Dog Walking in Windsor Farms, Richmond, VA

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Top rated Windsor Farms dog walkers

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: Mallory D.
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Mallory D.
Star Sitter
from
$20
per walk
5 out of 5.0 stars
13 reviews
5 repeat clients
9 years of experience
Malvern Gardens, Richmond, VA, 23221

Incredible walker who was reliable, consistent, and kind to my pup

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Kayla H.
Sitter Profile Image: Niely C.
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Niely C.
Star Sitter
from
$15
per walk
5 out of 5.0 stars
27 reviews
4 repeat clients
30 years of experience
Richmond, VA, 23221

Niely was fantastic! Prompt and great communication.

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Nina Z.
Sitter Profile Image: Jessica W.
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Jessica W.
Star Sitter
from
$18
per walk
5 out of 5.0 stars
68 reviews
17 repeat clients
10 years of experience
Richmond, VA, 23226

Jessica‘s walked my dog several times now. She always shows up exactly what time she says she will be there and does a great job with my dog. I’ll be using her more in the future.

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Clifford A.
Sitter Profile Image: Felicia W.
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Felicia W.
Star Sitter
from
$22
per walk
5 out of 5.0 stars
149 reviews
47 repeat clients
22 years of experience
The Museum District, Richmond, VA, 23221

Felicia is phenomenal! She was very accommodating for a last minute schedule change and was great with my two excited, young golden’s. Will definitely be using her again!

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Leah D.
Sitter Profile Image: Sasha M.
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Sasha M.
from
$16
per walk
5 out of 5.0 stars
12 reviews
5 repeat clients
10 years of experience
Chamberlayne Industrial Center, Richmond, VA, 23220

maeve was thoroughly tired and napped well for the rest of the day & night! her hips seem to be benefitting from getting more exercise too- thank you!

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Q. Phia S.
Sitter Profile Image: Kristen C.
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Kristen C.
from
$18
per walk
5 out of 4.7 stars
89 reviews
44 repeat clients
25 years of experience
The Fan, Richmond, VA, 23220

Kristen did a great job walking Bo this weekend. She communicated every time and even let me add on an extra day. We would definitely use her again!

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Michelle W.
Sitter Profile Image: Caitlin S.
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Caitlin S.
Star Sitter
from
$25
per walk
5 out of 5.0 stars
7 reviews
4 repeat clients
13 years of experience
The Fan, Richmond, VA, 23220

Thank you, Caitlyn!!! We appreciate you so much!

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Jamie D.
Sitter Profile Image: Kevin M.
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Kevin M.
from
$13
per walk
5 out of 5.0 stars
2 reviews
5 years of experience
Gravel Hill, Richmond, VA, 23225

About: I've been around dogs my entire life and have cared for my own golden retriever, Sunny, since he was a puppy. Sunny is now 5 years old, well-behaved, and friendly with other pets. My experience includes daily walks, playtime, and creating a safe, loving environment for dogs of all temperaments. I work from home full-time, which means your pet will get plenty of attention and supervision throughout the day. I walk Sunny twice daily—morning and evening—and love spending time outdoors. My schedule is flexible, so I can accommodate a variety of pet care needs, including drop-ins, walks, or overnight stays. I live in a one-level ranch-style home with a fully fenced-in backyard, perfect for safe outdoor play. My home is quiet, clean, and pet-friendly. Sunny is gentle and social, making him a great companion for visiting pets. I treat every dog like family and prioritize their comfort and safety.

Sitter Profile Image: Mary C.
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Mary C.
Star Sitter
from
$20
per walk
5 out of 5.0 stars
42 reviews
12 repeat clients
35 years of experience
The Museum District, Richmond, VA, 23221

Mary did a fabulous job. Dogs loved her. Quick response to requests. Will use her again.

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David G.
Sitter Profile Image: Lauren B.
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Lauren B.
from
$20
per walk
5 out of 5.0 stars
8 reviews
2 repeat clients
10 years of experience
Gravel Hill, Richmond, VA, 23225

About: When in the care of my partner and I, pets are enriched and have plenty of opportunity for activity. If your dog enjoys swimming, I can take them to a nearby creek to play. I have a large yard for playing fetch, or just hanging out, and a spunky lab mix that is happy to play tug-o-war. I've always had dogs and cats, and for a short time, pet rats (they're lovely!). I come from a long line of animal lovers and continue that legacy. You can check out my pets’ Instagram at @mystic_whiskers_ I am very attentive to animals and put them at ease so they settle into their home away from home. I have a flexible job that allows me to work from home, so I am flexible with pick-up and drop-off times unless otherwise communicated. I am in RVA most weekends as well. I have a fenced backyard and a dog and 2 cats. The cats have been around other dogs, and Eddy the dog loves other dogs- he has lots of energy to share!

