Dog Boarding Madison

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Over 110
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: Britanny B.
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Britanny B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
77 reviews
23 repeat clients
20 years of experience
Madison, CT, 06443

We felt very comfortable leaving our Sheltie Winston with Brittney (and family!) and the daily updates and pics were great so we never worried while away. Definitely will use her service again!

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James H.
Sitter Profile Image: Ariel T.
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Ariel T.
Star Sitter
from
$100
per night
5.0 out of 5 stars
96 reviews
41 repeat clients
10 years of experience
Guilford, CT, 06437

Ariel was great. Her home offered everything we were looking for. Place to play or lay around, and where she could lay wherever she was comfortable. Communication was easy and Ariel sent photos regularly so I could see how my girl was doing.Overall a very pleasant experience.

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Delia R.
Sitter Profile Image: Nadjeska R.
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Nadjeska R.
from
$65
per night
5.0 out of 5 stars
62 reviews
25 repeat clients
18 years of experience
Guilford, CT, 06437

There are not enough words to rave about Nadjeska. First time leaving our dogs at a sitters house and not a kennel. She made my two dogs feel right at home and was so unbelievably kind especially to my one dog who has anxiety and separation issues. She sent pics and texts constantly and is literally the best sitter out there. I know they will be so excited to return. She made us completely comfortable leaving them with her. Huge piece of mind. Do NOT hesitate to book with her.

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Erin W.
Sitter Profile Image: Anne-Marie I.
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Anne-Marie I.
Star Sitter
from
$50
per night
5.0 out of 5 stars
53 reviews
15 repeat clients
5 years of experience
Branford, CT, 06405

Anne-Marie and her partner did a superb job taking care of Bella. They sent daily updates and photos, and provided Bella with thorough and attentive care. It was clear from the photos and when I picked up Bella that she enjoyed her stay :) highly recommend, looking forward to next stay.

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Michael B.
Sitter Profile Image: Richard & Sandra W.
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Richard & Sandra W.
from
$25
per night
4.9 out of 5 stars
175 reviews
84 repeat clients
20 years of experience
Guilford, CT, 06437

Sandra and Richard’s family take care of our 2 Springers Coco and Moose when we need doggie daycare or boarding services. You know your dog is happy when they jump out of the car and run to the door as if they live there. It truly is their second home. Thank you to the Wilson family for providing our family with the confidence our dogs are well cared for.

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Jane Z.
Sitter Profile Image: Concetta & Jerome & Brett W.
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Concetta & Jerome & Brett W.
from
$75
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
25 years of experience
Clinton, CT, 06413

They were attentive to my dogs needs. They cared for my beagle’s well being. They sent me regular updates of how he was doing and pictures. I do recommend them and will go back again.

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Jeff G.
Sitter Profile Image: Eileen I.
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Eileen I.
from
$50
per night
5.0 out of 5 stars
38 reviews
19 repeat clients
10 years of experience
Guilford, CT, 06437

I couldn't have asked for a better overnight sitter for my puppy Fiona! Eileen went above and beyond and brought Fiona to the dog park and out to eat a local favorite spot of hers! She even gave Fiona a bath after a play day at the park! Fiona came home happy and so did I!

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Lauren C.
Sitter Profile Image: Tara M.
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Tara M.
Star Sitter
from
$40
per night
5.0 out of 5 stars
13 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: Stephanie C.
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Stephanie C.
from
$40
per night
4.9 out of 5 stars
143 reviews
57 repeat clients
10 years of experience
East Haven, CT, 06512

Stephanie was fantastic! Excellent with communication and daily photo updates. My dog was very happy with her and I felt completely comfortable leaving him for a few days. She definitely cares a lot about the dogs in her care. Looking forward to utilizing her services again in the future.

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Gwen H.
Sitter Profile Image: Mikayla & Justin W.
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Mikayla & Justin W.
Star Sitter
from
$50
per night
5.0 out of 5 stars
27 reviews
11 repeat clients
13 years of experience
Wooster Square, New Haven, CT, 06511

Mikayla and Justin were incredible during Teddy’s stay! Their communication was excellent, and they kept me updated with tons of photos while I was away. They truly went above and beyond to make sure Teddy felt loved and comfortable. I’ll definitely be booking with them again!

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Aaron W.
Sitter Profile Image: Serenity M.
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Serenity M.
Star Sitter
from
$55
per night
4.9 out of 5 stars
13 reviews
4 repeat clients
4 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: Anthony Q.
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Anthony Q.
Star Sitter
from
$40
per night
5.0 out of 5 stars
531 reviews
204 repeat clients
12 years of experience
Hamden, CT, 06514

Anthony was super responsive and flexible. He’s got a great set up, really knows how to care for dogs and make sure they’re socialized correctly, and you can tell he really cares about the dogs staying with him!

