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.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 19 reviews
6 repeat clients
7 years of experience
Brandywine, MD, 20613

About: I grew up with many pets. For example, I’ve had 6 birds, 3 hamsters, 1 dwarf gerbil, 1 leopard gecko, 2 cats, 2 dogs, and possibly more. I currently have 2 dogs. Both are rescues. Jasper is 2 years old and I’ve had him since he was about a month old if even that, and Raleigh who is 7 now. I’ve had her since she was 2. Aside from the doggy babies, I also currently have a brown anole that I took in from Florida. His name is Tommy and I’ve had him for 4 months now. He was a baby when I found him. I also have 2 fish, Gumball and Penny. I personally believe all animals are babies. I’ve also pet sit for family members before. I’m currently working part time and I am also a freshman in College. I do have a good bit of free time, and because I don’t live alone I have people home to help take care of my furry and scaled friends, where as some people may need some extra help that I’d be able to provide! I was raised right. I’m respectful, do not cross boundaries, and know better than to disrespect clients (human and animal, of course!) I’m a big empath, I love animals beyond comprehension. I’m a vegetarian that’s working my way to veganism if that can show you how empathetic I am. I also cry while watching Ratatouille. I love walking, I love talking to animals, I treat animals as if they are literal babies because they are just too cute!

Sitter Profile Image: Mika H.
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Mika H.
Star Sitter
from
$110
per night
5.0 out of 5 stars
• 18 reviews
4 repeat clients
17 years of experience
Upper Marlboro, MD, 20772

“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.
Sitter Profile Image: Linda M.
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Linda M.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 40 reviews
22 repeat clients
10 years of experience
Brandywine, MD, 20613

“First time anyone has watched Chloe overnight besides my parents and Chloe is 11.5! Linda made me feel at ease and kept me updated on how Chloe was doing! Linda made sure Chloe got all her medicine. Highly recommend Linda”

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Melissa C.
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
• 18 reviews
9 repeat clients
3 years of experience
Upper Marlboro, MD, 20772

“Imani did a wonderful job looking after Tommy and keeping an eye on our home. Kept us abreast of all the happenings and provided images of our pup going about his day.”

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Craig B.
Sitter Profile Image: Morgan B.
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Morgan B.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 149 reviews
33 repeat clients
4 years of experience
Waldorf, MD, 20602

“Morgan was great with my fur babies. I received so many pictures and videos and felt connected to them even while I was miles away! I will definitely be asking Morgan to watch over my babies again and would highly recommend Morgan to anyone!”

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Barbara R.
Sitter Profile Image: Stacey H.
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Stacey H.
from
$60
per night
5.0 out of 5 stars
• 23 reviews
10 repeat clients
2 years of experience
Waldorf, MD, 20601

“Stacey was absolutely amazing with our two boys. She took them for walks and loved on them while we weren’t able to. She was very communicative and sent us pictures and videos of how happy the boys were. When we came home, she had left the house cleaner than when she arrived. I cannot give her enough stars!”

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Alicia W.
Sitter Profile Image: Bri H.
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Bri H.
from
$70
per night
5.0 out of 5 stars
• 82 reviews
20 repeat clients
20 years of experience
Upper Marlboro, MD, 20772

“Bri was punctual and very communicative! She was kind and caring to my entire zoo, and was great with both my timid puppy and my difficult diabetic dog. I've been through a dozen Rover pet sitters but Bri is the first one I trust to take care of my pets the way I would. I'll definitely be requesting Bri again!”

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Kaitlyn M.
Sitter Profile Image: Anh C.
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Anh C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 14 reviews
6 repeat clients
13 years of experience
District Heights, MD, 20747

“Anh was amazing with Pico. She jumped in last minute and handled everything so thoughtfully - including some unexpected tummy issues and his occasional puppy chaos. She kept me fully updated the whole time and sent lots of great photos, which I really appreciated. It made such a difference being able to see how he was doing. Pico is used to being with me all the time, so social interaction is really important for him. Anh adjusted to Pico’s needs and routine and also made him part of hers - giving him so much extra love and attention. You can’t always guarantee that level of care when you’re away, and I’m so grateful I never had to worry. I would absolutely recommend Anh to anyone without hesitation!”

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Erin A.
Sitter Profile Image: Aleyah M.
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Aleyah M.
Star Sitter
from
$85
per night
4.9 out of 5 stars
• 127 reviews
55 repeat clients
4 years of experience
Waldorf, MD, 20602

“Aleyah is very professional and caring. She cares for our pups well and is attentive to their needs. We will continue to rebook Aleyah for dog walking and dog sitting services.”

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Ehlanie C.
Sitter Profile Image: Xavier B.
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Xavier B.
from
$45
per night
4.6 out of 5 stars
• 12 reviews
4 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: Corissa G.
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Corissa G.
from
$75
per night
5.0 out of 5 stars
• 53 reviews
16 repeat clients
10 years of experience
Clinton, MD, 20735

“Excellent sitter!!!!! Corina also provided some training tips for our puppy. Looking foward to booking her again!”

