Dog Boarding Holliston

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Over 279
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

“Kira and Dave are the absolute best. McCool was in such wonderful hands when I was gone for two weeks. McCool came home happy, exhausted, and loved 🥰.”

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Meghan B.
Sitter Profile Image: Bridget L.
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Bridget L.
Star Sitter
$73
total per night
5.0 out of 5 stars
• 12 reviews
3 repeat clients
18 years of experience
Framingham, MA, 01701

“Bridget was great! We appreciated the updates and photos while we were away—they gave us complete confidence that Willow was in excellent hands. Bridget was a prompt and clear communicator, and her attentiveness to our dog’s needs was genuinely appreciated. We would be delighted to work with her again!”

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Kathryn C.
Sitter Profile Image: Dina B.
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Dina B.
Star Sitter
$56
total per night
5.0 out of 5 stars
• 7 reviews
4 repeat clients
10 years of experience
Hopkinton, MA, 01748

“Our 10 month old golden retriever had a great time staying with Dina. She was able to accommodate us last minute. She was wonderful with him! Her communication was much appreciated during our time away. We will 100% be using Dina in the near future.”

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Kathryn S.
Sitter Profile Image: Hanna G.
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Hanna G.
$56
total per night
5.0 out of 5 stars
• 47 reviews
10 repeat clients
7 years of experience
Allston-Brighton, Boston, MA, 02135

“Hanna did great with our dog. We had an emergency situation and had to fly out of town. She was flexible with our flights/ times. She sent us updates often(we were worried because we didn’t have time for a meet and greet) with pictures which gave us peace of mind. She didn’t mind his need to sleep in the bed. When my husband went to pick him up he was excited to see him but then ran back in the house ! So I would say that was a happy dog! Will use Hanna next time We have to travel”

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Michelle S.
Sitter Profile Image: Jacqueline F.
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Jacqueline F.
Star Sitter
$56
total per night
4.9 out of 5 stars
• 104 reviews
48 repeat clients
20 years of experience
Hopkinton, MA, 01748

“Jacqueline and her daughter Hana were excellent in taking care of Ollie, from the meet and greet to the actual boarding they were very responsive in our messages. They provided daily updates and were very communicative, I would highly recommend her to anyone!”

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Lianlian L.
Sitter Profile Image: François D.
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François D.
Star Sitter
$67
total per night
5.0 out of 5 stars
• 48 reviews
13 repeat clients
25 years of experience
Lincoln, MA, 01773

“Francois is everything you could want in a pet sitter. He’s very obviously a true animal lover — kind and caring — and he’s very responsible. We left our 4 month old Airedale puppy with him for 4 nights while we went overseas, and it was such a comfort to have Francois send us regular updates and photos showing what a lovely time he and Biggles were having. If you are looking for a loving home-away-from-home for your pet, you have found it. Thank you, Francois!!”

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

“We had a fantastic experience with Sarah and her family! This was our 1st time with Sarah and was happy to hear that our dog quickly bonded with her kids. Sarah proactively sent updates every day with pictures, which we all appreciated. I highly recommend Sarah and will definitely book with her again.”

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Jennifer E.
Sitter Profile Image: Tomoe H.
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Tomoe H.
Star Sitter
$84
total per night
5.0 out of 5 stars
• 66 reviews
15 repeat clients
25 years of experience
WELLESLEY, MA, 02481

“Tomoe and her family took wonderful care of our 5 year old labradoodle. Tomoe kept me updated daily with photos of how Moose was doing . It is obvious that Tomoe takes looking after a pet very seriously and I felt completely at ease while we were away .We will definitely be having him stay with Tomoe again .”

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Deirdre O.
Sitter Profile Image: Peggy M.
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Peggy M.
Star Sitter
$69
total per night
5.0 out of 5 stars
• 38 reviews
9 repeat clients
30 years of experience
Bellingham, MA, 02019

“Someone recently told me that they never met a Peggy who isn’t wonderful, and after leaving our dog with Peggy M. and her family for a long weekend, I completely agree! They were so kind, flexible, sent consistent pictures and updates, and our pup looked genuinely torn to leave their home when we picked her up - so much so that she said goodbye to each family member individually. I cannot recommend Peggy enough - if you are looking for a fun, family environment that will love your dog like their own while you’re away, she is your Rover.”

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Jennifer E.
Sitter Profile Image: Alyson B.
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Alyson B.
Star Sitter
$72
total per night
5.0 out of 5 stars
• 235 reviews
43 repeat clients
25 years of experience
Hyde Park, Boston, MA, 02136

“Alyson was amazing! She sent lots of pictures and updates while watching my cat and it was clear he was having a great time. She asked questions and was super responsive - would definitely recommend booking with her and I will book again!”

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Meghan M.
Sitter Profile Image: Keith M.
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Keith M.
$56
total per night
5.0 out of 5 stars
• 73 reviews
17 repeat clients
7 years of experience
Ashland, MA, 01721

“Keith took great care of our dogs. They probably got more exercise in 2 days then they get in a week with us. They were exhausted after spending time playing and going on walks with Keith and his family! Highly recommend using Keith whenever you can!!”

