Dog Boarding Holliston

Find a loving dog sitter to watch your dog overnight at your sitter's home.

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Over 272
pet parents in Holliston have booked dog boarding

Holliston, Find top rated dog boarding

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

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Sitter Profile Image: Kira M.
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Kira M.
Star Sitter
$100
total per night
5.0 out of 5 stars
• 562 reviews
380 repeat clients
10 years of experience
Natick, MA, 01760

“My Great Dane Ortiz had a great nights stay! He loved the big yard and the comfy couch. This is a great family, you can really feel the love they have for your pet and the willingness to keep in contact with you throughout the stay. I can’t thank them enough!”

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Joshua H.
Sitter Profile Image: Liliya R.
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Liliya R.
Star Sitter
$67
total per night
5.0 out of 5 stars
• 55 reviews
14 repeat clients
2 years of experience
Framingham, MA, 01701

“Leaving our dog with Liliya was easy and comfortable. She communicated well and sent us photos throughout each day. Most importantly our dog seemed happy and well cared for when we picked her up! We will definitely be back next time we need a dog sitter in her area!”

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Sharon R.
Sitter Profile Image: Heather B.
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Heather B.
Star Sitter
$73
total per night
4.9 out of 5 stars
• 34 reviews
11 repeat clients
20 years of experience
Franklin, MA, 02038

“Heather was a great sitter for our dog Sasha. She was very accommodating for our drop off and pick up and felt completely comfortable leaving our dog with her for a long weekend. We would love to use Heather again in the future.”

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Neal & Jessica J.
Sitter Profile Image: Nancy O.
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Nancy O.
Star Sitter
$78
total per night
5.0 out of 5 stars
• 55 reviews
25 repeat clients
13 years of experience
FRAMINGHAM, MA, 01701

“Nancy is very kind, loving and caring. My dog is old and timid and Nancy handled her care with exactly what my dog needed. Nancy is very gentle. I would highly recommend Nancy.”

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Sarka D.
Sitter Profile Image: Julie G.
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Julie G.
Star Sitter
$99
total per night
5.0 out of 5 stars
• 252 reviews
91 repeat clients
25 years of experience
Bellingham, MA, 02019

“We can't say enough about how impressed we were with Julie and Tiffany this past weekend. Our puppy Butter stayed with them for the weekend while we were out of town. They sent us daily updates about Butter throughout the day which gave us peace of mind that she was having a wonderful time. We will definitely use them again in the future and would highly recommend them to others looking for a dog sitter.”

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Michael G.
Sitter Profile Image: Sarah M.
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Sarah M.
Star Sitter
$80
total per night
5.0 out of 5 stars
• 67 reviews
36 repeat clients
10 years of experience
Wayland, MA, 01778

“Another great stay with Sarah! It’s comforting to know that my pup is in a cozy family home while I’m away. They take such good care of Minnie and I love the picture updates!”

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Trish O.
Sitter Profile Image: Jacob S.
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Jacob S.
$77
total per night
4.8 out of 5 stars
• 9 reviews
2 repeat clients
18 years of experience
Franklin, MA, 02038

“Jacob did an amazing job watching my German Shepard mix over the weekend. Highly recommend!”

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Andrew K.
Sitter Profile Image: Sean R.
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Sean R.
Star Sitter
$86
total per night
5.0 out of 5 stars
• 101 reviews
44 repeat clients
8 years of experience
Norwood, MA, 02062

“Great experience! My dog was happy and well cared for. Sean did a great job, and his good reviews are completely accurate. Would definitely book again!”

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Colette T.
Sitter Profile Image: Julie J.
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Julie J.
Star Sitter
$67
total per night
5.0 out of 5 stars
• 256 reviews
75 repeat clients
22 years of experience
Brookline, MA, 02445

“Dusty had a great time with Julie, and she was terrific. Warm and caring, really great communication throughout Dusty’s stay, which is always much appreciated. Flexible and understanding on a traffic delay I had coming to get her. Would definitely have Dusty stay again and highly recommend to anyone else looking for quality care for your pup!”

