Pet Sitting & Drop Ins in Whitetail Ridge, Madison, WI

Book a pet sitter to stop by your home a few times a day to feed and play with your dog.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
Which dates do you need?
What size are your dogs (lbs)?

Search Results

Confirmed availability: Easter Weekend
Jamie K.
1.
Love all shapes and sizes❤Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53714
Drop-In Visits, Dog Walking

Jamie is the best sitter and all around person. She took excellent care of my pets, sent many photos and told me about each visit. She did extra things, was a… (more)

from
$19
per visit
Confirmed availability: Easter Weekend
Anna S.
2.
Kind,customized care for cats &dogsMadison, WI, 53704
Boarding, House Sitting, Drop-In Visits, Dog Walking

Anna/Maggie did a great job for us. Great communication with us while we were traveling, and the cat couldn't have been happier. She sat for him after we'd been… (more)

from
$25
per visit
Calendar Recently Updated
Jenna H.
3.
Experienced pet parent+caretaker!🥰Sun Prairie, WI, 53590
House Sitting, Drop-In Visits, Dog Walking

Jenna did a fabulous job taking care of our two cats while we were away! She was extremely responsive to all of our messages and went above and beyond the entir… (more)

from
$25
per visit
Calendar Recently Updated
Jordan W.
4.
Jordan loves pets!Madison, WI, 53703
House Sitting, Drop-In Visits, Dog Walking

Jordan has enjoyed dogs and cats his whole life and has worked for the last 13 years (since he was 12), including working at and up to lead worker at Mounds Pet… (more)

from
$20
per visit
Confirmed availability: Easter Weekend
Megan W.
5.
Your Best Friend’s New Best Friend!Sun Prairie, WI, 53590
Drop-In Visits, Dog Walking

Megan took great care of our 3 dogs and communicated each time she stopped in! This was our first time using a dog sitter, and thanks to Megan we now feel comfo… (more)

from
$35
per visit
Calendar Recently Updated
6.
I always stop to ask to pet dogs :)Madison, WI, 53715
House Sitting, Drop-In Visits, Dog Walking

Hannah is the most loving and lovable girl you will ever meet! She already has three dogs at home who love her very much, and she is always covered in their fur… (more)

from
$15
per visit
Calendar Recently Updated
Pawsitively the best!Madison, WI, 53704
Drop-In Visits, Dog Walking

Our puppy Shadow had a great time with Madalyn! Madalyn met us and Shadow prior to the drop-ins so they had the opportunity to get to know each other. We receiv… (more)

from
$18
per visit
Confirmed availability: Easter Weekend
8.
WFH, ❤️ All Pets, Flexible, ActiveMadison, WI, 53718
House Sitting, Drop-In Visits, Dog Walking

Janine was awesome! First of all, she agreed to watch my cat very last minute over Christmas, which in Madison was insanely cold. She was a lifesaver for that a… (more)

from
$35
per visit
Calendar Recently Updated
9.
Looking for ❤️ in the right placeMadison, WI, 53718
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Amanda is awesome! Very reliable and committed to taking excellent care of my dogs! So thankful to have found her through Rover! (more)

from
$13
per visit
Confirmed availability: Easter Weekend
Large fenced in yard!High Crossing, Madison, WI, 53718
Boarding, Drop-In Visits, Doggy Day Care

About: We have 2 dogs who are on the opposite side of personalities. I have always had dogs growing up. Currently we watch our friends dogs while they are o… (more)

from
$20
per visit
Confirmed availability: Easter Weekend
Experienced, Reliable & Flexible.Eken Park, Madison, WI, 53704
Boarding, House Sitting, Drop-In Visits, Dog Walking

Jordalyn has gone above and beyond when caring for my pets. She is timely, pays attention to details, and even takes care of the not so fun jobs for me, like na… (more)

from
$20
per visit
Calendar Recently Updated
12.
Kind, reliable care for your petsMadison, WI, 53703
House Sitting, Drop-In Visits, Dog Walking

Andrew made sure my cat had everything she needed for the couple days I was out of town, including attention; from the pictures and messages I got it seemed lik… (more)

from
$15
per visit
Confirmed availability: Easter Weekend
13.
Pet Whisperer For Hire!Madison, WI, 53704
House Sitting, Drop-In Visits, Dog Walking

Alba is a very prompt, kind, and communicative sitter. We felt very comfortable with her taking care of our anxious cat and would absolutely recommend her serv… (more)

from
$20
per visit
Calendar Recently Updated
14.
Educator & Animal Enthusiast!Eastmorland, Madison, WI, 53714
Drop-In Visits, Dog Walking

I needed some last minute care and Kate came to the rescue! She was great with my 6 month old dog! She was professional, she communicated very well, and I will … (more)

from
$13
per visit
Confirmed availability: Easter Weekend
15.
I love your pets like my own!Hawthorne, Madison, WI, 53714
Drop-In Visits, Dog Walking

Sarah is incredible! I had to leave for ten days and the person I had watching my cats canceled four days before we were leaving, she came with short-noticed an… (more)

from
$32
per visit
Calendar Recently Updated
16.
Red rover send Angela over!Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53714
House Sitting, Drop-In Visits, Dog Walking

Angela was a godsend! Our Great Dane had wobblers, a neurological disorder, and we did not feel comfortable leaving him home alone all day. Angela came over, ga… (more)

from
$20
per visit
Calendar Recently Updated
17.
Dog, Cat, & Ferret LoverWestchester Gardens, Madison, WI, 53704
Drop-In Visits, Dog Walking

Sarah was so great with my two kitties! My cats are usually anxious around new people (sometimes hiding until they leave), but Sarah got them out of their shell… (more)

from
$13
per visit
Calendar Recently Updated
18.
3rd year veterinary student!Whitetail Ridge, Madison, WI, 53704
Boarding, Drop-In Visits, Dog Walking

Paulina was so great with our boys! She sent us lots of cute pictures and a detailed report afterwards. We will definitely be hiring her again for future jobs. … (more)

from
$32
per visit
Calendar Recently Updated
Near North Side Pet SittingSherman, MADISON, WI, 53704
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Ann Elise had great communication and we could tell the dogs were in good hands form the moment we met her! we will definitely be a returning client for her. (more)

from
$25
per visit
Confirmed availability: Easter Weekend
20.
I'd love to meet all the animals!East Bluff, Madison, WI, 53704
House Sitting, Drop-In Visits, Dog Walking

Kayla did a great job caring for my kitten while I was away! She sent me updates with pictures everyday, and it looked like they had a ball! She’s also reliable… (more)

from
$30
per visit

Pet parents turn to sitters on Rover.com when they're looking for pet-sitting. 423 owners have reviewed sitters in Whitetail Ridge, 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 pet 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 pet sitting rates to get an idea before you start a conversation with a pet 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.

The next time you head out of town and need someone to take care of your pets and check in on you home, turn to Rover. It's easy to find a loving Whitetail Ridge pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted pet sitters in Whitetail Ridge, Madison, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet(s). We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover: it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy Whitetail Ridge pet sitters and avoid the kennel.

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 Whitetail Ridge, 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:

Drop-In Visits