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: Chelsea K.
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Chelsea K.
Star Sitter
$62
total per night
4.9 out of 5 stars
23 reviews
14 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.
$45
total per night
5.0 out of 5 stars
5 reviews
2 repeat clients
4 years of experience
Southbridge, MA, 01550

Julia took excellent care of my little Leo. She was very caring, attentive, responsible and super sweet. Would highly recommend to others. A++++

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Jennifer M.
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
230 reviews
61 repeat clients
30 years of experience
Southbridge, MA, 01550

James and Mallory were great! They went above and beyond to ensure our pet felt comfortable and safe. Will definitely be using them again in the future.

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Leo 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

Betty was comfortable and happy when I got back. Perfect yard for the dogs. Colette was friendly and communicates well. We will definitely be back.

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Shannon B.
Sitter Profile Image: Amber S.
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Amber S.
$50
total per night
5.0 out of 5 stars
6 reviews
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: Kimberly F.
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Kimberly F.
Star Sitter
$67
total per night
5.0 out of 5 stars
55 reviews
10 repeat clients
16 years of experience
Oxford, MA, 01540

Kim was great! Watched my two big dogs for a week. She sent photos, took them for walks, and took great care of them! Would definitely recommend and use again.

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Tyler M.
Sitter Profile Image: Layla C.
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Layla C.
$67
total per night
5.0 out of 5 stars
9 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: Sue D.
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Sue D.
$34
total per night
5.0 out of 5 stars
27 reviews
9 repeat clients
30 years of experience
Rochdale, MA, 01542

Theses are the ultimate sitters my girl is spoiled and I would recommend them to all . She had a lovely welcoming home . My Nola fell in love . Great family !

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

Paola was amazing! Benny got comfortable right away. Paola provided updates without being prompt and kept Benny safe and happy. Paola was also flexible with the last minute change on who was going to be doing drop-off and pick-off. Benny will definitely be visiting Paola’s again!

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

First time using Rover and first time in 10 years having a sitter outside of immediate family, we were so nervous. Samantha met us prior to and put us at ease. We had a wonderful experience having Samantha caring for our 2 boys while away! She sent us photos and little updates everyday and even had some great suggestions for us moving forward about a feeding time issue we were having.

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Joy C.
Sitter Profile Image: Elizabeth F.
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Elizabeth F.
Star Sitter
$50
total per night
4.9 out of 5 stars
79 reviews
25 repeat clients
25 years of experience
Worcester, MA, 01603

Elizabeth was able to accommodate my last minute request to care for my pup overnight. She saved the day, and my pup was well cared-for and came home a very happy (and tired) camper.

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Laurie H.
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: Lindsay A.
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Lindsay A.
$95
total per night
5.0 out of 5 stars
191 reviews
53 repeat clients
2 years of experience
Sutton, MA, 01590

Lindsay is simply awesome! We all adore her! Her experience and love of animals was apparent from the moment we met. She provides excellent care for our pups when needed. Lindsay is kind, honest, trustworthy and provides excellent communication. Our pups are already looking forward to their next visit. Thank you!

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Rose B.
Sitter Profile Image: Victoria S.
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Victoria S.
$56
total per night
5.0 out of 5 stars
7 reviews
18 years of experience
Chalrton, MA, 01507

Victoria was very easy to work with. We left our dog with a sitter for the first time. He did very well with Victoria, and she sent texts and photos to keep us updated on him. When we go away I will feel very confident to leave him with her again. I will give her 5 stars as far as care for my dog.

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Michelle C.
Sitter Profile Image: Stacy T.
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Stacy T.
$62
total per night
5.0 out of 5 stars
24 reviews
8 repeat clients
18 years of experience
Uxbridge, MA, 01569

Stacy was awesome. It was like leaving the pups with a trusted family member. I had no worries, very welcoming and very warm. They had a blast!

