Dog Boarding Roxbury

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Roxbury, 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: Edith S.
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Edith S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 88 reviews
27 repeat clients
20 years of experience
Waunakee, WI, 53597

“We needed care for our new dog and Edith was very welcoming. She had us over to do a meet and greet prior to our dog’s first visit which put us at ease. During his visit she gave us updates and photos which helped us know he was doing well and having a good time. She communicates well and has a lovely home that our dog enjoyed going to. We look forward for to using her again.”

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Sierra A.
Sitter Profile Image: Stefanie B.
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Stefanie B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 113 reviews
43 repeat clients
14 years of experience
Middleton, WI, 53562

“Stefanie and her family were so loving to my little dog Dolly! I cant say enough about how accommodating they were while I was away in Arizona for the week. I highly recommend them for your pups dog sitting needs! Will be using them again in the future for sure. Dolly sure does miss them all!”

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

“Trip had such a great vacation with Cilyr! My husband and I were concerned Trip would not going to want to come home with us! Every day they had an adventure- hiking, hunting treats in a back yard, and going for pup cups! He had walks with another Cairn Terrier that Cilyr takes care of. He was happy to see us but I know he'd love to back as soon as possible! Cilyr did a great job introducing Trip to her pup and is so knowledgeable about dog behavior. She sent us daily pictures and updates on Trip and his adventures. I highly recommend Cilyr to care for your pup. It was great to know he was in such great care!”

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Kayleen G.
Sitter Profile Image: Sarah M.
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Sarah M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 128 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: 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: Mattison & Eli H.
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Mattison & Eli H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 27 reviews
8 repeat clients
15 years of experience
Madison, WI, 53718

“Great communication for booking, through their stay, and when we needed to adjust our pick up time. We received pictures of our ladies several times, which brightened our day and helped us feel at ease when we were away. They were very attentive to the different food and medication needs our ladies have. We will definitely use them again for future boarding.”

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Cole O.
Sitter Profile Image: Jessica M.
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Jessica M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 51 reviews
13 repeat clients
25 years of experience
Rolling Meadows, Madison, WI, 53714

“The kids were happy. Good communication, lots of photos and video. It was a great place with a good yard for them to play. She took good care of our perrhijos.”

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Richard E.
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
• 36 reviews
10 repeat clients
15 years of experience
Stone Meadows, Madison, WI, 53719

“They were so great with Lacey! They shared pictures multiple times a day and gave little updates with each! I appreciated it so much as I always like to know my pup is doing while I'm gone! I will definitely be booking with them again the next time I need a rover!”

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Elizabeth F.
Sitter Profile Image: Quinn M.
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Quinn M.
from
$28
per night
4.8 out of 5 stars
• 6 reviews
3 repeat clients
15 years of experience
Mazomanie, WI, 53560

“Quinn was great. She gave awesome updates and Foster loved her time with her. My flight got cancelled and she had no problem extending the stay. Will definitely be using her again”

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Kyle M.
Sitter Profile Image: Marie B.
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Marie B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 23 reviews
7 repeat clients
15 years of experience
Verona, WI, 53593

“Marie communicated before and during our dog’s stay, she sent pics and updates, she was flexible and took great care of our pup. 10/10 would recommend Marie!”

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Emily H.
Sitter Profile Image: Holly & Ana Maria P.
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Holly & Ana Maria P.
from
$25
per night
5.0 out of 5 stars
• 12 reviews
2 repeat clients
12 years of experience
Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53704

“Leaving our velcro dog behind is always hard, being left by her emotional support humans is harder. But Holly and Ana were so good with her, she got all the snuggles and was treated like one of their own. They gave lots of updates that let me know she was adjusting well.”

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Gina S.
Sitter Profile Image: Becky & Judd W.
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Becky & Judd W.
from
$35
per night
5.0 out of 5 stars
• 34 reviews
4 repeat clients
3 years of experience
Madison, WI, 53719

“Thank you guys very much for watching Boni. I think she had a great time with you guys and she was very tired when she got home. I think she loved having a fenced in yard.”

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Mathew O.
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

“We love Margaret & so does our pup, she’s at ease whenever she gets to the house and sees her favorite dog sitter. She’s the only Rover we choose and we couldn’t be happier with her excellent care!”

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Hayley 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

“Thank you to Gen for taking such good care of Ginger! We will be using Gen for future stays undoubtedly. Ginger is an older weiner dog with a couple of special needs. Gen accommodated those needs wonderfully. I think Ginger enjoyed her stay! Gen's dog is also very sweet and loves having doggie guests. A couple of other things to note:Gen sent several pictures and was very flexible with pick up times (we were sure to give her several hours notice). You should definitely consider Gen for your next dog sitting need!”

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Alicia G.
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 took wonderful care of our Poppy! Poppy was very nervous at the beginning of her stay but Sofi seemed to gently help her warm to her new surroundings! We appreciate that very much! We also appreciated her frequent photo updates! We recommend Sofi to others! Thank you again!”

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Erin W.
Sitter Profile Image: Mary Z.
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Mary Z.
from
$60
per night
5.0 out of 5 stars
• 19 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: Kris A.
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Kris A.
from
$40
per night
5.0 out of 5 stars
• 14 reviews
4 repeat clients
16 years of experience
DeForest, WI, 53532

“Great experience working with Kris again for Clementine! Kris was even kind enough to drop off Clementine at home for us since our flight was getting in late and we live a little ways away. Will definitely use her again as a sitter!”

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Ashley M.
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: Alexander & Hannah K.
Verified Enhanced Background Check
Alexander & Hannah K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 31 reviews
8 repeat clients
15 years of experience
Carpenter-Ridgeway, Madison, WI, 53704

“Alex and Hannah gave lots of TLC with nice walks in the wooded trails nearby. They were extremely accommodating when we arrived late and then had a delayed return. Thanks!”

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Mary R.
Sitter Profile Image: Beatrice L.
Verified Enhanced Background Check
Beatrice L.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 17 reviews
4 repeat clients
2 years of experience
Bay Creek, Madison, WI, 53715

“Beatrice was so kind to help me out last minute with caring for my pup. He was very happy to see her, and seemed very relaxed when I picked him up. I am so grateful to have her to help so I can feel at ease when I travel.”

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Talitha H.
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The median cost per night for dog boarding in Roxbury is $47

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 - Roxbury

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Roxbury average 11
repeat dog boarding clients

FAQs for Dog Boarding - Roxbury

Frequently asked questions about Rover

As of November 2026, there are 427 sitters on Rover offering Dog Boarding across Roxbury. 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 Roxbury 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 Roxbury 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 Roxbury.

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 Roxbury. 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 Roxbury 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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