Dog Boarding Raymond

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Raymond, 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: Shyla V.
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Shyla V.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 11 reviews
4 repeat clients
10 years of experience
Caledonia, WI, 53108

“Stetson had so much fun at Shayla’s house! She is great with communication and you can tell she loves animals!”

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Josie O.
Sitter Profile Image: Heather J.
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Heather J.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 36 reviews
4 repeat clients
20 years of experience
Muskego, WI, 53150

“She was very nice. She responded very fast and sent lots of pictures. She gave updates everyday and let me know how everything was going. Would definitely book with her again”

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Maddy L.
Sitter Profile Image: Debbie L.
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Debbie L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 81 reviews
22 repeat clients
50 years of experience
Oak Creek, WI, 53154

“Our 11 month old vizsla puppy is a handful and Debbie handled him beautifully with training experience, understanding, and love. He received dedicated one on one care for the 6 days we were away on vacation and we couldn’t be more pleased. Her daily photo updates were comforting and thoughtful. We would love to have Debbie host our pup again in the future!”

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June O.
Sitter Profile Image: Linda V.
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Linda V.
from
$35
per night
5.0 out of 5 stars
• 20 reviews
6 repeat clients
6 years of experience
Riverwest, Milwaukee, WI, 53212

“Linda was excellent and very accommodating for my last minute trip. She also sent a lot of update photos of my puppy to make my first time with rover a great experience :)”

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Jessica
Sitter Profile Image: Maxwell E.
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Maxwell E.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 17 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: Amanda P.
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Amanda P.
from
$45
per night
5.0 out of 5 stars
• 36 reviews
14 repeat clients
20 years of experience
Franklin, WI, 53132

“Amanda was great! She kept my Hundley while I had to take a quick trip out of town. She sent me lots of pictures and I could tell he was enjoying his time with her and her family ❤️. Will definitely use Amanda again!”

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Deshayla H.
Sitter Profile Image: Sunshine L.
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Sunshine L.
from
$40
per night
5.0 out of 5 stars
• 101 reviews
32 repeat clients
46 years of experience
Kenosha, WI, 53143

“Sunshine was amazing with Xena! She kept us updated with pictures and how she was doing daily. Xena had a great experience and so did we! We will definitely have Sunshine care for Xena again!”

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Tom G.
Sitter Profile Image: Deanne D.
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Deanne D.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 279 reviews
135 repeat clients
25 years of experience
Genoa City, WI, 53128

“Deanne kept all three of our dogs when we were out of town for four days. She kept us informed how they were doing and sent pictures so we could see them and they had all settled in well with her crew. So glad we found her in Rover!”

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Corey H.
Sitter Profile Image: Tony W.
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Tony W.
from
$45
per night
4.9 out of 5 stars
• 18 reviews
10 repeat clients
7 years of experience
Salem, WI, 53168

“Tony was great with Archie. He sent photos and videos which I really liked to see. Archie looked like he really enjoyed himself. Would highly recommend Tony. Thanks again for having Archie in your home”

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Tricia K.
Sitter Profile Image: dawn s.
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dawn s.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 65 reviews
30 repeat clients
20 years of experience
West Allis, WI, 53214

“Dawn and her family provided a comforting setting for our dog Astro. He was the only client they had for the stay which to us is just what he likes. He’s not much a social one, but tolerates well with other dogs if he has to! They paid Astro lots of attention when he needed it. Kept us up to date on anything that was important to tell us and sent pictures to show us he’s doing well! He’s pretty easy to take care of and not a trouble maker for anybody and he knew he was in good hands! Also, we liked that Dawn has a fenced in backyard! Big plus! Thanks again! Mike and Liz”

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Mike C.
Sitter Profile Image: Lisa & Richard M.
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Lisa & Richard M.
from
$30
per night
5.0 out of 5 stars
• 12 reviews
4 repeat clients
1 year of experience
Greenfield, WI, 53221

“They are so sweet and accommodating to my schedule. Brownie had a good time at their place, they also have a big backyard which is a huge plus. I would definitely recommend!”

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Nidhi N.
Sitter Profile Image: Mary G.
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Mary G.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 114 reviews
32 repeat clients
25 years of experience
Greenfield, WI, 53228

“Mary did a wonderful job with our girls. She sent me photo updates and texts. Pups seemed very happy and healthy when we picked them up. Mary was patient with our shy smaller girl. Allowed cuddles and bedtime snuggles. So happy we found a loving home away from home for our girls.”

