House Sitting Windsor Mill

Find a loving house sitter to watch over your pets and your home.

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Over 46
pet parents in Windsor Mill have booked house sitting

Windsor Mill, Find top rated house sitting

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Keira J.
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Keira J.
Star Sitter
from
$55
per night
5.0 out of 5 stars
13 reviews
4 repeat clients
3 years of experience
Woodlawn, MD, 21244

Keira is so fantastic! My dog is still a little bit nervous because Keira is new, but she really takes it in stride and seems to magically make my dog more comfortable. Keira is so patient, kind, and gracious, highly recommended if your pup tends to be the nervous kind.

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Micki D.
Sitter Profile Image: Cheryl B.
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Cheryl B.
Star Sitter
from
$40
per night
5.0 out of 5 stars
23 reviews
11 repeat clients
18 years of experience
Reisterstown, MD, 21136

Cheryl was absolutely wonderful with Chance. She took such great care of him, kept us at ease, and clearly loves what she does. We came home to a happy pup and couldn’t be more grateful. Highly recommend!

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Rachel D.
Sitter Profile Image: Bronte B.
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Bronte B.
Star Sitter
from
$72
per night
5.0 out of 5 stars
189 reviews
55 repeat clients
15 years of experience
Pikesville, MD, 21208

Bronte was WONDERFUL. We had a bit of a situation with a raccoon and our dog while outside in our fenced yard. Raccoon was looking to have our dog as a meal but Bronte was able to get the dog inside safely and alerted us immediately. Bronte was very patient and loving with our dog, will definitely call upon her again.

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Laura G. C.
Sitter Profile Image: Stephanie L.
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Stephanie L.
from
$50
per night
15 years of experience
Ellicott City, MD, 21043

About: I have taken care of pets since I was six years old, starting with a few fish. Then it developed into lizards, birds, hermit crabs and dogs. I love and care for all and make careful research to provide the best care. I’m home from college so my weekly routine is very flexible until the end of summer! Just in time for vacation! Personal preference is for afternoons but happy to work with anything. I keep alarms set at home for when to feed my pets so everyone knows when it’s breakfast and dinner time! Three times a day I will take my dog out for 30-minute to an hour long walk. As a 75lbs husky, my dog loved to pull on the leash but I was able to slowly train him out of that habit. Now he walks beside me and makes walking around the neighborhood a breeze!

Sitter Profile Image: Tabitha S.
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Tabitha S.
Star Sitter
from
$32
per night
5.0 out of 5 stars
105 reviews
36 repeat clients
30 years of experience
Halethorpe, MD, 21227

Tabitha is WONDERFUL! My dog is very emotionally needy (has anxiety), and I needed a sitter very last minute. Tabitha came to the rescue and was so attentive with Franny and did such a good job with her! I really trust her and i can’t wait to use her again 🙂

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Christine G.
Sitter Profile Image: Samantha R.
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Samantha R.
Star Sitter
from
$40
per night
5.0 out of 5 stars
23 reviews
7 repeat clients
15 years of experience
Halethorpe, MD, 21227

We had a wonderful, stress-free experience with Samantha during her week-long stay in our home. She took great care of our dog and he was completely himself when we returned. Our home was also well cared for and very clean when we returned. She kept us updated regularly with photos and messages, and we had peace of mind while traveling. Samantha is reliable, trustworthy, friendly, and professional. We would absolutely book her again!

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Deb K.
Sitter Profile Image: Madison B.
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Madison B.
Star Sitter
from
$35
per night
5.0 out of 5 stars
161 reviews
51 repeat clients
7 years of experience
Catonsville, MD, 21228

Madison watched our two dogs and housesat while we were recently on a trip for 9 days. She was wonderful! We felt so reassured having our dogs in such good hands. Madison's communication up to our departure was great and she provided us with updates while we were away. We really appreciated Madison's professionalism in terms of staying at our home as well. Thank you again Madison for taking such good care of our precious pooches!

