Dog Boarding Wildwood

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Over 63
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1 / 1
Sitter Profile Image: Hugh D.
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Hugh D.
Star Sitter
from
$28
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
60 years of experience
Lady Lake, FL, 32162

Hugh watched my little lotus for two nights and made me feel completely at ease about leaving him for the first time. Very thankful for Hughs love of dogs and opening his home. I will definitely be bringing Lotus back!

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Sarah W.
Sitter Profile Image: Keliecathran B.
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Keliecathran B.
from
$40
per night
4.6 out of 5 stars
15 reviews
4 repeat clients
50 years of experience
The Villages, FL, 32162

Kellicathran is absolutely wonderful with our girls. She is loving and caring and is sincerely happy to have them there. We had no worries while we were away.

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Audrey K.
Sitter Profile Image: Gage & Ann S.
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Gage & Ann S.
Star Sitter
from
$40
per night
4.9 out of 5 stars
14 reviews
2 repeat clients
12 years of experience
Belleview, FL, 34420

We had to leave our two sweet boys, Bogey and Moose, over Christmas, and Gage & Annie made the whole thing feel like a cozy family vacation for them instead of just boarding. From the meet & greet to pickup, they were so thoughtful and easy to communicate with — quick responses, super flexible on timing, and always double-checking details like arrival times.They sent daily updates with adorable photos and videos: the boys playing fetch, getting belly rubs and snuggles at night, hanging out in their own spare room for quiet time, and even some special Christmas surprises like a stocking and new toys! They only take two dogs at a time so everyone gets tons of personal attention, and it really showed — my boys were happy, calm, and clearly spoiled with love and play.The updates kept me smiling the whole trip and made leaving them so much easier. When I picked them up, they were relaxed, excited to see me, and looked like they’d had the best time. If you want your pups to feel like part of the family while you’re away, Gage & Annie are the real deal. We’re already looking forward to booking them again! Highly recommend — thank you for making our Christmas trip worry-free and giving our boys such a special stay!

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April R.
Sitter Profile Image: Debra K.
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Debra K.
from
$25
per night
5.0 out of 5 stars
32 reviews
9 repeat clients
50 years of experience
Summerfield, FL, 34491

Debra took exceptional care of our dog, Jasper, and we couldn't be happier with the experience. From the moment we met her, it was clear that she genuinely loves animals and treats them as if they were her own. Throughout Jasper's stay, Debra kept us updated with messages and photos, which gave us great peace of mind while we were away. Jasper looked happy, relaxed, and well cared for, and it was obvious he received plenty of attention, affection, and exercise. We truly appreciate the love and dedication Debra showed toward Jasper. We would not hesitate to trust her with him again and highly recommend her to anyone looking for a reliable, caring, and professional pet sitter. Thank you, Debra, for taking such wonderful care of our boy!

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Omar G.
Sitter Profile Image: Susan L.
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Susan L.
Star Sitter
from
$26
per night
4.9 out of 5 stars
46 reviews
14 repeat clients
50 years of experience
Belleview, FL, 34420

Susan is Amazingly kind. She was able to accommodate a last minute request and I was able to travel with peace of mind knowing my kitties were well Cared for.

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Sharon D.
Sitter Profile Image: Elisa G.
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Elisa G.
Star Sitter
from
$30
per night
5.0 out of 5 stars
31 reviews
12 repeat clients
20 years of experience
Ocala, FL, 34476

Elisa was wonderful! Our black lab, Jake, got to spend 5 days at her house. She is very kind and attentive. I am grateful for her services. 💙 It was a great first experience leaving our pet with someone other than family. Highly recommend!

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

Adrienne has watched Buster and Franky several times and it has been a great experience each time! They love being with Adrienne and Steve and feel right at home. They are treated as part of the family.

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Meg W.
Sitter Profile Image: Sarah M.
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Sarah M.
Star Sitter
from
$40
per night
5.0 out of 5 stars
9 reviews
4 repeat clients
30 years of experience
Wildwood, FL, 34785

Sara and her family were wonderful for Alice! I would recommend her to anybody.

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Renee E.
Sitter Profile Image: angie c.
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angie c.
from
$35
per night
5.0 out of 5 stars
4 reviews
1 repeat client
20 years of experience
Wildwood, FL, 34785

Awesome couple! I will be booking again

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Jackie P.
Sitter Profile Image: Alia D.
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Alia D.
Star Sitter
from
$30
per night
5.0 out of 5 stars
36 reviews
21 repeat clients
5 years of experience
Leesburg, FL, 34748

Alia did a tremendous job watching Wade. You can tell he was very well taken care of and would highly recommend them! Would use them again without hesitation!

