Dog Boarding Wildwood

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Over 101
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: Sarah M.
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Sarah M.
Star Sitter
from
$40
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
30 years of experience
Wildwood, FL, 34785

Rio had the best time ever on her trip to Sarah!! We will definitely use her again!!

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Susan C.
Sitter Profile Image: Adrienne B.
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Adrienne B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
73 reviews
18 repeat clients
40 years of experience
The Villages, FL, 32163

Adrienne was wonderful. She spoiled Bella, took her for walks & send many pictures. We loved all the updates. I would highly recommend Adrienne to everyone.

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Terry B.
Sitter Profile Image: Jackie R.
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Jackie R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
55 reviews
15 repeat clients
4 years of experience
The Villages, FL, 32163

I am SO happy that we booked with Jackie!! When I arrived she showed me where my babies were staying and it was comfortable and they had plenty of room to run around. We got a bunch of photos and videos. Communication was phenomenal. She was amazing and our two mini Schnauzers had a blast. We would definitely book again.

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Andrea K.
Sitter Profile Image: Alia D.
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Alia D.
Star Sitter
from
$30
per night
5.0 out of 5 stars
34 reviews
20 repeat clients
5 years of experience
Leesburg, FL, 34748

Alia was very nice and understanding with my Mason. I was happy to receive updates from her and pics of my little guy! Will def book with her again!

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India M.
Sitter Profile Image: Hugh D.
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Hugh D.
from
$28
per night
5.0 out of 5 stars
5 reviews
1 repeat client
60 years of experience
Lady Lake, FL, 32162

About: For 60 years my wife, Kathy (Recently deceased)) & I have welcomed dogs in our lives. For the past 8 years we’ve enjoyed furry friends through Rover as“MOM & POP’S PET SITTING SERVICE.” Top Rover Reviews. I am starting anew on my own through Rover as “PAPA’S PET SERVICE.” Sorry, I don’t sit cats. look forward to sharing time with your little doggy guy or girl some time soon.❤️🐶 Since. My wife’s passing, I am alone & retired. Looking to share some time with dogs again. I live in a courtyard villa that is a wall protected playground. My house is dog friendly, just waiting to share time with your little furry one. Your dog will get excellent attention, love & care while here. My furniture & floors are clean.& pet-friendly with plenty of toys to enjoy. Even a doggy door. Come for a meet & greet and see for yourself.❤️🐶

Sitter Profile Image: Denny P.
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Denny P.
from
$35
per night
5.0 out of 5 stars
63 reviews
15 repeat clients
22 years of experience
Fruitland Park, FL, 34731

Denny was my first Rover sitter, and she eased my mind about using an outsider for a dog sitter. She’s caring, attentive, responsible, and understanding of our pup’s specific needs and schedule. She provided updates every day with photos and messages. Mimi felt the love from her and her husband. I highly recommend Denny and will book her services again!

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Cynthia S.
Sitter Profile Image: Katherine B.
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Katherine B.
from
$45
per night
4.9 out of 5 stars
19 reviews
5 repeat clients
18 years of experience
Wildwood, FL, 34484

Katherine was amazing! She took excellent care of our Yellow Lab. She sent lots of pictures with cute captions and we could tell our dog was happy and comfortable. We will definitely use her services again and we’ve already told our friends about her. You will be so happy to see all the love that she pours on to your dog. We took Nala on Wednesday night and picked her up Sunday. We texted Kathy minutes before we picked up Nala, and she was gracious and brought Nala to the car.🥰

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Jackie R.
Sitter Profile Image: Keliecathran B.
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Keliecathran B.
from
$40
per night
4.5 out of 5 stars
13 reviews
3 repeat clients
50 years of experience
The Villages, FL, 32162

About: When our sweet dog of 14 years passed away Nov 2017 I started volunteering as a dog walker at Homeward Pet in Woodinville where I received rigorous dog walking training. While working there I enjoyed the interaction with many different types and temperaments of dogs. A true blessing being able to give them love, protection, reassurance and fun when they most needed it. I've always loved animals my entire life and would very much enjoy taking care of your precious baby. Looking forward to seeing your dogs smiling face I'm retired and have extra time to spend having fun with new pets and helping neighbors with thier babies. Plus I live right here in Harbor Hills. Visiting your fur baby in your home, using all leashes, harnesses and collers provided by family. All babies will need to be secured in golf cart.

Sitter Profile Image: Mary A.
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Mary A.
from
$65
per night
5.0 out of 5 stars
89 reviews
37 repeat clients
30 years of experience
The Villages, FL, 32163

Mary and Mark were wonderful to work with. Molly is a senior dog and she was well taken care of for our long weekend away. I was comfortable with the environment right away. Mary was very loving with Molly and she worked with me to understand the needs she has. I received pictures, texts, and video updates throughout the weekend and knew that I had nothing to worry about. So happy to have found her. Highly recommend and have booked her again in November! Thank you for being so caring.

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Lisa H.
Sitter Profile Image: Charles M.
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Charles M.
from
$44
per night
5.0 out of 5 stars
94 reviews
22 repeat clients
15 years of experience
Leesburg, FL, 34748

This was our first stay with Charles and everything went very well! He was a great communicator with sending updates and asking questions in order to make our pup’s stay go as smoothe as possible and ease any concerns I had. We will definitely book again!

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Emily J.
Sitter Profile Image: Elisa G.
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Elisa G.
Star Sitter
from
$30
per night
5.0 out of 5 stars
22 reviews
9 repeat clients
20 years of experience
Ocala, FL, 34476

Elisa did an amazing job watching my Beagle. She sent videos of their time together which was very thoughtful. Thanks so much for taking great care of her. Will definitely book again when needed.

