House Sitting Pennyhill

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

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Over 76
pet parents in Pennyhill have booked house sitting

Pennyhill, 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: Chris M.
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Chris M.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 67 reviews
21 repeat clients
50 years of experience
Wilmington, DE, 19809

“We were very pleased having Chris here at our home to watch our Corgi Mickey. Mickey wasn’t feeling his best and Chris kept us well informed and sent photos of Mickey to reassure us that all was well. We plan to have her come again the next time we need to go out for a long period of time. Chris was awesome!”

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Michael M.
Sitter Profile Image: Shanisa J.
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Shanisa J.
from
$50
per night
4.9 out of 5 stars
• 83 reviews
23 repeat clients
12 years of experience
Wilmington, DE, 19805

“Shanisa was absolutely amazing! She was able to accommodate a last-minute sitting request. We certainly didn’t make her job easy with big asks, but she was able to make us very happy pet parents! I highly recommend her.”

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Jared C.
Sitter Profile Image: Cole H.
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Cole H.
from
$75
per night
5.0 out of 5 stars
• 16 reviews
3 repeat clients
20 years of experience
Wilmington, DE, 19801

“Cole was spectacular with our older basset hounds. He was able to get both of them on walks (not easy with one being a little grumpy with new people). Both dogs while happy to see us, didn’t seem like they had been stressed while we were away- a big improvement for us! Cole also kept our home on great order, dealt with a clogged sink, and even watered my plants (without me asking!). We can’t wait to use him again for future times away- the boys seemed to enjoy his presence.”

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Matthew A.
Sitter Profile Image: Terry C.
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Terry C.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 80 reviews
26 repeat clients
15 years of experience
New Castle, DE, 19720

“We could not have been happier with Terry as our sitter! She was great at sending updates every morning and our dog seemed to be very happy spending time with her. He is also extremely picky when it comes to new people but Terry was great with him! We were very nervous as this was the first time we left him with a sitter for an extended period of time but Terry did a wonderful job to ease our nerves. It's also a huge plus that she can work from home as well so your pet will get full time care with her. She also left the house spotlessly clean and in pristine condition and was kind enough to leave us with gifts as well! 5 stars all around and we highly recommend her!!!”

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Eshal P.
Sitter Profile Image: Lesley K.
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Lesley K.
from
$107
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
20 years of experience
Wilmington, DE, 19806

“Lesley was wonderful! Very communicative and detail oriented, making sure she kept a good routine for our dog Lucy. She also did so many helpful household tasks like bringing in our mail and packages (some large) and refilling our dog food container for us before we got home. Would absolutely book again!”

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Katie F.
Sitter Profile Image: Anna L.
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Anna L.
from
$60
per night
5.0 out of 5 stars
• 1 review
8 years of experience
Wilmington, DE, 19806

“Anna was great with Finn and Izzy! She sent multiple updates and made sure to follow their schedule. Our dogs, and house, were well cared for!”

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ryleigh m.
Sitter Profile Image: Maurisa B.
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Maurisa B.
from
$70
per night
5.0 out of 5 stars
• 25 reviews
8 repeat clients
10 years of experience
Wilmington, DE, 19810

“Maurisa was great with our shy dog. She kept us informed of daily activities and also sent tons of pics. House was very clean when we got back. Our dogs blanket was folded across her bed too!”

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Sima K.
Sitter Profile Image: James H.
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James H.
from
$80
per night
1 repeat client
1 year of experience
Wilmington, DE, 19804

About: I once fostered a very cute polydatcyl cat named Cleo and enjoyed every moment of having a fur friend around. I did not mind at all the responsibilities involved in her care and wellbeing. It only lasted for a year but I am sure Cleo remembers/misses me as much as I miss her. I respect all forms of life and I aspire to gain trust and experience in my community. I currently have full time availability. I do have extensive professional background working in leadership roles so I am very responsible and have always prioritized humanity over production. I also enjoy cooking in my free time. While in a client's home, I am very observant of hazards and potential causes for problems. My time will be spent fully attentative to the unique care instructions left by the pets family and also will remain acutely aware of the pets wellbeing for the entire duration of my stay. I have foundational knowledge in cat and dog behavior as well as an understanding of appropriate first aid if ever needed.

