Pet Sitting & Drop Ins in Maple Wood, Madison, WI

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

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Calendar Recently Updated
Emily K.
1.
Graduate student who loves pets!!!Capitol, Madison, WI, 53703
Drop-In Visits, Dog Walking

Emily is great! She immediately bonded with my anxious dog who usually takes awhile to warm up to new people. Definitely felt comfortable leaving my dog with he… (more)

from
$35
per visit
Calendar Recently Updated
Landon B.
2.
Here to help the best I canEastmorland, Madison, WI, 53714
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Landon has watched my (high energy/high demanding) Australian Cattle dog multiple times and done a fantastic job keeping her worn out, entertained, and feeling … (more)

from
$13
per visit
Confirmed availability: Memorial Day
Emily M.
3.
Making a Pawsitive ImpactBluff Acres, Madison, WI, 53704
Drop-In Visits, Dog Walking

Emily is so sweet and gentle with animals! And she’s prompt and thorough with communication, easy to work with. I always know that my Juniper is safe and well c… (more)

from
$25
per visit
Calendar Recently Updated
Brenna H.
4.
Active student iso active dog(s)South Campus, Madison, WI, 53715
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

I have been very lucky to have Brenna around to watch my cat while I’m out of town! I can always count on her to give my furry friend what he needs when I need … (more)

from
$15
per visit
Calendar Recently Updated
Maddie F.
5.
Animal lover of all kinds ❤️Capitol, Madison, WI, 53703
Drop-In Visits, Dog Walking

Maddie was incredible with Bruce! She always went above and beyond to take care of him and play with him. I could tell how happy he was from pictures and videos… (more)

from
$20
per visit
Calendar Recently Updated
6.
Madison's "Dog Whisperer"Capitol, Madison, WI, 53703
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Bob is great! I have used him before and he is so sweet and caring towards my cats and their needs. I will always use him from rover! (more)

from
$15
per visit
Calendar Recently Updated
7.
Your four-leggers home on the parkEastmorland, Madison, WI, 53714
Dog Boarding, Drop-In Visits, Doggy Day Care

WONDERFUL experience! She planned a quick meet & greet before our planned vacation, so we felt comfortable leaving the pups with her. She was super accommodat… (more)

from
$15
per visit
Calendar Recently Updated
8.
Furr-baby loving PhD studentTenney-Lapham, Madison, WI, 53703
House Sitting, Drop-In Visits, Dog Walking

Such an easy process to book and knowing my cat was going to be cared for while on my trip provided me with some relief. Sophia kept me up to date with photos a… (more)

from
$25
per visit
Responsible & Loving Pet SitterHeistand, Madison, WI, 53714
House Sitting, Drop-In Visits, Dog Walking

Another successful drop-in visit from Colleen! My dogs LOVE to see Colleen and Michael and I love seeing the pics of their happy lil faces during the visits! I … (more)

from
$25
per visit
Confirmed availability: Memorial Day
10.
Love hosting calm dogs & cats!Marquette, Madison, WI, 53704
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Lily did a wonderful job dropping in, letting our pup out, and keeping her entertained. Followed instructions perfectly and went above and beyond to make sure o… (more)

from
$20
per visit
Calendar Recently Updated
all animals deserve respect & careMarquette, Madison, WI, 53703
House Sitting, Drop-In Visits, Dog Walking

Michelle has cat sat for us a number of times and we have always come home to a happy cat! Michelle understands how important animal friends are and goes above … (more)

from
$25
per visit
Calendar Recently Updated
12.
Friendly Pet SitterCapitol, Madison, WI, 53703
House Sitting, Drop-In Visits, Dog Walking
8 years of experience

About: I always had a dog in my house growing up, and my dogs became part of the family. I have been dog sitting for five years and continue to love helping… (more)

from
$20
per visit
Confirmed availability: Memorial Day
13.
Kind,customized care for cats &dogsEken Park, Madison, WI, 53704
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

You will not be disappointed in hiring Anna to care for your pets. She is exceptional! Anna was happy to come over before our trip to meet us and our two cats. … (more)

from
$25
per visit
Confirmed availability: Memorial Day
14.
Excited to have a date with your puTenney-Lapham, Madison, WI, 53703
House Sitting, Drop-In Visits, Dog Walking

Emily did a great job following detailed instructions for our cat's diet, which was our main concern when leaving him with a sitter. Super grateful she was avai… (more)

from
$18
per visit
Calendar Recently Updated
15.
Fenced in yard + a friendly pup!Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53704
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Allison has been wonderful with our husky/lab mix, who seems to love her more than us! She always follows our pup-etiquette and does great leading walks with ou… (more)

from
$15
per visit
Confirmed availability: Memorial Day
16.
Play, snack, & snooze with us!Schenk-Atwood-Starkweather-Yahar, Madison, WI, 53714
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Julie was wonderful with my dog! I needed to book her on short notice so she wasn't able to do a meet and greet, and she won over my extremely nervous pup with … (more)

from
$25
per visit
Calendar Recently Updated
17.
Endless belly rubs and ear scratcheMendota Hills, Madison, WI, 53704
Drop-In Visits, Dog Walking

Emma was great! She was able to help us very last minute! She kept us update with pictures at check in times and was very professional when in came to our “ nau… (more)

from
$13
per visit
Calendar Recently Updated
18.
Safe & reliable 🐶Marquette, Madison, WI, 53704
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Ivana is a 5-star dog caretaker! ⭐️⭐️⭐️⭐️⭐️ She is trustworthy, responsible and will go above and beyond to make sure that your dog is well taken care of! She i… (more)

from
$16
per visit
Calendar Recently Updated
19.
Mel 
Verified Enhanced Background Check
Home Full Time - Love DogsMadison, WI, 53704
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
24 years of experience

About: I’ve taken care of dogs since I was 11, so over 20 years. Family and friends have relied on me to feed, bathe, walk, and play with their pets. I wor… (more)

from
$12
per visit
20.
Genuine & experienced pet caretakerMadison, WI, 53704
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Miranda was great with our cats, and they came out to see her which is rare for them! I loved the updates that she gave us while we were away. She was also supe… (more)

from
$15
per visit

In Maple Wood, Madison, WI, dog lovers trust 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 stars. Booking pet sitting in Maple Wood can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book pet sitting in Madison on Rover? Check out our average pet sitting rates to get an idea before reaching out and beginning a conversation with a sitter.

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 Maple Wood 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 Maple Wood, 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 Maple Wood 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 Maple Wood, 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: