House Sitting Port Penn

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Port Penn, 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: Jordyn M.
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Jordyn M.
Star Sitter
from
$70
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
4 years of experience
Middletown, DE, 19709

The best! Patient and kind

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clarice m.
Sitter Profile Image: Jennifer M.
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Jennifer M.
from
$50
per night
5.0 out of 5 stars
3 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: Michaela A.
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Michaela A.
from
$80
per night
5.0 out of 5 stars
55 reviews
16 repeat clients
17 years of experience
Bear, DE, 19701

Michaela took excellent care of my dog and cat while we were away. She took the time to meet us beforehand, provided thorough updates and we came home to happy pets and a clean apartment. Thank you, Michaela! Highly recommend!

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Alison Z.
Sitter Profile Image: Jonaika W.
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Jonaika W.
from
$45
per night
5.0 out of 5 stars
4 reviews
2 repeat clients
5 years of experience
Bear, DE, 19701

Jonaika is a mature, kind, responsible and communicative young woman. She stayed in our home with our two dogs for a holiday week, and provided loving and consistent care. She has a warm temperament which dogs loved, flows instructions, and cares for pets with great accountability. I highly recommend Jonaika for any pet sitting situation.

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Ashley A.
Sitter Profile Image: Rebecca R.
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Rebecca R.
from
$70
per night
5.0 out of 5 stars
26 reviews
11 repeat clients
8 years of experience
Townsend, DE, 19734

Rebecca did an excellent job staying at our home with Pippin! She was really prepared with questions to help the weekend good smoothly and to understand his needs. She was very responsive to messages and sent detailed updates and pics. Our pup had a great time!

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Leah O.
Sitter Profile Image: Jenni L.
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Jenni L.
from
$75
per night
5.0 out of 5 stars
185 reviews
75 repeat clients
15 years of experience
Newark, DE, 19711

Jenni and Matt were absolutely wonderful with our pack! They were incredibly patient, attentive, and caring every step of the way. We are so grateful they were available and able to take great care of our pets while we went on vacation. We highly recommend them, they’re a fantastic team!

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Ann-Marie L.
Sitter Profile Image: Terry C.
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Terry C.
Star Sitter
from
$75
per night
5.0 out of 5 stars
75 reviews
25 repeat clients
15 years of experience
New Castle, DE, 19720

Terry is consistently excellent! She always leaves our home better than she found it and takes good care of our boy. She provides thorough updates, it’s so nice to be able to travel and not worry about our dog or our home. Couldn’t ask for more!

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Kayleigh B.
Sitter Profile Image: Heather W.
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Heather W.
Star Sitter
from
$60
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
10 years of experience
Carneys Point, NJ, 08069

Heather was very professional and kept me posted about the kiddos. I hope that she will sit for me again

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Kimberly H.
Sitter Profile Image: Reid C.
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Reid C.
Star Sitter
from
$85
per night
5.0 out of 5 stars
67 reviews
18 repeat clients
24 years of experience
Glasgow, DE, 19702

Reid is fabulous! It was evident that he cared tremendously for my pets. Reid far exceeded our expectations and I would highly, highly recommend him for all of your pet sitting needs.

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Ingrid U.
Sitter Profile Image: Ciara A.
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Ciara A.
from
$40
per night
4.5 out of 5 stars
10 reviews
2 repeat clients
8 years of experience
Middletown, DE, 19709

Definitely took care of my fur babies they were not anxious when I got back home which is a relief. I only critic would be of the amount of times my door alerted me of in and out home alerts (not ones of taking out trash which makes me anxious) and would like more photos next time. But other than that kitty care 10/10. And like I said next time as in, I would have her take care of my babies again!💕 very sweet lady. Very responsive. And knows what’s she is doing.

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Heidi W.
Sitter Profile Image: Nancy L.
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Nancy L.
from
$45
per night
5.0 out of 5 stars
6 reviews
1 repeat client
12 years of experience
Newark, DE, 19702

About: I’ve spent years caring for and training dogs, including raising and training four Australian Cattle Dogs—a breed known for its intelligence and high energy. Through that experience, I’ve learned how to read canine body language, reinforce good behaviors, and confidently handle dogs with different personalities and energy levels. I’ve also walked dogs for several of my mom’s clients throughout the Hockessin and Wilmington area. My focus is on providing safe, reliable, and personalized care while treating every dog as if they were my own. I am home full-time, which allows me to provide attentive, personalized care throughout the day. Your dog won’t be left alone for long periods and will receive plenty of potty breaks, exercise, playtime, enrichment, and affection. Being home full-time also allows me to closely monitor each dog’s well-being, maintain their routine, and ensure they feel safe, comfortable, and loved while you’re away. Your dog will be cared for like one of my own in a safe, loving home environment. I have a fully fenced 0.6-acre yard where dogs can safely run, play, and explore under supervision. They’ll also have the companionship of my three friendly, well-socialized dogs if they enjoy being around other dogs. Throughout the day, your pet will receive plenty of exercise, potty breaks, playtime, enrichment, and affection. I follow each dog’s routine as closely as possible, including feeding schedules, medications, and any special instructions, so they feel comfortable, happy, and at home while you’re away.

