Doggy Day Care Chestnut Hill

Drop off your dog at your sitter's home in the morning, and pick them up in the evening.

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Over 113
pet parents in Chestnut Hill have booked doggy day care

Chestnut Hill, Find top rated doggy day care

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

1 / 1
Sitter Profile Image: Cindy T.
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Cindy T.
from
$32
per day
5.0 out of 5 stars
309 reviews
84 repeat clients
20 years of experience
north chesterfield, VA, 23235

Cindy is a wonder! My scaredy-dog loves her, and went to her willingly even though it had been a long time since his last visit. She asked if I’d like her to give him a bath, and that was a very welcome addition. Thank you Cindy!

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Laura A.
Sitter Profile Image: Amber C.
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Amber C.
from
$35
per day
4.9 out of 5 stars
48 reviews
14 repeat clients
8 years of experience
Midlothian, VA, 23112

Excited to have found Amber!

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Paula F.
Sitter Profile Image: Paula H.
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Paula H.
Star Sitter
from
$35
per day
5.0 out of 5 stars
125 reviews
46 repeat clients
20 years of experience
N. Chesterfield, VA, 23236

Ms. Paula felt just like home. Like I was leaving my baby with my parents. I was so comfortable and at ease during our visit. My child did not miss me at all and I knew she was in good hands. Haribo is an excellent helper lol. He is equally as sweet as Ms. Paula. I will definitely be using her again in the future.

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May W.
Sitter Profile Image: Laura C.
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Laura C.
Star Sitter
from
$29
per day
5.0 out of 5 stars
11 reviews
3 repeat clients
16 years of experience
Richmond, VA, 23236

Great communication and my baby pepper was so happy. I would definitely recommend, thank you so much!

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Evelyn R.
Sitter Profile Image: Stephanie B.
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Stephanie B.
Star Sitter
from
$25
per day
5.0 out of 5 stars
136 reviews
53 repeat clients
20 years of experience
Midlothian, VA, 23114

We have loved having our pup at Stephanie’s for daycare. She is always happy going in and coming out and Stephanie is very communicative and kind.

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Megan L.
Sitter Profile Image: Rachel Z.
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Rachel Z.
from
$30
per day
5.0 out of 5 stars
9 reviews
2 repeat clients
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: Caitlyn & Samuel E.
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Caitlyn & Samuel E.
Star Sitter
from
$25
per day
5.0 out of 5 stars
37 reviews
9 repeat clients
20 years of experience
Midlothian, VA, 23114

About: I have loved animals my entire life and have had more than one family pet from the day I was born. I worked in veterinary care for a good bit of time, and I have been trusted by many families to care for their animals while they were away on trips. I am comfortable giving medicine, working on obedience, and giving more snuggles than your pup will know what to do with. My husband works from home 3-4 days a week, so your dog would have many opportunities to go outside and to be loved on. I am available Monday through Friday for lunch time check-ins and potty breaks, and I'm available for walks after 5pm Monday through Friday. We could also accommodate over-night boarding any day of the week, as long as we do not have a previously scheduled weekend away. While I do not have a fenced in yard, our family loves to be outside and take walks as much as possible through out the day. We also have our energetic 5 year old dog, Maverick, to keep your dog company through out the day and engage in play. We have ample space in our home for a crate. Our daughter also loves to throw the ball and makes sure her puppy feels loved all the time.

Sitter Profile Image: Carleen P.
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Carleen P.
Star Sitter
from
$40
per day
5.0 out of 5 stars
411 reviews
154 repeat clients
20 years of experience
Midlothian, VA, 23114

Carleen is like home away from home for our dog! We love having her available when we’re visiting family in Richmond. She takes great care of our dog and we never have to worry!

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Fran M.
Sitter Profile Image: Catherine A.
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Catherine A.
from
$35
per day
5.0 out of 5 stars
5 reviews
2 repeat clients
40 years of experience
N. Chesterfield, VA, 23236

About: I have had dogs my entire life. I have experience with raising and house training puppies, teaching basic commands and walking on leash without pulling. I have crate trained all of my dogs but has free range of the house. I believe in good manners with positive reinforcement training, structure and schedules. I love playing ball or with whatever the favorite toy is. I have experience in administering oral medications and working with dogs that have anxiety. I work from home full time so your fur baby would never be unattended. If for some reason I needed to leave I would communicate that with you I have a large fenced in back yard, your pet would never be left unattended while outside. Both gates are locked to prevent anyone from accidentally opening the gates.

