House Sitting Windy Mill Park

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

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Over 159
pet parents in Windy Mill Park have booked house sitting

Windy Mill Park, 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: Jenni L.
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Jenni L.
from
$75
per night
5.0 out of 5 stars
• 210 reviews
81 repeat clients
15 years of experience
Newark, DE, 19711

“Thank you Jenni and Matt for being so wonderful! We had the best experience with our older lab. Ellie is getting too old to stay at kennels and we are more comfortable having her home where she is familiar and happy. Jenni and Matt stayed with Ellie over the weekend and did an amazing job. They were there frequently, spent lots of time with Ellie, and communicated with us through text and pictures. We are so appreciative of their help and very happy we found people we can trust. We are looking forward to planning more trips and using Jenni and Matt's services.”

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Jennifer S.
Sitter Profile Image: Tricia L.
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Tricia L.
from
$45
per night
5.0 out of 5 stars
• 6 reviews
40 years of experience
Wilmington, DE, 19808

“Tricia is, hands down, the best pet sitter we have ever had! ​From start to finish, she went so far above and beyond her basic duties to make sure our home and our dog were completely cared for. Our boy can be extremely picky and hesitant with new people, but Tricia bonded with him almost instantly. He is also a big boy which can intimidate some people. She knew exactly how to make him feel comfortable, safe, and loved while we were away. She played and brushed him daily and have him lots of cuddles! ​Her communication was incredible. She updated us multiple times every single day and sent plenty of photos and videos, which gave us total peace of mind the entire time we were gone and allowed us to enjoy our vacation. It was so reassuring to see how happy and relaxed he was with her! ​On top of being an absolute natural with dogs, Tricia took exceptional care of our house and garden, tackling extra tasks and leaving everything in pristine condition for our return. ​If you are looking for someone trustworthy, attentive, and genuinely caring—especially if you have a selective or picky dog—look no further than Tricia. We will absolutely be booking her again!”

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Stacy R.
Sitter Profile Image: Keira D.
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Keira D.
from
$55
per night
5.0 out of 5 stars
• 60 reviews
21 repeat clients
6 years of experience
Newark, DE, 19711

“Keira did a great job with our Oliver, who just snuggled right up with her. I would highly recommend Keira for watching your pet, we will definitely be a repeat customer!”

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Barbara S.
Sitter Profile Image: Michaela A.
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Michaela A.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 58 reviews
17 repeat clients
17 years of experience
Bear, DE, 19701

“We booked Michaela for house sitting and pet sitting for our two senior dogs. One of our dogs requires medication twice a day and has mobility issues due to advanced arthritis. Our other dog has a reserved personality and can be very difficult with new "humans". Michaela was WONDERFUL! She took time and care to make sure our "difficult child" was comfortable with her, she is the "dog whisperer", he did warm up to her and we even got a picture of him snuggling with her while we were away. She also took special care with our dog with medical needs and made sure we knew he had had his medication as scheduled. Her communication was great, letting us know how the day was going etc.! We felt completely at ease with her care! 10 stars!!!”

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Jen S.
Sitter Profile Image: Cole C.
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Cole C.
from
$70
per night
5.0 out of 5 stars
• 11 reviews
3 repeat clients
14 years of experience
New Castle, DE, 19720

“Cole did a wonderful job watching our babies while we were away! The dogs adored him and he was very responsive and kept us updated. We will definitely book with him again.”

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Katie B.
Sitter Profile Image: Robyn V.
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Robyn V.
Star Sitter
from
$100
per night
5.0 out of 5 stars
• 11 reviews
3 repeat clients
50 years of experience
Wilmington, DE, 19808

About: My home is always filled with love and laughter over our dogs. Jack is 10 yr Cavalier King Charles Spaniel, and Peppa is 8 yr Chihuahua. Good nutrition, comfort, care, love and exercise are the keys to our content and playful pets. I am currently retired, and I have time on my hands. Dogs are very important to me, I feel they know more than we think they know. To give a dog comfort, company in your time of need would be my pleasure. I will take your instruction on how you’d like me to structure walks, exercise, feeding and meds. The playing and affection part is included. I will help you keep you pet on their routine.

Sitter Profile Image: Alyson H.
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Alyson H.
from
$55
per night
5.0 out of 5 stars
• 3 reviews
3 years of experience
Newark, DE, 19711

About: I worked at a dog/cat kennel for over 3 years. I was fortunate enough to work with all breeds, sizes, ages, and behavioral levels. I want to give your pet the best and most comfortable experience while you're away! I am a college student at UD studying ecology. My schedule is generally pretty open with the exception of morning classes (~9 am - 11 am). My availability varies, but I can be flexible! Feel free to message me to inquire! I understand that all pets have different needs and preferences. I am comfortable playing with your dog in their home, taking them on walks, or little field trips and hikes (for the more energetic pups) around Delaware if you'd like! I have a soft spot for senior cats and dogs, so I am also more than happy to take things slower and give them the extra TLC they might need.

