Dog Boarding Saylesville

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Saylesville, Find top rated dog boarding

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: Cheryl & Josh G.
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Cheryl & Josh G.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 50 reviews
27 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: Christiana S.
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Christiana S.
from
$35
per night
5.0 out of 5 stars
• 44 reviews
14 repeat clients
10 years of experience
Hartford, WI, 53027

“Christiana and her family took excellent care of Nola while we were away. She sent daily pics & updates which made us feel at ease that Nola was being well taken care of and enjoying her stay. We will definitely have Nola stay again! ❤️”

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Carrie P.
Sitter Profile Image: Amanda C.
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Amanda C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 16 reviews
6 repeat clients
18 years of experience
Germantown, WI, 53022

“Amanda was amazing and accommodating with drop off and pickup. She took the time to really get to know all the details with Rusty and his habbits. She gave updates and pictures. Rusty had a great time and was a sad to leave. 13/10 recommend.”

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Maddie
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
• 434 reviews
139 repeat clients
20 years of experience
Menomonee Falls, WI, 53051

“Our old man has such a great time here! This was his second stay and he was pooped when he came home from all the fun he had. Maria and Nayibe treated him like a family member and kept us up to date on how he was doing the whole time. Definitely recommend and will definitely be back. ☺️”

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Lindsey K.
Sitter Profile Image: Gilian S.
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Gilian S.
from
$35
per night
5.0 out of 5 stars
• 240 reviews
61 repeat clients
9 years of experience
Saukville, WI, 53080

“Gilian took great care of my dog. Suri had plenty of dogs to play with, lots of outside time and a nice space indoors too. She got to enjoy playing with water and getting yummy treats. Gilian also updated me daily with a report and photos so that I knew my dog was in good hands at all times. Thank you Gilian.”

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Karla A.
Sitter Profile Image: Doreen C.
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Doreen C.
from
$45
per night
5.0 out of 5 stars
• 166 reviews
53 repeat clients
20 years of experience
Menomonee Falls, WI, 53051

“Doreen was an excellent pet sitter and took great care of our dog. She kept us updated with regular pictures and information on how our dog was doing.”

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Amarilys V.
Sitter Profile Image: Paul S.
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Paul S.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 109 reviews
40 repeat clients
20 years of experience
Germantown, WI, 53022

“Paul did an amazing job watching our pup! He "warned' us that he would try to exceed our expectations, and no question he absolutely did. We loved all the updates with photos, and the numerous offsite visits to parks was so fun to see. So comforting while we were such a long distance away. We'd recommend Paul to anyone!”

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Steve N.
Sitter Profile Image: April P.
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April P.
from
$50
per night
5.0 out of 5 stars
• 9 reviews
20 years of experience
Slinger, WI, 53086

“April and family were amazing! I was nervous at first, however quickly was at ease with all the updates and photos I received. They treated Allie like family and she looked so happy hanging out with them I wasn’t sure she would want to come home! Hahaha”

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Cassandra H.
Sitter Profile Image: Judi C.
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Judi C.
from
$45
per night
5.0 out of 5 stars
• 3 reviews
45 years of experience
Hartland, WI, 53029

About: I love dogs. I dog sat the Dogs on Deployment 2018 Mascot named Peanut, until a pcs move. I dog sit friends & family dogs quite often. I have 4 Vizslas, 2 females and 2 intact (sweetie pie) males. I have been taking care of dogs most of my life, & just thought I would offer my services via the Rover platform. I am currently self-employed, with some side businesses (like pet sitting), running my farm & farm stand, tending chickens, ducks, & geese, as well as our vegetable garden. I make sourdough & jams and I so enjoy staying home on our farmette. I am very flexible. I have 2 acres of fenced property for your pup to run. I have wooden and stone floors. I would love on your pet as if it were mine.

Sitter Profile Image: Aidan H.
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Aidan H.
Star Sitter
from
$38
per night
4.9 out of 5 stars
• 58 reviews
17 repeat clients
12 years of experience
Menomonee River Hills, Milwaukee, WI, 53224

“I absolutely loved my experience with the sitters! They’re so attentive, communicative, helpful in every way, I definitely will book again. I could tell with the updates that my dog was happy ( from photos I received every day) and very comfortable! It made my getaway so much easier to know he was well taken care of!”

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Athena C.
Sitter Profile Image: Julie E.
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Julie E.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 69 reviews
20 repeat clients
40 years of experience
Oconomowoc, WI, 53066

“Thanks Julie for taking such great care of Redd! I appreciate the updates and pictures you were sending and was so happy to see how much fun he was having.”

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Maddie M.
Sitter Profile Image: ruby A.
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ruby A.
from
$43
per night
5.0 out of 5 stars
• 553 reviews
247 repeat clients
10 years of experience
Waterloo, WI, 53594

“Another successful stay at the farm! Pepper had an amazing time and was very tired afterwards. She absolutely loves the farm. If you’re reading this, then book your dog with Ruby. The experience for your dog is unbeatable especially at the price point offered. 10/10 recommend.”

