Dog Walking Westwoods

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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: Lori S.
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Lori S.
Star Sitter
from
$15
per walk
5.0 out of 5 stars
• 4 reviews
2 repeat clients
40 years of experience
Millsboro, DE, 19966

About: I've taken care of a wide variety of animals my whole life. While I love all types of pets, dogs are my favorite. I have lots of experience. One of my dogs was a therapy dog within the public school system as part of a literacy program for elementary children. I have a nice fenced in backyard and live close to two pet friendly parks. My schedule is very flexible. There is always someone at home 24/7 so your furry friend will never be lonely. I can board, sit, or walk almost anytime. I have a nice fenced in backyard and live very close to two pet friendly parks. I have a very friendly corgi named Rocco to keep your fur babies company.

Sitter Profile Image: Michael J.
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Michael J.
from
$20
per walk
5.0 out of 5 stars
• 1 review
1 repeat client
16 years of experience
Dagsboro, DE, 19939

About: Hello! I offer a specialized, ultra-attentive doggy daycare and boarding experience right here in Dagsboro. Unlike traditional high-volume environments, my business operates on a strict Constant Care model. This means your dog receives 100% direct human supervision and is never left unattended for longer than a quick bathroom break. Because I focus entirely on safety, peace of mind, and individualized attention, my rates reflect a premium level of service. My Safe-Graduation Setup: To protect my own small, senior dog and two cats, I utilize a careful, low-stress transition plan for all incoming guests: The Baseline Suite: Initial visits and early boarding periods take place in my secure, comfortable, and fully supervised basement area. I hang out right alongside your dog to bond with them and evaluate their unique personality. On-Leash Graduation: Once your dog is fully relaxed and comfortable with me, we graduate to controlled, on-leash introductions in our secure outdoor space. Secure Play Yard: Your pup will have access to a dedicated, secure potty area (which is currently expanding into a fully enclosed backyard) for safe sniffing and play. Strict Safety Limits for Peace of Mind: Small Intake Limit- I strictly cap my home at a maximum of 3 guest dogs at any one time. Your pup will never be overwhelmed by a large pack. Size Restrictions: I exclusively accept small and medium dogs to ensure a safe, harmonious energy level for everyone. Cat-Friendly Guests Only: For the safety of my household cats, I only accept dogs with a proven history of calm behavior around felines.If you are looking for a true "home away from home" where your dog is treated like family and never left alone, I would love to meet you! I work for myself out of my home so I have flexible availability. Limited availability Saturday mornings. Otherwise, though, I am free to hang out with your pup! I have a fenced potty area and plenty of space in my neighborhood for as many walks as is necessary! I have a senior small dog who loves to sleep and chill, but still has plenty of play left in him as well. Our home is also ruled by 2 female cats, they gave me permission to post this

Sitter Profile Image: Carla C.
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Carla C.
from
$15
per walk
5.0 out of 5 stars
• 27 reviews
9 repeat clients
4 years of experience
Salisbury, MD, 21804

“Carla is so great and patient!! happy to have found her!”

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Olivia P.
Sitter Profile Image: Jill T.
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Jill T.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
• 202 reviews
85 repeat clients
13 years of experience
Willards, MD, 21874

About: I’ve taken care of animals for many years. Friends and neighbors have relied on me to walk, feed, play with and most of all, care about and for their animals. In my previous life, I managed a Doggy Daycare. I’m here for your pup(s) and/or cat(s) during the weekdays and weekends. I work from home part-time. Your pup/cat will have lots of TLC / belly rubs, playtime, walks and love. I also have my own pup that can keep yours company. I have a fenced in yard, lots of space inside and outside where pups can play and rest as needed. Bowls and toys available. :) **Tell me what your pup needs and it’s covered!

Sitter Profile Image: Lucia V.
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Lucia V.
from
$25
per walk
5.0 out of 5 stars
• 9 reviews
3 repeat clients
5 years of experience
Pittsville, MD, 21850

“Please don’t hesitate to use Lucia for your Rover needs. She was very attentive and thorough with her care and communication regarding our high maintenance doodle. She was very responsible with our home. Thank you again Lycia!”

