House Sitting in Meadowood, Madison, WI

Find a loving dog sitter to watch your dog overnight in your home.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
Which dates do you need?
What size are your dogs (lbs)?

Search Results

Calendar Recently Updated
Sitter Profile Image: Louisa M.
Verified Enhanced Background Check
Sitter Profile Image: Louisa M.
Verified Enhanced Background Check
1.

Louisa M.

Your pet’s new friend! 🐶🐱🐰🐔🐠
Midvale Heights Community, Madison, WI, 53711
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
27 reviews
11 repeat clients
from
$55
per night

This was our second time using Louisa for pet sitting in our house and both her and her daughter were amazing with our 2 dogs and 2 cats! One of our cats is very shy and typically doesn't come out with strangers in our house but she came out for them! I would not hesitate to recommend them and use them again.

Calendar Recently Updated
Sitter Profile Image: Natalie B.
Verified Background Check
Sitter Profile Image: Natalie B.
Verified Background Check
2.

Natalie B.

Vet-Trained Animal Caretaker!
Madison, WI, 53703
House Sitting, Drop-In Visits, Dog Walking
5.0
29 reviews
12 repeat clients
from
$35
per night

Natalie is awesome! Pepper is very happy when she gets to take care of him and I have no worries when I’m away! She sends plenty of pics too!

Calendar Recently Updated
Sitter Profile Image: Kelsee C.
Verified Enhanced Background Check
Sitter Profile Image: Kelsee C.
Verified Enhanced Background Check
3.

Kelsee C.

No dog too big or small 🐶
Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$30
per night

Kelsee is the biggest dog-lover I know. She treats her own dog, Winston, like a prince and is constantly thinking about him. She even has an entire wall of her home dedicated to “Winnie”! As a caretaker, she is very attentive and loving to every dog’s needs but still has the discipline not to let the dog “run the house”. It’s a line that very few people know how to tow and she does it seemingly effortlessly. Great choice for your canine needs!

Calendar Recently Updated
Sitter Profile Image: Elissa S.
Verified Enhanced Background Check
Sitter Profile Image: Elissa S.
Verified Enhanced Background Check
4.

Elissa S.

Lover of all animals!
Madison, WI, 53719
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
4.5
10 reviews
2 repeat clients
from
$60
per night

Elissa is one of the best I’ve ever used. She is caring, compassionate, and most of all she is totally intentional about making the experience with my pup one of the best.

Calendar Recently Updated
Sitter Profile Image: Azaria O.
Verified Enhanced Background Check
Sitter Profile Image: Azaria O.
Verified Enhanced Background Check
5.

Azaria O.

Pets don’t need us, we need them🙂
Verona, WI, 53593
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
17 reviews
5 repeat clients
from
$38
per night

Azaria was absolutely wonderful at taking care of my anxious pooch! She’s punctual and really personable. She even stayed longer than asked- which I really appreciate! Will definitely work with her again. Thank you Azaria

Calendar Recently Updated
Sitter Profile Image: Emma C.
Verified Enhanced Background Check
Sitter Profile Image: Emma C.
Verified Enhanced Background Check
6.

Emma C.

wet kisses cold noses wagging tails
Parkwood Village, Madison, WI, 53705
House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$35
per night

My pack loves Emma! She is energetic, caring and fun. I have four small dog-one who is partially paralyzed and Emma has stayed overnight with them for extended periods of time. I highly recommend Emma to anyone looking for dog care.

Calendar Recently Updated
Sitter Profile Image: Hannah M.
Verified Enhanced Background Check
Sitter Profile Image: Hannah M.
Verified Enhanced Background Check
7.

Hannah M.

Love any and all pets!
Fitchburg, WI, 53711
House Sitting, Drop-In Visits, Dog Walking
5.0
35 reviews
12 repeat clients
from
$30
per night

Hannah has watched Rayna before, and this time is no different from the last. Interacting with Hannah is always a delight! It’s always nerve racking having someone else watch your fur baby while out of town, but we are SO glad we found Hannah! She’s dependable, on time, follows care instructions & keeps you current with texts and pictures. Our dog has pretty bad separation anxiety, but when we come home after Hannah’s been with our dog she always seems really happy.

