Dog Boarding Watertown

Find a loving dog sitter to watch your dog overnight at your sitter's home.

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Over 44
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: Ellen S.
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Ellen S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
63 reviews
18 repeat clients
10 years of experience
Marshall, WI, 53559

Ellen was a great host for our sheepdog! Communication was excellent from start to finish. She sent pictures and video so we knew that Lucy was enjoying her time. Big fenced in backyard was a bonus. Highly recommend.

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Philip E.
Sitter Profile Image: David R.
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David R.
Star Sitter
from
$55
per night
5.0 out of 5 stars
182 reviews
86 repeat clients
15 years of experience
Columbus, WI, 53925

David was amazing and super flexible with pick up time because our flight got delayed. The dogs seemed to have a wonderful time running around at his place. They were relaxed when we brought them home and took long naps to recover from the fun they had.

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Kira M.
Sitter Profile Image: Erin E.
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Erin E.
from
$40
per night
5.0 out of 5 stars
30 reviews
13 repeat clients
30 years of experience
Beaver Dam, WI, 53916

My puppy loves going to Erin’s house! Her home is so comfortable and cozy. Erin is also very accommodating and is a fast responder to messages and bookings.

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Andrea V.
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
125 reviews
42 repeat clients
35 years of experience
Wales, WI, 53183

Katy and DJ were great. I could tell our pups were in good hands and getting a lot of love while we were away. The daily updates and pictures were a great bonus.

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

5 Stars all the way! Ruby made our 1 st time boarding our puppy so easy and stress-free. The updates and videos helped so much. Thank you again Ruby for taking such great care of our " little" guy Dexter.

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Jessica R.
Sitter Profile Image: Heather B.
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Heather B.
from
$45
per night
5.0 out of 5 stars
15 reviews
3 repeat clients
20 years of experience
Oconomowoc, WI, 53066

Milo stayed with Heather for a weekend and she was fantastic! Sent updates and pictures throughout - my husband and I would gladly have Milo stay with her again :)

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Claudia W.
Sitter Profile Image: Jessica P.
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Jessica P.
Star Sitter
from
$35
per night
5.0 out of 5 stars
12 reviews
3 repeat clients
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: Duane & Lauren S.
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Duane & Lauren S.
Star Sitter
from
$32
per night
5.0 out of 5 stars
92 reviews
28 repeat clients
30 years of experience
Ridgewood, Madison, WI, 53704

My boy stayed with Duane and Lauren and had a great time. They are so kind and communicative with pupdates throughout their stay. I have already recommended them to friends and will definitely use them again!

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Dory W.
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
279 reviews
150 repeat clients
30 years of experience
Sun Prairie, WI, 53590

Kevin had a great time! This was the first time he stayed over night without us and he did great. Kevin had another dog to play with and I don't think he missed us (well not too much anyway). I would definitely use Val again and recommend him highly.

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Amanda C.
Sitter Profile Image: Sarah M.
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Sarah M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
124 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: Jenifer D.
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Jenifer D.
Star Sitter
from
$46
per night
5.0 out of 5 stars
378 reviews
163 repeat clients
22 years of experience
Pewaukee, WI, 53072

Jenifer is amazing! I’d never used Rover before, or had my pup stay with anyone other than my close friend. Since we were getting married, we needed to find a sitter for a couple nights and after seeing the very many good reviews about Jenifer, I thought I’d give it a shot and I’m so glad we did! She obviously loves dogs- dropping our pup off was easy since she had 2 huge baskets of toys for her to get excited over! She sent us pictures of our pup every day and was altogether reassuring and great. I’d do it again in a heartbeat- it’s so nice to know we have someone nearby we can trust with our baby!

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Megan R.
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
108 reviews
31 repeat clients
20 years of experience
Waukesha, WI, 53186

Always a great time at Scott & Ashley. Scott took care of Chewy’s insulin injections and eye drops. Leia is so happy with a lot of cuddles. We got los of pictures and updates.

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Cisca K.
Sitter Profile Image: Mattison & Eli H.
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Mattison & Eli H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
14 reviews
3 repeat clients
15 years of experience
Madison, WI, 53718

Great communication for booking, through their stay, and when we needed to adjust our pick up time. We received pictures of our ladies several times, which brightened our day and helped us feel at ease when we were away. They were very attentive to the different food and medication needs our ladies have. We will definitely use them again for future boarding.

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Cole O.
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 and her family are so amazing! Laidback and took care of my pups like they were their own. They have a huge property for the pups to play and run. She sent me updates and pictures every day so I knew what they were up to while was gone. 10/10 recommend!

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Ashley B.
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
44 reviews
22 repeat clients
20 years of experience
Slinger, WI, 53086

Cheryl and Josh did an outstanding job of taking care of my “fur baby”. I was able to enjoy my vacation knowing that my dog was in good hands. Great communication and they sent lots of pictures. Would definitely book them again.

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Nancy K.
Sitter Profile Image: Alex M.
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Alex M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
48 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.
Star Sitter
from
$43
per night
4.9 out of 5 stars
147 reviews
80 repeat clients
13 years of experience
Sun Prairie, WI, 53590

Erika was fantastic! We had flight changes and she was very accommodating and allowed us to add a night which helped relieve stress while traveling.

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Marcos S.
Sitter Profile Image: Amanda K.
Verified Background Check
Amanda K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
190 reviews
63 repeat clients
20 years of experience
Cottage Grove, WI, 53527

Awesome people. Sent me a couple pictures of lulu during her stay, played with her, we had no worries all weekend. Definitely our go to for overnight boarding

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

Rebecca was fantastic with my dog Dingo. We weren’t even a mile down the road and he was curled up asleep on the front seat. He got lots of play time and exercise and was obviously worn out. I plan to use Rebecca again in the future and would recommend to anyone else looking for a warm loving home for your time away

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Nick R.
Sitter Profile Image: Brooke G.
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Brooke G.
Star Sitter
from
$50
per night
5.0 out of 5 stars
35 reviews
3 repeat clients
20 years of experience
Oconomowoc, WI, 53066

Bree absolutely loved being with Brooke and her family! You could tell that she and her new-found friend were quite compatible! We will definitely be utilizing Brooke's services again!

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Matthew B.
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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

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Popular requests for dog boarding - Watertown

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Sitters in Watertown average 12
repeat dog boarding clients

FAQs for Boarding - Watertown

Frequently asked questions about Rover

The average cost for Dog Boarding in Watertown on Rover is $33.3 per night (as of September 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 September 2026, there are 472 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.

93% 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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