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.

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Sitter Profile Image: Melinda N.
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Sitter Profile Image: Melinda N.
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1. Melinda N.

Sorry I was late. I saw a dog!
Maple-Prairie, Madison, WI, 53719
4.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
38 reviews
12 repeat clients
from
$18
per visit
Profile image

Melinda was a great help and took great care of our pup during her check-ins. She was timely and is a great communicator. We’ll definitely ask her for help in the future!

Confirmed availability: Juneteenth
Sitter Profile Image: Seán & Leticia W.
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Sitter Profile Image: Seán & Leticia W.
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2. Seán & Leticia W.

Rover 101
Take Care Of Your Best Friend!
Maple-Prairie, Madison, WI, 53719
4.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
44 reviews
10 repeat clients
from
$16
per visit
Profile image

Seán & Leticia were great to work with for my first time using Rover. They were respectful of my very nervous cat and took great pictures of my friendlier cat! Seán helped adjust the dates of my booking and checked in with me often to make sure he had all the details right.

Confirmed availability: Juneteenth
Sitter Profile Image: Maiya W.
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Sitter Profile Image: Maiya W.
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3. Maiya W.

I'll love them like you love them!
Middleton, WI, 53562
1.5 mi. away
Drop-In Visits
5.0 out of 5 stars
78 reviews
29 repeat clients
from
$15
per visit
Profile image

Maiya did a great job with our cats; she sent pictures every day, the cats loved her, and the house was very clean when we came back from vacation. (She watered the plants and got the mail in as well).

Sitter Profile Image: Kim M.
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Sitter Profile Image: Kim M.
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4. Kim M.

Loving and experienced Dog Mom!
Middleton, WI, 53562
1.2 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
94 reviews
40 repeat clients
from
$17
per visit
Profile image

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!

Confirmed availability: Juneteenth
Sitter Profile Image: Krista C.
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Sitter Profile Image: Krista C.
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5. Krista C.

I've never met a pet I didn't LOVE!
Verona, WI, 53593
4.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
2 repeat clients
from
$15
per visit
Profile image

Krista was awesome! One of my cats can be a little anxious and unwelcoming to new people, and Krista did a perfect job of following my instructions to accommodate him. By the end, I could see in the daily pictures that my cat really warmed up to her. I'll definitely be requesting cat care from Krista again!

Sitter Profile Image: Allegra R.
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Sitter Profile Image: Allegra R.
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6. Allegra R.

Rover 101
Dog person for life.
Faircrest, Madison, WI, 53705
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
56 reviews
21 repeat clients
from
$25
per visit
Profile image

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 again for sure!

Confirmed availability: Juneteenth
Sitter Profile Image: Dietrich G.
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Sitter Profile Image: Dietrich G.
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7. Dietrich G.

Dietrich is a dog's delight
Walnut Grove, MADISON, WI, 53717
1.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
25 reviews
6 repeat clients
from
$12
per visit
Profile image

Dietrich has been a wonderful dogsitter for my dog! He is a great communicator thru the Rover App and I appreciate is daily comments and photo. I know that Coco is in great care!

Confirmed availability: Juneteenth
Sitter Profile Image: Lydia S.
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Sitter Profile Image: Lydia S.
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8. Lydia S.

Here to help with your schedule
Middleton, WI, 53562
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
46 reviews
17 repeat clients
from
$19
per visit
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Lydia was great. Her communication with us while we were out of town was awesome. She was able to provide insulin injections without any problem. We would highly recommend her.

Sitter Profile Image: Danielle M.
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Sitter Profile Image: Danielle M.
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9. Danielle M.

I am dog's best friend!
Verona, WI, 53593
3.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
56 reviews
37 repeat clients
from
$12
per visit
Profile image

She is very nice, and takes great care of my puppy. She seems to have affection for him, which makes me feel great. She always sends a text explaining what he did as far as going to the bathroom, as well as what they did to play, and she always sends pics of my puppy. He is only about 10 weeks old but she does a great job. I can tell she truly loves dogs. Also she is very honest. Ive had no fear of her in my house and taking care of my new puppy. So far i couldnt be happier, sh is very helpful!!!

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Sitter Profile Image: Jess B.
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Sitter Profile Image: Jess B.
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10. Jess B.

Your weekend/evening needs covered!
Madison, WI, 53719
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
29 reviews
9 repeat clients
from
$24
per visit
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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 definitely book with her again.

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Sitter Profile Image: Whitney H.
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Sitter Profile Image: Whitney H.
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11. Whitney H.

Rover 101
Reliable & caring dog/cat sitter!
Madison, WI, 53719
2.6 mi. away
Drop-In Visits
5.0 out of 5 stars
30 reviews
16 repeat clients
from
$19
per visit
Profile image

Whitney comes highly recommended. She took excellent care of my pet and even did a few "extra" requests while she performed the drop in visits. Really appreciated that.

