Personalized care for your dog or cat - Windy Run

Highly-rated overnight sitters - Windy Run

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

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Sitter Profile Image: Natasha S.
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Natasha S.
from
$40
per night
5.0 out of 5 stars
8 reviews
15 years of experience
Rockville, VA, 23146

Natasha was a great host for our lab. Our dog was happy and had lots of time playing ball and cuddling. We were updated frequently and we appreciated that piece of mind while we were away. Would be happy to have our dog stay again 😊

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Lori L.
Sitter Profile Image: Amy M.
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Amy M.
from
$35
per night
5.0 out of 5 stars
574 reviews
227 repeat clients
6 years of experience
Glen Allen, VA, 23060

Our babies love staying with Amy. She takes great care of them. Mostly I enjoy the pictures during their stay! They're always happy when getting there and somewhat sad when leaving. I highly recommend Amy!!!! Buddy and Daisy can't wait to come back again to play and be spoiled.

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Joan H.
Sitter Profile Image: Cyndi M.
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Cyndi M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
190 reviews
70 repeat clients
45 years of experience
Richmond, VA, 23228

Cyndi took great care of my Tito! She sent lots of pictures, let him sleep with her, and gave him lots of love to make his weekend just like being at home. Tito had so much fun!

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Lindsay G.
Sitter Profile Image: DAMACIA J.
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DAMACIA J.
Star Sitter
from
$28
per night
5.0 out of 5 stars
321 reviews
88 repeat clients
30 years of experience
North Chesterfield, VA, 23236

We love Damacia, and so does our Onyx. She has taken care of him since he was a young puppy and has even provided insight/suggestions in things to add into his daily routine. He has grown a lot and LOVES her so much.

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Cierra B.
Sitter Profile Image: Emily S.
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Emily S.
from
$45
per night
5.0 out of 5 stars
17 reviews
6 repeat clients
1 year of experience
Henrico, VA, 23229

Wonderful experience. Emily and Abi took such good care of our CheChe! Communication was excellent and they made sure she had everything she needed to be healthy, happy and comfortable during her week-long stay.

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Brook F.
Sitter Profile Image: Sheri J.
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Sheri J.
from
$40
per night
5.0 out of 5 stars
100 reviews
31 repeat clients
7 years of experience
Richmond, VA, 23229

Sheri is amazing, amazing and even more amazing! She took care of my little pal just like I would. I received daily pics and updates and I can't say enough great things about her care. Thanks again for everything!

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Josh J.
Sitter Profile Image: Jesse D.
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Jesse D.
from
$45
per night
5.0 out of 5 stars
53 reviews
17 repeat clients
32 years of experience
Henrico, VA, 23228

Jesse was so sweet and enthusiastic about watching Ripley on short notice over the Christmas holiday. Lots of walks, attention, and hanging with other hounds…she loved being a part of his pack. 😊

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Jasmine P.
Sitter Profile Image: Alexandra K.
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Alexandra K.
from
$45
per night
5.0 out of 5 stars
6 reviews
1 repeat client
21 years of experience
Rockville, VA, 23146

About: I’m a dedicated dog lover offering a safe, comfortable home for your pup while you’re away. I know how important it is to feel confident leaving your dog with someone, so I treat every pet like part of the family. I have two friendly, well-socialized dogs who love having visitors and help create a fun, relaxed environment. My home also has a fully fenced backyard, so your dog can safely run, play, and get plenty of fresh air! Whether your dog loves to play or just relax, they’ll have a cozy, supervised stay here. I’ll also keep you updated with messages and photos so you can relax knowing your pet is in good hands :) Pet care fits well into my daily routine! I work from 7 AM to 3 PM, and my boyfriend has a later schedule, so there is usually someone home during the day. In the mornings, I make sure all dogs are fed, let out, and get some attention before I leave. During the day, they’re let out and supervised, and once I’m home, they get plenty of playtime, walks, and attention. Your dog won’t be left alone for long and will get consistent care throughout the day. I do my best to make every dog feel at home here. I keep a comfortable routine with regular meals, potty breaks, and lots of love and attention throughout the day. I take time to make sure dogs feel safe and settle in at their own pace, and I always supervise interactions. Whether your dog is playful or more laid-back, I adjust to their needs so they feel relaxed and cared for.

Sitter Profile Image: Cyrus S.
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Cyrus S.
from
$29
per night
5.0 out of 5 stars
5 reviews
14 years of experience
Henrico, VA, 23238

Cyrus was phenomenal. He kept us in the loop about how the dogs were doing the whole time we were away & truly felt they were in the best care.

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Kevin H.
Sitter Profile Image: Pamela & Paul H.
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Pamela & Paul H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
54 reviews
24 repeat clients
41 years of experience
Henrico, VA, 23229

Pamela and Paul (and their dog Marlowe) are fantastic! They took amazing care of our pup, Riley. We did a meet and greet before our booking, and it was so nice to meet them and see how our pups would get along. It’s clear that they take this job very seriously and truly care about the pups as if they were their own. They have a lovely home with a fenced in backyard that the pups can run around in, and they let Riley sleep in their bed. 😊 Highly recommend!

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Chelsea O.
Sitter Profile Image: Michelle T.
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Michelle T.
Star Sitter
from
$40
per night
5.0 out of 5 stars
52 reviews
15 repeat clients
10 years of experience
Randolph, Richmond, VA, 23220

My dog had an amazing time with Michelle and Milo - She liked it so much it seemed she didn’t want to leave! Seriously, Michelle took great care of my girl and made sure all of her needs were taken care of.

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Adele C.
Sitter Profile Image: Paula W.
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Paula W.
Star Sitter
from
$40
per night
5.0 out of 5 stars
97 reviews
31 repeat clients
30 years of experience
Powhatan, VA, 23139

Paula was amazing! She took great care of my dogs over thanksgiving and they had such a good time. I highly recommend her to watch your fur babies because I know she took great care of mine :)

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Berkley G.
Sitter Profile Image: Elizabeth M.
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Elizabeth M.
Star Sitter
from
$42
per night
5.0 out of 5 stars
238 reviews
82 repeat clients
15 years of experience
Henrico, VA, 23238

Luna was well taken care of and Elizabeth updated me throughout the day. Glad to know I can leave my furry friend in safe hands when I am away. Thank you!

