Dog Boarding in Old Middleton Greenway, Madison, WI

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Elena A.
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Sitter Profile Image: Elena A.
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1.

Elena A.

Loving Canine Care
Madison, WI, 53719
Boarding, Doggy Day Care
5.0
19 reviews
13 repeat clients
from
$40
per night

Elena was amazing! Our dog came home exhausted from having such a great time. She sent updates and photos throughout the visit, and was flexible with drop off and pick up times. We will definitely be back!

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Sitter Profile Image: Kristin & Bruce M.
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Sitter Profile Image: Kristin & Bruce M.
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2.

Kristin & Bruce M.

100% Pawtastic dog sitting
Madison, WI, 53719
Boarding, Doggy Day Care
5.0
15 reviews
6 repeat clients
from
$35
per night

This family is so kind and caring, and they took such great care of our dog for 9 days. We got pictures and updates daily that made us feel at ease being gone so long. Bruce and Kristin were so flexible and easy going, and we are so fortunate to have found them. We feel like we struck gold with this sweet family and look forward to using them again!

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Sitter Profile Image: Cleda W.
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Sitter Profile Image: Cleda W.
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3.

Cleda W.

Rover 101
Dogs & Cats LOVE me!
Spring Harbor, Madison, WI, 53705
Boarding, Drop-In Visits
5.0
142 reviews
71 repeat clients
from
$50
per night

Cleda was a wonderful sitter for Gauge and August! She sent pictures and kept us updated on how the dogs were doing and how much fun they were having! Although I missed them, I knew they were in good hands and was able to enjoy my vacation without worry. The personalized pawgress report was so sweet and clever, it was nice reading how well the dogs behaved for her. I would highly recommend Cleda to anyone and everyone!!!

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Sitter Profile Image: Brenda & Joey V.
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Sitter Profile Image: Brenda & Joey V.
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4.

Brenda & Joey V.

Rover 101
Near Epic! Walks, belly rubs & rest
Verona, WI, 53593
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
29 reviews
9 repeat clients
from
$55
per night

Stella had the best time! She received so much love and attention from the whole family. The communication was easy. I received a lot of updates and pictures, Stella has a lot of extra needs and there was no issue accommodating her! I’ll definitely be using Brenda and Joey again.

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Sitter Profile Image: Robert L.
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Sitter Profile Image: Robert L.
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5.

Robert L.

Rover 101
Madison's "Dog Whisperer"
Capitol, Madison, WI, 53703
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
194 reviews
36 repeat clients
from
$40
per night

Our dog Lucy thoroughly enjoyed her short stay w Robert! Her owner was so happy w Roberts ability to watch Lucy as a last minute request. This was my first time using Rover and Robert was super helpful w assisting me to navigate the system and figure out what service I actually needed. I would definitely use Rover in the future and Robert if available. His rates are very reasonable!!

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Sitter Profile Image: Andrew L.
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Sitter Profile Image: Andrew L.
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6.

Andrew L.

Rover 101
Looking for a fur baby to love! 💜
Greenbush, Madison, WI, 53715
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
100 reviews
42 repeat clients
from
$60
per night

Andrew did a great job with our little Cavalier. She is pretty nervous around new people, but he got her to relax. He knows how to handle dogs!

Sitter Profile Image: Matthew K.
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Sitter Profile Image: Matthew K.
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7.

Matthew K.

3Cs: Confident, Caring, Comfortable
Middleton, WI, 53562
Boarding
5.0
15 reviews
2 repeat clients
from
$30
per night

Matthew was wonderful! You can tell that he loves dogs. Pays great attention to detail, and sends updates often. Would definitely book him again!

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Sitter Profile Image: Valarie B.
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Sitter Profile Image: Valarie B.
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8.

Valarie B.

Rover 101
Professional caregiver for your pet
Meadowood, Madison, WI, 53711
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
18 reviews
7 repeat clients
from
$50
per night

Wolfy had such a great time with both Valarie and Mishu while I was out of town for 5 nights! Valarie was so good with updates (and cute pictures) and had a lovely, very dog friendly home and backyard. Wolfy came back exhausted and happy!

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Sitter Profile Image: Ryan & Jocelyn R.
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Sitter Profile Image: Ryan & Jocelyn R.
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9.

Ryan & Jocelyn R.

Dog Loving Small Family
Greentree, Madison, WI, 53711
Boarding
5.0
50 reviews
16 repeat clients
from
$40
per night

Our 4-year-old goldendoodle had such a nice time with Ryan & Jocelyn’s family. Our kids were also glad to know our pup was with another family while we were away. We look forward to seeing Ryan & Jocelyn again! Thank you!

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Sitter Profile Image: Ben P.
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Sitter Profile Image: Ben P.
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10.

Ben P.

It’s fun walking with a happy dog
Madison, WI, 53719
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
56 reviews
16 repeat clients
from
$44
per night

Ben took good care of my boy, Calvin. He was friendly, responsive to my original request , sent me updated and pics and was super cool about a schedule change. I will definitely hire Ben again!

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Sitter Profile Image: Kalista P.
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Sitter Profile Image: Kalista P.
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11.

Kalista P.

animals are good for the soul (:
Madison, WI, 53705
Boarding, Doggy Day Care, Dog Walking
5.0
9 reviews
3 repeat clients
from
$50
per night

My dog had a good time with Kalista and he felt very happy after the boarding. My dog is very active and sometime cause me tons of headache, and Kalista is happy to stay with him. She also gave me feedback on how my dog was doing during the stay. I would definitely recommend her and would like to choose her again if I need dog boarding service.