Sitter Profile Image: Brady G.
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Brady G.
from
$48
per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
27 years of experience
Wilmington, DE, 19802

About: I grew up having dogs and cats since I was a kid and always helped friends and family with their pets. I've done rover for over 2 years and never had any issues. Overall I am trustworthy, professional, kind and punctual. I can accommodate most requests, but typically I work 10-5 M-F. Very flexible and can meet your needs I like being outdoors and will happily take your dog to a park to play. In addition I am observant of what the pet may be doing around the home and would not let them damage anything. I've helped owners with dogs that are new to lease training by giving tips on how to walk their. If interested I can help your dog as well for no charge! I am a student with flexible hours so I can make sure your pet is loved and watched after. I can leave work and make sure your needs are met just communicate them with me! I'm good at following directions and responsible, if you have any requests just let me know! I find it helpful to give details of expectations so I can make sure your pet is comfortable and happy.

Sitter Profile Image: Emily S.
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Emily S.
from
$35
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
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: Jenni L.
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Jenni L.
from
$75
per night
5.0 out of 5 stars
• 215 reviews
82 repeat clients
15 years of experience
Newark, DE, 19711

“Jenni and Matt took very good care of my Ginger girl while I was away. I was already anxious about traveling for the first time after the pandemic and leaving my pup for so many days. Jenni kept me updated with pics and videos that helped set my mind at ease. Ginger had lots of fun without me while I was gone 😃”

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Lakia C.
Sitter Profile Image: Nikki M.
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Nikki M.
from
$65
per night
5.0 out of 5 stars
• 26 reviews
9 repeat clients
9 years of experience
Wilmington, DE, 19806

“Nikki was amazing with our fur babies while we were away on our trip. She stayed in contact with us throughout, and gave us updates with pictures each day. She was comfortable administering meds to both animals and helped our babies feel comfortable while we were away. If you’re looking for a reliable sitter, look no further than Nikki!”

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Emily P.
Sitter Profile Image: Lisa M.
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Lisa M.
from
$45
per night
5.0 out of 5 stars
• 12 reviews
3 repeat clients
5 years of experience
Aston, PA, 19041

“Lisa was fantastic! This was our second time working with her, but our first overnight housesitting stay. A few days before the booking, Panda had a minor injury that required medication and some extra care. Lisa was incredibly flexible and adapted to his updated needs without hesitation. She kept us updated throughout the stay, took great care of Panda, and gave us peace of mind while we were away. We came home to a happy, well-cared-for pup. We’d absolutely book with Lisa again and highly recommend her to anyone looking for a reliable and caring sitter!”

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Juan S.
Sitter Profile Image: Kristen S.
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Kristen S.
from
$100
per night
5.0 out of 5 stars
• 8 reviews
3 repeat clients
10 years of experience
Wilmington, DE, 19803

“Kristen was great from the initial meet and greet to check out. She shared updates and pictures throughout the day and gave us piece of mind leaving the pups in her care”

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Erik P.
Sitter Profile Image: Wilma W.
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Wilma W.
from
$32
per night
45 years of experience
Swedesboro, NJ, 08085

About: I have cared for animals all my life. We've had cats, dogs, guinea pigs and hamsters. I have also volunteered at 2 animal shelters. I am newly retired. I play with my 4 cats every night with a laser toy and I also have a rod with a toy on the end of it that they love to play with. They all like to sit on my bed and watch TV with me. My cats help give me purpose. I treat them like my children. They all have different personalities that make me laugh! They are very affectionate.

Sitter Profile Image: Nina D.
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Nina D.
Star Sitter
from
$95
per night
5.0 out of 5 stars
• 13 reviews
5 repeat clients
17 years of experience
Newark, DE, 19702

“Nina did an excellent job taking care of our puppy. We got him last week and were so nervous to leave him alone. She gave us updates, sent us pics, got back to us within minutes, followed all instructions we asked of her, and ensured his safety. My puppy is sooo shy with other people, and he went right to her. 10/10, will book for the future!!!:)”

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Gianna H.
Sitter Profile Image: Gabrielle R.
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Gabrielle R.
from
$100
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
20 years of experience
Chadds Ford, PA, 19317

“Gabrielle was fantastic! She was prompt, attentive and sent multiple pictures of my fur baby while she was watching him. I highly recommend her!”

