Dog Boarding Madison

Find a loving dog sitter to watch your dog overnight at your sitter's home.

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Over 118
pet parents in Madison have booked dog boarding

Madison, 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: Nadjeska R.
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Nadjeska R.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 72 reviews
29 repeat clients
18 years of experience
Guilford, CT, 06437

“Nadjeska was absolutely wonderful with our dog, Ollie! We hired her for the first time recently, and she immediately made us feel at ease. She provides such a fun, loving environment for the dogs, with plenty of opportunities to socialize and play, all while being watched and cared for 24/7. Ollie had a great time playing with the other dogs, and we could tell he was so well taken care of. Nadjeska was also incredibly communicative and sent us photos every day, which meant so much to us and gave us peace of mind while we were away. She is such a sweet and kind person who genuinely loves dogs, and it truly shows in the care she provides. We are so happy we found her and would absolutely recommend her!”

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Gillian R.
Sitter Profile Image: Serenity M.
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Serenity M.
Star Sitter
from
$50
per night
4.9 out of 5 stars
• 16 reviews
5 repeat clients
5 years of experience
Essex, CT, 06426

“Serenity offered to meet our pups prior to their stay with her. She sent regular updates to let me know how they were doing. When we picked them up they seemed at ease. I will definitely reach out to her again when needed.”

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Laurie B.
Sitter Profile Image: Catie P.
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Catie P.
Star Sitter
from
$46
per night
5.0 out of 5 stars
• 30 reviews
11 repeat clients
30 years of experience
Amity, New Haven, CT, 06515

“Catie and her husband were able to take care of my dog when travel plans changed last minute. I was very nervous with a new sitter but they took great care of Barkley. They sent videos and pictures thru out his stay and were very responsive when I reached out to check on how he was doing. I would recommend them and use again!”

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Shelley M.
Sitter Profile Image: Danielle G.
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Danielle G.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 20 reviews
2 repeat clients
12 years of experience
Cheshire, CT, 06410

“Danielle and her husband were absolutely amazing while watching our little guy (Jaxson) for a quick getaway this week. We were given constant updates/pictures, and he clearly made himself right at home and was as comfortable as can be. Communication was prompt from the beginning and we were truly at ease while we were away that he was receiving more than adequate care. Jax became quick friends with their pets, and was moping around when we got home because he clearly misses them! Could not recommend enough!”

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Phil S.
Sitter Profile Image: Stephanie P.
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Stephanie P.
Star Sitter
from
$49
per night
4.9 out of 5 stars
• 191 reviews
51 repeat clients
5 years of experience
Edgewood, New Haven, CT, 06511

“Stephanie is such a thoughtful, attentive, and caring host to your pup. She clearly has years of dog sitting experience and goes above and beyond to get to know your doggos personality and how it blends into her schedule and home. Will certainly book again :)”

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Lee M.
Sitter Profile Image: Jill M.
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Jill M.
from
$47
per night
5.0 out of 5 stars
• 59 reviews
28 repeat clients
20 years of experience
Guilford, CT, 06437

“I am so lucky to have found Jill. She was able to accomodate my needs for a sitter at the last minute and was the perfect match for my dog. He instantly bonded with her son and loved being with the both of them. He was completely taken care of by her and her son for the week and had a great time. Her home is immaculate as well as low key and her fenced in yard was a bonus. I will definitely be utilizing her services again in the near future! :-)”

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Hilary R.
Sitter Profile Image: Jayme B.
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Jayme B.
from
$65
per night
5.0 out of 5 stars
• 20 reviews
6 repeat clients
20 years of experience
West Haven, CT, 06516

“Jayme was so wonderful and looked after Moka like she was one of her own! She had an amazing time and was super happy to meet the other beautiful pups. Thank you Jayme!”

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Stevi I.
Sitter Profile Image: Bruce B.
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Bruce B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 538 reviews
227 repeat clients
50 years of experience
Woodbridge, CT, 06525

“There's nobody better than Bruce for our little Sweet Pea. What a fun and loving environment. I have zero concern when leaving her with Bruce, knowing she'll be safe and happy.”

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Cynthia G.
Sitter Profile Image: mari c.
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mari c.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 89 reviews
21 repeat clients
2 years of experience
East Rock, New Haven, CT, 06511

“Mari was so great with Dubu, and my little Dubu is a bit nervous. But she was very empathetic and understanding of her anxiety and Dubu ended up enjoying her stay. It was heartwarming to run into them on a final walk while I was walking to pick her up, it was very adorable.”

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Michelle Y.
Sitter Profile Image: Tara M.
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Tara M.
from
$40
per night
5.0 out of 5 stars
• 16 reviews
3 repeat clients
20 years of experience
Branford, CT, 06405

“Tara is a great care giver for my dog, a large lan. She has a a dog equipped home and a fenced in back yard. She’s cheerful, accommodating, and provided healthy snacks. She and her husband took her for walks multiple times per day. Totally trustworthy and communicative. Best Rover find ever!”

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Regina M.
Sitter Profile Image: Carolina O.
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Carolina O.
from
$45
per night
5.0 out of 5 stars
• 117 reviews
35 repeat clients
10 years of experience
Groton, CT, 06340

“Carolina is an excellent caregiver; my dogs were very happy with her, and she kept me updated on how they were doing. My family and I are so glad we found her. She will definitely continue to be the one who takes care of them every time we travel. Thanks so much Carolina”

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Arlenny P.
Sitter Profile Image: Marie G.
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Marie G.
from
$63
per night
5.0 out of 5 stars
• 10 reviews
5 repeat clients
20 years of experience
Branford, CT, 06405

“Was very pleased with Marie she took good care of Sasha. Didn't have to worry about her at all cause I knew she was in good hands. Sasha was very comfortable in Marie's house. Marie was very loving with Sasha. I hope the next time we go on vacation Marie will be available.”

