Dog Walking Westwoods

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

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Westwoods, 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.

1 / 1
Sitter Profile Image: Samantha M.
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Samantha M.
from
$20
per walk
9 years of experience
Millsboro, DE, 19966

About: Hi, I'm Sam — and if you're reading this, your dog is already in good hands! 🐾 I'm a lifelong animal lover and proud mom to Daphne, my adventure-loving pup who never turns down a beach day. I know how much your dog means to you, and I treat every walk like it's the highlight of their day — because it should be! What you can expect from me: 🌊 Scenic beach and boardwalk walks along Bethany, South Bethany, Fenwick Island & Ocean City, MD 📍 GPS-tracked every walk — I send you the full route map and photos when we're done so you can see exactly where your pup adventured today 📸 Plenty of candid photos throughout every walk ⏰ Reliable, on-time, and communicative — always ❤️ Calm, nurturing energy that anxious or high-energy dogs respond well to A little about me: I'm a senior product leader in the gaming industry with a background in special education — which basically means I'm endlessly patient, highly organized, and genuinely love caring for others. Daphne and I spend our days exploring the Delaware and Maryland coast and I'd love to bring your pup along for the adventure. Visiting Bethany or OCMD for the week? I've got you. Local who needs a reliable regular walker? I've got you too. 🐶 Message me to set up a free meet and greet — I can't wait to meet your pup! 📅 Availability: I currently have wide open availability — mornings, afternoons, and evenings, seven days a week. Whether you need a one-time walk while you're visiting for the week or a reliable daily walker for the rest of the summer, I've got you covered. Book with confidence — I'm here and ready! 🐾 🛡️ Insured & Covered — every walk is backed by Rover's $1M liability policy. 📍 GPS Tracked — you'll get the full route map when we're done, every time. 📸 Photo Updates — candid shots throughout so you never miss a moment. 🤝 Meet & Greet First — I always meet your pup before our first walk, no exceptions. 🏖️ Beach Town Expert — Bethany, Fenwick, and OCMD's best walking routes, all dog-approved by Daphne.

Sitter Profile Image: Samantha R.
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Samantha R.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
71 reviews
28 repeat clients
20 years of experience
Millsboro, DE, 19966

Samantha was terrific. Chewy our 90+lb Rottweiler/hound absolutely adored her. Samantha was very reliable and communicated with us everyday. She walked Chewy for 8 days while we were gone. My parents who were watching Chewy while we were gone liked Samantha also.

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Brian W.
Sitter Profile Image: Jacqueline & William C.
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Jacqueline & William C.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
220 reviews
98 repeat clients
8 years of experience
Millsboro, DE, 19966

This was Zoe’s second walk with Jacqueline. Zoe’s never had a dog Walker before and Jacqueline has been doing awesome with taking her time with Zoe.

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Joshua L.
Sitter Profile Image: Diana S.
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Diana S.
from
$19
per walk
4.9 out of 5 stars
9 reviews
2 repeat clients
28 years of experience
Mission, DE, 19966

About: Dog mom to a female Great Dane, & female English Bulldog. I am also a aunt to FOUR frenchies & two Great Danes ❤️ I absolutely ADORE animals, especially pups! 🐶 I’m here to walk, run, and play with yours like he/she is mine! Can’t wait to meet your four legged family member(s) and give them the love/attention he/she is missing while you’re out & about! Thank you for considering me and trusting me with your babies! Full time job at a local high school Monday - Friday 7am-220pm. I am free most weekends, but will be sure to communicate when I am not available for services Happy to meet your four legged friend before the initial watch if necessary/makes you more comfortable! Happy to send photos during our visit as I know how much we miss our babies when away from them.

Sitter Profile Image: Malia M.
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Malia M.
from
$15
per walk
5.0 out of 5 stars
11 reviews
4 repeat clients
8 years of experience
Delmar, DE, 19940

About: With over 7 years of pet care experience, I specialize in providing personalized attention to pets of all ages and needs. I adapt my services to ensure your pet feels safe, loved, and comfortable. What sets me apart is my deep understanding of animal behavior, allowing me to provide consistent routines. I am currently in a veterinary assistant program to gain certification and complete career goals! I’ve also volunteered at the humane society events and dog walking. I am a first time mom, currently in the newborn stage. He was born February 6th. I am the primary parent and take care of him night and day, therefore i unfortunately can’t work. I do have support that will watch him while I do drop in’s, burnsides appointments I am mainly free!! In your home, I focus on maintaining a safe and familiar environment for your pet. I follow your pet's routine closely, ensuring their feeding, playtime, and exercise schedules are consistent. I also make sure to provide plenty of attention, love, and mental stimulation, even if it is just walks. Your pet’s safety and comfort are my top priority.

Sitter Profile Image: Jacob W.
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Jacob W.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
17 reviews
4 repeat clients
2 years of experience
Millsboro, DE, 19966

Jacob was great! I very much appreciated his reliability, communication and how good he is with Triton. I will absolutely book Jacob again in the future.