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Stefani P.
Sitter Profile Image: Riley O.
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Riley O.
Star Sitter
from
$45
per night
4.9 out of 5 stars
90 reviews
42 repeat clients
7 years of experience
manakin sabot, VA, 23103

This was a repeat booking for our 10 month old puppy. He looked like he was having an absolute blast and came home and went promptly to sleep. Thanks for taking good care of our guy.

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Shane J.
Sitter Profile Image: Matt M.
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Matt M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
278 reviews
85 repeat clients
25 years of experience
Northern Barton Heights, Richmond, VA, 23222

From the very start, Matt impressed us with his prompt, thoughtful, and thorough communication. That same level of care carried through our meet-and-greet and throughout our puppy’s stay. We loved receiving his twice-daily updates and photos — it was clear our dog was not only well cared for but truly happy. When we returned from our trip abroad, jet lagged and exhausted, Matt gladly agreed to keep our pup an extra night so we could rest. When we picked him up, it was obvious how loved and well looked after he’d been. We couldn’t recommend Matt more highly and will definitely be booking with him again.

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Michelle H.
Sitter Profile Image: Terry M.
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Terry M.
Star Sitter
from
$35
per night
4.9 out of 5 stars
262 reviews
106 repeat clients
20 years of experience
Glen Allen, VA, 23060

Terry is hands down the best. It was my first time boarding my dog and I was admittedly nervous. She sent pics and videos to ease the anxiety of leaving my puppy for the first time. He had so much fun he was pooped from all the excitement when he returned home. I am so happy we found her. ❤️

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M S.
Sitter Profile Image: Michelle N.
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Michelle N.
from
$40
per night
5.0 out of 5 stars
11 reviews
3 repeat clients
12 years of experience
Henrico, VA, 23228

Michelle was AMAZING with my dog. My dog is a special needs dog. (He can't do stairs, has anxiety accidents, needs medication, etc.) I so rarely leave my dog with anyone else because of this. But Michelle didn't make any of his needs feel like a burden. Her and her family were so warm toward him and very attentive to his idiosyncrasies. He got along with the kids, who were sensitive to his need to warm up to people. He ran around the house and was so happy to be there with the family. Michelle sent updates multiple times a day with pictures/videos and a report on how he was doing: if he went to the bathroom, what he ate, and what his mood was like. I will be booking with her again and will very easily recommend!

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Nicole T.
Sitter Profile Image: Kira J.
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Kira J.
Star Sitter
from
$35
per night
5.0 out of 5 stars
19 reviews
3 repeat clients
7 years of experience
Richmond, VA, 23229

Kira was an absolute dream to work with. I've been on the road with my dog for 10 months straight and have used many sitters across the country and she was by far the most reliable and communicative. My dog almost didn't want to come back home with me! But in all seriousness, Kira was professional and accommodating when I had to shift to an overnight last minute. She's just beginning her journey towards a career working with animals, so she is highly qualified to deal with all types of situations. Cannot recommend highly enough !!

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Ryan B.
Sitter Profile Image: Radka & James A.
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Radka & James A.
Star Sitter
from
$35
per night
5.0 out of 5 stars
219 reviews
69 repeat clients
18 years of experience
Moseley, VA, 23120

It's a wonderful thing when you can go on a trip, when having to leave your companion in the care of someone else, and have no worries as to how she's being cared for. Thank you guys : )

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Brian C.
Sitter Profile Image: Kelsi T.
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Kelsi T.
from
$40
per night
5.0 out of 5 stars
66 reviews
12 repeat clients
10 years of experience
Doswell, VA, 23047

Kelsi is awesome! Very caring and loving to our dog. She made things feel worry free. We appreciate her so much! She loved our dogs as one of her own!!

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Shawanda and Miles R.
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Cat caregivers near you - Windy Run

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

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Sitter Profile Image: Corinne K.
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Corinne K.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
16 reviews
4 repeat clients
10 years of experience
Glen Allen, VA, 23060

Corrine was amazing! This was our first time away from the cats and having someone check in on them made us feel so much better. Corrine took care of litter boxes, feedings, and playtime. We could tell they were in good spirits and had been well taken care of upon our return!

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Kirby H.
Sitter Profile Image: Liz C.
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Liz C.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
434 reviews
114 repeat clients
15 years of experience
Richmond, VA, 23238

Liz did a wonderful job. The communication was great—she sent loads of photos, which gave us peace of mind on our trip. Most importantly, she was great with our cats, who clearly adored her. We will definitely hire her again!

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Cari H.
Sitter Profile Image: alexa m.
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alexa m.
from
$14
per visit
5.0 out of 5 stars
6 reviews
5 years of experience
Glen allen, VA, 23059

Alexa did an amazing job. My dog has terrible separation anxiety and she took great care of him!!!

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Jodi S.
Sitter Profile Image: Carolyn H.
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Carolyn H.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
10 reviews
3 repeat clients
5 years of experience
Richmond, VA, 23233

Carolyn did an excellent job taking care of my two cats, and followed instructions perfectly. She even left a light on for me when I returned home late tonight, which was a pleasant surprise!! Would definitely recommend!!

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Sara S.
Sitter Profile Image: Brooke T.
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Brooke T.
from
$9
per visit
5.0 out of 5 stars
10 reviews
6 repeat clients
11 years of experience
Richmond, VA, 23233

Shes great, consistent and my babies love her

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Ana P.
Sitter Profile Image: Nazneen A.
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Nazneen A.
from
$15
per visit
5.0 out of 5 stars
11 reviews
8 repeat clients
6 years of experience
Richmond, VA, 23059

Ver friendly and followed all care steps. Will be requesting again!

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Ian R.
Sitter Profile Image: Elizabeth M.
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Elizabeth M.
Star Sitter
from
$18
per visit
5.0 out of 5 stars
238 reviews
82 repeat clients
15 years of experience
Henrico, VA, 23238

Both our girls are very shy, so I don't think Elizabeth ever saw them or played with them. But it was so nice to know someone was coming in each day to be with them and they weren't alone in the house all day.

