Dog Boarding in Oak Hill, WI

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Top rated Oak Hill dog boarders

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Sitter Profile Image: Katy & Dennis "DJ" G.
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Katy & Dennis "DJ" G.
Star Sitter
from
$32
per night
5 out of 5.0 stars
72 reviews
22 repeat clients
35 years of experience
Wales, WI, 53183

Once again Katie and DJ have taken excellent care of my special needs pup. He is so happy to go to their house, he doesn’t even care that I am leaving. LOL 😂 seriously amazing family that love the animals they care for.

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Cat C.
Sitter Profile Image: Bill & Ashlee G.
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Bill & Ashlee G.
Star Sitter
from
$35
per night
5 out of 5.0 stars
18 reviews
2 repeat clients
30 years of experience
East Troy, WI, 53120

Bill and Ashlee were wonderful with Major! He was on an antibiotic and they gladly and carefully treated him as needed. Our booking was also kind of last minute and they generously offered to watch him for us! Will use their service again!

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Julie C.
Sitter Profile Image: Scott & Ashley S.
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Scott & Ashley S.
Star Sitter
from
$39
per night
5 out of 5.0 stars
12 reviews
4 repeat clients
20 years of experience
Waukesha, WI, 53186

Scott and Ashley took great care of our dog! They communicated well and made sure he was well taken care of with walks and play time. They clearly genuinely cared about him. We would definitely book with them again in the future.

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Aaron G.
Sitter Profile Image: Dana H.
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Dana H.
from
$45
per night
5 out of 5.0 stars
10 reviews
3 repeat clients
8 years of experience
Waukesha, WI, 53188

Our dogs were happy and very well cared for- we didn't worry about them a bit! Dana is a true dog person. Would definitely use this Rover again!

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Jill W.
Sitter Profile Image: Jenifer D.
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Jenifer D.
Star Sitter
from
$44
per night
5 out of 5.0 stars
305 reviews
137 repeat clients
22 years of experience
Pewaukee, WI, 53072

Jennifer was very sweet and doted on Keeley. She allowed Keeley to sleep with her at night. It was just a one night stay but we were very pleased and thankful that Keeley was in good hands while we were gone.

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Tania S.
Sitter Profile Image: Ruby A.
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Ruby A.
from
$40
per night
5 out of 5.0 stars
454 reviews
217 repeat clients
10 years of experience
Waterloo, WI, 53594

Ruby is fabulous!! Otis was given excellent care and he had a blast at Ruby’s. I’d give her 100 stars if possible, but five big stars will have to do. Thanks again Ruby, we’ll see you again!! ❤️❤️❤️

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Susan S.
Sitter Profile Image: Jessica P.
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Jessica P.
from
$30
per night
30 years of experience
FORT ATKINSON, WI, 53538

About: I’ve never known a year without a dog! I have two of my own—my oldest is 11 (almost 12), and my youngest is 2 (almost 3). I’ve trained both with basic commands and leash training, so I understand the importance of structure and patience. When I gather with my family, we have 5 dogs! Having a household of pets makes me happy. My pups love making new friends, and your dog will feel right at home with us! Pet care is a natural part of my daily routine! My mornings start with feeding, potty breaks, and a little playtime before I head to work. After work, I make sure my dogs get plenty of attention, exercise, and enrichment, whether it’s a walk, training session, or just some cuddle time. Weekends are for extra adventures, like park visits or longer walks. Caring for dogs isn’t just a task—it’s something I truly enjoy and prioritize every day! I provide a safe, loving, and structured environment for every pet in my care. In my home, dogs get plenty of attention, playtime, and routine potty breaks, along with a cozy place to rest. I make sure they feel comfortable and included, whether it’s through walks, enrichment activities, or simply lounging with my own pups. I have fenced in yard that provided plenty of space and safety for you fur baby.

Sitter Profile Image: Julie G.
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Julie G.
from
$40
per night
5 out of 5.0 stars
5 reviews
2 repeat clients
20 years of experience
Fort Atkinson, WI, 53538

Julie & her family were AMAZING with our girl! We got pictures everyday from their walk & naps. It was such a relief to know our dog was taken care of and in the best of hands. 100% will book with Julie again!