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Britta M.
Sitter Profile Image: Shania H.
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Shania H.
Star Sitter
from
$40
per night
5.0 out of 5 stars
96 reviews
18 repeat clients
10 years of experience
BALTIMORE, MD, 21207

Shania was wonderful! We booked her for a long weekend away and felt very confident in her care of our home and puppy. Our pup seemed to be well cared for and we came home to a clean house! Thank you!

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Carley W.
Sitter Profile Image: Robyn G.
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Robyn G.
from
$75
per night
5.0 out of 5 stars
50 reviews
16 repeat clients
16 years of experience
GWYNN OAK, MD, 21207

We couldn't use our regular dog sitters for a trip so decided to use Rover. Robyn was everything we could hope for and more!! She took care of our dog(Pepper) and kept us informed while we were away. It helped make our time away more enjoyable knowing how well Pepper was being taken care of!! Thank you for everything Robyn!! We got home and Pepper was happy to see us and the house was as we left it. We really appreciated al Robyn did all week with Pepper!!! Really made our trip that much more enjoyable knowing Robyn was here watching him. We also really appreciated all the updates and pictures! Robyn was TERRIFIC!!!

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Lee B.
Sitter Profile Image: Eli L.
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Eli L.
from
$40
per night
5.0 out of 5 stars
20 reviews
6 repeat clients
15 years of experience
Catonsville, MD, 21228

Emma dogsat at my house for a week and she did a great job with my dog. She communicated with me often, so I always knew that Ada was well-cared for. Emma left the house tidy, and is prompt and reliable. I would hire her again and recommend her to others!

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Renee Michelle G.
Sitter Profile Image: Lisa S.
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Lisa S.
from
$55
per night
5.0 out of 5 stars
39 reviews
12 repeat clients
15 years of experience
Catonsville, MD, 21228

Lisa was amazing with our dog Roscoe!! We appreciated that she kept us updated with pictures and messages, it was so nice to be able to take a weight off our shoulders and know she was doing such a stellar job! Roscoe loves her and her daughter, and we were thankful that Lisa also took the time to water our plants and herbs. We’ll definitely be a repeat client, I’d recommend Lisa without any hesitation!

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Isaac W.
Sitter Profile Image: Haile N.
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Haile N.
from
$65
per night
4.8 out of 5 stars
10 reviews
2 repeat clients
10 years of experience
Pikesville, MD, 21208

Haile was absolutely wonderful! She connected with my dog so easily, and you could tell right away that she truly loves animals. My dog felt comfortable with her from the start, which gave me so much peace of mind. She was attentive, caring, and communicative throughout the entire time.

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Bianca D.
Sitter Profile Image: Morgan B.
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Morgan B.
Star Sitter
from
$42
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
5 years of experience
Pikesville, MD, 21208

Morgan was very professional and respectful staying in our home. She took amazing care of our 155lb Bernese mountain dog. We will absolutely be booking with her again!

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Ashley T.
Sitter Profile Image: Janine J.
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Janine J.
Star Sitter
from
$80
per night
4.9 out of 5 stars
457 reviews
227 repeat clients
4 years of experience
Woodlawn, MD, 21207

Janine was a wonderful house sitter and pet sitter! She sent lots of updates and took great care of my pup. I’d highly recommend her!

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Maya S.
Sitter Profile Image: Naya R.
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Naya R.
Star Sitter
from
$35
per night
5.0 out of 5 stars
42 reviews
11 repeat clients
15 years of experience
Reservoir Hill-Bolton Hill Area, Baltimore, MD, 21201

Naya is a repeat house sitter for my big silly pit mix and my elderly cat. She does an incredible job of following all instructions and balancing the needs of my dog and senior cat. We trust Naya!

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Rachel C.
Sitter Profile Image: Dorothy R.
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Dorothy R.
from
$50
per night
5.0 out of 5 stars
44 reviews
9 repeat clients
20 years of experience
Catonsville, MD, 21228

Dorothy was great with my dogs, and sent me pictures each day I was away. They loved her! I was comfortable and had little worry about how they well they would be taken care of. She may have spoiled them more then me. Would recommend her and will be using her services again.

