Dog Boarding in Hollandale, WI

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Top rated Hollandale dog boarders

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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
78 reviews
21 repeat clients
2 years of experience
Madison, WI, 53719

Kristin & Bruce were fantastic sitters for Duke. We were able to have peace of mind knowing Duke was being loved by them and their children. Thank you so much!

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Jessica & Brad G.
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
14 reviews
8 repeat clients
20 years of experience
MIDDLETON, WI, 53562

Katie and Samuel were great to Jarvis and sent us several updates throughout his stay. They also have a gated backyard to help with energetic dogs. I would highly reccomend!

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Justin L.
Sitter Profile Image: Michelle F.
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Michelle F.
from
$32
per night
5 out of 4.9 stars
31 reviews
10 repeat clients
10 years of experience
Leopold, Fitchburg, WI, 53713

Michelle is amazing! She was so communicative and provided lots of pictures. Good updates and very receptive. She took the time to really listen to my dogs backstory. I knew my dog was being well taken care of and I would absolutely have her watch him again!

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

One of the best providers on Rover! Amy is reliable, professional, and we can tell she truly enjoys caring for pets. If our pup could talk we are positive he would be asking us when he can go for another visit!

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Eric G.
Sitter Profile Image: Emily B.
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Emily B.
Star Sitter
from
$40
per night
5 out of 5.0 stars
12 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: Nicole P.
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Nicole P.
Star Sitter
from
$35
per night
5 out of 5.0 stars
14 reviews
4 repeat clients
39 years of experience
Cross Plains, WI, 53528

My dog had a lovely time outside playing in the yard with her family and with a ball to which she sent me updates. He is all tired for the week.

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Onix
Sitter Profile Image: Christine N.
Verified Background Check
Christine N.
Star Sitter
from
$43
per night
5 out of 4.9 stars
91 reviews
52 repeat clients
27 years of experience
Prairie Hills, madison, WI, 53711

Christine was super with Joey, who is a 9 month old 63 pound puppy. I was concerned about her getting along with other dogs. Christine's knowledge and experience came through and she was able to introduce Joey to new dogs successfully, and all were happy and played together. I received lots of pictures and updates which helped me to relax and have a great vacation. Would I have Christine take care of Joey again, absolutely no question about it, she did a great job.

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Paula D.
Sitter Profile Image: Ryan & Martha M.
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Ryan & Martha M.
from
$35
per night
5 out of 5.0 stars
9 reviews
1 repeat client
14 years of experience
Stone Meadows, Madison, WI, 53719

Sure! Here's a thoughtful review you can leave for Ryan and Martha: --- Ryan and Martha were absolutely wonderful with Yogi! From the start, their communication was excellent — clear, prompt, and always thoughtful. They made dropoff and pickup incredibly easy and were very flexible with the timing, which we really appreciated. Throughout Yogi’s stay, they sent us regular updates and the sweetest photos that clearly showed how happy and comfortable he was. It gave us so much peace of mind knowing he was in such good hands. You can tell they genuinely care about animals and treat them like part of the family. We would absolutely trust them with Yogi again and highly recommend them to anyone looking for kind, responsible, and communicative pet sitters.

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Nabeel Q.
Sitter Profile Image: Sarah &  Karl K.
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Sarah & Karl K.
Star Sitter
from
$40
per night
5 out of 5.0 stars
27 reviews
7 repeat clients
12 years of experience
Cross Plains, WI, 53528

Sarah and Karl took excellent care of Wolfy while I was away for a week. He seemed so relaxed and comfortable when I picked him up (and in the pictures they sent each day). They were great with handling his medication. And he seemed to really enjoy the large yard and the sweet attention from their two young children. Highly recommend!

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Jeff K.
Sitter Profile Image: Natalie B.
Verified Background Check
Natalie B.
Star Sitter
from
$50
per night
5 out of 5.0 stars
145 reviews
45 repeat clients
15 years of experience
Hill Farms-University Neighborh, Madison, WI, 53705

Natalie was amazing! She took such good care of our girls while we had a few days away. Would absolutely book again!