Sitter Profile Image: Nina B.
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Nina B.
from
$65
per night
5.0 out of 5 stars
33 reviews
14 repeat clients
5 years of experience
Middletown, DE, 19709

Nina was great! She collected a lot of written information about our dog Daisy prior to our vacation and used it to guide her care. Nina's written log of play activities and treat rewards was remarkable and assured us Daisy was always in good hands. She updated us regularly while we were away with texts and photos. As part of our arrangement, we had requested a few extra tasks involving the watering of house plants (quite a few) and these were carried out to perfection. Not to mention, the house looked great when we returned! We will not hesitate to request our new friend and pat-sitter the next time we need to go away.

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Mitch F.
Sitter Profile Image: Anthony B.
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Anthony B.
from
$55
per night
5.0 out of 5 stars
2 reviews
15 years of experience
New Castle, DE, 19720

About: I have been pet sitting since I was a child, but I also have a few years of professional pet sitting experience as well with both cats and dogs. Big or small, young or old, I have cared for them all. I work from home so as long as I have a wi-fi connection, I can care for your pet and your home for as long as you need. Overnight stays are available I will always keep your pet in my sights and be aware of their needs throughout the day. I will keep you posted with constant updates throughout the day as frequently as you wish.

Sitter Profile Image: Chris M.
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Chris M.
Star Sitter
from
$65
per night
5.0 out of 5 stars
61 reviews
20 repeat clients
50 years of experience
Wilmington, DE, 19809

Chris was a fantastic sitter and house guest. My dog is recovering from a major surgery and Chris took such good care of him. Sully was very comfortable and enjoyed his time with Chris. I would highly recommend her and will be using her again. Thank you!!

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Becca & Alexander F.
Sitter Profile Image: Jen P.
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Jen P.
Star Sitter
from
$85
per night
5.0 out of 5 stars
76 reviews
22 repeat clients
25 years of experience
Middletown, DE, 19709

About: From caring for 10 senior dogs at a rescue, to bathing dogs that got sprayed by skunks, to training and taking dogs on their own outings to parks and nature hikes, you name it I’ve done it! Even flying with dogs! ✈️ I have experience with all breeds, ages, and like to keep pet parents informed with notes & pics. Growing up in farm country taught me to love and care for all animals, but dogs and cats are by far my favorite. I also have experience in administering medications to our furry friends. I left my career of being a nanny in CA to move to the east coast to marry my husband. That was 2019, and I’ve been boarding/caring for animals since then. I’m currently a stay-at-home wifey so the dogs get 100 percent of my attention when they are with us. We live in a 3 story townhouse with a small unfenced yard in front of our home, to a large grassy area on the side of our home, to a giant green grass patch directly behind us just out our back door. The neighborhood is VERY dog-friendly with lots of sidewalks and comes complete with a dog park in walking distance. Our home is dog-friendly meaning dogs are allowed on all furniture and we even have doggie steps for little pooches to get up on our bed if they wish. We also have a 2mile + walking path near us. So we have plenty of activity options. We even have Pluto cartoons for your pet to watch! Pets get 100 percent of my attention when they stay with us. Their comfort and safety is my priority as I do pet care full-time. Our home has no place that’s off limits to your pets. If they want to snuggle on our bed or relax on our couch or even be in our guest room - they are more than welcome wherever they are most comfortable. We even have a massive bean bag most animals love thinking it’s a giant dog bed 😂.

Sitter Profile Image: Meghan E.
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Meghan E.
from
$100
per night
5.0 out of 5 stars
7 reviews
1 repeat client
20 years of experience
Bear, DE, 19701

About: Need someone who can handle more than just a walk in the park? I was raised on a farm and have professional zoo experience. I have cared for many animals and can administer meds, handle large breeds and provide loving care. Currently a dog and turtle owner, I am a responsible professional looking to help you enjoy your travels worry-free. I am available anytime on weekends. During the week, I can provide care in the early mornings before 8:00 AM and in the evenings after 5:00 PM. My goal is to keep your pet’s routine as consistent as possible while you are away. Drawing on my background in zoo and farm care, I am meticulous about following instruction whether that involves administering medication, adhering to strict feeding schedules, or managing specific turnout times. Because I work full-time, I structure my care around a schedule during the week: I provide quality care, exercise, and feeding before 8:00 AM and after 5:00 PM, while weekends are open for longer adventures and companionship. I treat your home with the same respect as your animals. I am experienced in maintaining a clean environment and can provide regular photo updates so you can enjoy your own adventures knowing your home and pets are secure.

Sitter Profile Image: James D.
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James D.
from
$45
per night
7 years of experience
Newark, DE, 19702

About: I have always worked with animals!, From things like working at animal shelters to actually raising a dog while being in college for over the last year for Guiding eyes for the blind! I have great experience with watching and training! I do some work with animals like dog sitting for guiding eyes but other than that I don’t have much else taking up my time, other than school I have a fenced yard and two lovely dogs who are very playful! And a family who is very loving towards dogs and supports me with their care! I also love animals just overall no matter what they are!