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Melody S.
Sitter Profile Image: Stefhany & Jean P.
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Stefhany & Jean P.
Star Sitter
from
$30
per night
5.0 out of 5 stars
556 reviews
185 repeat clients
5 years of experience
Ocala, FL, 34476

Stefhany and Jean were great! They took us last minute and my dogs had a great time. She’s a great communicator and sent a lot of videos and pictures. My dogs came back very happy and I would definitely use her for boarding again.

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Kyana C.
Sitter Profile Image: Shayla R.
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Shayla R.
from
$40
per night
5.0 out of 5 stars
125 reviews
28 repeat clients
15 years of experience
Fruitland Park, FL, 34731

Felt like my dog was well taking care of. From our conversation prior to departing I felt comfortable leaving Kane with you. The pictures shows that he was comfortable in his surroundings which made it easier for me and my spouse to handle what we went to do. I recommending you to all my friends and co-workers .

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Anthony M.
Sitter Profile Image: angie c.
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angie c.
from
$35
per night
20 years of experience
Wildwood, FL, 34785

About: I love animals, especially dogs and cats. I am respectful and considerate, and I spoil and pet them all the time. I have been taking care of animals practically since I was a child. I am aware that they have important basic needs to consider, such as bathroom time, meal time, walk time. If they need special care or to take any medication, I am also happy to fulfill them. I work remotely from home, so I'm available to provide objective, dedicated, and responsible care. I can answer your questions via text message. And if you decide to, give me a call; I'll be happy to help your furry friends. Abrir en They will be in my constant company. I have a living room with a dining room and an additional room, spacious spaces, and a small balcony in my apartment if they like to look outside. This would be accompanied by me, of course. They will never be alone. I am very affectionate with them. I can follow the routine you have planned (as similar as possible) to your pet's so that your absence is bearable and pleasant. Just write to me and tell me what you are looking for. I will be happy to help you.

Sitter Profile Image: Nola B.
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Nola B.
Star Sitter
from
$35
per night
5.0 out of 5 stars
343 reviews
185 repeat clients
12 years of experience
Inverness, FL, 34452

I love that Nola sends me updates abs pics while my pups are there…helps me to not miss them so much-they have so much fun and always come home happy and tired from all the play time ❤️

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Donna C.
Sitter Profile Image: Janelly J.
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Janelly J.
from
$31
per night
5.0 out of 5 stars
66 reviews
17 repeat clients
4 years of experience
Belleview, FL, 34420

This was the 2nd time we had our pup at Janelly & family's home, 1st time Chase stayed away/overnight from us since we got him. He had some hiccups with being away overnight, but Janelly and family kept him comforted and on track. This was also his 1st time meeting kitties, LOL. I think he knows to proceed with caution around them. We don't go away often, but we were so happy to have this family watch our pupper. Highly recommended!

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Carol L.
Sitter Profile Image: Bill L.
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Bill L.
Star Sitter
from
$37
per night
4.9 out of 5 stars
122 reviews
53 repeat clients
18 years of experience
Summerfield, FL, 34491

Bill and Krista were great! Best rover experience yet. Great communication, lots of photos and plenty of dogs for them to play with. Better than kenneling with day care. Would recommend them and use them in the future!

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Alishia K.
Sitter Profile Image: June L.
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June L.
from
$45
per night
5.0 out of 5 stars
12 reviews
2 repeat clients
20 years of experience
The Villages, FL, 32162

June was so nice, easy to work and communicate with, and most important of all she took great care of Sadie. She sent updates and pictures frequently. I’ll definitely have her sit for Sadie in the future if she’s available.

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Karen M.
Sitter Profile Image: Krista B.
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Krista B.
Star Sitter
from
$35
per night
5.0 out of 5 stars
612 reviews
178 repeat clients
8 years of experience
Eustis, FL, 32726

Krista took excellent care of my little Ziggy. She sent updates twice a day with the cutest pictures. I will definitely use her to watch my baby in the future.

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Deborah K.
Sitter Profile Image: Alexus S.
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Alexus S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
31 reviews
10 repeat clients
6 years of experience
Leesburg, FL, 34788

We had a fantastic experience with Alexus! This was our first time using Rover, and she made the entire process so easy. We probably overwhelmed her with a bunch of information about our dogs, but she handled everything perfectly. We loved receiving pictures of Webster and Charlotte and felt completely at ease knowing they were well-loved. We are very thankful and will definitely be booking with her again in the future. Highly recommend!

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Ryan S.
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The median cost per night for dog boarding in Wildwood is $40

Dog parents share their Rover experiences - Wildwood

1 / 1
5.0 out of 5 stars

We continue to be very pleased with the care that our girl receives while she’s with Karla and Stephanie. Will use them every chance we can.

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Bev S.
Boarding
5.0 out of 5 stars

Sarah and her family were awesome with Chloe. She seemed happy and loved swimming with them. She took great care of her!

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James F.
Boarding
5.0 out of 5 stars

So very happy I found Robin. It was a last minute decision to leave town for the weekend, and she responded right away. Assured us that she would take wonderful care of our George and she did just that. Plenty of pictures, loves and walks. Very happy with Robin and she is definitely on my list now.

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Melissa M.
Boarding
1 / 1
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  • 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.

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

Meet local sitters who will treat your dogs like family

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    Browse profiles of sitters near you who offer dog boarding
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Sitters in Wildwood average 14
repeat dog boarding clients

FAQs for Dog Boarding - Wildwood

Frequently asked questions about Rover

The average cost for Dog Boarding in Wildwood on Rover is $37.74 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .

As of July 2026, there are 570 sitters on Rover offering Dog Boarding across Wildwood. Enter your ZIP code to see which available sitters are closest to your home.

Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.

96% of Wildwood sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Wildwood landmarks or neighborhoods your dog is enjoying.

If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.

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.

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 FL 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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