Doggy Day Care in Williamsburg

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

End
Search

Every sitter passes an enhanced background check. Learn about RoverProtect

Top rated Williamsburg doggy day care sitters

Prices are estimates per day for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

1 / 1
Sitter Profile Image: Lisa A.
Verified Enhanced Background Check
Lisa A.
$56
total per day
5.0 out of 5 stars
4 reviews
1 repeat client
20 years of experience
Florence, MA, 01062

About: We have a combination of 20 years of lovingly caring for dogs of different personalities. We have a friendly and playful whoodle who will be happy to have a buddy for playing in the yard and who also doesn’t mind giving other dogs space if they are less playful. We also have 3 kids who love all dogs and happy to give some extra love. We are able to have a flexible work schedule and work from home. Feeding schedule can accommodate your dogs typical routine and any medications as needed. Just let us know what you need and we can likely accommodate. I have a fenced yard and will consider any extra safety needs that your dog needs. Able to provide 2 walks a day, plenty of time outside and down time as needed.

Sitter Profile Image: Emma G.
Verified Enhanced Background Check
Emma G.
Star Sitter
$56
total per day
5.0 out of 5 stars
49 reviews
11 repeat clients
15 years of experience
Northampton, MA, 01060

I am so happy to have found Emma. My two sweet but somewhat anxious dogs were immediately at ease in her lovely space. Her calm, confident energy is just what we were all looking for in a caregiver. Emma was easy to communicate with and very professional. I look forward to working with her again!

Profile image
Jill F.
Sitter Profile Image: Shawna B.
Verified Enhanced Background Check
Shawna B.
$69
total per day
5.0 out of 5 stars
9 reviews
4 repeat clients
15 years of experience
Westhampton, MA, 01027

Shawna was a great sitter. My dogs are never tired. But they were worn out when I picked them up so I know they got plenty of exercise and attention. I highly recommend Shawna!!

Profile image
Amanda G.
Sitter Profile Image: Amad E.
Verified Enhanced Background Check
Amad E.
$50
total per day
5.0 out of 5 stars
31 reviews
7 repeat clients
15 years of experience
Northampton, MA, 01060

Amad was amazing!! Would definitely recommend him to take care of your pup. Marley was well taken care of and came back tired from all the walks they went on🙌🏼 10/10

Profile image
Jessica Z.
Sitter Profile Image: Gabriela K.
Verified Enhanced Background Check
Gabriela K.
$34
total per day
5 years of experience
Amherst, MA, 01002

About: I have loved dogs since I can remember—I used to read dog encyclopedias as a kid! My own dog and sidekick, Miguel, is a cute rescue with a pronounced underbite. He lives with my family far away, so I am excited to provide services (walking, dog sitting) for pets nearby! Over the summer, I am working remotely and thus have a lot of flexibility in my schedule. I am never away from home for more than two hours at a time. All dogs who have stayed at my apartment have been treated as my own; no couch or bed is off limits! 3+ walks a day, and a dog park nearby!

Sitter Profile Image: Jessica C.
Verified Enhanced Background Check
Jessica C.
$32
total per day
5.0 out of 5 stars
54 reviews
18 repeat clients
35 years of experience
Sunderland, MA, 01375

About: Parents Jessica and Philip are the responsible adults guaranteeing that your dog will get everything they need, but 13-year-old Josie is the primary caretaker of our dog guests. She is a very attentive, loving and engaged pet pal! Since we started on Rover as a summer job for Josie in 2023, we have hosted dogs of all sizes, energy levels and needs and she loved every single one of them. She gets up early every day (whether or not she is caring for a dog) so she often gives the pups their first walk of the day before anyone else has gotten out of bed. In spring of 2023 Josie rescued an Eastern Phoebe (songbird) that was pushed out of its nest and injured; she fed it dry cat food soaked in sugar water and set it free a week later as a robust young fledgling (see pictures). On weekends and school vacations, Josie has little to do other than care for your dog! We are early risers. Our calendar has school days blocked off, but we would consider boarding a dog during the school week if its needs match Josie's availability so please inquire. Both parents work mostly or fully from home and could manage a midday walk for a quiet dog. Jessica is an elementary teacher and education administrator who is accustomed to carrying great responsibility for the safety of precious smaller beings. She closely supervises Josie as the primary caregiver. Our home is in the woods with access to Mt. Toby trails so your pup will get to enjoy the outdoors several times a day. Sometimes dogs who are anxious in the busy neighborhoods of their homes are much calmer when they come to our quiet, wooded setting. We have a flock of chickens in an enclosed outdoor area.

Sitter Profile Image: megan b.
Verified Enhanced Background Check
megan b.
$39
total per day
4.9 out of 5 stars
123 reviews
37 repeat clients
20 years of experience
South Hadley, MA, 01075

We appreciated Megan's care for Jack, our vibrant, deaf 14 year old shih tzu, especially as I made last minute arrangements after traveling for a family funeral service and burial. She was helpful, reassuring and accommodating with all that Jack needed. We're grateful and recommend asking her to dog-sit.

