Pet Sitting & Drop Ins in Skyview Terrace, 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: Ashley E.
Sitter Profile Image: Ashley E.
1.
Treating Your Furbabies Like My Own
Madison, 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
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: 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 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: Juneteenth Weekend
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

Once again, so satisfied with Kim and the care she provides my little girl! She goes above and beyond to take care of Maple and I will always be so grateful! (more)

from

$17

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Louisa M.
Sitter Profile Image: Louisa M.
5.
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: Ilise M.
Sitter Profile Image: Ilise M.
6.
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 is terrific! She watched my “boys” (kitties Rocky and Bobo) last week while I took a quick trip to Milwaukee. I had never left them before and I was a… (more)

from

$20

per visit
Calendar Recently Updated
Sitter Profile Image: Sara J.
Sitter Profile Image: Sara J.
8.
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
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Rhiannon B.
Sitter Profile Image: Rhiannon B.
Care for special needs cats & dogs
Middleton, WI, 53562
Boarding, House Sitting, Drop-In Visits, Dog Walking

Rhiannon was amazing and took away the stress of leaving your pet with someone else. I cannot thank her enough for watching my Stevie so I could get a fur baby-… (more)

from

$13

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Jody G.
Sitter Profile Image: Jody G.
10.
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
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Jess B.
Sitter Profile Image: Jess B.
11.
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: Bhairvi M.
Sitter Profile Image: Bhairvi M.
12.
Homely, fun and loving pet boarder
Madison, 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
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
Sitter Profile Image: Shelbi S.
Sitter Profile Image: Shelbi S.
14.
Not enough dogs in my life
Madison, WI, 53705
Drop-In Visits, Dog Walking

Shelbi saved us today when we had a medical emergency with a human family member - our cat & dog were well cared-for and we got peace of mind knowing they were … (more)

from

$15

per visit
Sitter Profile Image: Jennifer D.
Sitter Profile Image: Jennifer D.
Loving, caring, responsible
Middleton, WI, 53597
Boarding, Drop-In Visits, Dog Walking

Jennifer was perfect! So easy to communicate with leading up to Sal’s visit ? and such thoughtful care of our dog. ❤️ (more)

from

$15

per visit
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: McKenna A.
Sitter Profile Image: McKenna A.
16.
20+ yrs experience with all breeds!
Blackhawk, Middleton, WI, 53562
Drop-In Visits

McKenna was so awesome with our dog!! She also went above and beyond, taking in some packages that had been delivered. Thanks so much, McKenna!! (more)

from

$14

per visit
Calendar Recently Updated
Sitter Profile Image: Maddie N.
Sitter Profile Image: Maddie N.
17.
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
Confirmed availability: Juneteenth Weekend
Sitter Profile Image: Cleda W.
Sitter Profile Image: Cleda W.
18.
Dogs & Cats LOVE me!
Spring Harbor, Madison, WI, 53705
Boarding, Drop-In Visits

Cleda is so considerate and thoughtful and accommodating! The rover cards I received were full of pictures and fun details about her visit with James and Miles… (more)

from

$20

per visit
Calendar Recently Updated
Sitter Profile Image: Lora S.
Sitter Profile Image: Lora S.
19.
EXPERIENCED, ACTIVE, DOG OWNER ´ᴥ`
Madison, WI, 53705
Drop-In Visits, Dog Walking

Lora has been nothing short of amazing with my pup! She is so knowledgeable with training dogs and treats them all like they’re her own! She is also a great com… (more)

from

$19

per visit
Calendar Recently Updated
Sitter Profile Image: Kally G.
Sitter Profile Image: Kally G.
20.
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

Pet parents turn to sitters on Rover.com when they're looking for pet-sitting. 423 owners have reviewed sitters in Skyview Terrace, Madison, WI, giving them an average rating of 4.9/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect pet sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average pet sitting rates to get an idea before you start a conversation with a pet sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

Rover.com is the simple, savvy way to find and book Skyview Terrace, 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 Terrace, 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 Terrace, 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