Dog Boarding in Westmorland, Madison, WI

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Top rated Westmorland dog boarders

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Sitter Profile Image: Janice B.
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Janice B.
Star Sitter
from
$35
per night
5 out of 5.0 stars
44 reviews
10 repeat clients
23 years of experience
Meadowood, Madison, WI, 53711

Janice is a wonderful sitter. I felt very comfortable leaving our Grace with her. She took her on two walks daily and played in the fenced-in backyard. I'm sure Grace was treated like a princess!

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Lisa K.
Sitter Profile Image: Mary Z.
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Mary Z.
Star Sitter
from
$50
per night
5 out of 5.0 stars
18 reviews
8 repeat clients
10 years of experience
Regent, Madison, WI, 53726

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!

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Jenna K.
Sitter Profile Image: Maegan L.
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Maegan L.
Star Sitter
from
$45
per night
5 out of 5.0 stars
107 reviews
35 repeat clients
25 years of experience
Midvale Heights Community, Madison, WI, 53711

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!

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Abbey P.
Sitter Profile Image: Lindsey C.
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Lindsey C.
Star Sitter
from
$45
per night
5 out of 5.0 stars
20 reviews
6 repeat clients
10 years of experience
Madison, WI, 53705

Lindsay was quick to respond to all my messages and made it easy to arrange drop off and pick up. She sent a number of photos of my dog and took her for a number of long walks, just what the dog needs to balance her abundance energy. I would highly recommend her and will use her again.

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Holly K.
Sitter Profile Image: Kristin & Bruce M.
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Kristin & Bruce M.
Star Sitter
from
$35
per night
5 out of 5.0 stars
73 reviews
20 repeat clients
2 years of experience
Madison, WI, 53719

6/5 stars! We felt so lucky to have Kristin, Bruce and their kiddos caring for walnut for almost 2 weeks… we got several photos and updates and they truly seemed to enjoy having the little guy. He came back to us relaxed and happy and we are so appreciative!

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Brian s.
Sitter Profile Image: Malena N.
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Malena N.
from
$32
per night
5 out of 4.6 stars
32 reviews
5 repeat clients
3 years of experience
Leopold, Madison, WI, 53713

Malena and her son Gabriel took good care of our little guy! She sent several photos, texts and some video to keep us updated and to share how well he was doing. He was obviously enjoying himself while we were away on vacation. The photos of him out walking and playing in the snow were adorable! Some flexibility in drop off and pick up times was helpful. I highly recommend Malena.

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Lori S.
Sitter Profile Image: Evelin C.
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Evelin C.
Star Sitter
from
$36
per night
5 out of 5.0 stars
5 reviews
2 repeat clients
1 year of experience
Fitchburg, WI, 53713

Evelin was wonderful with Fletcher! Fletcher had the best time with her and her partner, and loves the dog park in their apartment complex! Evelin sent me lots of pictures throughout his stay and frequent updates. I would definitely have Fletcher stay with her in the future!

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Kaylie A.
Sitter Profile Image: Julie Z.
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Julie Z.
Star Sitter
from
$50
per night
5 out of 5.0 stars
12 reviews
7 repeat clients
25 years of experience
Sunset Village, Madison, WI, 53705

Our dog had a great time with Zilla, we enjoyed getting updates through our vacation! Thank you!

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Dana G.
Sitter Profile Image: Becky & Judd W.
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Becky & Judd W.
Star Sitter
from
$35
per night
5 out of 5.0 stars
18 reviews
3 repeat clients
3 years of experience
FITCHBURG, WI, 53719

Thank you guys very much for watching Boni. I think she had a great time with you guys and she was very tired when she got home. I think she loved having a fenced in yard.

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Mathew O.
Sitter Profile Image: Amy G.
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Amy G.
Star Sitter
from
$42
per night
5 out of 5.0 stars
17 reviews
4 repeat clients
26 years of experience
Fitchburg, WI, 53711

Amy was awesome!!! We were so grateful to know that our little dog was in such capable and loving hands while we were on vacation. She was very communicative and provided great updates. We will definitely book with her again!!! Thanks Amy!!! 💕🐾

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Lisa M.
Sitter Profile Image: Robert N.
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Robert N.
Star Sitter
from
$50
per night
5 out of 5.0 stars
117 reviews
37 repeat clients
20 years of experience
Orchard Ridge Community, Madison, WI, 53711