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Charlotte A.
Sitter Profile Image: Amy F.
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Amy F.
from
$68
per night
5.0 out of 5 stars
39 reviews
7 repeat clients
25 years of experience
Branford, CT, 06405

Nina was well cared for and very happy after spending a week with amy.

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robby d.
Sitter Profile Image: Karina P.
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Karina P.
Star Sitter
from
$35
per night
5.0 out of 5 stars
34 reviews
11 repeat clients
4 years of experience
Derby, CT, 06418

Amazing Service. Karina was very caring and responsive. She kept us informed with text message with pictures of how the day was progressing with our dog. She was even able to get him to eat regularly — which has been a problem at times. We highly recommend Karina as a Dog sitter and only which she were available to usnear our home in Florida

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DANIX
Sitter Profile Image: Maria D.
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Maria D.
Star Sitter
from
$30
per night
5.0 out of 5 stars
158 reviews
81 repeat clients
28 years of experience
Meriden, CT, 06451

I have never left my dog more than a day or two with anyone, I want to thank Maria for taking good care of my baby girl the service was amazing. 😊

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Eric M.
Sitter Profile Image: Christopher S.
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Christopher S.
from
$31
per night
5.0 out of 5 stars
8 reviews
1 repeat client
20 years of experience
Hamden, CT, 06517

Christopher was kind enough to take my pup on fairly short notice, which I so appreciate. He was friendly, a good communicator, and sent me updates/photos of my dog every day. I can tell Molly enjoyed her stay and I plan to bring her again on my next trip.

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Suzanne M.
Sitter Profile Image: Brianna V D.
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Brianna V D.
Star Sitter
from
$55
per night
4.9 out of 5 stars
270 reviews
96 repeat clients
15 years of experience
Hill, New Haven, CT, 06519

Always a pleasure to take Peanut to Brianna. We can see Peanut is taken great care of at Brianna's. When Peanut got off the car, he happily led us to Brianna's without being distracted by other things on the street. When we pick him up, he's very happy and we can see he had a great time and has lots of affection for Brianna. Brianna sent us photo updates and generously accommodated us in terms of our schedule. Thanks Brianna!

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Songyuan T.
Sitter Profile Image: Erica & Thomas C.
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Erica & Thomas C.
Star Sitter
from
$48
per night
5.0 out of 5 stars
217 reviews
82 repeat clients
40 years of experience
East Lyme, CT, 06333

Erica & Thomas (& their kids!) took such exceptional care of our puppy, Hudson. He came home healthy & happy! We were nervous to leave him for the first time, but we received daily updates on him and knew he was having so much fun. We are so relieved to have found such a loving family to spend time with him, and can’t thank them enough for helping us out. Would recommend them to anyone looking for awesome pet sitters!

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Samantha R.
Sitter Profile Image: Cassandra F.
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Cassandra F.
from
$50
per night
5.0 out of 5 stars
21 reviews
8 repeat clients
10 years of experience
Hamden, CT, 06518

We were very nervous to leave our Zeus with someone we haven’t met before but Cassandra made us feel so at ease in her beautiful home. Zeus did so great and it was great that Cassandra sent updates and picture and video of our boy. Highly recommend!

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Thea C.
Sitter Profile Image: Jeanette R.
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Jeanette R.
from
$70
per night
5.0 out of 5 stars
2 reviews
1 repeat client
20 years of experience
Guilford, CT, 06437

Jeanette was awesome! She watched my 5 month old puppy on a last minute booking for a holiday weekend. She even made time to do a quick meet to make sure her dog and mine got along. She is very quick to respond, checked in a couple times a day. My dog was constantly on walks or on some adventure with her she shared plenty of photos. I knew he was in good hands and was very comfortable leaving him with her. I recommend booking with her for walks, overnights, even a few hours during the day she is a very sweet woman who truly loves dogs.

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Chelsea 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 and her family were wonderful to Enzo. It was a great vacation for him he was well supervised and had a few buddies to play with. We will be happy to leave him there again.

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Nancy S.
Boarding
5.0 out of 5 stars

My Golden had a great stay with Connie and family. She sent photos, gave updates, and we met before at a dog park to make sure our dogs got along. He was well cared for, and even sent him home with a goodie bad with some treats. They are much more like professional caretakers and couldn’t recommend enough.

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Jonathan M.
Boarding
5.0 out of 5 stars

Mary Ellen took wonderful care of our golden! She came home happy, brushed, and tired. Bonus, our pup got lots of playtime with Mary Ellen’s very well behaved dog. We will definitely hire her again!

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Kathryn B.
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?

  • 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.

Meet local sitters who will treat your dogs like family

  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 - Madison

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Madison average 12
repeat dog boarding clients

FAQs for Boarding - Madison

Frequently asked questions about Rover

The average cost for Dog Boarding in Madison on Rover is $49.95 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .

As of August 2026, there are 931 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 rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.

96% of Madison sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Madison landmarks or neighborhoods your dog is enjoying.

If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.

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

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.

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 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 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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