Dog Boarding in Monterey, WI

Find a loving dog sitter to watch your dog overnight at your sitter's home.

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Top rated Monterey dog boarders

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Katy & Dennis "DJ" G.
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Katy & Dennis "DJ" G.
Star Sitter
from
$38
per night
5.0 out of 5 stars
114 reviews
39 repeat clients
35 years of experience
Wales, WI, 53183

So thankful I can rely on such a caring family to look after Clem when I'm away. Never a doubt he is in great hands. Clem loves his vacation home!

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Joe P.
Sitter Profile Image: Scott & Ashley S.
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Scott & Ashley S.
Star Sitter
from
$44
per night
5.0 out of 5 stars
90 reviews
23 repeat clients
20 years of experience
Waukesha, WI, 53186

Always a great time at Scott & Ashley. Scott took care of Chewy’s insulin injections and eye drops. Leia is so happy with a lot of cuddles. We got los of pictures and updates.

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Cisca K.
Sitter Profile Image: Mikaela & Shane P.
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Mikaela & Shane P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
31 reviews
11 repeat clients
20 years of experience
Hartland, WI, 53029

Mikaela and Shane were awesome! We got daily pics and updates! Morris seemed very happy with his new friends! Highly recommend! Very sweet family!

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Ashlyn S.
Sitter Profile Image: Cheryl & Josh G.
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Cheryl & Josh G.
Star Sitter
from
$35
per night
5.0 out of 5 stars
30 reviews
16 repeat clients
20 years of experience
Slinger, WI, 53086

Josh and Cheryl were absolutely incredible with our dog, Tuck. He’s a high-energy, challenging pup who needs a lot of stimulation, and they went above and beyond to make sure he was well cared for, engaged, and happy. They were attentive, active, and cared for him like their own. When his collar broke, they even bought him a new one without hesitation—such a thoughtful gesture that speaks to how much they truly care. We also loved receiving regular updates and photos, which gave us peace of mind while we were away. We couldn’t recommend them more highly—if we could give more than 5 stars, we would!

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Zach M.
Sitter Profile Image: Jamie K.
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Jamie K.
from
$45
per night
5.0 out of 5 stars
7 reviews
1 repeat client
18 years of experience
Oconomowoc, WI, 53066

Jamie and her family took such good care of Rusty! It was our first time leaving him with someone other than family and they updated us with pictures and messages throughout our vacation. I would HIGHLY recommend them to anyone!

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Angela D.
Sitter Profile Image: Marie S.
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Marie S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
53 reviews
18 repeat clients
25 years of experience
Hartland, WI, 53029

We felt very comfortable leaving our furry family member with Marie and her family! Marie did a great job sending pics and providing daily updates. Grace got lots of walks, treats and love! We’ll definitely be requesting Marie again.

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Karen D.
Sitter Profile Image: Audrey M.
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Audrey M.
from
$30
per night
5.0 out of 5 stars
4 reviews
2 repeat clients
15 years of experience
Nashotah, WI, 53058

Super nice person and her kids and dogs are nice Super happy I found her

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Tim H.
Sitter Profile Image: Jenifer D.
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Jenifer D.
Star Sitter
from
$46
per night
5.0 out of 5 stars
368 reviews
158 repeat clients
22 years of experience
Pewaukee, WI, 53072

Jenifer was a caring sitter for Tipper. Tipper was happy with her even though she missed us. Jennifer did her best to get Tipper to eat including sharing treats with her. Thank you.

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

Dana is wonderful! She takes good care of Hunter and sends pictures/ videos often. We really appreciate all the attention she gives him, and she is also super flexible. Thanks again, Dana! We appreciate you!😊

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Genni N.
Sitter Profile Image: Maria & Nayibe B.
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Maria & Nayibe B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
384 reviews
120 repeat clients
20 years of experience
Brookfield, WI, 53005

Maria took such good care of Loki. She sent pictures and messages daily and we could tell that he was very comfortable and happy with her. Will will certainly book again!

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Christina A.
Sitter Profile Image: Gianina B.
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Gianina B.
from
$35
per night
5.0 out of 5 stars
10 reviews
20 years of experience
Germantown, WI, 53022

My dog was well cared for and seemed very happy with Gianina. My dog went for walks and ran in the yard. Gianina sent photos and updates and was easy to communicate with.

