Dog Boarding in Westmorland, Madison, WI

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Sitter Profile Image: Janice B.
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Sitter Profile Image: Janice B.
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1. Janice B.

Trusted and Mature Pet Lover
Meadowood, Madison, WI, 53711
2.5 mi. away
Boarding
5.0 out of 5 stars
19 reviews
5 repeat clients
from
$35
per night
Profile image

Appreciated the regular pictures Janice sent - AND, all the walks / long hikes that Jackson got - great exercise in addition to running around the fenced back yard, playing with other furry friends!! THANKS also for the care you provided when Jackson was fearful of the weather!!

Sitter Profile Image: Maegan L.
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Sitter Profile Image: Maegan L.
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2. Maegan L.

Doodle Day Care & Playtime
Midvale Heights Community, Madison, WI, 53711
0.5 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
60 reviews
32 repeat clients
from
$45
per night
Profile image

Maegan was wonderful with my pretty anxious dog. She took the time to hand feed him when he was too nervous to eat! She also gave regular updates and was sure to check in with any questions! Would definitely use her again!

Sitter Profile Image: Robert L.
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Sitter Profile Image: Robert L.
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3. Robert L.

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

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!

Sitter Profile Image: Elena A.
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Sitter Profile Image: Elena A.
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4. Elena A.

Loving Canine Care
Madison, WI, 53719
3.1 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
53 reviews
22 repeat clients
from
$40
per night
Profile image

Really great experience! She managed our high energy 1 year old Golden retriever like a pro. Elena took him on walks and the dog park. He and Zoe were fast friends. Can't recommend more highly!

Sitter Profile Image: Renee H.
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Sitter Profile Image: Renee H.
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5. Renee H.

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

Renee was wonderful with our pet and so accommodating to our schedule. She made Luna at home on her first overnight - went for lots of walks and kept us updated.

Sitter Profile Image: Kristin & Bruce M.
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Sitter Profile Image: Kristin & Bruce M.
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6. Kristin & Bruce M.

100% Pawtastic dog sitting
Madison, WI, 53719
5.1 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
46 reviews
14 repeat clients
from
$35
per night
Profile image

Kristin and Bruce did a great job with my older dog, Madigan. She is sometimes anere xious to be away from home, but she was at ease from the minute we walked in the door. This is the first time in the last six years we did not have someone come in to the home. The pictures showed a relaxed, happy dog and her tail and ears were high when I arrived to pick her up. Dogs know people and she is loyal to "her pack", but our dog loved being a part of Kristin and Bruce's pack. I highly recommend Kristin and Bruce. You will not be disappointed!

Sitter Profile Image: Jessica & Sean B.
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Sitter Profile Image: Jessica & Sean B.
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7. Jessica & Sean B.

Im looking for a less quiet home :)
Wexford, Madison, WI, 53717
3.6 mi. away
Boarding, Dog Walking
5.0 out of 5 stars
23 reviews
8 repeat clients
from
$38
per night
Profile image

Jessica was great! She took care of our Bernese Mountain dog for 3 days. Jessica walked our dog twice a day and sent lovely photos. When we picked up she had 3 other dogs that all looked so happy all wagging their tails. Grateful our dog had a caring place to stay!

Sitter Profile Image: Robert N.
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Sitter Profile Image: Robert N.
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8. Robert N.

I'll do the walking!
Madison, WI, 53719
3.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
23 reviews
6 repeat clients
from
$38
per night
Profile image

Robert was a wonderful dog sitter. He truly loves dogs and took great care of Murphy. He took him on numerous walks every day. He kept us updated with pictures. He was always quick to reply and very accommodating. We would definitely use him again!!

Sitter Profile Image: Lee Y.
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Sitter Profile Image: Lee Y.
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9. Lee Y.

A boy and his dog(s)
Midvale Heights Community, Madison, WI, 53711
0.6 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
5 reviews
from
$35
per night
Profile image

Lee was great. He took great care of our dog and gave us status updates, and was very flexible with pick up and drop off. We will definitely book again!

Sitter Profile Image: Mary Z.
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Sitter Profile Image: Mary Z.
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10. Mary Z.