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Alexandra F.
Sitter Profile Image: Lindsey C.
Verified Enhanced Background Check
Lindsey C.
Star Sitter
from
$45
per night
5 out of 5.0 stars
22 reviews
7 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: Tessa S.
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Tessa S.
from
$33
per night
5 out of 5.0 stars
6 reviews
6 years of experience
Fitchburg, WI, 53711

Tessa did an amazing job watching Rena. She gave the best pup-dates complete with pictures and videos so we had peace of mind knowing our gal was doing ok! Tessa took extra care understanding Rena had some anxiety and gave her love, attention, and - most importantly - lots of walks and outdoor time. We can’t thank Tessa enough!

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Kayla L.
Sitter Profile Image: Mary Z.
Verified Enhanced Background Check
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: Janice B.
Verified Enhanced Background Check
Janice B.
Star Sitter
from
$35
per night
5 out of 5.0 stars
44 reviews
11 repeat clients
23 years of experience
Meadowood, Madison, WI, 53711

Janice is a great sitter. Sends lots of updates and pictures, and is easy to communicate with. Grizz had a lot of fun during his stay, and we would use her again. Highly recommend this sitter.

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Jeannie V.
Sitter Profile Image: Julie Z.
Verified Enhanced Background Check
Julie Z.
Star Sitter
from
$50
per night
5 out of 4.9 stars
22 reviews
8 repeat clients
25 years of experience
Sunset Village, Madison, WI, 53705

Julie was absolutely fantastic. She knows dog behavior very well and I completely trusted her with my 12 week old puppy who is very nervous. Julie went above and beyond to make sure my puppy was comfortable and well taken care of. Highly recommend!

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Taralinda W.
Sitter Profile Image: Michelle S.
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Michelle S.
from
$50
per night
5 out of 5.0 stars
10 reviews
2 repeat clients
30 years of experience
Orchard Ridge Community, Madison, WI, 53711

Michelle and her family were amazing with our two Golden Retrievers!! She really treats your dogs as if they were her own. Can't thank her enough for taking such great care of our boys.

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Colleen W.
Sitter Profile Image: Christina & Jeremy C.
Verified Enhanced Background Check
Christina & Jeremy C.
Star Sitter
from
$45
per night
5 out of 5.0 stars
62 reviews
32 repeat clients
15 years of experience
Verona, WI, 53593

My dog cooper has a lot of anxiety and has chronic condition. Jeremy and christina accommodate us very well and were very careful with cooper. I could tell cooper had nice time there, we will definitely continue booking with them and highly recommend them for all pet parents.

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Aytakin K.
Sitter Profile Image: Dan W.
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Dan W.
Star Sitter
from
$25
per night
5 out of 4.9 stars
67 reviews
27 repeat clients
15 years of experience
Mineral Point, WI, 53565

Molly had such a great time playing with the other dogs! The photos and videos were very fun to receive! I highly recommend Dan! 5 stars is my intended rating!

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Donita C.
Sitter Profile Image: Jorden & Savannah F.
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Jorden & Savannah F.
Star Sitter
from
$50
per night
5 out of 5.0 stars
77 reviews
33 repeat clients
20 years of experience
Barneveld, WI, 53507

We were fortunate to have found Jorden and Savannah! I had to leave for a week-long trip with short notice, so we couldn't have a trial run. Fortunately, I had nothing to worry about. Atticus was happy, having fun, and was taken care of as if he were at home - he was provided with food, medication, and love from the moment I dropped him off until I picked him up.)! They allowed him to sleep with them, and I received numerous lovely photo updates. Atticus enjoyed being with their kids who were very kind to him. We plan to bring Atticus back here for future boarding. I cannot express enough how wonderful this experience was. I am thankful we found them and highly recommend their services!

