House Sitting Port Penn

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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: Nina B.
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Nina B.
from
$65
per night
5.0 out of 5 stars
34 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: Chris M.
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Chris M.
Star Sitter
from
$65
per night
5.0 out of 5 stars
65 reviews
20 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: Jenni L.
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Jenni L.
from
$75
per night
5.0 out of 5 stars
193 reviews
78 repeat clients
15 years of experience
Newark, DE, 19711

Jenni and Matt were awesome. We have two dogs and one with behavioral issues. Jenni and Matt handled the situation so gently and professionally. They knew I was anxious about leaving them and that this was my first time using Rover. They sent so many pictures for just one overnight, and were very communicative. It made me feel so comfortable knowing they were there and they genuinely seemed to care about our pups. I highly recommend them and will definitely use them again!

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Catherine B.
Sitter Profile Image: Heather W.
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Heather W.
Star Sitter
from
$70
per night
5.0 out of 5 stars
10 reviews
4 repeat clients
10 years of experience
Carneys Point, NJ, 08069

Heather was great with our dogs we will definitely use her again!

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Julia C.
Sitter Profile Image: Rebecca R.
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Rebecca R.
from
$75
per night
5.0 out of 5 stars
26 reviews
16 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: Jordyn M.
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Jordyn M.
Star Sitter
from
$70
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
4 years of experience
Middletown, DE, 19709

Jordan was amazing with Matteo! He is temperamental but her calm and genuine demeanor helped break through where he was comfortable and had fun with her. We will def book her again!

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

Terry is simply the best. If we could rate 6 stars, we would. She spent a tremendous amount of quality time with Izzy. This was our first long trip away from Izzy our dog in quite a while, but Terry relieved our anxiety with daily updates, videos etc. She is a great communicator. Terry is incredibly thoughtful and an amazing dog sitter who bonded with Izzy. She also took great care of our house which was immaculate with an extra special touch upon our return. Terry was amazing, and we and Izzy look forward to her next visit.

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Mark And Carla S.
Sitter Profile Image: Busara C.
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Busara C.
Star Sitter
from
$65
per night
5.0 out of 5 stars
89 reviews
14 repeat clients
5 years of experience
Dover, DE, 19904

Busara was an incredible dog sitter! From the moment she came for the meet and greet, I was impressed. My dog was calm and took to her immediately, which gave me so much peace of mind. She even took notes about his care, showing how attentive and thorough she is. After the meet and greet, she sent a detailed care summary and promptly accepted the booking. Throughout our trip, she communicated amazingly, sending multiple updates and photos of our baby every day through out the day. It made being away so much easier knowing he was happy and well cared for. When we returned home, everything was in perfect condition. She brought in our mail, watered our plants, and most importantly, our dog was happy, relaxed, and clearly well loved. I would absolutely recommend Busara to anyone looking for a trustworthy, caring, and professional pet sitter. We will definitely be booking with her again the next time our family travels!

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Danielle K.
Sitter Profile Image: Miabella M.
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Miabella M.
from
$60
per night
5.0 out of 5 stars
3 reviews
8 years of experience
Wilmington, DE, 19808

Miabella took wonderful care of Pickle!

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

I have no words to describe how happy I am with Heather! Gracie is a large energetic puppy and seemed to take to Heather right away! Heather kept me updated on all the exercise Gracie got as well as all the snuggle time. Gracie was a happy puppy when I got home and my house was immaculate! I will absolutely be asking for Heather again!

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Julia H.
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

I highly recommend Ciara. A very caring and lovely young lady. She sent me pictures and videos while I was away on holiday. Due to a flight delay I was late picking up my fur babies and she said no problem. She is patient and kind. We finally arrived at her home late at night. Ciara greeted us with a smile and packed up our fur babies bags. Kobi, Sophie and Ruby were happy and tired when they came home. I definitely will request Ciara again. 10 star rating.