Sitter Profile Image: Tre S.
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Tre S.
from
$60
per night
4.6 out of 5 stars
14 reviews
2 repeat clients
6 years of experience
Middletown, DE, 19709

Tre has a calm demeanor & is very professional. He came over prior to house sitting to meet our dog, who took to him immediately. He followed our schedule, took him for long walks and when we came home our dog was well adjusted and comforted. Thank you, Tre for a job well done!

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Maura J.
Sitter Profile Image: Heather B.
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Heather B.
Star Sitter
from
$65
per night
5.0 out of 5 stars
33 reviews
14 repeat clients
18 years of experience
Wilmington, DE, 19803

There’s no words that can describe the amazing experience my dogs and I had using Heathers house sitting and dog walking services! My dogs used to go the kennel and would seem depressed and scared when getting them home. I came back after 4 days and the dogs acted like I just left. Apparently they didn’t need to miss me since they were showered with love and affection the entire time. Heather doesn’t mention it on her profile, but she sends you the most fantastic photos of your pet!! The photos you receive seem like you hired her specifically for glamor shots of your pets. I’m actually excited to take another vacation knowing that there’s an amazing soul like Heather that will care for your pets like they are her own!

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Pamalita S.
Sitter Profile Image: Melissa J.
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Melissa J.
from
$70
per night
4.8 out of 5 stars
12 reviews
3 repeat clients
41 years of experience
Middletown, DE, 19709

About: I have always had pets. As a toddler my dog and I would explore the woods together. I have had pet birds, fish, hamsters, turtles, spiders, frogs, lizards, rabbits, horses, turkeys, chickens, cats and dogs. I also have experience caring for cows and sheep. I started doing pet care professionally as a teen. I eventually started training dogs as well. I did that until I moved for college. Now, I started providing those services in my home. Having dogs stay with me gives me the opportunity to provide 24/7 care and training. I trained my last dog to be a hearing dog. She always alerted me to the door and phone, so I incorporated those natural likes and abilities into her training. I'm currently preparing my new dog for search and recue training based upon his love of playing hide and seek. All dogs have their own natural abilities and like different things. I have used clicker training in the past. I usually use reward based training. I occasionally seperate dogs, so they might not play together unless they are from the same household. I have rooms set up as individual dog suites. I have lots of cozy blankets and toys for dogs to feel comfortable. Dogs will still roam and play throughout the house. Dogs will get lots of individual attention. Dogs usually make friends and enjoy playing together. There are lots of toys beds and blankets for them to get cozy and have fun. I have a large unfenced yard (will be fully fenced in October. Currently only one side is fenced.) that backs to woods with a creek and a park. Dogs will be leashed outside. I can take more than one dog and for extended stays. Dogs should bring their own food and potty training pads if they use them. I send lots of pictures of your dogs during their stay. I can send videos and have done live chat videos, so you can see and talk to your dog. Dogs will be taken outside regularly. Dogs will go outside in all weather at least 2 times during the day. Dogs also will have ample play time indoors with running, chasing, fetching or jumping. Dogs can play ball or nap. I take dogs running at the park. Each dog will be cared for according to his personality. Dogs get alot of individual attention. I make sure dogs are comfortable throughout the day and i play with them and incorporate them into my day as much as possible. My 2.5 year old son and husband also play with the dogs. They help train, feed and care for dogs too. They also run with dogs and take them to the park or dog park. Dogs may go to the store with us or on errands or on an outing. Dogs may sleep in our bed with us. Dogs may join in for Disney songs and dancing. Dogs may make new friends and bond. I only care for a few dogs at any given time. I can care for dogs weekly and monthly. I can cater to dogs special or individual needs. Drop off pick up is between 6am to 7am or 7pm to 8pm weekdays and anytime weekends. More About Me: I started pet care professionally more than 20 years ago, when i was studying nursing. I was in college and nursing school full time, working at a healthcare facility full time, doing home care and pet care. I received both of my undergraduate degrees in legal studies. I started 2 master's degree programs one in law and one in business. I plan to continue doctorate studies in psychology. My main interest is behavior. My other interests are sociology and anthropology. I also write. I love dog care. It's fun! Even when the work is hard, it's rewarding. I'm glad i decided to focus on dog care again. My days are much better with dogs in my life. More About My Family: My son has benefited from having dogs in his life and it has afforded him an early opportunity to begin working with animals. My son is an animal lover. He especially loves dogs. He's a good trainer and pet care provider. He has a deep concern for dog's feelings and goes out of his way to see them happy. He likes taking care of animals, especially dogs. He's interested in going to school, so he can learn more about taking care of animals. My husband loves dogs. He grew up with dogs and cared for additional dogs. He has a relaxed natural approach and does not use training as much as treats play and petting.

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The median cost per night for house sitting in Port Penn is $50

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Sitters in Port Penn average 4
repeat house sitting clients

FAQs for House Sitting - Port Penn

Frequently asked questions about Rover

As of July 2026, there are 1,389 sitters on Rover offering House Sitting across Port Penn. 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 Port Penn 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 Port Penn 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 Port Penn 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 Port Penn. On Rover:

  • 96% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 93% 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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