Profile image
Betsy D.
Sitter Profile Image: Gail H.
Verified Background Check
Gail H.
$50
total per day
5.0 out of 5 stars
7 reviews
1 repeat client
50 years of experience
Haydenville, MA, 01039

About: I am a lifelong dog person with a large fenced yard and miles of trails out my back dog. A tired dog is a happy dog. Unless I am traveling myself I am extremely flexible and available. I will let you know if I will need to spend more than a few hours away from your pet before booking a stay. I think it’s important for pets to keep to their normal routine while their people are away. A little extra attention and affection also helps ease the stress of separation. I have a pretty mellow disposition and enjoy cuddling with a furry friend while reading or watching a show.

Sitter Profile Image: Dorjee D.
Verified Enhanced Background Check
Dorjee D.
Star Sitter
$43
total per day
5.0 out of 5 stars
20 reviews
14 repeat clients
15 years of experience
Amherst, MA, 01002

Dorjee took great care of my pup! Sadie was immediately comfortable with her, and I felt at ease as well. Highly recommend!

Profile image
Alie S.
Sitter Profile Image: AMY L.
Verified Enhanced Background Check
AMY L.
$67
total per day
5.0 out of 5 stars
11 reviews
1 repeat client
8 years of experience
Easthampton, MA, 01020

About: I sincerely LOVE getting to know each individual dog's personality (quirks and all!) and learning about what makes them happiest. I have many years of experience: walking dogs in NYC & in Western Mass; pet-sitting for my friends', neighbors' and partner's dogs (as well as for other types of pets). I create a warm, nurturing and happy environment for my precious furry friends to thrive. (Please note: on Tuesdays, Thursdays & Fridays, I am usually available from 11 AM-5:30 PM; on Mondays & Wednesdays, I am usually available from 11 AM -12 PM) I'm currently working part-time as a educator (tutor) so I have ample time to provide dog care (walking, drop-in day care and occasional boarding) during the week, Mon-Wed and Thurs-Friday. On occasion, I may be able to board dogs during the weekend. I live in an extremely peaceful, quiet, dog-friendly neighborhood (the Plains of Easthampton) toward the end of a cul-de-sac. So there is almost no cars or traffic here. I do have a front & back yard. Although it is not fenced, it is backed by trees and, as mentioned, almost zero traffic

Sitter Profile Image: Nicole S.
Verified Enhanced Background Check
Nicole S.
Star Sitter
$56
total per day
5.0 out of 5 stars
76 reviews
23 repeat clients
25 years of experience
Greenfield, MA, 01301

Our dogs had a blast at Nicole’s place. They got to run around in her nice fenced in yard, played a lot of fetch and got to cool off in the kiddie pool. Nicole and her family are obviously dog lovers and I was so happy we left our girls with them. I would highly recommend Nicole to care for your pups as if they were her own.

Profile image
Paul G.
Sitter Profile Image: Erica B.
Verified Enhanced Background Check
Erica B.
$62
total per day
5.0 out of 5 stars
6 reviews
1 repeat client
37 years of experience
Amherst, MA, 01002

About: I’ve taken care of dogs and cats of every age and many breeds since I was 12 years old. I’ve lived with dogs for my whole life. I believe pets deserve special attention and lots of love. I have taken care of pets recovering from surgery, trained puppies, entertained energetic dogs who love long walks and play, and cared for senior cats and dogs. I look forward to caring for your pet! I work from home and have flexibility in my schedule so I am available at lunchtime and in the evenings and all weekend to care for your pets. I have a fenced in yard and no pets of my own currently so your pet would get all the attention. I can crate your dog if they are used to that and also am comfortable without crating if you or your pet doesn’t like that. I have many toys and leashes and am well experienced in caring for pets.

Sitter Profile Image: R. Anuhea S.
Verified Enhanced Background Check
R. Anuhea S.
$78
total per day
5.0 out of 5 stars
5 reviews
13 years of experience
Hadley, MA, 01035

About: I have fostered dogs and cared for them my whole life. I know how to train and positively reinforce the training you have already set in place. I have worked with dogs ranging from puppies to senior hospice. I am coming home to visit family for the holidays and will be on Maui from 12/16-1/16 I have lots of free time and a very flexible schedule. I have worked with all types of dogs while fostering and use positive reinforcement modalities and trauma informed training techniques. I prefer longer walks or frequent shorter walks

Sitter Profile Image: Tricia G.
Verified Enhanced Background Check
Tricia G.
Star Sitter
$45
total per day
5.0 out of 5 stars
10 reviews
3 repeat clients
20 years of experience
Chicopee, MA, 01020

We have loved working with Tricia! Very flexible, understanding, and affordable. She went the extra mile for our senior dog. Can’t wait to book the next visit for our dog!

