Dog Boarding in Oconomowoc

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Top rated Oconomowoc dog boarders

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Sitter Profile Image: Heather B.
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Heather B.
from
$35
per night
5 out of 5.0 stars
5 reviews
1 repeat client
20 years of experience
Oconomowoc, WI, 53066

Our puppy Luca had such a great time with Heather and her family! We could have not asked for better care for our boy! Heather was so attentive to Lucas needs and how to keep him active, engaged, and happy. We received lots of pictures and videos while we were gone giving us peace of mind. Luca loved playing with the family dog and even had extra pup company while enjoying a beautiful evening outside by the fire. We will absolutely have Heather and her family sit for us again!

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

Our boys were so we'll taken care of. Daily updates as to how it's going with pictures. Katy and Dennis were so flexible with our travel changes. Once we picked up our boys they took the longest nap. So thankful we think we have finally found a amazing pet sitter.

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Laura A.
Sitter Profile Image: Jenifer D.
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Jenifer D.
Star Sitter
from
$44
per night
5 out of 5.0 stars
320 reviews
141 repeat clients
22 years of experience
Pewaukee, WI, 53072

Jennifer was awesome!! She provided us with pictures and updates of how our dog Rocky was doing with her, which was very nice. Jennifer was very personable and easy going - a pleasure to work with. We highly recommend her and will be using her to watch Rocky again in the future.

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Stacey L.
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
22 reviews
5 repeat clients
20 years of experience
Waukesha, WI, 53186

Scott, Ashley and family take such good care of our 92 lb. Weimaraner, Hank. He has a lot of energy and always does well when with the family. He gets at least 2 walks a day in addition to play time in their large fenced in yard. Hank recently stayed with the family for 25 days which is the longest we’ve left him with any sitter. Everything went very well. Scott is great about sending pictures and updates daily.

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Kay R.
Sitter Profile Image: Heather D.
Verified Enhanced Background Check
Heather D.
Star Sitter
from
$40
per night
5 out of 5.0 stars
6 reviews
6 repeat clients
15 years of experience
Hartford, WI, 53027

Heather was great! She seems to know dog very well on top of being an animal lover. She was the 1st person I have worked with on rover, since I am a new customer, she alone makes me want to use this company again knowing the care my dogs got when they were with her. On top of the excellent care, she was also very flexible with the me and my needs. My roof was going to be installed and that’s why I scheduled to board my dogs for the night. Sure enough, it ended up being a rain day and the roofers always schedule it for the next day. Heather was very understanding and accommodating and helped me through the process of cancelling and rescheduling. On top of that, she also provides the service to pick up and drop off dogs, if wanted, which really helped me since my son was sleeping and could still sleep in. I would recommend her to anyone as long as I don’t need her at that time, just kidding. For real though, she represented the company very well and I would trust any of the caretakers at this place.

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Kahlee H.
Sitter Profile Image: Casey B.
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Casey B.
from
$32
per night
5 out of 5.0 stars
6 reviews
10 years of experience
Oconomowoc, WI, 53066

Casey took great care of Zara. She was kind and a good leader to Zara. Zara is still in her puppy years, and we trusted Casey. We look forward to working with her again!

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Grace H.
Sitter Profile Image: Kim J.
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Kim J.
Star Sitter
from
$50
per night
5 out of 5.0 stars
19 reviews
7 repeat clients
10 years of experience
Hartland, WI, 53029

Willow had another fun visit with Kim. She always enjoys her stays with Kim. Kim also does a great job keeping us up to date with Willow’s stay, sending pictures and messages regularly.

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

Ruby was fantastic with my dog. She came home depressed from the last place i took her, but when i picked her up from Ruby sge was very happy. That afternoon she slept for 5 hours straight. I will definitely use her everytime I need boarding.

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Laura G.
Sitter Profile Image: Sarah B.
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Sarah B.
from
$36
per night
5 out of 5.0 stars
6 reviews
8 years of experience
Oconomowoc, WI, 53066

Sarah was the best! Kept us updated with lots of photos which was much appreciated. Josie seemed to have a great time and didn't even want to leave! Will definitely use again.