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Khristine C.
Sitter Profile Image: Jodi S.
Verified Background Check
Jodi S.
from
$60
per night
5 out of 5.0 stars
24 reviews
5 repeat clients
20 years of experience
Verona, WI, 53593

Our pup is older, hates larger kennels, and is a huge couch/bed cuddler. We were so grateful that she was well loved and had a lot of space to run around/sniff outside. Jodi worked with us as the drop off and pick up dates were both during winter storms. Thank you for that! We will be reaching out again for future vacations!

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Kathryn L.
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Sitter Profile Image: Kristin & Bruce M.
Verified Enhanced Background Check
Sitter Profile Image: Kristin & Bruce M.
Verified Enhanced Background Check

Kristin & Bruce M.
Star Sitter

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

Kristin & Bruce were fantastic sitters for Duke. We were able to have peace of mind knowing Duke was being loved by them and their children. Thank you so much!

Availability updated 5 days ago
Sitter Profile Image: Katie & Samuel W.
Verified Enhanced Background Check
Sitter Profile Image: Katie & Samuel W.
Verified Enhanced Background Check

Katie & Samuel W.
Star Sitter

Dog loving family, fenced backyard
MIDDLETON, WI, 53562
23.6 mi. away
Boarding
from
$35
per night
5 out of 5.0 stars
14 reviews
8 repeat clients
Profile image

Katie and Samuel were great to Jarvis and sent us several updates throughout his stay. They also have a gated backyard to help with energetic dogs. I would highly reccomend!

Availability updated 43 days ago
Sitter Profile Image: Michelle F.
Verified Enhanced Background Check
Sitter Profile Image: Michelle F.
Verified Enhanced Background Check

Michelle F.

Simple & Loving Dog Care at Home
Leopold, Fitchburg, WI, 53713
28.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$32
per night
5 out of 4.9 stars
31 reviews
10 repeat clients
Profile image

Michelle is amazing! She was so communicative and provided lots of pictures. Good updates and very receptive. She took the time to really listen to my dogs backstory. I knew my dog was being well taken care of and I would absolutely have her watch him again!

Availability updated today
Sitter Profile Image: Amy G.
Verified Enhanced Background Check
Sitter Profile Image: Amy G.
Verified Enhanced Background Check

Amy G.

Passionate pet sitter, flexible!
Fitchburg, WI, 53711
27.9 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

One of the best providers on Rover! Amy is reliable, professional, and we can tell she truly enjoys caring for pets. If our pup could talk we are positive he would be asking us when he can go for another visit!

Availability updated 22 days ago
Sitter Profile Image: Emily B.
Verified Enhanced Background Check
Sitter Profile Image: Emily B.
Verified Enhanced Background Check

Emily B.
Star Sitter

Loving Family+Your Pet=Chef’s Kiss
Fitchburg, WI, 53711
26.4 mi. away
Boarding, Doggy Day Care
from
$40
per night
5 out of 5.0 stars
12 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 today
Sitter Profile Image: Nicole P.
Verified Enhanced Background Check
Sitter Profile Image: Nicole P.
Verified Enhanced Background Check

Nicole P.
Star Sitter

Let your dog become our family pet
Cross Plains, WI, 53528
22.1 mi. away
Boarding, Dog Walking
from
$35
per night
5 out of 5.0 stars
14 reviews
4 repeat clients
Profile image

My dog had a lovely time outside playing in the yard with her family and with a ball to which she sent me updates. He is all tired for the week.

Availability updated 7 days ago
Sitter Profile Image: Christine N.
Verified Background Check
Sitter Profile Image: Christine N.
Verified Background Check

Christine N.
Star Sitter

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

Christine was super with Joey, who is a 9 month old 63 pound puppy. I was concerned about her getting along with other dogs. Christine's knowledge and experience came through and she was able to introduce Joey to new dogs successfully, and all were happy and played together. I received lots of pictures and updates which helped me to relax and have a great vacation. Would I have Christine take care of Joey again, absolutely no question about it, she did a great job.

Availability updated 3 days ago
Sitter Profile Image: Ryan & Martha M.
Verified Enhanced Background Check
Sitter Profile Image: Ryan & Martha M.
Verified Enhanced Background Check

Ryan & Martha M.

