Dog Boarding in Westchester Gardens, Madison, WI

Find a loving dog sitter to watch your dog overnight at your sitter's 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: Sarah M.
Verified Enhanced Background Check
Sitter Profile Image: Sarah M.
Verified Enhanced Background Check

1. Sarah M.

Dog Loving Dynamic Duo
Deforest, WI, 53532
4.2 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
13 reviews
7 repeat clients
from
$40
per night

Sarah was great! It was my first time using Rover and the first time my dog has stayed at another house on her own. Sarah gave her the extra attention she needed to get her relaxed a bit. She sent pics, got her outside a lot, and took a trip to the dog park!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Robert L.
Verified Background Check
Sitter Profile Image: Robert L.
Verified Background Check

2. Robert L.

Rover 101
Madison's "Dog Whisperer"
Capitol, Madison, WI, 53703
5.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
216 reviews
42 repeat clients
from
$40
per night

Robert was great! Last minute booking and even made time to meet Leo a couple days before he stayed. Robert was very responsive with all my questions and provided lots of updates during Leo’s stay. We would highly recommend and have zero concerns if Leo had to stay again. Robert is in high demand so we will count ourselves lucky if we are able to book with him again. Thanks for taking good care of Leo for us!

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

3. Suellen A.

Loving care for your friends
Schenk-Atwood, Madison, WI, 53704
2.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
19 reviews
4 repeat clients
from
$45
per night

Zac enjoyed being at Suellen’s! Thank you Suellen for taking care of Zac for the weekend and taking him for walks and playtime. Much appreciated!

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

4. Megan M.

Honest, caring, & I love all pets!
Sun Prairie, WI, 53590
4.8 mi. away
Boarding
5.0 out of 5 stars
17 reviews
8 repeat clients
from
$35
per night

Everything about Cricket's stay with Megan was fantastic. Regardless of what was going on in her personal life, Megan went above and beyond to send pictures, updates, ask questions, and be in great communication with me. Cricket was also obsessed with Sara, Megan's roommate, who was so incredibly kind and everyone got along great. There's nothing better than knowing your fur baby is being taken care of while on a work trip, and I can't recommend Megan enough. Thank you for everything!!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Tracy S.
Verified Enhanced Background Check
Sitter Profile Image: Tracy S.
Verified Enhanced Background Check

5. Tracy S.

Care that Makes a Best Friend
Rolling Meadows, Madison, WI, 53714
2.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
28 reviews
9 repeat clients
from
$42
per night

Tracy was great! We knew our dog was well taken care of. She was accommodating with our schedule and provided photos and videos during our dog’s stay!

Calendar Recently Updated
Sitter Profile Image: Sarah & Lucas B.
Verified Enhanced Background Check
Sitter Profile Image: Sarah & Lucas B.
Verified Enhanced Background Check

6. Sarah & Lucas B.

Everything you need under one woof!
High Crossing, Madison, WI, 53718
1.8 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
from
$38
per night

Sarah and Lucas were wonderful and took great care of Birdie. She got along beautifully with their dog throughout her stay. I would highly recommend them.

Calendar Recently Updated
Sitter Profile Image: Bethany H.
Verified Enhanced Background Check
Sitter Profile Image: Bethany H.
Verified Enhanced Background Check

7. Bethany H.

Where Doga Can Be Dogs
Worthington Park, madison, WI, 53716
2.2 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
5 reviews
4 repeat clients
from
$40
per night

Bethany did a great job keeping us up to date on how Odin was doing and what he was up to. She is very capable and I would be glad to use her services the next time I travel.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Chloe K.
Verified Enhanced Background Check
Sitter Profile Image: Chloe K.
Verified Enhanced Background Check

8. Chloe K.

loving home for your loved one!
McClellan Park, Madison, WI, 53718
3.2 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
5 reviews
from
$50
per night

It was our first time using Rover, so we were a little nervous about everything, but Chloe put us such at ease. She sent lots of pictures, and treated our Kira as if she was her own. 10/10 would recommend for sitter services. I just wish we were staying in Madison a little longer so that we could use Chloe again! Thank you so much, Chloe!

Calendar Recently Updated
Sitter Profile Image: Erin E.
Verified Background Check
Sitter Profile Image: Erin E.
Verified Background Check

9. Erin E.

Auntie Erin loves the fur-babies!
DeForest, WI, 53532
7.4 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
25 reviews
12 repeat clients
from
$40
per night

I was very happy with the care that Erin gave to Seneca. From the pictures and texts I received during my absence, it looked like my pup received a lot of attention. This was the first time I left my 7th-month-old pup with someone other than a family member and I was pleased with the care she was given. I would definitely use Erin's services again.

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

10. Amanda L.

Looking for ❤️ in the right place
Madison, WI, 53718
2.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
29 reviews
11 repeat clients
from
$45
per night

Very caring, responsive and communicative! Sends lots of updates and got our pup out and about. Our dog is a watcher and barks at things in the window which is not good for the quiet complex.

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

11. Hong J.

❤️ Paws & Play 🐾
Sun Prairie, WI, 53590
3.8 mi. away
Boarding, Doggy Day Care
1 review
from
$30
per night

Joyce is such a dog person! She provides the utmost care to her dogs with patience and consideration. She is also very detail oriented, and won’t forget any special requests for your furry friends!