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Carmen P.
Sitter Profile Image: Meghan F.
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Meghan F.
from
$60
per night
5.0 out of 5 stars
• 16 reviews
2 repeat clients
10 years of experience
Wallingford, CT, 06492

“Meghan took great care of Murphy. She kept me updated daily with adorable pictures. Murphy is often anxious and she did a great job making him feel at ease.”

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Christine C.
Sitter Profile Image: Alessandra Q.
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Alessandra Q.
from
$50
per night
4.9 out of 5 stars
• 38 reviews
16 repeat clients
4 years of experience
Downtown, New Haven, CT, 06511

“Alessandra took great care of our 6mo old puppy! She was communicative/responded quickly and flexible with our changing plans. Would definitely recommend!”

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Wendy F.
Sitter Profile Image: Richard & Sandra W.
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Richard & Sandra W.
from
$30
per night
4.9 out of 5 stars
• 179 reviews
85 repeat clients
20 years of experience
Guilford, CT, 06437

“Sandra was very friendly and responsive, recommended a meet-and-greet for Piper to meet her dogs and family, was flexible with some calendar changes we had, and took great care of our little friend! Will definitely be more than comfortable leaving Piper in her care for future needs.”

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Benjamin P.
Sitter Profile Image: Allyson G.
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Allyson G.
from
$65
per night
5.0 out of 5 stars
• 55 reviews
33 repeat clients
22 years of experience
Shelton, CT, 06484

“Allyson boarded for my two dogs while I went away on vacation. My dogs were really happy and comfortable with her and enjoyed staying at her place. Allyson is really friendly and experienced with dogs. I did not have to worry at all about them during my vacation. I am glad i boarded my dogs with her, and would highly recommend her to care for anyone else’s pets.”

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geoff c.
Sitter Profile Image: Kristen P.
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Kristen P.
Star Sitter
from
$53
per night
5.0 out of 5 stars
• 27 reviews
14 repeat clients
35 years of experience
Wallingford, CT, 06492

“We had a wonderful experience with Kristen who watched out dog for 10 days. He got lots of love and went for walks and hikes. We appreciated all of the photos and updates! We know he will look forward to returning to his home away from home!”

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Tina W.
Sitter Profile Image: Paola A.
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Paola A.
from
$55
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
7 years of experience
Hamden, CT, 06518

“Paola and her family were very sweet to my dog Winnie. They kept me updated with photos and stories the whole time. Also they never left her alone, which I know can’t always be the case, but was really great for Winnie’s anxiety. I would definitely recommend Paola to others looking for a great sitter!”

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Mark L.
Sitter Profile Image: Mary Jo M.
Verified Background Check
Mary Jo M.
Star Sitter
from
$60
per night
4.9 out of 5 stars
• 162 reviews
64 repeat clients
30 years of experience
Old Lyme, CT, 06371

“Our dog was well taken care of by Mary Jo. He stayed with Mary Jo and her family for two separate stays in December and my pup came home content and happy.”

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Amanda B.
Sitter Profile Image: Will H.
Verified Enhanced Background Check
Will H.
from
$50
per night
5.0 out of 5 stars
• 19 reviews
6 repeat clients
3 years of experience
Meriden, CT, 06451

“Will was a pleasure to work with! Super friendly, flexible, and patient. My pups loved their time with him, and I have no doubt they were well taken care of. I’ll definitely be booking again!”

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Alex R.
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The median cost per night for dog boarding in Madison is $55

Dog parents share their Rover experiences - Madison

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5.0 out of 5 stars

Brittany is amazing! She treat my dog like her own. She is great at communicating, and any special needs your dog has! My Rosie is always happy when she sees Brittany!

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Barbara C.
Boarding
5.0 out of 5 stars

We feel so confident leaving Frannie with Connie and her family! We know Frannie is well cared for and given lots of wonderful attention. Connie is also a great communicator, friendly and responsive. We already have another booking coming up with her next month. I highly recommend her and her family, too!!

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Julie C.
Boarding
5.0 out of 5 stars

Brittany and her family are the BEST! Our Simon loves going there! He gets the best care and has so much fun. Brittany is a great communicator and sends regular updates and pictures. Can’t recommend highly enough!

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Jodi W.
Boarding
5.0 out of 5 stars

Britanny and her family took great care of my dog Ruby! She sent lots of photos and videos with updates. She also sent Ruby home with a goodie bag of treats :) I have already booked her for another sit!

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Kathryn B.
Boarding
5.0 out of 5 stars

We were in town for the weekend visiting friends and needed a sitter for our dog, Millie. Concetta was wonderful to work with—very responsive and kept us updated the whole time. Millie came home happy and completely exhausted from a fun weekend of playing. We would absolutely recommend Concetta and her family as a trusted dog sitter!

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Hannah E.
Boarding
5.0 out of 5 stars

Connie and Jerry were super-helpful and friendly. Marshmallow was very happy to be so well looked after. Thank you again for your help!

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Jr D.
Boarding
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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 - Madison

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Madison average 12
repeat dog boarding clients

FAQs for Dog Boarding - Madison

Frequently asked questions about Rover

The average cost of Dog Boarding in Madison is $53 per night as of October 2026. Most bookings cost between $41 and $72 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 October 2026, there are 917 sitters on Rover offering Dog Boarding across Madison. Enter your ZIP code to see which available sitters are closest to your home.

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.

95% of sitters in Madison 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 Madison home-away-from-home, 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 Madison.

<b>Tip:</b> You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

You and your Madison 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 , 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 .

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 CT 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.

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