Dog Boarding Ashland

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Over 514
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
• 54 reviews
14 repeat clients
2 years of experience
Framingham, MA, 01701

“Liliya and her family were so sweet and took care of our Callie during our wedding weekend. We had only ever left her with friends or family before, so we were a bit nervous about leaving her with strangers. They sent photos everyday and showed Callie having a great time. Would 100% ask them to watch her again!”

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Elizabeth H.
Sitter Profile Image: Dina B.
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Dina B.
Star Sitter
$67
total per night
5.0 out of 5 stars
• 10 reviews
5 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: Erin O.
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Erin O.
$89
total per night
5.0 out of 5 stars
• 27 reviews
6 repeat clients
20 years of experience
Ashland, MA, 01721

“Erin was an amazing sitter for our dog when we went away. She communicated great throughout the stay and we felt great going away knowing Hildie was in such great and loving hands!”

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Mae B.
Sitter Profile Image: Mliss K.
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Mliss K.
Star Sitter
$56
total per night
5.0 out of 5 stars
• 27 reviews
10 repeat clients
38 years of experience
Framingham, MA, 01701

“This was the first time Mliss watched my nervous dog and he did great. Good communication with updates and pics each morning. I’ll definitely book with her again.”

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Lauren V.
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
• 70 reviews
24 repeat clients
2 years of experience
Natick, MA, 01760

“Cooper had an awesome stay with them! Sent very regular updates, went on frequent walks, played outside, all the things! Would highly recommend.”

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Miki N.
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
35 repeat clients
10 years of experience
Wayland, MA, 01778

“Claude had a good time and we loved the photos along the way - would definitely book with Sarah again! We could tell he got tons of attention from everyone in the family and really felt at home!”

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Michael G.
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

“Lu (repeat sitter) is so caring and attentive to the needs of my elderly dog that she is actually happy to be left in her care greeting Lu with affection and tail wagging.”

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Peg B.
Sitter Profile Image: Ana R.
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Ana R.
Star Sitter
$89
total per night
5.0 out of 5 stars
• 21 reviews
8 repeat clients
4 years of experience
Framingham, MA, 01702

“Ana took such good care of our pup Rosie! She was so easy to communicate with and sent daily updates, with pictures and videos! Rosie loved playing with her dog, Lola, and came home exhausted in the best way!”

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Samantha B.
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 has such a great home for a dog - a nice fenced in yard, a great home to run around in, and close to plenty of parks to take dogs for great walks. He also send a ton of really great high quality pictures and some videos as well, so I always knew what my dog was up to.”

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Alicia S.
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: Meli J.
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Meli J.
Star Sitter
$56
total per night
5.0 out of 5 stars
• 20 reviews
5 repeat clients
20 years of experience
Northborough, MA, 01532

“Melissa did a great job taking care of yummy! We had a two-week extended stay. She shared photo updates regularly and flags issues proactively. Would recommend to anyone.”

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Richard M.
Sitter Profile Image: Joseph & Alexandra C.
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Joseph & Alexandra C.
Star Sitter
$123
total per night
5.0 out of 5 stars
• 219 reviews
114 repeat clients
15 years of experience
Millis, MA, 02054

“They were absolutely amazing and so quick to respond whenever we had a question. Thank you so much for watching our little guy! Would highly recommend ⭐️”

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Reed P.
Sitter Profile Image: Jacqueline H.
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Jacqueline H.
$67
total per night
30 years of experience
Holliston, MA, 01746

