Dog Boarding Willoughby

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Willoughby, 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: Marijah B.
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Marijah B.
from
$45
per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
10 years of experience
Easton, MD, 21601

About: Ive been caring for dogs and cats since I was about 8 years old. I’ve always had multiple dogs in the house at a time. I’ve cared for dogs ranging from big to small, Seniors to puppies. I provide daily photos throughout your pets daily routine and tons of love I’m currently working part time so I will have plenty of enough time to care for your fur baby. I believe all animals should be treated like they are you own even if they are temporary I live in a quiet cozy apartment with a big yard in the back. There is plenty of room for playtime and resting. Pets are welcome on all furniture

Sitter Profile Image: Vy L.
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Vy L.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 24 reviews
11 repeat clients
15 years of experience
Easton, MD, 21601

“Vy was terrific! She responded quickly and took our dogs for boarding on almost no notice and understood our dogs’ needs well. She also has fenced in backyard for the dogs to play! Very grateful for her and would happily leave the dogs with her again”

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Ana T.
Sitter Profile Image: Elena K.
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Elena K.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 26 reviews
6 repeat clients
10 years of experience
Annapolis, MD, 21409

“We have such peace of mind when Elena is dog sitting for us. She pays attention to the details and is very compassionate. Highly recommend her!”

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Gretchen W.
Sitter Profile Image: Jeren C.
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Jeren C.
Star Sitter
from
$40
per night
4.9 out of 5 stars
• 27 reviews
10 repeat clients
15 years of experience
Centreville, MD, 21617

“Goose had a wonderful stay with Jeren and I am so grateful for the clear communication and attention to her needs. She clearly knows a lot about dogs and provided excellent care.”

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Evelyn E.
Sitter Profile Image: James B.
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James B.
from
$45
per night
5.0 out of 5 stars
• 11 reviews
30 years of experience
Annapolis, MD, 21403

“James did a great job caring for Ellie! I feel confident she was well taken care of based on how comfy she looked in all the photos. He has a great location with his fenced in back yard and beautiful neighborhood for walks!”

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Shelby B.
Sitter Profile Image: Candice W.
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Candice W.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 106 reviews
38 repeat clients
14 years of experience
Annapolis, MD, 21409

“Our 8 1/2 year old dog just stayed with Candice. He is very attached to me and does not like to get away from my side! Candice took great care of him and he did very well in her care. Candice sent frequent photos - which reassured me how well he was doing. Highly recommend!!”

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Janan F.
Sitter Profile Image: William S.
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William S.
from
$50
per night
5.0 out of 5 stars
• 10 reviews
16 years of experience
Preston, MD, 21655

“Will was so great to our gal! He has a great property that is great for dogs who like to run around and kept us updated the whole time with pictures, what they did, and how our dog was doing. He was also very responsive and considerate of our dog’s needs. This was our first time using Rover and we were so impressed with how smooth the process was and how well they took care of our dog. Would highly highly recommend.”

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Nicolas B.
Sitter Profile Image: Iyonna N.
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Iyonna N.
from
$31
per night
5.0 out of 5 stars
• 8 reviews
1 repeat client
16 years of experience
Annapolis, MD, 21401

“Iyonna was great with my dog Jojo! Jojo got many walks and came home happy and tired.”

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Rebecca W.
Sitter Profile Image: Shelby B.
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Shelby B.
from
$57
per night
5.0 out of 5 stars
• 30 reviews
6 repeat clients
7 years of experience
Annapolis, MD, 21403

“Shelby and her husband Kyle took incredible care of Bentley. I honestly wish our dogs could spend more time together. They had so much fun. I highly recommend Shelby and Kyle to anyone looking for a warm professional loving environment for their dog!”

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Tina J.
Sitter Profile Image: Johanna T.
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Johanna T.
Star Sitter
from
$50
per night
4.9 out of 5 stars
• 18 reviews
3 repeat clients
15 years of experience
Cambridge, MD, 21613

“She is so amazing. My puppy adores her! She was so good with communication and sending updates and pictures often. Will 100% be rebooking. 100/10.”

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Elizabeth G.
Sitter Profile Image: Tiffany C.
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Tiffany C.
from
$45
per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
40 years of experience
Edgewater, MD, 21037

“We thought we were having a good time until Tiffany sent pictures of our dogs. They were having the time of their lives! Tiffany is so kind and caring. She sent pictures of both dogs, cooked them food, let them sleep where they were comfortable. I couldn’t have picked a better person, and I will now only allow them to stay with Tiffany. Wonderful experience and big thanks to Tiffany!”

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Stacy G.
Sitter Profile Image: Debra K.
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Debra K.
from
$45
per night
5.0 out of 5 stars
• 43 reviews
18 repeat clients
30 years of experience
Pasadena, MD, 21122

“Debra and her family were amazing with our pup! We couldn't have asked for a better fit! Winston will be back to see you next time we go away!”