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Michele R.
Sitter Profile Image: Madison, Amy & Jeff L.
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Madison, Amy & Jeff L.
Star Sitter
from
$45
per night
5.0 out of 5 stars
12 reviews
4 repeat clients
10 years of experience
Oconomowoc, WI, 53066

Madison and Jeff were very easy to communicate with and kept us advised of all of Roscoe’s activities with texts and pictures . Their boys were very good playmates and kept Roscoe very busy. At night the boys setup “camp” in the living room and slept with Roscoe. Awesome Family!

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John W.
Sitter Profile Image: Brooke G.
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Brooke G.
from
$50
per night
5.0 out of 5 stars
23 reviews
2 repeat clients
20 years of experience
Oconomowoc, WI, 53066

Brooke and Rob were incredible! Our pup had a blast with them and their dog, Moxie. They sent regular updates, which gave us peace of mind. It was obvious they understood our dog's needs, making us feel comfortable leaving her. We highly recommend them as trustworthy and caring sitters. Thank you, Brooke and Rob!

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William G.
Sitter Profile Image: Monique B.
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Monique B.
from
$45
per night
5.0 out of 5 stars
242 reviews
67 repeat clients
20 years of experience
Mequon, WI, 53097

Monique is a wonderful pet sitter! She is extremely professional and organized and communicates perfectly. I have peace of mind when I leave my pup with her. I would highly recommend her to anyone!

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Tracy B.
Sitter Profile Image: Mary & Hanna S.
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Mary & Hanna S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
135 reviews
65 repeat clients
11 years of experience
Sussex, WI, 53089

Brian and Mary took great care of Rosey, as always! I feel so comfortable leaving her with them and appreciate all of the photos while we’re away! Thank you!!!!

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Nicole D.
Sitter Profile Image: Amanda C.
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Amanda C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
18 years of experience
Germantown, WI, 53022

Would definitely recommend Amanda as a sitter! Easy communication, easy to book, I appreciated the couple check ins during my dog’s stay! My dog came back looking well taken care of, happy, and tired from her exercise! Will definitely be using Amanda again!

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Morgan C.
Sitter Profile Image: ruby A.
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ruby A.
Star Sitter
from
$43
per night
5.0 out of 5 stars
542 reviews
245 repeat clients
10 years of experience
Waterloo, WI, 53594

Ruby is amazing! Great communication throughout my pups stay. She has a genuine love for dogs. Will absolutely use Ruby again in the future. Highly recommended!

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Thomas H.
Sitter Profile Image: Angela K.
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Angela K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
148 reviews
38 repeat clients
25 years of experience
Menomonee Falls, WI, 53051

Angela and her family watched our dog for a week while we were on vacation. Angela was very courteous and great to work with. She has a big fenced in yard and two friendly dogs. She sent lots of pictures with daily updates. Our dog seemed very happy with her family and we wouldn't hesitate to book with her again. Thanks Angela!

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Carl G.
Sitter Profile Image: Ellen S.
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Ellen S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
57 reviews
16 repeat clients
10 years of experience
Marshall, WI, 53559

Ellen was wonderful. Not only did she take Winnie on short notice, she made us feel so comfortable leaving Winnie behind. She was a master at easing Winnie in and making her feel at home. She sent us regular updates with photos and video so we could share her experience. Thank you Ellen! Winnie will definitely be back!

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Kim H.
Sitter Profile Image: Anna P.
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Anna P.
from
$44
per night
5.0 out of 5 stars
75 reviews
23 repeat clients
20 years of experience
Sullivan, WI, 53178

Great communication from initial contact until pick up. Appreciated the daily updates and pictures. Biscuit had a great "staycation" over the weekend. We will use Anna for our dog sitting needs again.

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Aaron R.
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  3. 3. Book & Pay

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Why Choose Rover?

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  • 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.

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Dog Boarding FAQs

Frequently asked questions about Rover

If you’re searching for a Monterey dog boarding sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

Typically, dog boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your dog in no time!

Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Monterey.

Rover makes it easy to find Monterey dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:

  • Dogs of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their sitter’s pets

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.