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Trevor M.
Sitter Profile Image: Amy R.
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Amy R.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 8 reviews
5 repeat clients
20 years of experience
Wauwatosa, WI, 53222

“Riley had such a great experience, and I truly can’t say enough good things. Communication was amazing from start to finish, and she was so flexible when our flights changed, which took a huge weight off my shoulders. She even sent pictures without us asking which we absolutely loved and really appreciated. Her kids and mother were incredibly kind and Riley also got along so well with their dog, Annalise. Riley isn’t around other dogs very often, so I was a little nervous, but they did great together and it made me so happy to hear how well she adjusted. Honestly, the whole experience felt so comfortable… like I’ve known them for a long time. That says a lot when you’re trusting someone with your dog. I would absolutely use them again without hesitation. I think Riley may have even found herself a new best friend 🐾”

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Renee B.
Sitter Profile Image: Rebecca J.
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Rebecca J.
from
$44
per night
5.0 out of 5 stars
• 19 reviews
6 repeat clients
25 years of experience
Cedarburg, WI, 53012

“I'm so happy we found Becky! My little dog has a few special instructions in his old age, so I really appreciate her care and attention. He was happy and healthy when I picked him up.”

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Erin F.
Sitter Profile Image: Sarah K.
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Sarah K.
from
$30
per night
5.0 out of 5 stars
• 27 reviews
6 repeat clients
20 years of experience
Wauwatosa, WI, 53213

“Sarah and her family provided constant updates of my dog throughout the week. Her daughters seemed really engaged and loving on my dog, making me feel confident she was receiving all the love and affection she gets at home. When I picked her up, my dog seemed so relaxed, almost as if she hadn’t been gone all that time, helping me feel confident she was safe and loved on. Usually after boarding in a facility, my dog is highly anxious, extra agitated and disheveled. None of that here with Sarah. Her and her family were truly the best sitters. I never worried once while away.”

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Rachel S.
Sitter Profile Image: Cortney T.
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Cortney T.
from
$50
per night
5.0 out of 5 stars
• 55 reviews
8 repeat clients
8 years of experience
Cedarburg, WI, 53012

“Cortney was really accommodating and great with Bo. Also prompt in communicating and shared pictures and a video of Bo during his stay. Her dog was a great playmate for Bo and he had a blast. I would recommend Coutney!”

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Amanda & Craig V.
Sitter Profile Image: Paxton D.
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Paxton D.
from
$27
per night
7 years of experience
Lannon, WI, 53046

About: I’m a caring, patient, and responsible pet lover who understands that pets are part of the family. I know how important it is to make sure your pet feels safe, comfortable, and loved while you’re away. I’m happy to follow your pet’s usual routine, provide plenty of attention and playtime, and keep you updated with photos and messages. I’ll treat your pet with the same care and respect I’d want someone to give my own. I maintain a consistent weekly routine and value being dependable and organized. I work full-time during the week, but I plan my time carefully to make sure I can give pets the attention, exercise, and care they need. I’m happy to accommodate morning and evening walks, feeding schedules, playtime, and weekend care based on my availability. I understand that pets thrive on consistency, so I do my best to stick to their normal routines and keep owners updated while they’re away. Your pet’s safety, comfort, and well-being are my top priorities. I take the time to understand each pet’s personality, routine, dietary needs, and any special instructions before providing care. I’m attentive, patient, and responsible, and I make sure pets are supervised appropriately and kept in a safe environment. In a client’s home, I respect their space and follow all care instructions carefully. I’m happy to provide regular updates and photos so you can feel confident that your pet is in good hands. I’ll treat your home with respect and care for your pet as if they were my own.

Sitter Profile Image: Anne W.
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Anne W.
from
$55
per night
5.0 out of 5 stars
• 19 reviews
7 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: Maxwell E.
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Maxwell E.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 16 reviews
5 repeat clients
20 years of experience
West Allis, WI, 53219

“Max and his girlfriend took great care of my pup!! She loved having other dogs to play with. Max has a wonderful personality and vibe. He is very compassionate and you can tell has a spot in his heart for dogs. My pup had a ton of time playing outside, took walks and had a park adventure. Max is accommodating and was happy go alloys my pup to relax on the furniture and most importantly sleep/snuggle up in bed at night. Would HIGHLY recommend anyone to Max gor dog sitting.”

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Sarah S.
Sitter Profile Image: Jennifer K.
Verified Background Check
Jennifer K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 73 reviews
33 repeat clients
10 years of experience
Mequon, WI, 53092

“Jennifer was amazing with Piglet. We were at ease getting updates and pictures throughout the time we were gone. Will definitely book with Jennifer Again!!!!”

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Melissa N.
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

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

How to book dog boarding

  1. 1. Search

    Browse profiles of sitters near you who offer dog boarding.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform.

Popular requests for dog boarding - Saylesville

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FAQs for Dog Boarding - Saylesville

Frequently asked questions about Rover

Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.

Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

Depending on the sitter, their home environment, and your dog’s needs, daily exercise may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Saylesville home-away-from-home, packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Saylesville.

Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

You and your Saylesville sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the , which provides up to $25,000 in eligible veterinary care reimbursement.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit .

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in WI ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

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