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Micaela I.
Sitter Profile Image: Elaine S.
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Elaine S.
from
$50
per night
5.0 out of 5 stars
• 71 reviews
38 repeat clients
20 years of experience
Annapolis, MD, 21403

“Elaine is wonderful. Her calm, warm demeanor was a great match for our 3.5 month old puppy, as well as reassuring us Stella was in good hands while we were away.”

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Christine & Bill H.
Sitter Profile Image: Jessica B.
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Jessica B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 17 reviews
5 repeat clients
14 years of experience
East New Market, MD, 21631

“What a beautiful family! Jessica thank you for welcoming my girls into your home. You made an overnight stay stress-less! Thanks for all the pictures and updates! Take good care and we’ll see you again.”

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Stephanie S.
Sitter Profile Image: Emily S.
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Emily S.
from
$60
per night
5.0 out of 5 stars
• 17 reviews
6 repeat clients
10 years of experience
Annapolis, MD, 21403

“Emily was there in a pinch! I was able to leave town for work knowing that Maverick was safe and have a blast with other four-legged friends. Thank you!”

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Heather C.
Sitter Profile Image: Ciarra & Tariq J.
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Ciarra & Tariq J.
from
$40
per night
4.9 out of 5 stars
• 147 reviews
44 repeat clients
3 years of experience
Annapolis, MD, 21402

“Ciarra was absolutely wonderful! She is the first dogsitter I have ever had which made me super skeptical, but when we had our meet & greet my dog Lily and her sweet Toby got along so well! She sent me pictures the entire time and kept telling me how well behaved Lily was! I am already using her again in a couple weeks and you definitely should too, 10/10 recommend! And she gave us a bag with sweet toys and cute polaroid pictures! Best experience!”

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Lexi C.
Sitter Profile Image: Jausaan H.
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Jausaan H.
from
$40
per night
2 years of experience
Easton, MD, 21601

About: experience, I’ve cared for everything from energetic Labradors and playful Border Collies to senior pups and anxious rescues. I’m experienced with daily walks, positive reinforcement training, medication administration, and creating calm routines for dogs of all ages and breeds. Every day starts with a calm morning walk, fresh breakfast, and playtime to kick off zoomies. Midday brings another energetic walk or backyard fun, plus training and cuddles. Evening includes dinner, a relaxing final walk, brushies, and wind-down time so your dog stays happy, safe, and right on routine. Your dog’s safety and your peace of mind come first. I use secure leashes, supervise constantly, follow your exact routines, and keep emergency contacts ready. You’ll receive real-time photo updates and detailed reports so you can trust your pup is happy, protected, and well cared for every single day.

Sitter Profile Image: Sydney E.
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Sydney E.
from
$63
per night
5.0 out of 5 stars
• 62 reviews
28 repeat clients
30 years of experience
Arnold, MD, 21012

“Sydney was a fantastic sitter for my chessie, Porter. It was my first Rover experience, and Sydney made it so easy. She provided daily updates and photos so I didn't need to worry, and more importantly kept him busy with daily exercise. I highly recommend Sydney!”

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Kipp V.
Sitter Profile Image: Allison M.
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Allison M.
from
$60
per night
5 years of experience
Easton, MD, 21601

About: Who I Am: Nice to meet you! I’m a reliable and hardworking student who has a passion for taking care of pets. I can assure you that I’ll treat you’re animals just like they were mine! I’m currently trying to expand my client base and find more families I can help with their animals! I have been doing this for about two years now and am excited to get started here. Service Abilities: I am available in dog walking, pet feeding, training, long term care, and occasional overnight boarding. I’m open to any other needed service, just let me know what exactly you’re looking for. Please get in touch on the app if you think this would be a good fit and thank you for taking the time to consider me. Im available for boarding on weekends, and available on weekdays after 2pm!! So I have plenty of time to entertain and play with pets 😁 I can assure you that I’ll treat you’re animals just like they were mine! I will provide you with the assurance that you need 😄

Sitter Profile Image: Samantha F.
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Samantha F.
from
$28
per night
1 repeat client
10 years of experience
Hartly, DE, 19953

About: I’ve had animals all my life. From dogs to cats to exotics. My pathway in school was for animal science which I have my certification from that class. I also have worked at a vet before so I would say I definitely have some experience! Right now I mostly work from home so I’m pretty flexible. Whether that be for boarding or potty breaks I can pretty much make anything work. I have a section of my yard fenced off so they can just go out and potty but also love to take them for walks in my neighborhood! If they get along with other dogs great! If not I can manage to keep everyone separate if boarding is preferred at my house.

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The median cost per night for dog boarding in Willoughby is $50

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 - Willoughby

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Willoughby average 12
repeat dog boarding clients

FAQs for Dog Boarding - Willoughby

Frequently asked questions about Rover

As of November 2026, there are 399 sitters on Rover offering Dog Boarding across Willoughby. 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.

95% of sitters in Willoughby 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 Willoughby 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 Willoughby.

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 Willoughby. On Rover:

  • 89% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 95% 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 Willoughby 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 MD 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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