House Sitting Windsor Manor

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Windsor Manor, 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.

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Sitter Profile Image: Aliyah W.
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Aliyah W.
from
$40
per night
5.0 out of 5 stars
• 24 reviews
6 repeat clients
7 years of experience
Brandywine, MD, 20613

“This was my first time having someone other than family watch my dog overnight, and Aliyah put any worries that I had at ease. She was able to follow all of my instructions, and maintained good communication with me daily regarding my dog while I was away. She even sent pictures and videos of him 😊 One thing that is helpful for my dog is his routine, and Aliyah maintained his normal routine without any issues. She also maintained a clean space while I was gone. I’d definitely book Aliyah again if I have to leave my dog overnight! She’s dependable, trustworthy, and easy to work with. My dog loves her! We are very appreciative!”

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Kiara N.
Sitter Profile Image: Kelsey L.
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Kelsey L.
from
$45
per night
5.0 out of 5 stars
• 3 reviews
5 years of experience
Brandywine, MD, 20613

About: Hi! I’m Kelsey, and caring for animals has always been something that comes really naturally to me. I recently adopted my cat, Louis, so I understand how important it is to find someone you trust with your pet. I work full-time in behavioral health, so I bring a lot of patience, attentiveness, and calm energy into how I care for animals—especially those who may be a little anxious or need extra reassurance. I’m available for drop-ins and walks, with extra flexibility on Tuesdays and Fridays when I work from home. I’m happy to follow detailed routines, send regular updates, and make sure your pet feels safe, comfortable, and cared for while you’re away. Whether your pet needs playtime, a walk, or just some company, I’d love to help! Pet care fits really naturally into my weekly routine. I work full-time during the day, but I’m available for morning, evening, and weekend visits, with extra flexibility on Tuesdays and Fridays when I work from home. I try to keep my schedule balanced so I can be fully present with each pet, and not feel rushed between visits. I’m happy to stick to consistent routines, and I’ll always do my best to accommodate specific timing needs when I can. I’m especially a good fit for pets who benefit from a calm, steady presence or a little extra patience. I care for every pet the way I’d want someone to care for mine, with patience, attention, and a really calm energy. I recently adopted my cat, Louisville aka Louis, so I know how important it is to trust the person coming into your space. In your home, I’m very respectful of routines and will follow instructions closely to keep things consistent and low-stress. I take my time building trust, especially with shy or anxious pets (and cats who like to take their time warming up). I’m mindful about safety - secure doors, leashes, clean spaces, and making sure your pet is always comfortable. I’ll also send thoughtful updates and photos so you feel connected and at ease while you’re away. Whether your pet wants playtime, a walk, or just a cozy presence nearby, I’m happy to meet them where they are.

Sitter Profile Image: Imani C.
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Imani C.
from
$46
per night
5.0 out of 5 stars
• 19 reviews
10 repeat clients
3 years of experience
Upper Marlboro, MD, 20772

“Imani was great with Ellie, Estrella, and Coco. She house sat and came on time, followed all directions, and sent updates. We appreciate you! Thank you! Until next time!”

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Monica A.
Sitter Profile Image: Rubi D.
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Rubi D.
from
$60
per night
5.0 out of 5 stars
• 35 reviews
10 repeat clients
20 years of experience
Upper Marlboro, MD, 20772

“Rubi and Martha did an amazing job taking care of my little pack! I have three little girls that are very attached to me and my husband, but Rubi and Martha went above and beyond to provide good care for them. We had a meet and greet with them, and a visit to my house right before the scheduled dates. They were very accommodating and understanding. During the stay they kept in touch and sending videos and pictures throughout the day. We had an amazing experience and country recommend them enough. Thank you!!”

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Laura D.
Sitter Profile Image: Kimberly B.
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Kimberly B.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 54 reviews
17 repeat clients
7 years of experience
Clinton, MD, 20735

About: Hello. I am a caregiver by nature. I am patient, attentive, dependable and trustworthy. I will spoil your fur-baby💕. I go above and beyond to provide excellent service to you and your fur-baby. I have years of experience taking care of different breeds, sizes, and temperaments. I will follow the pet parent's instructions and keep them informed throughout the service. Your peace of mind and the safety of your fur baby is my top priority. I will not let you down. I am retired from 36 years of government service. I am available 24/7. I am an animal lover and this is my passion. Taking care of your fur baby brightens my day 💕. My daily routine involves a consistent routine of early morning feedings, walks, playtime, and cleaning up. Often provides multiple visits or 24/7 care to ensure safety, nutrition, and companionship.