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Andre G.
Sitter Profile Image: Avery B.
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Avery B.
$56
total per night
1 repeat client
10 years of experience
Thompson, CT, 06277

About: I’ve been taking care of all different types of animals from lizards to ferrets to turtles and, of course cats and dogs since before I can remember! All of my life I’ve had and taken care of happy and healthy fur babies of my own that I treat with the utmost love, care, and attention so I’ll definitely treat your fur baby like my own as they should be treated. I’m currently a stay at home mom and I go to school online but outside of that I love taking care of my fur babies and other fur babies as well and have free time and availability to do so! My routine consists of starting the day at 7/8am and taking pup for walks, swimming, the dog park etc. and if you choose me for your pet sitter your baby (unless different needs must be met) will accompany us for a fun-filled day!🥰 I can do all day sits or overnight stays at your home. Or if you prefer me to do drop-ins to your home id be more than happy too! Whatever makes you and your precious fur baby happy.:) Note: I do have a 3.5 year old who usually accompanies me with my regular clients. If you choose me as your sitter this is good to note because I will only be able to be solo on some weekends. She has been around multiple different types of animals big and small since she was born. She is good with being gentle and knowing her boundaries but I recognize she’s still young so I can assure you constant supervision will be had for the safety of your fur baby and my baby. At my home, I also have a boxer who loves small dogs as well! They will be in great company. At your home, I will provide your pet and home with the utmost love and care. I will also be sure to provide you consistent updates to keep your mind at ease because I know how worrisome it could be leaving your fur babies behind and you want to be sure they are being taken care of. So I’ll be sure to show you just that!

Sitter Profile Image: Melissa O.
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Melissa O.
$67
total per night
5.0 out of 5 stars
238 reviews
80 repeat clients
8 years of experience
Worcester, MA, 01602

We had an amazing experience boarding our two dogs with Melissa! From the start, she was communicative and thoughtful. She asked about allergies and medications, confirmed timing, and kept us posted throughout the weekend with frequent photo and video updates. Bailey and Sofia soaked up ALL the attention and looked relaxed, happy, and playful in every update. Melissa was flexible with timing when our plans shifted slightly and made everything super easy. We could not recommend her more. Our girls came home content and tired in the best way.

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Brett T.
Sitter Profile Image: Kate A.
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Kate A.
$67
total per night
5.0 out of 5 stars
9 reviews
2 repeat clients
5 years of experience
Charlton, MA, 01507

Kate was incredible. Flexible, dependable, great and communication, friendly and very caring. We couldn’t have asked for a better place for our pooch to spend the weekend. She sent us lots of photos and was super easy to coordinate with. We’re so grateful for our time with her and her family. HIGHLY RECOMMEND!

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Paria S.
Sitter Profile Image: Shannon M.
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Shannon M.
$56
total per night
5.0 out of 5 stars
22 reviews
8 repeat clients
15 years of experience
Sutton, MA, 01590

Shannon is a warm and welcoming person, and she made our dogs feel at home. She was very accommodating and easy to work with around diet, sensitivities, and preferences. Shannon sent us updates and photos while we were away, and it is clear that our dogs were very happy there! Her home was perfectly suited to our dogs needs, and we plan to have her sit for us again! Thank you Shannon... for giving us peace of mind while we were away!!

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Laura D.
Sitter Profile Image: Vignesh K.
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Vignesh K.
Star Sitter
$50
total per night
4.9 out of 5 stars
47 reviews
28 repeat clients
10 years of experience
Shrewsbury, MA, 01545

Vignesh is amazing! He was incredibly caring and attentive to my dog’s needs. He kept me updated throughout, was very responsive to messages, and made me feel completely at ease while I was away. It’s clear he genuinely love animals and go above and beyond to ensure they’re well cared for. I highly recommend Vignesh to anyone looking for a reliable and loving pet sitter!

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Alicia C.
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Over 99
pet parents in Webster have booked dog boarding

How Rover works

  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?

  • 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 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 13
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

As of Jun 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 Jun 2026, 418 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, 93% of Webster dog boarding sitters respond in under an hour.

Sitters who provide dog boarding in Webster have an average of 17 years of experience. Dog boarding sitters with repeat customers have an average of 13 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 418 dog boarding sitters in Webster on Rover, so you’re sure to find the perfect match for your dog! In Webster, 91% of sitters offer daily exercise, 98% offer medication administration, and 96% 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.