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Kelly H.
Sitter Profile Image: Katharine C.
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Katharine C.
from
$18
per visit
5.0 out of 5 stars
10 reviews
3 repeat clients
10 years of experience
Maidens, VA, 23102

Katharine did a great job caring for our two cats while we were away! Would gladly book with her again.

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Meaghan L.
Sitter Profile Image: Kayla & Demetrius F.
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Kayla & Demetrius F.
from
$18
per visit
5.0 out of 5 stars
9 reviews
4 repeat clients
20 years of experience
Henrico, VA, 23238

Kayla and Demitrius were awesome. They took great care of our four cats over the long holidays. In fact, they really went above and beyond by also feeding a stray cat we've been looking after - they didn't have to do thar but they truly are animal lovers. Our littlest cat is naturally very suspicious but even he had warmed up to them by the end of the holiday. We will definitely reach out to them first every time we need cat sitters.

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Paul G.
Sitter Profile Image: Alexandra K.
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Alexandra K.
Star Sitter
from
$13
per visit
5.0 out of 5 stars
34 reviews
19 repeat clients
4 years of experience
Glen Allen, VA, 23060

Alexandra is wonderful with our cat—he absolutely adores her! We always look forward to the photos and updates she shares after each visit. Highly recommend!

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Andrea C.
Sitter Profile Image: Farnaz F.
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Farnaz F.
from
$12
per visit
5 years of experience
Glen Allen, VA, 23059

About: I’m a big cat lover and really enjoy getting to know each cat’s personality. Whether they’re playful, shy, or just want quiet company, I’m happy to make them feel comfortable and cared for. I keep litter boxes clean, make sure they’re eating well, and always send cute photo updates.

Sitter Profile Image: Riley O.
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Riley O.
Star Sitter
from
$22
per visit
4.9 out of 5 stars
90 reviews
42 repeat clients
7 years of experience
manakin sabot, VA, 23103

I have two small kittens that I had to leave for a week. They stayed with Riley all week and looked very content and happy in the pictures I received. Riley’s veterinary experience was also a huge peace of mind. Would recommend to anyone!

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Lindsay D.
Sitter Profile Image: Natasha S.
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Natasha S.
from
$30
per visit
5.0 out of 5 stars
8 reviews
15 years of experience
Rockville, VA, 23146

We felt completely comfortable when we were away. The animals loved Natasha and her daughter. So nice to find someone you can trust with your fur babies.

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Christina J.
Sitter Profile Image: Mark M.
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Mark M.
Star Sitter
from
$20
per visit
5.0 out of 5 stars
144 reviews
58 repeat clients
20 years of experience
Henrico, VA, 23229

Mark was very good with Poppy, my 9 year old cat. This was the longest I’ve gone off and I’m sure she wasn’t thrilled. But Mark gave her attention and care. I will have him watch my cat again.

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Susan V.
Sitter Profile Image: Alexis M.
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Alexis M.
from
$25
per visit
5.0 out of 5 stars
40 reviews
17 repeat clients
2 years of experience
Glen Allen, VA, 23059

I will definitely book with Alexis the next time I need a pet sitter. You can really tell she has a heart for animals. She was extremely kind and took great care of my sweet pet Nugs. She asked to come a day early and learn how to take care of my Nugs and to pick up the house key and I loved the initiative. I also loved getting the opportunity to meet her before she took care of Nugs. Nugs does not warm up to everyone quickly, but was giving Alexis kisses (cute little licks) during her visits. I have nothing but good things to say about Alexis and would highly recommend her to anyone who needs a pet sitter! :)

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Faith E.
Sitter Profile Image: Stephanie B.
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Stephanie B.
from
$13
per visit
15 years of experience
Henrico, VA, 23233

About: I’ve had cats all my life and have volunteered for a cat rescue for years. I know how to care for all kinds of cats.

Sitter Profile Image: Bailey O.
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Bailey O.
from
$14
per visit
8 years of experience
Glen Allen, VA, 23059

About: I've taken care of cats for over 8 years. Neighbors, friends, and family have relied on me to feed, play with, and care for their cats while they're away. In addition to personal pet-sitting experience, I've worked professionally at a doggy daycare for 2 years, where I also cared for cats, and I've volunteered at animal shelters for 4 years, working with cats of all ages and personalities. I am Pet First Aid certified through the American Red Cross and have experience administering medications when needed. Whether your cat is playful and social or shy and independent, I'll make sure they receive attentive care, plenty of affection, and regular updates while you're away.

Sitter Profile Image: Jenna C.
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Jenna C.
from
$23
per visit
5.0 out of 5 stars
107 reviews
48 repeat clients
15 years of experience
Rockville, VA, 23146

Jenna was exceptional—highly communicative, attentive, and genuinely thoughtful in her care for our cats. We would absolutely welcome the opportunity to work with her again in the future.

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Emily C.
Sitter Profile Image: Regan P.
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Regan P.
from
$15
per visit
5.0 out of 5 stars
39 reviews
13 repeat clients
19 years of experience
Richmond, VA, 23233

Regan was wonderful! Very communicative and took great care of our cats. One was having some digestive issues and she helped be an extra set of eyes to make sure he was doing OK. Would definitely recommend her and will be booking again!

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Bethany F.
Sitter Profile Image: McKenzie D.
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McKenzie D.
from
$18
per visit
5.0 out of 5 stars
28 reviews
12 repeat clients
20 years of experience
Richmond, VA, 23294

McKenzie did an excellent job- we had to book pretty quickly and she made time to stop by and meet everyone in the house beforehand, then took such good care of our little guys when we were gone! She provided thorough updates and photos, and payed close attention to how everyone was doing. We would 110% book her again! :)

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Ori Dominique G.
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Perfect for high energy dogs - Windy Run

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

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Sitter Profile Image: Natasha S.
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Natasha S.
from
$30
per day
5.0 out of 5 stars
8 reviews
15 years of experience
Rockville, VA, 23146

About: I’m a stay at home mom with three dog crazy kiddos! I’ve always had dogs my entire life, and spent part of my young adulthood working as a vet tech. I have experience walking dogs for my neighbors growing up and taking care of friends’ critters. I’m home most of the day so your pup will get plenty of attention and opportunity for exercise and play time. My family and I love hanging out at home in our backyard when weather is nice and spending time with our animal crew. Nowadays, I live on three acres with my family including a little schnauzer and a flock of chickens. Your pup will be able to go on long walks and adventures as our neighborhood has lots of trail options! My kids are in school most of the day, and are very responsible and good with all animals. Your pup will get lots of socialization and love with us. Your fur baby will be in good hands with us!