Loving, caring, responsable & exper
Stone Meadows, Madison, WI, 53719
24.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per night
5 out of 5.0 stars
9 reviews
1 repeat client
Profile image

Sure! Here's a thoughtful review you can leave for Ryan and Martha: --- Ryan and Martha were absolutely wonderful with Yogi! From the start, their communication was excellent — clear, prompt, and always thoughtful. They made dropoff and pickup incredibly easy and were very flexible with the timing, which we really appreciated. Throughout Yogi’s stay, they sent us regular updates and the sweetest photos that clearly showed how happy and comfortable he was. It gave us so much peace of mind knowing he was in such good hands. You can tell they genuinely care about animals and treat them like part of the family. We would absolutely trust them with Yogi again and highly recommend them to anyone looking for kind, responsible, and communicative pet sitters.

Availability updated today
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Sarah &  Karl K.
Verified Enhanced Background Check
Sitter Profile Image: Sarah &  Karl K.
Verified Enhanced Background Check

Sarah & Karl K.
Star Sitter

1 Acre Fenced in Yard for Exploring
Cross Plains, WI, 53528
21.7 mi. away
Boarding, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 5.0 stars
27 reviews
7 repeat clients
Profile image

Sarah and Karl took excellent care of Wolfy while I was away for a week. He seemed so relaxed and comfortable when I picked him up (and in the pictures they sent each day). They were great with handling his medication. And he seemed to really enjoy the large yard and the sweet attention from their two young children. Highly recommend!

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

Natalie B.
Star Sitter

Stress-Free Trips Start with Me!
Hill Farms-University Neighborh, Madison, WI, 53705
26.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$50
per night
5 out of 5.0 stars
145 reviews
45 repeat clients
Profile image

Natalie was amazing! She took such good care of our girls while we had a few days away. Would absolutely book again!

Availability updated today
Sitter Profile Image: Lindsey C.
Verified Enhanced Background Check
Sitter Profile Image: Lindsey C.
Verified Enhanced Background Check

Lindsey C.
Rover 101
Star Sitter

I used to call myself the Dog Queen
Madison, WI, 53705
27.4 mi. away
Boarding, Dog Walking
from
$45
per night
5 out of 5.0 stars
22 reviews
7 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 19 days ago
Sitter Profile Image: Tessa S.
Verified Enhanced Background Check
Sitter Profile Image: Tessa S.
Verified Enhanced Background Check

Tessa S.

Pet owner. Pet entrepreneur.
Fitchburg, WI, 53711
28.0 mi. away
Boarding
from
$33
per night
5 out of 5.0 stars
6 reviews
Profile image

Tessa did an amazing job watching Rena. She gave the best pup-dates complete with pictures and videos so we had peace of mind knowing our gal was doing ok! Tessa took extra care understanding Rena had some anxiety and gave her love, attention, and - most importantly - lots of walks and outdoor time. We can’t thank Tessa enough!

Availability updated today
Sitter Profile Image: Mary Z.
Verified Enhanced Background Check
Sitter Profile Image: Mary Z.
Verified Enhanced Background Check

Mary Z.
Star Sitter

Dog-loving home
Regent, Madison, WI, 53726
29.2 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 2 days ago
Sitter Profile Image: Janice B.
Verified Enhanced Background Check
Sitter Profile Image: Janice B.
Verified Enhanced Background Check

Janice B.
Star Sitter

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

Janice is a great sitter. Sends lots of updates and pictures, and is easy to communicate with. Grizz had a lot of fun during his stay, and we would use her again. Highly recommend this sitter.

