6 reviews
2 repeat clients
10 years of experience
Odenton, MD, 21113

“Ayanna arrived on time and was very attentive to all of Teddy's needs. I appreciate her pleasant demeanor and smiling face. I would absolutely request her services again!”

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Kyra F.
Sitter Profile Image: Mia P.
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Mia P.
from
$22
per walk
5.0 out of 5 stars
• 43 reviews
5 repeat clients
5 years of experience
Crofton, MD, 21114

“On time, would recommend definitely recommend. She’s good with Roxy and follow instructions great”

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Gearld k K.
Sitter Profile Image: Brittanny A.
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Brittanny A.
from
$25
per walk
4.2 out of 5 stars
• 8 reviews
2 repeat clients
12 years of experience
Annapolis, MD, 21401

About: As someone who loves to travel, I know the importance of having trusted and communicative pet care. I have had two cats for 12 years and was lucky enough to become a dog mom when my husband I met 4 years ago. I have experience with walking and caring for our friends pets as well. I have a hybrid work schedule, so my availability is flexible for you and your fur baby’s needs. I can do early mornings, lunchtime, evenings, and overnights. We have a fenced in backyard that our dog enjoys and a covered porch that our cats enjoy. We can accommodate any animal and separate all the animals if feeding time is an issue.

Sitter Profile Image: Laurie H.
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Laurie H.
from
$20
per walk
45 years of experience
Annapolis, MD, 21401

About: I truly adore cats and their unique personalities. I'm a retired empty nester, who is flexible, attentive, patient, affectionate, and I believe great cat care includes a fresh, spotless litter box every day. Your cat will get plenty of love, attention, and a comfortable environment giving you a peace of mind while you're away. Being retired gives me a flexible schedule and plenty of time to devote to your pets, providing attentive, dependable care without rushing or juggling another job. Whether in my home or yours, I follow each pet's normal routine, providing plenty of love, attention, exercise, fresh water, clean spaces, play time and personalized care.

Sitter Profile Image: Anna B.
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Anna B.
from
$25
per walk
5.0 out of 5 stars
• 1 review
12 years of experience

About: Recently I moved away from my two big, affectionate, quirky dogs who have given me lots of dog experience: playing, walking, dog beach days, hikes, and just hanging out giving dogs the individualized quality time they deserve. Having grown up with pets, my experience is thorough, my personality is calm, quiet and attentive. I have experience with walking and caring for dogs other than my own and with overnight dog sitting, nannying for families with dogs, and spending time with dogs we have watched at our house for other families. Pets should get intentional and quality time, love, and play time, and I am a very patient, responsive, and dedicated person who would love to help out in giving this to your dog/s! I’d love to be available to meet and care for the pups you care so deeply for in your busy times. Dogs fill my cup! I am available and flexible. Willing to work with whatever you may need. Weekends, weekdays, mornings, daytime, evenings, I will coordinate with my schedule and yours as well, contact me to discuss availability. Most importantly I can honor owner's requests. Time spent meeting and learning your pet is always helpful and preferred before caring for them. Depending on the service, let’s discuss your thoughts!

Sitter Profile Image: Frank F.
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Frank F.
from
$15
per walk
5.0 out of 5 stars
• 3 reviews
11 years of experience
Crofton, MD, 21114

About: I’ve been caring for dogs of all breeds and sizes since I was a kid. Walking, feeding, bathing, and training have all been part of the routine for over 11 years. Neighbors, friends, and family have trusted me with their pets time and again, and that trust is something I take seriously. Whether your dog needs a calm and structured walk, a bath, or just good company while you’re away, I bring the same patience and attentiveness every time. Pet care fits naturally into my daily routine and I have a lot of flexibility throughout the week, so I can work around most schedules. Whether you need someone on short notice, over a weekend, or during the week, I’m generally available and happy to accommodate what works best for you and your dog. Your dog will be in a safe, pet-friendly home with a fenced yard where they can run and play freely. I have pets of my own, so your dog will have friendly company and will be comfortable in an environment that’s already used to animals. I’m attentive to each dog’s individual temperament and make sure every pet in my care feels secure and at ease.

Sitter Profile Image: Emily P.
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Emily P.
from
$15
per walk
5.0 out of 5 stars
• 5 reviews
2 repeat clients
20 years of experience
Harwood, MD, 20776

About: I have grown up with dogs in my family almost my entire life. I also dog sat growing up and still do to this day for family and friends. This included puppies under the age of 1 (frequent potty breaks and crate training), as well as senior dogs who required special care and assistance. I love dogs of all shapes and sizes and would love to keep your fur babies company while you’re out of town! I am fortunate enough to have a very flexible work schedule that allows me to make your pets the number one priority while in my care. I have flexible work hours that allows me to spend time in the morning, afternoons and evenings with your animals. I can leave my office during the day with no problems. I am able to work from home when need be. This flexibility allows me to regularly check in on them, support their feeding routine and promptly address any health issues if they arise. When caring for pets in your home, I treat them as if they were my own. I prioritize their comfort and well-being by following their usual routines, providing plenty of playtime, and ensuring they receive the love and attention they deserve. I maintain a clean and safe environment, taking extra care with feeding, grooming, and any special needs they may have, such as administering medications. My goal is to keep your pets happy and stress-free until you return.

