Dog Boarding Webster

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Webster, 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.

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Sitter Profile Image: Maria A.
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Maria A.
Star Sitter
from
$38
per night
5.0 out of 5 stars
• 76 reviews
40 repeat clients
17 years of experience
Groveland, FL, 34736

“Maria did great with my teacup yorkie. Everyday she sent me update on tiny while we were out. She also sent pictures. My Tiny loved her and felt very comfortable. I think she is highly recommended and will definetly use her services again”

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Javier Cameron J.
Sitter Profile Image: angie c.
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angie c.
from
$45
per night
5.0 out of 5 stars
• 9 reviews
1 repeat client
20 years of experience
Wildwood, FL, 34785

“My dog daughter loves being with Angie and her husband. They take care of her as if she were her family. They allowed her to sleep with them and made her feel happy with games and walks. I would really book again and I recommend that if you want your furry ones to feel at home that you do it too. Pd. Thank you for all the photos and videos during her care.”

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Jeinaruth M.
Sitter Profile Image: Jacey R.
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Jacey R.
Star Sitter
from
$38
per night
5.0 out of 5 stars
• 16 reviews
7 repeat clients
20 years of experience
Groveland, FL, 34736

“Jacey was super sweet and accommodating. Made my trip away from my pup so stress free. She kept updating me with pics of my pup. He looked so happy even when am away. Highly recommend her and will be leaving my pup with Jacey in future when needed. Thanks Jacey.”

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Shrav T.
Sitter Profile Image: Jay M.
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Jay M.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 307 reviews
83 repeat clients
30 years of experience
Polk City/Clermont, FL, 33868

“Jay was absolutely amazing in taking care of my sweet Mei Mei! I’m so grateful that he was able to accommodate us on such short notice. It truly meant so much to me. The pictures and videos he sent gave me so much reassurance and peace of mind , I could clearly see that my little girl was safe, happy, and well cared for. I will definitely be bringing her back whenever I need care again. Highly recommend!”

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Melenny F.
Sitter Profile Image: Anna D.
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Anna D.
from
$35
per night
5.0 out of 5 stars
• 7 reviews
2 repeat clients
33 years of experience
Clermont, FL, 34711

“Anna was great! I’ll definitely be trusting her with my dog again. She sent a ton of photos each day which was very helpful and put our mind at ease since our dog can get a little stressed when not at home.”

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

“Found Charlie because of all the positive reviews. Bonnie was there a week and was well taken care of. He played Frisbee with her in the yard. Kept me updated during the week. I would rebook again.”

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Dale C.
Sitter Profile Image: Alia D.
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Alia D.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 42 reviews
23 repeat clients
5 years of experience
Leesburg, FL, 34748

“Alia is a great person who puts your dog 1st no matter what!! She has so much knowledge, understanding and empathy. I feel so blessed to have such a great sitter for my dog, Zoe. Thank you so much Alia!! LeslieAnn”

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LeslieAnn G.
Sitter Profile Image: Melissa C.
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Melissa C.
from
$40
per night
5.0 out of 5 stars
• 63 reviews
14 repeat clients
25 years of experience
Mascotte, FL, 34753

“Melissa is an experienced, compassionate and conscientious pet sitter. Our dog Rambo, who requires a significant number of oral medications and who can be challenging when bored, was well cared for and enjoyed his first visit. Melissa demonstrated patience and care in transitioning him into her home. We appreciate her support and highly recommend her to any dog owner!”

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Dan E.
Sitter Profile Image: Julia C.
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Julia C.
Star Sitter
from
$30
per night
5.0 out of 5 stars
• 15 reviews
5 repeat clients
7 years of experience
Belleview, FL, 34420

“Julia was amazing!!! I was a little worried at first. Due to Never leaving my baby Luna with anyone other than family. But Julia reassured me that everything was going to be OK and that she would be well taken care of and of course she was. I picked her up today after seven days and my dog is exhausted. She was happy. She seems to have been fed well and lots and lots of love would highly highly recommend Julia to any of my friends that is looking for a Dog Sitter already planning my next trip.”

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Heidi S.
Sitter Profile Image: Helene C.
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Helene C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 211 reviews
77 repeat clients
25 years of experience
Clermont, FL, 34711

“Helene was so kind and caring. She really took the time to get to know me and my dog before he spent the night. She sent me pictures throughout his stay and kept me up to date and even taught him to use the doggy door.”

