Dog Boarding Arena

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Arena, 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: Cilyr E.
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Cilyr E.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 77 reviews
18 repeat clients
20 years of experience
Black Earth, WI, 53515

“It was very important to me that Zeus was in truly caring and reliable hands, and Cylir did an amazing job. She took great care of him, gave him lots of walks, attention, and love. I was also absolutely thrilled with the dog play area where Zeus could dig and really enjoy his time. It truly felt like Zeus was on a little vacation 😊 Thank you so much! We’ll definitely be back.”

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Daria N.
Sitter Profile Image: Chelssey H.
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Chelssey H.
Star Sitter
from
$42
per night
5.0 out of 5 stars
• 41 reviews
15 repeat clients
16 years of experience
Madison, WI, 53711

“Chelssey is an extremely dog loving and compassionate person. Throughout Polo’s stay, she was very communicative - during pick up and drop off and also shared pictures & updates during Polo’s stay with her family. I would highly recommend Chelssey to anyone looking for a caring dog sitter in and around the Madison area.”

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Akshay A.
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
22 repeat clients
30 years of experience
Cross Plains, WI, 53528

“Lindsey was so wonderful to work with, helped me out with a young pup, on short notice. Great play area, and awesome care by her and her family! 5 stars plus!”

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Steve H.
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
10 repeat clients
30 years of experience
Orchard Ridge Community, Madison, WI, 53711

“This was Henry's second time staying with Michelle and her family, and he had a great time! I really appreciated the updates and pictures throughout his stay. I will definitely book with Michelle again :)”

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

“Rona took excellent care of our high energy dog! He absolutely loved getting to explore and sniff around her spacious backyard, and he was very exhausted when we picked him up. We appreciated her daily updates and pics/videos. This was our first time having Rona take care of our dog, and we would happily book with her again.”

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Julie D.
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: Katie & Samuel W.
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Katie & Samuel W.
from
$45
per night
5.0 out of 5 stars
• 33 reviews
13 repeat clients
20 years of experience
MIDDLETON, WI, 53562

“This was the 2nd time Katie and Samuel’s family took care of Jarvis while we were away. We were very excited when they were available for these dates because Jarvis had a great time with them the first time. They did such an amazing job with him again and it really seemed like Jarvis felt right a home. They always send frequent updates and pictures which is really appreciated :)”

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Justin L.
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: Cleda W.
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Cleda W.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 228 reviews
88 repeat clients
11 years of experience
Spring Harbor, Madison, WI, 53705

“Cleda was so sweet with our pup,forest. He can be a little anxious at times and Cleda really made an extra effort and allowed him time to warm up to her home and the other dogs slowly and he had a great stay at her house. Cleda kept me in the loop with tons of pictures and videos. I would highly recommend Cleda and I’m sure we will be using her again soon!”

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Jenny J.
Sitter Profile Image: Gen A.
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Gen A.
from
$75
per night
5.0 out of 5 stars
• 337 reviews
204 repeat clients
7 years of experience
Middleton, WI, 53562

“Gen is great! We used her for an overnight visit for our dog, and he had a great time! She has a great set up for pup sitting, and she is so responsive! She sent us pictures with updates of our pup, which we really appreciated! She’s also very flexible and does her best to work with your schedule! Cannot recommend her enough!”

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Jennifer W.
Sitter Profile Image: Candida L.
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Candida L.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 28 reviews
7 repeat clients
30 years of experience
Lone Rock, WI, 53556

“I can’t say enough great things about Candi and the care she took with our two dogs. I’ve never felt so comfortable with “boarding” my dogs while I was gone for a long trip. I knew they were being treated like part of her family. She sent videos and pictures to keep me updated. My big dog ended up having some stomach issues and Candi didn’t skip a beat. We called my vet and she picked up some meds and got her back on track. Her four dogs were great with mine - they had such a blast. Not sure who enjoyed the vacation more, me or the dogs. She also has a beautiful acreage for them to run around and get fresh air. Wish I would have found her earlier! Thank you Candi!”

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Candace F.
Sitter Profile Image: Amber S.
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Amber S.
Star Sitter
from
$46
per night
5.0 out of 5 stars
• 54 reviews
10 repeat clients
15 years of experience
Baraboo, WI, 53913

“Amber went the extra mile to accommodate a last-minute booking for my shy and anxious pup. My dog was in great spirits at pickup and clearly felt very comfortable in Amber’s home. Would definitely book again!”

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

“Margaret took excellent care of our new rescue for a 2 day boarding. She was super easy to communicate with and responded quickly, sent regular updates, pictures, and videos, and clearly goes the extra mile to make sure your dog is well cared for. We will 100% be booking with her in the future for any dog sitting needs!”

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Alma & Samuel F.
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
• 54 reviews
13 repeat clients
6 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: Christine N.
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Christine N.
from
$41
per night
5.0 out of 5 stars
• 138 reviews
64 repeat clients
35 years of experience
Prairie Hills, Monticello, WI, 53570

“Christine really understands dogs and is so relaxed and natural dealing with their canine behavior, it's amazing! Each time we have visited, our dog has a better attitude and is more calm! ****** SIX STARS for EXCELLENT ******”

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Kurt S.
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

“Tanya and Hutch could not have done a better job making Molly feel at home with them. You’re getting professional grade photos of your dog every day as well:) Thank you both so much:) Pete and Anne Jones”

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Peter J.
Sitter Profile Image: Ines L.
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Ines L.
from
$45
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
15 years of experience
Capitol, Madison, WI, 53703

“Ines was awesome! Great communication leading up to and during my puppies visit. Despite a rainy day, she found time to take Lady to the dog park and for a nice walk by the lake. She sent some great photos. Lady was well cared for and I would recommend Ines to anyone looking for a dog sitter”

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Mike S.
Sitter Profile Image: Manu J.
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Manu J.
from
$69
per night
5.0 out of 5 stars
• 66 reviews
11 repeat clients
30 years of experience
Madison, WI, 53715

“Manu is always so sweet to our puppy. She is so excited to teach her new things and to have her around! She is also so communicative and flexible. We would definitely recommend Manu to anyone looking for puppy care!”

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Aliya M.
Sitter Profile Image: Ann A.
Verified Enhanced Background Check
Ann A.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 153 reviews
59 repeat clients
10 years of experience
Madison, WI, 53719

“Ann was amazing with my anxious pup! She was very patient and provided plenty of updates :)”

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Evelyn K.
Sitter Profile Image: Taylor B.
Verified Enhanced Background Check
Taylor B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 116 reviews
34 repeat clients
20 years of experience
Prairie Hills, Madison, WI, 53711

“Incredible passionate and attentive. Somehow got my dog who hates other dogs to socialize! Truly an amazing sitter, very very flexible, will be booking again”

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Cole A.
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The median cost per night for dog boarding in Arena 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.

How to book dog boarding

  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

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for dog boarding - Arena

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Arena average 10
repeat dog boarding clients

FAQs for Dog Boarding - Arena

Frequently asked questions about Rover

As of November 2026, there are 399 sitters on Rover offering Dog Boarding across Arena. 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 Arena 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 Arena 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 Arena.

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 Arena. 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 Arena 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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