Pet Sitting & Drop Ins in Woodland Hills, 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
Grace O.
1.
Extended Family to Your Fur-BabiesMadison, WI, 53719
Drop-In Visits, Dog Walking

Grace was amazing! Our kitty loved her so much while we were on vacation that I asked Grace to drop in 5 times instead of the original 3. I’m so glad that we bo… (more)

from
$17
per visit
Calendar Recently Updated
Ashley E.
2.
Treating Your Furbabies Like My OwnMadison, WI, 53705
Boarding, House Sitting, Drop-In Visits, Dog Walking

Fantastic sitter! Enthusiastic and friendly towards our cats even on first meeting. Great updates throughout the week and better photos than I’ve ever been able… (more)

from
$22
per visit
Ilise M.
3.
Company for Your Furbaby!Orchard Ridge Community, Madison, WI, 53711
Drop-In Visits, Doggy Day Care, Dog Walking

ILISE was absolutely EXCELLENT ?. FANTASTIC ⭐⭐⭐⭐⭐. She was responsive, professional, friendly, knowledgeable, and knows how to earn the trust of a Dog. This … (more)

from
$13
per visit
Confirmed availability: Easter Weekend
Bhairvi M.
Homely, fun and loving pet boarderMadison, WI, 53705
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: I’ve lived in apartments growing up and have cared for dogs including mine and my neighbors dogs since I was 10. I’m reliable and loving towards all … (more)

from
$20
per visit
Confirmed availability: Easter Weekend
Ben P.
5.
Ben 
Verified Enhanced Background Check
It’s fun walking with a happy dogMadison, WI, 53719
Boarding, Drop-In Visits, Dog Walking

Ben was awesome! He was very responsive to our dogs needs and went the extra mile to make sure Winston was well taken care of. Ben was prompt everyday, walked, … (more)

from
$16
per visit
Confirmed availability: Easter Weekend
A dog person through & throughArbor Hills, Madison, WI, 53713
Boarding, Drop-In Visits, Dog Walking

Amazing communication! Keezieng was available on short notice and was super responsive and trustworthy. We will definitely use him in the future! (more)

from
$19
per visit
Calendar Recently Updated
7.
Your Weekend Sitter/Walker!Midvale Heights Community, Madison, WI, 53711
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Louisa was our dog, Dottie, foster mom. She trained her well before we adopted her by teaching her many commands such as sit, stay, and come as well as proper … (more)

from
$20
per visit
Calendar Recently Updated
Reliable & caring dog/cat sitter!Madison, WI, 53719
Drop-In Visits

Whitney comes highly recommended. She took excellent care of my pet and even did a few "extra" requests while she performed the drop in visits. Really appreciat… (more)

from
$17
per visit
Confirmed availability: Easter Weekend
9.
Happy dogs make a happy life!Madison, WI, 53726
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Cami is an extremely caring person who absolutely loves dogs and all pets in general. She has a dog of her own at home, and treats it very well. Lots of attenti… (more)

from
$13
per visit
Loving, caring, responsibleMiddleton, WI, 53597
Boarding, Drop-In Visits, Dog Walking

Jennifer took great care of our pup complete with picture updates and excellent communication! (more)

from
$15
per visit
Confirmed availability: Easter Weekend
11.
Experienced Cat BoarderGreentree, Madison, WI, 53711
Boarding, Drop-In Visits

Jody was such a fantastic Rover. She was very attentive and let us know if anything seemed out of the ordinary, as well as left detailed overviews of what happe… (more)

from
$20
per visit
Calendar Recently Updated
12.
Your weekend/evening needs covered!Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking

Jess was fantastic!! Her commitment to my boys was thorough and she was not fazed by the fact that they are a bit more vocal then most. She sent us detailed not… (more)

from
$16
per visit
Confirmed availability: Easter Weekend
13.
Dogs & Cats LOVE me!Spring Harbor, Madison, WI, 53705
Boarding, Drop-In Visits

Cleta did an amazing job taking care of our 3 cats while we were gone. She left thorough updates after each visit and took lots of pictures. It made me apprecia… (more)

from
$20
per visit
Calendar Recently Updated
14.
EXPERIENCED, ACTIVE, DOG OWNER ´ᴥ`Madison, WI, 53705
Boarding, Drop-In Visits, Dog Walking

Lora is playful and loving with my dog, Mona. Mona squeals with excitement when she sees her! Lora (with my permission) has taught Mona a few tricks including: … (more)

from
$19
per visit
Confirmed availability: Easter Weekend
15.
Responsible and Caring Pet Lover!Madison, WI, 53562
Drop-In Visits, Dog Walking

I was nervous to leave my dog, Junior, alone with a stranger but Paulina made me feel so comfortable about it. She was fantastic and I will continue to book her… (more)

from
$13
per visit
Confirmed availability: Easter Weekend
16.
20+ yrs experience with all breeds!Blackhawk, Middleton, WI, 53562
Drop-In Visits

McKenna does a fantastic job with her drop-in visits for our Havapoo puppy. She is kind, communicative, and professional and our puppy is excited every time sh… (more)

from
$15
per visit
Calendar Recently Updated
17.
Certified Dog LoverMiddleton, WI, 53562
Drop-In Visits, Dog Walking

Cassie did a wonderful job for us when we needed drop in visits for our dog. At our meet and greet I knew right away that she was a natural with animals and ha… (more)

from
$25
per visit
18.
Fur baby enthusiast!Middleton, WI, 53562
Boarding, House Sitting, Drop-In Visits, Dog Walking

About: I’ve taken care of neighbors and family friends pets since I was 15. I’ve been a pet owner now for 5 years, and own a cat and a dog. I have extensive… (more)

from
$16
per visit
Calendar Recently Updated
19.
Cat lover and responsible workerMadison, WI, 53717
House Sitting, Drop-In Visits

Loved that Sarah’s specialty was cats. We set up a meet and greet prior to her visits and both cats were able to meet her which was key. Not cats seems content … (more)

from
$20
per visit
Confirmed availability: Easter Weekend
20.
Fun sitter with small service dogMiddleton, WI, 53562
House Sitting, Drop-In Visits, Dog Walking

Kally is amazing, she responds quickly and is always available to help whenever we need it. She takes great care of our elderly blind cat and six chickens as if… (more)

from
$15
per visit

Dog owners in Woodland Hills, Madison, WI turn to pet sitters on Rover.com for their pet sitting needs. Over 423 pet owners have reviewed pet sitters in Madison, giving them an average rating of 4.9/5. Pet sitting can be affordable, no matter where you live or what your price range may be. Curious about how much pet sitting costs in Madison with Rover.com? Check out our average pet sitting rates near you to get an idea before getting a conversation started with a pet sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

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 Woodland Hills 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 Woodland Hills, 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 Woodland Hills 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 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:

Drop-In Visits