Calendar Recently Updated
Sitter Profile Image: Andrew L.
Verified Background Check
Sitter Profile Image: Andrew L.
Verified Background Check
8.

Andrew L.

Rover 101
Looking for a fur baby to love! 💜
Madison, WI, 53726
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
99 reviews
42 repeat clients
from
$89
per night

“Uncle” Drew loved our girl while we were away. She went on walks, car rides, puppy play dates, cuddled on couches and got treats. Drew sent us pictures every day of special outings, and cuddles. We missed her so much but we knew she was being cared for and loved while we were away. Through text exchange, drew told us things about our girl that only someone who was invested in her would pick up on. We feel so grateful to have found Drew and will definitely ask him to take care of her again!!

Calendar Recently Updated
Sitter Profile Image: Rebecca D.
Verified Enhanced Background Check
Sitter Profile Image: Rebecca D.
Verified Enhanced Background Check
9.

Rebecca D.

A Cuddle-loving Dog Person!
Madison, WI, 53726
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$50
per night

Becky is so amazing and full of love for animals. She made my senior pup feel so comfortable and safe. We would definitely use her for our pups future needs ❤️

Sitter Profile Image: Chun Hei C.
Verified Enhanced Background Check
Sitter Profile Image: Chun Hei C.
Verified Enhanced Background Check
10.

Chun Hei C.

Sharing my love with your pet
Madison, WI, 53706
House Sitting, Drop-In Visits, Dog Walking
5.0
3 reviews
1 repeat client
from
$55
per night

Billy did an AMAZING job watching our Frenchies! He was very communicative throughout the stay and sent many photos and videos. He asked thoughtful questions about our pups and their behaviors and spent lots of quality time with them! We came home to a spotless house and happy pups - we look forward to having him stay with our dogs again! Thank you so much!

Calendar Recently Updated
Sitter Profile Image: Ben P.
Verified Enhanced Background Check
Sitter Profile Image: Ben P.
Verified Enhanced Background Check
11.

Ben P.

It’s fun walking with a happy dog
Madison, WI, 53719
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
55 reviews
16 repeat clients
from
$44
per night

Ben was an excellent pet sitter for our week away from home!

Sitter Profile Image: Bree C.
Verified Background Check
Sitter Profile Image: Bree C.
Verified Background Check
12.

Bree C.

Not-So-Crazy Cat Lady
Madison, WI, 53711
House Sitting, Drop-In Visits
5.0
46 reviews
24 repeat clients
from
$60
per night

I asked Bree to sit for us last minute when another sitter cancelled while we were abroad, and she agreed to step in. It gave us so much peace of mind. Thanks, Bree!

Calendar Recently Updated
Sitter Profile Image: Kelsey W.
Verified Background Check
Sitter Profile Image: Kelsey W.
Verified Background Check
13.

Kelsey W.

Trusted & Experienced Professional
Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking
5.0
8 reviews
4 repeat clients
from
$42
per night

Kelsey was great! My dogs were happy when I got home after being away for 10 days. She provided updates and sent pictures, which helped me enjoy my vacation. One of my dogs is anxious, but even she did well! I intend to use Kelsey again!

Calendar Recently Updated
Sitter Profile Image: Jorden F.
Verified Enhanced Background Check
Sitter Profile Image: Jorden F.
Verified Enhanced Background Check
14.

Jorden F.

PetLovers4Life
Madison, WI, 53515
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
4 reviews
3 repeat clients
from
$50
per night

Jordan and Savannah took fantastic care of our golden girl while we were away! Ruby got a UTI the day before we left and I was worried about leaving her. Jordan have her the meds every morning and night and provided me with updates on how Ruby was feeling! I will be booking with them again soon!

Sitter Profile Image: Megan B.
Verified Enhanced Background Check
Sitter Profile Image: Megan B.
Verified Enhanced Background Check
15.