Sitter Profile Image: Amy D.
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Amy D.
Star Sitter
from
$20
per walk
5 out of 5.0 stars
63 reviews
22 repeat clients
11 years of experience
Richmond, VA, 23221

Amy and Cooper seem to hit it off since meeting last week. Amy is very responsible and pays attention to detail. She always comes ready to give Cooper a fun time on outings!

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Anne S.
Sitter Profile Image: Kiera B.
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Kiera B.
from
$19
per walk
5 out of 5.0 stars
13 reviews
8 repeat clients
19 years of experience
Gravel Hill, richmond, VA, 23225

On time! So friendly and welcoming to Louie. Strong walker and updated me at every turn.

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J D.
Sitter Profile Image: Ninotchka F.
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Ninotchka F.
from
$19
per walk
5 out of 5.0 stars
3 reviews
1 repeat client
20 years of experience
Carillon, Richmond, VA, 23221

My dog Winnie seems to really love Ninotchka! She has been very reliable and kind and has taken great care of Winnie on their walks together!

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Gillian F.
Sitter Profile Image: Amelia C.
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Amelia C.
from
$15
per walk
6 years of experience
Richmond, VA, 23221

About: I have taken care of neighbors and friends pets for years. I have been trusted with feeding, walking, bathing, and loving their pets. I am passionate about providing a safe and comfortable atmosphere for pets while their parents are away! I am currently a student, so I would love to hang out with your pet as a study break! My schedule varies week by week, but I will do my best to accommodate your needs. I love to play, walk, and run with my beagle. And when she’s worn out, I love to lay on the couch with her! This extends to all pets. I love playing with them and making sure they get their energy out…and cuddling with them when they’re tired! I adhere to whatever feeding schedule is desired and I constantly ensure they have water!

Sitter Profile Image: Alexandra C.
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Alexandra C.
from
$12
per walk
10 years of experience
Colonial Place, Richmond, VA, 23221

About: With over 10 years of experience with dogs, I became the go-to person for friends and family — and soon their friends started calling me, too. I’ve also fostered for a local nonprofit animal rescue, though my schedule doesn’t allow me to have my own dog right now. I’ve cared for every kind of pup, from teacup Yorkies to sheepadoodles, and all ages from 3 months to 16 years. I’m comfortable with walks, feedings, baths — and if they need extra patience, daily meds, or a little more cuddle time, I’m here for it. My goal is for your pet to feel just as happy and secure with me as they do with you. My schedule varies since I’m in physician assistant school, but I can always make time! On weekdays, I’m available for walks/ drop-ins in the early mornings, afternoons, or evenings depending on the day. I’m also available most weekends. While I’m not able to board dogs in my home, I’m happy to stay at yours so your pet can stick to their routine and feel comfortable in their own space. I’m super flexible!! I’ll care for your pets exactly the way you do. I follow instructions closely, so everything feels comfortable while you’re away. I’m respectful of your home, keep things tidy, and make sure your pets are safe, happy, and loved!

Sitter Profile Image: Audrey P.
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Audrey P.
from
$16
per walk
5 out of 4.9 stars
12 reviews
6 repeat clients
8 years of experience
Stonewall Court, Richmond, VA, 23226

Audrey was amazing with Rocky, he clearly loved the walks and had ton of fun! Super recommend and will book again in the future!

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Gustavo L.
Sitter Profile Image: Avery R.
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Avery R.
from
$20
per walk
5 out of 5.0 stars
87 reviews
20 repeat clients
12 years of experience
The Museum District, Richmond, VA, 23221

Avery is very sweet and attentive to Goldie. She can over early in the first walk to sit and slow Goldie to get comfortable with her. Loved all the photos and feedback about my dog.

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casey s.
Sitter Profile Image: Abigail D.
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Abigail D.
Star Sitter
from
$25
per walk
5 out of 5.0 stars
225 reviews
71 repeat clients
4 years of experience
The Museum District, Richmond, VA, 23221

She’s so great with our picky pup!