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Debby G.
Sitter Profile Image: Alivia S.
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Alivia S.
from
$15
per walk
5.0 out of 5 stars
• 3 reviews
1 repeat client
15 years of experience
Salisbury, MD, 21801

About: I’ve grown up around dogs and my family currently has four, so I’ve had lots of hands-on experience caring for them over the years. I’m a huge animal lover and I’m comfortable with feeding, walking, playtime, potty breaks, and giving dogs plenty of attention and affection. I understand that every dog has their own personality and routine, and I’ll always follow your instructions carefully and treat your pet with the same care I give my family’s dogs. I’m a college student with a flexible schedule, and I’m happy to make time for pet care around my classes and other commitments. I’m available for walks, drop-in visits, feeding, playtime, and plenty of attention. I’ll always communicate clearly about my availability and make sure your pet gets the care and time they need. I will always treat your pet and home with care and respect. I’m comfortable following specific feeding, walking, crate, and daily routine instructions, and I’ll make sure doors, gates, and leashes are secure at all times. I’ll give your pet plenty of attention and can also send updates and photos so you know they’re safe and happy while you’re away.

Sitter Profile Image: Jennifer A.
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Jennifer A.
from
$30
per walk
5.0 out of 5 stars
• 14 reviews
3 repeat clients
15 years of experience
Delmar, DE, 19940

“Jennifer is fantastic with my Golden Retriever, their daily walks have become the highlight of his day, while his owner can relax knowing he's in great care.”

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Adam R.
Sitter Profile Image: Amy A.
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Amy A.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
• 13 reviews
5 repeat clients
50 years of experience
Laurel, DE, 19956

About: I have had many decades of well-loved Labradors, a couple exceptional Mastiffs, and a loveable yet crazy Brittany. In our home we have two full time cats that moved in after our neighbor passed away. Our family lives have always included pets and a multitude of farm critters that we care, love and enjoy. I am comfortable and have experience with large dog personalities as well as the medical and physical needs of seniors. And I can follow directions! I work full time as faculty at a local college, however my schedule has flexibility throughout the week as well as through the day. Typically I am available most days and locally can travel easily for pet care. Dogs can be boarded here as long as they are cat and dog friendly. There are 2 cats and I also watch our son's Brittany Spaniel during the week. For dogs that do stay here, they are allowed on the furniture as well as on our bed and there are multiple dog beds for their choice. Our backyard is fenced away from the road behind a privacy fence. For those dogs that like to swim there is a concrete salt water pool available during the season. Whatever directives the pet family prefers will be followed with updates regularly.

Sitter Profile Image: Alexandra W.
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Alexandra W.
from
$15
per walk
15 years of experience
Dagsboro, DE, 19939

About: I am a very compassionate and outgoing person who wants what’s in the best interest of your pet. I have a very calm demeanor which makes pets feel extremely comfortable. I also have a 6 month old border collie so I’m extremely comfortable with high energy dogs I’m currently in between jobs so I’ll have plenty of time to care for your pets. I am very compassionate and want what’s in the best interest of your animal. My boyfriend and i just got a border collie/ Australian shepherd puppy so i am very used to a high energy dog. I live in a house with lots of land so the dog has plenty of room to explore. I live in a very safe area

Sitter Profile Image: Taylor K.
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Taylor K.
from
$25
per walk
5.0 out of 5 stars
• 5 reviews
3 repeat clients
20 years of experience
Seaford, DE, 19973

About: I’ve always been an animal lover and have lots of experience with different breeds of cats/dogs, big and small. Neighbors, friends, and family have relied on me to walk, feed and play with their fur babies for many years! If this is your first time using Rover, please let me know and I will give you a promo code that gives you $20 off of your first booking. Pet sitting is currently my full time job so I’ll have plenty of time to care for your pets! Please reach out with any inquiries or questions regarding a booking and I will respond as quickly as possible to determine if my schedule aligns with you and your pets needs! Your pet will be treated as my own and receive plenty of love and attention while in my care. I can easily crate your dog if needed or preferred. I can provide separate living spaces for dogs while away or you are welcome to bring their own crate/needs for comfort.

