Pet Sitting & Drop Ins in Wexford, 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

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Sitter Profile Image: Sara J.
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Sitter Profile Image: Sara J.
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1.

Sara J.

I’ll take care of your PAWfect pup
Junction Ridge, Madison, WI, 53717
House Sitting, Drop-In Visits, Dog Walking
5.0
12 reviews
3 repeat clients
from
$25
per visit

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

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Sitter Profile Image: Kelsee C.
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Sitter Profile Image: Kelsee C.
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2.

Kelsee C.

No dog too big or small 🐶
Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking
5.0
6 reviews
2 repeat clients
from
$20
per visit

Kelsee is great. Our nervous pup took a shine to her immediately!

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Sitter Profile Image: Elissa S.
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Sitter Profile Image: Elissa S.
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3.

Elissa S.

Lover of all animals!
Madison, WI, 53719
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
12 reviews
2 repeat clients
from
$25
per visit

So wonderful! Eased my worries about leaving my new puppy alone for the first time. Followed my commands and continued my training routine for her too! Absolutely so thankful!

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Sitter Profile Image: Samantha K.
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Sitter Profile Image: Samantha K.
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4.

Samantha K.

I’ll take good care of your buddies
Middleton, WI, 53562
Drop-In Visits, Dog Walking
5.0
19 reviews
4 repeat clients
from
$15
per visit

Samantha cat-sitted for me while I was out of town. Was very responsive and everything went great! Thank you, Samantha!

Sitter Profile Image: Jody G.
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Sitter Profile Image: Jody G.
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5.

Jody G.

Experienced Cat Boarder
Greentree, Madison, WI, 53711
Boarding, Drop-In Visits
5.0
20 reviews
4 repeat clients
from
$25
per visit

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 happened each visit.

Sitter Profile Image: Annalise C.
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Sitter Profile Image: Annalise C.
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6.

Annalise C.

Just an all-round animal lover
Madison, WI, 53719
Drop-In Visits, Dog Walking
5.0
2 reviews
from
$15
per visit

Annalise has done an amazing job with watching my cat when I’ve been on holiday. She goes above and beyond to keep her well cared for and loved on. I never have to worry when my cat is in her care.

Sitter Profile Image: Evan T.
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Sitter Profile Image: Evan T.
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7.

Evan T.

Cat Dad Who Loves All Animals!
Middleton, WI, 53562
Drop-In Visits, Dog Walking
5.0
2 reviews
from
$13
per visit

Evan did a good job. I had no problems. My cat was safe and well cared for. I'd have him watch my pet again.

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Sitter Profile Image: Jennifer L.
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Sitter Profile Image: Jennifer L.
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8.

Jennifer L.

Rover 101
AVAILABLE THIS WEEKEND! TOP RATED!
Madison, WI, 53719
Drop-In Visits, Dog Walking
5.0
214 reviews
74 repeat clients
from
$22
per visit

Jennifer was an amazing asset that was so great with my cat. I would never of been able to go on my vacation without her help. Even tough she was only scheduled for a couple drop in's, I was so happy to have her there to take care of my cat. Thank you so much again Jennifer !

Sitter Profile Image: Justine K.
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Sitter Profile Image: Justine K.
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9.

Justine K.

reliable and fun-loving pet friend
Greenbush, Madison, WI, 53715
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
53 reviews
21 repeat clients
from
$18
per visit

Justine did a fabulous job of watching my dog. She was responsive and followed all instructions.

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Sitter Profile Image: Ashley E.
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Sitter Profile Image: Ashley E.
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10.

Ashley E.

Treating Your Furbabies Like My Own
Madison, WI, 53705
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
326 reviews
108 repeat clients
from
$23
per visit

Ashley does a phenomenal job with my shy, fearful dog. She’s incredibly patient and shows immense compassion, meeting my dog where’s she’s comfortable and trying to build a relationship with her. I would highly recommend her to anyone!

