Pet Sitting & Drop Ins in Orchard Ridge Community, 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
1.9 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: 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
1.9 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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3. Ann V.

Animal Lover and Law Student
Madison, WI, 53711
0.7 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
30 reviews
8 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!

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Sitter Profile Image: Kyle S.
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Sitter Profile Image: Kyle S.
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4. Kyle S.

Long walks and tummy rubs.
Stone Meadows, Madison, WI, 53719
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
9 repeat clients
from
$20
per visit

Kyle checked in on my cat Orion for a couple days while I was away and he was absolutely wonderful. He was very thoughtful of how Orion felt with a new person around and gave him time to warm up to him, which he did. Along with pictures, he gave me detailed notes every visit letting me know how much he was eating which helped me feel less anxious about leaving my furr baby. I’ll definitely use him to watch Orion in the future. Thank you so much for watching him while I was away!

Sitter Profile Image: Tessa D.
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Sitter Profile Image: Tessa D.
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5. Tessa D.

Dog mom and Lover of All Dogs!
Madison, WI, 53713
2.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
4 repeat clients
from
$20
per visit

Very good. Thank you so much for your help, we really appreciate it. Tammy

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Sitter Profile Image: Keezieng V.
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Sitter Profile Image: Keezieng V.
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6. Keezieng V.

A dog person through & through
Arbor Hills, Madison, WI, 53713
1.9 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: Devon G.
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Sitter Profile Image: Devon G.
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7. Devon G.

Keep pets safe and happy
Fitchburg, WI, 53711
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
15 reviews
5 repeat clients
from
$15
per visit

Was very quick and easy set up, especially with the key swap and her flexibility with everything. Appreciated her reaching out about pets concerns to be on the safe side. She also was very good about pricing.

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Sitter Profile Image: Allegra R.
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Sitter Profile Image: Allegra R.
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8. Allegra R.

Rover 101
Dog person for life.
Faircrest, Madison, WI, 53705
2.0 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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jennifer L.
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Sitter Profile Image: Jennifer L.
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9. Jennifer L.

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

Jennifer was a fantastic sitter! One of our kitties got sick right before our trip and Jennifer not only administered the medications while we were gone, but she also showed us an effective way to do so on our own. She was prompt, communicative, and professional. The kitties also appreciated the toy!

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Sitter Profile Image: Taylor P.
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Sitter Profile Image: Taylor P.
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10. Taylor P.

I’m an animal loving person!
Fitchburg, WI, 53719
1.8 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
13 repeat clients
from
$16
per visit

Taylor did a wonderful job again! She was prompt, spent time playing with Lexi and Benji, and kept me updated with pictures/videos every day. I came home to two happy kitties and a clean home.

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Sitter Profile Image: Ben P.
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Sitter Profile Image: Ben P.
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11. Ben P.

Where Pets are Treated like Family
Madison, WI, 53719
2.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
75 reviews
21 repeat clients
from
$16
per visit

Ben was a wonderful cat watcher! He was very responsive and took great care of our kitties. He sent updates, including photos, after each visit which were comforting while we were so far away. He even did some tasks around the house for us. We will definitely use Ben again as a cat sitter!

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Sitter Profile Image: Valarie H.
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Sitter Profile Image: Valarie H.
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12. Valarie H.

Rover 101
Professional caregiver for your pet
Madison, WI, 53711
0.9 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!

Sitter Profile Image: Ilise M.
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Sitter Profile Image: Ilise M.
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13. Ilise M.

Company for Your Furbaby!
Orchard Ridge Community, Madison, WI, 53711
0.4 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
37 reviews
10 repeat clients
from
$15
per visit

ILISE was absolutely EXCELLENT ?. FANTASTIC ⭐⭐⭐⭐⭐. She was responsive, professional, friendly, knowledgeable, and knows how to earn the trust of a Dog. This was my first time using Rover.com, and I wasn't sure what to expect in terms of the care that I would receive. I was thrilled by the Love, Care and Attention that ILISE gave to our 10 year old White Shepherd, THUNDER DOG. She always wrote a short summary of each In Home Visit that she made with Thunder Dog at my Condo on the west side of Madison. Because of ILISE, my daughter and I were able to enjoy our 6 day vacation in Mexico, knowing that ILISE would take exceptional care of Thunder Dog. 100 ⭐s for Rover.com and ILISE,?