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Albree and Andy R.
Sitter Profile Image: Brittany M.
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Brittany M.
from
$16
per walk
12 years of experience
Richmond, VA, 23225

About: “Good enough” care isn’t good enough for your pet. You deserve someone who communicates, follows through, and doesn’t treat your pet like a side hustle. Someone invested in keeping your pet safe, happy, and stress-free while you’re away. And the experience to do it even in unexpected circumstances. As the pet parent to a medical fragile dog myself, I know how hard it is to trust a stranger with the furry members of your family. I’m a lifelong dog person and a first-time Rover-er, but not new to responsible, informed care. I have hands-on experience and professional training in leash skills, fear-free methods, enrichment, and working with anxious, spicy, or high-energy pups. I work from home and have a flexible weekday schedule. I’m fully available for walks and drop-ins Monday through Friday before 4pm. I also have some evening and weekend availability (just check the calendar). Once we’ve gotten to know each other, I do offer house sitting and boarding for existing clients who need ongoing support. These days I live with a clingy rescue pit and the occasional foster dog. I volunteer regularly at RACC, walking dogs of every size, breed, and temperament—from skittish lapdogs to 100-lb giants trying to live out their sled-dogs fantasies. I’ve completed training in dog handling and behavior, and I have plenty of experience with pups who need a little extra patience, skill-building, or positive-reinforcement structure. Whether your dog needs routine and predictability, leash training, desensitization, enrichment, or just a cozy check-in and some companionship, I tailor care to fit them (and you). Communication is a big deal to me You’ll always know how things are going, and yes, there will be photo updates. Possibly too many. You’ve been warned. If you’re looking for someone who shows up, tunes in, and gives your dog the love they deserve while you’re away. I’m your person. Can’t wait to meet your good boy or girl (or little menace with a personal vendetta against the Amazon driver). I work part-time with a lot of weekday flexibility, especially before 4 pm. Some evening and weekend availability too. If possible, I'd love to meet your pup before we become best friends. Your dog’s care is always tailored to their personality, needs, and your preferences. If they thrive on routine, we’ll stick to their neighborhood route like clockwork. If they need leash practice, we’ll focus on skills. If they need more mental stimulation, I’ve got enrichment exercises, training games, and treat puzzles ready to go. If your dog needs exposure and socialization, we can head to a public park for controlled distance desensitization and positive reinforcement. And if they’ve got energy to burn, we’ll hit the trails for a hike that leaves us both happily exhausted. For drop-in visits, I can keep things chill or playful but always structured. I’m happy to work on crate manners, polite doorway exits, and other small habits that make a big difference. Or we can just hang out. Cuddles (if that’s their vibe), companionship, a good sniff around the yard, and a reminder that even when you’re away, someone still loves them a lot. Safety is always my top priority. Your dog will never be off-leash outside the home, and they’ll always be supervised, even if we’re just doing yard zoomies or sunbathing like royalty.

Sitter Profile Image: Kat R.
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Kat R.
Star Sitter
from
$25
per walk
5 out of 5.0 stars
57 reviews
15 repeat clients
12 years of experience
Carytown, Richmond, VA, 23221

About: Hi! My name is Kat and I have fostered dogs over the last decade. My senior dog, Daisy, is a foster failure. I just fell in love with her chill personality. My puppy, Luna (my little lunatic), is another rescue! Both of my pups play well with others and would love to meet your loved one(s). I have cleaned up more pee, poop, and vomit than I thought I would over the last ten years! Your dog(s) will be in excellent care when hanging out with me. I'm not afraid to get my paws dirty. I'm currently in the midst of changing careers from non-profit marketing work to social work! I'm a full time student (again) and have major flexibility to take care of your loved ones! I live in a second-story apartment in Carytown with access to an unfenced backyard area that's great for quick potty breaks. For longer walks, I love exploring the walkable, dog-friendly streets of Carytown—it's one of my favorite ways to bond with pups! I'm also just a five-minute drive from Barker Field Dog Park, which is a fantastic space for safe, off-leash play if that's something your dog enjoys (with your permission, of course). At home, I prioritize making pets feel comfortable and loved, whether that means sticking to their usual routine, offering lots of snuggles, or making time for play. My two dogs are friendly and love spending time with other dogs, so if your pup is social, they’ll feel right at home.