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Trista E.
Sitter Profile Image: Heather C.
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Heather C.
Star Sitter
from
$48
per night
5.0 out of 5 stars
• 136 reviews
51 repeat clients
35 years of experience
Zephyrhills, FL, 33542

“Heather was fantastic. She housed our huge German Shepard while we were away for a week. She agreed to do a meet n greet before hand and it went great. We spent about 45 mins together with my big fur baby, making sure they were a good fit and thankfully they were. Heather sent me photos everyday and honestly, most of them looked professional. 😁 We intend on printing a few to frame. We had all kinds of delays and flight cancelations and Heather was way past understanding as well. She had no problem keeping Delta an extra day. She made that portion of the stressful trip, NOT stressful for us. I would absolutely recommend Heather, and I would definitely use her again in the future! ❤️”

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Jillian Q.
Sitter Profile Image: Alexus S.
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Alexus S.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 34 reviews
12 repeat clients
6 years of experience
Leesburg, FL, 34788

“Alexus and her family provided wonderful care for our precious puppy. Their home is clean and welcoming and she provided continuous updates throughout our dog’s stay. We would gladly go back there when the need arises and recommend her highly. Thanks Alexus”

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David F.
Sitter Profile Image: Mimi E.
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Mimi E.
from
$30
per night
4.8 out of 5 stars
• 63 reviews
23 repeat clients
5 years of experience
Winter garden, FL, 34787

“Mimi was so great! She sent updates and gave us reassurance that our pup was adjusting well. She goes above and beyond to make dogs and their owners feel at ease. Thanks, Mimi!”

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Alyssa W.
Sitter Profile Image: Somer & Garrett F.
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Somer & Garrett F.
Star Sitter
from
$26
per night
5.0 out of 5 stars
• 40 reviews
18 repeat clients
15 years of experience
Spring Hill, FL, 34609

“Somer, Garrett and the kids were great! They sent pic though out her stay showing that she looked comfortable with them,(she gets very nervous when away from me) she was even snuggling on the couch with Garrett. They took her on walks and they left the patio door open to their fenced in yard and mavis could go out and lay in the sun anytime she wanted, which she loves to do! I would definitely have her stay with them again!!”

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Sue K.
Sitter Profile Image: Tina L.
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Tina L.
from
$45
per night
5.0 out of 5 stars
• 25 reviews
6 repeat clients
35 years of experience
Groveland, FL, 34736

“I probably shouldn’t post this review in fear that it will make booking with Tina more difficult, but she deserves an honest review. Tina is magnificent. Consummately professional, completely prepared, wonderfully kind, a true and rare gift for those of us who want the best for our pets. Tina is amazing and we hope to book her to care for our dog every time we travel.”

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

“Krista is absolutely amazing. My dog have never taken so well with anyone. She's an Army brat as well, mear & dear to my heart.... be sure to check out her plants for sale too. Amazing house overall My dogs officially have "another woman" I was so entertained while I was gone, with the cute photos and updates. Super great lady. I hope she will always have openings for my boys. I'm not telling any friends about her, so she can be steady fun for my pups. Yes. She's THAT good, I think we'll keep her around. :"WE RUV THAT PRETTY LADY WITH TREATS & GLOW COLLARS," Blue and Shiloh "SHES A GREAT SNUGGLER AND EVEN RUBBED IT IN A BIT WHEN SHE MESSAGED MOM,"- Blue "I slept for 6 hours when I got home from Miss Kristas, And Mom had to wake me up for dinner,"- Shiloh the Treat Miser”

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A P.
Sitter Profile Image: Mary & Jerry B.
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Mary & Jerry B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 110 reviews
29 repeat clients
50 years of experience
Zephyrhills, FL, 33540

“Always a pleasure having them watch the pups, it’s like having a private dog park to run and play as much as they want! I love getting videos of all the pups playing and sleeping together.”

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Alyse M.
Sitter Profile Image: Brittany M.
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Brittany M.
from
$40
per night
5.0 out of 5 stars
• 234 reviews
96 repeat clients
15 years of experience
Groveland, FL, 34736

“Pennylane had an excellent time! Okay, she didn’t actually tell me that, but I can tell that she’s a lot calmer than she has been in the past when leaving her with other people. Brittany is an excellent communicator and sent me pics throughout penny’s stay with her. I would absolutely recommend her as a dog sitter.”

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Simran B.
Sitter Profile Image: Sarah H.
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Sarah H.
from
$40
per night
5.0 out of 5 stars
• 80 reviews
26 repeat clients
10 years of experience
Inverness, FL, 34452

“Shadow had a wonderful time at Sarah's house. She really made us feel so comfortable. Definitely recommend Sarah. Thank you so much. Sue & Harold”

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susan h.
Sitter Profile Image: Jared C.
Verified Enhanced Background Check
Jared C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 72 reviews
26 repeat clients
10 years of experience
Winter Garden, FL, 34787

“This is our second time using Jared and what can I say except that he is exceptional. I love all the updates to what my two huskies are up to while under his care. He understands the energy of a husky and my girls love hanging out with his dogs. I would definitely hire again with full confidence that my girls are being well cared for”

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Mary R.
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The median cost per night for dog boarding in Webster is $40

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 - Webster

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Webster average 14
repeat dog boarding clients

FAQs for Dog Boarding - Webster

Frequently asked questions about Rover

As of November 2026, there are 1,161 sitters on Rover offering Dog Boarding across Webster. 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.

96% of sitters in Webster 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 Webster 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 Webster.

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 Webster. On Rover:

  • 92% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 96% 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 Webster 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.

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.

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