Dog-loving home
Regent, Madison, WI, 53726
1.5 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
14 reviews
5 repeat clients
from
$50
per night
Profile image

Mary took our dog for our wedding weekend and she was great! Pugsy had a great time with her dog, going on a walk, and going to the dog park! She sent pictures and we did not worry about Pugsy at all! We will definitely book with Mary in the future!

Sitter Profile Image: Lindsey C.
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Sitter Profile Image: Lindsey C.
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11. Lindsey C.

I used to call myself the Dog Queen
Madison, WI, 53705
1.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
from
$40
per night
Profile image

Lindsey was great with my dog! She made sure to update us with photos and activities throughout the days. Thank you Lindsey for showering my fur baby with love and lots of walks!💕

Sitter Profile Image: Andrew L.
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Sitter Profile Image: Andrew L.
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12. Andrew L.

Rover 101
Looking for a fur baby to love! 💜
Greenbush, Madison, WI, 53715
2.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
128 reviews
51 repeat clients
from
$60
per night
Profile image

The short version: Drew is an absolute gem & I will rebook with him any and every chance I get. Above and beyond. I was a bit nervous about leaving my Aussie, Jasper, who is high energy and a velcro dog. All of my fears disappeared when I found Drew. Jasper ended up making a wonderful friend; he had a fabulous time playing and socializing with Drew and friends. He was even a little sad to have his vacation at Drew's house end. Your dog will have such an amazing time and you will be able to be away from your pet with peace of mind. The long version: My Aussie Jasper and I have not spent much time apart and he is very much a mama's boy. I had attempted boarding Jasper with my vet's office doggie day care facility, but it proved too overwhelming and overstimulating for Jasper. He had a terrible time and it left me feeling even more anxious about leaving him again. Summer came and I had a trip planned with a friend. I was a wreck thinking about what to do with Jasper, procrastinating and imagining horror stories. After exhausting friends and other people who felt "safer" than someone from the internet, I found Rover and I'm so glad I did. Rover introduced me to Drew. He already had great reviews and everyone boasted about what a good time their puppers had while vacationing with him. As I looked over his profile and read more reviews, I quickly placed him at the top of my list and I contacted him along with a few other people. I felt like I had impossibly high standards for anyone watching my fur baby, but Drew made them all look easy breezy. From the very beginning Drew was kind and welcoming and calm. He responded to my request quickly and provided a timeline for when I could expect communication from him. He obliged my desires for a meet and greet, which, admittedly, I wanted more so to get to know Drew better than to introduce him to Jasper, though that was also part of it. As we walked around Drew's neighborhood, I was delighted to learn we shared a similar work and activity flow, which meant Jasper would remain on a very familiar schedule. He asked so many thoughtful questions about Jasper and our routine, all with the intention of understanding what he would need to do in order to provide Jasper with a similar experience as he would have at home. I could feel just how much Drew genuinely cares about his role as doggie vacation guide and also his genuine love for dogs. I could've cried tears of joy. I couldn't believe I had found the perfect person to watch Jasper. Jasper was so excited to see Drew again. He was ready to hang! Drew sent me updates and photos every day, which was so reassuring. With me, Jasper gets quite a bit of exercise every day and I worried he might be too rambunctious with someone else. Drew took Jasper on long walks and scheduled doggie play dates providing Jasper with lots of physical and mental exercise. Jasper stayed on his regular schedule and transitioned seamlessly between houses. Drew kept all of Jasper's things organized, even going as far as cleaning and sanitizing some items. Drop off and pick up were so smooth, it was like we had done it 100 times before. Jasper came home exhausted after all the fun he had at his new friend Drew's house and, believe me, he would have stayed longer if he could. I will book Drew every chance I can. He is a wonderful person, so genuine and caring. He will think of your dog like they are his own family. You couldn't ask for better.

Sitter Profile Image: Da Yeon E.
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Sitter Profile Image: Da Yeon E.
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13. Da Yeon E.

Rover 101
Let me pamper your sweathearts!
Regent, Madison, WI, 53726
1.8 mi. away
Boarding
5.0 out of 5 stars
53 reviews
14 repeat clients
from
$35
per night
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Da Yeon is amazing! We’ve booked with her a couple times and long story short, our dog likes her more than us. She’s flexible, kind and includes our dog in her outings so he can get some time outdoors. Highly recommend!

Sitter Profile Image: Dietrich G.
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Sitter Profile Image: Dietrich G.
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14. Dietrich G.