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Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

Sitter Profile Image: Mallory D.
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Sitter Profile Image: Mallory D.
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Mallory D.
Star Sitter

I love all types of animals!
Malvern Gardens, Richmond, VA, 23221
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$20
per walk
5 out of 5.0 stars
13 reviews
5 repeat clients
Profile image

Incredible walker who was reliable, consistent, and kind to my pup

Availability updated 7 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Niely C.
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Sitter Profile Image: Niely C.
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Niely C.
Star Sitter

Playtime with your fur baby!! YES!
Richmond, VA, 23221
1.4 mi. away
Drop-In Visits, Dog Walking
from
$15
per walk
5 out of 5.0 stars
27 reviews
4 repeat clients
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Niely was fantastic! Prompt and great communication.

Availability updated 4 days ago
Sitter Profile Image: Jessica W.
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Sitter Profile Image: Jessica W.
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Jessica W.
Star Sitter

Weekend walks? I’m your walker!
Richmond, VA, 23226
3.2 mi. away
Drop-In Visits, Dog Walking
from
$18
per walk
5 out of 5.0 stars
68 reviews
17 repeat clients
Profile image

Jessica‘s walked my dog several times now. She always shows up exactly what time she says she will be there and does a great job with my dog. I’ll be using her more in the future.

Availability updated yesterday
Sitter Profile Image: Felicia W.
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Sitter Profile Image: Felicia W.
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Felicia W.
Rover 101
Star Sitter

Walker and Trainer= loving pup pro
The Museum District, Richmond, VA, 23221
1.0 mi. away
Drop-In Visits, Dog Walking
from
$22
per walk
5 out of 5.0 stars
149 reviews
47 repeat clients
Profile image

Felicia is phenomenal! She was very accommodating for a last minute schedule change and was great with my two excited, young golden’s. Will definitely be using her again!

Availability updated today
Sitter Profile Image: Sasha M.
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Sitter Profile Image: Sasha M.
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Sasha M.

I prefer animals over people!
Chamberlayne Industrial Center, Richmond, VA, 23220
2.9 mi. away
Drop-In Visits, Dog Walking
from
$16
per walk
5 out of 5.0 stars
12 reviews
5 repeat clients
Profile image

maeve was thoroughly tired and napped well for the rest of the day & night! her hips seem to be benefitting from getting more exercise too- thank you!

Availability updated 5 days ago
Sitter Profile Image: Kristen C.
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Sitter Profile Image: Kristen C.
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Kristen C.

My pets and I would love to get to
The Fan, Richmond, VA, 23220
1.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$18
per walk
5 out of 4.7 stars
89 reviews
44 repeat clients
Profile image

Kristen did a great job walking Bo this weekend. She communicated every time and even let me add on an extra day. We would definitely use her again!

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Caitlin S.
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Sitter Profile Image: Caitlin S.
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Caitlin S.
Star Sitter

Put Your Pet in Good Hands!
The Fan, Richmond, VA, 23220
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per walk
5 out of 5.0 stars
7 reviews
4 repeat clients
Profile image

Thank you, Caitlyn!!! We appreciate you so much!

Availability updated 2 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Kevin M.
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Sitter Profile Image: Kevin M.
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Kevin M.

Loving Dog Owner Fenced Yard
Gravel Hill, Richmond, VA, 23225
1.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$13
per walk
5 out of 5.0 stars
2 reviews

Kevin is truly the best dog-walker, because there's genuinely nothing he'd rather be doing. No matter what day he's having, he shows up with a great attitude. Kevin is reliable, responsible, and timely. You don't have to worry about what you're getting with Kevin - he'll show up on time, take your dogs a substantial walk, and make sure to give them lots of love. What you've been looking for in Rover, you'll find with Kevin.

Availability updated 3 days ago
Sitter Profile Image: Mary C.
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Sitter Profile Image: Mary C.
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Mary C.
Star Sitter

Animal Lover Here For You!
The Museum District, Richmond, VA, 23221
1.2 mi. away
Drop-In Visits, Dog Walking
from
$20
per walk
5 out of 5.0 stars
42 reviews
12 repeat clients
Profile image

Mary did a fabulous job. Dogs loved her. Quick response to requests. Will use her again.

Availability updated 4 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Lauren B.
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Sitter Profile Image: Lauren B.
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Lauren B.

Loving home with large yard
Gravel Hill, Richmond, VA, 23225
1.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per walk
5 out of 5.0 stars
8 reviews
2 repeat clients

I've known Lauren for 19 years and she has always been a HUGE animal lover! She takes amazing care of her sweet rescue dog and cat, and there is no one I would trust more to care for my own precious pup! She is also highly responsible, kind, and organized, so your fur babies will be in excellent hands with her!