Sitter Profile Image: Emily S.
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Emily S.
from
$35
per night
7 years of experience
Hockessin, DE, 19707

About: I’ve had my own dog for years and have also cared for dogs belonging to family and friends, giving me experience with a variety of ages, personalities, and routines. I’ve cared for senior dogs as well as dogs with special needs, strict medication schedules, and specific daily routines.I’m comfortable following detailed care instructions and providing attentive, individualized care. Whether a dog needs medication, extra patience, a consistent routine, or simply plenty of exercise, playtime, and attention, I’m happy to make sure they feel safe, comfortable, and well cared for! I have a super flexible schedule and can work pet care into my daily routine while making sure each pet gets plenty of attention and care! I’m comfortable following individual feeding, medication, exercise, and potty schedules, and I’m happy to adjust my routine around a pet’s specific needs. I treat every pet and home with the same care and respect I would want for my own! I carefully follow each owner’s instructions/routines, keep pets in a safe environment, and always make sure doors, gates, and other potential escape points are secure. I’m also attentive to each pet’s individual personality and boundaries, especially with shy, nervous, senior, or special-needs pets. I want both pets and their owners to feel safe, comfortable, and confident while they’re in my care!

Sitter Profile Image: Kathleen H.
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Kathleen H.
from
$72
per night
5.0 out of 5 stars
• 19 reviews
4 repeat clients
50 years of experience
Elkton, MD, 21921

“I can't say enough wonderful things about Kathleen! She came all the way from Maryland to Philadelphia to care for my dog, Rocco, over the past two weeks during Thanksgiving, and she was absolutely incredible. Every day, she sent me pictures of a happy and content Rocco, and it was clear he was in the best hands. I left Kathleen with multiple pages of instructions, and she followed everything to the letter. Not only did she take phenomenal care of Rocco, but she also left my home spotless. I’m almost hesitant to write this review because Kathleen is such a gem that I don’t want anyone else to book her up before I can. She’s truly amazing, and I can't recommend her highly enough!”

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Bobby L.
Sitter Profile Image: Kellie K.
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Kellie K.
from
$75
per night
5.0 out of 5 stars
• 8 reviews
2 years of experience
Newark, DE, 19711

About: Animals are Gods among us. I agree with Ricky Gervais, that "a dog loves you more than it loves itself, and that's why I worship dogs." Honestly, this gig is a bit selfish - my sweet baby Pit Mix passed away recently & I miss her terribly. I'm certain that engaging with animals will soothe this depression. I am socially awkward with humans, but I love animals. This will be therapy, a true gift, to me. I also need to exercise more and would like to be able to afford any kind of home, some day. My family has had pets since I was in kindergarten. I volunteered with Faithful Friends in High School, through which I also fostered kittens. I have taken care of my neighbors' & friends' pets while away over the years, which I equate to a collective total of ~2 years. I take medical issues very seriously & cared for my doll when she was ill. I understand how stressful & important it is. My favorite thing about walking a dog is when the folded tops of their ears bounce up and down. I work full time until ~4:30PM, but I am usually free after. I am available for boarding on the weekends. On the days I work from home (typically Monday & Wednesday), I can also provide a walk or check in during my lunch hour (1 to 2PM). There are no other animals or children in my home; your pet will have my undivided attention. I have a large partially fenced in yard, and many walking trails nearby. I'm also happy to take care of a pet in your home, if preferred.

Sitter Profile Image: Jennifer M.
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Jennifer M.
from
$50
per night
5.0 out of 5 stars
• 7 reviews
25 years of experience
Middletown, DE, 19709

“I was going to be away on a 15 day vacation in Europe and concerned I wouldn’t be able to find a someone I could trust to care for my two young cats for such a long time. Any and all worries melted away when I met Jen! She is very personable, very reliable and caring. Jen sent me daily updates on my kitties interactions with her and lots of photos . I highly recommend her to care for your pet. I will definitely continue with Jen for taking care of my fur babies 😊”

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Barbara M.
Sitter Profile Image: Clarissa O.
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Clarissa O.
from
$65
per night
5.0 out of 5 stars
• 1 review
1 year of experience
New Castle, DE, 19720

“Clarissa was fantastic! We ended up needing a last-minute person to take care of our fur baby so that we could be away for a night. Clarissa was available and willing to come to our home to meet our for baby in person before we went out of town. Then, she had great communication to keep us up-to-date while we were away. I have tremendous confidence in Clarissa and look forward to using her again. HIGHLY RECOMMEND!”

