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 was just great! My Max has never been with more than 1 dog at a time and was of course very wary. And this made mommy very anxious. Ruby sent pictures and videos to let me know how Max was doing and allowed me to just enjoy my visit with old friends, knowing my little one was safe and enjoying himself. Thanks Ruby

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Sylvia L.
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

Finny had a great time with Ellen and her family! He definitely did not want to come home when it was time to leave! Ellen was very communicative and sent updates and photos often, so I was very confident that Finny was having fun and was relaxed and happy.

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Kristine B.
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

I had the pleasure of using David’s exceptional dog-sitting services. He cared for my yorkie-mix and labrador retriever for a short family vacation. His professionalism and welcoming nature made me feel comfortable leaving my pets in his care. His home, nestled amongst trees and with a secure yard, provided the perfect environment for my dogs. Regular updates and pictures he provided during my time away helped me relax. I would highly recommend David’s services to others.

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Nicole C.
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

Katy and DJ did a great job taking care of our dog while we were out of town. They sent pics and we could tell our girl was really happy with them!

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Chloe L.
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

Lunar was so very well taken care of while we were on a trip. Sarah sent updates and helped us figure out care when our flight was delayed. It gives us such peace of mind every time Sarah cares for our active dog!

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

Thank you Courtney for bringing my pup to the dog park for lots of play time! He was in great hands. I appreciated all of the pictures as well 👍🏼 highly recommend if you’re looking for a sitter in the Beaver Dam area.

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Audrey T.
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

Wonderful dog sitter! Sent photos daily and gave updates!!! Loved on my pup and treated him like one of their own! Will definitely use Regine again!!!

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Joelle T.
Sitter Profile Image: Scott & Ashley S.
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Scott & Ashley S.
Star Sitter
from
$47
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 my dog! They are very responsive, kind, and sent great pictures and videos of her during the stay. Definitely recommend Scott and Ashley for watching your dogs.

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Devin R.
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 took such great care of our pup! She updated us with pictures throughout our vacation. It was so nice to know he was in such great hands while we were gone!

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Angela D.
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

Val took great care of my two dogs. He was very responsive, flexible with drop off/pick up times, and sent updates with pictures throughout their stay. I would definitely use him again in the future.

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Brittany O.
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 did a great job watching our dog over the weekend. She was communicative and sent lots of pictures and updates. Bailey was happy and rested when we picked her up. Cheryl opens her whole home to the doggies she cares for.

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Patti S.
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 her family are absolutely AMAZING!! We did an extended stay and it was our first time using Rover ~ daily updates, pictures.. she and her family took great care of pup while we were away. We will definitely be rebooking with her :)

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Elizabeth C.
Sitter Profile Image: Vanessa B.
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Vanessa B.
from
$40
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
8 years of experience
Cambridge, WI, 53523

I had a good amount of anxiety going in about leaving my dog with a sitter I didn't personally know for 8 days - this was the first time this dog would be boarded without any of her siblings and for a longer amount of time than I've been away before. But Vanessa helped me feel confident that she would take great care of Peaches! And she did! I so appreciated the daily picture(s) and little updates letting me know things were fine. I could tell Peaches enjoyed her stay and was well loved. She got lots of outside time, which she loves, and most importantly she was safe and sound the whole time! Thank you Vanessa for taking such wonderful care of Peaches!

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Jillian H.
Sitter Profile Image: Mikaela & Shane P.
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Mikaela & Shane P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
31 reviews
11 repeat clients
20 years of experience
Hartland, WI, 53029

Mikaela and Shane were awesome! We got daily pics and updates! Morris seemed very happy with his new friends! Highly recommend! Very sweet family!

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Ashlyn 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 communicative and very accommodating, even making the time to pick up our Teddy from our wedding venue after his role in the wedding. Teddy had a great time and was so happy to stay with her!

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Maggie Y.
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

Great to work with! Helped me out in a pinch with my 3 dogs which can be quite a handful at times, but she welcomed them right in to her home for the weekend and they had a great time, even slept in bed all together with her! Sent pictures and video and kept in constant communication. Would definitely recommend and use again. Thanks Rebecca!!

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Shelley S.
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

Sara was great with our dog. From the initial "meet & greet" to the actual stay, she made us and our dog feel comfortable. She was quick to respond to questions, and provided regular updates throughout the stay. Would highly recommend using her again.

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Craig H.
Sitter Profile Image: Kenzie V.
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Kenzie V.
from
$34
per night
5.0 out of 5 stars
2 reviews
1 repeat client
3 years of experience
Hartford, WI, 53027

My dog had a wonderful time at this house and I received many pictures of her having fun. The family was also accommodating to our needs when we had some trouble getting back at the time we predicted.

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Erin H.
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 is our second time using Erika for our pup while we are on vacation. She's been wonderful both times- so flexible and great at keeping us updated. I love that our pup has built in playmates during his stay!

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Rileigh 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.

Meet local sitters who will treat your dogs like family

  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

    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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