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Gina K.
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
159 reviews
58 repeat clients
20 years of experience
Brookfield, WI, 53005

Maria & Nayibe are hands down our favorite sitters we’ve ever had. We fully trust them with our pup, Milo, and know he’s not just safe but thriving in their care. They are so loving and attentive, whether it’s giving extra snuggles, setting up a splash pad on a hot day, or helping him burn off energy with playtime, they always go above and beyond. They’re also incredibly flexible and communicative, sending the sweetest video and photo updates. Milo has the best days with them, and we’re so grateful. Can’t recommend them enough!

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Erika R.
Sitter Profile Image: Dana H.
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Dana H.
from
$45
per night
5 out of 5.0 stars
11 reviews
6 repeat clients
8 years of experience
Waukesha, WI, 53188

Dana is amazing! This was my first time using a pet sitter and she was a perfect fit. She sent plenty of pictures and videos and made me feel so comfortable. I would definitely use her again and recommend her to anyone. My dog loved playing with her two pugs!

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Carolyn S.
Sitter Profile Image: Anne W.
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Anne W.
from
$55
per night
5 out of 5.0 stars
18 reviews
7 repeat clients
5 years of experience
Oconomowoc, WI, 53066

Anne does a wonderful job. Our dog suffers from vision issues and Anne attends to her with patience and care. Our Tilly girl feels safe and loved while in her care.

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Jill G.
Sitter Profile Image: Jack & Jennifer P.
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Jack & Jennifer P.
Star Sitter
from
$45
per night
5 out of 5.0 stars
8 reviews
3 repeat clients
2 years of experience
Oconomowoc, WI, 53066

Jack and Jenni are absolutely wonderful with Leo. They take such good care of him - Always attentive, taking him on walks, and making sure he's happy. they also send videos and photos, which gives peace of mind and a lot of confidence. I truly feel that Leo is in great hands every time. I highly recommend them.

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Lilian Ivveth N.
Sitter Profile Image: Julie E.
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Julie E.
from
$40
per night
5 out of 5.0 stars
3 reviews
40 years of experience
Oconomowoc, WI, 53066

This was our first time using Julie -- and she was excellent. Her and her family were all so kind and sent pictures of Georgia while she was there. We will definitely use her again!

Profile image
Lisa R.
Sitter Profile Image: Micah N.
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Micah N.
from
$50
per night
5 out of 5.0 stars
11 reviews
4 repeat clients
20 years of experience
Neosho, WI, 53059

Micah was so great with our pup. She kept us informed everyday on how she was doing and sent us pics and videos! She kept her active as well which is really great for our dog. This made our vacation much more enjoyable knowing she was given a bunch of love and attention!

Profile image
Kimberly O.
Sitter Profile Image: Mary & Hanna S.
Verified Background Check
Mary & Hanna S.
Star Sitter
from
$50
per night
5 out of 5.0 stars
109 reviews
57 repeat clients
11 years of experience
Sussex, WI, 53089

Mary and her daughters were absolutely to best dog sitters ever! They are so kind, caring and flexible. Awesome communication and attentiveness. We will absolutely bring our dog back to their home the next time we need a sitter and know that we have absolutely nothing to worry about at all!!!!

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Erika F.
Sitter Profile Image: William & Linda J.
Verified Enhanced Background Check
William & Linda J.
Star Sitter
from
$30
per night
5 out of 5.0 stars
35 reviews
10 repeat clients
15 years of experience
Jackson, WI, 53037

Bill and Linda were wonderful with our 8 year old dog, Stanley. They took him on walks, car rides, gave him lots of snuggles and even bought him some new treats! They went above and beyond to care of our dog while we were away. We will absolutely be using them in the future and cannot recommend them enough!

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Amanda J.
Sitter Profile Image: Cindy S.
Verified Enhanced Background Check
Cindy S.
Star Sitter
from
$48
per night
5 out of 5.0 stars
48 reviews
13 repeat clients
45 years of experience
Oconomowoc, WI, 53066

Cindy was wonderful and loving to our senior dog, Grievous. You can tell that he was well-loved and taken care of while we were out of town. Very thankful for Cindy!

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Sheila H.
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
19 reviews
2 repeat clients
30 years of experience
East Troy, WI, 53120

Maddy had a great time staying with Bill and Ashlee for the first time. I felt very comfortable leaving her with them, and they were very accommodating to her needs as a more senior dog. I would definitely have her stay there again!

