Dog Boarding Wildwood

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

Pick-Up
Search

Over 1
pet parents in Wildwood have booked dog boarding

Wildwood, 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.

1 / 1
Sitter Profile Image: Alexander C.
Verified Background Check
Alexander C.
from
$35
per night
4.9 out of 5 stars
• 36 reviews
10 repeat clients
5 years of experience
Wilson, WI, 54027

“Alexander cared for my dog exceptionally well. I received photos and videos during the stay and it looked like my dog was having lots of fun. I highly recommend Alexander and will rebook with him for future stays!”

Profile image
Dan R.
Sitter Profile Image: Kelli & Jarrod Brien S.
Verified Enhanced Background Check
Kelli & Jarrod Brien S.
from
$40
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
40 years of experience
River Falls, WI, 54022

“My dog had a great time! Very friendly and sent pictures of his time there! Thank you so much! 🐶”

Profile image
Shannon D.
Sitter Profile Image: Olivia D.
Verified Enhanced Background Check
Olivia D.
from
$50
per night
5.0 out of 5 stars
• 10 reviews
2 repeat clients
5 years of experience
Baldwin, WI, 54002

“Olivia gave frequent updates and Zelda had a great time playing with Clover.”

Profile image
Devon K.
Sitter Profile Image: Rashelle A.
Verified Background Check
Rashelle A.
from
$38
per night
5.0 out of 5 stars
• 14 reviews
40 years of experience
New Richmond, WI, 54017

“Rashelle was awesome and Willy had lots of fun playing with some new friends. ❤️ Rashelle’s communication was excellent with keeping me up to date with photos and sharing how Willy was doing. We will definitely be calling on Rashelle’s services again.”

Profile image
Rebecca W.
Sitter Profile Image: Jennifer R.
Verified Enhanced Background Check
Jennifer R.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 21 reviews
3 repeat clients
55 years of experience
Prescott, WI, 54021

“Jennifer was so sweet, caring, and accommodating to our pup. I loved getting pictures and messages throughout his stay, which really put my mind at ease. I truly appreciate her taking in a puppy and being so flexible with our schedule tweaks. We'll definitely book again.”

Profile image
Dawn H.
Sitter Profile Image: Melissa K.
Verified Enhanced Background Check
Melissa K.
from
$50
per night
5.0 out of 5 stars
• 11 reviews
2 repeat clients
45 years of experience
Baldwin, WI, 54002

About: I grew up in a home with all kinds of pets, and I am very responsible with pet care (paying attention to safety, dietary needs, etc). I have owned cats, dogs (from Chihuahua to giant Mastiff) and I've even owned a snake. I am my family and friends "go-to pet sitter", when they are away on trips. And pets love me, because I speak their language...which is lots of snuggles and sweet talk! And walks! *PRICING* - Rover adds certain extra fees, which I can adjust only after a booking. Please contact me to discuss. I am currently working full-time, but can be with your pet in the evenings - Mon thru Fri, and have an open schedule on the weekends. I will come to you! And since I have often done sleepovers for friends and family, while they're away on a trip, I am very trusted to pay attention to their pets' feeding schedules, dietary needs, and potty/walking routines. I am a responsible pet owner myself, and I believe strongly in the health and safety of pets, so they will be safe with me AND we'll have a great time together! I'm also pretty good at getting some cute photos for you!

Sitter Profile Image: Jeanna H.
Verified Enhanced Background Check
Jeanna H.
from
$45
per night
5.0 out of 5 stars
• 47 reviews
14 repeat clients
10 years of experience
Woodbury, MN, 55129

“Thank you Jeanna for taking great care Munchkin while we were away for the weekend. It was great to know that he was being well taken care off. Also love picture you sent to us, showing us he was having a good time. We would recommend using Jeanna.”

Profile image
Melissa D.
Sitter Profile Image: Jennifer D.
Verified Enhanced Background Check
Jennifer D.
from
$55
per night
5.0 out of 5 stars
• 17 reviews
6 repeat clients
35 years of experience
Lake Elmo, MN, 55042

“Jennifer was so great with Lola! She sent photos every day and treated her like her own pup. What more can we ask for? I highly recommend her!”

Profile image
Amanda H.
Sitter Profile Image: Orlando & Nicki C.
Verified Enhanced Background Check
Orlando & Nicki C.
from
$50
per night
5.0 out of 5 stars
• 10 reviews
2 repeat clients
30 years of experience
Houlton, WI, 54082

“Orlando and Nicki were great! They cared for Daisy like she was their own. Great communication and sent lots of photos of our pup having a wonderful time while we were away! We will use them again for sure! 100%!!!”

Profile image
Amber L.
Sitter Profile Image: felicia m.
Verified Enhanced Background Check
felicia m.
from
$38
per night
5.0 out of 5 stars
• 15 reviews
2 repeat clients
40 years of experience
STILLWATER, MN, 55082

“Felicia and her family were so great with Thor! He was a little nervous when arriving but every photo they sent he looked happier and happier. Enjoyed the attention and the walks and playing with their pup Yoshi. He will be so excited to visit again someday!”