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Makenzie B.
Sitter Profile Image: Heather B.
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Heather B.
from
$35
per night
20 years of experience
Oconomowoc, WI, 53066

Highly recommend! Heather put my mind at ease while away from my fur baby. She sent daily updates/photos to assure me all was well with my pup. Heather worked with my dog on some behavioral issues as well! She treated my dog as one of her own, truly happy with how the extended overnight stay went; hope to use her again and again in the future

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jamie r.
Sitter Profile Image: Jack & Jennifer P.
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Jack & Jennifer P.
from
$45
per night
5 out of 5.0 stars
4 reviews
2 repeat clients
2 years of experience
Oconomowoc, WI, 53066

Jack and Jennifer are very kind and wonderful to my pup. They were very accommodating and my pup returned to us very relaxed and happy.

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Tammie H.
Sitter Profile Image: Anne W.
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Anne W.
Star Sitter
from
$55
per night
5 out of 5.0 stars
17 reviews
6 repeat clients
5 years of experience
Oconomowoc, WI, 53066

Anne was a wonderful sitter for our Tilly. Tilly was taken on lots of walks, had time to soak up the sun, and was well cared for. We look forward to working with Anne again.

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Jill G.
Sitter Profile Image: Kim J.
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Kim J.
Star Sitter
from
$45
per night
5 out of 5.0 stars
13 reviews
6 repeat clients
10 years of experience
Hartland, WI, 53029

Kim took great care of Romeo for our week long vacation. She kept us updated with pictures and reports so we knew how he was doing. Will definitely book with her again.

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Megan H.
Sitter Profile Image: Teri A.
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Teri A.
Star Sitter
from
$45
per night
5 out of 5.0 stars
55 reviews
22 repeat clients
25 years of experience
East Troy, WI, 53120

She was amazing and very accommodating. My puppies seemed to enjoy their stay alot. I got pictures and updates. She responded rather quickly to any questions i had. I got back late from training and she was able to keep them another night, and she offered it to be free. She was very understanding and I plan to try and use her in the future. :)

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Keara K.
Sitter Profile Image: Marie J.
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Marie J.
Star Sitter
from
$50
per night
5 out of 5.0 stars
69 reviews
20 repeat clients
35 years of experience
Edgerton, WI, 53534

Marie and JJ are so sweet and took such good care of our boy Ziggy. They have a beautiful house and sweet dogs for him to play with. Sent good photos and videos. Would absolutely recommend as a great place to send your pup.

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Sierra P.
Sitter Profile Image: Megan L.
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Megan L.
Star Sitter
from
$45
per night
5 out of 5.0 stars
63 reviews
27 repeat clients
20 years of experience
Waterford, WI, 53185

Megan and her family were great! This was our first time leaving our dog with “strangers” (never felt like that though) 😊 Nada, was well loved and we were updated often. She sent photos every few hours and kept us updated throughout her stay. She even took Nada for a walk to the local pet store for snacks! Because of the information and care our 10month old Bernese mountain dog was receiving, we had a much more relaxed time away from home knowing she was with Megan and her family! Highly recommended!

Profile image
Nathan B.
Sitter Profile Image: Maria & Nayibe B.
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Maria & Nayibe B.
Star Sitter
from
$45
per night
5 out of 5.0 stars
105 reviews
42 repeat clients
20 years of experience
Brookfield, WI, 53005

Nayibe and Maria are very caring dog sitters. They took the time to give Gabby her medicine, which is very difficult. They even spoon fed her dinner. I appreciate the care and will use them again.

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Nancy R.
Sitter Profile Image: Sierra R.
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Sierra R.
from
$31
per night
5 out of 5.0 stars
15 reviews
3 repeat clients
8 years of experience
Fort Atkinson, WI, 53538

This was Cooper's second time staying with Sierra and her pups. Communication was easy, and I know Cooper was well cared for while we were away. Definitely recommend!

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Pamela L.
Sitter Profile Image: Alexis & Jessica S.
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Alexis & Jessica S.
from
$50
per night
5 out of 4.9 stars
42 reviews
19 repeat clients
10 years of experience
Palmyra, WI, 53549

Jessica and Alexis were great! They were super flexible with us for pick up and drop off. They had plenty of toys and our dog had a good time. We would definitely use them again.

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Evelyn S.
Sitter Profile Image: Christina W.
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Christina W.
Star Sitter
from
$38
per night
5 out of 5.0 stars
9 reviews
8 repeat clients
15 years of experience
Muskego, WI, 53150

Christina was wonderful! She kept in contact with us and sent us super cute pics. Her dogs were very well behaved and I think our dog had a blast with them. Thank you so much, Christina!