Sitter Profile Image: Cassondra R.
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Cassondra R.
from
$20
per walk
5.0 out of 5 stars
• 4 reviews
10 years of experience
Severna Park, MD, 21146

“Cassondra was amazing with Riley and overall communication. Riley is an energetic golden and she was attentive to her needs and getting in exercise for long days. Highly recommend and would rebook!”

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Lauren G.
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The median cost per walk for dog walking in Sherwood Forest is $20

Dog parents share their Rover experiences - Sherwood Forest

1 / 1
5.0 out of 5 stars

Carlie is the best! Very reliable and flexible! I always feel confident knowing she’s got our pup taken care of!

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Sarah S.
Dog Walking
5.0 out of 5 stars

Jacob was absolutely wonderful! We have two Belgian Malinois, which are definitely not the easiest dogs to care for, but Jacob knew exactly how to handle them and understood everything we asked of him. We really hate putting our dogs in boarding facilities, so finding someone we could trust and who understood how much our dogs mean to us was extremely important. Jacob was always on time, communicated with us throughout our trip, and has such a wonderful, energetic personality—which was perfect for our dogs! They were very well cared for, and knowing they were in such good hands gave us so much peace of mind while we were away. We usually don’t leave reviews, but Jacob truly deserves one. He was an amazing pet sitter, and we would highly recommend him to anyone looking for someone responsible, caring, reliable, and great with high-energy dogs. We will definitely be using him again! 🐾❤️🐊🐶❤️🐶🐊🐾

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Linda W.
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

Marley is a good communicator, she has a deep passion for animals, she’s the only person that has petted my black cat. 🐈‍⬛ (In 12 years 😦).

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David D.
Dog Walking
5.0 out of 5 stars

Benjamin was excellent! He was on time and took great care of our two dogs! We will definitely be using him again in the future!

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megan w.
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

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

Chance loves Caitlyn! She’s always great with him. She’s reliable, communicative, and clearly cares about the dogs she works with. I always feel comfortable knowing Chance is in good hands with her, and he’s always happy and well cared for when I get home. Highly recommend her!

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Jen V.
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

Aidan took wonderful care of our foster, Tango, who had just recently gotten neutered. I was nervous about leaving him, but after a meet and greet with Aidan, I knew he was in great hands. They were very respectful of the notes I left and were attuned to Tango's needs in his vulnerable state. Their calm and grounding energy was just what Tango needed during his recovery. I would highly recommend Aidan to anyone who is looking for a thoughtful, kind, and reliable person to care for their pets.

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Nicole C.
Dog Walking
5.0 out of 5 stars

Alexis was dependable, always on time, and did a great job with Lexi. I’d definitely book her again.

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Elsie V.
Dog Walking
5.0 out of 5 stars

Stacie was able to come on short notice to walk Riley. She was responsive, professional and I could tell loved meeting Riley! I’ll definitely be using Stacie again in the future!

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Lauren D.
Dog Walking
5.0 out of 5 stars

Heather was fantastic, responsible, punctual, and clearly great with dogs. Chance warmed up to her right away, and I appreciated the updates and photos. I will definitely book her again.

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Jen V.
Dog Walking
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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book dog walking

  1. 1. Search

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Popular requests for dog walking - Sherwood Forest

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Sitters in Sherwood Forest average 4
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FAQs for Dog Walking - Sherwood Forest

Frequently asked questions about Rover

The average cost of Dog Walking in Sherwood Forest is $27 per walk as of October 2026. Most bookings cost between $23 and $32 per walk. On Rover, walkers set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 13,058 sitters on Rover offering Dog Walking across Sherwood Forest. 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 Sherwood Forest. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.

For dog walking bookings, your dog walker can send a Rover Card with details about your dog’s walk. Rover Cards require at least one photo and may include , the total walk time and distance, and any pee or poop breaks recorded by the walker.

The route map lets you review where your dog was walked in Sherwood Forest after the booking. It is not live GPS tracking.

Have specific details you would like included? Message your dog walker in the app before the 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 , 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 .

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

  • 85% of walkers can help with special care needs
  • 90% can help with giving oral medications or injections
  • 95% 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your walker interacts with your pet 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. Meet & Greets are a great way to prepare your pet and walker for longer stays or first-time bookings. Read our tips for your first .

walkers on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

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

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