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Janet S.
Sitter Profile Image: Steve M.
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Steve M.
from
$20
per walk
5.0 out of 5 stars
3 reviews
2 repeat clients
10 years of experience
Millsboro, DE, 19966

Steve is the best dog walker! My dog, Pumpkin, loved Mark immediately and loved the walks because he’d come back exhausted after each one!

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

About: My whole life has been around dogs! I believe they are the most well intentioned creatures on the planet. From puppies to seniors every dog i meet will be a joy to work with 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.
Star Sitter
from
$15
per walk
4.9 out of 5 stars
16 reviews
6 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: Richard B.
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Richard B.
from
$30
per walk
10 years of experience
Willards, MD, 21874

About: I’ve taken care of basically any type of dog in my decade of taking care pets. Patience is key when meeting new pets to give them time to trust I live and work at a campground, taking care of pets is one of my duties and since I have a house on the property with a fenced in backyard, the dogs are easily able to run free in the yard with no worries of escape. I will make sure all your pets needs are met. No matter how untrusting they may be, with my patience and care your pet will feel loved for

Sitter Profile Image: Brooke W.
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Brooke W.
from
$15
per walk
5.0 out of 5 stars
21 reviews
1 repeat client
25 years of experience
Millsboro, DE, 19966

About: I have had dogs all my life including 2 Labrador retrievers, a maltipoo and a yorkipoo. I lived in Charleston for 5 years and took care of many dogs/repeat customers while I was in grad school for physical therapy. I watched dogs at my apartment as well as stayed at many homes for the dog’s comfort. I love going for walks with them, playing and snuggling. I work full time 8-4:30 Monday-Friday in Lewes, DE. I can stay at your home during the work week, feeding/letting your pet out before and directly after work. I will have my calendar updated for my availability but weekends I am free I can accommodate whatever you need. I live with dogs currently with my parents so I will stay anywhere to accommodate you! I would love to take your pup for walks, to the dog park, etc. depending on weather and safety! I am tidy and will respect your home just like mine, keeping you informed with updates and pictures.

Sitter Profile Image: Lucia V.
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Lucia V.
from
$25
per walk
5.0 out of 5 stars
7 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: Jill T.
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Jill T.
Star Sitter
from
$30
per walk
5.0 out of 5 stars
198 reviews
82 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: Tina T.
Verified Enhanced Background Check
Tina T.
from
$20
per walk
29 years of experience
Willards, MD, 21874

About: Growing up my family always had pets. I bought my first dog when I was 17 and have cared for dogs of all sizes and breeds since then. I love the fur babies. They are not just pets. They are my babies!! I work as a full time school bus driver so I currently am only available on weekends after noon. My availability may increase in the summer time. I live in a quiet pet friendly neighborhood. My pets love it here. We have never had any issues or complaints so I can guarantee the same for your babies!

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: Kasey A.
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Kasey A.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
156 reviews
46 repeat clients
8 years of experience
Selbyville, DE, 19975

Kasey was able to help us last minute with a walk. She communicated very well and sent plenty of photos and gave updates. Will be using again :)

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Chris M.
Sitter Profile Image: Kailee D.
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Kailee D.
from
$20
per walk
5.0 out of 5 stars
4 reviews
2 repeat clients
9 years of experience
Millsboro, DE, 19966

Did a great job with Crimson

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Ira B.
Sitter Profile Image: paige d.
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paige d.
from
$20
per walk
5.0 out of 5 stars
7 reviews
6 years of experience
Georgetown, DE, 19947

Paige was outstanding! I had to be out of town for the day and asked her to do two drop-ins on a Sunday. Maya loved her! Will definitely hire Paige again in the near future!

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Julia S.
Sitter Profile Image: Amanda T.
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Amanda T.
from
$23
per walk
5.0 out of 5 stars
2 reviews
2 repeat clients
10 years of experience
Laurel, DE, 19956

About: I’ve had dogs in my home for 14 years and cats my whole life. I’ve had dogs of small and large sizes and can handle a dog of any personality I am working part time right now but looking to care for cats and dogs on the side through walks or drop ins when available I do not offer in home service at this time. I can provide walks and drop ins only! sorry if this is inconvenient, thank you.

Sitter Profile Image: Jordyn D.
Verified Enhanced Background Check
Jordyn D.
from
$19
per walk
5.0 out of 5 stars
5 reviews
12 years of experience
Pittsville, MD, 21850

Jordyn did a great job and communicated with me very well when taking care of Mr. Vinny!

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Carly N.
1 / 1
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The median cost per walk for dog walking in Westwoods is $20

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

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

Meet local walkers who will treat your dogs like family

  1. 1. Search

    Browse profiles of walkers near you who offer dog walking
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Sitters in Westwoods average 3
repeat dog walking clients

FAQs for Dog Walking - Westwoods

Frequently asked questions about Rover

The average cost for Dog Walking in Westwoods on Rover is $27.75 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 557 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 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 Westwoods.

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 Westwoods. On Rover:

  • 92% 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 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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