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Brenda K.
Sitter Profile Image: Raven C.
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Raven C.
Star Sitter
from
$60
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
14 years of experience
Bear, DE, 19701

Raven did a wonderful job with our pup! This was our first time having someone (not family) stay at our house to watch him, so we were a little nervous on how it would go. Spice is an 85 pound mixed breed dog that can be pretty quirky and anxious with new people. It took a little bit to warm up, but once he was comfortable, he did great! Raven was very patient with him and understood his quirks quickly. She was very responsive, sent multiple updates (with pictures), played with him and took him on walks daily. I truly appreciated having her stay with him.

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Aly K.
Sitter Profile Image: Krista K.
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Krista K.
Star Sitter
from
$111
per night
5.0 out of 5 stars
11 reviews
3 repeat clients
10 years of experience
Camden, DE, 19934

Krista did an amazing job! She was very friendly and our dog Molly did great with her. Krista was very attentive to Molly and was very respectful of our home. She kept us updated and sent pictures! We will definitely be having Krista watch our fur baby again! Thank you Krista ❤️

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Jean D.
Sitter Profile Image: Kathleen H.
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Kathleen H.
from
$62
per night
5.0 out of 5 stars
16 reviews
3 repeat clients
50 years of experience
Darlington, MD, 21034

Kathy was fantastic with our two dogs and cat. She stayed at our house for a week, kept them safe, happy, walked and fed. She is reliable and provided daily updates. We will definitely use her again!

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Kerry S.
Sitter Profile Image: Michaela A.
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Michaela A.
Star Sitter
from
$80
per night
5.0 out of 5 stars
56 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: Jophnie W.
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Jophnie W.
from
$45
per night
1 repeat client
1 year of experience
Newark, DE, 19702

About: What sets me apart is my patience, attention, and genuine love for pets. I take the time to understand each pet’s needs and make sure they feel safe, comfortable, and cared for. I’m gentle with senior pets and patient with puppies. I work from home part-time, which allows me to be available to take good care of your pet during the day and or the night I care for pets by following their daily routine, giving them love, attention, and making sure they feel safe and comfortable. I treat every pet like my own, whether in my home or my client’s home.

Sitter Profile Image: Jonaika W.
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Jonaika W.
from
$45
per night
5.0 out of 5 stars
6 reviews
3 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: Reid C.
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Reid C.
from
$85
per night
5.0 out of 5 stars
69 reviews
18 repeat clients
24 years of experience
Glasgow, DE, 19702

Reid agreed last minute to watch my dog on Thanksgiving, for which I was so grateful! Our dog enjoyed his day with Reid and was completely tuckered out afterwards. Thanks again Reid!

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Marjorie E.
Sitter Profile Image: Brandi W.
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Brandi W.
from
$70
per night
5.0 out of 5 stars
90 reviews
18 repeat clients
13 years of experience
Cobbs Creek, Philadelphia, PA, 19143

Brandi was just wonderful. My dog was very happy and well cared for as was my home. Communication was quick and easy. Will definitely try to book Brandi again. I felt very comfortable with her and and really trusted her to watch this good boi. Highly recommend.

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Hank G.
Sitter Profile Image: Eryn H.
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Eryn H.
from
$30
per night
5.0 out of 5 stars
2 reviews
1 repeat client
5 years of experience
Newark, DE, 19713

Eryn was great! Highly recommend! She stayed in our home watching our four dogs & our dogs loved her. I will definitely be using her again!

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Kelly C.
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The median cost per night for house sitting in Port Penn is $55

Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • 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?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

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

  • World-class support

    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

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

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Popular requests for house sitting - Port Penn

Select a filter and find qualifying sitters offering house sitting.

Sitters in Port Penn average 4
repeat house sitting clients

FAQs for House Sitting - Port Penn

Frequently asked questions about Rover

As of September 2026, there are 1,290 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:

  • 97% 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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