Sitter Profile Image: Chelsea-Rose L.
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Chelsea-Rose L.
from
$20
per walk
5.0 out of 5 stars
• 43 reviews
15 repeat clients
10 years of experience
Lewes, DE, 19958

“Chelsea was awesome. 👏 She paid careful attention to Winston and was patient with him as he was a bit reluctant to walk with a new person. She followed all my instructions and took care of our baby. Will use her anytime I need help with Winston in the future.”

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Susan H.
Sitter Profile Image: Sandra N.
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Sandra N.
from
$32
per walk
5.0 out of 5 stars
• 1 review
4 years of experience
Georgetown, DE, 19947

About: Hi! I’m Sandra, and I know how important it is to leave your pet with someone you can trust. I’ll care for your dog as if they were my own, providing plenty of love, attention, playtime, and cuddles. I live in a pet-friendly community with both a small and large fenced dog park, giving dogs a safe place to run and play based on their size and comfort level. I’ll follow your pet’s routine closely, including feeding schedules, medications, potty breaks, and any special instructions. You’ll also receive regular photo updates, so you can relax knowing your furry family member is happy, safe, and well cared for I work a flexible schedule that allows me to give pets plenty of attention throughout the day. I can accommodate regular potty breaks, walks, playtime, feeding schedules, and lots of one-on-one affection. I always make sure each dog gets the care and routine they’re used to. Your dog’s safety and comfort are my top priorities. I live in a clean, pet-friendly apartment community with both a small and large fenced dog park for safe exercise and play. I’ll follow your pet’s routine, feeding schedule, medications, and any special instructions exactly as requested. I provide a calm, loving environment and send regular photo and video updates so you always know how your pup is doing. Every dog is treated like they’re part of my own family.

Sitter Profile Image: Taylor T.
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Taylor T.
from
$18
per walk
8 years of experience
Salisbury, MD, 21804

About: I've been around dogs my whole life and have helped care for pets for friends and family. I'm reliable, follow routines, and enjoy spending time with animals. I work at a restaurant with a changing schedule, but I'm usually available during the day and keep my Rover calendar updated each week to reflect my availability. I always follow the owner's instructions and stick to each pet's normal routine. I'll make sure they have fresh water, meals on schedule, exercise, and plenty of attention. I also keep the home clean, secure, and send updates so owners know how their pet is doing.

Sitter Profile Image: Kara B.
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Kara B.
from
$22
per walk
5.0 out of 5 stars
• 1 review
15 years of experience
Ocean Pines, MD, 21811

About: We always had a family dog growing up, so I’ve been training, bathing, feeding and walking for as long as I can remember! I’ve taken daytime and overnight care of newborn pups to elderly dogs, as well as many cats, mostly belonging to friends (and friends of friends), so I’m excited to join Rover and help your pet get the love and care they deserve! I am currently working a flexible schedule, so I have plenty of opportunity to find a time that works to take care of your pet! I have my own transportation and a flexible schedule, so I am perfectly comfortable popping by to take care of your pet. I don’t have any dependents, so if overnight stays are what you need, I am happy to do that too! I keep a tidy house and tidy pet :)

Sitter Profile Image: Lisa R.
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Lisa R.
from
$24
per walk
5.0 out of 5 stars
• 6 reviews
1 repeat client
40 years of experience
Milton, DE, 19968

About: Please note- I require a meet and greet first before taking on a new client. I have rescued many dogs and given them a better life. I have also had two puppies in the past six years. I have a lot of training and patience with puppies and also rescue dogs. I love dogs so much and strive to make them happy and be the best version of themselves. I currently have a rescue dog that is 10. A dog that is 6 and a puppy that is six months. I also watch my two grandpups a lot they are a GSP and a Vizsla. I require a meet and greet first before taking a new client. I am retired and have time on my hands to give your pup the time it needs while you are away. They can stay in their home and feel safe and comfortable and still be on their routine with walks, feedings, and playtime. I will come to your house and check on your pup. Walk them, feed and water. And also give them play time. I will treat your home with care and respect.

