Pet Boarding in Windsor

Find a loving Windsor pet sitter to watch your cat or dog overnight at your sitter’s home.

End Date
Search

Every sitter passes an enhanced background check. Learn about RoverProtect

Top rated Windsor pet boarders

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Yee Lam C.
Verified Enhanced Background Check
Yee Lam C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
20 years of experience
Sun Prairie, WI, 53590

Yee Lam was great and Finn had a great time! She took him for multiple walks a day and would send photos. And would give me updates on how he did!

Profile image
Mohini G.
Sitter Profile Image: Margaret L.
Verified Enhanced Background Check
Margaret L.
Star Sitter
from
$45
per night
5.0 out of 5 stars
28 reviews
6 repeat clients
10 years of experience
Emerson East, Madison, WI, 53704

Margaret took excellent care of our new rescue for a 2 day boarding. She was super easy to communicate with and responded quickly, sent regular updates, pictures, and videos, and clearly goes the extra mile to make sure your dog is well cared for. We will 100% be booking with her in the future for any dog sitting needs!

Profile image
Alma & Samuel F.
Sitter Profile Image: Shawn S.
Verified Enhanced Background Check
Shawn S.
from
$40
per night
5.0 out of 5 stars
2 reviews
32 years of experience
McClellan Park, Madison, WI, 53718

Very polite and easy to work with

Profile image
Lashaun H.
Sitter Profile Image: Meghan G.
Verified Enhanced Background Check
Meghan G.
from
$39
per night
5.0 out of 5 stars
6 reviews
1 repeat client
9 years of experience
SUN PRAIRIE, WI, 53590

Meghan and family were great to our pup! We submitted a request only 4 days before we needed to use them. We did a meet and greet 2 days later and they were able to take Rosie just a couple of days later, as requested. Meghan was very prompt with responses, and I got regular updates including pictures of her kids giving so much love to our dog while we were away.

Profile image
Melissa O.
Sitter Profile Image: Brandon & Katy S.
Verified Enhanced Background Check
Brandon & Katy S.
from
$45
per night
5.0 out of 5 stars
4 reviews
2 repeat clients
15 years of experience
Worthington Park, Madison, WI, 53714

Brandon and Katy did a great job caring for my dog Bolton. Their beautiful Australian Shepard was wonderful playmate for Bolton.

Profile image
Barb R.
Sitter Profile Image: Alexander & Hannah K.
Verified Enhanced Background Check
Alexander & Hannah K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
30 reviews
5 repeat clients
15 years of experience
Carpenter-Ridgeway, Madison, WI, 53704

Thanks so much for always taking such great care of Ollie! I truly appreciate knowing he's in good hands, happy and snuggled while I'm away. ❤️

Profile image
Stephanie M.
Sitter Profile Image: Rebecca B.
Verified Enhanced Background Check
Rebecca B.
from
$56
per night
5.0 out of 5 stars
36 reviews
4 repeat clients
20 years of experience
Deforest, WI, 53532

My dog loved her time at Becca’s house! I could tell that Rucci felt at home there when I dropped her off. I always try to book Becca first when I need a sitter.

Profile image
Angela S.
Sitter Profile Image: Suellen A.
Verified Enhanced Background Check
Suellen A.
Star Sitter
from
$55
per night
5.0 out of 5 stars
64 reviews
20 repeat clients
35 years of experience
Schenk-Atwood, Madison, WI, 53704

Suellen took exceptional care with our three puppies. She has the patience of an angel and sent so many great updates. Can’t thank her enough for the care!

Profile image
Robbie M.
Sitter Profile Image: Doua Song 'Jenny' & Darin K.
Verified Enhanced Background Check
Doua Song 'Jenny' & Darin K.
Star Sitter
from
$55
per night
5.0 out of 5 stars
20 reviews
4 repeat clients
15 years of experience
Stone Meadows, Madison, WI, 53719

Our quirky rescue pup was so well taken care of while we were away! In every update we got it was clear that our dog was feeling more and more comfortable and was left in good hands. We will definitely book again!

Profile image
Justina A.
Sitter Profile Image: Jennifer J.
Verified Enhanced Background Check
Jennifer J.
from
$35
per night
5.0 out of 5 stars
4 reviews
3 repeat clients
6 years of experience
Lake Edge, Madison, WI, 53716

Jennifer was wonderful. She’s very responsive and I could tell my dog was well taken care of after his stay with her!

Profile image
Quinn K.
Sitter Profile Image: Maria & Bryan P.
Verified Enhanced Background Check
Maria & Bryan P.
Star Sitter
from
$35
per night
5.0 out of 5 stars
4 reviews
2 repeat clients
30 years of experience
Waunakee, WI, 53597

I am so thankful for Maria and Bryan. They showed so much patience to Aza who is a very sensitive dog. They also kept me well informed on how she was doing.

Profile image
Yolibeth R.
Sitter Profile Image: Olivia R.
Verified Enhanced Background Check
Olivia R.
from
$50
per night
5.0 out of 5 stars
56 reviews
13 repeat clients
13 years of experience
Madison, WI, 53715

Olivia was great with our senior dog. She was very responsive throughout the process, sending daily updates, which we loved receiving. I highly recommend her and will be reaching out again when I'm in need.

Profile image
Kim K.
Sitter Profile Image: Alexandria P.
Verified Enhanced Background Check
Alexandria P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
38 reviews
12 repeat clients
16 years of experience
Madison, WI, 53704

Alex did an amazing job with Mini and Rogue! She provided me with daily updates/pics and she was very communicative. When I picked my girls up, I saw the joy they had staying with her, and I was really able to tell that she was taking great care of them. 1000000/10 will be booking with her again :D

Profile image
Maizel R.
Sitter Profile Image: Kaycee & Robert R.
Verified Enhanced Background Check
Kaycee & Robert R.
Star Sitter
from
$35
per night
5.0 out of 5 stars
33 reviews
4 repeat clients
16 years of experience
Heritage Heights, Madison, WI, 53714

Kaycee and Robert took great care of my two dogs. They sent lots of updates, and communicated clearly with us. I’d highly recommend them, and will reach out to them when I need someone to watch our dogs again.