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Adam L.
Sitter Profile Image: Stefhany & Jean P.
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Stefhany & Jean P.
from
$30
per night
5.0 out of 5 stars
582 reviews
187 repeat clients
5 years of experience
Ocala, FL, 34476

Stephany and Jean were so great. Loving,compassionate,and caring. Both there children were so well behaved and loving with Panda-Quinn. She loved their big house and large fenced yard. She lives in an apartment. I had to go to a sleep study and Dr's appointments next day. They worked with my drop off and pick up hours. I will book with them again if needed. Please believe me I'm picky about my dog sitters. She loved her mini vacation. ❤️

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Stacy H.
Sitter Profile Image: maxine r.
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maxine r.
Star Sitter
from
$26
per night
5.0 out of 5 stars
146 reviews
54 repeat clients
10 years of experience
eustis, FL, 32736

Maxine is very personable and professional. We had the honor of leaving our beloved Oreo in her care for 2 weeks not only did she keep us updated with photos and videos, but, she also responded to each and every text message we sent, even sending us unsolicited texts on Oreo's care & appetite pattern. She was very warm and attentive to his needs and our concerns. We highly recommend her, if you are seeking someone that is going to love and care for you fur baby just as you do. We will definitely be using her again in May and thereafter‼️ Thank you so much Maxime my Husband, Me & Oreo greatly appreciate you & your service.

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

Very happy how she treated Riley. Sent a lot of pics and video so I could see what a great time Riley was having. Would book her again with no doubt.

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Mario R.
Sitter Profile Image: Krista B.
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Krista B.
Star Sitter
from
$35
per night
5.0 out of 5 stars
626 reviews
183 repeat clients
8 years of experience
Eustis, FL, 32726

We had Bailey stay with Krista over our extended Thanksgiving Break. Krista did an amazing job settling our anxiety and concern with having Bailey receiving care with fur kiddos from other families. Krista integrated her well with the crew, and we received excellent Rover cards regarding Bailey's stay. Bailey made friends, found new toys to love, and discovered a new love of chaise lounge chairs. Krista was an excellent and proactive communicator. I appreciate all of her help working through the logistics of Bailey's stay. We drove an additional 45 min after driving across the country for our holiday to drop off Bailey, and we'd do it again to have her as our sitter for our fur babies. As exuberant and excited as Bailey was when we picked her up, she still ran back to Krista for a final hug and butt scratch on her own before dashing back on the road with us. I think that's Bailey's seal of approval! Thanks Krista!!!!

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

I had a family emergency, so there was no meet and greet. In a moments notice, Charles stepped in and picked up my two dogs and kept them at his home for a week. He sent me pictures and reassured me my dogs were being well cared for. When I picked them up they had been freshly bathed and were happy. Thank you for being there when I needed you most!

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Pat H.
Sitter Profile Image: Sandra G.
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Sandra G.
Star Sitter
from
$35
per night
5.0 out of 5 stars
38 reviews
12 repeat clients
42 years of experience
The Villages, FL, 32162

Sandra was available last minute and she sent lots of pictures and updates. Tilly seemed well cared for and happy. I like that she only keeps smaller dogs.

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Mickie C.
Sitter Profile Image: Heidi G.
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Heidi G.
Star Sitter
from
$30
per night
5.0 out of 5 stars
45 reviews
15 repeat clients
20 years of experience
Ocala, FL, 34473

Heidi is a wonderful caregiver to our two large dogs. One of our dogs is particularly high maintenance and Heidi went above and beyond to make sure they were cared for, comfortable and happy. We would 10/10 use her services again!

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

Shayla did an awesome job! She was very good at sending pictures and letting me know how my 2 fur babies were doing. We came home a day early and she went above and beyond to help work out the refund! Thanks Shayla :)

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Rita F.
Sitter Profile Image: Wilfredo C.
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Wilfredo C.
Star Sitter
from
$25
per night
5.0 out of 5 stars
35 reviews
13 repeat clients
30 years of experience
Clermont, FL, 34711

Wil is the best. He watched Cody for 2.5 weeks while we were out of town. I can tell Cody was comfortable and got enough exercises. Wil kept us updated by sending pictures and videos for the first week. My kids missed Cody and seeing his pictures helped. I'm glad that I found Wil and I'll consider using his service again in the future

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Latif A.
Sitter Profile Image: Bill L.
Verified Enhanced Background Check
Bill L.
Star Sitter
from
$37
per night
4.9 out of 5 stars
122 reviews
54 repeat clients
18 years of experience
Summerfield, FL, 34491

First time I had to leave my pup who has separation anxiety for more than a day or two. Was super nervous about it but it seemed like he had a great time! Was sent lots of updates and photos. Will definitely be bringing him here in the future if I need to!

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Endira C.
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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
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Popular requests for dog boarding - Wildwood

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Sitters in Wildwood average 14
repeat dog boarding clients

FAQs for Boarding - Wildwood

Frequently asked questions about Rover

The average cost for Dog Boarding in Wildwood on Rover is $44.4 per night (as of August 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 August 2026, there are 573 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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