About: If there’s one thing you should know about me, it’s that I LOVE dogs! I’ve been a dog person my entire life and have been caring for my own dogs, as well as friends’ and family members’ dogs, for more than 30 years. I have two kids who are just as crazy about dogs as I am, so your pup will have no shortage of attention, cuddles, playtime, and someone telling them how cute they are all day long! 😂 When a dog stays with me, they’re not treated like a guest—they’re treated like one of the family. That means lounging on the furniture, hanging out, getting lots of love and attention, and tagging along for outdoor adventures whenever appropriate. I want them to feel like they’re on a little vacation of their own! I love all dogs- regardless of size, breed, or personality. Tiny lap dog? Big goofy dog? Somewhere in between? I love them all! My home is currently pet-free after saying goodbye to my two beloved bulldogs, who both crossed the rainbow bridge over the past two years. While I miss them terribly, having dogs come stay has been such a wonderful way to bring that happy, furry energy back into the home. 🐾 So if you’re looking for a safe, loving place where your dog will get lots of attention, plenty of couch time, and probably a few extra treats, I’d love to meet you and your pup! Come stay with me—I promise your dog will be spoiled! 🐾💕 I’m currently a stay at home mom so your pup will spend very little time alone. Weather permitting, we walk a little less than a mile to and from school each morning and afternoon and would bring your dog along if they want- we also have a big wagon for those who may like to join but can quite handle the walk! We welcome your dog to make themselves at home but I’m happy to crate if that is something you prefer. We love to snuggle on the couch or get out for a walk to burn energy- whatever your dog needs!

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

“Paula was amazing! My dog Dani get easily overwhelmed at boarding facilities with lots of dogs so we looked for a home based option. Paula is very kind and Dani really enjoyed her stay. We received daily updates and photos while we were aware which the whole family enjoyed!”

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

“Megan was fantastic! Our 15 year old dog requires medication, help with stairs, and can be anxious in new environments, but he seemed very comfortable and happy with her. She sent plenty of updates and photos, which really put us at ease. We’ll definitely be using Megan again!”

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Jenna D.
Sitter Profile Image: Aga G.
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Aga G.
Star Sitter
$84
total per night
5.0 out of 5 stars
• 232 reviews
88 repeat clients
20 years of experience
Wayland, MA, 01778

“Aga happily watched our 2-year old goldendoodle, Piper, for 2 weeks while we were on vacation. She sent frequent photo updates and was very responsive. Piper seemed very happy during her stay and had lots of outdoor playtime. I would highly recommend Aga.”

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

“Peggy was fantastic with Scout, sent updates and asked great questions. He had a great time with her and her family, and definitely will be staying with her again.”

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Rel R.
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: Jeffrey & Jennifer M.
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Jeffrey & Jennifer M.
$67
total per night
5.0 out of 5 stars
• 5 reviews
40 years of experience
Sudbury, MA, 01776

“Jeffrey and Jennifer were caring, friendly, and hospitable hosts for my dog, and their dog is also friendly and welcoming. They took care to ask about and accommodate my dog's habits, likes, and needs. They were patient and understanding with her anxiety about being away from home. I felt 100% comfortable knowing they would give her lots of love and attention. I appreciated the walks, playtime outdoors, and all of the pictures. Highly recommend!”

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Amy C.
Sitter Profile Image: Jen L.
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Jen L.
Star Sitter
$43
total per night
5.0 out of 5 stars
• 34 reviews
12 repeat clients
10 years of experience
Upton, MA, 01568

“We traveled abroad for a 2 week trip- and it was such a relief to find a reliable and welcoming sitter for our dog and our daughter’s dog while we were away. Jen kept us informed with pictures and updates on our dogs’ care - and had plenty of helpers in her children to provide that extra TLC to keep them busy and happy! We will definitely consider Jen first for future pet care needs!”

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Kathryn F.
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The median cost per night for dog boarding in Ashland is $65

Dog parents share their Rover experiences - Ashland

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5.0 out of 5 stars

Advait took amazing care of Theo for a week!! Theo looked comfortable and at home in all the pictures and most importantly we knew he was loved(more than he is at home it felt like) ❤️❤️

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Amruta K.
Boarding
5.0 out of 5 stars

Sara is wonderful! She takes such good care of Marco and is so patient with him if he’s nervous or spicy! Thank you so much!!

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Rich & Jenny R.
Boarding
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

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
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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

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  • 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

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Popular requests for dog boarding - Ashland

Select a filter and find qualifying sitters offering dog boarding.

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 is $44 per night as of November 2026. Most bookings cost between $30 and $67 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 4,224 sitters on Rover offering Dog Boarding across Ashland. 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 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, 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 Ashland.

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 Ashland. On Rover:

  • 86% 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 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 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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