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Shelley L.
Sitter Profile Image: Sean H.
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Sean H.
Star Sitter
from
$70
per night
5.0 out of 5 stars
24 reviews
9 repeat clients
15 years of experience
Catonsville, MD, 21228

Sean is a wonderful pet sitter. Not only did he take such great care of our two dogs, he also looked after our geckos and fish without complaint. Sean left our house spotless! He is a great communicator and sent daily pictures and updates. It is evident that Sean truly cares for animals, and I won't hesitate to ask Sean to watch our pets again in the future!

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Brianna C.
Sitter Profile Image: Jennifer K.
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Jennifer K.
from
$80
per night
5.0 out of 5 stars
69 reviews
15 repeat clients
30 years of experience
Gwynn Oak, MD, 21207

Jennifer is wonderful. She watched our 4 dogs during a very difficult time for our family. It was priceless to know our pups were in good hands while we were gone.

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Laura K.
Sitter Profile Image: Aryanna H.
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Aryanna H.
Star Sitter
from
$52
per night
5.0 out of 5 stars
46 reviews
12 repeat clients
11 years of experience
Ellicott City, MD, 21043

Aryanna took care of our dog and cat while we were out of town for a week. She did a wonderful job! She was very thoughtful and attentive to the pets, and kept us updated on how they were doing. I highly recommend her as a house and pet sitter!

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Emily D.
Sitter Profile Image: Julion S.
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Julion S.
Star Sitter
from
$60
per night
5.0 out of 5 stars
32 reviews
5 repeat clients
20 years of experience
Hunting Ridge, Baltimore, MD, 21229

Amazing! That's how I would describe my experience with Julion. From the meet and greet to actual sitting, he is professional, courteous, and thorough. My dog is reactive to a lot of things and it can be hard to find a sitter who can handle his quirks. Julion was fantastic in his care and communication. Hev went above and beyond and I highly recommend him as a dog sitter.

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Courtney W.
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The median cost per night for house sitting in Windsor Mill is $50

Pet parents share their Rover experiences - Windsor Mill

1 / 1
5.0 out of 5 stars

Keira is so fantastic! My dog is still a little bit nervous because Keira is new, but she really takes it in stride and seems to magically make my dog more comfortable. Keira is so patient, kind, and gracious, highly recommended if your pup tends to be the nervous kind.

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Micki D.
House Sitting
5.0 out of 5 stars

Micah took such great care of our anxious dog and silly orange cat! So many cuddles and photos sent...would totally hire her again!

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Aliza W.
House Sitting
5.0 out of 5 stars

Bronte is so personable, kind, observant, and communicative! She even washed and dried the sheets she left for a one night stay. My baby is really happy today and I loved getting videos and pictures the whole time. You can tell when you meet her she has such a sweet heart and a good soul and it feels good to know my kitty cat who is my baby is in good hands. She even drove out for a meet and greet which means so much to me because I’m a little crazy as a pet parent. My house looks great and my baby taken care of and I would absolutely hire Bronte again, no questions asked!

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alexandra t.
House Sitting
5.0 out of 5 stars

Katie exceeded all of our expectations. She was attentive to every detail, followed our dog’s routine perfectly, and went above and beyond to ensure our pup was comfortable and happy. Her care, kindness, and frequent updates made us feel completely at ease. We highly recommend her to anyone looking for a trustworthy and compassionate sitter and would definitely use her again!

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Melissa R.
House Sitting
5.0 out of 5 stars

Robyn cared lovingly for our elderly cat over the long weekend. Her dedication allowed us to be away from home with peace of mind.

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Alice Y.
House Sitting
5.0 out of 5 stars

Jerad took great care of my fur babies for 8 days while I was gone. The house was in great order when I returned. Puppies were happy and well cared for.