Sitter Profile Image: Zelie K.
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Zelie K.
from
$25
per walk
5.0 out of 5 stars
• 12 reviews
3 repeat clients
28 years of experience
Rehoboth Beach, DE, 19971

About: Hi! I split my time between Greensboro and Rehoboth! Weekends in Rehoboth and during the week in Greensboro, with some flexibility! I have lifelong experience and deep love for animals. I’ve been caring for animals my whole life, including my own three dogs – one of whom is a senior and two other high energy dogs, including a Whippet and a Jack Russell blend – along with two indoor/outdoor rescue barn cats. With a large property for exercise and play, I understand the unique needs of different breeds and personalities. My experience extends beyond my own pets, as I’ve been trusted to care for others beloved animals for years. I’m passionate about providing attentive and reliable care, ensuring every pet feels safe, loved, and happy while you’re away. I am a teacher and will be gone from my home 8 hours of the day. I can be available to come let pets out for a potty break in the middle of the day some days. I am free on weekends all day. If your pet is crate trained they will be on the same schedule as my own! I have cared for many animals, boarding, walking/running, and general care. My pets are allowed on furniture for snuggles and free roam of the house, to explore and move! I have two high energy dogs that need to go on runs daily. I am fit and we are on a dirt road and a large property so getting exercise is easy! My dogs have their own bedroom and actual bed, but are also crate trained for during the day. They are very friendly, love other animals and our cats!

Sitter Profile Image: Justine B.
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Justine B.
from
$20
per walk
15 years of experience
Ellendale, DE, 19941

About: My name is Justine. I have had dogs since the day I was born. Dogs have been my passion. I was a groomer, and have been trained in dog body language as a result of going down the grooming path. I really enjoy spending quality time with fur babies, and getting to help you as their parents when needed. As a pet parent myself I know it isn't always an easy task. Overall, if you're looking for someone who has quite a vast knowledge in the dog field, I'm your girl! Special Needs, Seniors, Puppies with all that energy boiled up, I can handle them all. If youre looking for a reliable, reassuring helper feel free to contact me. Can't wait to hear from you soon!

Sitter Profile Image: Brooke I.
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Brooke I.
from
$25
per walk
5 years of experience
Lewes, DE, 19958

About: Hi there! I’m Brooke, a dedicated registered nurse and passionate dog lover. When I’m not caring for my patients, I love spending time outdoors, walking dogs in the neighborhood. If your furry friend needs some extra exercise and love, I’m here to help and make their walks fun and safe! Please reach out so we can coordinate days ! Even with my work schedule I make time throughout the week for walks, playtime, and giving each pet the attention they need. It’s important the pets get the exercise and love they need. I can assure the safety of your dog during walks. I will make sure your dog is hydrated and comfortable in the different weather temperatures.

Sitter Profile Image: Chloe T.
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Chloe T.
from
$25
per walk
4.9 out of 5 stars
• 20 reviews
4 repeat clients
17 years of experience
Easton, MD, 21601

“You are amazing!!! Lots of updates and willing to help on short notice!!! Appreciate you so much 🩷”

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Maggie W.
Sitter Profile Image: Courtney L.
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Courtney L.
from
$40
per walk
5.0 out of 5 stars
• 2 reviews
10 years of experience
Dover, DE, 19904

About: I genuinely love animals. I grew up with two dogs and a cat. I’ve watched over other family dogs and cats for weeks and even months at a time. I work at most 6 hour shifts per day and 4 days per week so I have plenty of free time for play, walking and cuddles. I currently live with one pup who I walk daily before work and we love going on hikes or to the lake on a nice day

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The median cost per walk for dog walking in Westwoods is $22

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How to book dog walking

  1. 1. Search

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Popular requests for dog walking - Westwoods

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Sitters in Westwoods average 3
repeat dog walking clients

FAQs for Dog Walking - Westwoods

Frequently asked questions about Rover

The average cost of Dog Walking in Westwoods on Rover is $28 per walk as of October 2026. Most bookings cost between $22 and $33 per walk. 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 513 sitters on Rover offering Dog Walking across Westwoods. 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 Westwoods. 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 Westwoods 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 Westwoods. On Rover:

  • 94% of walkers can help with special care needs
  • 96% can help with giving oral medications or injections
  • 100% 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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