Dog Boarding Middleton

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Over 257
pet parents in Middleton have booked dog boarding

Middleton, 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: Chelssey H.
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Chelssey H.
Star Sitter
from
$42
per night
5.0 out of 5 stars
• 50 reviews
16 repeat clients
16 years of experience
Madison, WI, 53711

“Chelssey was awesome! Great communication prior and during Sunny’s stay which I loved! She also sent pictures which was fun. We will book again with Chelssey.”

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Carol D.
Sitter Profile Image: Michelle S.
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Michelle S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 52 reviews
11 repeat clients
30 years of experience
Orchard Ridge Community, Madison, WI, 53711

“Our two dogs had a great stay with Michele and her family, and we couldn't be happier with their care! We've had a long-term house and dog sitter who recently relocated away from town, so our dogs had never had the experience of staying away from home without us before. We were a little concerned about how that would go, but right from the start we were reassured by Michelle's friendliness, her evident dog smarts, and her long experience with (sometimes challenging) pups. Before and throughout the boarding process, communication was just right -- clear and relevant, frequent enough to be reassuring but not at all excessive. When we returned home and picked up the dogs, they were in great shape: happy, relaxed, and clearly in no rush to leave Michelle and her family behind :) We'll definitely hope to have them stay again in the future.”

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Mary M.
Sitter Profile Image: Ronalisa E.
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Ronalisa E.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 47 reviews
16 repeat clients
7 years of experience
Madison, WI, 53704

“Ronalisa did wonderfully! Floyd is high energy and can be pushy- so at first I was worried as we had never boarded through Rover before. But it was quickly apparent than Rona was confident and capable even with young and crazy dogs like Floyd. She always got back to me quickly and sent the cutest videos of them playing fetch, swimming, and hiking around. Her dogs are also great too! They helped Floyd play appropriately but still have fun. I would love to board with Rona again”

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Katy B.
Sitter Profile Image: Allison C.
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Allison C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 16 reviews
4 repeat clients
5 years of experience
Glen Oak Hills, Madison, WI, 53705

“Our three dogs had a great night with Allison! She was easy to work with and laid back. Dogs got to chill on the couch, luxury access to special beds and blankets. Thanks for a great stay!”

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Ceri J.
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
• 37 reviews
10 repeat clients
15 years of experience
Stone Meadows, Madison, WI, 53719

“Our pup was so happy here! Jenny and family were very communicative and shared photos and videos that made us smile every time. They were really flexible and accommodating about our timeline, since we had a long drive and couldn’t predict an exact time. This was the perfect way to have our puppy here in Madison while we were visiting our daughter who is a student here. Absolute game changer! Thank you!”

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Carri S.
Sitter Profile Image: Sarah M.
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Sarah M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 129 reviews
18 repeat clients
35 years of experience
Deforest, WI, 53532

“We just completed our dogs 3rd stay at Sarah and Zach's house and we already have stay #4 booked. Our always have so much fun and get lots of outdoor playtime. We love the photo and video updates and especially enjoy knowing they are being so well cared for while we are away.”

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Lisa W.
Sitter Profile Image: Ryan & Martha M.
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Ryan & Martha M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 64 reviews
29 repeat clients
14 years of experience
Stone Meadows, Madison, WI, 53719

“Martha and Ryan took great care of our dog Cosmo. They were great communicators and clearly enjoyed having a dog to take care of. The whole family was involved in his care and play, and Cosmo came home happy and tired. We look forward to having them take care of Cosmo again!”

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Jeannette L.
Sitter Profile Image: Jessica R.
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Jessica R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 25 reviews
8 repeat clients
10 years of experience
Lake Edge, Madison, WI, 53716

“Jessica did a superb job taking care of our little man. Benny looked happy and relaxed in all his photos. We got consistent daily updates and he got tons of walks. He came back home well rested and completely happy. And we would know if he wasn’t happy with her. Jessica will take awesome care of your pet while you’re away. Highly recommend and we’ll definitely be bringing Benny back for future visits.”