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Chris V.
Sitter Profile Image: Randy S.
Verified Background Check
Randy S.
Star Sitter
from
$35
per night
5 out of 5.0 stars
274 reviews
130 repeat clients
40 years of experience
Menomonee Falls, WI, 53051

Randy was absolutely wonderful! He was quick to respond and very flexible when we needed to extend our stay. Frank loved the big backyard and playing with the other dogs. Highly recommend! We will be back next time we’re in town!

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Katie K.
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Sitter Profile Image: Heather B.
Verified Enhanced Background Check
Sitter Profile Image: Heather B.
Verified Enhanced Background Check

Heather B.

Dog loving, work from home nurse
Oconomowoc, WI, 53066
2.7 mi. away
Boarding, Doggy Day Care
from
$35
per night
5 out of 5.0 stars
5 reviews
1 repeat client
Profile image

Our puppy Luca had such a great time with Heather and her family! We could have not asked for better care for our boy! Heather was so attentive to Lucas needs and how to keep him active, engaged, and happy. We received lots of pictures and videos while we were gone giving us peace of mind. Luca loved playing with the family dog and even had extra pup company while enjoying a beautiful evening outside by the fire. We will absolutely have Heather and her family sit for us again!

Availability updated 11 days ago
Sitter Profile Image: Katy & Dennis "DJ" G.
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Sitter Profile Image: Katy & Dennis "DJ" G.
Verified Enhanced Background Check

Katy & Dennis "DJ" G.
Rover 101
Star Sitter

Pawsome Dog Care Services
Wales, WI, 53183
9.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$35
per night
5 out of 5.0 stars
76 reviews
25 repeat clients
Profile image

Our boys were so we'll taken care of. Daily updates as to how it's going with pictures. Katy and Dennis were so flexible with our travel changes. Once we picked up our boys they took the longest nap. So thankful we think we have finally found a amazing pet sitter.

Availability updated 3 days ago
Sitter Profile Image: Jenifer D.
Verified Background Check
Sitter Profile Image: Jenifer D.
Verified Background Check

Jenifer D.
Rover 101
Star Sitter

Jenifer's Lake Country Canine Camp
Pewaukee, WI, 53072
8.1 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$44
per night
5 out of 5.0 stars
320 reviews
141 repeat clients
Profile image

Jennifer was awesome!! She provided us with pictures and updates of how our dog Rocky was doing with her, which was very nice. Jennifer was very personable and easy going - a pleasure to work with. We highly recommend her and will be using her to watch Rocky again in the future.

Availability updated today
Sitter Profile Image: Scott & Ashley S.
Verified Enhanced Background Check
Sitter Profile Image: Scott & Ashley S.
Verified Enhanced Background Check

Scott & Ashley S.
Star Sitter

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

Scott, Ashley and family take such good care of our 92 lb. Weimaraner, Hank. He has a lot of energy and always does well when with the family. He gets at least 2 walks a day in addition to play time in their large fenced in yard. Hank recently stayed with the family for 25 days which is the longest we’ve left him with any sitter. Everything went very well. Scott is great about sending pictures and updates daily.

Availability updated today
Sitter Profile Image: Heather D.
Verified Enhanced Background Check
Sitter Profile Image: Heather D.
Verified Enhanced Background Check

Heather D.
Star Sitter

Don't Paws Your Plans, I've Got You
Hartford, WI, 53027
14.6 mi. away
Boarding, House Sitting, Drop-In Visits
from
$40
per night
5 out of 5.0 stars
6 reviews
6 repeat clients
Profile image

Heather was great! She seems to know dog very well on top of being an animal lover. She was the 1st person I have worked with on rover, since I am a new customer, she alone makes me want to use this company again knowing the care my dogs got when they were with her. On top of the excellent care, she was also very flexible with the me and my needs. My roof was going to be installed and that’s why I scheduled to board my dogs for the night. Sure enough, it ended up being a rain day and the roofers always schedule it for the next day. Heather was very understanding and accommodating and helped me through the process of cancelling and rescheduling. On top of that, she also provides the service to pick up and drop off dogs, if wanted, which really helped me since my son was sleeping and could still sleep in. I would recommend her to anyone as long as I don’t need her at that time, just kidding. For real though, she represented the company very well and I would trust any of the caretakers at this place.

