Dog Boarding Webster

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Over 73
pet parents in Webster have booked dog boarding

Webster, 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%.

1 / 1
Sitter Profile Image: Chelsea K.
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Chelsea K.
Star Sitter
$62
total per night
4.9 out of 5 stars
23 reviews
13 repeat clients
17 years of experience
Dudley, MA, 01571

I can’t say enough good things about Chelsea K! She took amazing care of my dog, Dexter, and went above and beyond in every way. Her home was spotless and provided such a clean, comfortable environment that immediately put me at ease. Chelsea’s attention to detail was incredible—she followed all of Dexter’s routines perfectly and made sure he felt right at home. What really stood out to me was her patience and genuine care. Dexter can be a little shy at first, but Chelsea took the time to help him feel comfortable and safe, which I truly appreciated. She kept me updated with pictures and messages, which gave me total peace of mind while I was away. If you’re looking for someone who will treat your dog like their own in a clean, welcoming space, Chelsea is the one to book!

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Ryan R.
Sitter Profile Image: Ihar S.
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Ihar S.
$56
total per night
5.0 out of 5 stars
10 reviews
3 repeat clients
4 years of experience
Southbridge, MA, 01550

Thank you so much for taking such good care of Trixie! It’s greatly appreciated. While we hate leaving her, knowing someone else cares for her as much as we do makes it a little easier.

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Lisa P.
Sitter Profile Image: sarah b.
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sarah b.
$73
total per night
28 years of experience
Webster, MA, 01570

About: Trustworthy, flexible pet care: home hosting or in-home stays, hiking buddies or cozy cuddles, and one family’s pets at a time to ensure your pets needs are my focus. I am flexible and available to work around both you and your pets schedule. : I’ll partner with you to tailor care so your pet stays relaxed and well-supported. My fenced-in backyard provides a safe, spacious space for your dog with plenty of playtime and fresh-air exploration. Your pet will be treated like family.

Sitter Profile Image: Lisa R.
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Lisa R.
$50
total per night
5.0 out of 5 stars
3 reviews
1 repeat client
40 years of experience
Oxford, MA, 01540

Lisa was great with my pup. She gave me updates and responded when I reached out. I would recommend her and hope to have her sit my pup again in the future !

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Kristin C.
Sitter Profile Image: Colette B.
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Colette B.
$62
total per night
5.0 out of 5 stars
23 reviews
6 repeat clients
15 years of experience
Southbridge, MA, 01550

Colette was great with our two dogs, she has a lovely backyard where they got plenty of exercise and made themselves at home in her living room lounging on the couch and playing with their toys! I’d definitely recommend her for your pups care!

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Nicole S.
Sitter Profile Image: Kimberly F.
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Kimberly F.
Star Sitter
$67
total per night
5.0 out of 5 stars
56 reviews
11 repeat clients
16 years of experience
Oxford, MA, 01540

We’re so happy to have found Kimberly! She was incredibly responsive, professional, and so wonderful to our pit bull, Babs - she also sent photos, updates, and stories during the week that made us feel like our pup was having her own grand vacation. We had never left our pup for more than a few days before and Kimberly immediately put my mind at ease that she would take great care of her, especially being mindful of her special needs (not being good with other dogs and some anxiety). I highly recommend Kimberly as a sitter and your dog’s new best friend - she’ll be my first call when we plan another vacation!

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Jennifer E.
Sitter Profile Image: James & Mallory N.
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James & Mallory N.
$73
total per night
5.0 out of 5 stars
232 reviews
61 repeat clients
30 years of experience
Southbridge, MA, 01550

Mallory and Jim are the best and this was definitely Titan’s favorite stay! They updated us throughout each day and made us feel so comfortable leaving him for a few days. They have a great set up at their house with their fenced in back yard and they also took him on walks. They are also so confident at managing multiple dogs which was impressive! Thank you for making Titan feel right at home. He was so happy and tired! A success indeed!

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Susie W.
Sitter Profile Image: Amber S.
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Amber S.
Star Sitter
$67
total per night
4.9 out of 5 stars
11 reviews
3 repeat clients
3 years of experience
Sturbridge, MA, 01566

Phenomenal care! Amber is a wonderful sitter, very caring, kind, empathetic and truly loves dogs. My Dante got a lot of love and attention. Amber communicated well, plenty of updates, pictures and videos. Best care for your furry kiddo! Highly recommend Amber as your sitter.