Sitter Profile Image: Julia P.
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Julia P.
from
$30
per day
5.0 out of 5 stars
15 reviews
2 repeat clients
10 years of experience
Richmond, VA, 23235

Julia was very great and helpful especially since I had to find boarding last minute. She worked with my schedule which I greatly appreciate and was responsive. Highly recommend!

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Brianna S.
Sitter Profile Image: Sherrita D.
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Sherrita D.
from
$30
per day
10 years of experience
North Chesterfield, VA, 23236

About: I provide your dog(s), or cat(s) the care they need while you're away - right in their own home or mines. I will feed and water your pet; exercise it; administer medicine, vitamins or other special care (shots, pills or drops) as needed and give it lots of love and playtime. I will also look after your home, giving it that "lived-in" look by bringing in mail and newspapers and adjusting lights and blinds. You can return home at any hour of the day or night to find your home and happy pet eagerly awaiting your return. When you call, I will schedule a time to meet with you and your pet(s). This consultation will allow your pets tome and become familiar with my voices and smells. In addition, this will provide time for us to discuss what services you are looking for, feeding/watering instructions and frequency of visits. ******When requesting services, once I accept the booking you have 2 hours to confirm booking or I will decline for the next client******** I am available daily for all your pet care needs; day sittings, dog walking and house visits within my servicing area. Contact me with your pet care needs. I provide your dog(s), or cat(s) the care they need while you're away - right in their own home or mines. I will feed and water your pet; exercise it; administer medicine, vitamins or other special care (shots, pills or drops) as needed and give it lots of love and playtime.

Sitter Profile Image: Keith B.
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Keith B.
from
$50
per day
5.0 out of 5 stars
3 reviews
2 years of experience
Midlothian, VA, 23112

Keith and his wife were wonderful with my senior dog! They have a great yard, perfect for dogs. Lily was happy and relaxed when I picked her up. Would definitely book with them again!

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Esther P.
Sitter Profile Image: Aubrey F.
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Aubrey F.
from
$45
per day
5.0 out of 5 stars
2 reviews
15 years of experience
Midlothian, VA, 23114

About: I have experience with many different sizes, breeds, ages and needs. I will listen carefully to directions and will provide updates and photos with each day. Please reach out with any questions! I work from home and am available for weekdays, weekends and holidays. I am extremely flexible, please feel free to reach out with any questions! I have a large fenced in yard loaded with yummy sniff spots and plenty of room to run and play. We welcome all fur animals into our home & will accommodate your pup in whatever way makes them most comfortable while you’re away, inside and outside! ❤️

Sitter Profile Image: Thomas S.
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Thomas S.
Star Sitter
from
$32
per day
5.0 out of 5 stars
19 reviews
11 repeat clients
35 years of experience
MIDLOTHIAN, VA, 23112

About: I'm a long time pet owner familiar with all sorts of animals including dogs, turtles, fish, birds and reptiles. I'm happy to help care for your puppies, senior animals and animals with health issues including animals which require special medication or shots. I work full time from my home but I am available early mornings, lunch time and after working hours to take care of your pets. Let me know what you need and we can figure out something which works. I'm flexible. We do like to travel so I may not always be around but when I am, I'm happy to help. We have had several dogs through the years, big, medium and small. Love them all. I'm big into running and getting outdoors so I'm happy to take you pups for long walks or even a short jog. We also have a house full of other animals including fish, turtles and previously birds. I'm happy to help out with all types of animals, feathered, scaled or furry.

Sitter Profile Image: Patricia L.
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Patricia L.
from
$35
per day
5.0 out of 5 stars
1 review
20 years of experience
Midlothian, VA, 23112

