Dog Boarding in Middleton

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Top rated Middleton dog boarders

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Sitter Profile Image: Edith S.
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Edith S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
70 reviews
25 repeat clients
20 years of experience
Waunakee, WI, 53597

Edith took wonderful care of my little guy Gatsby and sent lots of updates which was so reassuring! He clearly got lots of play time but she also made sure he had a spot to go if he needed a break. Edith clearly knows dogs and pack tendencies and I knew Gatsby was in good hands with her two aussies. I wouldn’t hesitate to leave Gatsby in her wonderful care again. Thanks Edith!

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Shay C.
Sitter Profile Image: Katie & Samuel W.
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Katie & Samuel W.
Star Sitter
from
$45
per night
5.0 out of 5 stars
29 reviews
12 repeat clients
20 years of experience
MIDDLETON, WI, 53562

Amazing people who love and care for my pup while he is with them - they also send the cutest pictures and updates! They were also super understanding when I got stuck in traffic on the way to pick my dog up.

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Alexandrea P.
Sitter Profile Image: Kristin & Bruce M.
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Kristin & Bruce M.
Star Sitter
from
$35
per night
5.0 out of 5 stars
100 reviews
29 repeat clients
2 years of experience
Madison, WI, 53719

My pup Cricket loves Kristin, Bruce, Hartley, and Lauren SO MUCH. He has quite a lot of energy and every time he gets to stay with them, he comes home tired and content (and even pouted the whole way home in the car this time). In addition to being fantastic Rovers, they're just great human beings and we're so grateful to have found them and cannot recommend more. Thank you, as always, for everything!!

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Ali Y.
Sitter Profile Image: Stefanie B.
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Stefanie B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
63 reviews
20 repeat clients
12 years of experience
Middleton, WI, 53562

Excellent! I really appreciated all the updates and photos from Stefanie. Great communication and flexible with drop off and pick up times. Will definitely use again in future.

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Sarah W.
Sitter Profile Image: Lindsey C.
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Lindsey C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
39 reviews
9 repeat clients
10 years of experience
Madison, WI, 53705

Lindsey did a fantastic job of taking care of Coco. During my trip, I had travel delays and Lindsey was more than accommodating to help with last minute changes. She gave me frequent updates on Coco and I felt very at ease knowing that my fur baby was in very good hands. Would highly recommend!

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Richard M.
Sitter Profile Image: Andrea P.
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Andrea P.
Star Sitter
from
$43
per night
5.0 out of 5 stars
14 reviews
4 repeat clients
1 year of experience
Sauk Creek, Madison, WI, 53717

We had a wonderful experience! This family took excellent care of our mini goldendoodle while we were on vacation—so kind, attentive, and thoughtful. They sent plenty of pictures and updates, which gave us total peace of mind and showed he was happy and having fun. Highly recommend!

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Nabeel Q.
Sitter Profile Image: Ryan & Martha M.
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Ryan & Martha M.
from
$41
per night
5.0 out of 5 stars
49 reviews
21 repeat clients
14 years of experience
Stone Meadows, Madison, WI, 53719

I truly can't say enough wonderful things about Henry's stay with Ryan and Martha's family! They were so kind and accommodating when my travel plans changed several times, and I could tell that Henry was very loved and well cared for. They sent updates and pictures throughout the week, and they were very responsive. It was the best peace of mind having him stay with them, and I will definitely be rebooking in the future!

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Corinne H.
Sitter Profile Image: Jessica M.
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Jessica M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
36 reviews
8 repeat clients
25 years of experience
Rolling Meadows, Madison, WI, 53714

Jessica is the best sitter I have ever had on Rover!!! She took great care of my Mickey and provided lots of updates throughout each day. Will definitely book with her again, my dog had a great time with her and her dogs!!

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Allison M.
Sitter Profile Image: Stephanie E.
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Stephanie E.
Star Sitter
from
$42
per night
5.0 out of 5 stars
22 reviews
6 repeat clients
18 years of experience
Madison, WI, 53704

I can't recommend Stephanie highly enough! She recently watched our dog, Hazel, and she was truly wonderful from start to finish. From the moment we dropped Hazel off, Stephanie provided excellent and frequent updates, including photos and videos, which really put our minds at ease. It was clear that Hazel was having a great time and felt completely comfortable in her care. Stephanie was incredibly reliable, easy to communicate with, and genuinely treated Hazel like her own family. Hazel came home tired, happy, and clearly well-loved. If you're looking for a trustworthy, loving, and professional sitter on Rover, book Stephanie—we certainly will be booking her again!

