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: Ashley K.
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Ashley K.
Star Sitter
from
$30
per night
5.0 out of 5 stars
87 reviews
34 repeat clients
10 years of experience
Upper Marlboro, MD, 20772

Ashley has done a drop-in for our two senior pups in the past. This time we left her with our puppy while we took the seniors on a weekend getaway. She sent regular photo/text updates. He was happy, and everything was chill when we got home. Ashley is great, and will absolutely show your fur-kid a lot of TLC while leaving your house in perfect order.

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Renée O.
Sitter Profile Image: Lucy R.
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Lucy R.
from
$30
per night
5.0 out of 5 stars
4 reviews
1 repeat client
5 years of experience
Upper Marlboro, MD, 20772

Lucy did a great job taking care of my boys!

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Nagela L.
Sitter Profile Image: Journey H.
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Journey H.
Star Sitter
from
$45
per night
4.3 out of 5 stars
8 reviews
6 repeat clients
2 years of experience
Rosaryville, MD, 20623

About: I have experience caring for dogs of different sizes, breeds, and energy levels. I’m comfortable with feeding schedules, walks, playtime, and making sure pets get the attention they need. I understand that every pet has its own personality, so I always take the time to learn their routines and preferences. Whether your dog loves long walks, playing fetch, or just relaxing, I’ll make sure they feel comfortable and cared for. I’m also attentive to safety and will always make sure your pet is secure, happy, and supervised. I treat every pet like they’re my own. When you book with me, you can expect reliable and caring service. I will: - Follow your pet’s routine and instructions carefully - Provide plenty of attention, playtime, and exercise -Send updates and photos so you know how your pet is doing -Make sure your pet feels safe and comfortable while you’re away My goal is to give pet owners peace of mind and make sure your pet has a fun and stress-free experience. I live in an apartment with a very friendly dog. I have 2 roommates that also love animals as much as I. My #1 goal is to ensure safety for your pets and comfortably for your sake and theirs!

Sitter Profile Image: Mika H.
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Mika H.
Star Sitter
from
$90
per night
5.0 out of 5 stars
16 reviews
3 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
38 reviews
21 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: Sanai F.
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Sanai F.
from
$50
per night
5.0 out of 5 stars
7 reviews
2 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: Anh C.
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Anh C.
Star Sitter
from
$45
per night
5.0 out of 5 stars
10 reviews
6 repeat clients
13 years of experience
District Heights, MD, 20747

Anh was wonderful with our dog Wilbur- she sent us updates and was really sweet to him. She stayed over at our place which we appreciated because our pup can get a little anxious. Anh left us a very nice note and left the house very clean. We will definitely be reaching out to Anh again until the future for dog care!!

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Erin M.
Sitter Profile Image: Aliyah W.
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Aliyah W.
from
$30
per night
5.0 out of 5 stars
8 reviews
2 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’m not yet in school. I do have a lot 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: Kendall W.
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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.

Sitter Profile Image: Imani C.
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Imani C.
from
$40
per night
5.0 out of 5 stars
15 reviews
7 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: Keely H.
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Keely H.
from
$29
per night
3 years of experience
Brandywine, MD, 20613

About: Hi! I’m a lifelong dog lover with experience caring for my own two dogs, Milo (a Beagle mix) and Sol (a Pit Bull mix). Caring for them has taught me the importance of patience, consistency, and understanding each dog’s unique personality and needs. Whether your pup enjoys long walks, playtime, or just relaxing with company, I’ll make sure they feel safe, comfortable, and loved while you’re away. I treat every dog as if they were my own and look forward to meeting your furry family member! My Availability I work full-time Monday through Friday from 8:15 AM to 5:15 PM, which means I’m available for early morning drop-in visits and walks before work as well as afternoon/evening check-ins, walks, and care after work. On weekends, my schedule is much more flexible, making me available for overnight pet sitting, extended visits, and additional walks. Whether your pup needs a quick potty break, some playtime while you’re away, or loving overnight care, I’m happy to help and will make sure they receive plenty of attention and affection. Your dog's safety and comfort are my top priorities. I always follow your pet's routine as closely as possible, including feeding schedules, walks, medications (if needed), and any special instructions. I have experience caring for my own two dogs, Milo and Sol, and I understand that every dog is different. I'll provide plenty of love, supervision, and updates so you can have peace of mind while you're away.

Sitter Profile Image: Aleyah M.
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Aleyah M.
Star Sitter
from
$75
per night
4.9 out of 5 stars
112 reviews
48 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: Dahlya P.
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Dahlya P.
from
$70
per night
4.7 out of 5 stars
57 reviews
27 repeat clients
18 years of experience
Hyattsville, MD, 20785

Dahlya was great!! I have a picky dog and Dahlya did everything to make sure she was comfortable and cared for! Definitely 10/10 recommend and will rebook!!

