Dog Boarding Watertown

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Over 41
pet parents in Watertown have booked dog boarding

Watertown, Find top rated dog boarding

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: ruby A.
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ruby A.
Star Sitter
from
$43
per night
5.0 out of 5 stars
545 reviews
246 repeat clients
10 years of experience
Waterloo, WI, 53594

Ruby is awesome! She is great with communication and kept us updated with pictures and videos. She loves animals and Lucy our Sheepdog had a great stay. Thank you so much! A+

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Philip E.
Sitter Profile Image: Ellen S.
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Ellen S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
58 reviews
17 repeat clients
10 years of experience
Marshall, WI, 53559

Highly highly recommend Ellen! Our pup had the best time; we could tell immediately she would love him like we do. Great backyard, lots of updates and a very tired pup from so much play when we got home. We will definitely work with Ellen again!

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Josh H.
Sitter Profile Image: David R.
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David R.
Star Sitter
from
$55
per night
5.0 out of 5 stars
176 reviews
82 repeat clients
15 years of experience
Columbus, WI, 53925

David was/is amazing! Why? He was responsive and accommodating. His extensive knowledge of dogs was clear when we met him - we knew our pups were in good hands. We received daily updates and in each photo the dogs looked like they were having the time of their lives and/or taking a nap on David’s lap 😂. We live downtown Madison and I could tell our pups enjoyed the beautiful country property as they came back tired and content! As a former Rover, I would highly recommend David to anyone looking for a sitter. 10/10!!

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Grace H.
Sitter Profile Image: Katy & Dennis "DJ" G.
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Katy & Dennis "DJ" G.
Star Sitter
from
$40
per night
5.0 out of 5 stars
118 reviews
39 repeat clients
35 years of experience
Wales, WI, 53183

Thank you Katy, DJ and girls for caring for Doc this past weekend. Thank you for the pictures and updates through the weekend. The long walks and cuddles are fantastic.

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Lisa J.
Sitter Profile Image: Scott & Ashley S.
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Scott & Ashley S.
Star Sitter
from
$44
per night
5.0 out of 5 stars
93 reviews
24 repeat clients
20 years of experience
Waukesha, WI, 53186

Scott and Ashley took great care of our dog! They communicated well and made sure he was well taken care of with walks and play time. They clearly genuinely cared about him. We would definitely book with them again in the future.

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Aaron G.
Sitter Profile Image: Jessica P.
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Jessica P.
from
$35
per night
5.0 out of 5 stars
11 reviews
1 repeat client
30 years of experience
FORT ATKINSON, WI, 53538

5 stars!! ⭐️ 🌟 🌟 💫 ⭐️ Jessica is amazing! She graciously dealt with our uncertain and hetic schedules. She went over and above, driving to my home to pick my dog up. Even when he was initially bashful/scared, she waited and took extra time. Gave him extra love and care, car rides, treats, and nap time together. I felt he was safe, content, and at ease while in Jessica’s home. We will definitely be hiring her again!!

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Cindy P.
Sitter Profile Image: Sarah M.
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Sarah M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
122 reviews
17 repeat clients
35 years of experience
Deforest, WI, 53532

We just completed our dogs 3rd stay at Sarah and Zach's house and we already have stay #4 booked. Our always have so much fun and get lots of outdoor playtime. We love the photo and video updates and especially enjoy knowing they are being so well cared for while we are away.

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Lisa W.
Sitter Profile Image: Regine T.
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Regine T.
Star Sitter
from
$38
per night
5.0 out of 5 stars
11 reviews
2 repeat clients
5 years of experience
Sun Prairie, WI, 53590

Refine and her family were great hosts! Communication was great and I felt comfortable leaving Blaze with them! If Blaze gets better with potty training I would love for them to keep him again! He was wore out coming home this morning for sure!

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Jasmine J.
Sitter Profile Image: Cheryl & Josh G.
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Cheryl & Josh G.
Star Sitter
from
$35
per night
5.0 out of 5 stars
33 reviews
18 repeat clients
20 years of experience
Slinger, WI, 53086

Cheryl was great with our dog Ellie and our cats! You could tell she really cared about our animals and took the stress of leaving them alone off of our plates. We will book with her again!

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Audrey S.
Sitter Profile Image: Heather B.
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Heather B.
from
$40
per night
5.0 out of 5 stars
30 reviews
8 repeat clients
35 years of experience
Oconomowoc, WI, 53066

Heather was an excellent puppy-sitter! She really took good care of our Corgi while we were out of town. I was very thankful for her great communication and picture updates.

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Vincent M.
Sitter Profile Image: LAVAL [VAL] S.
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LAVAL [VAL] S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
274 reviews
148 repeat clients
30 years of experience
Sun Prairie, WI, 53590

Wonderful people, and excellent sitters to sit your dog. They know dogs. Theyve been doing ut a long time. They really care about what they do. There is always someone there. My pup got exercise and playmates and a good staycation . i will use them next time im in madison if theyre available.