Availability updated 6 days ago
Sitter Profile Image: Casey B.
Verified Enhanced Background Check
Sitter Profile Image: Casey B.
Verified Enhanced Background Check

Casey B.

Teacher and dog lover
Oconomowoc, WI, 53066
0.6 mi. away
Boarding, Dog Walking
from
$32
per night
5 out of 5.0 stars
6 reviews
Profile image

Casey took great care of Zara. She was kind and a good leader to Zara. Zara is still in her puppy years, and we trusted Casey. We look forward to working with her again!

Availability updated today
Sitter Profile Image: Kim J.
Verified Enhanced Background Check
Sitter Profile Image: Kim J.
Verified Enhanced Background Check

Kim J.
Star Sitter

Where tails are always wagging!
Hartland, WI, 53029
8.2 mi. away
Boarding
from
$50
per night
5 out of 5.0 stars
19 reviews
7 repeat clients
Profile image

Willow had another fun visit with Kim. She always enjoys her stays with Kim. Kim also does a great job keeping us up to date with Willow’s stay, sending pictures and messages regularly.

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

Ruby A.
Rover 101
Star Sitter

Ruby's Petscape
Waterloo, WI, 53594
21.0 mi. away
Boarding, Doggy Day Care
from
$40
per night
5 out of 5.0 stars
459 reviews
221 repeat clients
Profile image

Ruby was fantastic with my dog. She came home depressed from the last place i took her, but when i picked her up from Ruby sge was very happy. That afternoon she slept for 5 hours straight. I will definitely use her everytime I need boarding.

Availability updated 2 days ago
Sitter Profile Image: Sarah B.
Verified Enhanced Background Check
Sitter Profile Image: Sarah B.
Verified Enhanced Background Check

Sarah B.

The best stay for your best friend.
Oconomowoc, WI, 53066
2.2 mi. away
Boarding, House Sitting, Dog Walking
from
$36
per night
5 out of 5.0 stars
6 reviews
Profile image

Sarah was the best! Kept us updated with lots of photos which was much appreciated. Josie seemed to have a great time and didn't even want to leave! Will definitely use again.

Availability updated 2 days ago
Sitter Profile Image: Maria & Nayibe B.
Verified Enhanced Background Check
Sitter Profile Image: Maria & Nayibe B.
Verified Enhanced Background Check

Maria & Nayibe B.
Star Sitter

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

Maria & Nayibe are hands down our favorite sitters we’ve ever had. We fully trust them with our pup, Milo, and know he’s not just safe but thriving in their care. They are so loving and attentive, whether it’s giving extra snuggles, setting up a splash pad on a hot day, or helping him burn off energy with playtime, they always go above and beyond. They’re also incredibly flexible and communicative, sending the sweetest video and photo updates. Milo has the best days with them, and we’re so grateful. Can’t recommend them enough!

Availability updated today
Sitter Profile Image: Dana H.
Verified Enhanced Background Check
Sitter Profile Image: Dana H.
Verified Enhanced Background Check

Dana H.

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

Dana is amazing! This was my first time using a pet sitter and she was a perfect fit. She sent plenty of pictures and videos and made me feel so comfortable. I would definitely use her again and recommend her to anyone. My dog loved playing with her two pugs!

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

Anne W.

Loving home for your pup
Oconomowoc, WI, 53066
1.2 mi. away
Boarding, Doggy Day Care
from
$55
per night
5 out of 5.0 stars
18 reviews
7 repeat clients
Profile image

Anne does a wonderful job. Our dog suffers from vision issues and Anne attends to her with patience and care. Our Tilly girl feels safe and loved while in her care.

Availability updated 65 days ago
Sitter Profile Image: Jack & Jennifer P.
Verified Enhanced Background Check
Sitter Profile Image: Jack & Jennifer P.
Verified Enhanced Background Check

Jack & Jennifer P.
Star Sitter

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

Jack and Jenni are absolutely wonderful with Leo. They take such good care of him - Always attentive, taking him on walks, and making sure he's happy. they also send videos and photos, which gives peace of mind and a lot of confidence. I truly feel that Leo is in great hands every time. I highly recommend them.