Megan B.

🐶 DOG WALKER AND PET SITTER 🐱
Madison, WI, 53704
House Sitting, Drop-In Visits, Dog Walking
5.0
2 reviews
1 repeat client
from
$70
per night

Megan stayed with our dog for a weekend while we were out of town. She was extremely communicative, prompt, available at short notice, and left our house in even better condition than we left it in! She provided us with several photo updates during her stay so we didn’t have any worries about our dogs well being. Will definitely use her again!

Sitter Profile Image: Genevieve H.
Verified Enhanced Background Check
Sitter Profile Image: Genevieve H.
Verified Enhanced Background Check
16.

Genevieve H.

Pet caretaker & force free trainer
Bay Creek, Madison, WI, 53715
House Sitting, Drop-In Visits, Dog Walking
5.0
2 reviews
3 repeat clients
from
$35
per night

Genevieve was great! Took excellent care of our pup and was a perfect house guest. Would definitely book again.

Calendar Recently Updated
Sitter Profile Image: Kevin C.
Verified Enhanced Background Check
Sitter Profile Image: Kevin C.
Verified Enhanced Background Check
17.

Kevin C.

Medical student w/ Aussie of my own
Madison, WI, 53711
House Sitting, Drop-In Visits, Dog Walking
5.0
5 reviews
from
$60
per night

Kevin took great care of our dog! He sent lots of updates and was easy to reach.

Sitter Profile Image: Sara J.
Verified Enhanced Background Check
Sitter Profile Image: Sara J.
Verified Enhanced Background Check
18.

Sara J.

I’ll take care of your PAWfect pup
Junction Ridge, Madison, WI, 53717
House Sitting, Drop-In Visits, Dog Walking
5.0
11 reviews
3 repeat clients
from
$65
per night

This was the first time I've used Rover and found Sara. Communication was great from the get-go. As this was the first time I let someone else watch Iris (8 months old), rightfully so to be nervous and hesitant. Sara was very understanding and attentive as I went through what Iris needed, how her demeanor is, and all of the in-between. You could tell that Sara genuinely cares and enjoys caring for pets as a side gig. Sara was fantastic and we'll definitely book again.

Calendar Recently Updated
Sitter Profile Image: Mariana G.
Verified Enhanced Background Check
Sitter Profile Image: Mariana G.
Verified Enhanced Background Check
19.

Mariana G.

I am Patient, Energetic and WFH!
Madison, WI, 53715
House Sitting, Drop-In Visits, Dog Walking
5.0
9 reviews
2 repeat clients
from
$40
per night

We booked Mariana last minute and she went above and beyond to accommodate our busy schedules. She took great care of our high energy pup Leo and provided thoughtful updates and pictures. We will absolutely be contacting her the next time Leo needs a sitter!

Sitter Profile Image: Emma W.
Verified Enhanced Background Check
Sitter Profile Image: Emma W.
Verified Enhanced Background Check
20.

Emma W.

Love animals of all kinds!
Madison, WI, 53719
House Sitting, Drop-In Visits, Dog Walking
5.0
5 reviews
1 repeat client
from
$85
per night

Emma did an amazing job sitting for our dogs! She was communicative, detail-oriented, and left the house looking great. We will definitely book with her again!

Search Map

When it comes to house sitting, dog owners in Meadowood, 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 house sitting in Meadowood may surprise you - in a good way. That's because there's a house sitter on Rover for nearly every price range and lifestyle. Curious about how much it you can expect to pay for house sitting on Rover? Check out our average house sitting rates to get an idea before you start a conversation with a sitter.

Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog and your home, turn to Rover for your Meadowood, Madison house sitting needs. On Rover, it's easy to find a loving dog sitter in Meadowood, Madison, WI who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Meadowood house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your dog's stay all through Rover: it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Meadowood, Madison, WI for your dog: people who'll treat him like family.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a pet sitter or dog walker. 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 Meadowood, 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:

House Sitting