Dog Boarding Ashland

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Over 575
pet parents in Ashland have booked dog boarding

Ashland, 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: Liliya R.
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Liliya R.
Star Sitter
$67
total per night
5.0 out of 5 stars
• 53 reviews
13 repeat clients
2 years of experience
Framingham, MA, 01701

“Liliya and her family did a wonderful job boarding our dog Turk. He absolutely loves her and her family and we could rest easy on vacation knowing he was well cared for. Would highly recommend!”

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Delaney G.
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

“Excellent experience across the board. Steve and Kira treat the pups like family and create an environment where they can play and rest and get all the TLC they need. They are easy to communicate with, provide photo updates, and don’t mind giving special diets and meds. The dogs are well screened to make sure the crew is all friendly, so they have a really positive social experience.”

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Elizabeth L.
Sitter Profile Image: Julie U.
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Julie U.
Star Sitter
$73
total per night
5.0 out of 5 stars
• 72 reviews
30 repeat clients
19 years of experience
Natick, MA, 01760

“Julie was a great sitter all around! She offered a meet and greet beforehand which I really appreciated. Louie was immediately comfortable with her and her home. Julie's home was a perfect fit for us because it’s one level and she has a fenced”

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Jocelyn O.
Sitter Profile Image: Bo & Xiaosong C.
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Bo & Xiaosong C.
Star Sitter
$78
total per night
5.0 out of 5 stars
• 67 reviews
22 repeat clients
2 years of experience
Natick, MA, 01760

“Jesse and her family took great care of my Ginger. I received lots of updates with pictures and videos throughout the stay. My dog looked very happy and safe. I would book her there again in the future.”

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Sylvie C.
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
106 repeat clients
35 years of experience
Southborough, MA, 01772

“Nancy was wonderful, Amma was happy and well cared for. Nancy made sure to send me updates and was incredibly easy to communicate with. I will be using her again!”

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Nicole Y.
Sitter Profile Image: Sarah & Luis D.
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Sarah & Luis D.
Star Sitter
$105
total per night
5.0 out of 5 stars
• 38 reviews
10 repeat clients
27 years of experience
Sherborn, MA, 01770

“Our dog Cora loves her time with Sarah, Luis and their family. They treat her as if she is their own, and we couldn't be happier with the care they provide. We will always go to them first when Cora needs a place to stay!”

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Lynne And Dj P.
Sitter Profile Image: Svetlana S.
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Svetlana S.
Star Sitter
$73
total per night
4.9 out of 5 stars
• 43 reviews
21 repeat clients
20 years of experience
Marlborough, MA, 01752

“Svetlana was amazing with Jack! She watched him for about two weeks during Christmas and New Years while I was away. I couldn’t have been more grateful or happier, I received updates/photos regularly. She absolutely loves dogs and it truly shows. I can’t wait to book Svetlana again! She is dependable, trustworthy, and easy to communicate with.”

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Mindy J.
Sitter Profile Image: Rebecca N.
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Rebecca N.
$100
total per night
5.0 out of 5 stars
• 24 reviews
6 repeat clients
15 years of experience
Ashland, MA, 01721

“Our experience with Rebecca was amazing! She provided daily updates that put our minds at ease while away from Scout. I would highly recommend her to all and will definitely be using her again!”

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Mark W.
Sitter Profile Image: Dina M.
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Dina M.
$78
total per night
5.0 out of 5 stars
• 26 reviews
9 repeat clients
15 years of experience
Framingham, MA, 01701

“Dina is very nice, and I felt confident that she would take excellent care of our dog, Hazel. Dina asked about our habits so she could try to keep Hazel's schedule and treatment consistent with her home environment. Hazel had a good time, and I hope we can do it again! Dina - Thank you for taking great care of Hazel!”

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Christopher C.
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: Joanne L.
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Joanne L.
$39
total per night
2 repeat clients
20 years of experience
Natick, MA, 01760

About: I’ve taken care of many different dogs for over 2 decades and continue to love doing so. Love taking dogs for walks, going to dog parks, etc. Can accommodate most special care requests. Happy to stay the night at your place, or if your dog is social, have her/him over at mine. I have an Alaskan Klee Kai who is 5 years old, 16 pounds, and well-socialized. I’m currently working part time (middle of the day) and will have lots of time to take care of your fur babies. For home visits, I can typically do 7:30-10am, 3-5pm, 7-11pm, but I make arrangements outside of these times with advanced notice. I have a big yard that my dog enjoys. It is not fenced in but we can use a long leash so dogs can run around, play fetch, and explore.

Sitter Profile Image: Nicole & Benjamin H.
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Nicole & Benjamin H.
$56
total per night
5.0 out of 5 stars
• 6 reviews
10 years of experience
Natick, MA, 01760

“I highly recommend Nichole and Benjamin l. They had such a calm vibe that was perfect for Layla who can get a bit nervous when meeting people for the first time. Layla was well cared for and I am very happy with the stay she had with Nichole”

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Stephanie V.
Sitter Profile Image: Brianne B.
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Brianne B.
Star Sitter
$56
total per night
5.0 out of 5 stars
• 112 reviews
49 repeat clients
41 years of experience
Newton, MA, 02468

“Brianne took care of Whiskey for 10 days and the experience was wonderful. From the very beginning, she gave me so much confidence and peace of mind. She was always attentive to his needs and kept me updated with photos and messages, which made me feel very reassured. Her family was so loving with him, treating him like part of their home, and it was clear that Whiskey was happy and comfortable the whole time. I can truly tell they are amazing and I highly recommend them!!!”