Sitter Profile Image: Srujana O.
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Srujana O.
Star Sitter
from
$47
per day
5.0 out of 5 stars
27 reviews
4 repeat clients
22 years of experience
Glen Allen, VA, 23059

Always satisfied with Srujana’s care and enthusiasm when looking after Tenor. The pup always comes back happy, and most importantly, tuckered you after playing with Rex all day.

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Caleb A.
Sitter Profile Image: Vanessa L.
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Vanessa L.
Star Sitter
from
$35
per day
5.0 out of 5 stars
40 reviews
8 repeat clients
11 years of experience
Henrico, VA, 23233

Great experience leaving my three dogs with Vanessa. I would definitely use her services again. She was very communicative and flexible with our needs.

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Caleb G.
Sitter Profile Image: Loren C.
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Loren C.
Star Sitter
from
$50
per day
4.9 out of 5 stars
18 reviews
11 repeat clients
25 years of experience
Richmond, VA, 23238

So wonderful! Cant wait to use Loren again!

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Molly T.
Sitter Profile Image: Cyrus S.
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Cyrus S.
from
$20
per day
5.0 out of 5 stars
5 reviews
14 years of experience
Henrico, VA, 23238

About: I’ve cared for dogs my entire life, growing up in a home with multiple pups of all sizes. From feeding and bathing to long walks and playtime, I’ve always been hands-on in making sure they’re happy and well cared for. In addition to dogs, I’ve also raised birds, turtles, and fish, so I’m comfortable caring for a variety of animals. I understand that every pet has its own personality and needs, and I always aim to make them feel safe, loved, and at home. I currently work from home so I’m able to provide physical comfort and stimulation via petting and playing with toys. We also have a dog park where I can take your pet for off leash running around and fetching. I have experience providing oral medicine for dogs. I allow dogs on furniture and free roaming in the house, but if you have a crate and wish to bring it just let me know. Please provide any instructions on feeding schedule or items.

Sitter Profile Image: Sheri J.
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Sheri J.
from
$35
per day
5.0 out of 5 stars
100 reviews
31 repeat clients
7 years of experience
Richmond, VA, 23229

Sheri was great! She kept in contact all day and sent pics of my little dude having a blast. If I’m ever back in Phoenix, I’ll absolutely call her again.

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Jesse F.
Sitter Profile Image: Andreea M.
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Andreea M.
from
$45
per day
5.0 out of 5 stars
210 reviews
82 repeat clients
20 years of experience
Richmond, VA, 23238

Zadie enjoyed her day stay at Andreea's today. The shady back yard was a perfect exercise spot in this hot, muggy Richmond weather. Andreea let me know via message that Zadie wasn't so interested in her food, which she made up for when she returned home! Guess she was having too much fun interacting with Andreea's two pups to think about eating. Smooth booking, arrival and departure.

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Karen W S.
Sitter Profile Image: Pamela & Paul H.
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Pamela & Paul H.
Star Sitter
from
$30
per day
5.0 out of 5 stars
54 reviews
24 repeat clients
41 years of experience
Henrico, VA, 23229

Lovely folks who understand dogs well. My dog was well cared for; she enjoyed playing outside & taking it easy inside, where she was allowed to be herself.

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Patricia V.
Sitter Profile Image: Kira J.
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Kira J.
Star Sitter
from
$27
per day
5.0 out of 5 stars
19 reviews
3 repeat clients
7 years of experience
Richmond, VA, 23229

Kira was very accommodating with my dog and our schedule. We were running late on our way back and she stayed up late to watch our little guy. She’s a fantastic sitter

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Bianca H.
Sitter Profile Image: Ashley C.
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Ashley C.
from
$45
per day
5.0 out of 5 stars
5 reviews
15 years of experience
Henrico, VA, 23294

About: 🐾 What Makes Me the Paw-fect Sitter! Every pet I care for gets treated like my own — spoiled with love, belly rubs, and plenty of playtime! I know each furry friend is unique, so I make sure to match their energy, personality, and routine. 🐕 Puppy Pro: Got a bouncy pup still learning the ropes? I’ve got endless patience (and treats!) for training, socializing, and helping them feel confident. 🦴 Senior Sweethearts: I’m extra gentle with older dogs — giving them slow strolls, cozy naps, and the care they need to feel comfy and loved. 📸 Pup-dates Galore: You’ll never have to wonder how your best friend’s doing — I send fun photo updates and stories from their day! 🏡 Trust & Tail Wags: I treat every home and pet with respect, and I promise to leave behind nothing but happy tails and clean paws. Because when you’re away, your pup deserves a sitter who’s not just responsible — but really loves what they do! 🐶💛 🐕 How Pet Care Fits Into My Routine Caring for pets is a natural part of my everyday life — it’s something I truly enjoy and prioritize. My days are built around making sure every pet gets the attention, exercise, and affection they deserve. 🌅 Morning: I start the day with walks, breakfast, and playtime for the pups in my care — a happy start sets the tone for everyone! 🕛 Daytime: I schedule check-ins, walks, or drop-in visits around each pet’s specific routine, keeping their day as normal and comfortable as possible. 🌙 Evening: I wind down with dinner, cuddles, and quiet time — making sure every pet feels loved and relaxed before bedtime. 📅 Weekly: I plan my week around my pet clients’ needs — balancing regular bookings, playdates, and time for my own pets so everyone gets the best care and attention. Caring for Pets in My Home When pets stay with me, they become part of the family! I make sure they feel comfortable, safe, and loved from the moment they arrive. 🐾 Daily Routine: I keep their feeding, walking, and playtime schedules consistent with what they’re used to at home. 💕 Attention & Affection: Lots of cuddles, play, and positive attention to make them feel secure and happy. 🛏️ Safe & Cozy Space: Clean sleeping areas, fresh water, and a pet-friendly environment — no cages unless requested. 🚶 Exercise & Enrichment: Regular walks, games, and mental stimulation tailored to their energy level and personality.

