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

Search Results

Calendar Recently Updated
Sitter Profile Image: Allegra R.
Sitter Profile Image: Allegra R.
Dog person for life.
Madison, WI, 53705
House Sitting, Drop-In Visits, Dog Walking

My dogs really like Allegra and she seems to be great with them too. She was great during our meet and greet and spent time to get to know the pups. Will hire a… (more)

from

$25

per visit
Calendar Recently Updated
Sitter Profile Image: Jess B.
Sitter Profile Image: Jess B.
2.
Your weekend/evening needs covered!
Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking

Jess did such a great job taking care of my dog. She also sent me thorough, regular updates with ample pictures so I could see how my boy was doing. Would defin… (more)

from

$24

per visit
Sitter Profile Image: Ben P.
Sitter Profile Image: Ben P.
3.
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
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: Jennifer L.
Sitter Profile Image: Jennifer L.
AVAILABLE THIS WEEKEND! TOP RATED!
Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking

Jennifer was very prompt on responses and great with our dog (who can be a handful). She kept him entertained and even worked on training with him. We knew he … (more)

from

$20

per visit
Calendar Recently Updated
Sitter Profile Image: Ashley E.
Sitter Profile Image: Ashley E.
6.
Treating Your Furbabies Like My Own
Madison, WI, 53705
Boarding, House Sitting, Drop-In Visits, Dog Walking

Ashley has been extra amazing the last few weeks. We recently lost our other dog and she’s been so good making sure Max is taken care of when she checks on him. (more)

from

$22

per visit
Calendar Recently Updated
Sitter Profile Image: Whitney H.
Sitter Profile Image: Whitney H.
Reliable & caring dog/cat sitter!
Madison, WI, 53719
Drop-In Visits

Whitney was great with my cats! One of them is super shy of strangers but he came out to see her every day. She is trustworthy and reliable and good with animal… (more)

from

$17

per visit
Calendar Recently Updated
Sitter Profile Image: Jody G.
Sitter Profile Image: Jody G.
8.
Experienced Cat Boarder
Greentree, Madison, WI, 53711
Boarding, Drop-In Visits

Time and again Jody does an amazing job taking care of our dog. She gives us peace of mind, and we will always reach out to her to watch Mysty. (more)

from

$20

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Ilise M.
Sitter Profile Image: Ilise M.
9.
Company for Your Furbaby!
Orchard Ridge Community, Madison, WI, 53711
Drop-In Visits, Doggy Day Care, Dog Walking

It can be so hard leaving one's pets, but Ilise made the guilt and stress of it so much lessened. She was flexible and went above and beyond when some issues at… (more)

from

$15

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Cleda W.
Sitter Profile Image: Cleda W.
10.
Dogs & Cats LOVE me!
Spring Harbor, Madison, WI, 53705
Boarding, Drop-In Visits

Cleda was great with my very anxious cat. She sent me pictures each time she checked in on her with a little description on how the visit went! She did everythi… (more)

from

$20

per visit
Calendar Recently Updated
Sitter Profile Image: Louisa M.
Sitter Profile Image: Louisa M.
11.
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
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Hillary L.
Sitter Profile Image: Hillary L.
12.
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
Sitter Profile Image: Sarah S.
Sitter Profile Image: Sarah S.
13.
Hoping I can meet your fur babies!
Madison, WI, 53703
Drop-In Visits, Dog Walking

Sarah was great! She kept in contact with us and responded quickly if we had questions. Cats were healthy and happy when we got back. We would definitely use … (more)

from

$15

per visit
Calendar Recently Updated
Sitter Profile Image: Bethany C.
Sitter Profile Image: Bethany C.
14.
I’ll treat your pets like my own!
Marbella, Madison, WI, 53705
House Sitting, Drop-In Visits, Dog Walking

Bethany is a very responsible animal caregiver who goes above and beyond with any creature she looks after. She's a true animal lover and has experience with a … (more)

from

$13

per visit
Sitter Profile Image: Kally G.
Sitter Profile Image: Kally G.
15.
Fun sitter with small service dog
Middleton, WI, 53562
House Sitting, Drop-In Visits, Dog Walking

Kally is fantastic every day we have her check on our kitties. She's always sending videos and pictures of her with our cats, playing with them and spending qua… (more)

from

$15

per visit
Calendar Recently Updated
Sitter Profile Image: Hannah K.
Sitter Profile Image: Hannah K.
16.
I always stop to ask to pet dogs :)
Madison, WI, 53715
House Sitting, Drop-In Visits, Dog Walking

Hannah is wonderful. She clearly loves dogs and took excellent care of our two. Her positive personality really put my wife's mind at ease. It was a great exper… (more)

from

$20

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Madison C.
Sitter Profile Image: Madison C.
17.
Active student with love for dogs!
Madison, WI, 53711
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Madison was the best, and did such a phenomenal job with our dogs. We will definitely reach out to her again for our next trip. Thanks Madison! (more)

from

$18

per visit
Calendar Recently Updated
Sitter Profile Image: Samantha K.
Sitter Profile Image: Samantha K.
I’ll take good care of your buddies
Middleton, WI, 53562
Drop-In Visits, Dog Walking

Helped me out when I was in a quick pinch, and took great care of my cat! (more)

from

$15

per visit
Sitter Profile Image: Maddie N.
Sitter Profile Image: Maddie N.
19.
Medical Student and Dog Parent!
Madison, WI, 53562
Drop-In Visits, Dog Walking

Maddie was excellent with our energetic dog, as always! Maddie is excellent at communicating, is always on time, and makes sure our dog gets the daytime exercis… (more)

from

$19

per visit
Sitter Profile Image: Lisa M.
Sitter Profile Image: Lisa M.
20.
Your cat's routine-keeper
Madison, WI, 53705
Drop-In Visits

Lisa was absolutely wonderful with our 2 cats while we were away. She went above and beyond. We felt very comfortable with her and will be using her services ag… (more)

from

$12

per visit

In Wexford Ridge, 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 Wexford Ridge 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 Wexford 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 Wexford 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 Wexford 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 Wexford 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