Dog Boarding in Helenville, WI

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Top rated Helenville dog boarders

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

1 / 1
Sitter Profile Image: Jessica P.
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Jessica P.
from
$35
per night
5.0 out of 5 stars
10 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: Katy & Dennis "DJ" G.
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Katy & Dennis "DJ" G.
Star Sitter
from
$38
per night
5.0 out of 5 stars
114 reviews
39 repeat clients
35 years of experience
Wales, WI, 53183

So thankful I can rely on such a caring family to look after Clem when I'm away. Never a doubt he is in great hands. Clem loves his vacation home!

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Joe P.
Sitter Profile Image: Ellen S.
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Ellen S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
57 reviews
16 repeat clients
10 years of experience
Marshall, WI, 53559

Ellen was wonderful. Not only did she take Winnie on short notice, she made us feel so comfortable leaving Winnie behind. She was a master at easing Winnie in and making her feel at home. She sent us regular updates with photos and video so we could share her experience. Thank you Ellen! Winnie will definitely be back!

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Kim H.
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
90 reviews
23 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: Sarah S.
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Sarah S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
49 reviews
12 repeat clients
25 years of experience
Edgerton, WI, 53534

This was our first time using Rover, and we couldn't have asked for a better experience. Sarah accommodated our last-minute request to watch our 3-month-old puppy for two days. Rip and Mayla were so friendly and playful when we stopped by for a meet and greet. And Sarah's obvious expertise and calm demeanor made it clear that this was a good fit for us. She was always quick with responses, sent daily updates with several pictures spanning the course of the day, and gave a very thorough rundown of how our puppy did his entire time there when we arrived to pick him up. It was clear that she had his best interests at heart. And any time we need a puppy sitter, she will be the first person we contact. 10/10 Highly recommend.

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

Ruby is amazing! Great communication throughout my pups stay. She has a genuine love for dogs. Will absolutely use Ruby again in the future. Highly recommended!

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Thomas H.
Sitter Profile Image: Jamie K.
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Jamie K.
from
$45
per night
5.0 out of 5 stars
7 reviews
1 repeat client
18 years of experience
Oconomowoc, WI, 53066

Jamie and her family took such good care of Rusty! It was our first time leaving him with someone other than family and they updated us with pictures and messages throughout our vacation. I would HIGHLY recommend them to anyone!

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Angela D.
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

Great communication from initial contact until pick up. Appreciated the daily updates and pictures. Biscuit had a great "staycation" over the weekend. We will use Anna for our dog sitting needs again.

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Aaron R.
Sitter Profile Image: Emily L.
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Emily L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
111 reviews
35 repeat clients
20 years of experience
Mc Farland, WI, 53558

Emily and her family gave our 4-month old puppy all the love and attention one can hope for when leaving a furry friend for the day. He got to play in a fenced yard with other dogs and came home nice and tired. We’ll definitely book with her again in the future!

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Lynn 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
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: Dana H.
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Dana H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
18 reviews
10 repeat clients
8 years of experience
Waukesha, WI, 53188

Dana is wonderful! She takes good care of Hunter and sends pictures/ videos often. We really appreciate all the attention she gives him, and she is also super flexible. Thanks again, Dana! We appreciate you!😊

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Genni N.
Sitter Profile Image: Maura P.
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Maura P.
from
$40
per night
5.0 out of 5 stars
73 reviews
14 repeat clients
50 years of experience
Fort Atkinson, WI, 53538

Maura is outstanding! She took such good care of my dogs I was afraid they wouldn't want to come home with me. She sent me pictures or videos daily which was wonderful. I will definitely be using her again. I wouldn't trust my dogs to anyone else.

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Linda S.
Sitter Profile Image: Jenifer D.
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Jenifer D.
Star Sitter
from
$46
per night
5.0 out of 5 stars
368 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.
Sitter Profile Image: Kylie S.
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Kylie S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
49 reviews
18 repeat clients
30 years of experience
Eagle, WI, 53119

Kylie took care of our Penny (dachshund) for a long stay while we were on vacation. After meeting her, we felt very comfortable leaving her for such an extended period of time. We felt confident that she would be well cared for and she was! Kylie was flexible and caring during her stay and took great care of Penny, even when her new food gave her tummy trouble...we so appreciated it! We would not hesitate to book again with Kylie in the future!

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Jennifer C.
Sitter Profile Image: David R.
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David R.
Star Sitter
from
$55
per night
5.0 out of 5 stars
174 reviews
80 repeat clients
15 years of experience
Columbus, WI, 53925

Our Golden Retriever LOVES spending the day at David's when we head up to Green Bay for family events, and I can tell by the pictures that David sends (and how she didn't want to leave David and her dog friends at pick up time) that Arie had an even better time staying overnight for a few days. So glad we found David, and never have to worry how our dog is doing when we're away!

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Teresa S.
Sitter Profile Image: Julie G.
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Julie G.
from
$50
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
20 years of experience
Fort Atkinson, WI, 53538

Julie & her family were AMAZING with our girl! We got pictures everyday from their walk & naps. It was such a relief to know our dog was taken care of and in the best of hands. 100% will book with Julie again!

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Makenzie B.
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
12 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.
Sitter Profile Image: Rebecca B.
Verified Enhanced Background Check
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 offered a last minute vacation for our older dog Una, who couldn't handle our cabin weekend with another dog, and she had a blast with her! Rebecca was thoughtful, caring, and had such an amazing set-up for Una, complete with all-day outdoor hangs and a little cool pool for the hot weather! I am so appreciative to her and would absolutely reach out again if we were in the area. Una had a great time!

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Isabel G.
Sitter Profile Image: Gilian S.
Verified Background Check
Gilian S.
Star Sitter
from
$48
per night
5.0 out of 5 stars
239 reviews
60 repeat clients
9 years of experience
Stoughton, WI, 53589

Gillian did a great job with my beagle. Bella is a nervous girl and Gillian (and her dogs) were very respectful and helped Bella feel at home. The updates were also great. I plan to utilize Gillian again in the future

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Kenna O.
Sitter Profile Image: Audrey M.
Verified Enhanced Background Check
Audrey M.
from
$30
per night
5.0 out of 5 stars
4 reviews
2 repeat clients
15 years of experience
Nashotah, WI, 53058

Super nice person and her kids and dogs are nice Super happy I found her

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Tim H.
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  3. 3. Book & Pay

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

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Sitters in Helenville average 11
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

If you’re searching for a Helenville 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, 891 sitters provided dog boarding in Helenville. 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, 92% of Helenville dog boarding sitters respond in under an hour.

Sitters who provide dog boarding in Helenville have an average of 18 years of experience. Dog boarding sitters with repeat customers have an average of 11 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 Helenville.

Rover makes it easy to find Helenville 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 891 dog boarding sitters in Helenville on Rover, so you’re sure to find the perfect match for your dog! In Helenville, 89% of sitters offer daily exercise, 95% offer medication administration, and 94% 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.