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Michael K.
Sitter Profile Image: Doua Song 'Jenny' & Darin K.
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Doua Song 'Jenny' & Darin K.
Star Sitter
from
$55
per night
5.0 out of 5 stars
21 reviews
4 repeat clients
15 years of experience
Stone Meadows, Madison, WI, 53719

Jenny and her family did an excellent job watching Teddy and giving him the best experience during the holidays. It was even his birthday and they went above and beyond to throw a birthday party for him! We are so appreciative of how well Teddy was treated and all the photo updates were reassuring. Teddy is looking forward to his next stay! Highly recommend! 🤍

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Maggie Y.
Sitter Profile Image: Michelle S.
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Michelle S.
from
$50
per night
5.0 out of 5 stars
37 reviews
8 repeat clients
30 years of experience
Orchard Ridge Community, Madison, WI, 53711

Michelle (and family) took excellent care of our dog while we were out of town for 2 days, even keeping her calm during a storm. Great communication, too!

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Laura S.
Sitter Profile Image: Elena "Sofi" R.
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Elena "Sofi" R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
37 reviews
11 repeat clients
5 years of experience
Capitol, Madison, WI, 53715

Sofi was great! She frequently shared photos of Ollie during his time with her and communicated how he was doing while staying with her and her dog.

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Susan S.
Sitter Profile Image: Mary Z.
Verified Enhanced Background Check
Mary Z.
Star Sitter
from
$50
per night
5.0 out of 5 stars
18 reviews
9 repeat clients
10 years of experience
Regent, Madison, WI, 53726

Mary and her family were absolutely wonderful sitters for Grizzy! They took great care of him during a cold snap, making sure he was warm and comfortable. Mary sent wonderful updates and absolutely adorable pictures, and I would recommend her to anyone!

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Meghan D.
Sitter Profile Image: Cleda W.
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Cleda W.
Star Sitter
from
$60
per night
5.0 out of 5 stars
219 reviews
87 repeat clients
11 years of experience
Spring Harbor, Madison, WI, 53705

Thank you Camp Cleda for pet sitting Pumba and Snooki. Snooki came home happy to see me (unlike her last sitter experience). Thank you for the pic updates & for being so responsive. We appreciate your patience with our anxious & sassy senior dogs too, and look forward to boarding with you again. ☺️

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Doua Song 'Jenny' & Darin K.
Sitter Profile Image: Olivia R.
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Olivia R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
57 reviews
13 repeat clients
13 years of experience
Madison, WI, 53715

Olivia is amazing!!! Our Nutka stay with Olivia for a week. This was Nutka’s first time away from us which may have been difficult at her 4 years of age. Olivia created adjustment meetings to ensure Nutka was happy and transitioned well. It worked! Nutka loved being with Olivia! Words to describe Olivia include: loving, thoughtful, intelligent, caring, and dependable. We are definitely returning and highly recommend Olivia to anyone!

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Denise R.
Sitter Profile Image: Nicole P.
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Nicole P.
Star Sitter
from
$35
per night
5.0 out of 5 stars
29 reviews
8 repeat clients
41 years of experience
Cross Plains, WI, 53528

Nicole was amazing. She did a wonderful job caring for my dog. He loved it and seemed sad to leave. I appreciate her flexibility and all her pictures and communication. I highly recommend her!!!

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Beth V.
Sitter Profile Image: Korie L.
Verified Background Check
Korie L.
Star Sitter
from
$40
per night
5.0 out of 5 stars
16 reviews
7 repeat clients
20 years of experience
Madison, WI, 53718

Korie was amazing with Ollie! She was great to communicate with and gave Ollie so many snuggles while he was there. She also sent pics and updates throughout the stay which I really appreciate. Highly recommend!!

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Angi K.
Sitter Profile Image: Lindsey M.
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Lindsey M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
47 reviews
16 repeat clients
30 years of experience
Cross Plains, WI, 53528

Lindsey and her family are fantastic sitters! Her children love dogs and her dog Echo enjoys playing with Poppy. Lindsey makes every dog feel welcome and loved. She does extras like supplying extra food, treats and time outside. I was afraid my pup wouldn’t want to come home after all of those belly rubs!!

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Elizabeth K.
Sitter Profile Image: Robert N.
Verified Enhanced Background Check
Robert N.
Star Sitter
from
$50
per night
5.0 out of 5 stars
191 reviews
63 repeat clients
20 years of experience
Orchard Ridge Community, Madison, WI, 53711

Robert was a wonderful dog sitter. He truly loves dogs and took great care of Murphy. He took him on numerous walks every day. He kept us updated with pictures. He was always quick to reply and very accommodating. We would definitely use him again!!

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Beth C.
Sitter Profile Image: Sarah M.
Verified Enhanced Background Check
Sarah M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
121 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.
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Middleton dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Autumn was awesome and gave so many updates and pictures! Sadie was so happy and comfortable. She took such great care of Sadie. Would definitely recommend.