Sitter Profile Image: Chyanne N.
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Sitter Profile Image: Chyanne N.
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12.

Chyanne N.

I am an animal lover and enthusiast
Middleton, WI, 53562
Boarding, House Sitting, Drop-In Visits
5.0
7 reviews
1 repeat client
from
$30
per night

We were in need of care for Yogi on short notice. Chyanne was quick to respond and provided excellent care. We received updates throughout our trip as well as photos. Thank you!

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Sitter Profile Image: Wei W.
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Sitter Profile Image: Wei W.
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13.

Wei W.

Dog lover and make friends for Meta
Waunakee, WI, 53597
Boarding, Doggy Day Care, Dog Walking
5.0
7 reviews
3 repeat clients
from
$45
per night

Great care and communication! I especially appreciated how he was very careful to make sure that Riley was safe when being around his own dog! We are excited that Riley will be safe during our next trip in June! Great job Wei! Thank you so much!

Sitter Profile Image: Payton W.
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Sitter Profile Image: Payton W.
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14.

Payton W.

Fur baby enthusiast!
Middleton, WI, 53562
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
28 reviews
10 repeat clients
from
$39
per night

Payton was very accommodating with last minute arrangements, and very responsive with communication. She shared cute videos and pictures, and our Kevin ? seemed to be having a great time! I know he will sleep well tonight! Thank you Payton! We will definitely be booking with you in the future!

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Sitter Profile Image: Priyanka "Pri" T.
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Sitter Profile Image: Priyanka "Pri" T.
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15.

Priyanka "Pri" T.

Poodle Paws love and care for pups!
Madison, WI, 53719
Boarding, Doggy Day Care
5.0
121 reviews
47 repeat clients
from
$59
per night

Pri did a wonderful job over the week our dog was with her family. Pic updates were very helpful for our kids who were anxious about being away from their pet. Would definitely recommmend.

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Sitter Profile Image: Mary Z.
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Sitter Profile Image: Mary Z.
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16.

Mary Z.

Dog-loving home
Regent, Madison, WI, 53726
Boarding, Doggy Day Care
5.0
3 reviews
1 repeat client
from
$40
per night

About: Growing up I always wanted a dog. I finally made that dream come true as a parent for my two boys. We got our first dog 10 years ago (Charlie, the Beagle) and got him a companion (Zoe, Pug mix). Charlie has recently passed on, but Zoe would love to have your dog visit! I work from home and can be very flexible with your dog's needs. I can walk your dog and can let them outside in our yard which has a line where your dog can be attached and roam freely. We have a line outback that allows your dog free (but tethered) access to our full back yard. Your dog is welcome to all areas of the home and our bed at night if that's what s/he is used to.

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Sitter Profile Image: Katie R.
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Sitter Profile Image: Katie R.
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17.

Katie R.

Rover 101
Homebody. Flexible. Big Backyard.
Whitetail Ridge, Madison, WI, 53704
Boarding
5.0
40 reviews
12 repeat clients
from
$69
per night

We had a great experience with Katie! Our dog was very happy with them and their dogs. They went above and beyond with the pictures and updates and took her for good walks. Our dog seemed very happy when I picked her up, and they easily accommodated some tough timing on our part. Would contact them again in a heartbeat!

Sitter Profile Image: Jody G.
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Sitter Profile Image: Jody G.
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18.

Jody G.

Experienced Cat Boarder
Greentree, Madison, WI, 53711
Boarding, Drop-In Visits
5.0
20 reviews
4 repeat clients
from
$25
per night

Jody was very responsive, caring, and sweet. I would definitely use her services again. My cat had an extended stay. She kept me updated and sent me lots of pictures.

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Sitter Profile Image: Claudia B.
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Sitter Profile Image: Claudia B.
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19.

Claudia B.

Your pups new bff
Capitol View Heights, Madison, WI, 53713
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
6 reviews
1 repeat client
from
$40
per night

Claudia was so nice a flexible when boarding our dog! Very responsive, has a big fenced in yard, and she was always very kind. Would 100% board with her again.

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Sitter Profile Image: Sara E.
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Sitter Profile Image: Sara E.
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20.

Sara E.

Experienced stay-at-home dog lover
Spring Harbor, Madison, WI, 53705
Boarding
5.0
19 reviews
5 repeat clients
from
$50
per night

We wish every Rover caregiver could be like Sara. Our standard poodle was in the best of hands. Highly recommended without any reservations. The big fenced in back yard is a big plus but Sara's loving, caring attitude sets her apart.

Search Map

Pet parents turn to sitters on Rover.com when they're looking for overnight boarding for their dog. 423 owners have reviewed sitters in Old Middleton Greenway, Madison, WI, giving them an average rating of 4.9/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect dog sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average dog boarding rates to get an idea before you start a conversation with a dog sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

As dog lovers, we understand how difficult it can be to leave your dog when you have to head out of town. Luckily, you can find the perfect Old Middleton Greenway dog sitter in seconds on Rover.com. If you're looking for dog boarding while you're away, whether it's for one night or a whole month, you can find a dog sitter in Old Middleton Greenway, Madison, WI who meets your and your dog's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your dog, including background checks and community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of dog lovers for hire, and that includes offering pet boarding in Old Middleton Greenway.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Old Middleton Greenway, Madison donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Madison.

We're proud to support over 200 organizations across the nation, including:

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