About: I have hands-on experience caring for dogs of all sizes, from young puppies to large breeds, and I’m confident handling a wide range of needs and personalities. I’m comfortable administering medications and following detailed care instructions to make sure every pet stays healthy and safe. I also have experience with basic puppy training, helping reinforce good habits and routines. What sets me apart is my patience and understanding, especially with dogs who have separation anxiety or need extra reassurance. I take the time to make pets feel comfortable, secure, and loved while you’re away. I treat every dog like my own, paying close attention to their behavior, energy level, and individual needs so they get the best care possible. Pet care fits naturally into my daily routine, and I make it a priority to give each pet the time, attention, and consistency they need. My schedule is very flexible, which allows me to accommodate morning, midday, evening, and even last-minute bookings when needed. Whether it's walks, drop-ins, or extended stays, I'm able to adjust my routine to match your pet's schedule and keep things as normal and stress-free as possible for them. I'm reliable, responsive, and committed to being there when you and vour pet need me. In my home, pets are treated like part of the family. I have a spacious three-floor condo that gives dogs plenty of room to move around and feel comfortable. I also have a friendly six-year-old dog who gets along well with other animals, helping visiting pets feel more at ease. My two daughters are gentle and respectful with animals, adding to the loving environment your pet will be in. I live in a great area for walks, so your dog will get plenty of exercise, fresh air, and attention throughout the day. I make sure to follow each pet’s routine as closely as possible, including feeding schedules, walks, playtime, and any special instructions. When caring for pets in a client’s home, I focus on keeping things consistent and stress-free by maintaining their normal routine and environment. My goal is always to make sure your pet feels safe, comfortable, and well cared for while you’re away.

Sitter Profile Image: Lori N.
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Lori N.
from
$30
per day
5.0 out of 5 stars
40 reviews
8 repeat clients
12 years of experience
Midlothian, VA, 23112

Lori and her husband were kind enough to watch my two fur babies, Sammy & Sylvie, in a pinch. My pups adore them & we are so grateful that they are in great hands every time. Thank you so much Lori!

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Sukeshi G.
Sitter Profile Image: Amanda & Matthew F.
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Amanda & Matthew F.
from
$27
per day
25 years of experience
Midlothian, VA, 23113

About: I have had my own dogs since my early 20’s, and I’d probably have about ten more if I could. Everyone in our family has dogs, ranging from tiny Yorkipoos to big ol’ lab mixes, and I love them all! I currently have one rescue pup, Russell, who is 19 different breeds! I am patient, I don’t get grossed out easily, and I will love your pup like it’s a member of the family. My husband and I are both teachers, so we are home full-time during the summer with our two teenage kids. During the school year we work, but I’m usually home by 3:30. Our 13-year old daughter is interested in pursuing a career working with animals, so she will be assisting in the care of your pet. We have a large fenced yard and a dog-friendly house. We even have a doggie door for pups to come and go outside to the back yard as they need or want to. We have one 5-year old dog who gets along great with other pups. Usually when we dog sit, we have the visiting pup have a home base in our daughter’s room where they can be fed separately, have peace and quiet, and enjoy the best air conditioning in the house! We are a dogs on furniture house, and she even loves to let the dogs we are sitting sleep in her bed with her if they want. Your dog should expect many pets and snuggles at our house! If we are coming to your house, we will follow whatever routines and rules you’ve established for your pet. But still expect lots of love for your pet!

Sitter Profile Image: Darling C.
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Darling C.
from
$40
per day
5.0 out of 5 stars
3 reviews
1 repeat client
8 years of experience
Richmond, VA, 23235

About: Hello! Our names are Darling and Kolby. We have experience caring for dogs of all sizes and a wide variety of breeds. We have plenty of space to host your dog, including a fully fenced yard where they can safely play and explore. We currently have two cats and a Golden Aussie of our own, and we grew up surrounded by animals such as Rottweilers, Pit Bulls, Chihuahuas, Poodles, and more. Because of this, we are very comfortable managing a multi-pet household. If your pet has any allergies or special dietary needs, we are happy to accommodate them. Please feel free to contact us if you have any questions about your pet while you’re away, we’d be happy to help! I work remotely so I am able to spend more time with my dog during the day, and he gets to play in the yard for the majority of the day. We provide lots of exercise with yard play, walks and trips to the dog park. As well as mentally stimulating activities that our dog requires.

Sitter Profile Image: Siara L.
Verified Enhanced Background Check
Siara L.
from
$34
per day
18 years of experience
Midlothian, VA, 23114

About: I have had pets in my family all of my life. I am a true animal lover with years of experience. I currently work remote, so I have the time to give your pet all the attention they deserve during their booking. I live an apartment, however, there is a fenced dog park that I can take your fur baby to run and play! I currently work from home, and can provide care for your pet all day. I can give your pet my full attention throughout their stay. I have the availability to take them out for potty breaks as much as they need. You can assure your pet will be safe in my home. I only take one pet at a time to ensure your pet gets my full attention. I will follow any regime you provide for your fur baby.

