Dog Boarding Helenville

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Helenville, 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: Katy & Dennis "DJ" G.
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Katy & Dennis "DJ" G.
Star Sitter
from
$40
per night
5.0 out of 5 stars
122 reviews
41 repeat clients
35 years of experience
Wales, WI, 53183

Katy and DJ took good care of our Stella for the few days we were gone. Very friendly and warm family who clearly enjoy hosting pets at their home.

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Myrna L.
Sitter Profile Image: Heather B.
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Heather B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
32 reviews
9 repeat clients
35 years of experience
Oconomowoc, WI, 53066

Heather is a fabulous dog sitter! We boarded our pup, Ivy, at her home. We had to extend Ivy’s stay by one night and Heather was extremely accommodating. Ivy even went on a few outings with her! When we dropped our pup her home, I could tell upon meeting her that Heather’s demeanor is gentle and calming.

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

Sarah did a great job with our highly anxious dog. I know she was really stressed being away from our family, so we appreciate all Sarah did. She worked with us when we had to adjust who picked our dog up and we had no issues.

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Keri B.
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
39 reviews
17 repeat clients
20 years of experience
Hartland, WI, 53029

They were great! Mikeale was very communicative & quick with responses, sent daily updates with pictures, and accommodated my short-notice stay. Ruby was very tired when she got home <3.

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Shunnett M.
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
105 reviews
28 repeat clients
20 years of experience
Waukesha, WI, 53186

Mila (German shepherd) loves going to Scott’s home. When I dropped her off, she was so excited to be there. Scott does a great job providing pictures and updates throughout the stay. I appreciate having a safe place for Mila to go while I’m out of town.

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Natalie J.
Sitter Profile Image: Ellen S.
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Ellen S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
62 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: 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: Joanne V.
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Joanne V.
Star Sitter
from
$55
per night
5.0 out of 5 stars
22 reviews
5 repeat clients
5 years of experience
Waukesha, WI, 53189

I am so thankful for Joanne and the wonderful care she provided for our 16 yo pup, Ginger! Grateful for the wonderful home environment she welcomed Ginger into while we were gone. Appreciate that she works from home allowing her to be more available to tend to pups’ needs. Joanne kept in touch with us by sending occasional updates and pictures giving us peace of mind the entire trip. Thankful she was able to be flexible when we encountered travel related issues. I would definitely come back. Highly recommended!!

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Renee P.
Sitter Profile Image: Karen K.
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Karen K.
from
$30
per night
5.0 out of 5 stars
130 reviews
45 repeat clients
30 years of experience
Burlington, WI, 53105

Your pups are in great hands with Karen! She accommodates all their needs and has a nice size yard so they can play with their new friends. A++

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Galen M.
Sitter Profile Image: Sandina P.
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Sandina P.
from
$35
per night
5.0 out of 5 stars
28 reviews
7 repeat clients
28 years of experience
Fort Atkinson, WI, 53538

Dina was amazing with our two fur kids! She really took great care of them and sent us updates, pictures and videos of them having fun. We could tell they felt right at home! Definitely recommend her to take care of your fur kids and we will want her to take care of our kids when we travel again. Thanks Dina!!?

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Raymond R.
Sitter Profile Image: Jenifer D.
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Jenifer D.
Star Sitter
from
$46
per night
5.0 out of 5 stars
377 reviews
160 repeat clients
22 years of experience
Pewaukee, WI, 53072

Jennifer was amazing from start to Finish. It was my first time leaving my puppy and she put me right at ease and I felt very confident that he was in good hands. Jax had a great time, lots of walks and attention and I was sent regular updates and photos. I would highly recommend Jennifer and I know Jax can't wait to go back and stay.

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Michelle H.
Sitter Profile Image: Keri S.
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Keri S.
from
$30
per night
5.0 out of 5 stars
153 reviews
72 repeat clients
6 years of experience
New Berlin, WI, 53146

Keri was great with our dogs!! She has the perfect home for dog sitting because the potty area is fenced in and has a large indoor play area. She sent cute pictures and videos of our dogs while they stayed with her, which was very reassuring they were being treated with love! We will definitely book again with Keri for our future vacations!!! Thanks again for loving our dogs, Keri!!!!!

