Dog Boarding in Webster

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Top rated Webster dog boarders

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: Ihar S.
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Ihar S.
$45
total per night
4 years of experience
Southbridge, MA, 01550

About: Your pup will feel like family in my cozy home, surrounded by endless love, cuddles, and pure joy every single day! We take daily adventure walks through the beautiful state park trails 10 min away, enjoy fresh air, and come home to homemade meals. Yes, I make fresh soup/stock for my boarding guests! Plus a relaxing bath and massage whenever needed. A true vacation for your dog – full attention, a loving environment, and all the belly rubs and playtime they could dream of! Pet care is a natural and joyful part of my everyday life! I work remotely from home Wednesday through Friday, so I’m here all day to give your pup constant love, attention, and companionship. The rest of the week I’m fully flexible and dedicate my time to the dogs in my care. We enjoy at least two fun walks a day (including beautiful trails in the nearby state park), play sessions in the backyard, meals (often with homemade soup or stock I love preparing), and plenty of cuddle time. I can easily pick up or drop off your pet on Tuesdays when I’m traveling back from Boston to Southbridge, or any other day that works for you too! Your dog will have my undivided attention and love in a calm, safe, and stress-free home—during their stay I board only one dog (or one family of dogs) at a time, so yours will be the only guest enjoying all the cuddles and care. For ultimate comfort and safety, your pup stays in their own cozy private room, gets bathed in our clean walk-in shower whenever needed, enjoys fresh fruits and veggies as treats, a variety of fun toys, and structured activity every two hours—including multiple daily walks, backyard playtime, and lots of human companionship while I work from home right beside them!

Sitter Profile Image: Layla C.
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Layla C.
$67
total per night
5.0 out of 5 stars
8 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: Joseph O.
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Joseph O.
$45
total per night
5.0 out of 5 stars
3 reviews
6 years of experience
Thompson, CT, 06277

Love Joe and Haru. Joe is very calm and composed. Given his military background, we believe he has the discipline (to not give in to Ozzie when he begs for food outside his feeding times) and fully capable of providing a consistent structure for our dog. Haru is friendly and chill, he invited Ozzie to play a few times during our meet & greet. They both exchanged play gestures.

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Lani D.
Sitter Profile Image: Kimberly F.
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Kimberly F.
Star Sitter
$67
total per night
5.0 out of 5 stars
53 reviews
10 repeat clients
16 years of experience
Oxford, MA, 01540

Kimberly was communicative and flexible with my pick up and drop off timing which was a huge help! My dog got along great with her toddler, and I’m glad he had a yard to enjoy too

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Rachel C.
Sitter Profile Image: Maryjane T.
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Maryjane T.
$62
total per night
5.0 out of 5 stars
14 reviews
6 repeat clients
40 years of experience
Charlton, MA, 01507

Teddy had a great time with Maryjane! We got lot of picture updates throughout our boarding period and it put our mind to rest while we were vacationing. It was such a pleasure boarding our little loved one with Maryjane

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Thena A.
Sitter Profile Image: Megan C.
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Megan C.
$56
total per night
5.0 out of 5 stars
37 reviews
10 repeat clients
20 years of experience
Oxford, MA, 01540

Megan was absolutely amazing. This was our first experience with Rover and we were very nervous about leaving our Oliver with complete strangers. Megan updated me several times throughout the day with pictures and videos. After dropping him off, we instantly felt that he was in good hands and he definitely was. Our pup loved Megan and her husband, and will definitely be returning for future stays. They treated our boy just like their own. They were an absolute godsend.

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Bianca M.
Sitter Profile Image: Sue D.
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Sue D.
$34
total per night
5.0 out of 5 stars
26 reviews
8 repeat clients
30 years of experience
Rochdale, MA, 01542

Sue is wonderful! My dogs and I got to meet Sue and her dogs before she boarded them. She really is patient with my little dogs and understands their behaviors. One of my dogs is very anxious and barks a lot. She dealt with it well and realized he was just unsure of the environment. My 6 pound Pomeranian took a few days to warm up to her but in the end she did. Sue didn’t push herself on my dog and just let my pup come to her. She took special care to walk them and make them feel as comfortable in their new environment. Sue also took time each day to send me photos and texts so I knew they were ok. I have already booked her for two more weeks this summer. I recommend her with your dogs too. It is obvious she loves and enjoys dogs.

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Misha C.
Sitter Profile Image: Haley D.
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Haley D.
Star Sitter
$50
total per night
5.0 out of 5 stars
40 reviews
13 repeat clients
15 years of experience
North Smithfield, RI, 02896

Haley and her family were wonderful with our boy Hamlet. She sent frequent updates and showed so much consideration for him. We will 100% be booking with her again for our future travels.