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Linda C.
Sitter Profile Image: Gina S.
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Gina S.
from
$36
per night
5.0 out of 5 stars
• 12 reviews
2 repeat clients
15 years of experience
Middleton, WI, 53562

“Gina is great! We did a meet and greet first so her and my dogs could get acquainted, and to make sure it would be safe for all. She sent me pics of my boys while I was away and I really appreciated that! She treated my boys like her own fur babies! I highly recommend Gina! 5 stars for sure!”

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Samarashay S.
Sitter Profile Image: Lindsey M.
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Lindsey M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 68 reviews
23 repeat clients
30 years of experience
Cross Plains, WI, 53528

“We are so very grateful to Lindsey and her family for providing such loving and thoughtful care for our Bailey over our 12-day vacation. When we returned, we found Bailey to be happy, full of energy and in perfect health. Lindsey stayed in touch with us during our vacation, and was a prompt and clear communicator. We are thrilled to have found such a wonderful sitter for Bailey.”

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Greer D.
Sitter Profile Image: Margaret L.
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Margaret L.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 36 reviews
8 repeat clients
10 years of experience
Emerson East, Madison, WI, 53704

“Margaret was beyond sweet and accommodating, she took excellent care of my senior pup and gave her plenty of attention, care, and exceptional feedback. We’re new to the area and will only book with her, she's earned a trusted client. Highly recommend Margaret for any pet sitting needs!”

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Hayley J.
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
• 289 reviews
151 repeat clients
30 years of experience
Sun Prairie, WI, 53590

“He’s amazing with my dog. He understands how she’s upset with changes and is patient with her. My dog seems to enjoy her time with him and is happy and healthy when I pick her up.”

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Natalia B.
Sitter Profile Image: Laura D.
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Laura D.
from
$35
per night
5.0 out of 5 stars
• 60 reviews
18 repeat clients
35 years of experience
Mount Horeb, WI, 53572

“Once again, Laura took the best care of my pup! It’s such a relief knowing that my dog has a playmate (Shadow) and an attentive caretaker when I am out of town. Laura is very communicative and sends lots of (appreciated) updates :)”

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Audrey T.
Sitter Profile Image: Tanya & Hutch K.
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Tanya & Hutch K.
from
$45
per night
5.0 out of 5 stars
• 6 reviews
30 years of experience
Monona, WI, 53716

“My dog’s week with Tanya & her dog, Zuki, couldn’t have been better! Tanya was attentive to my dog’s needs, he enjoyed running around her fenced yard & played enthusiastically with the resident dog, Zuki. Tanya sent frequent photos & video updates. She went above & beyond with Miles, noticing his need for mental stimulation & giving him puzzles & time to practice new tricks. I wouldn’t hesitate to book a sit at Tanya & Hutch’s place again—their wonderful care made being away from my dog much easier!”

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Kristina N.
Sitter Profile Image: Maria A.
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Maria A.
Star Sitter
from
$90
per night
5.0 out of 5 stars
• 33 reviews
9 repeat clients
15 years of experience
Verona, WI, 53593

“Maria Belen is better than we ever hoped for!! She took care of our puppy who requires a lot of work with love, patience and dedication. She was willing to take her even though she is still working on potty and crate training. She sent us tons of great updates, pictures and videos and took lots of time asking questions and getting to know our puppy’s routines and what would be best for her. Maria and her husband both cared for our 4 month old puppy like she was their own! They even gave us the sweetest present of a paw print picture! We would recommend them to everyone and pick them every time!”

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Nicole T.
Sitter Profile Image: Erik R.
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Erik R.
Star Sitter
from
$30
per night
4.9 out of 5 stars
• 42 reviews
13 repeat clients
15 years of experience
Sun Prairie, WI, 53590

“Erik and family took great care of Copper. They sent pictures and updates and cared for him like he was a member of the family. I’ll definitely be rebooking with them the next time I need someone to watch Copper.”