Sitter Profile Image: Nagela L.
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Nagela L.
from
$38
per night
5.0 out of 5 stars
• 2 reviews
4 years of experience
Clinton, MD, 20735

“Nagela was a lifesaver!! I booked my first dog sitter through Rover.com almost one month before a long trip and, unfortunately, she cancelled days before my trip. Luckily, Nagela popped up as a dog sitter in a last minute, frantic search for someone to watch my dog for ten days (including the July 4th holiday). Nagela was extremely professional and prompt from our very first interaction over Rover.com. I felt at ease within minutes of meeting her. She took great care of my dog and my home for over a week on last minute notice!! I think I've found my go-to dog sitter for any future trips!!”

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Kristyn O.
Sitter Profile Image: Cayezel B.
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Cayezel B.
from
$45
per night
5.0 out of 5 stars
• 7 reviews
2 repeat clients
12 years of experience
Fort Washington, MD, 20744

“Got great pics and they always take great care of my 4 hounds”

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James A.
Sitter Profile Image: Xavier B.
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Xavier B.
from
$45
per night
4.4 out of 5 stars
• 13 reviews
5 repeat clients
5 years of experience
Fort Washington, MD, 20744

“Xavier was AMAZING. Did a meet and greet before the weekend so the dogs could meet him. Between then and the actual weekend, our dogs condition got worse so there was more than we initially talked about to have to do. He jumped right on it. No complaints. Sent tons of pics and updates. My pups were clearly happy and being well taken care of! Highly recommend booking with him!”

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Katie B.
Sitter Profile Image: Alexis N.
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Alexis N.
from
$48
per night
4.6 out of 5 stars
• 12 reviews
7 repeat clients
2 years of experience
Bowie, MD, 20716

“Alexis contacted me for a last minute booking and she was flexible in working out a schedule to care my Princess. She was there like we agreed on and she send messages and pictures for every visit She also contacted us when Princess didn’t want to take her medication. She will definitely be my sitter from now on”

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Stephanie M.
Sitter Profile Image: Inaam Z.
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Inaam Z.
from
$40
per night
2 repeat clients
24 years of experience
Fort Washington, MD, 20744

About: I have tons of experience not only as a pet owner but as a veterinary assistant, I am pretty efficient in dealing with even the most troubling pups and even have training experience to curve some of the most common but unacceptable behaviors. Pet care is almost therapeutic for me and I’ll treat your baby just like my own , I come with tons of advice from healthcare , toys and training. Basically if I know something about something you’ll know too. I hope that we can work together in the future to make your and your pups life easier. I also have experience with small mammals, birds and reptiles so feel free to contact me about any of your pets I will gladly help.

Sitter Profile Image: Rachel G.
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Rachel G.
from
$65
per night
5.0 out of 5 stars
• 9 reviews
6 repeat clients
20 years of experience
Potomac West, Alexandria, VA, 22301

“We’ve used Rachel a few times for both dog walking and house sitting. Our two dogs absolutely love her! Rachel was great about sending us photos and updates on the dogs. It really made us feel that our dogs were in good hands and being well taken care of. Would definitely book Rachel again and highly recommend.”

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Jon S.
Sitter Profile Image: Charly E.
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Charly E.
from
$44
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
3 years of experience
Fort Washington, MD, 20744

About: Hi! I'm an experienced animal caregiver with over three years of hands-on experience caring for both dogs and cats, as well as livestock. Working with a variety of animals has taught me how important patience, consistency, and careful observation are when it comes to providing excellent care. I pay close attention to each animal's behavior, appetite, energy levels, and routines so I can quickly notice when something seems different or needs attention. Caring for animals is a daily part of my life. Every day I care for my own animals, so I am used to maintaining feeding schedules, monitoring health and behavior, and making sure animals are safe and comfortable. Because animal care is already a priority in my routine, I can easily incorporate visits, walks, playtime, and check-ins for clients' pets throughout the week. I enjoy building trust with animals and providing reliable care that helps owners feel at ease while they're away. When caring for pets in a client's home, I focus on maintaining their normal routine to help them feel comfortable and secure. I follow all feeding instructions, ensure fresh water is always available, provide exercise and playtime, clean litter boxes or pick up waste, and give plenty of attention and companionship. I also closely monitor each pet's behavior, appetite, and overall well-being, and I communicate regularly with owners through updates and photos. If caring for pets in my own home, I provide a safe, clean, and supervised environment where pets receive individualized attention, exercise, and affection. I make sure they have a comfortable space to rest and follow any specific instructions provided by their owners regarding feeding, medications, routines, or special needs.

