House Sitting in Wyndemere, 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: Ann V.
Verified Enhanced Background Check
Sitter Profile Image: Ann V.
Verified Enhanced Background Check

1. Ann V.

Animal Lover and Law Student
Madison, WI, 53711
2.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
6 repeat clients
from
$50
per night

Ann was absolutely fantastic! She gave us thorough updates and went above and beyond in her care for our two dogs and cat. We truly felt like we could enjoy our trip knowing they were in such good hands.

Confirmed availability: Easter Weekend
Sitter Profile Image: Louisa M.
Verified Enhanced Background Check
Sitter Profile Image: Louisa M.
Verified Enhanced Background Check

2. Louisa M.

Your pet’s new friend! 🐶🐱🐰🐔🐠
Midvale Heights Community, Madison, WI, 53711
3.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
33 reviews
12 repeat clients
from
$60
per night

Louisa did an amazing job with our very energetic dog. She was extra communicative, and she was able to accommodate a last-minute change to our travel plans.

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

3. 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
34 reviews
14 repeat clients
from
$38
per night

Lydia was excellent from the first contact. Very responsive with all our questions and concerns. We had her take care of our 2 cats and 1 dog who all are getting old and have high needs. We feel our fur babies were given top notch care while we were gone for 7 days. Lydia sent pictures and communicated with us daily. The animals seemed relaxed when we returned as if we never were away. And house was as it was when we left. We highly recommend Lydia as a care provider. Thanks Lydia

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

4. Devon G.

Keep pets safe and happy
Madison, WI, 53711
6.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
4 repeat clients
from
$28
per night

Devon was great with my dog! This was my first time leaving Hank and he has bad separation anxiety but she able to make him comfortable while I was gone. Will definitely be booking with Devon again!

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

5. Andrew L.

Rover 101
Looking for a fur baby to love! 💜
Madison, WI, 53726
4.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
111 reviews
48 repeat clients
from
$89
per night

Andrew watched our dogs at our house for a week, and our babies LOVED the time with him. Lots of snuggles and attention, and Andrew kept us updated with lots of pictures. We have an older dog who needed some extra TLC, and Andrew was fantastic with his medical needs. House was in great shape when we got back, and we couldn't have asked for a better experience. Highly recommend this pet sitter.

Sitter Profile Image: Avery C.
Verified Background Check
Sitter Profile Image: Avery C.
Verified Background Check

6. Avery C.

Rover 101
Animal Whisperer Filling The Void
Madison, WI, 53703
6.4 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
45 reviews
12 repeat clients
from
$100
per night

Avery watched our recently adopted senior dog over the holidays and was outstanding. Our dog was clearly loved on and cared for, and our house was just as we left it. We especially liked that Avery communicated about any questions she had and she took better pictures of our dog in 7 days than we have in 4 months of owning her! We’re already looking forward to booking Avery again.

Calendar Recently Updated
Sitter Profile Image: Stacy J.
Verified Enhanced Background Check
Sitter Profile Image: Stacy J.
Verified Enhanced Background Check

7. Stacy J.

Pawsitively Perfect Pet Sitting
Madison, WI, 53717
1.5 mi. away
House Sitting
from
$75
per night

Stacy is amazing with our dog, Charlie. He is very sensitive and hates to be away from us, but since having Stacy stay with him he is no longer stressed when he sees us packing our bags. I know that she loves him like we do and they have a great time together. He even fell ill at one point during one of her stays and she took him to the vet for us and reported back. She really loves dogs (and our cat Millet) and we LOVE having her.

Confirmed availability: Easter Weekend
Sitter Profile Image: Shaina N.
Verified Enhanced Background Check
Sitter Profile Image: Shaina N.
Verified Enhanced Background Check

8. Shaina N.

Animal-loving Madisonian
Midvale Heights Community, Madison, WI, 53711
2.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$75
per night

Hello it is with great pleasure that I provide this reference for Shaina. It is rare that you will find someone who is so dedicated to the health and safety of all animals. She is that person who stops on the road to pick up an abandoned bird and locate help She has a vast amount of experience taking care of all types of animals with dogs and cats being the most common. She has many times given our pets medication‘s and special food with no problem at all. She is very responsible and punctual. I think she would be a great asset to anybody’s furry family. I highly recommend her as an animal caretaker.

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

9. Cory D.

Unleash the Ultimate Peace of Mind
Madison, WI, 53711
3.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
16 reviews
2 repeat clients
from
$50
per night

Cory is a great sitter! He stayed at our home for a 10-day stretch and left the house cleaner than when we left. I would highly recommend him!

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

10. Ann A.

Attentive and reliable pet sitter
Madison, WI, 53719
4.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
10 years of experience
from
$55
per night

About: I have been a pet owner for over 10 years and friends and neighbors have trusted me to take care of their pets while they were away. I understand that every pet is different and am vigilant about their needs and boundaries. I have a flexible schedule and work from home, so I can tend to the needs of your pets on their schedule. I will be sure to communicate if any scheduling conflicts arise. I will treat both your pets and your home as I would my own. I have experience with both dogs and cats (and plants), and I can be flexible with whatever your pet may need.