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Zuleyma D.
Sitter Profile Image: Jeffrey & Jennifer M.
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Jeffrey & Jennifer M.
$67
total per night
5.0 out of 5 stars
• 4 reviews
40 years of experience
Sudbury, MA, 01776

“Very happy with J & J! We took a last minute trip and they responded quickly. They took good care of Milo, sent pictures, and i could tell he was happy there. Would definitely book again!”

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Carie J.
Sitter Profile Image: Paula B.
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Paula B.
Star Sitter
$63
total per night
5.0 out of 5 stars
• 123 reviews
51 repeat clients
4 years of experience
Medway, MA, 02053

“My dogs had a wonderful time with Paula and her family; she has a great fenced backyard with lots of sniff potential for my hounds; and they enjoyed the wonderful doggie friends they got to play with. I appreciated the photos sent to me showing them all hanging out together; I don't think they wanted to leave! I felt good knowing my dogs were in good hands.”

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Marion M.
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: Sandra S.
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Sandra S.
$110
total per night
5.0 out of 5 stars
• 28 reviews
7 repeat clients
3 years of experience
Marlborough, MA, 01752

“Sandra is simply amazing. This is the second time I have trusted Sandra with my pup, and she will be my go to for all future boardings. My travel plans were a bit uncertain, but Sandra was extremely flexible and communicative, making what could have been a stressful boarding situation incredibly easy. I would highly recommend Sandra!!”

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Nick B.
Sitter Profile Image: Maria B.
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Maria B.
$95
total per night
5.0 out of 5 stars
• 55 reviews
16 repeat clients
13 years of experience
Sudbury, MA, 01776

“Bruce, once again, had the best time with Maria and her family. He seemed right at home and living the good life. They treat Bruce as if he were their own pup. It’s reassuring to know he’s in great hands, loved and spoiled when we have to travel without him. Maria provided the best updates, pictures and videos daily. We can’t thank Maria enough. We think Bruce is looking forward to our next trip without him so he can see his second family again!”

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Vanessa P.
Sitter Profile Image: Megan D.
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Megan D.
$73
total per night
5.0 out of 5 stars
• 17 reviews
4 repeat clients
20 years of experience
Sudbury, MA, 01776

“Our dog was well cared for during the week we were out of town. Got plenty of walks and snuggles. We wouldn’t hesitate to have Gus return to Meghan’s home.”

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Sara C.
Sitter Profile Image: Souvik & Meghan M.
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Souvik & Meghan M.
$95
total per night
5.0 out of 5 stars
• 22 reviews
8 repeat clients
27 years of experience
Sudbury, MA, 01776

“Our pup, Monty, had a great stay with Souvik and Meghan. I would highly recommend to anyone, especially those who might be nervous about boarding their fur babies. It was Monty's first stay with non-family and from the first meeting I felt very comfortable! They answered all of my questions and gave us daily updates with pictures so we knew that he was settling in okay! They treated our pup like their own and we are so grateful!”

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Elizabeth S.
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The median cost per night for dog boarding in Ashland is $64

Dog parents share their Rover experiences - Ashland

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5.0 out of 5 stars

Cathy was great for Comet! She sent lots of pictures and got him to eat when he normally doesn’t. She has a great space for watching dogs, and we were glad that there were other dogs there with Comet, although that may not always be the case. We’d use Cathy again!

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David B.
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

The most wonderful sitters. I have used their services for long & short stays. Lots of communication with the best pictures & video. My basset hound, Ivy, adores them and is always so excited when we pull into their driveway. Absolutely stellar couple.

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Catherine G.
Boarding
5.0 out of 5 stars

Rebecca was amazing and took great care of our dog. We received daily updates which were great to see and know that things were going well. She was very flexible on drop off and pick up which made our trip much easier. Will totally book with her again at the earliest opportunity.

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Dan S.
Boarding
5.0 out of 5 stars

Sara always takes excellent care of our fur baby and is the only person we trust to leave her with! Thanks Sara!

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Jodi D.
Boarding
5.0 out of 5 stars

Harvey had a great time with Laurie! Came home tired from playing. Would love to stay with Laurie again. 🩷

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Joy A.
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

Kasbo was extremely well-taken care of and had a blast. Julia provided plenty of updates with photos to ensure a worry-free experience. Highly recommend!

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Nick H.
Boarding
5.0 out of 5 stars

Nancy was really attentive and sweet with Blu, who is now old and can be grumpy. Nancy sent updates and pictures and made sure I knew Blu was doing well, keeping me reassured as this was also the longest time I was away from him. I really recommend Nancy.

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Alessia T.
Boarding
5.0 out of 5 stars

I had to leave my dog last minute and Tessa took the task! She was great! Sent me pics and updates every day.

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Fernanda M.
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

Karen took very kind and thoughtful care of Loki during his stay. She made sure to send lots of pictures and made Loki feel perfectly at home. I will definitely book with her again for Loki's next vacation!

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Hannah S.
Boarding
5.0 out of 5 stars

Sarah did a great job caring for my two dogs. I received plenty of updates and photos and my dogs came home very happy.

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Katie & Dan S.
Boarding
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How to book dog boarding

  1. 1. Search

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Popular requests for dog boarding - Ashland

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Sitters in Ashland average 10
repeat dog boarding clients

FAQs for Dog Boarding - Ashland

Frequently asked questions about Rover

The average cost of Dog Boarding in Ashland on Rover is $44 per night as of October 2026. Most bookings cost between $30 and $67 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 4,207 sitters on Rover offering Dog Boarding across Ashland. 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 Ashland 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 Ashland 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 Ashland.

<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 Ashland 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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