Robert was very considerate and helpful for a last minute booking. He had timely responses and was checking in throughout the day letting me know how my dog was doing. Would definitely recommend

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Nathanial S.
Sitter Profile Image: Emily B.
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Emily B.
Star Sitter
from
$40
per night
5 out of 5.0 stars
10 reviews
2 repeat clients
8 years of experience
Fitchburg, WI, 53711

Emily and her family were so great with Jarvis! They sent plenty of update pictures and he seemed to have an amazing time!! We will definitely be looking to have them take care of Jarvis again :)

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Justin L.
Sitter Profile Image: Natalie B.
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Natalie B.
Star Sitter
from
$50
per night
5 out of 5.0 stars
127 reviews
41 repeat clients
15 years of experience
Hill Farms-University Neighborh, Madison, WI, 53705

About: I grew up on a farm in Texas, where I had at least four dogs and six cats in the house throughout my life. I love pets more than anything! To that extent, I worked in a boarding kennel throughout high school and college before Rover existed. I now have five years of experience with Rover and Wag in multiple cities and states. My experience in boarding kennels and with Rover has allowed me to see and handle a wide range of situations in high-stress environments while having been professionally responsible for the safety and comfort of hundreds of animals. I will always provide compassionate care for your pets, as my goal is to make you feel comfortable and relaxed during your time away, just as much as your furry companions do with me. As a PhD student, I have the flexibility to read and write at home, and I enjoy alleviating stress with pet care. Additionally, my husband works from home, so the house almost always has a human or two around :) Pet safety is my number one priority. A close second is providing a comfortable and fun environment. For boarding and daycare, the basement is set up for pups to relax and play, and the house is segmented by gates to secure their safety as well as protect our belongings. I provide crates for separation if necessary, particularly around feeding time or depending on the night routine. Additionally, I have a spacious, fenced backyard (our favorite part of the house!), and I will always supervise pups when outside. I pick up poop immediately and keep an eye on whether curious mouths pick up things. For the extra adventurous pups, I also have a 30ft tie-out cable for additional security. Although I have a cat in the house, she stays exclusively in the primary bedroom, and with many gates and doors in place, the likelihood of the pups encountering her is extremely low. For drop-ins, I assure you that I will follow your directions and leave your home in the same condition as when you left it originally. My reviews can attest to that :)

Sitter Profile Image: Yoki & Derek Z.
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Yoki & Derek Z.
Star Sitter
from
$49
per night
5 out of 5.0 stars
32 reviews
7 repeat clients
6 years of experience
Lake Edge, Madison, WI, 53716

I would absolutely recommend Yoki and Derek to care for Wrigley again! Wrigley was well cared for and played all weekend, coming home a tired pup! Very nice photo updates.

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Lindsey R.
Sitter Profile Image: Polyanna N.
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Polyanna N.
Star Sitter
from
$55
per night
5 out of 5.0 stars
28 reviews
7 repeat clients
10 years of experience
Midvale Heights Community, Madison, WI, 53711

I have found my new forever sitter. Poly and her family welcomed my dog into their home and kept me updated with photos, videos and text. I will surely use again.

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TJ M.
Sitter Profile Image: Edith S.
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Edith S.
Star Sitter
from
$40
per night
5 out of 5.0 stars
38 reviews
16 repeat clients
20 years of experience
Waunakee, WI, 53597

This was Gatsby’s second time staying with Edith and he had a blast. The second we pulled up to Edith’s house he lost his mind with excitement realizing where we were! Edith sent frequent updates and photos and I knew Gatsby was getting the best care. Thanks Edith!

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Shay C.
Sitter Profile Image: Cleda W.
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Cleda W.
Star Sitter
from
$60
per night
5 out of 5.0 stars
192 reviews
78 repeat clients
11 years of experience
Spring Harbor, Madison, WI, 53705

I am so glad we chose Cleda to watch our sweet girl Coda during our week-long trip. I was so nervous to leave her, as she is a shy, anxious pup and this was her first time away from us since we adopted her. But from Cleda's first picture update less than an hour after we dropped her off, I could tell Coda was in the best hands and already comfortable with Cleda. We so appreciated Cleda's daily updates and we felt like we could really tell Coda was enjoying her stay and what she was up to. We definitely plan to return to Cleda for all future dog-sitting needs, and we know our pup will be so happy about that! Thanks Cleda & Roxie!