Availability updated 37 days ago
Sitter Profile Image: Julie E.
Verified Enhanced Background Check
Sitter Profile Image: Julie E.
Verified Enhanced Background Check

Julie E.

Whatever your dog needs!
Oconomowoc, WI, 53066
5.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 5.0 stars
3 reviews
Profile image

This was our first time using Julie -- and she was excellent. Her and her family were all so kind and sent pictures of Georgia while she was there. We will definitely use her again!

Availability updated 2 days ago
Sitter Profile Image: Micah N.
Verified Enhanced Background Check
Sitter Profile Image: Micah N.
Verified Enhanced Background Check

Micah N.

Come stay with our happy pack!
Neosho, WI, 53059
11.7 mi. away
Boarding
from
$50
per night
5 out of 5.0 stars
11 reviews
4 repeat clients
Profile image

Micah was so great with our pup. She kept us informed everyday on how she was doing and sent us pics and videos! She kept her active as well which is really great for our dog. This made our vacation much more enjoyable knowing she was given a bunch of love and attention!

Availability updated 13 days ago
Sitter Profile Image: Mary & Hanna S.
Verified Background Check
Sitter Profile Image: Mary & Hanna S.
Verified Background Check

Mary & Hanna S.
Star Sitter

Someone is always home!
Sussex, WI, 53089
14.8 mi. away
Boarding, Doggy Day Care
from
$50
per night
5 out of 5.0 stars
109 reviews
57 repeat clients
Profile image

Mary and her daughters were absolutely to best dog sitters ever! They are so kind, caring and flexible. Awesome communication and attentiveness. We will absolutely bring our dog back to their home the next time we need a sitter and know that we have absolutely nothing to worry about at all!!!!

Availability updated 7 days ago
Sitter Profile Image: William & Linda J.
Verified Enhanced Background Check
Sitter Profile Image: William & Linda J.
Verified Enhanced Background Check

William & Linda J.
Star Sitter

Seniors Caring For Seniors
Jackson, WI, 53037
21.9 mi. away
Boarding
from
$30
per night
5 out of 5.0 stars
35 reviews
10 repeat clients
Profile image

Bill and Linda were wonderful with our 8 year old dog, Stanley. They took him on walks, car rides, gave him lots of snuggles and even bought him some new treats! They went above and beyond to care of our dog while we were away. We will absolutely be using them in the future and cannot recommend them enough!

Availability updated 14 days ago
Sitter Profile Image: Cindy S.
Verified Enhanced Background Check
Sitter Profile Image: Cindy S.
Verified Enhanced Background Check

Cindy S.
Star Sitter

Nana of 7 & 7 grand-fur babies
Oconomowoc, WI, 53066
0.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$48
per night
5 out of 5.0 stars
48 reviews
13 repeat clients
Profile image

Cindy was wonderful and loving to our senior dog, Grievous. You can tell that he was well-loved and taken care of while we were out of town. Very thankful for Cindy!

Availability updated 38 days ago
Sitter Profile Image: Bill & Ashlee G.
Verified Enhanced Background Check
Sitter Profile Image: Bill & Ashlee G.
Verified Enhanced Background Check

Bill & Ashlee G.
Star Sitter

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

Maddy had a great time staying with Bill and Ashlee for the first time. I felt very comfortable leaving her with them, and they were very accommodating to her needs as a more senior dog. I would definitely have her stay there again!

Availability updated 6 days ago
Sitter Profile Image: Randy S.
Verified Background Check
Sitter Profile Image: Randy S.
Verified Background Check

Randy S.
Rover 101
Star Sitter

I enjoy dogs and they like it here.
Menomonee Falls, WI, 53051
18.8 mi. away
Boarding, Doggy Day Care
from
$35
per night
5 out of 5.0 stars
274 reviews
130 repeat clients
Profile image

Randy was absolutely wonderful! He was quick to respond and very flexible when we needed to extend our stay. Frank loved the big backyard and playing with the other dogs. Highly recommend! We will be back next time we’re in town!

Availability updated 6 days ago

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