Profile image
Katy N.
Sitter Profile Image: Sarah G.
Verified Enhanced Background Check
Sarah G.
$34
total per day
5.0 out of 5 stars
18 reviews
2 repeat clients
10 years of experience
Amherst, MA, 01002

About: I am a pre-veterinary science major and I have grown up with pets and taken care of them for years! I’ve had dogs, cats, chickens, hamsters, guinea pigs, and fish! I have a lot of experience taking care of animals as I’ve interned at a zoo and volunteered at shelters and vet clinics. I am currently a student and I am around to help out on most days of the week just depending on the time on week days! I will not be able to have pets in my home since I have a cat that does not like other animals and it is not allowed in my apartment complex.

Sitter Profile Image: Xianshu S.
Verified Enhanced Background Check
Xianshu S.
$50
total per day
5.0 out of 5 stars
2 reviews
7 years of experience
Amherst, MA, 01002

We're very happy with Xianshu. He took care of Shah very well, went for a couple of walks with the dog, and sent us plenty of pictures. We left a happy pup, and we got back a happy pup. We highly recommend Xianshu for your dog.

Profile image
Ejaz N.
Sitter Profile Image: Saige G.
Verified Background Check
Saige G.
$39
total per day
4.8 out of 5 stars
31 reviews
13 repeat clients
11 years of experience
Easthampton, MA, 01027

Ziggy was great with our dog Jet! Jet is a high energy Springer Spaniel and she went above and beyond with taking him for hikes and making sure he got enough exercise. She took care of Jet at our home and was respectful of the space and was able to keep Jet’s routine as normal as possible which made us comfortable leaving him with her. We would definitely book with Ziggy again in the future!

Profile image
Abby W.
Sitter Profile Image: Christian M.
Verified Enhanced Background Check
Christian M.
$39
total per day
5.0 out of 5 stars
17 reviews
9 repeat clients
10 years of experience
Greenfield, MA, 01301

Christian was a great dog watcher for a day while we went on a ski trip! We got photo updates while we were gone and Hudson came home tired!!

Profile image
Curtis M.
Sitter Profile Image: Kathleen M.
Verified Background Check
Kathleen M.
Star Sitter
$50
total per day
5.0 out of 5 stars
150 reviews
41 repeat clients
12 years of experience
Becket, MA, 01223

She did such a great job! Nozzle came home so tired and I was a happy dog Mom bShe was able to take him at such a short notice and was a life saver for us. I would recommend her to anyone. She’s very flexible with schedules too!

Profile image
Laura H.
Sitter Profile Image: John M.
Verified Enhanced Background Check
John M.
Star Sitter
$39
total per day
5.0 out of 5 stars
144 reviews
51 repeat clients
15 years of experience
Turners Falls, MA, 01376

John did a amazing job with gizmo. he also responded back to my messages quickly as possible. also he sent me pictures of gizmo and stay in touch letting me know how gizmo was doing .I really recommend John he was also polite and understanding .when it came to him meeting gizmo the day before he was going to doggy sit him .also I will be using John as my dog sitter when I need it .thank u John

Profile image
nancy r.
1 / 1
View more sitters

Over 1
pet parents in Williamsburg have booked doggy day care

How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per day for doggy day care in Williamsburg is $38

Why Choose Rover?

  • Cashless payments

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

  • Reservation protection

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

  • World-class support

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

Sitters in Williamsburg average 3
repeat doggy day care clients

Doggy Day Care FAQs

Frequently asked questions about Rover

Sitters on Rover are free to set their rates. The median cost to hire a sitter for doggy day care in Williamsburg on Rover as of May 2026 was about $38 per day, after factoring in Rover’s service fees. A sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.

If you’re searching for a Williamsburg doggy day care sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of May 2026, 158 sitters provided doggy day care in Williamsburg. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, sitters offering doggy day care joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 87% of Williamsburg sitters offering doggy day care respond in under an hour.

Sitters who provide doggy day care in Williamsburg have an average of 19 years of experience. Sitters offering doggy day care with repeat customers have an average of 3 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Williamsburg.

Williamsburg doggy day care sitters are happy to take care of your dog while you’re at work or unavailable for the day. Book a one-time visit, or set up a regular rhythm with your favorite Williamsburg sitter. Drop off your dog at the sitter’s home and rest easy knowing they’ll get frequent potty breaks, plenty of playtime, and lots of love. Doggy day care is great for:

  • Puppies and high-energy dogs
  • Dogs with special needs, including seniors
  • Pet parents who work long hours
  • Dogs with separation anxiety

There are 158 sitters offering doggy day care in Williamsburg on Rover, so you’re sure to find the perfect match for your dog! In Williamsburg, 100% of sitters offer daily exercise, 94% offer medication administration, and 94% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect doggy day care sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your doggy day care sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your doggy day care sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your doggy day care service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.