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

11. Stephany D.

I'll be your dog's other bestie!
madison, WI, 53705
2.0 mi. away
Boarding, House Sitting, Dog Walking
5.0 out of 5 stars
31 reviews
12 repeat clients
from
$38
per night

Stephany was awesome. She took very good care of my doggies, the house was spick and span, she had taken out the garbage and washed the sheets of the bed that she slept in. She's a lovely young woman, very reliable and goes above and beyond. I look forward to hiring her again to house in dog sit.

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

12. Emma W.

Love animals of all kinds!
Madison, WI, 53719
3.1 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
7 reviews
3 repeat clients
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!

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

13. 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
5 reviews
from
$80
per night

Bailee was fantastic! She made sure to learn about our dog Vito's needs and took great care of him and our home while we were away! Vito took to Bailee as if they had known each other for years ♥️ she sent us many sweet photos during their time and kept us updated. Would definitely recommend and will surely book again!

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

14. 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
35 reviews
14 repeat clients
from
$60
per night

Alysin is an amazing pet sitter, and I don’t say that lightly! We understand that we have quite the needy/special bunch, and she took care of them and our home as if they were her own. She’s an awesome communicator about what’s going on while we’re away, and pays great attention to every detail. We commented to each other how it was so nice that we didn’t feel any worry while on vacation with her taking care of our pack. Our animals love her, and we will definitely book with her again in the future! Thank you, Alysin!

Confirmed availability: Easter Weekend
Sitter Profile Image: Jess B.
Verified Enhanced Background Check
Sitter Profile Image: Jess B.
Verified Enhanced Background Check

15. 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
$85
per night

I felt so comfortable leaving my dog with Jess! My dog is always on my mind when I’m away for her, and I knew she was in great hands and I didn’t have to worry! Jess sends pictures and great descriptions of activities and keeps you informed a few times a day. Incredibly professional, and will definitely be booking her in the future! Thanks so much, Jess!

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

16. 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
19 reviews
4 repeat clients
from
$70
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.

Confirmed availability: Easter Weekend
Sitter Profile Image: Corinne B.
Verified Enhanced Background Check
Sitter Profile Image: Corinne B.
Verified Enhanced Background Check

17. 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
$60
per night

Corinne was wonderful with Leo. It is clear she is an animal lover and provides the best care. She was always on time and very professional. I will definitely be calling on Corinne again.

Confirmed availability: Easter Weekend
Sitter Profile Image: Chun Hei C.
Verified Enhanced Background Check
Sitter Profile Image: Chun Hei C.
Verified Enhanced Background Check

18. Chun Hei C.

Sharing my love with your pet
Madison, WI, 53705
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
2 repeat clients
from
$50
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: Rebecca & Clara A.
Verified Background Check
Sitter Profile Image: Rebecca & Clara A.
Verified Background Check

19. Rebecca & Clara A.

Dogs deserve great vacations
Madison, WI, 53705
1.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
22 reviews
5 repeat clients
from
$55
per night

Clara was amazing with our dog Luna! He asked great questions during our meet and greet, was responsive the entire weekend and took such great care of our dog. Really put our mind at ease knowing an experienced, caring dog owner was with our fur baby while we were away.

Confirmed availability: Easter Weekend
Sitter Profile Image: Marianne C.
Verified Enhanced Background Check
Sitter Profile Image: Marianne C.
Verified Enhanced Background Check

20. Marianne C.

go for runs and basic training
Tamarack Trails Community, Madison, WI, 53717
0.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
11 reviews
from
$55
per night

Marianne watched our dog Stella and our cat Star while we were away. Both were so well taken care of -- I wasn't worried about them one bit in Marianne's care. She took Stella on long, sunny walks. Both pets got plenty of attention, and we got to have a relaxing weekend away. Thank you Marianne!

Search Map

Rover also offers House Sitting in these neighborhoods:

Rover also offers other services in Wyndemere:

Pet parents in Wyndemere, Madison, WI love dog sitters on Rover.com. 423 owners have reviewed sitters in Madison, giving them an average rating of 4.9/5. 95% of reviewed stays have received a perfect 5-star rating, and 92% of pet parents live within a short drive of a dog sitter on Rover. That means Rover is the perfect place to go when you're search for loving, safe care for your best friend. Wondering how much you can expect to pay for a day on Rover? Check out our average house 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 house sitting. It's easy to find the perfect house sitter: many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book house sitting in Wyndemere, Madison, WI on Rover, your dog will enjoy a loving staycation, right in your home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter on Rover has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 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. 95% of reviewed stays have received a perfect five-star rating. When you book with one of our trusted Wyndemere house sitters on Rover, your dog gets the loving care they deserve, and you get peace of mind.

House Sitting