Sitter Profile Image: Chelsey & Ryan C.
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Chelsey & Ryan C.
from
$27
per day
30 years of experience
Midlothian, VA, 23113

About: Hi! My husband and I have both had dogs since we were young kids. We currently have a senior dog (female) and a puppy (male 11months). Both are Australian shepherds. We also have two kids (6 and 8). We have a lot of experience with dogs of all ages and needs. :) We have a fenced in yard and our puppy would love someone to play with during the day. I am home with my kids pretty much all summer, so I’m available most of the day. Dogs will need to be good with other dogs and young children as well as spayed/neutered. We have a puppy, so I am in and out all day to take him outside and play with him. I am also home with my kids all summer, so we are at home a lot! I have a fenced in yard and two friendly dogs to keep your pup company. They are both crate trained, although our senior dog is left out when we leave. I have an extra small crate (or you can bring one). We love dogs and would treat yours like our own.

Sitter Profile Image: Susan V.
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Susan V.
Star Sitter
from
$40
per day
5.0 out of 5 stars
69 reviews
36 repeat clients
20 years of experience
Glen Allen, VA, 23060

Susan and Josh were such great hosts for June! Lots of outdoor space, and other dogs to hang out with. I would recommend this home to any pet and will use again if we’re in the area!

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Emily B.
Sitter Profile Image: Elizabeth M.
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Elizabeth M.
Star Sitter
from
$35
per day
5.0 out of 5 stars
238 reviews
82 repeat clients
15 years of experience
Henrico, VA, 23238

Griffey loved spending the day At daycare with Elizabeth. He came home good-tired and happy :) Elizabeth was great to work with and very professional. Our meet and greet was easy and she asked all kinds of good questions about Griffey which made me confident that she was the right sitter for our puppy! pick and drop off couldn’t have been easier and she sent pics during the day which brought smiles to my face while I was at work. Definitely will be bringing Griffey back to Elizabeth!

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Meredith K.
Sitter Profile Image: Sherlin G.
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Sherlin G.
from
$29
per day
2 years of experience
Glen Allen, VA, 23060

About: I’ve taken care of many dogs and kitties since I was a kid, and often would take them on walks and help out their owners around my neighborhood whenever I can! I have wanted to have my own doggo for forever, but I am in school right now, so I have loved helping out friends and family when I can! I am also an EMS provider and have provided medical care to dogs and cats along the way that I’ve encountered on calls, which I believe sets me apart. I am currently working part time, and therefore have plenty of time to spend with your pups and kitties! I have plenty of flexibility at work as well which will help my availability as well! I have a fenced in yard at my home, with plenty of room for pets to play around! The safety of your pets and your wishes on how to care for them and their schedule is MY priority!

Sitter Profile Image: Amy M.
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Amy M.
from
$25
per day
5.0 out of 5 stars
574 reviews
227 repeat clients
6 years of experience
Glen Allen, VA, 23060

Absolutely recommend Amy for doggie day care! It’s a chance for my pup to socialize and give me a break so I can work from home peacefully and know she’s being well taken care of it.

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Kaytee H.
Sitter Profile Image: Jesse D.
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Jesse D.
from
$35
per day
5.0 out of 5 stars
53 reviews
17 repeat clients
32 years of experience
Henrico, VA, 23228

Jesse was awesome to work with, and was super accommodating and flexible with all the changes around my work trip. Would definitely book with him again.

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Brittany C.
Sitter Profile Image: Parneet S.
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Parneet S.
from
$120
per day
5.0 out of 5 stars
6 reviews
1 repeat client
28 years of experience
Glen allen, VA, 23059

Parneet was sweet and assured me my puppy was in good hands. It was my first experience with Rover and I was nervous. At the end of the day I picked up a calm, tired and happy puppy. Perfect.

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Kelly Anne R.
Sitter Profile Image: Rachel Z.
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Rachel Z.
from
$30
per day
5.0 out of 5 stars
7 reviews
20 years of experience
Richmond, VA, 23235

Excellent doggy daycare! Rachel is friendly, attentive, and treats every dog like family. My dog loves coming here and I appreciate the updates and great care. Highly recommend!

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Evelyn R.
Sitter Profile Image: Paula W.
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Paula W.
Star Sitter
from
$35
per day
5.0 out of 5 stars
97 reviews
31 repeat clients
30 years of experience
Powhatan, VA, 23139

Paula was wonderful! We were visiting from out of town and she took our booking even though it was short notice. Our dog had a great experience and Paula was responsive and kind.

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Shea W.
Sitter Profile Image: Laura M.
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Laura M.
Star Sitter
from
$40
per day
5.0 out of 5 stars
88 reviews
12 repeat clients
12 years of experience
Henrico, VA, 23228

Thank you for watching the girls!! Have a great rest of the weekend!

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Tom W.
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pets enjoyed cuddles and care from sitters on Rover1

Adventure-ready dog walkers - Windy Run

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: Carolyn H.
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Carolyn H.
Star Sitter
from
$17
per walk
5.0 out of 5 stars
10 reviews
3 repeat clients
5 years of experience
Richmond, VA, 23233

Carolyn is a reliable drop-in/walker for our 5yo boxer keeping us informed with pics of our happy pup.

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Mark W.
Sitter Profile Image: Cyrus S.
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Cyrus S.
from
$15
per walk
5.0 out of 5 stars
5 reviews
14 years of experience
Henrico, VA, 23238

About: I’ve cared for dogs my entire life, growing up in a home with multiple pups of all sizes. From feeding and bathing to long walks and playtime, I’ve always been hands-on in making sure they’re happy and well cared for. In addition to dogs, I’ve also raised birds, turtles, and fish, so I’m comfortable caring for a variety of animals. I understand that every pet has its own personality and needs, and I always aim to make them feel safe, loved, and at home. I currently work from home so I’m able to provide physical comfort and stimulation via petting and playing with toys. We also have a dog park where I can take your pet for off leash running around and fetching. I have experience providing oral medicine for dogs. I allow dogs on furniture and free roaming in the house, but if you have a crate and wish to bring it just let me know. Please provide any instructions on feeding schedule or items.