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Sitter Profile Image: Jess B.
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Sitter Profile Image: Jess B.
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14. Jess B.

Your weekend/evening needs covered!
Madison, WI, 53719
1.5 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 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: Annalise C.
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Sitter Profile Image: Annalise C.
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15. Annalise C.

Just an all-round animal lover
Summit Woods, Madison, WI, 53711
0.9 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.

Sitter Profile Image: Hannah S.
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Sitter Profile Image: Hannah S.
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16. Hannah S.

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

This was the second time Hannah watched our cat for us, this time for a whole week. Our cat was well taken care of and I appreciated getting updates every visit. Hannah even noticed all our cat’s little habits, making me feel confident that she was being well cared for!

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Sitter Profile Image: Rhiannon E.
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Sitter Profile Image: Rhiannon E.
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17. Rhiannon E.

Dog lover, flexible schedule!
Fitchburg, WI, 53711
0.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
from
$16
per visit

Working nights as a nurse has made it increasingly more difficult for my family to help with my pets during my shifts. Thankfully, I found Rhi on Rover, and it has been an absolute game-changer. Despite my dog's initial anxiety around new people, Rhi's warm approach immediately put him at ease. Her responsiveness and attentiveness to both my and my pets' needs have been outstanding. What initially started as a solution for my dog's care has also become a welcomed relief for my more social kitten. Rhi has truly been a lifesaver and I am so grateful for her help and her updates. This really puts me at ease during my long shifts being away from my fur babies.

Sitter Profile Image: Louisa M.
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Sitter Profile Image: Louisa M.
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18. Louisa M.

Your pet’s new friend! 🐶🐱🐰🐔🐠
Midvale Heights Community, Madison, WI, 53711
1.0 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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Ruthanne F.
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Sitter Profile Image: Ruthanne F.
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19. Ruthanne F.

I pawsitively love dogs and cats!
Madison, WI, 53711
0.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
27 reviews
16 repeat clients
from
$20
per visit

Ruthanne was great. Had her watch my two kittens while I was out of town and she was timely and took care of the basics and also was able to bring the playful side out of two otherwise very shy kittens!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Cory D.
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Sitter Profile Image: Cory D.
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20. Cory D.

Unleash the Ultimate Peace of Mind
Madison, WI, 53711
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
19 reviews
2 repeat clients
from
$25
per visit

Cory is an exceptional pet owner! He has 4 dogs, three Labs and a German Shepherd. They are all well cared for, always given proper amounts of food as recommended by his vet, lots of exercise, each have several toys as well as lots of love is shared in his home. Cory takes time with each dog, they get baths and combed as needed. The dogs sleep in bed at night, with lots of cuddles to go around. I have a dog of my own, that Cory has taken care of. He has always treated her like his very own, acknowledging her as he walks in the door, gives her love and talks to her. She gets so excited as soon as he drives in the driveway! Any dog would be lucky to have Cory care for them!

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Dog owners in Orchard Ridge Community, Madison, WI turn to pet sitters on Rover.com for their pet sitting needs. Over 423 pet owners have reviewed pet sitters in Madison, giving them an average rating of 4.9/5. Pet sitting can be affordable, no matter where you live or what your price range may be. Curious about how much pet sitting costs in Madison with Rover.com? Check out our average pet sitting rates near you to get an idea before getting a conversation started with a pet sitter on Rover. When you leave your dog with a sitter you've connected with on Rover, you can relax, knowing your dog will be treated like family.

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect Orchard Ridge Community, Madison pet sitter in seconds. Sitters on Rover are pet lovers, who will be happy to sit dogs, cats, caged pets, and even horses while they take care of your home. By removing common pet care obstacles, Rover ensures pets nationwide are happy and well-cared for even when their human is away, and empowers pet lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a pet, Rover makes it easy for you to reach trusted pet sitters in Orchard Ridge Community, Madison who can provide the care your pet needs, when they need it.

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