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Kirsten A.
Sitter Profile Image: Da Yeon E.
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Da Yeon E.
Star Sitter
from
$35
per night
5 out of 5.0 stars
73 reviews
21 repeat clients
7 years of experience
Regent, Madison, WI, 53726

We appreciate the photo updates and great care Astro gets with Da Yeon and her partner. Both kind and take him for walks and let him snuggle with them on the couch- they treat him like family.

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Heidi M.
Sitter Profile Image: Christine N.
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Christine N.
Star Sitter
from
$43
per night
5 out of 4.9 stars
85 reviews
51 repeat clients
27 years of experience
Prairie Hills, madison, WI, 53711

Christine to great care of my dog! She has a lot of experience and knowledge about dog training as well, and was very flexible and went out of her way to make sure that Pretzel was going to be a good fit with her other dogs. She took him to the dog park a bunch of times over the week, and sent a lot of photos!

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Brian P.
Sitter Profile Image: Katie & Samuel W.
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Katie & Samuel W.
Star Sitter
from
$35
per night
5 out of 5.0 stars
11 reviews
7 repeat clients
20 years of experience
MIDDLETON, WI, 53562

Super nice family and home with fenced yard. We needed someone on short notice due to a family emergency. Katie and Samuel offered to be flexible with our return date which we greatly appreciated. Juneau seemed to have done fine.

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J&S W.
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Sitter Profile Image: Janice B.
Verified Enhanced Background Check
Sitter Profile Image: Janice B.
Verified Enhanced Background Check

1. Janice B.

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

Janice is a wonderful sitter. I felt very comfortable leaving our Grace with her. She took her on two walks daily and played in the fenced-in backyard. I'm sure Grace was treated like a princess!

Availability updated 7 days ago
Sitter Profile Image: Mary Z.
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Sitter Profile Image: Mary Z.
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2. Mary Z.

Star Sitter
Dog-loving home
Regent, Madison, WI, 53726
1.5 mi. away
Boarding, Doggy Day Care
from
$50
per night
5 out of 5.0 stars
18 reviews
8 repeat clients
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!

Availability updated 11 days ago
Sitter Profile Image: Maegan L.
Verified Enhanced Background Check
Sitter Profile Image: Maegan L.
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3. Maegan L.

Star Sitter
Doodle Day Care & Playtime
Midvale Heights Community, Madison, WI, 53711
0.5 mi. away
Boarding, Doggy Day Care
from
$45
per night
5 out of 5.0 stars
107 reviews
35 repeat clients
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!

Availability updated 17 days ago
Sitter Profile Image: Lindsey C.
Verified Enhanced Background Check
Sitter Profile Image: Lindsey C.
Verified Enhanced Background Check

4. Lindsey C.

Rover 101
Star Sitter
I used to call myself the Dog Queen
Madison, WI, 53705
1.9 mi. away
Boarding, Dog Walking
from
$45
per night
5 out of 5.0 stars
20 reviews
6 repeat clients
Profile image

Lindsay was quick to respond to all my messages and made it easy to arrange drop off and pick up. She sent a number of photos of my dog and took her for a number of long walks, just what the dog needs to balance her abundance energy. I would highly recommend her and will use her again.

Availability updated 11 days ago
Sitter Profile Image: Kristin & Bruce M.
Verified Enhanced Background Check
Sitter Profile Image: Kristin & Bruce M.
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5. Kristin & Bruce M.

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

6/5 stars! We felt so lucky to have Kristin, Bruce and their kiddos caring for walnut for almost 2 weeks… we got several photos and updates and they truly seemed to enjoy having the little guy. He came back to us relaxed and happy and we are so appreciative!

Availability updated 4 days ago
Sitter Profile Image: Malena N.
Verified Enhanced Background Check
Sitter Profile Image: Malena N.
Verified Enhanced Background Check

6. Malena N.

I'm a person who loves dogs
Leopold, Madison, WI, 53713
2.3 mi. away
Boarding, Doggy Day Care, Dog Walking
from
$32
per night
5 out of 4.6 stars
32 reviews
5 repeat clients
Profile image

Malena and her son Gabriel took good care of our little guy! She sent several photos, texts and some video to keep us updated and to share how well he was doing. He was obviously enjoying himself while we were away on vacation. The photos of him out walking and playing in the snow were adorable! Some flexibility in drop off and pick up times was helpful. I highly recommend Malena.

Availability updated today
Confirmed availability for 4th of July Weekend
Sitter Profile Image: Evelin C.
Verified Enhanced Background Check
Sitter Profile Image: Evelin C.
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7. Evelin C.