Sitter Profile Image: Corinne K.
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Corinne K.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
16 reviews
4 repeat clients
10 years of experience
Glen Allen, VA, 23060

Corrine is so responsive and such a good friend to Taz! Really appreciate her attention to details and help overall. ⭐️⭐️⭐️⭐️⭐️

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Monica M.
Sitter Profile Image: Rachel H.
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Rachel H.
from
$20
per walk
5.0 out of 5 stars
15 reviews
2 repeat clients
20 years of experience
Henrico, VA, 23233

Very reliable and great !

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Bronwyn M.
Sitter Profile Image: Brittney G.
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Brittney G.
from
$19
per walk
5.0 out of 5 stars
10 reviews
5 repeat clients
10 years of experience
Henrico, VA, 23294

About: My name is Brittney, and I have 8 years of experience as a veterinary assistant in routine and emergency care. I left the veterinary field to pursue other interests, but I missed working with animals so much I began doing pet care on the side. I enjoy taking care of all kinds of pets, and each pet I care for has a special paw print on my heart. Please feel free to reach out if you have any questions or if you think I’d be a good fit for you and your furry friend! I work part-time currently so that I can continue to spend time working with animals! I recently moved to VA and have only recently started pet sitting again so I have time on my schedule! I am experienced in giving all different types of diets and medications as well as walking/sitting all different sizes and breeds of dogs/cats. I also know cats and dogs can take some time to warm up to new people in their environment so I take care to go at your pets pace 😊

Sitter Profile Image: Regan P.
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Regan P.
from
$22
per walk
5.0 out of 5 stars
39 reviews
13 repeat clients
19 years of experience
Richmond, VA, 23233

Regan was so great with our senior pup! She came to meet her ahead of time and sent great updates each visit! Looking forward to booking with her again!

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Audrey S.
Sitter Profile Image: Riley O.
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Riley O.
Star Sitter
from
$25
per walk
4.9 out of 5 stars
90 reviews
42 repeat clients
7 years of experience
manakin sabot, VA, 23103

Easy to work with and good communication!

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Rachel C.
Sitter Profile Image: Mark M.
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Mark M.
Star Sitter
from
$25
per walk
5.0 out of 5 stars
144 reviews
58 repeat clients
20 years of experience
Henrico, VA, 23229

Mark took great care of our puppy. He was very quick to respond to my request (it was somewhat short notice) and was a lifesaver. He kept us updated and paid attention to our dogs needs. I highly recommend Mark and will be using him in the future.

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Celine D.
Sitter Profile Image: alexa m.
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alexa m.
from
$17
per walk
5.0 out of 5 stars
6 reviews
19 years of experience
Glen allen, VA, 23059

About: I’ve had animals growing up ever since I was little. I’ve grown up with 4 dogs in the household and currently have my own. I absolutely adore all animals and would love to take care of your beloved animal I work and go to school daily but during the summer, I can definitely be more free. I always take breaks to walk the dogs around the neighborhood. I always be adequate to feed them and give them water throughout the day at their assigned eating times! If the dog is crate, trained to sleep in the crate at night, they’re welcome to sleep in the crate or if the owner wants, they can sleep in the bed with me. I do not mind.

Sitter Profile Image: Stephanie B.
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Stephanie B.
from
$16
per walk
12 years of experience
Henrico, VA, 23233

About: I’ve had cats all my life. I’ve recently lost my 16 year old soul cat Coco to cancer and I’m not ready to adopt again quite yet, but I’d love the opportunity to care for your fur babies. I work part time so I have plenty of time to take care of your pets! I have a flexible schedule and can work any time of day. I can come take care of your pets any time of day. I’m comfortable with all forms of pet care, including administering medication. Happy to care for pets with special needs.

Sitter Profile Image: Bailey O.
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Bailey O.
from
$17
per walk
8 years of experience
Glen Allen, VA, 23059

About: I'm a dedicated pet sitter with over 8 years of pet care experience. I've worked professionally at a dog daycare for 2 years and have volunteered with animal shelters for the past 4 years, where I helped train dogs and worked with pets of all ages, sizes, breeds, and temperaments. I am Pet First Aid certified through the American Red Cross and experienced in administering medications when needed. Whether your pet is a playful puppy, a senior dog, or a nervous rescue, I strive to provide patient, attentive care tailored to their individual needs. I offer drop-in visits and dog walking, and I treat every pet as if they were my own. I understand how important communication is while you're away, so I provide regular updates and photos to help you feel confident that your pet is happy, safe, and well cared for. I have a flexible schedule and am available most days of the week for drop-in visits and dog walks. I respond promptly to booking requests, typically within an hour, and do my best to accommodate each pet's needs and routine. Availability may vary slightly based on my work schedule, but I keep my calendar updated and encourage owners to reach out with any questions about specific dates. When caring for pets in a client's home, I focus on maintaining their normal routine and providing a safe, comfortable environment. I carefully follow feeding, exercise, medication, and care instructions while ensuring pets receive plenty of attention, enrichment, and affection. With 8 years of pet-sitting experience, 2 years of professional dog daycare experience, 4 years volunteering with animal shelters, and Pet First Aid certification through the American Red Cross, I am comfortable caring for pets of all ages, sizes, and personalities. I also provide regular updates and photos so owners can feel confident their pets are in good hands.

Sitter Profile Image: Elizabeth S.
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Elizabeth S.
from
$15
per walk
5.0 out of 5 stars
9 reviews
3 repeat clients
20 years of experience
Rockville, VA, 23146

Elizabeth took great care of my dog Rory. She communicates well and arrives on time to walk him. My puppy had diarrhea and Elizabeth helped clean it up, put the dirty towels in the laundry, and allowed me to not have to worry while I was at work. Thank you so much!

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Ursula G.
Sitter Profile Image: Andreea M.
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Andreea M.
from
$30
per walk
5.0 out of 5 stars
210 reviews
82 repeat clients
20 years of experience
Richmond, VA, 23238

Andreea was great with both of our dogs. She even got our younger pup to warm up to her quickly and explore outside of her comfort zone a bit. She has a calm yet friendly demeanor, which was perfect for our dogs.