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Alena A.
Sitter Profile Image: Sue D.
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Sue D.
$34
total per night
5.0 out of 5 stars
28 reviews
9 repeat clients
30 years of experience
Rochdale, MA, 01542

Sue has watched my two pups twice now and I cannot express enough at how grateful and lucky I feel to have found her! She truly loves dogs and I know when they are there that they are being cared and loved for exactly as if they were home. My dogs are attached at my hip, but when we get to Sue’s house, they are clearly so happy to be with her that it makes leaving them a LOT easier. Sue has been able to set my mind at ease (which is not a simple task!) and is very trustworthy. I highly recommend her services, she is now definitely my go-to sitter!

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Kristo P.
Sitter Profile Image: Victoria S.
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Victoria S.
$73
total per night
5.0 out of 5 stars
12 reviews
1 repeat client
18 years of experience
Chalrton, MA, 01507

We boarded our boxer Piper for the week and felt she was happy there. Viki kept me updated on how she was doing each day, most times with pictures. They have a set up where they can have their own rooms instead of a kennel. Our dog happened to like the kennel more but could see where some dogs would appreciate the peace and queit of a private room.

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Elaine A.
Sitter Profile Image: Shyla M.
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Shyla M.
$67
total per night
5.0 out of 5 stars
23 reviews
8 repeat clients
30 years of experience
Oxford, MA, 01540

The best! I have 2 older female labs that get stressed when in boarding. To the point of making themselves sick. Shyla was a godsend. Shyla treats the dogs as her own. The continuous picture updates were adorable and comforting. The come home, relaxed and brushed! I highly recommend! Will definitely be using her services again.

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Christine C.
Sitter Profile Image: Samantha B.
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Samantha B.
Star Sitter
$84
total per night
5.0 out of 5 stars
77 reviews
21 repeat clients
40 years of experience
Chepachet, RI, 02814

Samantha and her family took great care of my pup Dyno. Samantha sent me pictures of Dyno walking, playing and having fun. She made me feel at ease knowing he was in good hands. We will definitely be a repeat customer.

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Darlene M.
Sitter Profile Image: Layla C.
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Layla C.
$67
total per night
5.0 out of 5 stars
10 reviews
1 repeat client
30 years of experience
Dudley, MA, 01571

Layla watched our pups for over two weeks and we couldn’t be any happier that our pups had such an incredible time. She was kind and patient with them, she sent us frequent photo updates and they had a great time. I would highly HIGHLY recommend her in the future and we will always turn to her when our pups need a place to stay. 💕

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Casey Jane C.
Sitter Profile Image: Thomas P.
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Thomas P.
$56
total per night
5.0 out of 5 stars
2 reviews
6 years of experience
Putnam, CT, 06260

Helpful dog sitter.

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Maureen M.
Sitter Profile Image: Monique K.
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Monique K.
$56
total per night
30 years of experience
Sturbridge, MA, 01518

About: My children and I absolutely love dogs, especially my 8 year old son. I work in the school system so we have the whole summer off to enjoy taking care of your pets! I live seconds from a walking trail so your pup can get plenty of exercise, love, and snuggles! I am available all summer long while school is out. July 1 through the end of August. I spend a few weeks teaching summer school- on those days I am home by 1 pm. Your pet will be safely cared for in my two bedroom apartment- with lots of snuggles, nature walks, and toys. I understand different dogs have different needs and I will cater to each pup as needed.

Sitter Profile Image: Paola M.
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Paola M.
Star Sitter
$67
total per night
5.0 out of 5 stars
523 reviews
152 repeat clients
10 years of experience
Worcester, MA, 01607

Paola gave regular updates and pictures throughout the stay. My puppy seemed comfortable and happy during her stay! Paola has a beautiful yard for plenty of exercise for dogs during their stay

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Jacalyn M.
Sitter Profile Image: Jeffrey B.
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Jeffrey B.
$35
total per night
30 years of experience
Webster, MA, 01570

