Dog Boarding in Woodland Hills, Madison, WI

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

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House Sitting
Drop-In Visits
Doggy Day Care
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Sitter Profile Image: Valarie B.
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Sitter Profile Image: Valarie B.
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1.

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
6 repeat clients
from
$50
per night

Our two-night stay with Valarie was our first experience with using Rover- and I am very happy with how everything went. Valarie was great to work with; very accommodating and easy going. She was so relaxed with our big, energetic dog. Getting photos and videos from her was a big help in us feeling comfortable leaving him in her home. I could tell that our dog was doing well and that he was getting lots of playtime and love. We are looking forward to booking with Valarie again soon.

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Sitter Profile Image: Sara E.
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Sitter Profile Image: Sara E.
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2.

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

Our St. Bernard loved his stay with Sara! We felt so comfortable leaving him with her and she was great with communication and photos. With giant dogs it is hard to find a sitter who you can trust, but I fully recommend Sara! Hopefully Ollie will get to go back sometime!

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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
70 repeat clients
from
$50
per night

The moment I met Cleda I could tell she was a dog lover. She was really great with August and sent me photo updates every day. She even took August on short walks despite the freezing temperatures outside. I would recommend Cleda to anyone and plan to use her again and again.

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Sitter Profile Image: Robert L.
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Sitter Profile Image: Robert L.
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4.

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
192 reviews
36 repeat clients
from
$40
per night

Robert was an excellent sitter. He sent us lots of pictures and updates throughout the stay and followed all of our requests. Would definitely book again.

Sitter Profile Image: Kaitlyn B.
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Sitter Profile Image: Kaitlyn B.
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5.

Kaitlyn B.

Animal lover with an Aussie Pup
Fitchburg, WI, 53719
Boarding, Doggy Day Care
5.0
8 reviews
1 repeat client
from
$50
per night

Kaitlyn was amazing overall, she responded quickly and sent us plenty of pictures and updates. She was also very flexible and we knew Trasno was being well taken care of for the weekend, her dog is so cute and I bet Trasno had so much fun playing all day with her!

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Sitter Profile Image: Elena A.
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Sitter Profile Image: Elena A.
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6.

Elena A.

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

We are so thankful for Elena, her family, and their dog Zoe to host our dog for the third time now. This was a particular long stay and Elena made our dog and us very comfortable from day 1. She cares very well for the visitor and their needs, provides frequent and observent updates, and always replies quickly to messages on Rover. We could not ask for a better dogsitter and will be back.

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Sitter Profile Image: Andrew L.
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Sitter Profile Image: Andrew L.
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7.

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
99 reviews
42 repeat clients
from
$60
per night

Andrew was wonderful with our golden retriever. His home was welcoming and cozy and raja loved the walks. We would certainly use Andrew again.

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Sitter Profile Image: Ryan & Jocelyn R.
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Sitter Profile Image: Ryan & Jocelyn R.
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8.

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!

Sitter Profile Image: Payton W.
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Sitter Profile Image: Payton W.
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9.

Payton W.

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

Payton took incredible care of our dog Zoey. She sent pictures and updates while we were away and was very responsive and easy to work with. It was clear our dog was very well cared for, comfortable, and happy in Payton’s home. We will definitely come back to Payton again when we need a place to board our family member.

Sitter Profile Image: Jody G.
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Sitter Profile Image: Jody G.
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10.

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 the absolute best with my cat. I would happily recommend her. She was very patient with my special needs cat. I have already booked the next stay with her. She will be my go-to for any needs that I have. She is very easy to work and sent lots of great updates and photos to call this anxious cat momma.

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Sitter Profile Image: Brenda & Joey V.
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Sitter Profile Image: Brenda & Joey V.
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11.

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
28 reviews
8 repeat clients
from
$55
per night

Wrigley really enjoyed staying with Brenda and her family. He was well cared for and loved. We appreciated the daily updates and pictures. I recommend Brenda and will be reaching out again in the future!

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Sitter Profile Image: Kristin & Bruce M.
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Sitter Profile Image: Kristin & Bruce M.
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12.

Kristin & Bruce M.

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

6/5 stars! We felt so lucky to have Kristin, Bruce and their kiddos caring for walnut for almost 2 weeks… we got several photos and updates and they truly seemed to enjoy having the little guy. He came back to us relaxed and happy and we are so appreciative!

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Sitter Profile Image: Mary Z.
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Sitter Profile Image: Mary Z.
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13.

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.

Sitter Profile Image: Matthew K.
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Sitter Profile Image: Matthew K.
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14.

Matthew K.