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Kenadie S.
Boarding
5.0 out of 5 stars

Andrea took very good care of my dog and sent constant updates. My dog was nervous and stayed by her front door because he missed me, but I appreciate how they were able to help eat and go outside for his walk. Thank you again. I'm sorry that he wouldn't sleep and peed on your floor from anxiety.

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Amber M.
Boarding
5.0 out of 5 stars

Jesse was amazing with my senior dog. She communicated very well, and was extremely flexible with my pick-up and drop off times. If I need a sitter again, I will definitely be rebooking!

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Jolie N.
Boarding
5.0 out of 5 stars

Stephanie was an amazing sitter. She messaged me daily with pictures too. Walks, playtime and belly rubs were a daily occurrence with Mack. I was afraid he wouldn’t want to come back home. 😊

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Shelly K.
Boarding
5.0 out of 5 stars

Katie & Samuel are top tier pet sitters. Riley was so excited to see them which makes my heart happy. They take excellent care of my Riley while I am away.

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Laura H.
Boarding
5.0 out of 5 stars

My dog (Zuri) found a new best friend and bcz of Zhenghuan, she made plenty of new friends. Happy that I found you, my friend! 🥳

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Pranav J.
Boarding
5.0 out of 5 stars

Cleda is always so great to work with. She always sends updates regularly and knows how to connect with all different kinds of dogs. Highly recommend!

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Cecylia D.
Boarding
5.0 out of 5 stars

Lindsey was great! She gave me a daily picture with cute little captions. Ricochet seemed very happy and cared for. Thank you!!💖💖

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Joann N.
Boarding
5.0 out of 5 stars

Marina really made me feel my boy was safe and in good hands. She was very patient/flexible with me too, as my plans changed many times during my very chaotic, stressful week away. I arrived back home four days later than planned and she was able to accommodate the ever evolving day of my return, which I feel horrible about. Glad to have found her.

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Daniel G.
Boarding
5.0 out of 5 stars

Polo had a really nice time with Helen and her mom. He got a nice long walk , and Helen was great at communicating updated & photos during the stay.

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Akshay A.
Boarding
5.0 out of 5 stars

Nelly and her family took excellent care of our very needy girl. She was very spoiled and treated like the princess she thinks she is.

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Terrie H.
Boarding
5.0 out of 5 stars

Amy was amazing! She had great communication and was very responsible, even with my last-minute reservation. I felt completely at ease and would definitely book with her again in the future.

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Alejandra R.
Boarding
5.0 out of 5 stars

Took amazing care of my puppy while I was gone on vacation; my puppy loves going over to Natalie's and always comes back so happy and ready for a nap!

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Kate H.
Boarding
5.0 out of 5 stars

Dietrich and Sue are the best! My little guy loves to spend time with them while I’m out of town. Would 1000% recommend

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Mason W.
Boarding
5.0 out of 5 stars

Bevin was very accomodating when we had to change our plans a little. Our dog was very well taken care of and looked like he had a great time with Bevin and his family.

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Mliap D.
Boarding
5.0 out of 5 stars

Manu & Joseph are the best. Ace always seems very happy going there and well rested coming hope. Couldn't recommend more.

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Dan S.
Boarding
5.0 out of 5 stars

Meaghan and her husband are very kind people with a beautiful home and a large fenced-in backyard. Meaghan was very good about sending a lot of pictures and updates throughout our dog’s stay and we felt very comfortable having our dog stay in their home. They have a very sweet dog of their own that my dog quickly bonded with, and they were playful together. Highly recommend!

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Lesley S.
Boarding
5.0 out of 5 stars

Karen did a great job in taking care of our Nakia. She is 13 years old and this is the first time she has stayed with someone she did not know. Karen kept us informed about her and sent frequent pictures. Made us feel secure in knowing she was well cared for. We are thankful for Karen’s wonderful care that she does with love. Dottie

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Dottie R.
Boarding
5.0 out of 5 stars

Maui loves Polyanna and family. It is his home away from home. Thanks again for taking such good care of him.

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Spencer M.
Boarding
5.0 out of 5 stars

Chase is amazing with my pup, Mickey! Mickey is always super excited when he sees Chase & Chase has been a great communicator while my partner and I are out of town. I recommend!

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Keegan S.
Boarding
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  1. 1. Search

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

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Sitters in Middleton average 11
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

If you’re searching for a Middleton 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, 462 sitters provided dog boarding in Middleton. 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 Middleton dog boarding sitters respond in under an hour.

Sitters who provide dog boarding in Middleton 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 Middleton.

Rover makes it easy to find Middleton 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 462 dog boarding sitters in Middleton on Rover, so you’re sure to find the perfect match for your dog! In Middleton, 90% of sitters offer daily exercise, 98% 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.