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Gayle B.
House Sitting
5.0 out of 5 stars

Keirra was lovely! She took such great care of our house and cats while we were away. We will definitely rebook her services for our next vacation. It gave us peace of mind to know our most valuable possessions (cats + house) were in good hands.

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Caitlin O.
House Sitting
5.0 out of 5 stars

Aaliyah was the absolute best! She was so patient with our rescue pitbull pup, letting him get acquainted with her and come to her when he was ready (the string cheese snacks helped too). We felt very comfortable leaving our pup in her care, and wouldn’t hesitate to book again!!

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Matthew M.
House Sitting
5.0 out of 5 stars

Morgan was great! Very responsive to messages and kept me updated and informed on all matters regarding my pup. I would definitely use her as a sitter again.

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Nicole D.
House Sitting
5.0 out of 5 stars

Jayla did a great job taking care of our cats and administering insulin to our diabetic boy. She has a calming presence and our cats really took to her. We will definitely be using her for sitting in the future.

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Guin P.
House Sitting
5.0 out of 5 stars

Our animals were all so happy when we returned. After an unexpected vet visit the day before we left and additional meds and care, Shania didn’t miss a bit. She texted to confirm instructions and for guidance to be sure she got things right. We will definitely have her stay with our group again!

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Tammy B.
House Sitting
5.0 out of 5 stars

Rachel was a fantastic house sitter and gave our zoo of animals the best care. Very enjoyable human, 10/10 would book again!

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Kristin G.
House Sitting
5.0 out of 5 stars

Our dog made a new friend! T’keyah did a wonderful job taking care of our Sam. He had special needs and she followed instructions to a T. Definitely gonna look her up again if we need a sitter!

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Ayden C.
House Sitting
5.0 out of 5 stars

Van was a fantastic sitter! She was timely, communicative, and took great care of my 2 boy cats. I highly recommend her!

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Savannah L.
House Sitting
5.0 out of 5 stars

We used Kelsey for the second time and just like last time it went perfectly! Great communication and updates and our three fur babies love her. Our house was in tip top shape and we will/would definitely book again and recommend highly :)

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Kristin W.
House Sitting
5.0 out of 5 stars

Ashton is great! Our animals love him, and he always takes great care of our place. He’s very responsive.

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Jeny D.
House Sitting
5.0 out of 5 stars

Absolutely phenomenal. Both our babies were happy and fed when we got home. Photo updates were very appreciated. If I could give 1 million stars I would. So thankful!

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Jessica W.
House Sitting
5.0 out of 5 stars

Jennifer did a great job - super reliable and was easy to communicate with all the instructions. The home was left in impeccable conditions and all my girls did well. Would hire again!!!!

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Sophia O.
House Sitting
5.0 out of 5 stars

We are so thankful we found Talayia to watch our two dogs and cat for overnight stays! She really came through for us at the last minute when we were in a tough spot of our last sitter cancelling. She communicated with us daily and sent us picture updates which put us at ease for the two weeks we were gone. She also kept our plants alive and our house was kept clean. Thank you so much for everything!!

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Claire N.
House Sitting
4.0 out of 5 stars

Reliable and responsive! didn’t house sit or sleepover but checked in on them regularly. Followed instructions well.

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Ajshay B.
House Sitting
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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.

Meet local sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

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Sitters in Windsor Mill average 4
repeat house sitting clients

FAQs for House Sitting - Windsor Mill

Frequently asked questions about Rover

The average cost for House Sitting in Windsor Mill on Rover is $44.4 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House Sitting 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 House Sitting. For more information on service fees, click here .

As of July 2026, there are 6,082 sitters on Rover offering House Sitting across Windsor Mill. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Windsor Mill walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Windsor Mill maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Windsor Mill choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

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 .

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 pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet 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.

A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

Yes, you can find sitters who have experience with handling special pet needs in Windsor Mill. On Rover:

  • 92% of sitters can help with special care needs
  • 97% 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.

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