About: I decided to try letting a husky pull me on roller blades 27 years ago, and a bond was created that I am convinced was the greatest thing ever. I became an aspiring writer and began researching dogs, playing with them and loving them all the same. I understood that some people just had that dog thing, but I wanted to know why. Still working on my writing, and still researching, I started roller blading around Webster lake with a rescue puppy this past year. I remembered the incredible joys that a dog would have discovering the freedom, and it's really incredible. I don't claim to be a dog whisperer, but I have learned from studying dog behaviors and personalities. Honey has been incredible this season. Some dogs would rather just sniff, and it's arguably the most incredible of dog traits. Sometimes finding the space to run can be a challenge, but even just on a walk, it's all about giving them the chance to choose when you can. I have been an educator as a substitute and a paraprofessional, and enjoyed 20 years with a number of schools and institutions. Coaching tennis, track, and rock climbing, I love giving new experiences. As director for an adventure camp or as recreation games coordinator, I was able to incorporate a team into all the fun. Relying on the service industry for work, I have developed my communication skills in many fields. 3 years working for the May Institute with adults with severe disabilities gained me a humility not found elsewhere. In the Healthcare industry I found incredible individuals who just fit their calling, and you were better for being around them. The last 2 years I have traveled the state as a licensed pest technician solving homeowner problems, and keeping people safe. I enjoyed being a source of information, and health, and was careful to appreciate coming into someone's home and life. I'm currently planning on returning to school to attain my message therapy certification and utilize my background in health. It's a good plan with modification, and I am hopeful that Amazon flexibility will help. I'm the kind of person who starts with a smile, and believes that kindness is always an option. I understand that taking care of your animals and home is a sacred thing, and I will remain transparent and available. I'm currently working for Amazon, Sunday through Wednesday, and have Thursday, Friday, and Saturday completely free for services. Additionally I can be available for any other days with proper notice, due to Amazon's flexibility with their scheduling. Our yard is fenced in, and our two rescue dogs enjoy their space very much playing and running around. Our 16 year old cat enjoys being an inside/outside cat very much, and has adapted to our precocious new additions. Our back door is opened frequently.

Sitter Profile Image: Amy M.
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Amy M.
Star Sitter
$56
total per night
5.0 out of 5 stars
18 reviews
7 repeat clients
30 years of experience
Whitinsville, MA, 01588

Amy and Ryan are wonderful and so accommodating. They're able to keep constant care of our little guy Gersh, and give us the confidence we want that he'll be okay when we need to be away. Our flight home was recently delayed and with our work schedules the following day it could've been an issue, but we thankfully didn't need to worry. They immediately let us know it wouldn't be a problem at all, and were so understandable and easy to coordinate with. We're happy to have found them, and so is Gersh! Thank you!

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Michael G.
Sitter Profile Image: LINGWEN W.
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LINGWEN W.
Star Sitter
$50
total per night
5.0 out of 5 stars
20 reviews
8 repeat clients
14 years of experience
Shrewsbury, MA, 01545

Lingwen was AMAZING! She made Nico feel super comfortable at her home and welcomed. Lingwen sent updates and pictures of Nico thought out the stay which we loved. Thank you much again for caring for Nico! If you’re looking for a sitter, do not hesitate to book her. She’s the best :)

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Krishna R.
Sitter Profile Image: Lindsay A.
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Lindsay A.
$95
total per night
5.0 out of 5 stars
196 reviews
56 repeat clients
2 years of experience
Sutton, MA, 01590

Lindsay did a fantastic taking care of our new puppy during our first weekend away. She communicated with us before and during the stay to make sure we felt comfortable throughout, including by sending daily pictures. This was truly the best experience we could have hoped for, and we’ll definitely be repeat customers.

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Casey L.
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The median cost per night for dog boarding in Webster is $55

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Popular requests for dog boarding - Webster

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Sitters in Webster average 12
repeat dog boarding clients

FAQs for Boarding - Webster

Frequently asked questions about Rover

The average cost for Dog Boarding in Webster on Rover is $38.85 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .

As of July 2026, there are 1,083 sitters on Rover offering Dog Boarding across Webster. Enter your ZIP code to see which available sitters are closest to your home.

Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.

90% of Webster sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Webster landmarks or neighborhoods your dog is enjoying.

If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Webster 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 Webster.

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.

You and your Webster 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.

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