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Elyse S.
Sitter Profile Image: Jennifer B.
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Jennifer B.
Star Sitter
$45
total per night
5.0 out of 5 stars
• 23 reviews
16 repeat clients
30 years of experience
Marlborough, MA, 01752

“Jennifer took such good care of Archie and his special medical needs. He did not seem stressed at all. She sent me updates multiple times daily. I would highly recommend her.”

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beki m.
Sitter Profile Image: Kyla S.
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Kyla S.
Star Sitter
$56
total per night
5.0 out of 5 stars
• 130 reviews
62 repeat clients
11 years of experience
Woonsocket, RI, 02895

“Kyla is my go-to pet sitter! She and her family treat my dog as part of their family. My dog is always safe & happy when I go to pick her up and is always excited to go back to visit with Kyla. Thank you!!!”

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Ashley W.
Sitter Profile Image: Jing G.
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Jing G.
Star Sitter
$98
total per night
5.0 out of 5 stars
• 83 reviews
51 repeat clients
30 years of experience
Newton, MA, 02459

“We could not be more thankful for Jing and her family’s wonderful care of our pup! It was clear that Harper had a blast and was treated as a part of Jing’s family. While we were away, Jing’s intermittent photo updates with Harper let us know our puppy was enjoying her own vacation. Jing also went out of her way to help us coordinate pickup times when our travel plans changed. We hope Harper has a chance to stay with Jung again sometime in the future- we know she would love it.”

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Taylor B.
Sitter Profile Image: Xiaoxue D.
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Xiaoxue D.
$73
total per night
5.0 out of 5 stars
• 70 reviews
17 repeat clients
15 years of experience
Sudbury, MA, 01776

“Xiaoxue is communicative and provides a wonderful environment for Haylie. She is caring and responsible and I would recommend her to sit your pet at any time!”

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Benny W.
Sitter Profile Image: Cathy C.
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Cathy C.
Star Sitter
$84
total per night
5.0 out of 5 stars
• 35 reviews
16 repeat clients
12 years of experience
Framingham, MA, 01701

“We are truly grateful for Cathy’s loving care of our baby, PJ. We love him dearly and are thrilled that we have found someone who can take care of him and love him as a member of their family. The daily photos and updates eased our worries.”

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Maria M.
Sitter Profile Image: Gabriel C.
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Gabriel C.
Star Sitter
$54
total per night
5.0 out of 5 stars
• 73 reviews
42 repeat clients
7 years of experience
Northborough, MA, 01532

“Gabriel was great!! He was able to accommodate our two dogs very last minute (since our return flights were cancelled and we needed a new sitter) and then again he was very flexible to continue looking after our dogs when our flights were rescheduled multiple days later by the airlines. We appreciated the great communication and our boys were tired when we picked them up which is not an easy feat for our Australian Cattle Dog puppy! he definitely gave them lots of exercise and attention. Would definitely recommend and will be keeping his contact handy!”

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Leia G.
Sitter Profile Image: Dana R.
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Dana R.
Star Sitter
$67
total per night
4.9 out of 5 stars
• 284 reviews
98 repeat clients
15 years of experience
Hyde Park, Boston, MA, 02136

“Left my pup with Dana for almost two weeks during holiday season and when I came home, my pup didn’t want to leave with me! This is always a good sign to me that my pup enjoyed his time. Dana is responsive, reliable, and experienced, and he sent me daily videos and photos of my pup while I was away. Would definitely have him sit my pup again and recommend him for your dog sitting needs!”

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Emily C.
Sitter Profile Image: Sara C.
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Sara C.
$78
total per night
4.9 out of 5 stars
• 392 reviews
220 repeat clients
12 years of experience
Framingham, MA, 01702

“Sara was very welcoming for our first time dog’s stay. She was great, she is real dog lover! Her communication with us was excellent. Nessa came back home happy and full of energies ?. Highly recommended.”

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Gary V.
Sitter Profile Image: Jess M.
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Jess M.
Star Sitter
$78
total per night
5.0 out of 5 stars
• 136 reviews
72 repeat clients
10 years of experience
Milton, MA, 02186

“My pups were tired and happy when I picked them up! Jess was very responsive and posted updates daily. A great first stay and I wouldn’t hesitate to book again.”

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Aileen S.
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The median cost per night for dog boarding in Holliston is $64

Dog parents share their Rover experiences - Holliston

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5.0 out of 5 stars

Paula has been fantastic with our two pups. We loved the daily pictures and really felt our dogs were taking care of well. Thank you Paula!!

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Pamela R.
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

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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 on Rover is $56 per night as of October 2026. Most bookings cost between $34 and $86 per night. 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 October 2026, there are 4,214 sitters on Rover offering Dog Boarding across Holliston. Enter your ZIP code to see which available sitters are closest to your home.

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, 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.

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

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 , 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 .

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.

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