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Joyti K.
Sitter Profile Image: Esther H.
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Esther H.
from
$15
per walk
5.0 out of 5 stars
2 reviews
1 repeat client
2 years of experience
Richmond, VA, 23229

About: I am a certified veterinary assistant.I graduated from a vet science class where we perform animal care on the pets we have: bunnies, cats, guinea pigs, grooming dogs, etc. I used to work at Dogtopia so I know how to handle dogs. I am currently enrolled in Tuskegee University to become an Exotic and Avian Veterinary. I am currently a freshman in college 10 hours away so I will only be available during my breaks: (maybe Thanksgiving), Christmas, and most of summer. I have 2 ESA cats . One is a black domestic shorthair named Shadow The Hedgehog . The other is a tabby named Silver The Hedgehog

Sitter Profile Image: Shannon A.
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Shannon A.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
37 reviews
18 repeat clients
12 years of experience
Henrico, VA, 23238

Shannon was huge help walking our dog Nora after my foot surgery. She was responsible, communicative, and took some cute pictures of Nora during their walks! We will definitely book again.

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Meagan M.
Sitter Profile Image: Nazneen A.
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Nazneen A.
from
$15
per walk
5.0 out of 5 stars
11 reviews
8 repeat clients
6 years of experience
Richmond, VA, 23059

Nazneen did a great job with my large puppy while I was away. She is quick to respond, flexible and did everything we asked of her.

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Kathryn D.
Sitter Profile Image: Elizabeth M.
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Elizabeth M.
Star Sitter
from
$20
per walk
5.0 out of 5 stars
238 reviews
82 repeat clients
15 years of experience
Henrico, VA, 23238

Taking care of my babies well!

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Zijian W.
Sitter Profile Image: Shany D.
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Shany D.
from
$22
per walk
10 years of experience
Glen Allen, VA, 23059

About: I take care my sisters dog time to time. I had a pet for 10 years and gave it care and support. I am very patient. I am always available after work to dog sit and my weekends aren't super busy. I am reliable and will meet needs of clients. And work hard. I will give it love and support. I am patient and kind. I love taking walks. I have jogged a half marathon. I am friendly

Sitter Profile Image: Kelly S.
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Kelly S.
from
$25
per walk
4.9 out of 5 stars
146 reviews
81 repeat clients
12 years of experience
Maidens, VA, 23102

Kelly was great with her drop in visit on my lab! She came at the time we had agreed on and event sent me a picture of my fur ball that brightened my day. She is full of energy which is a perfect match for my lab. I came home to a happy pup. We can't wait to use her services more in the future!

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Aimee R.
Sitter Profile Image: Alexis M.
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Alexis M.
from
$20
per walk
5.0 out of 5 stars
40 reviews
17 repeat clients
2 years of experience
Glen Allen, VA, 23059

She was great with Keira

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Susan K.
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Over 980,000
dogs traded couch time for play time with Doggy Day Care on Rover1

Large dog specialists near you - Windy Run

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

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Sitter Profile Image: Natasha S.
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Natasha S.
from
$40
per night
5.0 out of 5 stars
8 reviews
15 years of experience
Rockville, VA, 23146

Natasha was a great host for our lab. Our dog was happy and had lots of time playing ball and cuddling. We were updated frequently and we appreciated that piece of mind while we were away. Would be happy to have our dog stay again 😊

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Lori L.
Sitter Profile Image: Cyndi M.
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Cyndi M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
190 reviews
70 repeat clients
45 years of experience
Richmond, VA, 23228

Cyndi took great care of my Tito! She sent lots of pictures, let him sleep with her, and gave him lots of love to make his weekend just like being at home. Tito had so much fun!

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Lindsay G.
Sitter Profile Image: Sheri J.
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Sheri J.
from
$40
per night
5.0 out of 5 stars
100 reviews
31 repeat clients
7 years of experience
Richmond, VA, 23229

Sheri is amazing, amazing and even more amazing! She took care of my little pal just like I would. I received daily pics and updates and I can't say enough great things about her care. Thanks again for everything!

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Josh J.
Sitter Profile Image: Jesse D.
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Jesse D.
from
$45
per night
5.0 out of 5 stars
53 reviews
17 repeat clients
32 years of experience
Henrico, VA, 23228

Jesse was so sweet and enthusiastic about watching Ripley on short notice over the Christmas holiday. Lots of walks, attention, and hanging with other hounds…she loved being a part of his pack. 😊

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Jasmine P.
Sitter Profile Image: Alexandra K.
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Alexandra K.
from
$45
per night
5.0 out of 5 stars
6 reviews
1 repeat client
21 years of experience
Rockville, VA, 23146

About: I’m a dedicated dog lover offering a safe, comfortable home for your pup while you’re away. I know how important it is to feel confident leaving your dog with someone, so I treat every pet like part of the family. I have two friendly, well-socialized dogs who love having visitors and help create a fun, relaxed environment. My home also has a fully fenced backyard, so your dog can safely run, play, and get plenty of fresh air! Whether your dog loves to play or just relax, they’ll have a cozy, supervised stay here. I’ll also keep you updated with messages and photos so you can relax knowing your pet is in good hands :) Pet care fits well into my daily routine! I work from 7 AM to 3 PM, and my boyfriend has a later schedule, so there is usually someone home during the day. In the mornings, I make sure all dogs are fed, let out, and get some attention before I leave. During the day, they’re let out and supervised, and once I’m home, they get plenty of playtime, walks, and attention. Your dog won’t be left alone for long and will get consistent care throughout the day. I do my best to make every dog feel at home here. I keep a comfortable routine with regular meals, potty breaks, and lots of love and attention throughout the day. I take time to make sure dogs feel safe and settle in at their own pace, and I always supervise interactions. Whether your dog is playful or more laid-back, I adjust to their needs so they feel relaxed and cared for.