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Laurie F.
Sitter Profile Image: Kam O.
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Kam O.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 46 reviews
21 repeat clients
20 years of experience
Waterford, WI, 53185

“Kam and her family took wonderful care of my cat Wally. Kam sent me photos every day to show how well my cat was doing. I wholeheartedly recommend Kam’s sitting services!”

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Layni G.
Sitter Profile Image: Alyssa H.
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Alyssa H.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 15 reviews
5 repeat clients
10 years of experience
West Allis, WI, 53219

“Alyssa and her family were the greatest care takers I could have ever asked for. I was nervous to leave my boy with a stranger but then I met them. I immediately felt safe. So did Duncan. I can’t even fathom the amount of stars that they deserve. 5/5 5/5 5/5”

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Nina M.
Sitter Profile Image: Kim K.
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Kim K.
Star Sitter
from
$47
per night
5.0 out of 5 stars
• 85 reviews
37 repeat clients
50 years of experience
Gurnee, IL, 60031

“Finn had the besttttt time!! Kim took amazing care of our boy and kept us sooooo updated! I could just tell he had the most amazing time on their walks!! Thank youu so much again!!”

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Cassie L.
Sitter Profile Image: Samantha W.
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Samantha W.
from
$40
per night
5.0 out of 5 stars
• 5 reviews
20 years of experience
Concordia, Milwaukee, WI, 53208

“She is the best! I trust her wholeheartedly with Nellie and would encourage anyone to let her watch your pups 😊”

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Alexandra S.
Sitter Profile Image: Tara F.
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Tara F.
from
$30
per night
5.0 out of 5 stars
• 4 reviews
2 repeat clients
20 years of experience
Hales Corners, WI, 53130

“Tara took wonderful care of our dog, Abu, while we were away for three days. Abu got along great with her two dogs, and we loved that there was a small, fenced-in dog park near her home where the dogs could safely run around and enjoy some off-leash time. Tara also took Abu on walks and made sure he got plenty of exercise and outdoor time. We really appreciated her care and attention and felt comfortable knowing Abu was in good hands. We would definitely recommend Tara to anyone looking for a caring and reliable dog sitter!”

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Wendy C.
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 took great care of Goose while we were gone for a quick overnight! Goose got lots of walks around the neighborhood and played well with their kids, both in the yard and outside. We wouldn’t hesitate to book again in the future!”

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Anna W.
Sitter Profile Image: April D.
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April D.
from
$35
per night
4.7 out of 5 stars
• 15 reviews
6 repeat clients
25 years of experience
Sturtevant, WI, 53177

“April did a great job caring for my 2 chiweenies. She kept me updated with messages and pictures and was responsive to questions etc. I could tell that my dogs had a good time with her and I will definitely reach out again if I need a place for them to go in the future.”

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Melissa P.
Sitter Profile Image: Emilia & Gina D.
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Emilia & Gina D.
from
$42
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
12 years of experience
Franklin, WI, 53132

About: We are a small and local dog daycare with a passion for your fur babies! We have worked in the pet business for 10+ years and love caring for your dogs. We do require a trial day to ensure your pup(s) is comfortable with us and our facility. Contact our daycare facility E&G's Tail Waggers for more specifics on how to set up a trial day with us! We are open 5 days a week for daycare from 6:30AM-6PM. Pups get at least 8 hours of play in a day PLUS a 2 hour nap time. We also offer grooming and overnight boarding services! We have both an outdoor space AND indoor space that is heated with padded flooring for the dogs to play on! We separate dogs by size and temperament for the best play groups.

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The median cost per night for dog boarding in Raymond is $45

Dog parents share their Rover experiences - Raymond

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5.0 out of 5 stars

Chili was more then spoiled. I would describe his stay as "Hollywood" style. Shyla was great a communicating and my daughter realized the comfort she provided to her Autism comfort dog.

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Michael P.
Boarding
5.0 out of 5 stars

Stetson had so much fun at Shayla’s house! She is great with communication and you can tell she loves animals!

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Josie O.
Boarding
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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 - Raymond

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Raymond average 12
repeat dog boarding clients

FAQs for Dog Boarding - Raymond

Frequently asked questions about Rover

As of November 2026, there are 955 sitters on Rover offering Dog Boarding across Raymond. Enter your ZIP code to see which available sitters are closest to your home.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

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.

93% of sitters in Raymond can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this 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 Raymond home-away-from-home, we recommend 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 Raymond.

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.

Yes, you can find sitters who have experience with handling special pet needs in Raymond. On Rover:

  • 87% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 93% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

You and your Raymond 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 Rover Guarantee, 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 Rover's Trust & Safety page.

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.

Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.

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