Pet Sitting & Drop Ins in Glen Oak Hills, 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: 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
3.9 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.
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Sitter Profile Image: Maiya W.
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2. Maiya W.

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

First time I’ve had Maiya or anyone from Rover care for out cat…she faithfully showed up each day and made friends with Beau. She did e aptly what we asked. She was perfect for our needs. So grateful!

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Sitter Profile Image: Seán & Leticia W.
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Sitter Profile Image: Seán & Leticia W.
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3. Seán & Leticia W.

Rover 101
Take Care Of Your Best Friend!
Maple-Prairie, Madison, WI, 53719
3.9 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.

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Sitter Profile Image: Ann V.
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Sitter Profile Image: Ann V.
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4. Ann V.

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

Ann was fantastic with our cat and kept us updated with tons of photos and detailed report cards while we were on vacation. We’d rebook with her in a heartbeat!

Sitter Profile Image: Kim M.
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Sitter Profile Image: Kim M.
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5. Kim M.

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

Kim was our first experience using Rover and she was wonderful. She explained how things worked and we met beforehand to go over things. Kim took so much stress away from our trip. Besides taking care of the cats, it's nice that she was there to check on the house as well. Thank you Kim!

Sitter Profile Image: Jennifer L.
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Sitter Profile Image: Jennifer L.
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6. Jennifer L.

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

Thank you for taking such good care of our fur baby! This was our first time using Rover and traveling away from our pup after recently moving. Jennifer was an excellent sitter with great communication and great patience with our sensitive pup. Highly recommend!

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Sitter Profile Image: Lydia S.
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Sitter Profile Image: Lydia S.
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7. Lydia S.

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

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: Keezieng V.
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Sitter Profile Image: Keezieng V.
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8. Keezieng V.

A dog person through & through
Arbor Hills, Madison, WI, 53713
3.3 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
43 reviews
19 repeat clients
from
$19
per visit

Keezieng's assistance was a lifesaver this holiday season. His politeness and kindness when meeting us and our cat Olivia was reassuring and he did a great job of updating us during his visits while we were away. We’re so grateful for the excellent care provided!

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Sitter Profile Image: Dietrich G.
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Sitter Profile Image: Dietrich G.
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9. Dietrich G.

Dietrich is a dog's delight
Walnut Grove, MADISON, WI, 53717
1.7 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!

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Sitter Profile Image: Allegra R.
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Sitter Profile Image: Allegra R.
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10. Allegra R.

Rover 101
Dog person for life.
Faircrest, Madison, WI, 53705
1.0 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!

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Sitter Profile Image: Valarie H.
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Sitter Profile Image: Valarie H.
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11. Valarie H.

Rover 101
Professional caregiver for your pet
Madison, WI, 53711
3.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
32 reviews
13 repeat clients
from
$20
per visit

Valarie was fantastic! She kept my kitties happy and healthy while I was away, and was so great about communicating with me. I look forward to her watching them again for my next trip!

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Sitter Profile Image: Jess B.
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Sitter Profile Image: Jess B.
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12. 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

Return customer here!! Jess was so great with my cat. My cat isn’t a fan of new people (she still hides from people she’s known for months) YET Jess was able to get her to warm up enough for some pets. I really appreciated her pictures and descriptions for each visit. My cat was well taken care of and I plan to use Jess as my petsitter the next time I’m away.

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Sitter Profile Image: Cleda W.
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Sitter Profile Image: Cleda W.
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13. Cleda W.

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

Cleta did an amazing job taking care of our 3 cats while we were gone. She left thorough updates after each visit and took lots of pictures. It made me appreciate our vacation even more knowing our pets were in excellent care!

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Sitter Profile Image: Annalise C.
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Sitter Profile Image: Annalise C.
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14. Annalise C.

Just an all-round animal lover
Summit Woods, Madison, WI, 53711
2.5 mi. away
Drop-In Visits
5.0 out of 5 stars
2 reviews
2 repeat clients
from
$20
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.

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Sitter Profile Image: Anna N.
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Sitter Profile Image: Anna N.
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15. Anna N.

Professional student who loves dogs
Madison, WI, 53705
0.5 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!

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Sitter Profile Image: Samantha K.
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Sitter Profile Image: Samantha K.
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16. Samantha K.

I’ll take good care of your buddies
Middleton, WI, 53562
2.4 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!

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Sitter Profile Image: Ashley E.
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Sitter Profile Image: Ashley E.
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17. Ashley E.

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

I highly recommend Ashley! I’m definitely a nervous pet owner when I leave my cat behind and so I really appreciated Ashley’s communication. She was so attentive to details when caring for my cat and went above and beyond when caring for him. I will definitely be booking her in the future.

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Sitter Profile Image: Tori J.
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Sitter Profile Image: Tori J.
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18. Tori J.

Your dogs new best friend!
Madison, WI, 53711
2.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
1 review
from
$13
per visit

About: I have had dogs forever include being the primary caregiver of two Golden’s for many years. I am currently a medical student where I am unable to have one of my own with my busy schedule. I have helped many family and friends with their dogs including training, sitting, and boarding. I currently have an open schedule other than packing for an upcoming move so am extremely flexible and free. Right now each day is like a weekend for me and I am more than happy to add some dog time anywhere I can help! I live in a small, clean studio apartment on the first floor with a door to the backyard for potty breaks. I live in a quiet residential neighborhood within walking distance to multiple parks. My building is a small 4 unit apartment building that is quiet with very little traffic noise. Happy to crate or have the dog out during the night, whatever is the normal routine. Very flexible if sitting at your home as I do not have any dependents at home I need to take care of.

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Sitter Profile Image: Louisa M.
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Sitter Profile Image: Louisa M.
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19. Louisa M.

Your pet’s new friend! 🐶🐱🐰🐔🐠
Midvale Heights Community, Madison, WI, 53711
1.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
35 reviews
12 repeat clients
from
$25
per visit

Couldn't have been more pleased with my experience. Louisa was friendly, prompt and communicative. My pups were well taken care of and I was stress-free. I'd absolutely use Louisa again for future trips.

Sitter Profile Image: Hannah S.
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Sitter Profile Image: Hannah S.
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20. Hannah S.

Love to check on your fur babies!
Madison, WI, 53711
1.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
63 reviews
33 repeat clients
from
$20
per visit

So thankful Hannah was able to help out pretty last minute a couple times and on Christmas Day! She’s very responsive and sends an update after the walk or check in. I know my dogs are in good hands.

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Rover.com is the simple, savvy way to find and book Glen Oak Hills, 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 Glen Oak Hills, 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.

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