Dog Boarding in Wildwood

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

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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: 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

Very caring and loving sitter. The dogs were really well kept. She was extremely patient and went above and beyond with my geriatric dog, which was greatly appreciated.

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Nadine P.
Sitter Profile Image: Sarah M.
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Sarah M.
from
$40
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
30 years of experience
Wildwood, FL, 34785

Sarah was awesome Georgia looked happy to spend her time with the family.

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Monique H.
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

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

This was the second time Mary has kept Sadie for me and I wish I could leave 10 stars. She and Marc are exceptional. They both love dogs and it definitely shows in the care they provide. I love all the updates and adorable pictures they texted me each day. Thank you both for taking such great care of Sadie.

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Karen 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

This was my first experience with Denny & Robert as sitters for my furbabe. I'm so happy I choice them as my sitters. They were absolutely amazing with the care of my precious lil dog. Everyday I received videos & pics of my dogs status. My furbabe received a walk everyday. They made us feel like family, thank God for people like them, that clearly know how to care for your pet. I had no worries about his safe keeping in their hands. They will be my goto for All pet care in the future. Thank You Denny&Robert

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Kimberly R.
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
544 reviews
180 repeat clients
5 years of experience
Ocala, FL, 34476

This was a 5 star experience as usual. My pet enjoys his time while there, being able to interact with the other dogs they’re pet sitting as well.

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

Alexus was great! She communicated with us. She sent us pictures and every time I checked in she responded, and she took very good care of our children!! She’s awesome I highly recommend her!

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Monica J.
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

I absolutely could not have found a better couple to take care of my beautiful 12 lb Shih Tzu. I never let anyone take care of him but I had to because I was visiting here and they answered quickly and I was so overjoyed. I'm so blessed to have found them so quickly and my Giovanni was so blessed to have them take care of him. Thank you so much for taking care of my sweet boy and giving him a happy home for 6 nights. You all are amazing! God bless you.

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

Did so good with my dog, sent updates, and loving towards her. Elisa has a great big backyard and followed instructions with my dog. Elisa was very personable with us and so kind. Exactly what my dog needed. I would leave my dog there with her again.

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Jessica P.
Sitter Profile Image: Gage & Ann S.
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Gage & Ann S.
from
$35
per night
4.9 out of 5 stars
12 reviews
2 repeat clients
12 years of experience
Belleview, FL, 34420

We are so thankful to have found Gage and Ann. They are attentive from start to finish, always answering our questions and helping to reassure us that our dogs are in great hands. Our pups felt right at home with Gage and Ann, quickly adapting and settling in for their vacation. It can be scary leaving your dogs with strangers, but Gage and Ann were immediately comfortable and kind, and so easy to work with from start to finish. We highly recommend them and will absolutely ask them to watch our dogs again in the future. Thank you so much, Gage and Ann!

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

Shayla is wonderful. Shaggy came home happy and full of zest and for an old dog, that's great. Shayla's home has plenty of room for playing and exploring (something Shaggy does a lot of). She sent me many pictures while I was out of town and they are all keepers.

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Jim R.
Sitter Profile Image: Peggy W.
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Peggy W.
from
$45
per night
5.0 out of 5 stars
48 reviews
6 repeat clients
30 years of experience
Oxford, FL, 34484

Peggy has been a wonderful petsitter for Fenek (our 14-week old puppy) two-times now. The first time was for one day. This most recent time, he stayed overnight. Peggy is so wonderful and Fenek seems to have so much fun while there, we're worried he's not going to want to come back home with us, lol. Peggy is attentive and communicative -- and we highly recommend her services.

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Jessica F.
Sitter Profile Image: Janelly J.
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Janelly J.
from
$31
per night
5.0 out of 5 stars
61 reviews
16 repeat clients
4 years of experience
Belleview, FL, 34420

Janelly was very communicative and responsive with me during Asher & Sweetie’s stay with her. They both came home healthy and happy! We will definitely try to have them stay with Janelly next time we can take them with us

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K.C. F.
Sitter Profile Image: Nicole N.
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Nicole N.
Star Sitter
from
$60
per night
5.0 out of 5 stars
70 reviews
24 repeat clients
18 years of experience
Okahumpka, FL, 34762

So glad I found Nicole. Having her take care of my fur baby was a great experience for me and Moneypenny. She sent pictures and updates letting me know that everything was going well and seeing my pup enjoying her kids really warmed my heart. I knew she was getting plenty of hugs and snuggles and probably only missed me a little lol. Will definitely use Nicole again and have no hesitation in recommending her.

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Michele S.
Sitter Profile Image: June L.
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June L.
from
$45
per night
5.0 out of 5 stars
12 reviews
1 repeat client
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: Neidys C.
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Neidys C.
from
$23
per night
1 year of experience
Wildwood, FL, 34785

About: I have experience caring for pets of family and friends and have always loved animals. As a mother, I am responsible, patient, attentive, and committed to providing safe and loving care. I understand that pets are family members and deserve kindness, attention, and respect. I am comfortable providing fresh water, feeding, playtime, companionship, and basic care during drop-in visits. My goal is to help pets feel comfortable and cared for while their owners are away. As a stay-at-home mom, I have a flexible routine and can provide dependable drop-in visits during my available hours. I am currently available Thursday, Friday, and Saturday mornings. I will make sure your pet receives attention, care, fresh water, food if needed, and companionship during every visit. Your pet’s safety and comfort are my top priorities. During every visit, I will carefully follow your instructions regarding feeding, routines, medications, and exercise. I understand that every pet is unique and deserves patience, kindness, and attention. I will also provide updates and photos whenever possible so you can feel confident your pet is being well cared for.

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

Krista is awesome! If you’re looking for a pet sitter who will love the furry member of your family as much as you do, Krista is it. I hope she always has room for my pups because I wouldn’t want to take them anywhere else!

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Tracy F.
Sitter Profile Image: Anne C.
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Anne C.
from
$40
per night
4.9 out of 5 stars
16 reviews
2 repeat clients
1 year of experience
The Villages, FL, 32163

We used Anne for the first time for a weekend overnight at her home with our dog. She arranged for us to meet before the weekend to get everyone comfortable, which was very much appreciated. During our dog's stay, Anne stayed in touch with videos and photos. The visit was a huge success! We recommend Anne for anyone looking for dog watching services.

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Sherri R.
Sitter Profile Image: Diana C.
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Diana C.
Star Sitter
from
$32
per night
5.0 out of 5 stars
165 reviews
48 repeat clients
5 years of experience
Ocala, FL, 34476

Absolutely great service from the moment we dropped off our dog to the moment we got him back! They sent us photos throughout the few days he was with them and he certainly looked like he was having a great time. I would 100% recommend and will be leaving Cash with them again!

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Manny & Jessica R.
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Wildwood dog parents share their Rover experiences

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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
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  1. 1. Search

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  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 $40

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

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 Jun 2026, 562 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, 92% of Wildwood dog boarding sitters respond in under an hour.

Sitters who provide dog boarding in Wildwood have an average of 22 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 562 dog boarding sitters in Wildwood on Rover, so you’re sure to find the perfect match for your dog! In Wildwood, 96% of sitters offer daily exercise, 97% offer medication administration, and 96% 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.