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Sitter Profile Image: Jess B.
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Sitter Profile Image: Jess B.
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11.

Jess B.

Your weekend/evening needs covered!
Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking
5.0
24 reviews
8 repeat clients
from
$24
per visit

Jess and my cat get along so well! Jess is a wonderful pet sitter and always sent me great updates and pictures of my cat. Much appreciated!!! She rules.

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Sitter Profile Image: Cleda W.
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Sitter Profile Image: Cleda W.
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12.

Cleda W.

Rover 101
Dogs & Cats LOVE me!
Madison, WI, 53705
Boarding, Drop-In Visits
5.0
142 reviews
71 repeat clients
from
$20
per visit

Our second time having Cleda look after our cat while we were on vacation. She always makes us feel assured with nice messages and sweet photos during her visits.

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Sitter Profile Image: Azaria O.
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Sitter Profile Image: Azaria O.
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13.

Azaria O.

Pets don’t need us, we need them🙂
Verona, WI, 53593
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
18 reviews
5 repeat clients
from
$20
per visit

Azaria was very flexible and understanding of our last minute schedule changes. She updated us with pictures and took great care of our cats. Highly recommended!

Sitter Profile Image: Keezieng V.
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Sitter Profile Image: Keezieng V.
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14.

Keezieng V.

A dog person through & through
Arbor Hills, Madison, WI, 53713
Drop-In Visits, Dog Walking
5.0
32 reviews
14 repeat clients
from
$19
per visit

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

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Sitter Profile Image: Taylor R.
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Sitter Profile Image: Taylor R.
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15.

Taylor R.

Professional fury baby spoiler!
Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking
5.0
17 reviews
4 repeat clients
from
$22
per visit

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

Sitter Profile Image: Taylor P.
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Sitter Profile Image: Taylor P.
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16.

Taylor P.

I’m an animal loving person!
Fitchburg, WI, 53719
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0
9 reviews
5 repeat clients
from
$16
per visit

Taylor was very good with communication, keeping me updated on his the kittens did, and took several pictures each time. Very much appreciated!

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Sitter Profile Image: Hannah K.
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Sitter Profile Image: Hannah K.
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17.

Hannah K.

I always stop to ask to pet dogs :)
Madison, WI, 53715
House Sitting, Drop-In Visits, Dog Walking
5.0
23 reviews
4 repeat clients
from
$20
per visit

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 us! She is friendly, a fantastic communicator, and went above and beyond our expectations!

Sitter Profile Image: Chyanne N.
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Sitter Profile Image: Chyanne N.
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18.

Chyanne N.

I am an animal lover and enthusiast
Middleton, WI, 53562
Boarding, House Sitting, Drop-In Visits
5.0
7 reviews
1 repeat client
from
$20
per visit

Chyanne does a great job! She watched my dog several times and he absolutely loved being with her. She is very caring and clam with the animals.

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Sitter Profile Image: Lora S.
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Sitter Profile Image: Lora S.
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19.

Lora S.

EXPERIENCED, ACTIVE, DOG OWNER ´ᴥ`
Madison, WI, 53705
Drop-In Visits, Dog Walking
5.0
16 reviews
6 repeat clients
from
$28
per visit

Lara

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Sitter Profile Image: Louisa M.
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Sitter Profile Image: Louisa M.
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20.

Louisa M.

Your pet’s new friend! 🐶🐱🐰🐔🐠
Midvale Heights Community, Madison, WI, 53711
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
27 reviews
11 repeat clients
from
$25
per visit

Louisa and Co did a fabulous job!! Great pictures and detailed updates❤️

Search Map

Pet parents in Wexford, Madison, WI love dog sitters on Rover.com. 423 owners have reviewed sitters in Madison, giving them an average rating of 4.9/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a day on Rover? Check out our average pet sitting rates to get an idea before you start 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 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, 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 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, 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