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Sheri B.
Sitter Profile Image: Amanda F.
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Amanda F.
from
$95
per night
5.0 out of 5 stars
• 17 reviews
3 repeat clients
18 years of experience
Wilmington, DE, 19810

“We couldn’t be happier with our experience with Amanda! She is truly the best dog sitter we’ve ever had. Throughout the entire stay, she kept us updated with frequent messages and tons of adorable pictures, which gave us so much peace of mind while we were away. She took amazing care of our home and, most importantly, was absolutely wonderful with our high energy, anxious husky mix.”

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Tiffany & Daniel B.
Sitter Profile Image: Isabella B.
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Isabella B.
from
$75
per night
10 years of experience
Wilmington Manor, DE, 19720

About: I have a lifetime of experience caring for animals & over 10 years of hands-on pet care. I have experience with all kinds of animals & understand that every pet has different needs and personalities. I've cared for pets through dog sitting/walking, regular visits, with many happy and returning clients. I am dependable, responsible, attentive, and always make sure every pet receives the love, execrsise, attention, and care they need & deserve. I have all the time in the world to prioritize your pets & their needs. I am happy to work around your routine and provide reliable, consistent care while you're away. I take pet safety very seriously and always make sure pets are comfortable, secured, and cared for. I follow each family's instructions carefully and keep a close eye on their furry family at all times.

Sitter Profile Image: Jahkeya C.
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Jahkeya C.
from
$32
per night
17 years of experience
New Castle, DE, 19720

About: Animals have always been a big part of my life, it doesn’t matter if the animal is aquatic, on land or in the air— I admire all life on earth! I want to use this experience towards my schooling to become a Zoologist. I have no day job so I can fully work around your schedule until school starts for me. I have transportation so I also have no issues with that as well. I am a very patient individual, and I have no issue with learning temperate and personality of each pet to guarantee a safe, fun visit!

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The median cost per night for house sitting in Pennyhill is $60

Pet parents share their Rover experiences - Pennyhill

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5.0 out of 5 stars

Kristen did an outstanding job caring for our dog! Excellent communication and lots of photos so we could enjoy our vacation knowing that our pet was in such good hands. I highly recommend Kristen!

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Ruth M.
House Sitting
5.0 out of 5 stars

Tracy did a fantastic job without two dogs! Was so reassuring knowing they were in her very capable hands!

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Emily S.
House Sitting
5.0 out of 5 stars

Anna was great with Finn and Izzy! She sent multiple updates and made sure to follow their schedule. Our dogs, and house, were well cared for!

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ryleigh m.
House Sitting
5.0 out of 5 stars

Maurisa is amazing! If you’re ever nervous about having someone watch your fur babies in-home, I highly recommend her. She sent updates and photos every day! Both dogs were less stressed when we got home from vacation!! Will be booking again!!

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Amanda S.
House Sitting
5.0 out of 5 stars

Heather was wonderful with our 13 year old pup. He hasn’t been eating very much, and Heather cooked him a special meal and was so attentive to our old dog’s needs. Our house was well taken care of and I would highly recommend Heather!

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Kim P.
House Sitting
5.0 out of 5 stars

Marie is fantastic and it was another excellent stay with the crew. We came home to a very happy bunch and very tidy home.

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Lauren R.
House Sitting
5.0 out of 5 stars

Jessica will love your pets as much as you do! She is personable, reliable and trustworthy. We have had her sit our pups overnight at our home multiple times and will continue to in the future. Highly recommended!

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Joanne L.
House Sitting
5.0 out of 5 stars

Roberta is an outstanding dog sitter! Our pit bull mix is anxious and can be aggressive, but Roberta knew exactly how to control her body language and introduce herself so that Wren was put at ease. After a professional meet and greet where Roberta filled out a sheet of questions for our dog and home, we felt comfortable moving forward with the weeklong homesitting that we were looking for. The house sitting went perfectly - Roberta updated every evening and sent pictures of our pup when we asked. We couldn’t ask for a better pet sitter than Roberta, and highly recommend her!