Calendar Recently Updated
Sitter Profile Image: Cynthia & Mark H.
Verified Enhanced Background Check
Sitter Profile Image: Cynthia & Mark H.
Verified Enhanced Background Check

12. Cynthia & Mark H.

Dogs Are a Woman's Best Friend!
Schenk-Atwood, Madison, WI, 53704
3.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
58 reviews
22 repeat clients
from
$65
per night

Great experience! Cynthia & Mark kept us updated about Kona’s day and included lots of great photos. I can tell he was in good hands! Thanks a million❤️

Calendar Recently Updated
Sitter Profile Image: Renee H.
Verified Enhanced Background Check
Sitter Profile Image: Renee H.
Verified Enhanced Background Check

13. Renee H.

Looking for new furry fun friends
Regent, Madison, WI, 53726
6.8 mi. away
Boarding
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$30
per night

She had shared some photos and kept me posted about their daily walk and how my pup was doing. I was very pleased that she took my boy for daily walks.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Edith S.
Verified Enhanced Background Check
Sitter Profile Image: Edith S.
Verified Enhanced Background Check

14. Edith S.

Small Dog Boutique Experience
Waunakee, WI, 53597
6.7 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
7 reviews
4 repeat clients
from
$50
per night

My dog seems to enjoy staying with Edith and her pack. Edith keeps me updated with pictures everyday. I feel very comfortable leaving her with Edith.

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

15. Jacob D.

Quality care for your pets!
McClellan Park, Madison, WI, 53718
3.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
2 repeat clients
from
$30
per night

About: I have nearly 2 decades of pet care experience, ranging from dogs and cats to reptiles and fish. I've worked with pets of all different breeds and ages, including puppy/kitten and senior care. Cares include walking, play/cuddle time, medication administration, and/or other services as requested. I currently work from home with flexible work location and hours (to an extent). I am happy to spend time in home with your pet, work with you on a scheduled basis, or for one-time get aways. I'll make sure your pets have food, water, and all the exercise/enrichment they need. I'm happy to spend as much time as needed. Book today for all your pet care needs!

Sitter Profile Image: Kristin G.
Verified Enhanced Background Check
Sitter Profile Image: Kristin G.
Verified Enhanced Background Check

16. Kristin G.

Dog Boarding is my jam
MC FARLAND, WI, 53558
7.9 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
61 reviews
33 repeat clients
from
$40
per night

Kristin gave regular updates and pictures while Beamer was in her care. Drop off and pick up was extremely easy. She was great with communications. Beamer is a senior and I believe he received exceptional care with Kristin. I had no concerns or worries while we were gone. If I need someone to watch him in the future, I’d choose Kristin in a heartbeat. Highly recommend her without any hesitation! Thank you, Kristin!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: LAVAL [VAL] S.
Verified Background Check
Sitter Profile Image: LAVAL [VAL] S.
Verified Background Check

17. LAVAL [VAL] S.

Rover 101
Boarding over 960 dogs in 9.5 years
Sun Prairie, WI, 53590
6.0 mi. away
Boarding
5.0 out of 5 stars
224 reviews
129 repeat clients
from
$40
per night

Wally had a great stay with Val. We felt really comfortable on our trip knowing Wally was being well taken car of. Would recommend him to any one.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Erika M.
Verified Background Check
Sitter Profile Image: Erika M.
Verified Background Check

18. Erika M.

Rover 101
Experienced Pack Leader/Trainer
Sun Prairie, WI, 53590
5.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
114 reviews
66 repeat clients
from
$40
per night

This was Baylee's first boarding experience since I adopted her and she seems very happy and healthy. She loves walks and Erika provided multiple daily walks. Baylee's medication and feed requirements were met. I couldn't expect more than a happy dog!

Calendar Recently Updated
Sitter Profile Image: Adam & Alina L.
Verified Enhanced Background Check
Sitter Profile Image: Adam & Alina L.
Verified Enhanced Background Check

19. Adam & Alina L.

All day attention for your pet
Bay Creek, Madison, WI, 53715
6.2 mi. away
Boarding
5.0 out of 5 stars
8 reviews
from
$43
per night

Adam and Alina took great care of my dog! He is tired, happy, and was clearly very well loved during his stay. I would absolutely use them again to watch my dog the next time I go out of town!

Calendar Recently Updated
Sitter Profile Image: Pam W.
Verified Enhanced Background Check
Sitter Profile Image: Pam W.
Verified Enhanced Background Check

20. Pam W.

Dogs LOVE me / I LOVE dogs
Sun Prairie, WI, 53590
3.7 mi. away
Boarding, House Sitting
5.0 out of 5 stars
7 reviews
1 repeat client
from
$45
per night

Pam was great! Left Izzy with her for a couple days while out of town and she had no problems taking care of her and following her normal routine. She also sent text and picture updates on a daily basis. Would definitely recommend and use again in the future. Thank you

Search Map

Rover also offers Dog Boarding in these neighborhoods:

Rover also offers other services in Westchester Gardens:

Dog lovers in Westchester Gardens, Madison, WI love dog sitters on Rover.com. Over 423 pet owners have reviewed dog sitters on Rover in Madison, giving them an average rating of 4.9/5 stars. No matter what your price range is, you might be surprised to learn how affordable dog boarding in Madison can be when you book with Rover. Wondering how much it might cost to book dog boarding? Check out our average dog boarding rates to get an idea before contacting a dog sitter near you.

As dog lovers, we understand how difficult it can be to leave your dog when you have to head out of town. Luckily, you can find the perfect Westchester Gardens dog sitter in seconds on Rover.com. If you're looking for dog boarding while you're away, whether it's for one night or a whole month, you can find a dog sitter in Westchester Gardens, Madison, WI who meets your and your dog's needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your dog, including background checks and community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of dog lovers for hire, and that includes offering pet boarding in Westchester Gardens.

Boarding