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Sharon G.
Sitter Profile Image: Maura P.
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Maura P.
Star Sitter
from
$40
per night
5 out of 5.0 stars
62 reviews
11 repeat clients
50 years of experience
Fort Atkinson, WI, 53538

First time using Maura with our dogs and it was for a 5 night stay. They were absolutely spoiled!! They had plenty of outside time and engagement which was great to see. Their fence has a double entry, so well secured. Maura sent pictures and videos while we were away and was lighting fast with response. We’re happy to have found an option outside of boarding our dogs for the future.

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Monique L.
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Sitter Profile Image: Katy & Dennis "DJ" G.
Verified Enhanced Background Check
Sitter Profile Image: Katy & Dennis "DJ" G.
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1. Katy & Dennis "DJ" G.

Rover 101
Star Sitter
Pawsome Dog Care Services
Wales, WI, 53183
12.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$32
per night
5 out of 5.0 stars
72 reviews
22 repeat clients
Profile image

Once again Katie and DJ have taken excellent care of my special needs pup. He is so happy to go to their house, he doesn’t even care that I am leaving. LOL 😂 seriously amazing family that love the animals they care for.

Availability updated 6 days ago
Sitter Profile Image: Bill & Ashlee G.
Verified Enhanced Background Check
Sitter Profile Image: Bill & Ashlee G.
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2. Bill & Ashlee G.

Star Sitter
In home care for your fur baby
East Troy, WI, 53120
15.4 mi. away
Boarding
from
$35
per night
5 out of 5.0 stars
18 reviews
2 repeat clients
Profile image

Bill and Ashlee were wonderful with Major! He was on an antibiotic and they gladly and carefully treated him as needed. Our booking was also kind of last minute and they generously offered to watch him for us! Will use their service again!

Availability updated 13 days ago
Sitter Profile Image: Scott & Ashley S.
Verified Enhanced Background Check
Sitter Profile Image: Scott & Ashley S.
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3. Scott & Ashley S.

Star Sitter
Away? We allow your dogs to play!
Waukesha, WI, 53186
20.1 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$39
per night
5 out of 5.0 stars
12 reviews
4 repeat clients
Profile image

Scott and Ashley took great care of our dog! They communicated well and made sure he was well taken care of with walks and play time. They clearly genuinely cared about him. We would definitely book with them again in the future.

Availability updated today
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Dana H.
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Sitter Profile Image: Dana H.
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4. Dana H.

Home All Day, Fenced Yard, near 94
Waukesha, WI, 53188
19.0 mi. away
Boarding, Doggy Day Care
from
$45
per night
5 out of 5.0 stars
10 reviews
3 repeat clients
Profile image

Our dogs were happy and very well cared for- we didn't worry about them a bit! Dana is a true dog person. Would definitely use this Rover again!

Availability updated yesterday
Sitter Profile Image: Jenifer D.
Verified Background Check
Sitter Profile Image: Jenifer D.
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5. Jenifer D.

Rover 101
Star Sitter
Jenifer's Lake Country Canine Camp
Pewaukee, WI, 53072
14.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$44
per night
5 out of 5.0 stars
305 reviews
137 repeat clients
Profile image

Jennifer was very sweet and doted on Keeley. She allowed Keeley to sleep with her at night. It was just a one night stay but we were very pleased and thankful that Keeley was in good hands while we were gone.

Availability updated today
Sitter Profile Image: Ruby A.
Verified Background Check
Sitter Profile Image: Ruby A.
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6. Ruby A.

Rover 101
Ruby's Petscape
Waterloo, WI, 53594
24.3 mi. away
Boarding, Doggy Day Care
from
$40
per night
5 out of 5.0 stars
454 reviews
217 repeat clients
Profile image

Ruby is fabulous!! Otis was given excellent care and he had a blast at Ruby’s. I’d give her 100 stars if possible, but five big stars will have to do. Thanks again Ruby, we’ll see you again!! ❤️❤️❤️

Availability updated yesterday
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Jessica P.
Verified Enhanced Background Check
Sitter Profile Image: Jessica P.
Verified Enhanced Background Check

7. Jessica P.

Dogs make the world a better place!
FORT ATKINSON, WI, 53538
12.8 mi. away
Boarding
from
$30
per night
30 years of experience