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Ryan Z.
Sitter Profile Image: Sarah S.
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Sarah S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
52 reviews
12 repeat clients
25 years of experience
Edgerton, WI, 53534

Our now 5-month-old puppy was so excited to be back at Sarah's. He immediately started playing with Rip and Mayla, and he was still playing with them when I came to pick him up three days later. It makes me happy knowing how much he loves being there. And I appreciate knowing that Sarah gives him the same love, care, and attention as she does her own two dogs. (It was also great that he was exhausted for the next day and a half after we got home haha.)

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Jennifer B.
Sitter Profile Image: Meghan G.
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Meghan G.
Star Sitter
from
$39
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
9 years of experience
SUN PRAIRIE, WI, 53590

Meghan and family were great to our pup! We submitted a request only 4 days before we needed to use them. We did a meet and greet 2 days later and they were able to take Rosie just a couple of days later, as requested. Meghan was very prompt with responses, and I got regular updates including pictures of her kids giving so much love to our dog while we were away.

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Melissa O.
Sitter Profile Image: Rebecca B.
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Rebecca B.
Star Sitter
from
$48
per night
5.0 out of 5 stars
27 reviews
8 repeat clients
28 years of experience
Fort Atkinson, WI, 53538

Rebecca provided kind and insightful care, recognizing how to best make our 12 year old dog feel comfortable while we were away for 2 weeks. He was calm and pleasantly tired after his visit :). We appreciated knowing Charlie was at the home of a dog lover receiving personal, excellent care!

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Jennifer W.
Sitter Profile Image: Courtney T.
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Courtney T.
from
$40
per night
5.0 out of 5 stars
49 reviews
16 repeat clients
25 years of experience
Beaver Dam, WI, 53916

My pups came home happy and slept SO well. Like kids coming home after a sleepover. Courtney has great communication and clearly enjoys having pets at her home. Overall, a great experience.

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Alisa M.
Sitter Profile Image: Anna P.
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Anna P.
from
$44
per night
5.0 out of 5 stars
75 reviews
23 repeat clients
20 years of experience
Sullivan, WI, 53178

Anna was excellent to work with. She was very responsive, sent pictures of our pup, and took very good care of him. I would definitely recommend Anna.

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Nikki R.
Sitter Profile Image: Alex M.
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Alex M.
from
$50
per night
5.0 out of 5 stars
44 reviews
16 repeat clients
10 years of experience
Oconomowoc, WI, 53066

This was our first time using Rover and we didn't know quite what to expect. We set up a meet and greet to make sure it would be a good fit. As soon as my dog got out of the car, I could tell she was going to like it there. Alex was very communicative during the whole stay and sent daily pictures of how my dog was doing. This made us very happy to know she was in good hands while we were gone. We will definitely work with Alex again!

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Jennifer F.
Sitter Profile Image: Erika M.
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Erika M.
from
$43
per night
4.9 out of 5 stars
164 reviews
79 repeat clients
13 years of experience
Sun Prairie, WI, 53590

This was the first time we used Rover/had someone else watch our 1.5 year old Irish Doodle and it went great! Erika was incredibly responsive and so patient and kind with us since we had a lot of questions and back and forth with it being a new experience! She was flexible, a wonderful companion and gave us some great feedback regarding Evie! We would absolutely have Evie stay here again if we needed someone!

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Brittany B.
Sitter Profile Image: Marie S.
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Marie S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
54 reviews
18 repeat clients
25 years of experience
Hartland, WI, 53029

Remi did very well staying with Marie and her family. She was wonderful with him! She took him for walks and he also got lots of play time. She updated us often while we were gone as to how he was doing and also sent lots of pics. We will definitely use her as a sitter again!

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Jean K.
Sitter Profile Image: Jenifer D.
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Jenifer D.
Star Sitter
from
$46
per night
5.0 out of 5 stars
371 reviews
158 repeat clients
22 years of experience
Pewaukee, WI, 53072

Jenifer was a caring sitter for Tipper. Tipper was happy with her even though she missed us. Jennifer did her best to get Tipper to eat including sharing treats with her. Thank you.

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Sharon H.
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The median cost per night for dog boarding in Watertown is $45

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

    Book and pay through Rover’s secured platform—no cash or checks required.

  • 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 Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding
  2. 2. Meet & Greet

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Sitters in Watertown average 12
repeat dog boarding clients

FAQs for Dog Boarding - Watertown

Frequently asked questions about Rover

The average cost for Dog Boarding in Watertown on Rover is $33.3 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 499 sitters on Rover offering Dog Boarding across Watertown. 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.

94% of Watertown 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 Watertown 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 Watertown 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 Watertown.

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 Watertown 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 WI 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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