Pet Sitting & Drop Ins in Wyndemere, 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

Calendar Recently Updated
Sitter Profile Image: Melinda N.
Verified Enhanced Background Check
Sitter Profile Image: Melinda N.
Verified Enhanced Background Check

1. Melinda N.

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

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: Memorial Day Weekend
Sitter Profile Image: Maiya W.
Verified Background Check
Sitter Profile Image: Maiya W.
Verified Background Check

2. Maiya W.

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

Maiya is amazing and sent us pictures everyday to check in. Our cat loved her (and our cat does not like strangers). Super accommodating and professional. We highly recommend her!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Seán & Leticia W.
Verified Enhanced Background Check
Sitter Profile Image: Seán & Leticia W.
Verified Enhanced Background Check

3. Seán & Leticia W.

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

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.

Calendar Recently Updated
Sitter Profile Image: Ann V.
Verified Enhanced Background Check
Sitter Profile Image: Ann V.
Verified Enhanced Background Check

4. Ann V.

Animal Lover and Law Student
Madison, WI, 53711
2.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
30 reviews
9 repeat clients
from
$20
per visit

Ann was a lifesaver for my cat and I! I had a sitter cancel last minute and was able to book with Ann the day before my trip within 15 minutes of my request. Everyday she sent a long update and lots of photos. Highly recommend!

Sitter Profile Image: Kim M.
Verified Background Check
Sitter Profile Image: Kim M.
Verified Background Check

5. Kim M.

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

I cannot express enough how lovely Kim has been with my cat, Maple. She follows through on everything I requested, even going above and beyond to adjust lights and blinds in my apartment depending on the time of day. Her updates on Maple are always very detailed and display how much she cares for pets. I am so pleased with her work that I already have her booked for my next trip!

Sitter Profile Image: Jennifer L.
Verified Background Check
Sitter Profile Image: Jennifer L.
Verified Background Check

6. Jennifer L.

Rover 101
AVAILABLE THIS WEEKEND! TOP RATED!
Madison, WI, 53719
2.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
282 reviews
102 repeat clients
from
$22
per visit

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! Jennifer was lovely to work with, and I will definitely use her services again next time I go out of town.

Calendar Recently Updated
Sitter Profile Image: Lydia S.
Verified Background Check
Sitter Profile Image: Lydia S.
Verified Background Check

7. Lydia S.

Here to help with your schedule
Middleton, WI, 53562
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
38 reviews
15 repeat clients
from
$19
per visit

Ivy and especially Bernard enjoyed having Lydia drop in on them while we were out of town for the holidays. Lydia gave them lots of care and affection. She even started teaching Bernard a new trick! We appreciate that she gave us updates with photos and brought in our mail for us. We would happily have Lydia sit for us again.

Sitter Profile Image: Danielle M.
Verified Background Check
Sitter Profile Image: Danielle M.
Verified Background Check

8. Danielle M.

I am dog's best friend!
Verona, WI, 53593
2.8 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

Danielle was available on super short notice (just a few hours) when our dog-walker fell through; our dogs love her and it was so great knowing we didn't have to worry about the dogs during our day away from home. She's great!!!

Calendar Recently Updated
Sitter Profile Image: Dietrich G.
Verified Enhanced Background Check
Sitter Profile Image: Dietrich G.
Verified Enhanced Background Check

9. Dietrich G.

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

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!

Calendar Recently Updated
Sitter Profile Image: Allegra R.
Verified Enhanced Background Check
Sitter Profile Image: Allegra R.
Verified Enhanced Background Check

10. Allegra R.

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

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!

Calendar Recently Updated
Sitter Profile Image: Jess B.
Verified Enhanced Background Check
Sitter Profile Image: Jess B.
Verified Enhanced Background Check

11. Jess B.

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

Jess gives the absolute best updates during drop-in visits. The level of care and detail she puts into her write-ups and pictures is unmatched, and my dog just loves her.

Calendar Recently Updated
Sitter Profile Image: Cleda W.
Verified Background Check
Sitter Profile Image: Cleda W.
Verified Background Check

12. Cleda W.

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

My Frenchie has stayed overnight with Cleda, but this was my first time having Cleda do lunchtime check-ins with Price. Very good service with pictures and reports. Thanks again Cleda!

Calendar Recently Updated
Sitter Profile Image: Claire D.
Verified Enhanced Background Check
Sitter Profile Image: Claire D.
Verified Enhanced Background Check

13. Claire D.

Rover 101
Creature & Critter Care by Claire!
Blackhawk, Madison, WI, 53717
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$20
per visit

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!

Calendar Recently Updated
Sitter Profile Image: Anna N.
Verified Enhanced Background Check
Sitter Profile Image: Anna N.
Verified Enhanced Background Check

14. Anna N.

Professional student who loves dogs
Madison, WI, 53705
1.5 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
from
$15
per visit

Anna is the best choice to care for your dog. She kept us updated on our puppy, did fun activities with our puppy, and even had little treats with him. You can tell that she is a huge dog-lover and will go above and beyond for your dog’s care!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Sara J.
Verified Enhanced Background Check
Sitter Profile Image: Sara J.
Verified Enhanced Background Check

15. Sara J.

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

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.

Calendar Recently Updated
Sitter Profile Image: Samantha K.
Verified Background Check
Sitter Profile Image: Samantha K.
Verified Background Check

16. Samantha K.

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

We love booking Samantha when she is available. She is always friendly, kind, and does a fantastic job taking care of our cat when we are away. Thanks Samantha for being such a gem!

Sitter Profile Image: Whitney H.
Verified Background Check
Sitter Profile Image: Whitney H.
Verified Background Check

17. Whitney H.

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

Whitney was amazing! She was thorough and sent some great pictures— definitely something you need when you’re leaving your pets with someone new. Would highly recommend!

Calendar Recently Updated
Sitter Profile Image: Corinne B.
Verified Enhanced Background Check
Sitter Profile Image: Corinne B.
Verified Enhanced Background Check

18. Corinne B.

Animal Lover
Madison, WI, 53719
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
6 repeat clients
from
$20
per visit

Corinne is quick to respond to messages and very personable. She did a great job with our almost 12 yo rescue dog!

Calendar Recently Updated
Sitter Profile Image: Bailee B.
Verified Enhanced Background Check
Sitter Profile Image: Bailee B.
Verified Enhanced Background Check

19. Bailee B.

Time with pets is time well spent.
Sauk Creek, Madison, WI, 53717
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$20
per visit

We are so grateful for Bailee who took good care of our dog, Layla, on Easter Sunday. We have used Bailee before and will definitely use her again.

Sitter Profile Image: Alisyn L.
Verified Enhanced Background Check
Sitter Profile Image: Alisyn L.
Verified Enhanced Background Check

20. Alisyn L.

Veterinary Technician & Adventurer
Walnut Grove, Madison, WI, 53717
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
38 reviews
16 repeat clients
from
$25
per visit

Alisyn did an awesome job with my cat Cleo. She was quick to respond to messages and sent lots of pictures. She even gave her a little Christmas present!

Search Map

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

Rover also offers other services in Wyndemere:

When it comes to pet sitting, dog owners in Wyndemere, Madison, WI love Rover.com. Over 423 owners have reviewed sitters in Madison, giving them an average rating of 4.9/5. The cost of pet sitting in Wyndemere may surprise you - in a good way. That's because there's a pet sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for pet sitting on Rover? Check out our average pet sitting rates to get an idea before you start a conversation with a sitter.

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