Profile image
Patrick W.
Sitter Profile Image: Mary Z.
Verified Enhanced Background Check
Mary Z.
Star Sitter
from
$50
per night
5.0 out of 5 stars
18 reviews
9 repeat clients
10 years of experience
Regent, Madison, WI, 53726

Mary and her family were absolutely wonderful sitters for Grizzy! They took great care of him during a cold snap, making sure he was warm and comfortable. Mary sent wonderful updates and absolutely adorable pictures, and I would recommend her to anyone!

Profile image
Meghan D.
Sitter Profile Image: Derek & Yoki S.
Verified Enhanced Background Check
Derek & Yoki S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
71 reviews
25 repeat clients
7 years of experience
Lake Edge, Madison, WI, 53716

My dog Leo had an exceptional stay with Derek and Yoki. I highly recommend booking with them. They kept me informed of how he was doing with updates and photos. I felt at ease on my vacation knowing my boy was doing well and having fun in a new environment. He also had a wonderful yard to play in and socialize with the other dogs. Leo can’t wait for his next visit!

Profile image
Daniel G.
Sitter Profile Image: Ryan & Martha M.
Verified Enhanced Background Check
Ryan & Martha M.
from
$41
per night
5.0 out of 5 stars
49 reviews
21 repeat clients
14 years of experience
Stone Meadows, Madison, WI, 53719

Ryan and Martha took wonderful care of my dog. They treated her as a member of their family. They took her for walks and sent daily pictures. I will certainly ask them to care for Ella again when needed.

Profile image
Jane B.
Sitter Profile Image: Elena "Sofi" R.
Verified Enhanced Background Check
Elena "Sofi" R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
37 reviews
11 repeat clients
5 years of experience
Capitol, Madison, WI, 53715

Sofi took incredible care of our girl! She was always responsive and sent us frequent updates where I could see how happy Kiwi was. She is very knowledgeable about pet care and I would trust her with Kiwi anytime! Thank you again for giving so much love to Kiwi!!

Profile image
Gigi F.
Sitter Profile Image: Andrea P.
Verified Enhanced Background Check
Andrea P.
Star Sitter
from
$43
per night
5.0 out of 5 stars
12 reviews
4 repeat clients
1 year of experience
Sauk Creek, Madison, WI, 53717

We had a wonderful experience! This family took excellent care of our mini goldendoodle while we were on vacation—so kind, attentive, and thoughtful. They sent plenty of pictures and updates, which gave us total peace of mind and showed he was happy and having fun. Highly recommend!

Profile image
Nabeel Q.
Sitter Profile Image: Lorelei & Kayla E.
Verified Background Check
Lorelei & Kayla E.
Star Sitter
from
$45
per night
5.0 out of 5 stars
258 reviews
114 repeat clients
35 years of experience
Madison, WI, 53713

We boarded our dog Charlotte for three nights at Kayla's and are really happy that we did. Charlotte enjoyed her stay a lot, she was so tired after he fetched her! We got a lot of photo updates which we really appreciated. Overall, we'd totally board her again with with Kayla and her mum and would strongly recommend them!

Profile image
Anja G.
1 / 1
View more sitters

Windsor pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

My dog loved her time at Becca’s house! I could tell that Rucci felt at home there when I dropped her off. I always try to book Becca first when I need a sitter.

Profile image
Angela S.
Boarding
5.0 out of 5 stars

Paula was great to work with again and George seemed to have a fun time getting plenty odd walls and pets :)

Profile image
Monica P.
Boarding
5.0 out of 5 stars

Ollie had such a great time with Toni. We were updated with pictures and notes from her while we were away and he looked very well taken care of. Thanks so much, Toni!

Profile image
Erin W.
Boarding
5.0 out of 5 stars

Kris is great! Wagyu loves having a family and a home to go to and I love getting updates on what he's up to while knowing he's in great hands :)

Profile image
Madeleine S.
Boarding
5.0 out of 5 stars

This was our first boarding experience with Morgan and she was awesome. Our dog is a bit anxious and slow to warm up to people. It was clear from the start that Morgan understands dogs and can match their energy. She took great care of our Rosie and sent regular updates. It was great to enjoy our vacation without worrying about the dog. We also had some flight issues on the way home and Morgan was flexible and helpful.

Profile image
Cindy H.
Boarding
5.0 out of 5 stars

I am so thankful for Maria and Bryan. They showed so much patience to Aza who is a very sensitive dog. They also kept me well informed on how she was doing.

Profile image
Yolibeth R.
Boarding
5.0 out of 5 stars

Susan and Molly are great! Our dog loves it there! They take great care of him and do a wonderful job keeping us informed on how things are going. Highly recommend!

Profile image
Lori S.
Boarding
1 / 1
Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews by pet parents like you and choose a boarder who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn't happen often, but if your pet boarding sitter has to cancel, we’ll work with you to find a new pet boarding sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Pet Boarding FAQs

Frequently asked questions about Rover

If you’re searching for a Windsor pet boarding sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

Typically, pet boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your pet in no time!

Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Windsor.

Rover makes it easy to find Windsor pet boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet boarding is great for:

  • Dogs and cats of all ages and abilities, including puppies and kittens
  • Pet parents looking for a safe, loving alternative to a kennel or hotel
  • Pets who’d love to socialize with their sitter’s pets

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your pet boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your pet boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.