Dietrich is a dog's delight
Walnut Grove, MADISON, WI, 53717
3.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
35 reviews
9 repeat clients
from
$32
per night
Profile image

Dietrich was very helpful with my first time Rover experience. He took great care of my dog even though he can be a strong puller on walks when he interacts with other people and dogs.

Sitter Profile Image: Valarie H.
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Sitter Profile Image: Valarie H.
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15. Valarie H.

Rover 101
Professional caregiver for your pet
Meadowood, Madison, WI, 53711
2.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
38 reviews
17 repeat clients
from
$50
per night
Profile image

Valarie sent us regular updates with photos and videos. We felt very confident about being gone for several days knowing our pup was in good hands!

Sitter Profile Image: Cleda W.
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Sitter Profile Image: Cleda W.
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16. Cleda W.

Rover 101
Dogs & Cats LOVE me!
Spring Harbor, Madison, WI, 53705
2.1 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
168 reviews
75 repeat clients
from
$50
per night
Profile image

We had a wonderful experience with Cleda looking after Penny. Cleda was so helpful with us getting Penny set up in new surroundings and kept us reassured with pictures and updates. We will definitely come back again as Penny had a great time! Would definitely recommend!

Sitter Profile Image: Adam & Alina L.
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Sitter Profile Image: Adam & Alina L.
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17. Adam & Alina L.

All day attention for your pet
Bay Creek, Madison, WI, 53715
3.4 mi. away
Boarding
5.0 out of 5 stars
15 reviews
2 repeat clients
from
$44
per night
Profile image

Adam and Alina were responsive and our dog, Milo, was very tired when he got home. It sounded like their dog and Milo got along great. We are very happy with the service and we would be happy to have them watch Milo again!

Sitter Profile Image: Melissa H.
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Sitter Profile Image: Melissa H.
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18. Melissa H.

Your Fur-Baby's Best Auntie!
Allied Community, Fitchburg, WI, 53711
2.2 mi. away
Boarding, House Sitting, Doggy Day Care
5.0 out of 5 stars
15 reviews
7 repeat clients
from
$55
per night
Profile image

Melissa was flexible on scheduling, which was incredibly helpful to me. She was also excellent with Ziva; the two seemed to get along great. Melissa was also incredibly communicative throughout the stay sending regular updates and pictures. The two seemed to get along great. Ziva looked out the car window and watched Melissa return to her apartment, which is not typical!

Sitter Profile Image: Ryan & Jocelyn R.
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Sitter Profile Image: Ryan & Jocelyn R.
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19. Ryan & Jocelyn R.

Small Dog Loving Family
Greentree, Madison, WI, 53711
2.7 mi. away
Boarding
5.0 out of 5 stars
60 reviews
20 repeat clients
from
$45
per night
Profile image

Ryan and Jocelyn are lovely! I don't leave my dog very much, so when I do we both have a little bit of anxiety lol. They frequently sent me picture updates as to how she was doing which made me feel much better.

Sitter Profile Image: Ben P.
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Sitter Profile Image: Ben P.
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20. Ben P.

Where Pets are Treated like Family
Madison, WI, 53719
4.1 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
86 reviews
23 repeat clients
from
$40
per night
Profile image

Ben was a wonderful sitter for Joey! Coordinating drop off and pick up times was a breeze and I appreciated his quick responses. He also sent great pup-dates and photos, which I loved. Highly recommend Ben, we would definitely book him again in the future!

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Dog owners in Westmorland, Madison, WI turn to dog sitters on Rover for their dog boarding needs. Over 423 pet owners have reviewed dog sitters in Madison, giving them an average rating of 4.9/5. Dog boarding can be affordable, no matter where you live or what your price range may be. Curious about how much dog boarding costs in Madison with Rover.com? Check out our average dog boarding rates near you to get an idea before getting a conversation started with a dog 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.

Rover.com is the simple, savvy way to find and book Westmorland dog boarding. It's easy to find the perfect dog 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 dog boarding on Rover, your dog will enjoy a loving staycation in their sitter's 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 in Westmorland, Madison, WI 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 75,000 sitters who've listed their services on Rover. When you book Westmorland dog boarding on Rover, your dog gets the loving care they deserve, and you get peace of mind.

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