About: I’ve never known a year without a dog! I have two of my own—my oldest is 11 (almost 12), and my youngest is 2 (almost 3). I’ve trained both with basic commands and leash training, so I understand the importance of structure and patience. When I gather with my family, we have 5 dogs! Having a household of pets makes me happy. My pups love making new friends, and your dog will feel right at home with us! Pet care is a natural part of my daily routine! My mornings start with feeding, potty breaks, and a little playtime before I head to work. After work, I make sure my dogs get plenty of attention, exercise, and enrichment, whether it’s a walk, training session, or just some cuddle time. Weekends are for extra adventures, like park visits or longer walks. Caring for dogs isn’t just a task—it’s something I truly enjoy and prioritize every day! I provide a safe, loving, and structured environment for every pet in my care. In my home, dogs get plenty of attention, playtime, and routine potty breaks, along with a cozy place to rest. I make sure they feel comfortable and included, whether it’s through walks, enrichment activities, or simply lounging with my own pups. I have fenced in yard that provided plenty of space and safety for you fur baby.

Availability updated 12 days ago
Sitter Profile Image: Julie G.
Verified Enhanced Background Check
Sitter Profile Image: Julie G.
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8. Julie G.

Pet lover :)
Fort Atkinson, WI, 53538
13.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 5.0 stars
5 reviews
2 repeat clients
Profile image

Julie & her family were AMAZING with our girl! We got pictures everyday from their walk & naps. It was such a relief to know our dog was taken care of and in the best of hands. 100% will book with Julie again!

Availability updated 8 months ago
Sitter Profile Image: Heather B.
Verified Enhanced Background Check
Sitter Profile Image: Heather B.
Verified Enhanced Background Check

9. Heather B.

Dog loving, work from home nurse
Oconomowoc, WI, 53066
14.7 mi. away
Boarding, Doggy Day Care
from
$35
per night
20 years of experience
Profile image

Highly recommend! Heather put my mind at ease while away from my fur baby. She sent daily updates/photos to assure me all was well with my pup. Heather worked with my dog on some behavioral issues as well! She treated my dog as one of her own, truly happy with how the extended overnight stay went; hope to use her again and again in the future

Availability updated 5 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Jack & Jennifer P.
Verified Enhanced Background Check
Sitter Profile Image: Jack & Jennifer P.
Verified Enhanced Background Check

10. Jack & Jennifer P.

Pets are our family!
Oconomowoc, WI, 53066
12.7 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5 out of 5.0 stars
4 reviews
2 repeat clients
Profile image

Jack and Jennifer are very kind and wonderful to my pup. They were very accommodating and my pup returned to us very relaxed and happy.

Availability updated 5 days ago
Sitter Profile Image: Anne W.
Verified Enhanced Background Check
Sitter Profile Image: Anne W.
Verified Enhanced Background Check

11. Anne W.

Star Sitter
Loving home for your pup
Oconomowoc, WI, 53066
12.2 mi. away
Boarding, Doggy Day Care
from
$55
per night
5 out of 5.0 stars
17 reviews
6 repeat clients
Profile image

Anne was a wonderful sitter for our Tilly. Tilly was taken on lots of walks, had time to soak up the sun, and was well cared for. We look forward to working with Anne again.

Availability updated 6 days ago
Sitter Profile Image: Kim J.
Verified Enhanced Background Check
Sitter Profile Image: Kim J.
Verified Enhanced Background Check

12. Kim J.

Star Sitter
Where tails are always wagging!
Hartland, WI, 53029
17.3 mi. away
Boarding
from
$45
per night
5 out of 5.0 stars
13 reviews
6 repeat clients
Profile image

Kim took great care of Romeo for our week long vacation. She kept us updated with pictures and reports so we knew how he was doing. Will definitely book with her again.

Availability updated yesterday
Sitter Profile Image: Teri A.
Verified Background Check
Sitter Profile Image: Teri A.
Verified Background Check

13. Teri A.

Rover 101
Star Sitter
Just like home love and care!
East Troy, WI, 53120
13.9 mi. away
Boarding
from
$45
per night
5 out of 5.0 stars
55 reviews
22 repeat clients
Profile image

She was amazing and very accommodating. My puppies seemed to enjoy their stay alot. I got pictures and updates. She responded rather quickly to any questions i had. I got back late from training and she was able to keep them another night, and she offered it to be free. She was very understanding and I plan to try and use her in the future. :)

Availability updated 3 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Marie J.
Verified Enhanced Background Check
Sitter Profile Image: Marie J.
Verified Enhanced Background Check

14. Marie J.

Star Sitter
Lover of all Animals 🐶🌈😽
Edgerton, WI, 53534
23.2 mi. away
Boarding
from
$50
per night
5 out of 5.0 stars
69 reviews
20 repeat clients
Profile image

Marie and JJ are so sweet and took such good care of our boy Ziggy. They have a beautiful house and sweet dogs for him to play with. Sent good photos and videos. Would absolutely recommend as a great place to send your pup.