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Michael L.
Sitter Profile Image: Lu C.
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Lu C.
$78
total per night
4.9 out of 5 stars
• 37 reviews
15 repeat clients
10 years of experience
Natick, MA, 01760

“Our pup had a great time with Lu! She was a great communicator and sent lots of sweet pictures and messages. We really appreciated all the love she gave our dog. Thank you!”

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Katie B.
Sitter Profile Image: Wanda R.
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Wanda R.
$56
total per night
4.8 out of 5 stars
• 37 reviews
24 repeat clients
10 years of experience
West Roxbury, WEST ROXBURY, MA, 02132

“Wanda seemed really kind and caring from the second Koda met her! She took care of him for a week while we were on vacation and it seems like he had a great time playing with Wanda’s pup, Casey. It would be nice if Wanda provided more daily updates, I had to ask a few times to see how he was doing. Overall, Wanda seems like a very kind and reliable sitter.”

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Sumi D.
Sitter Profile Image: Nancy M.
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Nancy M.
Star Sitter
$45
total per night
5.0 out of 5 stars
• 170 reviews
107 repeat clients
35 years of experience
Southborough, MA, 01772

“Nancy is terrific. Took the best care of my dog during our vacation. Six nights and days of pure dog heaven , I know cause my dog told me that. She is my number 1 go to person for taking care of my dog. Absolutely the best!! Thank you Nancy”

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John S.
Sitter Profile Image: Jasmin & Eric M.
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Jasmin & Eric M.
$69
total per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
17 years of experience
Sharon, MA, 02067

“Such amazing care and communication!! I actually think our dog was a bit sad to come home after the time he had with Jasmin and Eric! They are awesome and we definitely hope to work with them again!”

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James T.
Sitter Profile Image: Dayuan W.
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Dayuan W.
$67
total per night
5.0 out of 5 stars
• 6 reviews
3 repeat clients
1 year of experience
Wellesley, MA, 02482

“My pup was very content with Dayuan and his family. He provided lots of updates and pictures which were much appreciated and so easy to work with. Highly recommend him!”

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Maithili R.
Sitter Profile Image: Debbie M.
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Debbie M.
Star Sitter
$106
total per night
5.0 out of 5 stars
• 111 reviews
37 repeat clients
40 years of experience
Norwood, MA, 02062

“Debbie and Kirk are the absolute best. Our dog Nala loves staying with them and we feel so confident leaving her at their home. Thank you so much!”

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Ana V.
Sitter Profile Image: Katy A.
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Katy A.
$62
total per night
5.0 out of 5 stars
• 12 reviews
1 repeat client
33 years of experience
Franklin, MA, 02038

“Katy and her family did a spectacular job caring for my dog while we were away. I appreciated Katy’s communication and flexibility. Her home was well-equipped to provide my dog with a great stay. Photo and videos showed my dog feeling comfortable and relaxed in this new environment. I’ll definitely be booking with Katy again!”

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Kelly L.
Sitter Profile Image: Andrew L.
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Andrew L.
$73
total per night
5.0 out of 5 stars
• 30 reviews
8 repeat clients
10 years of experience
Bellingham, MA, 02019

“This family provided wonderful care of our two dogs. They were happy and well loved while our family was away! The also provided injections for our older pup, it was so nice to know they were happy and well cared for.”

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Susan K.
Sitter Profile Image: Lyndsey & Evan L.
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Lyndsey & Evan L.
Star Sitter
$78
total per night
5.0 out of 5 stars
• 32 reviews
8 repeat clients
2 years of experience
Walpole, MA, 02081

“Lyndsey and Evan took amazing care of Azalea. She’s energetic so the fact that they took her on multi/mile hikes and played with her so much was awesome. You can just tell they love animals. Azalea came back happy and tired.”

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George K.
Sitter Profile Image: Julie B.
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Julie B.
Star Sitter
$134
total per night
5.0 out of 5 stars
• 66 reviews
18 repeat clients
50 years of experience
Westwood, MA, 02090

“Julie was great! It is clear that she cares so much about animals. She was easy to coordinate with and receptive to all of the things we told her about our dog. Easton had a blast running around the yard with her dog and he came home exhausted. Absolutely will use Julie again!”