Availability updated 49 days ago
Sitter Profile Image: Julie Z.
Verified Enhanced Background Check
Sitter Profile Image: Julie Z.
Verified Enhanced Background Check

Julie Z.
Star Sitter

I let dogs be dogs!
Sunset Village, Madison, WI, 53705
28.0 mi. away
Boarding, Doggy Day Care
from
$50
per night
5 out of 4.9 stars
22 reviews
8 repeat clients
Profile image

Julie was absolutely fantastic. She knows dog behavior very well and I completely trusted her with my 12 week old puppy who is very nervous. Julie went above and beyond to make sure my puppy was comfortable and well taken care of. Highly recommend!

Availability updated 7 days ago
Sitter Profile Image: Michelle S.
Verified Enhanced Background Check
Sitter Profile Image: Michelle S.
Verified Enhanced Background Check

Michelle S.

Experienced Animal Lover/no pets
Orchard Ridge Community, Madison, WI, 53711
26.1 mi. away
Boarding
from
$50
per night
5 out of 5.0 stars
10 reviews
2 repeat clients
Profile image

Michelle and her family were amazing with our two Golden Retrievers!! She really treats your dogs as if they were her own. Can't thank her enough for taking such great care of our boys.

Availability updated 6 days ago
Sitter Profile Image: Christina & Jeremy C.
Verified Enhanced Background Check
Sitter Profile Image: Christina & Jeremy C.
Verified Enhanced Background Check

Christina & Jeremy C.
Star Sitter

Come stay play
Verona, WI, 53593
22.0 mi. away
Boarding, Doggy Day Care, Dog Walking
from
$45
per night
5 out of 5.0 stars
62 reviews
32 repeat clients
Profile image

My dog cooper has a lot of anxiety and has chronic condition. Jeremy and christina accommodate us very well and were very careful with cooper. I could tell cooper had nice time there, we will definitely continue booking with them and highly recommend them for all pet parents.

Availability updated 5 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Dan W.
Verified Background Check
Sitter Profile Image: Dan W.
Verified Background Check

Dan W.
Rover 101
Star Sitter

Breeder, Licensed Kennel, Boarding
Mineral Point, WI, 53565
11.7 mi. away
Boarding, Doggy Day Care
from
$25
per night
5 out of 4.9 stars
67 reviews
27 repeat clients
Profile image

Molly had such a great time playing with the other dogs! The photos and videos were very fun to receive! I highly recommend Dan! 5 stars is my intended rating!

Availability updated 2 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Jorden & Savannah F.
Verified Enhanced Background Check
Sitter Profile Image: Jorden & Savannah F.
Verified Enhanced Background Check

Jorden & Savannah F.
Rover 101
Star Sitter

Calm & Caring Pet Lovers!
Barneveld, WI, 53507
9.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 5.0 stars
77 reviews
33 repeat clients
Profile image

We were fortunate to have found Jorden and Savannah! I had to leave for a week-long trip with short notice, so we couldn't have a trial run. Fortunately, I had nothing to worry about. Atticus was happy, having fun, and was taken care of as if he were at home - he was provided with food, medication, and love from the moment I dropped him off until I picked him up.)! They allowed him to sleep with them, and I received numerous lovely photo updates. Atticus enjoyed being with their kids who were very kind to him. We plan to bring Atticus back here for future boarding. I cannot express enough how wonderful this experience was. I am thankful we found them and highly recommend their services!

Availability updated 6 days ago
Confirmed availability for Labor Day Weekend
Sitter Profile Image: Jodi S.
Verified Background Check
Sitter Profile Image: Jodi S.
Verified Background Check

Jodi S.

15 years experience in Vet clinic.
Verona, WI, 53593
17.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$60
per night
5 out of 5.0 stars
24 reviews
5 repeat clients
Profile image

Our pup is older, hates larger kennels, and is a huge couch/bed cuddler. We were so grateful that she was well loved and had a lot of space to run around/sniff outside. Jodi worked with us as the drop off and pick up dates were both during winter storms. Thank you for that! We will be reaching out again for future vacations!

Availability updated 2 days ago

Over 2 pet parents in Hollandale have booked dog boarding

How Rover works

  1. 1. Search

    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

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for dog boarding in Hollandale is $40

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Sitters in Hollandale average 8 repeat dog boarding clients

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