Availability updated 2 days ago
Sitter Profile Image: Amy D.
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Sitter Profile Image: Amy D.
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Amy D.
Star Sitter

Active animal lover
Richmond, VA, 23221
1.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per walk
5 out of 5.0 stars
63 reviews
22 repeat clients
Profile image

Amy and Cooper seem to hit it off since meeting last week. Amy is very responsible and pays attention to detail. She always comes ready to give Cooper a fun time on outings!

Availability updated today
Sitter Profile Image: Kiera B.
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Sitter Profile Image: Kiera B.
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Kiera B.

Just wanna meet some dogs :)
Gravel Hill, richmond, VA, 23225
1.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$19
per walk
5 out of 5.0 stars
13 reviews
8 repeat clients
Profile image

On time! So friendly and welcoming to Louie. Strong walker and updated me at every turn.

Availability updated 21 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Ninotchka F.
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Sitter Profile Image: Ninotchka F.
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Ninotchka F.

Full-time animal lover
Carillon, Richmond, VA, 23221
0.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$19
per walk
5 out of 5.0 stars
3 reviews
1 repeat client
Profile image

My dog Winnie seems to really love Ninotchka! She has been very reliable and kind and has taken great care of Winnie on their walks together!

Availability updated 14 days ago
Sitter Profile Image: Amelia C.
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Sitter Profile Image: Amelia C.
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Amelia C.

Reliable, Compassionate Care
Richmond, VA, 23221
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per walk
2 reviews

Amelia is extremely trustworthy and responsible. I trust her to watch my dog and stay in my home. Amelia has a ton of experience taking care of cats and dogs. She is very caring and reliable. She will take care of your pet like it is her own.

Availability updated today
Sitter Profile Image: Alexandra C.
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Sitter Profile Image: Alexandra C.
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Alexandra C.

Your pet's next bestfriend!
Colonial Place, Richmond, VA, 23221
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$12
per walk
1 review

Allie is an animal lover through and through! She has watched my dog Blaze countless times and is so good with animals. She gives her undivided attention to them always and treats them as one of her own! There’s no one I trust more to watch my dog than Allie.

Availability updated 4 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Audrey P.
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Sitter Profile Image: Audrey P.
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Audrey P.

Hardworking Pet Lover and Student
Stonewall Court, Richmond, VA, 23226
1.7 mi. away
Drop-In Visits, Dog Walking
from
$16
per walk
5 out of 4.9 stars
12 reviews
6 repeat clients
Profile image

Audrey was amazing with Rocky, he clearly loved the walks and had ton of fun! Super recommend and will book again in the future!

Availability updated 11 days ago
Sitter Profile Image: Avery R.
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Sitter Profile Image: Avery R.
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Avery R.
Rover 101

Tail-wagging happiness guaranteed
The Museum District, Richmond, VA, 23221
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per walk
5 out of 5.0 stars
87 reviews
20 repeat clients
Profile image

Avery is very sweet and attentive to Goldie. She can over early in the first walk to sit and slow Goldie to get comfortable with her. Loved all the photos and feedback about my dog.

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Abigail D.
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Sitter Profile Image: Abigail D.
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Abigail D.
Star Sitter

cat lover! <3
The Museum District, Richmond, VA, 23221
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$25
per walk
5 out of 5.0 stars
225 reviews
71 repeat clients
Profile image

She’s so great with our picky pup!

Availability updated yesterday
Sitter Profile Image: Brittany M.
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Sitter Profile Image: Brittany M.
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Brittany M.

I have treats & know how to use 'em
Richmond, VA, 23225
1.0 mi. away
Drop-In Visits, Dog Walking
from
$16
per walk
1 review

My sheepdoodle is quite the nervous nelly and also high energy. It makes me so relieved that Brittany is patient to earn her trust and wear her out at the same time! She always goes above and beyond thinking about my docs needs and communicating with me. She has so much experience and even corrects her bad behavior with treats and gentle commands. Your pet will be in good care with Brittany!

Availability updated 3 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Kat R.
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Sitter Profile Image: Kat R.
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Kat R.
Star Sitter

Amazing dog care is paw-sible! 🐾
Carytown, Richmond, VA, 23221
1.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per walk
5 out of 5.0 stars
57 reviews
15 repeat clients

Kat is very reliable and trustworthy! I have worked with her nearly a year now and see how much she loves her own dog, as well as all of the dogs she fosters. If I had a dog, I would let Kat watch my puppy in a heartbeat.

Availability updated today
Confirmed availability for Labor Day Weekend

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