Sitter Profile Image: Stefanie J.
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Stefanie J.
from
$30
per night
23 years of experience
Waldorf, MD, 20603

About: For me, caring for animals has never felt like simply “pet sitting.” They are family—and when someone is trusting me with a member of theirs, I take that responsibility to heart. I’ve been caring for pets since I was 13 years old, and today I help care for my family’s lively crew of four dogs and two cats. I’m comfortable with different breeds, personalities, energy levels, and ages—from the young and playful to the older companion who needs a slower pace, a little more patience, and extra tenderness. Senior pets hold an especially meaningful place in my heart. This past September, I said goodbye to Shadow, my Blue Heeler/Pit Bull mix, whom I had loved since he was just three months old. Loving him through his later years gave me a very personal understanding of both the beauty and the weight of caring for an aging pet. I understand the routines, vigilance, patience, and emotional energy that senior pet care can require. I also understand how difficult it can be for their people to step away—even for a weekend—because you worry that someone else won’t notice the little things you notice or care for them with the gentleness they deserve. That is one of the reasons I’m especially interested in supporting families with aging pets. Sometimes loving your pet well also means allowing yourself to rest, travel, celebrate a milestone, or simply take a break knowing they are in caring hands. Whether your pet is energetic and ready to play, independent and particular, or a senior who prefers a quiet companion and an unhurried pace, I meet them where they are. All breeds. All ages. Lots of love. My goal is simple: while you’re away, I want your pets to feel safe, comfortable, cared for, and loved—and I want you to feel at ease knowing someone is genuinely looking after them. I work from home, with either a daytime schedule of 10 a.m.–6 p.m. or an evening schedule of 4–11 p.m. This allows me to build pet care into my daily routine and make time for meals, bathroom breaks, play, and companionship. Being home is only part of it; paying attention matters just as much. Pets can’t tell us what they need in words, so I take time to notice their habits, body language, and little requests for attention. Whether that means a nudge for a bathroom break, an invitation to play, or wanting someone nearby, I care about learning how your pet communicates. I do have focused work periods, so we’ll discuss your pet’s routine and care needs before booking to make sure my availability is a good fit. This is especially important for older pets who may need more frequent check-ins or a particular schedule. I want to understand what a comfortable day looks like for your pet and how I can help keep it that way while you’re away. I start by learning the little things that matter to your pet: their familiar routines, favorite activities, where they like to rest, and how they let you know they need something. I follow your instructions for meals, walks, bathroom breaks, litter care, and rest, with time for play and affection on their terms. In your home, I keep your pet’s routine as familiar as possible and treat your space with care and respect. I let your pet get comfortable with me at their own pace, whether they’re ready to play right away or prefer a quieter introduction. Senior pets are especially close to my heart. Caring for my dog Shadow through his later years taught me the importance of patience, gentleness, and noticing small changes. I’m happy to move at an older pet’s pace, and we’ll discuss any health, mobility, or supervision needs beforehand so I can be clear about the care I can reliably provide. Before you leave, we’ll confirm care instructions, veterinary and emergency contacts, and your preferences for photos and updates. I want you to feel comfortable sharing the details—even the ones that seem small. They’re part of knowing your pet, and they matter to me, too.

Sitter Profile Image: Taylor P.
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Taylor P.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 8 reviews
3 repeat clients
15 years of experience
Upper Marlboro, MD, 20774

About: With 15 years of dedicated pet care under my belt, I've honed a deep understanding of both canine and feline needs. From playful puppies to senior sweethearts—and from curious kittens to laid-back lap cats—I’ve cared for dogs and cats of all breeds, ages, and personalities. As a dog and cat owner myself, I’ve also supported a pup with aggression issues through his stressful times, giving me valuable experience in patience, awareness, and calm handling. My background includes administering medications, maintaining clean and comfortable litter boxes, and providing specialized care to ensure every pet feels safe, loved, and understood. Trust me to bring expertise and genuine affection to every walk, cuddle, and visit with your furry family members. Pet care seamlessly fits into my daily routine, with availability after my 8-4 job Monday through Friday, and all day on weekends. I'm dedicated to providing consistent, reliable care that complements your schedule and ensures your pets are happy and well-looked after. When caring for pets in their home, I prioritize creating a safe, comfortable, and stress-free environment. I follow your specific instructions for feeding, medication, and exercise, ensuring consistency with their regular routine. I also provide plenty of love, attention, and playtime, maintaining open communication with you to keep you updated on your pet's well-being.

