Pet Sitting & Drop Ins in Woodlands, 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

Ilise M.
1.
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
Calendar Recently Updated
Ashley E.
2.
Treating Your Furbabies Like My OwnMadison, WI, 53705
Boarding, House Sitting, Drop-In Visits, Dog Walking

Ashley was so nice! She gave great updates about my cat while I was on vacation. Made me feel much better about leaving my cat! I would 100% hire her again! :) (more)

from
$22
per visit
Confirmed availability: Easter Weekend
Ben P.
3.
Ben 
Verified Enhanced Background Check
It’s fun walking with a happy dogMadison, WI, 53719
Boarding, Drop-In Visits, Dog Walking

Ben was very patient with working with our 11 yo rescue dog who was a bit anxious. He was good about giving her time to adjust and went above and beyond what hi… (more)

from
$16
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
Calendar Recently Updated
Hannah K.
5.
I always stop to ask to pet dogs :)Madison, WI, 53715
House Sitting, Drop-In Visits, Dog Walking

Hannah was so great with Marvel! We look forward to working with her again! We put in a request rather last minute for a couple weekend drop-ins, and she saved… (more)

from
$20
per visit
Calendar Recently Updated
6.
Your weekend/evening needs covered!Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking

Jess did a great job taking care of my cat! My cat hides from new people, and she still took the time to find her and send me a photo. The updates she wrote wit… (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
Confirmed availability: Easter Weekend
Reliable & caring dog/cat sitter!Madison, WI, 53719
Drop-In Visits

Oh my gosh, I just can't say enough good things about how well loved my pets (2 cats) and home felt with Whitney checking in while I was out of town. I loved s… (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 did an excellent job and followed my instructions exactly. Would love to have her sit for Obi again!!! (more)

from
$15
per visit
Confirmed availability: Easter Weekend
11.
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
$18
per visit
Confirmed availability: Easter Weekend
12.
Dogs & Cats LOVE me!Spring Harbor, Madison, WI, 53705
Boarding, Drop-In Visits

Thank you for watching felix! Cleda communicates well, very thoughtful and loves animals:) she always leaves a thorough summary each day about your pet and how … (more)

from
$20
per visit
Confirmed availability: Easter Weekend
13.
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
Confirmed availability: Easter Weekend
14.
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
Calendar Recently Updated
15.
EXPERIENCED, ACTIVE, DOG OWNER ´ᴥ`Madison, WI, 53705
Drop-In Visits, Dog Walking

Lora is knowledgeable and experienced. I trust her 100% with my sensitive rescue pup. Not only is she great with my pup, she is genuinely kind and sweet. Lora … (more)

from
$19
per visit
Calendar Recently Updated
16.
Your pet, my passion.Middleton, WI, 53562
House Sitting, Drop-In Visits, Dog Walking

Alexa is a loving and experieneced dog-owner who has a deep love for pets of all kind. She is friendly and reliable, so it's no surprise that she is able to qui… (more)

from
$15
per visit
Calendar Recently Updated
17.
Your Weekend Sitter/Walker!Midvale Heights Community, Madison, WI, 53711
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Louisa and Sammy and family fostered our dog Mina. They took good care of her. She was healthy and got lots of affection, walks, and playtime. She was well on h… (more)

from
$20
per visit
Calendar Recently Updated
I'll be your dog's other bestie!madison, WI, 53705
House Sitting, Drop-In Visits, Dog Walking

In the time I have known Stephany she has always had a passion for dogs. The first time I met her she introduced me two her two pups and the way she talked abou… (more)

from
$15
per visit
Calendar Recently Updated
19.
Fun sitter with small service dogMiddleton, WI, 53562
House Sitting, Drop-In Visits, Dog Walking

Kally did an amazing job taking care of our elderly blind cat and six chickens for two weeks. She was very responsive and provided frequent updates with photos … (more)

from
$15
per visit
Calendar Recently Updated
20.
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

Dog lovers in Woodlands, Madison, WI love pet sitters on Rover.com. Over 423 pet owners have reviewed pet sitters on Rover in Madison, giving them an average rating of 4.9/5 stars. No matter what your price range is, you might be surprised to learn how affordable pet sitting in Madison can be when you book with Rover. Wondering how much it might cost to book pet sitting? Check out our average pet sitting rates to get an idea before contacting a pet sitter near you.

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 Woodlands 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 Woodlands, 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 Woodlands 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 Woodlands, 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