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Marcus T.
Sitter Profile Image: Sanai F.
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Sanai F.
from
$50
per night
5.0 out of 5 stars
• 10 reviews
3 repeat clients
7 years of experience
Clinton, MD, 20735

“Sanai was an absolute delight! She is incredibly respectful, clean, and kind, and took exceptional care of our three-month-old puppy, Obi. My husband and I highly recommend her and fully trust her to care for our fur baby in the future.”

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Jay & Yara F.
Sitter Profile Image: Ada G.
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Ada G.
from
$66
per night
5.0 out of 5 stars
• 21 reviews
1 repeat client
4 years of experience
Temple Hills, MD, 20748

“Ada was amazing!! This was my first time using the App and she made me feel so comfortable. She agreed to a meet and greet prior to my house sitting dates and my dogs loved her instantly. She was very communicative and kept me informed on everything. As this was my first time leaving my babies with anyone outside of family, we were all a bit nervous and hoping this was a good match. My mom even checked in with Ada and she was totally cool with. My mom and dog both have dogs and we are pretty certain Ada has 3 new clients. Ada maintained my home wonderfully. She really was patient with and understanding and I would recommend her 10/10, especially for new clients.”

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Eazy H.
Sitter Profile Image: Rubi D.
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Rubi D.
from
$60
per night
5.0 out of 5 stars
• 32 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: 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: Kimberly B.
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Kimberly B.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 51 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: Taivon J.
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Taivon J.
from
$70
per night
4.9 out of 5 stars
• 50 reviews
20 repeat clients
17 years of experience
Upper Marlboro, MD, 20772

About: I have been a dog person my whole life, some say animals just love me. I will care for them as if they were my own living child. I will make your dog find love in me as he did with you and make him happy even while you’re away. I’m always a text or call away to ensure your dog is always having a good day. If you're ever having an emergency and need to step away from the home and need a quick sitter or over night sitter I’m the guy. My prices are not high and I will work with you if you need me to because it’s not about the money it’s all about the dog. Thank you and bless all P.S if your tired from work and want your dog to get maximum exercise call/text me and I will be there or you can come to me to make all your troubles go away.

Sitter Profile Image: Sierra S.
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Sierra S.
from
$70
per night
15 years of experience
Upper Marlboro, MD, 20772

About: I’ve been caring for animals for over 10 years, with experience caring for cats, dogs, bearded dragons, turtles, rabbits, and other small pets. My love for animals eventually led me to work professionally in the pet-care field, starting at a grooming salon in Brentwood, Maryland. I’ve also worked in a veterinary clinic as a Veterinary Technician Assistant, where I gained hands-on experience caring for animals, recognizing changes in their behavior and health, assisting with treatments, and making sure pets feel safe and comfortable. As a lifelong pet owner myself, I understand that every animal has their own personality, routine, and needs. I treat every pet in my care like they’re my own and always prioritize their safety, comfort, and happiness. ❤️🐾 I work full-time, but I’m available for weekend pet care and services before or after work depending on my schedule. I’m happy to communicate about your pet’s routine and find a schedule that works for both of us. Whether your pet needs walks, drop-in visits, feeding, playtime, medication assistance, or simply some company while you’re away, I’d love the opportunity to care for them! 🐶🐱💕 Your pet’s safety and comfort are my top priorities. I take the time to learn each pet’s routine, personality, feeding schedule, medications, and any special instructions before providing care. When caring for pets in their home, I treat their space with the same respect I would my own. I make sure doors and gates are securely closed, pets are supervised appropriately, and their food, water, medications, and belongings are kept safe and organized. With my veterinary clinic experience, I’m comfortable recognizing changes in behavior or signs that something may not be right and will communicate with you promptly if I have any concerns. I also understand how important it is for pets to feel comfortable with someone new, so I never rush the process and allow them to warm up to me at their own pace.

Sitter Profile Image: Kendall W.
Verified Enhanced Background Check
Kendall W.
from
$45
per night
1 year of experience
upper marlboro, MD, 20772

About: I currently work at a veterinary hospital, where caring for animals is part of my daily routine. I have hands-on experience with feeding, administering basic care, monitoring behavior, and handling pets of all temperaments. I also have cats of my own, so I understand the importance of patience, comfort, and routine. I’m confident caring for both dogs and cats, including those that may need extra attention, and I always treat every pet like my own. I work Monday through Friday at a veterinary hospital, so I’m already actively caring for animals throughout the day. I’m available for pet care services in the evenings after work and fully available on weekends. My schedule allows me to provide consistent, reliable care while still giving your pet plenty of attention and time. Your pet’s safety and comfort are my top priorities. With my experience in a veterinary setting, I’m trained to recognize signs of stress, illness, or unusual behavior. I take time to learn each pet’s routine and needs to make them feel as comfortable as possible. Whether I’m caring for pets in my home or yours, I provide a calm, clean, and secure environment and follow all instructions closely.

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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

1 / 1
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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  • 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?

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    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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    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

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Popular requests for house sitting - Windsor Manor

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Sitters in Windsor Manor average 4
repeat house sitting clients

FAQs for House Sitting - Windsor Manor

Frequently asked questions about Rover

As of September 2026, there are 9,014 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.

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 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 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 Manor. On Rover:

  • 91% 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.

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