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Emma G.
Sitter Profile Image: Chelsea K.
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Chelsea K.
Star Sitter
$67
total per night
4.9 out of 5 stars
23 reviews
12 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: James & Mallory N.
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James & Mallory N.
Star Sitter
$73
total per night
5.0 out of 5 stars
225 reviews
61 repeat clients
30 years of experience
Southbridge, MA, 01550

So happy I found Mallory! She is such a sweetheart and gives us great relief knowing we are leaving Bratwurst with someone who will show him love and care while we are away. She sends us pictures and videos of him which is great to see how he is while he is there. He always knows when we get to her house and his tail starts wagging!! We really appreciate all she does for him. Thank you so much!

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Tanya S.
Sitter Profile Image: Priti T.
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Priti T.
Star Sitter
$56
total per night
5.0 out of 5 stars
49 reviews
17 repeat clients
9 years of experience
Grafton, MA, 01519

Exceptional care! Our dog, Zeus fell ill while we were away, but thanks to Priti, we couldn't have asked for better support. Her attentiveness and compassion were remarkable. She went the extra mile to ensure our pup's comfort, managing the illness with expertise. We received regular updates with pictures & videos, which gave us peace of mind. Highly recommend Priti, for anyone needing special care for their furry baby.

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Radhika B.
Sitter Profile Image: derek g.
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derek g.
$28
total per night
4.8 out of 5 stars
29 reviews
9 repeat clients
16 years of experience
Dudl, MA, 01570

Great job

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Xavi P.
Sitter Profile Image: Paola M.
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Paola M.
Star Sitter
$67
total per night
5.0 out of 5 stars
477 reviews
135 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: Lindsay A.
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Lindsay A.
Star Sitter
$84
total per night
5.0 out of 5 stars
185 reviews
52 repeat clients
2 years of experience
Sutton, MA, 01590

Llindsay is a fantastic pet sitter. Our dog has stayed with her twice and the process has been easy, accommodating, and professional. Lindsay provides many updates and our dog always comes home seeming quite happy!

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Christian D.
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 absolutely wonderful. Winnie loved her! Her fenced in backyard is perfect for a small dog who loves to feel “free”! She sent us multiple photos and updates. We’d definitely use her again!

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Leona B.
Sitter Profile Image: Julie M.
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Julie M.
$45
total per night
5.0 out of 5 stars
3 reviews
20 years of experience
Dudley, MA, 01571

About: I have taken care of animals for over 20 years, they bring me so much joy, I truly enjoy each and every one of them. I am currently working part time and I am looking to fill in my time with something I really enjoy, taking care of pets! 😊 I do not have a fenced in yard, however, I take the dogs out leashed and also for walks in my neighborhood or yours.😊I am very trustworthy, I can provide references if needed.

Sitter Profile Image: Breanne N.
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Breanne N.
$43
total per night
5.0 out of 5 stars
5 reviews
10 years of experience
Oxford, MA, 01540

Breanne was so awesome with my cat and very communicative and compassionate. I would absolutely recommend her services and use her again.

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Kandace Y.
Sitter Profile Image: Maria R.
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Maria R.
$73
total per night
5.0 out of 5 stars
19 reviews
7 repeat clients
35 years of experience
Auburn, MA, 01501

excellent, highly recommended my Zawie was very well cared for and loved, every day photos and videos of how she was, I will always return to her!☺️???

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Patricia D.
Sitter Profile Image: Thomas P.
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Thomas P.
$56
total per night
6 years of experience
Putnam, CT, 06260

About: what sets me apart is i have a lot of free time at home where i am able to not only play with but to walk and possibly give baths too!! i would say dog care fits into my daily and weekly routine mainly because i have a work from home job that allows me to stay active with them!! Normally i will set up beds with pillows and blankets and 2-3 dishes of water around the house so they can get comfortable and relaxed!

Sitter Profile Image: Christopher & Kelsey H.
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Christopher & Kelsey H.
$73
total per night
5.0 out of 5 stars
11 reviews
3 repeat clients
15 years of experience
Dudley, MA, 01571

Christopher and Kelsey took fantastic care of my dog while I was away for a night. They were very quick to respond to messages and kept me updated throughout the stay. They sent lots of pictures showing just how much fun she was having with other dogs. I never felt concerned for her safety while she was with them. Highly recommend!

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jim b.
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Over 99
pet parents in Webster have booked dog boarding

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  1. 1. Search

    Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

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

Why Choose Rover?

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  • Reservation protection

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

  • World-class support

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

Sitters in Webster average 12
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

As of Apr 2026, the median cost of dog boarding in Webster is $55 per night, including service fees. Boarding your dog for one week typically costs $385. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Webster dog boarding rates can be found as low as $25 to as high as $51 per night.

If you’re searching for a Webster dog boarding sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of Apr 2026, 439 sitters provided dog boarding in Webster. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 94% of Webster dog boarding sitters respond in under an hour.

Sitters who provide dog boarding in Webster have an average of 18 years of experience. Dog boarding sitters with repeat customers have an average of 12 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Webster.

Rover makes it easy to find Webster dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:

  • Dogs of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their sitter’s pets

There are 439 dog boarding sitters in Webster on Rover, so you’re sure to find the perfect match for your dog! In Webster, 92% of sitters offer daily exercise, 98% offer medication administration, and 95% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.