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Ian F.
Sitter Profile Image: Brandon T.
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Brandon T.
from
$30
per night
15 years of experience
Middleton, WI, 53562

About: With over 15 years of dog experience and a genuine love for animals, I provide compassionate and reliable care for your furry friends. As a proud owner of a adorable 5-year-old Goldendoodle, I understand the importance of trust and dedication when it comes to caring for your pet. Let's give your dog the loving attention they deserve! My work schedule is from 2 PM to 11 PM, but I have a two-hour dinner break in the evening, giving me plenty of time to take your dog out, play, and ensure they get the care and attention they need. Your pet's happiness and well-being are my priority! I care for pets in the comfort of your home, ensuring they feel safe and loved while you're away. I'll give your pet personalized attention, follow their routine, and care for their needs as if they were my own, so you can relax knowing your furry friend is in good hands.

Sitter Profile Image: Shayanne T.
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Shayanne T.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 11 reviews
3 repeat clients
25 years of experience
Bay Creek, Madison, WI, 53715

About: Animals have always been an important part of my life. Growing up, I cared for rabbits, hamsters, mice, and a pet rat. Today I share my home with my 13 year old cat, Meeko, and my housemate’s friendly 12 year old dog. I recently said goodbye to my senior cat after 16 wonderful years together. During the last few years of his life, I administered medication multiple times a day and became experienced in caring for an aging pet with extra medical needs. That experience strengthened my patience, attention to detail, and understanding that every pet deserves individualized, compassionate care. Whether your pet loves long walks, playtime, or simply relaxing with company, I’ll treat them with the same love and respect I give my own pets. I work full-time during the week 8:30-4:30, so I’m available for drop-in visits and dog walks before and after work (6-7:30 AM, and after 4:30 pm M-F), as well as most weekends and holidays. I also offer limited weekend boarding for one dog at a time so I can provide each guest with plenty of individual attention and care. My goal is to be flexible while making sure every pet receives the time and attention they deserve. Whether I’m caring for your pet in my home or yours, my priority is making them feel safe, comfortable, and loved. I know pets thrive on routine, so I’ll follow your instructions closely—from feeding schedules and walks to medications, favorite toys, and bedtime routines. During drop-in visits, I’ll make sure your pet gets plenty of attention, playtime, potty breaks, fresh water, and lots of affection. I understand that having a stranger in the house can be stressful for both pets and owners, so I’ll always treat your home with the same care and respect I would my own. For boarding, I have a securely fenced backyard for supervised outdoor play. I only accept one boarding dog at a time so I can provide a calm, personalized experience and ensure every pet receives plenty of attention. My home also includes my cat and my housemate’s dog, so I only accept dogs that are comfortable around cats and other dogs. This helps create a calm, safe environment for everyone.

Sitter Profile Image: Ruth B.
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Ruth B.
from
$50
per night
5.0 out of 5 stars
• 4 reviews
30 years of experience
Madison, WI, 53704

“⭐⭐⭐⭐⭐ Wonderful, trustworthy, and genuinely caring dog sitter! I cannot recommend Ruth highly enough! She took wonderful care of my dog, Titou, and I couldn’t have asked for a better experience. Ruth was responsible, attentive, trustworthy, and genuinely committed to making sure Titou felt comfortable, happy, and safe. I particularly appreciated her excellent communication and regular updates, which gave me tremendous peace of mind while we were apart. Ruth clearly understands that every dog has their own personality, needs, and routines. She approaches pet care with patience, kindness, and genuine affection. She provided a welcoming, secure environment where Titou felt completely at home. Finding someone you can truly trust with your beloved companion is invaluable. Titou was happy, relaxed, and clearly well cared for. I would absolutely trust Ruth with him again and wholeheartedly recommend her to anyone looking for a reliable, compassionate, and conscientious dog sitter!”