Sitter Profile Image: Paula W.
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Paula W.
Star Sitter
from
$40
per night
5.0 out of 5 stars
97 reviews
31 repeat clients
30 years of experience
Powhatan, VA, 23139

Paula was amazing! She took great care of my dogs over thanksgiving and they had such a good time. I highly recommend her to watch your fur babies because I know she took great care of mine :)

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Berkley G.
Sitter Profile Image: Elizabeth M.
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Elizabeth M.
Star Sitter
from
$42
per night
5.0 out of 5 stars
238 reviews
82 repeat clients
15 years of experience
Henrico, VA, 23238

Luna was well taken care of and Elizabeth updated me throughout the day. Glad to know I can leave my furry friend in safe hands when I am away. Thank you!

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Stefani P.
Sitter Profile Image: Riley O.
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Riley O.
Star Sitter
from
$45
per night
4.9 out of 5 stars
90 reviews
42 repeat clients
7 years of experience
manakin sabot, VA, 23103

This was a repeat booking for our 10 month old puppy. He looked like he was having an absolute blast and came home and went promptly to sleep. Thanks for taking good care of our guy.

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Shane J.
Sitter Profile Image: Matt M.
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Matt M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
278 reviews
85 repeat clients
25 years of experience
Northern Barton Heights, Richmond, VA, 23222

From the very start, Matt impressed us with his prompt, thoughtful, and thorough communication. That same level of care carried through our meet-and-greet and throughout our puppy’s stay. We loved receiving his twice-daily updates and photos — it was clear our dog was not only well cared for but truly happy. When we returned from our trip abroad, jet lagged and exhausted, Matt gladly agreed to keep our pup an extra night so we could rest. When we picked him up, it was obvious how loved and well looked after he’d been. We couldn’t recommend Matt more highly and will definitely be booking with him again.

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Michelle H.
Sitter Profile Image: Terry M.
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Terry M.
Star Sitter
from
$35
per night
4.9 out of 5 stars
262 reviews
106 repeat clients
20 years of experience
Glen Allen, VA, 23060

Terry is hands down the best. It was my first time boarding my dog and I was admittedly nervous. She sent pics and videos to ease the anxiety of leaving my puppy for the first time. He had so much fun he was pooped from all the excitement when he returned home. I am so happy we found her. ❤️

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M S.
Sitter Profile Image: Kira J.
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Kira J.
Star Sitter
from
$35
per night
5.0 out of 5 stars
19 reviews
3 repeat clients
7 years of experience
Richmond, VA, 23229

Kira was an absolute dream to work with. I've been on the road with my dog for 10 months straight and have used many sitters across the country and she was by far the most reliable and communicative. My dog almost didn't want to come back home with me! But in all seriousness, Kira was professional and accommodating when I had to shift to an overnight last minute. She's just beginning her journey towards a career working with animals, so she is highly qualified to deal with all types of situations. Cannot recommend highly enough !!

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Ryan B.
Sitter Profile Image: Radka & James A.
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Radka & James A.
Star Sitter
from
$35
per night
5.0 out of 5 stars
219 reviews
69 repeat clients
18 years of experience
Moseley, VA, 23120

It's a wonderful thing when you can go on a trip, when having to leave your companion in the care of someone else, and have no worries as to how she's being cared for. Thank you guys : )

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Brian C.
Sitter Profile Image: Kelsi T.
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Kelsi T.
from
$40
per night
5.0 out of 5 stars
66 reviews
12 repeat clients
10 years of experience
Doswell, VA, 23047

Kelsi is awesome! Very caring and loving to our dog. She made things feel worry free. We appreciate her so much! She loved our dogs as one of her own!!

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Shawanda and Miles R.
Sitter Profile Image: Camille W.
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Camille W.
from
$35
per night
5.0 out of 5 stars
8 reviews
1 year of experience
Bluemont, Glen Allen, VA, 23060

Camille was awesome! She sent pictures everyday showing how Pepsi was doing, which I must say, he had a great time with her. She was super easy to work with, flexible and understanding. I strongly recommend Camille for her service. I’m confident that once you work with her, you will become a permanent customer to her. Thank you for your great service, Camille!

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Judy R.
Sitter Profile Image: Cassandre S.
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Cassandre S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
316 reviews
69 repeat clients
30 years of experience
Midlothian, VA, 23114

We are very thankful to have booked with Cassandre! Everything from the meet and greet to the drop-off and pick-up was effortless! 10/10 would recommend and we will definitely rebook!!

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dontae m.
Sitter Profile Image: Laura C.
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Laura C.
Star Sitter
from
$28
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
16 years of experience
Richmond, VA, 23236

Laura was fantastic! She sent updates and pictures everyday. Nellie had the most fun with Laura and her family. I loved how they really adopted Nellie into the family for the week!

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Natasha S.
Sitter Profile Image: Laura B.
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Laura B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
67 reviews
13 repeat clients
30 years of experience
Midlothian, VA, 23114

Star appeared to have a great time with Laura and family and be well taken care of. She had a nice large yard to run in and both caregivers were clear dog lovers and she immediately took to them. I would definitely use them again!

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Marie L.
Sitter Profile Image: Susan V.
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Susan V.
Star Sitter
from
$55
per night
5.0 out of 5 stars
69 reviews
36 repeat clients
20 years of experience
Glen Allen, VA, 23060

Took the best care of my girl!! So happy and relieved she’s in great hands. Had a pleasant meet and greet which solidified our decision. My dog had a number of specific needs and she met everyone of them. Sent daily updates and had great communication! Happy to use anytime, as is my dog!

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Shannon T.
Sitter Profile Image: Dawn B.
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Dawn B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
263 reviews
90 repeat clients
20 years of experience
Huguenot, Richmond, VA, 23235

Dawn is an absolutely awesome human being and host for our dog Rocky. She always keeps us informed with photos and texts while Rocky is with her. Thank you Dawn!!!

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Robert B.
Sitter Profile Image: Jeanette & Marvin H.
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Jeanette & Marvin H.
Star Sitter
from
$40
per night
5.0 out of 5 stars
71 reviews
30 repeat clients
20 years of experience
Ruther Glen, VA, 22546

Jeanette and her family were absolutely incredible! They kept me constantly informed with pictures and videos! Blue definitely enjoyed her time!

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Joshua W.
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1Global data from Rover (November 2025)