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Shannon C.
Sitter Profile Image: Mary & Hanna S.
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Mary & Hanna S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
142 reviews
65 repeat clients
11 years of experience
Sussex, WI, 53089

Mary was so great and my dog really enjoyed the 4 days they dogsat her! I got tons of updates and pictures of her playing with Mary’s dogs and enjoying some treats. We’ll definitely book Mary again for our next trip!

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Sarah F.
Sitter Profile Image: Tony D.
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Tony D.
Star Sitter
from
$50
per night
5.0 out of 5 stars
190 reviews
65 repeat clients
25 years of experience
Madison, WI, 53718

Tony took great care of our dog Dezi! He sent great pictures throughout our stay and she had so much fun playing with the other dogs while she was there. I’d highly recommend Tony to anyone looking too give their dog a vacation while they’re out of town.

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Scotty G.
Sitter Profile Image: Kaitlyn S.
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Kaitlyn S.
Star Sitter
from
$49
per night
5.0 out of 5 stars
14 reviews
9 repeat clients
12 years of experience
Darien, WI, 53114

I highly recommend Kaitlyn!! I have 2 big boys 1 is a Doberman and the other is a golden mix. They fight if their in the same room. So was going to have Kaitlyn watch just one of them. When I went to do a meet and greet with my golden. We got to talking and she said she would be willing to take both. She was amazing! I didnt have to worry all weekend long about them because she would send me updates with happy pictures every day. They always looked so happy with all the walks and belly rubs. Highly recommend! I will definitely be going back to her and dropping my other doggie daycare even with a 15 minute extra drive.

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Ann D.
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
85 repeat clients
15 years of experience
Columbus, WI, 53925

David was really good with the dogs. Our dogs quickly ‘adopted’ their new Humans and appeared quite happy throughout their visit. David has a nice palace for the dogs to run and play. We will not hesitate to board our dogs with David in the future.

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Ladd G.
Sitter Profile Image: Carly B.
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Carly B.
from
$40
per night
5.0 out of 5 stars
21 reviews
4 repeat clients
15 years of experience
Mukwonago, WI, 53149

We could NOT have asked for a better pet sitter for our kitty than Carly! She was easy to coordinate with and very friendly. My favorite part was when she sent me photo and video updates of what our baby was up to. ?

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Alli & Matt W.
Sitter Profile Image: Kylie S.
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Kylie S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
55 reviews
20 repeat clients
35 years of experience
Eagle, WI, 53119

No words! As per usual, I procrastinated and needed a pet sitter for two large dogs over Christmas. Kylie was able to accommodate them and upon introduction she bonded with them immediately. I would not hesitate a second to board with her again. A++++++ rating!

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

Heather and family were great to watch our sweet boy while we were gone! She was easy to communicate with before and during the stay and sent wonderful photos while we were gone. We would definitely use her again and recommend her to others as well!

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Chelsea R.
Sitter Profile Image: Madison, Amy & Jeff L.
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Madison, Amy & Jeff L.
Star Sitter
from
$45
per night
5.0 out of 5 stars
14 reviews
4 repeat clients
10 years of experience
Oconomowoc, WI, 53066

Madison and Jeff were very easy to communicate with and kept us advised of all of Roscoe’s activities with texts and pictures . Their boys were very good playmates and kept Roscoe very busy. At night the boys setup “camp” in the living room and slept with Roscoe. Awesome Family!

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John W.
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The median cost per night for dog boarding in Helenville is $45

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  • 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?

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  • Reservation protection

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  • 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

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Popular requests for dog boarding - Helenville

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Helenville average 11
repeat dog boarding clients

FAQs for Boarding - Helenville

Frequently asked questions about Rover

As of August 2026, there are 866 sitters on Rover offering Dog Boarding across Helenville. 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.

89% of Helenville 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 Helenville 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 Helenville 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 Helenville.

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 Helenville 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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