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Britt Marie Z.
Sitter Profile Image: Da Yeon E.
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Da Yeon E.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 94 reviews
25 repeat clients
7 years of experience
Vilas, Madison, WI, 53711

“We appreciate the photo updates and great care Astro gets with Da Yeon and her partner. Both kind and take him for walks and let him snuggle with them on the couch- they treat him like family.”

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

Dog parents share their Rover experiences - Middleton

1 / 1
5.0 out of 5 stars

We had a great experience with Stefanie! Ella seemed very happy and content with her stay. We received lovely photos and I felt like our pup was in very good hands:)

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Danielle K.
Boarding
5.0 out of 5 stars

Andrea and her family took excellent care of our dog, she sent a lot of photos throughout the day as well.

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Greg D.
Boarding
5.0 out of 5 stars

This was my second time having Helen and Min watch Cricket, and she always has a blast. They send lots of pictures and updates, and I know she's in good hands whenever I drop her off.

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Sara S.
Boarding
5.0 out of 5 stars

Natalie did an incredible job caring for my dog, she went above and beyond with extra walks and hikes, and made sure my dog had lots of fun playdates. My dog came home happy, calm, and relaxed. Would recommend to anyone looking for a caring and attentive sitter!

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Kate H.
Boarding
5.0 out of 5 stars

Our experience with Allison was great! She was very responsive and took great care of our pup while we were out of town!

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Denise H.
Boarding
5.0 out of 5 stars

Lindsey was so great with Gus! Consistent updates and photos as well as taking care of him and making sure he got good exercise and had. She’s great!

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Alex E.
Boarding
5.0 out of 5 stars

Autumn was fantastic taking care of Hazel! She was super reliable, attentive, and took excellent care of her. I couldn't have asked for a better sitter and would highly recommend her to anyone!

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Michael K.
Boarding
5.0 out of 5 stars

Will always choose Camp Cleda for my pups, they're so well cared for, awesome communication, and just a ton of piece of mind!

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Pamela D.
Boarding
5.0 out of 5 stars

1000% would recommend! Meaghan and her husband are so wonderful, and kept us updated with photos and videos throughout. Our dog loves playing with their sweet dog and he gets lots of cuddles from them and love. This is our second time using them as dog sitters and our dog seemed so excited to see them. There is nothing greater when you have to drop them off and to know that they are happy to be there and in good hands. :)

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Lesley S.
Boarding
5.0 out of 5 stars

Christine is flexible and kind! She really cares and will do her best to help your pet feel at home.

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Savannah P.
Boarding
5.0 out of 5 stars

Grace was AWESOME with my pup! She is super friendly and positive and communication was clear and thorough. Will absolutely ask her to have him again!

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Sabrina C.
Boarding
5.0 out of 5 stars

Amy and her family including the pups were the best hosts for Polo. My pup had a good time with Amy and we will highly recommend Amy to anyone looking for a sitter.

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Akshay A.
Boarding
5.0 out of 5 stars

Thank you for taking such great care of our dog! We appreciated the picture, video, and text updates and that you included Teddy in your activities. You took great care of him! Will schedule again.

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Stephen B.
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

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

Olivia was the absolute best! Fantastic communication, quick to respond, and so wonderful with our dog! I would use her every single time in the future if she’s available! I can’t say enough good things about our experience!

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Joel F.
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

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
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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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    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book dog boarding

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding.
  2. 2. Meet In Person

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Popular requests for dog boarding - Middleton

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Sitters in Middleton average 11
repeat dog boarding clients

FAQs for Dog Boarding - Middleton

Frequently asked questions about Rover

The average cost of Dog Boarding in Middleton is $39 per night as of November 2026. Most bookings cost between $27 and $59 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of November 2026, there are 442 sitters on Rover offering Dog Boarding across Middleton. Enter your ZIP code to see which available sitters are closest to your home.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

93% of sitters in Middleton can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Middleton 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 Middleton.

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.

Yes, you can find sitters who have experience with handling special pet needs in Middleton. On Rover:

  • 89% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 93% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

You and your Middleton 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.

Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.

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