Sitter Profile Image: Gulmira M.
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Gulmira M.
Star Sitter
from
$38
per day
5.0 out of 5 stars
18 reviews
4 repeat clients
12 years of experience
Midlothian, VA, 23112

Griff loves G! She gives him lots of attention, affection, and always makes him feel part of the family. Griff really appreciates the sniffing adventures she plans for him. Thanks G for providing my pup with great care and love!

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LaKisha W.
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The median cost per day for doggy day care in Chestnut Hill is $35

Dog parents share their Rover experiences - Chestnut Hill

1 / 1
5.0 out of 5 stars

Great communication and my baby pepper was so happy. I would definitely recommend, thank you so much!

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Evelyn R.
Doggy Day Care
5.0 out of 5 stars

Keith and his wife were wonderful with my senior dog! They have a great yard, perfect for dogs. Lily was happy and relaxed when I picked her up. Would definitely book with them again!

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Esther P.
Doggy Day Care
5.0 out of 5 stars

Cindy and her family are wonderful and great with Bentley. She definitely has a repeat customer with me and Bentley. Would recommend her to anyone with pets.

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Robneisha I.
Doggy Day Care
5.0 out of 5 stars

Carleen is like home away from home for our dog! We love having her available when we’re visiting family in Richmond. She takes great care of our dog and we never have to worry!

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Fran M.
Doggy Day Care
5.0 out of 5 stars

Janini did a wonderful job in taking care of my Rocco. Top tier communication and very professional in what she does.

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malerye m.
Doggy Day Care
5.0 out of 5 stars

Paula was amazing! Very communicative and sent lots of photos. Lili loved her time with Paula and even learned a new trick:)

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Justine L.
Doggy Day Care
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Popular requests for doggy day care - Chestnut Hill

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Sitters in Chestnut Hill average 3
repeat doggy day care clients

FAQs for Doggy Day Care - Chestnut Hill

Frequently asked questions about Rover

The average cost for Doggy Day Care in Chestnut Hill on Rover is $35.52 per day (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Doggy Day Care 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 Doggy Day Care. For more information on service fees, click here .

As of August 2026, there are 596 sitters on Rover offering Doggy Day Care across Chestnut Hill. Enter your ZIP code to see which available sitters are closest to your home.

Sitters on Rover can offer flexible scheduling, so you can coordinate times that work best for you and your pet—whether that’s early drop-off or later pick-up to match your Chestnut Hill commute.

If your schedule changes, it’s best to let your sitter know through the app as early as possible. Many sitters can adjust pick-up and drop-off times when needed.

Think of doggy day care as your dog’s fun, supervised play date that happens to fit into your workday. Day care through Rover takes place in a real home. This offers a calmer and more personalized environment for your pup.

A typical day can include companionship, one-on-one attention, and same day pick-up and drop-off. Many sitters can also offer structured routines and exercise throughout the day. For recurring, weekly day care, sitters will include photo updates so you can see your dog in their element.

Here are tips for finding the ideal day care fit for your dog:

  • For some small dogs: In-home day care can be the perfect fit. Look for sitters whose "can host" section only lists dogs weighing 0–7 kilograms and/or 7–18 kilograms. During your Meet & Greet, ask about play areas based on dog size and energy level.
  • For high-energy dogs: The ideal doggy day care can offer scheduled breaks and outdoor spaces or activities. You can also find sitters who host multiple dogs to satisfy your pup’s socializing needs.
  • For dogs who prefer human-only companionship: Use the filters "Doesn't own a dog" and "Only accepts one pet at a time" to find the right care.

Play groups can be an option when you book with a day care sitter through Rover. Many sitters do host a small number of dogs at the same time. Smaller dog packs are generally safer, more fun, and ideal for dogs who enjoy playtime but also want to relax throughout the day. When looking for your dog’s pack, check the sitter’s profile to see if they "Accept multiple clients" or have their own dogs. Then during the Meet & Greet, you can see whether your dog is a good fit for their social circle!

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in VA ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

Every sitter 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 .

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.

A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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 sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters 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.

Yes, Rover is well-suited for finding sitters who can care for your pet within 24 hours. With 596 sitters in Chestnut Hill, 88% respond to messages in under an hour.

You can message multiple sitters simultaneously to find the fastest available match. If you need care today or tomorrow, you can look for sitters with a "calendar last updated" notice on their profiles.

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 sitter.

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