Star Sitter
Dog sitter (w/ no pets)
Fitchburg, WI, 53713
2.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$36
per night
5 out of 5.0 stars
5 reviews
2 repeat clients
Profile image

Evelin was wonderful with Fletcher! Fletcher had the best time with her and her partner, and loves the dog park in their apartment complex! Evelin sent me lots of pictures throughout his stay and frequent updates. I would definitely have Fletcher stay with her in the future!

Availability updated 8 days ago
Sitter Profile Image: Julie Z.
Verified Enhanced Background Check
Sitter Profile Image: Julie Z.
Verified Enhanced Background Check

8. Julie Z.

Star Sitter
I let dogs be dogs!
Sunset Village, Madison, WI, 53705
0.8 mi. away
Boarding, Doggy Day Care
from
$50
per night
5 out of 5.0 stars
12 reviews
7 repeat clients
Profile image

Our dog had a great time with Zilla, we enjoyed getting updates through our vacation! Thank you!

Availability updated yesterday
Sitter Profile Image: Becky & Judd W.
Verified Enhanced Background Check
Sitter Profile Image: Becky & Judd W.
Verified Enhanced Background Check

9. Becky & Judd W.

Star Sitter
A family that loves dogs!
FITCHBURG, WI, 53719
2.5 mi. away
Boarding
from
$35
per night
5 out of 5.0 stars
18 reviews
3 repeat clients
Profile image

Thank you guys very much for watching Boni. I think she had a great time with you guys and she was very tired when she got home. I think she loved having a fenced in yard.

Availability updated 2 days ago
Sitter Profile Image: Amy G.
Verified Enhanced Background Check
Sitter Profile Image: Amy G.
Verified Enhanced Background Check

10. Amy G.

Star Sitter
Passionate pet sitter, flexible!
Fitchburg, WI, 53711
4.1 mi. away
Boarding, Doggy Day Care, Dog Walking
from
$42
per night
5 out of 5.0 stars
17 reviews
4 repeat clients
Profile image

Amy was awesome!!! We were so grateful to know that our little dog was in such capable and loving hands while we were on vacation. She was very communicative and provided great updates. We will definitely book with her again!!! Thanks Amy!!! 💕🐾

Availability updated 11 days ago
Sitter Profile Image: Robert N.
Verified Enhanced Background Check
Sitter Profile Image: Robert N.
Verified Enhanced Background Check

11. Robert N.

Star Sitter
I'll do the walking!
Orchard Ridge Community, Madison, WI, 53711
1.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 5.0 stars
117 reviews
37 repeat clients
Profile image

Robert was very considerate and helpful for a last minute booking. He had timely responses and was checking in throughout the day letting me know how my dog was doing. Would definitely recommend

Availability updated 10 days ago
Sitter Profile Image: Emily B.
Verified Enhanced Background Check
Sitter Profile Image: Emily B.
Verified Enhanced Background Check

12. Emily B.

Star Sitter
Loving Family+Your Pet=Chef’s Kiss
Fitchburg, WI, 53711
3.4 mi. away
Boarding
from
$40
per night
5 out of 5.0 stars
10 reviews
2 repeat clients
Profile image

Emily and her family were so great with Jarvis! They sent plenty of update pictures and he seemed to have an amazing time!! We will definitely be looking to have them take care of Jarvis again :)

Availability updated 21 days ago
Sitter Profile Image: Natalie B.
Verified Background Check
Sitter Profile Image: Natalie B.
Verified Background Check

13. Natalie B.

Star Sitter
Stress-Free Trips Start with Me!
Hill Farms-University Neighborh, Madison, WI, 53705
1.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$50
per night
5 out of 5.0 stars
127 reviews
41 repeat clients

Natalie has been wonderful and loving with my laborador mix Luna and semisweet cat Nigel. She's a responsible individual and will treat you furry loved ones like her own!

Availability updated 4 days ago
Sitter Profile Image: Yoki & Derek Z.
Verified Enhanced Background Check
Sitter Profile Image: Yoki & Derek Z.
Verified Enhanced Background Check

14. Yoki & Derek Z.

Star Sitter
Half Acre Fenced Yard for dogs!
Lake Edge, Madison, WI, 53716
6.5 mi. away
Boarding
from
$49
per night
5 out of 5.0 stars
32 reviews
7 repeat clients
Profile image

I would absolutely recommend Yoki and Derek to care for Wrigley again! Wrigley was well cared for and played all weekend, coming home a tired pup! Very nice photo updates.