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Alexis L.
Sitter Profile Image: Faith G.
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Faith G.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 7 reviews
5 repeat clients
10 years of experience
Oxford, PA, 19363

“What a delight it was to have faith watch our four year-old golden retriever! It put me at ease knowing our Doggo was being well cared for. Faith did a wonderful job with communication starting from a meet and greet all the way to letting us know when she was leaving. She went above and beyond with check-ins and photos to washing and remaking the bedbefore she left. We will definitely be using Faith again for our future trips.”

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Chase M.
Sitter Profile Image: Nicole B.
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Nicole B.
from
$32
per night
11 years of experience
New Castle, DE, 19720

About: I own dogs from puppies to Senior ,I Love and care for all pups and I know how to give medication to dogs from past history .I current live with 7 Dogs my self and I am I grooming Graduate so I have been and taken care of all different size to breed dogs I am Currently taken care if my own pups or I helping out friends and family with there pups with walking /Drop in feeding them or bathing there pups I would never make your dog feel uncomfortable or make then feel like they are not safe id rather keep them in there own home in there own space so there safe and comfortable as possible

Sitter Profile Image: Lita K.
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Lita K.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 3 reviews
2 repeat clients
9 years of experience
Middletown, DE, 19709

About: Hey, pet parents! I’m a proud Animal Science student at Penn State with years of experience caring for all animals great and small including dogs, cats, horses, cows, and more! With 2 dogs and 3 cats of my own, I totally get how much love our pets bring into our lives. Whether your pup needs a walk or your cat needs cuddles, I bring knowledge, reliability, and lots of tail wags. I treat every animal like family because that’s exactly what they are! As a dedicated pet owner and Animal Science student, pet care is already a major part of my daily routine! I care for my own 2 dogs and 3 cats every day, which includes feeding, walking, grooming, playtime, and managing any health or behavioral needs. I naturally structure my schedule around animal care, and it’s something I truly enjoy and prioritize. Whether it’s early morning feedings, mid-day walks, or evening cuddle sessions, caring for animals is second nature to me and I’m always happy to make space in my week to care for others’ pets with the same love and attention I give my own. When caring for pets in my own home or a client’s, I focus on creating a calm, safe, and engaging environment that matches each animal’s personality and routine. In client homes, I always follow their care instructions closely whether that’s feeding schedules, medication, preferred walking routes, or favorite toys. I keep pets on their normal routines to reduce stress and make them feel comfortable while their owners are away. For cats, I make sure litter boxes are clean, water is fresh, and they have a mix of playtime and quiet time, depending on their temperament. For dogs, I provide plenty of exercise, enrichment, and affection along with structured potty breaks and walks. I’m also experienced with senior pets and those needing medication or extra TLC. Whether I’m staying overnight, dropping in for visits, or out for a walk, I care for every pet like they’re my own attentively, gently, and with lots of love and respect!

Sitter Profile Image: Birol M.
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Birol M.
from
$139
per night
5.0 out of 5 stars
• 108 reviews
27 repeat clients
7 years of experience
Newark, DE, 19711

“This is the third time we’ve had Birol watch our babies and we wouldn’t go with any other sitter. He is kind, responsible and communicative. He takes great care of our older dog, Thor who is almost 14. Thor needs to be carried up the stairs and has accidents. Birol is always positive and takes great care of him. He also cares for our cat, Pearl. He sends pictures and always keeps you in the loop!”

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Maura G.
Sitter Profile Image: Samantha E.
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Samantha E.
from
$60
per night
5.0 out of 5 stars
• 22 reviews
11 repeat clients
15 years of experience
Wilmington, DE, 19804

“Samantha and Travis are the BEST! They came twice daily to take care of our kitten! Sent us messages, videos and pictures daily. The house was tidy upon return, plants watered and garbage was taken out. Highly recommend them to petsit your pet! Thank you!!!!”

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Liezel H.
Sitter Profile Image: Kiran G.
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Kiran G.
from
$30
per night
4.8 out of 5 stars
• 4 reviews
1 repeat client
15 years of experience
Newark, DE, 19702

“Kiran was so attentive and kind. He made sure our puppies enjoyed their time with him while we were out and we are very pleased and grateful for his help.”

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Jarincy G.
Sitter Profile Image: Lillyanne D.
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Lillyanne D.
from
$90
per night
5.0 out of 5 stars
• 11 reviews
5 repeat clients
5 years of experience
Newark, DE, 19702

“Lillyanne was responsive and friendly in our communications. She came out of her way for a meet and greet ahead of time and took great care of our fur baby and our home!”

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Kayleigh B.
Sitter Profile Image: Lacie P.
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Lacie P.
from
$32
per night
5.0 out of 5 stars
• 3 reviews
6 years of experience
Kennett Square, PA, 19348

“Lacie did an excellent job. She took great care of my pets. Highly recommend!”

