Pet Sitting & Drop Ins in Skyview Meadows, 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
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To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

Sitter Profile Image: Kaylyn M.
Sitter Profile Image: Kaylyn M.
1.
Trustworthy, Reliable, Animal Lover
Madison, WI, 53719
Drop-In Visits, Dog Walking

Kaylyn was great! Judging by the daily photos she sent, it seemed like my cat had adopted her as his new owner. This was his first interaction with a stranger a… (more)

from

$18

per visit
Calendar Recently Updated
Sitter Profile Image: Ben P.
Sitter Profile Image: Ben P.
2.
Ben 
Verified Enhanced Background Check
It’s fun walking with a happy dog
Madison, WI, 53719
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, 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: Juneteenth Weekend
Sitter Profile Image: Lauri P.
Sitter Profile Image: Lauri P.
3.
I’m the daughter of a veterinarian!
Verona, WI, 53593
Drop-In Visits

Lauri was GREAT with my 2 cats. It was my first long trip away from them so I was nervous leaving them with a stranger. Lauri was so patient and the kitties war… (more)

from

$15

per visit
Calendar Recently Updated
Sitter Profile Image: Kim M.
Sitter Profile Image: Kim M.
4.
Kim 
Verified Background Check
Loving and experienced Dog Mom!
Middleton, WI, 53562
Boarding, Drop-In Visits

Kim is wonderful!! We love her, our cat loves her, and it’s just the best peace of mind when we have to travel, knowing our cat is in good hands. (more)

from

$17

per visit
Calendar Recently Updated
Sitter Profile Image: Keezieng V.
Sitter Profile Image: Keezieng V.
A dog person through & through
Arbor 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: Juneteenth Weekend
Sitter Profile Image: Jess B.
Sitter Profile Image: Jess B.
6.
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

$24

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Ilise M.
Sitter Profile Image: Ilise M.
7.
Company for Your Furbaby!
Orchard Ridge Community, Madison, WI, 53711
Drop-In Visits, Doggy Day Care, Dog Walking

Ilise did great with our energetic lab mix! Our dog can be slow to warm up to new people sometimes but she comfortable with Ilise right away. Ilise was very eas… (more)

from

$15

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Jennifer L.
Sitter Profile Image: Jennifer L.
AVAILABLE THIS WEEKEND! TOP RATED!
Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking

Jennifer took wonderful care of my cat while I was out of town over the holidays. She sent me photos and updates daily, and even got my cat a Christmas gift! … (more)

from

$20

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Jody G.
Sitter Profile Image: Jody G.
9.
Experienced Cat Boarder
Greentree, 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
Sitter Profile Image: Ashley E.
Sitter Profile Image: Ashley E.
10.
Treating Your Furbabies Like My Own
Madison, WI, 53705
Boarding, House Sitting, Drop-In Visits, Dog Walking

Ashley was great! She was very communicative and made us feel comfortable leaving our cat at home while we vacationed. We loved all of the photos and updates. (more)

from

$22

per visit
Calendar Recently Updated
Sitter Profile Image: Sara J.
Sitter Profile Image: Sara J.
11.
I’ll take care of your PAWfect pup
Junction Ridge, Madison, WI, 53717
House Sitting, Drop-In Visits, Dog Walking

Sara was awesome! Luke had the best time and will surely miss her. Hoping to get her to hang out with Luke again. (more)

from

$15

per visit
Calendar Recently Updated
Sitter Profile Image: Elena A.
Sitter Profile Image: Elena A.
12.
Loving Canine Care
Madison, WI, 53719
Boarding, Drop-In Visits, Doggy Day Care

Elena and her family are amazing! They are experienced with dog ownership and take the best care of all dogs they're around. Their dog, Zoe, is a sweetheart who… (more)

from

$13

per visit
Sitter Profile Image: Jocelyn C.
Sitter Profile Image: Jocelyn C.
13.
I’ll care for yours like my own!
Madison, WI, 53705
Drop-In Visits, Dog Walking

Does great with my two boys! (more)

from

$17

per visit
Calendar Recently Updated
Sitter Profile Image: Angie K.
Sitter Profile Image: Angie K.
14.
Flexible schedule, adore dogs!
Verona, WI, 53593
Drop-In Visits, Dog Walking

Fantastic sitter! Watched my dog for about 9 days with no issues whatsoever! Would highly recommend her services! (more)

from

$18

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Louisa M.
Sitter Profile Image: Louisa M.
15.
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
Sitter Profile Image: Mckenzie T.
Sitter Profile Image: Mckenzie T.
Your pet always comes first!
Regent, Madison, WI, 53726
House Sitting, Drop-In Visits, Dog Walking

McKenzie did a great job. She followed all instructions and was very thoughtful, asking questions to clarify when needed. We definitely plan to book again! (more)

from

$13

per visit
Calendar Recently Updated
Sitter Profile Image: Taylor R.
Sitter Profile Image: Taylor R.
17.
Ready to be your dogs best friend!
Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking

Taylor took great care of my pup! She is super sweet and dependable!! My pup was super happy and loved Taylor (more)

from

$18

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Hillary L.
Sitter Profile Image: Hillary L.
18.
Caring, experienced and reliable!
Summit Woods, Madison, WI, 53711
Boarding, House Sitting, Drop-In Visits, Dog Walking

Hillary was absolutely amazing and did such a wonderful job with our cats while we were out of town. She spent so much quality play time with them and helped me… (more)

from

$22

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Julia S.
Sitter Profile Image: Julia S.
19.
A walk a day keeps the vet away!
Verona, WI, 53593
Drop-In Visits, Dog Walking

Took amazing care of our cat! Always sent pictures and went out of her way to make sure our cat’s needs were met. Also great communication! Will definitely rebo… (more)

from

$19

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Katherine G.
Sitter Profile Image: Katherine G.
Let me hang out with your cats!
Stone Meadows, Madison, WI, 53719
Drop-In Visits

Katie took great care of our cat while we were away. Because she took the time to stop over for a Meet and Greet, and was extra patient with Archie for her drop… (more)

from

$15

per visit

In Skyview Meadows, 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 Skyview Meadows 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.

Rover.com is the simple, savvy way to find and book Skyview Meadows, Madison drop in pet sitting. It's easy to find the perfect pet sitter. Many sitters have offered pet sitting on Rover for years, and 95% of reviewed stays have received a perfect five-star rating. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Pet sitters on Rover have the option to complete a free background check, which you can see from their background check badge. Pet sitters are booked on Rover every minute of every day, and 92% of the population lives within a short drive of one of the more than 65,000 sitters who've listed their services on Rover, so you're sure to find the perfect pet sitter in Skyview Meadows, Madison . When you book with one of our trusted pet sitters on Rover you get peace of mind that your home and pets are in loving hands.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a dog sitter. 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 Skyview Meadows, 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