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Meg P.
Sitter Profile Image: Claudia B.
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Claudia B.
Star Sitter
$73
total per night
5.0 out of 5 stars
• 11 reviews
3 repeat clients
4 years of experience
Wayland, MA, 01778

“Claudia sent us many updates and photos of our pup as she went through her day. Her communication was excellent. I would definitely hire Claudia again.”

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Penny B.
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The median cost per night for dog boarding in Holliston is $65

Dog parents share their Rover experiences - Holliston

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5.0 out of 5 stars

Loved our experience with Paula! It made our trips so much better knowing Gus was being so well taken care of. We are so grateful!

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Anna Y.
Boarding
5.0 out of 5 stars

Richard is a great dog sitter, very reliable and really cares for the dogs. His dog Maverick is great with other dogs! Highly recommend

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George B.
Boarding
5.0 out of 5 stars

Angela is so kind, upbeat and clearly a dog lover. I felt immediately comfortable leaving Rosie with her. She answered all my questions, asked us all the right questions about Rosie's care, sent us photos while we were away and was very flexible and accommodating when we were coordinating drop off and pick up. I wouldn't hesitate to book again.

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Laura S.
Boarding
5.0 out of 5 stars

Marina took incredible care of our dog, Penny, during an extended stay, and we couldn’t have been happier with the experience. It gave us such peace of mind knowing Penny was in such caring, attentive, and trustworthy hands while we were away. We are so grateful to Marina for treating Penny like one of her own and would recommend her without hesitation!

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Cat K.
Boarding
5.0 out of 5 stars

Michael was great with our dog Rosie for a weekend stay. He sent lots of photos and video updates and communication was easy. Rosie came home happy and tired from lots of playing. Would definitely book again!

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Bonnie M.
Boarding
5.0 out of 5 stars

Ella's second stay with Chip. Just as good as the first stay. We received pictures of her stay which we really enjoyed. Thank you for taking such good care of her!

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Clay F.
Boarding
5.0 out of 5 stars

Lauren has been great with our little basketcase! She is naturally good with dogs, and we feel so comfortable leaving our pup in her care.

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Evan S.
Boarding
5.0 out of 5 stars

Angelica and her dogs are great companions for your pup when you're away. She knows dogs and how to read them. She was very accommodating and friendly, and sent multiple photographs of all the dogs happily playing in her large yard. I will be using her services again in the future. Thanks!

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Ian E.
Boarding
5.0 out of 5 stars

Erin took great care of our dog and was quick with communication. Receiving daily photos was so helpful. Erin also took the extra step to help our dog when something came up during his stay, we appreciate the care and attention. Thank you, Erin!

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Alice S.
Boarding
5.0 out of 5 stars

Maddie is the best! She always goes above and beyond for our dog Nash. I never worry when Nash is with Maddie. She communicates well and we always feel she puts the dogs first! Best Rover around!

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Chandler R.
Boarding
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Book with peace of mind

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

Why Choose Rover?

  • Cashless payments

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

  • Reservation protection

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

  • World-class support

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

How to book dog boarding

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding.
  2. 2. Meet In Person

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

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

Popular requests for dog boarding - Holliston

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Holliston average 10
repeat dog boarding clients

FAQs for Dog Boarding - Holliston

Frequently asked questions about Rover

The average cost of Dog Boarding in Holliston is $56 per night as of November 2026. Most bookings cost between $34 and $88 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of November 2026, there are 4,230 sitters on Rover offering Dog Boarding across Holliston. Enter your ZIP code to see which available sitters are closest to your home.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

94% of sitters in Holliston can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Holliston home-away-from-home, we recommend packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Holliston.

Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

Yes, you can find sitters who have experience with handling special pet needs in Holliston. On Rover:

  • 85% of sitters can help with special care needs
  • 92% can help with giving oral medications or injections
  • 94% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

You and your Holliston sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee, which provides up to $25,000 in eligible veterinary care reimbursement.

Every 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.

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 MA 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.

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.

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