Confirmed availability: Juneteenth
Sitter Profile Image: Claire D.
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Sitter Profile Image: Claire D.
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12. Claire D.

Rover 101
Pet Care by Claire!
Blackhawk, Madison, WI, 53717
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
1 repeat client
from
$20
per visit
Profile image

Claire was wonderful taking care of my cats. She provided timely, thorough and thoughtful updates and made me feel reassured that my babies were well. I could tell she was paying attention to the details I had provided on likes and was incorporating them into visits and trying to make them happy. I would definitely recommend Claire and will ask her for help again when needed!

Confirmed availability: Juneteenth
Sitter Profile Image: Jennifer L.
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Sitter Profile Image: Jennifer L.
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13. Jennifer L.

Rover 101
AVAILABLE THIS WEEKEND! TOP RATED!
Madison, WI, 53719
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
290 reviews
107 repeat clients
from
$22
per visit
Profile image

Jennifer is the only one I’d let watch my cats ! She’s very professional, keeps your babies safe and you can feel definitely better and at ease knowing she has your back. Thank you very much Jennifer and I look forward to booking you for many more times to come!

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Sitter Profile Image: Sara J.
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Sitter Profile Image: Sara J.
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14. Sara J.

I’ll take care of your PAWfect pup
Junction Ridge, Madison, WI, 53717
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
4 repeat clients
from
$25
per visit
Profile image

Sara has been timely with her drop in visits, flexible with the craziness of having to exchange keys, and communicative! We appreciate (including Maverick) her greatly with our long work hours.

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Sitter Profile Image: Cleda W.
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Sitter Profile Image: Cleda W.
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15. Cleda W.

Rover 101
Dogs & Cats LOVE me!
Madison, WI, 53705
1.1 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
164 reviews
75 repeat clients
from
$20
per visit
Profile image

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, two tricky shibas. She made sure they were well-cared for and I would 100% book with Cleda in the future. She is super reliable and really shows love and affection for our pets.

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Sitter Profile Image: Ashley E.
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Sitter Profile Image: Ashley E.
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16. Ashley E.

Treating Your Furbabies Like My Own
Madison, WI, 53705
2.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
384 reviews
113 repeat clients
from
$26
per visit
Profile image

Ashley did a fine job. She always replied in a reasonable amount of time even before booking. She was great with the dogs and provided updates and photos at each visit. I would recommend Ashley and will be using her services in the future. Ashley was wonderful!

Confirmed availability: Juneteenth
Sitter Profile Image: Molly H.
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Sitter Profile Image: Molly H.
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17. Molly H.

Dog mom + vet experience! ❤️🩺
Middleton, WI, 53562
2.0 mi. away
Drop-In Visits, Dog Walking
3 reviews
from
$20
per visit

Molly has an effortless way to connect with every dog she meets. She is extremely loving and nurturing to animals so it is no surprise that she is always the one that the dogs come running to. My two dogs are constantly vying for Molly’s attention and always want to be the first one curled up snuggled on her lap. She is caring, flexible, and kind. All traits that are important when looking for someone to care for your furry friends.

Sitter Profile Image: Samantha K.
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Sitter Profile Image: Samantha K.
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18. Samantha K.

I’ll take good care of your buddies
Middleton, WI, 53562
1.3 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
27 reviews
9 repeat clients
from
$20
per visit
Profile image

Samantha provided absolutely awesome care for my kitties!! She provided ample time for care, play time and just goofin with Potato and Squiggy!!! Loved the pictures and updates!!! I know that they were in great hands while I was out of town!! Thank you again Samantha!!

Confirmed availability: Juneteenth
Sitter Profile Image: Lindsey C.
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Sitter Profile Image: Lindsey C.
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19. Lindsey C.

I used to call myself the Dog Queen
Madison, WI, 53705
1.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$15
per visit

Lindsey is an incredible pet sitter!! She is attentive, compassionate, and goes above and beyond every time. It can be anxiety-inducing to leave your pet behind on a vacation, but whenever Lindsey has watched my cat, I know he is safe, healthy, happy, and very well loved. On top of that, Lindsey is an excellent communicator, is highly organized, and overall, is an absolute joy to work with. I truly cannot recommend her enough!!

Confirmed availability: Juneteenth
Sitter Profile Image: Brooke S.
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Sitter Profile Image: Brooke S.
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20. Brooke S.

Your local pet friend!
Spring Harbor, Madison, WI, 53705
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$20
per visit

Brooke S. Has watched our many pets throughout the years. She is thoughtful and loving with them and we are always pleased with the outcome. She has babysat our dogs,cats and goldfish. At one time we even had afew chickens! We would highly recommend her.

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Rover also offers Pet Sitting & Drop Ins in these neighborhoods:

Rover also offers other services in Skyview Terrace:

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.

Drop-In Visits