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

Louis loved his time with Matthew! He sent daily updates of Louis which was great. We will definitely be using Matthew as a dog sitter again!

Sitter Profile Image: Meta M.
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Sitter Profile Image: Meta M.
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15.

Meta M.

Responsible Experienced Pet Sitter
Verona, WI, 53593
Boarding, House Sitting
5.0
10 reviews
1 repeat client
from
$60
per night

Meta was absolutely amazing with my dog! He is 14 years old and has anxiety, so I was very nervous about leaving him. He was in great hands and I got pictures every day. I will absolutely be in touch the next time I take a trip, and I will recommend Meta to all of my friends as well. I could not have asked for a better experience for Duffy!

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Sitter Profile Image: Meghan D.
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Sitter Profile Image: Meghan D.
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16.

Meghan D.

Rover 101
Experienced & Caring Dog Foster Mom
Regent, Madison, WI, 53726
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
20 reviews
8 repeat clients
from
$66
per night

Amazing as always! Penny loves staying here with Grizzy and Meghan does such a great job in looking after Penny and keeping us up to date with everything that is happening. Really can't say thank you enough!

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Sitter Profile Image: Leigha C.
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Sitter Profile Image: Leigha C.
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17.

Leigha C.

Obsessed Dog Mom Who Wants Company
Middleton, WI, 53562
Boarding, Drop-In Visits
15 years of experience
from
$35
per night

About: I have owned/been responsible for dogs and cats for 15+ years and have loved every second. I have a dog of my own (Winnie) who is my entire world and she would love some playmates! I adopted Winnie and have experience with rambunctious dogs, lazy dogs, anxious dogs, old dogs, you name it! My home will be your pets home. I recently moved here without knowing anyone and can’t think of a better way to fill my time than loving on pets of all kinds while their owners are away ❤️ I currently work full-time, but am available on weekday nights and all times during the weekends. If your pet is staying with me during the week, they will have free reign and be very comfortable while I work. I live in an apartment with a balcony for some quick outside time and a dog park on-site for fun! I have tons of space for pets to place inside, and enjoy taking pets on long walks with my Winnie. Other than work, I am home pretty much 100% of the time and love to relax or play with pets. My dog LOVES other animals and will keep them entertained all day long. I can easily crate your pet if needed and am more than happy to accommodate any requests.

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Sitter Profile Image: Priyanka "Pri" T.
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Sitter Profile Image: Priyanka "Pri" T.
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18.

Priyanka "Pri" T.

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

I booked with Pri at short notice. At the time of booking, they asked questions about her behavior and was very accommodating about her being a shy dog. During her stay, I received multiple updates on their walks and photos of Rieka! Pri was responsive and flexible!! The best part is that Rieka came back a happy pup. I will be booking with them again!

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Sitter Profile Image: Samantha H.
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Sitter Profile Image: Samantha H.
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19.

Samantha H.

Very attentive dog lover
Madison, WI, 53704
Boarding
5.0
22 reviews
7 repeat clients
from
$50
per night

Samantha sent pictures of our dog every day and Carter seemed very content with his stay at her house for over a week. Samantha is very cummunicative.

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Sitter Profile Image: Lauren H.
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Sitter Profile Image: Lauren H.
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20.

Lauren H.

Your Pet's New Best Friend
Capitol, Madison, WI, 53703
Boarding, Drop-In Visits, Doggy Day Care
5.0
1 review
from
$50
per night

Lauren was great with Bluey! When I brought Bluey home she was so tired and I could tell by the pictures Lauren sent she was having so much fun!

Search Map

When it comes to pet care and dog boarding, pet owners in Woodland Hills, Madison, WI trust their pets with sitters on Rover.com. Over 423 pet owners have reviewed dog sitters in Madison, giving them an average rating of 4.9/5. Dog boarding doesn't have to be expensive. In fact, it's probably a lot more affordable than you think. You'll quickly find that there's a dog sitter on Rover for just about every price range and lifestyle. Wondering how much you might expect to pay for a dog sitter and pet care on Rover? Check out our average dog boarding rates to get an idea before you begin a conversation with a sitter who seems like a great match.

Rover.com is the simple, savvy way to find and book Woodland Hills dog boarding. It's easy to find the perfect dog sitter. Many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book dog boarding on Rover, your dog will enjoy a loving staycation in their sitter's home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter in Woodland Hills, Madison, WI has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more than 75,000 sitters who've listed their services on Rover. When you book Woodland Hills dog boarding on Rover, your dog gets the loving care they deserve, and you get peace of mind.

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 Woodland Hills, 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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