Profile image
Cat L.
Sitter Profile Image: Paula P.
Verified Background Check
Paula P.
from
$50
per night
5.0 out of 5 stars
• 26 reviews
11 repeat clients
10 years of experience
Bayport, MN, 55003

“Pippa had a fun stay. Paula is flexible and communicated well to accommodate our family changing from a planned trip to a funeral in the traveling.”

Profile image
Mark H.
Sitter Profile Image: Julie K.
Verified Enhanced Background Check
Julie K.
Star Sitter
from
$48
per night
5.0 out of 5 stars
• 33 reviews
8 repeat clients
30 years of experience
Stillwater, MN, MN, 55082

“Julie took great care of Molly for me while I had to go out of town for about a week. Her dog, Gilbert, and cats were good companions, she has a great fenced-in backyard, and she kept me updated with pics and commentary about Molly's stay. Will definitely be back, thanks Julie!”

Profile image
Jeffrey S.
Sitter Profile Image: Michael M.
Verified Enhanced Background Check
Michael M.
from
$50
per night
5.0 out of 5 stars
• 9 reviews
1 repeat client
25 years of experience
Durand, WI, 54736

“Michael did an amazing job with our dog, Murphy. It was nice to do a brief meet and greet to make sure Mike and Murphy were a good fit for one another. Murphy readily took to Mike and she seemed relaxed and okay to stay. Mike was in touch shortly after we left to let us know that Murphy had settled in, and I received various photos and correspondence while we were away. We will definitely book Mike to watch Murphy again and I would absolutely recommend Mike to others!”

Profile image
Bridget W.
Sitter Profile Image: Tiffany P.
Verified Enhanced Background Check
Tiffany P.
from
$45
per night
5.0 out of 5 stars
• 20 reviews
3 repeat clients
20 years of experience
Colfax, WI, 54730

“Tiffany watched our two dogs while we were away on a trip. One dog is old and the other is full of energy. She is amazing and was very loving to our dogs. She sent me pictures and videos daily. I highly recommend her and will hopefully use her service again!”

Profile image
Christine R.
Sitter Profile Image: Leslie K.
Verified Background Check
Leslie K.
from
$35
per night
5.0 out of 5 stars
• 22 reviews
10 repeat clients
15 years of experience
Hudson, WI, 54016

“Lexi was very happy when I picked her up. That says it all. Extra bonus they were very nearby my home, so dropoff and pickup were super convenient.”

Profile image
Roy B.
Sitter Profile Image: Lorena M.
Verified Enhanced Background Check
Lorena M.
from
$45
per night
5.0 out of 5 stars
• 2 reviews
8 years of experience
Woodbury, MN, 55129

“Jagger had a great visit!”

Profile image
Stephanie B.
Sitter Profile Image: Sara G.
Verified Background Check
Sara G.
from
$37
per night
5.0 out of 5 stars
• 41 reviews
10 years of experience
River Falls, WI, 54022

“Our Siberian Husky puppy had a great stay with Sara! I would definitely use her services again and recommend her to others. And our husky made new friends, both human and canine during her stay with Sara's family. Thank you Callie and Lucky!”

Profile image
Stacy K.
Sitter Profile Image: Carley & Austin H.
Verified Enhanced Background Check
Carley & Austin H.
from
$45
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
16 years of experience
Prescott, WI, 54021

“We had an amazing experience with Carley and Austin! They took fantastic care of Walter and were so easy to work with. They are incredibly nice and kept me updated with great communication throughout the stay. We’ll definitely be using them again—highly recommend!”

Profile image
Andrea W.
Sitter Profile Image: Bobbie L.
Verified Background Check
Bobbie L.
from
$65
per night
5.0 out of 5 stars
• 49 reviews
23 repeat clients
10 years of experience
Hudson, WI, 54016

“Bobbie has gone above and beyond during this experience! She looked after my dog Teva for a week. She sent me regular pictures and updates. My dog looked very happy in all the photos. She tried her out with daily fetch in her yard. She let me leave my vehicle at her house, and she drove my to Union Station.again, she went above and beyond. I will definitely use Bobbie for future dog boarding.”

Profile image
Tess W.
Sitter Profile Image: Caitlin D.
Verified Enhanced Background Check
Caitlin D.
from
$56
per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
5 years of experience
Woodbury, MN, 55129

“Caitlin and her husband were such good carers! Comet absolutely loved being there, and hanging with their pup Jerry. Comet is definitely coming back to stay with them when we have to go out of town.”

Profile image
Mark W.
1 / 1
View more

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

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 - Wildwood

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Wildwood average 12
repeat dog boarding clients

FAQs for Dog Boarding - Wildwood

Frequently asked questions about Rover

As of November 2026, there are 370 sitters on Rover offering Dog Boarding across Wildwood. 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.

94% of sitters in Wildwood 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 Wildwood 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 Wildwood.

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 Wildwood. On Rover:

  • 91% of sitters can help with special care needs
  • 98% can help with giving oral medications or injections
  • 94% 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 Wildwood 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge