Dog Boarding in Wildwood

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Top rated Wildwood 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: Karla B.
Verified Enhanced Background Check
Karla B.
Star Sitter
from
$28
per night
5.0 out of 5 stars
• 26 reviews
2 repeat clients
6 years of experience
Wildwood, FL, 34785

“Highly recommend Karla & Stephanie! They were great at caring for my girl Gigi while I was away! They treated her like family, their interaction and demeanor with her was the sweetest & they communicated daily with pics & updates which I really appreciated! I was glad to have found them!”

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Crystal T.
Sitter Profile Image: Hugh D.
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Hugh D.
from
$28
per night
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: Jackie R.
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Jackie R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 54 reviews
15 repeat clients
4 years of experience
The Villages, FL, 32163

“Jackie and her family were amazing sitters for our dog LuLu, Jackie kept me well informed of how LuLu was doing and they treated her like she was their own. They have a beautiful setting and have really thought of everything and clearly very experienced in being able to care well for your dog. I would absolutely use them again in a heartbeat and highly recommend to others.”

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Jennifer N.
Sitter Profile Image: Annette V.
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Annette V.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 362 reviews
76 repeat clients
18 years of experience
The Villages, FL, 32162

“Annette does a wonderful job taking care of our senior dog. We have no concerns for her well-being while we are gone and know she is in good hands.”

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Sabra R.
Sitter Profile Image: Alia D.
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Alia D.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 33 reviews
19 repeat clients
5 years of experience
Leesburg, FL, 34748

“Finally, a person who is really concerned of your pet. Outstanding lady, great attitude, great to talk to. I will be sending my dog to her again.”

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Robert A.
Sitter Profile Image: Adrienne B.
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Adrienne B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 69 reviews
17 repeat clients
40 years of experience
The Villages, FL, 32163

“Adrienne and her husband treated Petey like a member of their family. I was very happy and would absolutely use them again. Highly recommended.”

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Kevin U.
Sitter Profile Image: Heidi G.
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Heidi G.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 34 reviews
11 repeat clients
20 years of experience
Ocala, FL, 34473

“Heidi was absolutely awesome taking care of Luigi and Penny. From the start, I felt completely at ease knowing they were in such caring and attentive hands. She treated them like her own, kept me updated, and clearly understood their different personalities and needs. I came back to two happy, relaxed pups which says everything. I wouldn’t hesitate for a second to book Heidi again and highly recommend her to anyone looking for someone trustworthy, kind, and genuinely great with dogs.”

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

“2nd stay with Denny and she took such great care again! Best thing is that she always sent a few pictures a day when he went on his walks. Highly recommend!”

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Emily B.
Sitter Profile Image: Anne C.
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Anne C.
from
$40
per night
4.8 out of 5 stars
• 9 reviews
2 repeat clients
1 year of experience
The Villages, FL, 32163

“Anne was amazing and took great care of our Camper! She was very responsive, sent pics/videos throughout the stay, and kept us updated. I would recommend Anne 100% and will be using her again when we are back in this area. Thank you for treating Camper as your own!”

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Nora L.
Sitter Profile Image: Robin H.
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Robin H.
from
$45
per night
5.0 out of 5 stars
• 55 reviews
14 repeat clients
50 years of experience
Wildwood, FL, 34785

“Highly recommend Robin. Our dogs spent the weeks with her at her home. They were well loved. We will definitely use her again. Thank you Robin fir taking such good care of Dex and Prescott.”

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Mary S.
Sitter Profile Image: Shayla R.
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Shayla R.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 118 reviews
26 repeat clients
15 years of experience
Fruitland Park, FL, 34731

“I am very happy that I have found Shayla to be my home-away-from-home for my Maltese! Bentley loves being outside and Shayla provides a large yard and watches him just as well whether he is inside the house or outside the house. She treated Bentley with all of the love and care that I would provide for him myself. She sent me daily pictures of him too so that I felt very comfortable that he was happy while I was away. It is blessing to have found her.”

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Lori T.
Sitter Profile Image: Katie C.
Verified Enhanced Background Check
Katie C.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 273 reviews
70 repeat clients
30 years of experience
Inverness, FL, 34452

“Ozzie loved staying with Katie and her family. Katie sent lots of pictures and videos of Ozzie so we didn’t have to wonder how he was doing. Would recommend 100%!!!”

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Peyton P.
Sitter Profile Image: Bill L.
Verified Enhanced Background Check
Bill L.
Star Sitter
from
$37
per night
4.9 out of 5 stars
• 110 reviews
50 repeat clients
18 years of experience
Summerfield, FL, 34491

“He took really good care of our babies and sent us updates and pics to keep us at ease. He was especially good with our tiny little puppy! They definitely played hard and needed a bath when they came home! Lol!:”

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Jillian M.
Sitter Profile Image: Stefhany & Jean P.
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Stefhany & Jean P.
Star Sitter
from
$27
per night
5.0 out of 5 stars
• 461 reviews
150 repeat clients
5 years of experience
Ocala, FL, 34476

“Stefhany did a fantastic job with my dogs. So glad I picked her and will definitely use her again. She sent me pictures and videos of the dogs daily. Definitely recommend her if you need a dog sitter. Thank you so much !! 👍👍”

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Roberta W.
Sitter Profile Image: Janelly J.
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Janelly J.
from
$35
per night
5.0 out of 5 stars
• 45 reviews
12 repeat clients
1 year of experience
Belleview, FL, 34420

“Great care taker! Had absolutely no problems and she loved taking care of Oso. We usually have issues because no one want to take the time to understand our dog. But she was very patient and understanding and Oso loved her. She sent us pictures and videos while we were away which our girls enjoyed because they missed him. Thank you so much for taking care of our dog and we are definitely recommending her to all of our friends and family.”

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Ruth A.
Sitter Profile Image: Anthony W.
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Anthony W.
from
$45
per night
5.0 out of 5 stars
• 10 reviews
2 repeat clients
50 years of experience
Wildwood, FL, 34785

About: I've had pets in my life since I was young. I've taken care of dogs, cats, wolves,snakes and horses. Dogs and cats from youth to end of life care. Animals seem to like and trust me, so much so that my wife calls me the animal whisperer. :) I'm retired and am available every day of the week unless I'm out of town visiting relatives in North Carolina. I do go to the gym several times per week but I'm not gone over an hour each time. I have plenty of places to take pets for walks and there are dog parks close by as well. If your pet requires being crated at night etc that's no problem.

Sitter Profile Image: Mary A.
Verified Background Check
Mary A.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 85 reviews
36 repeat clients
30 years of experience
The Villages, FL, 32163

“Mary Jane is fantastic! She treats Violet as if she were her own. She loves taking walks and playing with Violet, she basically spoils her! The best endorsement I can give is how excited Violet gets when we go to Mary Jane’s - it’s like her second home! Highly recommend.”

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Keely K.
Sitter Profile Image: Nola B.
Verified Background Check
Nola B.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 337 reviews
183 repeat clients
12 years of experience
Inverness, FL, 34452

“Nola was fantastic with my Johnny. He is a very nervous and and needy dog. Being a rescue and was abused pretty badI was worried he would need and require too much with the other dogs there. But she handled him just fine. She even sent me pics of him during his stay. He did great she did fantastic with him. I will definitely use her again. And refer her to all my friends and family. Thanks Nola for all the love.”

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Gail H.
Sitter Profile Image: Terryann G.
Verified Background Check
Terryann G.
from
$50
per night
5.0 out of 5 stars
• 119 reviews
44 repeat clients
11 years of experience
The Villages, FL, 32162

“We’re so thankful we found Terryann through Rover! My hubby and I felt completely comfortable leaving our fur baby, Skiddy, in her care and look forward to future “play dates” with Roxie ??”

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Lisa S.
Sitter Profile Image: Sarah H.
Verified Enhanced Background Check
Sarah H.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 68 reviews
20 repeat clients
10 years of experience
Inverness, FL, 34452

“Sarah and her family were great! She’s obviously an animal lover and our puppy fit right in. She sent pictures and updates daily! We were very pleased with her care for our little girl! We would recommend her to everyone! Thank you for everything, Sarah!”

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rrtnicegirl@yahoo.com
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Over 124
pet parents in Wildwood have booked dog boarding

Wildwood dog parents share their Rover experiences

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5.0 out of 5 stars

They were awesome! Great communication and took well care of my dog for 10 days! Will definitely recommend

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Troy B.
Boarding
5.0 out of 5 stars

Edith watched Lulu a bernedoodle when I was traveling over the weekend. Everything worked out well she sent me some pictures. Lulu was happy and healthy when I picked her up.

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Nora Z.
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
5.0 out of 5 stars

We were very pleased with Catherine. She kept us informed every day, frequently with pictures and videos. Ivy is still a very active puppy at 5 months old and appears to have been very well cared for. We would be happy to use Catherine again in the future.

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Kevin K.
Boarding
5.0 out of 5 stars

Amethyst communicated in a professional and timely manner. We met up at her place so that Kinley could be introduced. We had no reservations and were pleased with the daily updates and pictures. Would use Amethyst again!

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Lori M.
Boarding
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Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for dog boarding in Wildwood is $38

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

  • World-class support

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

Sitters in Wildwood average 15
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

As of Feb 2026, the median cost of dog boarding in Wildwood is $38 per night, including service fees. Boarding your dog for one week typically costs $266. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Wildwood dog boarding rates can be found as low as $31 to as high as $49 per night.

If you’re searching for a Wildwood 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.

As of Feb 2026, 456 sitters provided dog boarding in Wildwood. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 95% of Wildwood dog boarding sitters respond in under an hour.

Sitters who provide dog boarding in Wildwood have an average of 23 years of experience. Dog boarding sitters with repeat customers have an average of 15 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Wildwood.

Rover makes it easy to find Wildwood 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

There are 456 dog boarding sitters in Wildwood on Rover, so you’re sure to find the perfect match for your dog! In Wildwood, 98% of sitters offer daily exercise, 96% offer medication administration, and 95% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.

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.