Sitter Profile Image: Travan H.
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Travan H.
from
$50
per night
5.0 out of 5 stars
• 5 reviews
3 repeat clients
20 years of experience
Washington, DC, 20020

“Excellent caregiver who went above and beyond for my dogs in a time of extreme crisis”

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Lauryn A.
Sitter Profile Image: Karima A.
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Karima A.
from
$75
per night
4.8 out of 5 stars
• 15 reviews
5 repeat clients
10 years of experience
Washington, DC, 20024

“Karima took excellent care of our dog Goose and our apartment while we were away for over a week. She was caring, responsive, and helpful throughout her stay. She sent us daily updates and was very professional. She left our apartment clean and Goose absolutely loved her! I would definitely book with Karima again and suggest her for any of your dog sitting needs.”

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Kelly W.
Sitter Profile Image: Shantae B.
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Shantae B.
from
$60
per night
4.9 out of 5 stars
• 14 reviews
5 repeat clients
11 years of experience
Waldorf, MD, 20602

“Shantae was a tentative on time and really took great care of our two year-old and six month old puppy. Our puppy had no accidents either in the house with her which is amazing while she still is still potty training. Shantae was able to look out for the signs to help her continuously be successful in potty training. If you’re looking for someone who will take care and treat your fur babies like royalty.”

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Amber C.
Sitter Profile Image: Amanda P.
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Amanda P.
from
$35
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
20 years of experience
Shady Side, MD, 20764

“Amanda took such great care of our dogs and cat. Amanda communicated lots of fun stories about their behavior and sent plenty of pictures. I'm certain my house was cleaner after her stay as well.”

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Marla V.
Sitter Profile Image: Brian S.
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Brian S.
from
$65
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
12 years of experience
Washington D.C., DC, 20376

“Brian was amazing. We had a last-minute request over the holidays, and he truly saved us. He stayed at our home and took excellent care of our dog, King, who isn’t always the easiest, but Brian stepped in confidently and made it work without issue. Communication was great; he was always responsive and kept us at ease while we were away. We came home to a happy dog and a house left in great condition. We would absolutely book Brian again and highly recommend him to anyone on Rover.”

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Dylan R.
Sitter Profile Image: Alex V.
Verified Enhanced Background Check
Alex V.
Star Sitter
from
$130
per night
5.0 out of 5 stars
• 407 reviews
123 repeat clients
25 years of experience
Washington, DC, 20017

“Alex stayed at our home & dogsat our energetic, 3-year-old pit bull. Our dog felt very comfortable with him & enjoyed being with her new friend. He sent photos and updated us regularly, and was a gracious and thoughtful guest. You can tell Alex loves animals & cares about their overall well-being. We wouldn’t hesitate asking him to dogsit again. Just a great person & dog lover!”

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Tiffiney C.
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The median cost per night for house sitting in Windsor Manor is $50

Pet parents share their Rover experiences - Windsor Manor

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5.0 out of 5 stars

Kelsey stayed with my three dogs for five days at my house and was super responsible each day. She send me pictures and updates multiples times every day and I could see my dogs are healthy and happy with her. Kelly was collecting my mail and keeping my house clean and organised. I was happy to return home and see that everything is in perfect condition. I will be happy to work with Kelsey in the future.

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Marianna A.
House Sitting
5.0 out of 5 stars

I booked a 10 house-sitting stay with Mika and was overjoyed to see videos of my retriever mix so very happy and comfortable. I could tell my Mila loved the attention she got. My dog is 12yr old this coming July and I wanted someone with experience. Mika's vet assistant background was perfect as well as her history with rescues and special needs pets. My anxiety for such a long stay was quickly eased after the first photos and texts. Mika's upbeat attitude is refreshing. She's totally focused on Mila"s every need. I gladly recommend her. I will certainly book again. Deb

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Deborah W.
House Sitting
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  • 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

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  • 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 house sitting

  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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Popular requests for house sitting - Windsor Manor

Select a filter and find qualifying sitters offering house sitting.

Sitters in Windsor Manor average 4
repeat house sitting clients

FAQs for House Sitting - Windsor Manor

Frequently asked questions about Rover

As of October 2026, there are 8,947 sitters on Rover offering House Sitting across Windsor Manor. 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 Manor 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 Manor 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.

<b>Tip:</b> 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 Manor 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 , 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 .

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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

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

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

  • 86% of sitters can help with special care needs
  • 91% 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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