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Marlene R.
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The median cost per night for house sitting in Windy Mill Park is $60

Pet parents share their Rover experiences - Windy Mill Park

1 / 1
5.0 out of 5 stars

Absolutely amazing. Our boys love them. It gives us great comfort knowing that our boys are always loved and cared for like they are Jenni's own. Great communication throughout the stay. Highly recommend.

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Krista B.
House Sitting
5.0 out of 5 stars

When our previous Rover house sitter moved on to a new career, we were looking for someone new to entrust with our home and Siberian Husky, Mikhail. Abby is a very friendly individual who clearly loves animals. Upon request, she provided regular morning and evening updates on Mikhail’s status. The house was left in good order, and Mikhail seemed happy and well taken care of. Abby is attentive to instructions, polite, and easy to work with. You can book her with confidence.

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Brian K.
House Sitting
5.0 out of 5 stars

Katherine looked after our dog again and as always she is just the best! Daily photos and explanations of what they have been up to that day (done with humour). Couldn’t ask for a better dog sitter, totally reliable, amazing communicator and just amazing with our dog! He is always sad when she leaves!

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Claire S.
House Sitting
5.0 out of 5 stars

Leah was great! Loved all the updates we received while we were away from pictures to videos. Will absolutely utilize Leah again in the future!

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Jamie M.
House Sitting
5.0 out of 5 stars

Amber is caring and careful. Teddi, our Toy Yorkie, seemed very pleased with her. Over the past decade, we've used possibly a dozen different dog sitters. Amber, if not the best, certainly rivals the best of those.

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valorie sands B.
House Sitting
5.0 out of 5 stars

Gracie did a fantastic job looking after our full crew. All of our pets seemed extremely comfortable with her. She was great about sending updates and keeping informed of how everyone was doing! Would definitely book again.

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Jessica R.
House Sitting
5.0 out of 5 stars

Ally was fantastic! She was super attentive, kept up with the puppy energy, and kept my mind completely at ease while I was out. She showed my cats some extra love and attention, too, even though she was just hired for the puppy! She sent the sweetest pictures/updates as well. Highly recommend!

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Nicole P.
House Sitting
5.0 out of 5 stars

Cole was not only incredibly responsible and responsive, but he was also extremely friendly and personable. Our dog is a bit of a handful, but he handled every situation with grace and understanding. He also did additional cleaning after house sitting, which was very appreciated. Highly recommend Cole and we will be using him personally in the future for all of our pet sitting needs! 💕🐶

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Michelle M.
House Sitting
5.0 out of 5 stars

Charlotte was great and our pets were well taken care of during our family trip out of town. Would book again.

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Anthony T.
House Sitting
5.0 out of 5 stars

Our dog absolutely loves Kelsey. She’s reliable, easy to work with, and provides such great care. We highly recommend her!

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Eliza M.
House Sitting
5.0 out of 5 stars

Madi did a great job watching my baby Kai, as a nervous dog mama who doesn't leave her dog with many, I felt at ease with Madi taking care of him. She communicated with me as well as sent me pics of my pup throughout the time I was away. I would definitely recommend her and use her again on the future!

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Jordan B.
House Sitting
5.0 out of 5 stars

Loved Melina, her personality from the time of the meet and greet, I knew my dogs would be in great hands. I can tell from my pet's energy that they were very happy. She walked them and I couldn't have appreciated that gesture even more. I would definitely book her again.

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Totiyana D.
House Sitting
5.0 out of 5 stars

Jennifer was wonderful. Received pictures everyday along with a note about how the pups were doing. The house was immaculate when I returned. Jennifer will be my go to pet sitter whenever I need to travel without the dogs. Five stars plus for Jennifer💕

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Patricia W.
House Sitting
5.0 out of 5 stars

We couldn't be happier with the care our two pups received. From the moment we met Fiona, we knew they were in great hands. Daily updates, plenty of walks and lots of love made all the difference. Our pups were relaxed and happy when we returned, which speaks volumes. Highly recommend to anyone looking for trustworthy, compassionate pet care.

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Cord C.
House Sitting
5.0 out of 5 stars

Megan is FANTASTIC. she took care of my babies SO SO WELL , she took pictures and sent them to me. She played with them ! I will forever book Megan. Thank you so much

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Thyri F.
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
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Why Choose Rover?

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How to book house sitting

  1. 1. Search

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Popular requests for house sitting - Windy Mill Park

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Sitters in Windy Mill Park average 3
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FAQs for House Sitting - Windy Mill Park

Frequently asked questions about Rover

The average cost of House Sitting in Windy Mill Park is $50 per night as of October 2026. Most bookings cost between $32 and $94 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 1,590 sitters on Rover offering House Sitting across Windy Mill Park. 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 Windy Mill Park 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 Windy Mill Park 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 Windy Mill Park 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 Windy Mill Park. On Rover:

  • 90% of sitters can help with special care needs
  • 94% can help with giving oral medications or injections
  • 97% 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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