Availability updated yesterday
Sitter Profile Image: Megan L.
Verified Enhanced Background Check
Sitter Profile Image: Megan L.
Verified Enhanced Background Check

15. Megan L.

Star Sitter
Home Away From Home for Your Pup 🐶
Waterford, WI, 53185
22.0 mi. away
Boarding
from
$45
per night
5 out of 5.0 stars
63 reviews
27 repeat clients
Profile image

Megan and her family were great! This was our first time leaving our dog with “strangers” (never felt like that though) 😊 Nada, was well loved and we were updated often. She sent photos every few hours and kept us updated throughout her stay. She even took Nada for a walk to the local pet store for snacks! Because of the information and care our 10month old Bernese mountain dog was receiving, we had a much more relaxed time away from home knowing she was with Megan and her family! Highly recommended!

Availability updated 8 days ago
Sitter Profile Image: Maria & Nayibe B.
Verified Enhanced Background Check
Sitter Profile Image: Maria & Nayibe B.
Verified Enhanced Background Check

16. Maria & Nayibe B.

Star Sitter
The Best Vacation for your Dogs!
Brookfield, WI, 53005
25.4 mi. away
Boarding, Doggy Day Care
from
$45
per night
5 out of 5.0 stars
105 reviews
42 repeat clients
Profile image

Nayibe and Maria are very caring dog sitters. They took the time to give Gabby her medicine, which is very difficult. They even spoon fed her dinner. I appreciate the care and will use them again.

Availability updated yesterday
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Sierra R.
Verified Enhanced Background Check
Sitter Profile Image: Sierra R.
Verified Enhanced Background Check

17. Sierra R.

Puppy dog oasis
Fort Atkinson, WI, 53538
12.7 mi. away
Boarding
from
$31
per night
5 out of 5.0 stars
15 reviews
3 repeat clients
Profile image

This was Cooper's second time staying with Sierra and her pups. Communication was easy, and I know Cooper was well cared for while we were away. Definitely recommend!

Availability updated 78 days ago
Sitter Profile Image: Alexis & Jessica S.
Verified Background Check
Sitter Profile Image: Alexis & Jessica S.
Verified Background Check

18. Alexis & Jessica S.

Your dogs’ home away from home!
Palmyra, WI, 53549
3.9 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$50
per night
5 out of 4.9 stars
42 reviews
19 repeat clients
Profile image

Jessica and Alexis were great! They were super flexible with us for pick up and drop off. They had plenty of toys and our dog had a good time. We would definitely use them again.

Availability updated 32 days ago
Sitter Profile Image: Christina W.
Verified Enhanced Background Check
Sitter Profile Image: Christina W.
Verified Enhanced Background Check

19. Christina W.

Star Sitter
Friendly and fun dog vacation spot
Muskego, WI, 53150
22.1 mi. away
Boarding
from
$38
per night
5 out of 5.0 stars
9 reviews
8 repeat clients
Profile image

Christina was wonderful! She kept in contact with us and sent us super cute pics. Her dogs were very well behaved and I think our dog had a blast with them. Thank you so much, Christina!

Availability updated 15 days ago
Confirmed availability for Memorial Day Weekend
Sitter Profile Image: Maura P.
Verified Background Check
Sitter Profile Image: Maura P.
Verified Background Check

20. Maura P.

Star Sitter
Dogs are my life’s dedication
Fort Atkinson, WI, 53538
12.8 mi. away
Boarding, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 5.0 stars
62 reviews
11 repeat clients
Profile image

First time using Maura with our dogs and it was for a 5 night stay. They were absolutely spoiled!! They had plenty of outside time and engagement which was great to see. Their fence has a double entry, so well secured. Maura sent pictures and videos while we were away and was lighting fast with response. We’re happy to have found an option outside of boarding our dogs for the future.

Availability updated 5 days ago

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