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Steve J.
House Sitting
5.0 out of 5 stars

We highly recommend Gavin! Our dog was in great hands while we were on vacation, and he also left our house as clean/cleaner than we we left it. We would definitely hire him again.

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Kim S.
House Sitting
5.0 out of 5 stars

Audrey was amazing to our dog. She house and dog sat for 4 days while I was on vacation with my fiancé and we never had to worry. She was very punctual and provided great communication. Definitely recommend!

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Brad C.
House Sitting
5.0 out of 5 stars

Chris was excellent! She took great care of Lance and kept us informed. Chris had to deal with him wearing a cone and needing daily medication. She did both of those things with no fuss and allowed Lance to stay in his home while we were away. The daily photos were very reassuring. We wouldn't hesitate to use Chris again whenever the need should arise.

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Wayne W.
House Sitting
5.0 out of 5 stars

Justice was excellent with our dog Phoebe! We could tell when we first met her that she was kind and responsible. She sent us updates with pictures of our pup while we were away. She took care of our home and our fur baby just as we would have and we plan to use her again for our future trips. We appreciate her so much and would highly recommend her to anyone looking for a caring and attentive dog sitter!! 💛

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Hunter M.
House Sitting
5.0 out of 5 stars

My dog Rylee liked her the first minute they met. She was very engaged with Rylee and did a great job. Elana is prompt and professional. I highly recommend.

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Donna P.
House Sitting
5.0 out of 5 stars

My senior dog took an immediate liking to Cole, always a good sign, and Cole was adept at administering to his particular needs, including giving medication and nudging him outside when he was reluctant to move. I've already requested that Cole come again!

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Carol P.
House Sitting
5.0 out of 5 stars

I and my dog Mosquito couldn't have been happier with Nina. I was traveling for two weeks and this was the first time Mosquito and I would be separated. He is a rescue and has separation anxiety but not with Nina's company and dog/house sitting services. The transition for him was seamless. Highly recommended!

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Robert W.
House Sitting
5.0 out of 5 stars

Megan was fantastic, communicative and sent pictures ensuring my home and dog were well taken care of, will book again. Thank you.

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Cameron R.
House Sitting
5.0 out of 5 stars

Oh my gosh!! Sharielle is absolutely amazing!!! She went above and beyond with communication (I mean she’s the best at everything). My pup stresses so much when I’m away and he was so happy and comfortable! If she’ll have us I’d absolutely reach out to her again! No brainer five stars, I’d give more if I could!

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Amy K.
House Sitting
5.0 out of 5 stars

Cyndal was amazing watching our pup over night! Gave us consistent updates and took amazing care of our home!

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Tiffany & Daniel B.
House Sitting
5.0 out of 5 stars

Olivia was great! Lots of walks and kept us well informed on our dog with text and photos. Would definitely recommend!!

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Roger M.
House Sitting
5.0 out of 5 stars

Nick was extremely patient with our very recent rescue who was experiencing quite a bit of anxiety when we had to leave her for an out-of-town obligation. She gave him a pretty hard time for the first 24 hrs but he persevered and surely won her over! Thank you! We are very grateful for his great service!

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Sarah S.
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

    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.

How to book house sitting

  1. 1. Search

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  2. 2. Meet In Person

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Popular requests for house sitting - Pennyhill

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Sitters in Pennyhill average 4
repeat house sitting clients

FAQs for House Sitting - Pennyhill

Frequently asked questions about Rover

The average cost of House Sitting in Pennyhill is $34 per night as of November 2026. Most bookings cost between $25 and $69 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 November 2026, there are 4,755 sitters on Rover offering House Sitting across Pennyhill. 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 Pennyhill 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 Pennyhill 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 Pennyhill 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 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 Meet & Greet.

sitters on Rover set their own cancellation policy, 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 Pennyhill. On Rover:

  • 88% of sitters can help with special care needs
  • 93% 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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