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Jessica M.
Sitter Profile Image: Danielle C.
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Danielle C.
from
$35
per night
15 years of experience
Waldorf, MD, 20601

About: As a lifelong dog lover and experienced pet owner, I’ve cared for dogs for more than 15 years. Most of my experience has been with medium and small breeds, giving me a strong understanding of their unique personalities, needs, and routines. I provide a safe, reliable, and caring environment where your dog will be treated like family. Whether it’s walks, playtime, or simply keeping them company with cuddles, you can count on me to give your pet the attention and care they deserve. I own a personal training business, which gives me a flexible schedule and allows me to be home throughout the day. When I’m away, it’s typically for scheduled training sessions at the gym. This flexibility allows me to provide attentive, reliable care and plenty of companionship for your dog. Dogs have always held a special place in my heart, and I truly treat every dog in my care as if they were my own. I love spending quality time with them, whether that’s going for walks, tossing a ball around, or simply relaxing together with plenty of cuddles. My goal is to make every dog feel safe, loved, and comfortable while you’re away, giving them the attention and affection they deserve.

Sitter Profile Image: Corissa G.
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Corissa G.
from
$94
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: Ada G.
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Ada G.
from
$55
per night
5.0 out of 5 stars
21 reviews
1 repeat client
4 years of experience
District Heights, MD, 20747

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: Alayza M.
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Alayza M.
from
$60
per night
4.8 out of 5 stars
33 reviews
14 repeat clients
11 years of experience
Washington, DC, 20003

My cats have never been so calm and happy when I return home from a trip. A’layza always communicated with me, sent me daily pictures of my fur babies, and left the house cleaner than it was. Highly recommended A’layza!

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Eliza J.
Sitter Profile Image: Jaycie C.
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Jaycie C.
from
$75
per night
5.0 out of 5 stars
23 reviews
13 repeat clients
8 years of experience
upper marlboro, MD, 20772

Jaycie was great and our fur babies loved her. She will be our go to moving forward. We received updates and pics. Had no issues.

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Natasha P.
Sitter Profile Image: Kaylee H.
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Kaylee H.
from
$50
per night
4 years of experience
Lothian, MD, 20711

About: I have over 3 years of professional pet care experience through my roles at PetSmart, where I cared for pets, monitored their health and behavior, maintained a safe and clean environment for all of the animals we cared for in store as well as the ones pet parent's would bring in. I am certified in Dog and Cat CPR and have experience caring for dogs and cats of all ages, sizes, breeds, and temperaments. I have worked with energetic puppies, senior dogs, playful kittens, and shy or nervous pets who need extra patience and attention. During my time at PetSmart, I regularly cared for kittens in the adoption center and learned how important it is to make every animal feel safe, comfortable, and loved. I have also raised puppies of my own and helped care for pets belonging to family and friends. Whether your pet needs walks, playtime, feeding, companionship, or extra attention while you're away, I will treat them as if they were my own. I understand how important trust is when choosing someone to care for your pet, so I provide reliable care, plenty of updates, and open communication every step of the way. I look forward to meeting you and your furry family members! Pet care fits naturally into my daily routine. I have a flexible schedule and can provide consistent care, whether that’s feeding, playtime, walks, litter box cleaning, medication reminders, or simply keeping your pet company. I understand that every pet has different needs and will do my best to follow their normal routine to help them feel comfortable and stress-free while you’re away. Your pet’s safety and comfort are my top priorities. With over 3 years of experience working at PetSmart, I’m familiar with a variety of pet personalities and behaviors. I carefully follow all care instructions, provide regular updates, and take the time to build trust with each pet. Whether caring for your pet in your home or during drop-in visits, I’ll treat them with the same love, patience, and attention that I give my own cat, Luna.

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

Xavier was fantastic. He communicated well, confirming details, asking questions and giving updates throughout his stay. It gave us peace of mind knowing our dog was well cared for. Would hire again in a heartbeat.

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Brittany 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

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
5.0 out of 5 stars

Raven went above and beyond to not only care for our three pets, which she always does well, but was also very generous helping us out with some time-sensitive tasks at our home.

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Keely F.
House Sitting
5.0 out of 5 stars

Emily did a fantastic job house sitting and pet sitting for our two small dogs for a week! She was communicative and professional, and very loving to our pups. We left a clean house with two happy dogs and returned to a clean house with two happy dogs! We would definitely hire her again. She even left us a sweet hand-drawn card.

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Rach E.
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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  • Reservation protection

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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

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 July 2026, there are 9,100 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:

  • 92% of sitters can help with special care needs
  • 96% 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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