Availability updated 4 days ago
Sitter Profile Image: Polyanna N.
Verified Enhanced Background Check
Sitter Profile Image: Polyanna N.
Verified Enhanced Background Check

15. Polyanna N.

Star Sitter
Giant fun!
Midvale Heights Community, Madison, WI, 53711
1.0 mi. away
Boarding, Doggy Day Care, Dog Walking
from
$55
per night
5 out of 5.0 stars
28 reviews
7 repeat clients
Profile image

I have found my new forever sitter. Poly and her family welcomed my dog into their home and kept me updated with photos, videos and text. I will surely use again.

Availability updated 8 days ago
Sitter Profile Image: Edith S.
Verified Enhanced Background Check
Sitter Profile Image: Edith S.
Verified Enhanced Background Check

16. Edith S.

Star Sitter
Small Dog Boutique Experience
Waunakee, WI, 53597
7.6 mi. away
Boarding, Doggy Day Care
from
$40
per night
5 out of 5.0 stars
38 reviews
16 repeat clients
Profile image

This was Gatsby’s second time staying with Edith and he had a blast. The second we pulled up to Edith’s house he lost his mind with excitement realizing where we were! Edith sent frequent updates and photos and I knew Gatsby was getting the best care. Thanks Edith!

Availability updated yesterday
Sitter Profile Image: Cleda W.
Verified Background Check
Sitter Profile Image: Cleda W.
Verified Background Check

17. Cleda W.

Rover 101
Star Sitter
Dogs & Cats LOVE me!
Spring Harbor, Madison, WI, 53705
2.1 mi. away
Boarding, Drop-In Visits
from
$60
per night
5 out of 5.0 stars
192 reviews
78 repeat clients
Profile image

I am so glad we chose Cleda to watch our sweet girl Coda during our week-long trip. I was so nervous to leave her, as she is a shy, anxious pup and this was her first time away from us since we adopted her. But from Cleda's first picture update less than an hour after we dropped her off, I could tell Coda was in the best hands and already comfortable with Cleda. We so appreciated Cleda's daily updates and we felt like we could really tell Coda was enjoying her stay and what she was up to. We definitely plan to return to Cleda for all future dog-sitting needs, and we know our pup will be so happy about that! Thanks Cleda & Roxie!

Availability updated today
Confirmed availability for 4th of July Weekend
Sitter Profile Image: Da Yeon E.
Verified Background Check
Sitter Profile Image: Da Yeon E.
Verified Background Check

18. Da Yeon E.

Rover 101
Star Sitter
Let me pamper your sweathearts!
Regent, Madison, WI, 53726
1.9 mi. away
Boarding
from
$35
per night
5 out of 5.0 stars
73 reviews
21 repeat clients
Profile image

We appreciate the photo updates and great care Astro gets with Da Yeon and her partner. Both kind and take him for walks and let him snuggle with them on the couch- they treat him like family.

Availability updated 10 days ago
Sitter Profile Image: Christine N.
Verified Background Check
Sitter Profile Image: Christine N.
Verified Background Check

19. Christine N.

Star Sitter
A tired dog is a good dog
Prairie Hills, madison, WI, 53711
2.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$43
per night
5 out of 4.9 stars
85 reviews
51 repeat clients
Profile image

Christine to great care of my dog! She has a lot of experience and knowledge about dog training as well, and was very flexible and went out of her way to make sure that Pretzel was going to be a good fit with her other dogs. She took him to the dog park a bunch of times over the week, and sent a lot of photos!

Availability updated 8 days ago
Sitter Profile Image: Katie & Samuel W.
Verified Enhanced Background Check
Sitter Profile Image: Katie & Samuel W.
Verified Enhanced Background Check

20. Katie & Samuel W.

Star Sitter
Dog loving family, fenced backyard
MIDDLETON, WI, 53562
5.3 mi. away
Boarding
from
$35
per night
5 out of 5.0 stars
11 reviews
7 repeat clients
Profile image

Super nice family and home with fenced yard. We needed someone on short notice due to a family emergency. Katie and Samuel offered to be flexible with our return date which we greatly appreciated. Juneau seemed to have done fine.

Availability updated 15 days ago

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

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  3. 3. Book & Pay

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The median cost per night for dog boarding in Westmorland is $69

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