House Sitting Holiday Acres

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

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Over 17
pet parents in Holiday Acres have booked house sitting

Holiday Acres, 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: Jessica L.
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Jessica L.
from
$32
per night
5.0 out of 5 stars
5 reviews
10 years of experience
Millsboro, DE, 19966

About: I've been caring for dogs for over 10 years and currently have three dogs of my own. I understand that every pet has a unique personality and routine, and I treat every dog as if they were part of my family. I provide a safe, loving, and dependable environment with plenty of attention, exercise, and affection. My goal is to make both pets and owners feel comfortable and at ease. I currently work rotating shifts, but I will work with you the best I can. I also dont mind last minute scheduling if needed . At this time, I'm not sure I would do pet sitting in my own home. I am willing to do whatever is needed for your pet in your home.

Sitter Profile Image: Mary B.
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Mary B.
Star Sitter
from
$60
per night
5.0 out of 5 stars
18 reviews
6 repeat clients
15 years of experience
Georgetown, DE, 19947

Mary it’s probably the best Dogsitter I have ever encountered. She is mature, responsible, timely, and cares very much for the dogs. They all took a liking to her from the first minute. They met her. She did an amazing job taking care of our kids while we were away for the weekend and I would use her again in an incident. She sent pictures and texts and kept us updated at all times about how the kids were doing. Excellent excellent Dogsitter!

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Susan C.
Sitter Profile Image: Alison B.
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Alison B.
Star Sitter
from
$80
per night
5.0 out of 5 stars
20 reviews
3 repeat clients
20 years of experience
Ocean View, DE, 19970

Alison did a wonderful job taking care of my little Yorkie. Sent updated pictures all while staying with her for overnight care. Very trustworthy & I would highly recommend her.

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Kathy S.
Sitter Profile Image: Jasmine H.
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Jasmine H.
from
$60
per night
5.0 out of 5 stars
4 reviews
6 years of experience
Millsboro, DE, 19966

She was amazing with our Annabel!

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Rachael I.
Sitter Profile Image: Paige & Cameron D.
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Paige & Cameron D.
from
$35
per night
5.0 out of 5 stars
13 reviews
2 repeat clients
6 years of experience
Georgetown, DE, 19947

Paige is great. We will use her again. Angel liked her

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Kathie J.
Sitter Profile Image: Jacqueline & William C.
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Jacqueline & William C.
Star Sitter
from
$100
per night
5.0 out of 5 stars
224 reviews
99 repeat clients
8 years of experience
Millsboro, DE, 19966

Jacqueline treated our dogs like her own. I had never left them with anyone but family members before. It was so comforting to know they were in such great care!

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Alisha W.
Sitter Profile Image: Kailee D.
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Kailee D.
from
$60
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
9 years of experience
Millsboro, DE, 19966

About: Growing up I have always lived helping others and even helping animals. As a young kid, I grew up surrounded by all kinds of animals. Although my college plan is to become a special education teacher, I have always had a passion for animals. I really enjoy giving animals a voice and creating special bonds with them. Over the years my family has rescued over 8 animals including dogs and cats. I have been dog sitting for 3 years now for family friends and I am willing to do it for anyone in need. Animals have always left an impact on my life and I hope I do the same to them. I am not doing this for the money but to help many animals in need, as well as their owners. I really hope I am able to give endless love to you pet or pets. Thank you.

Sitter Profile Image: Kasey A.
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Kasey A.
from
$65
per night
5.0 out of 5 stars
157 reviews
46 repeat clients
8 years of experience
Selbyville, DE, 19975

This was the first time we've ever left our shih Tzu, Olivia, with anyone. I found Kasey online at Rover.com and it only took one interview to know that she was the one I wanted. Kasey stayed our house for two days and took the most incredible care of Livvy. She was loving and very professional. We will definitely contact her the next time we go away. I highly recommend Kasey for your sitting needs.

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DARLENE L.
Sitter Profile Image: Aubrey J.
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Aubrey J.
from
$80
per night
5.0 out of 5 stars
22 reviews
9 repeat clients
5 years of experience
Georgetown, DE, 19947

Aubrey did a wonderful job looking after our home and five animals. We came home to a spotless house and happy cats and dogs! She was an excellent communicator and provided nice updates and pictures. We look forward to hiring her again!

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Brittany K.
Sitter Profile Image: Brooke W.
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Brooke W.
from
$50
per night
5.0 out of 5 stars
21 reviews
1 repeat client
25 years of experience
Millsboro, DE, 19966

Brooke is a wonderful pet sitter! Amigo is a rescue and had a sad beginning so he is sometimes withdrawn around strangers but he immediately loved Brooke! She is so reliable and shows up on time and lets you know her schedule in advance. She is great with animals and a very sweet person. She is very smart and catches on quickly. Reluctantly highly recommend her because if everyone uses her she might be too busy when we need her next and I definitely want her the next time we need a sitter!

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Patricia N.
Sitter Profile Image: Chelsea-Rose L.
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Chelsea-Rose L.
from
$50
per night
5.0 out of 5 stars
43 reviews
15 repeat clients
10 years of experience
Lewes, DE, 19958

We are so pleased with the experience we had with Chelsea. She was great about keeping us informed about how our pups were doing. She texted us and sent us pictures every day while we were out of town. We would definitely recommend Chelsea for anyone looking for someone to care for their pups.

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Tim M.
Sitter Profile Image: Cammie B.
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Cammie B.
from
$50
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
4 years of experience
Bethany Beach, DE, 19930

Cammie was amazing. She came to meet my pup in advance and took great care of her. Normally Tilly is stressed when I leave but she was completely at ease when I got back and my apartment was probably tidier when I got back than when I left! Recommend Cammie 100%.

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Yvonne L.
Sitter Profile Image: Carolyn G.
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Carolyn G.
from
$38
per night
5.0 out of 5 stars
17 reviews
1 repeat client
10 years of experience
Lewes, DE, 19958

Carolyn did a great job caring for our pups and home. Our place was left in great shape and she was more than willing to help clean up after our advanced senior dog who also receives medication. Thank you!!

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Marnee C.
Sitter Profile Image: Steve M.
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Steve M.
from
$75
per night
5.0 out of 5 stars
3 reviews
2 repeat clients
10 years of experience
Millsboro, DE, 19966

About: I love all animals and am always excited to get to meet new loving dogs and cats. Based in the Capital Region 10min from downtown Albany NY. I have done some dog sitting privately for a pampered pup. I love dogs of all breeds and sizes. Attended the dog show meet the breeds in new york city. Dependable and responsible dog walker at your service also flexible to meet your schedule. I get along well with most any animal and have three purrfect cats and fish at home. I love to get outside myself to hike and enjoy the outdoors. I'm confident that I can be a great asset to any owner in need of an extra set of hands. Also drop in service for feeding or potty breaks is available. Looking forward to meeting your furry friends. Working remotely with a flexible schedule. I love going for walks several times throughout the day myself. Always excited to have a furry friend along. Three happy cats at home that demand to be fed promptly at 6am and 6pm. They get lots of love and attention. Treats from time to time but not too much.

Sitter Profile Image: Paula H.
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Paula H.
from
$65
per night
5.0 out of 5 stars
8 reviews
53 years of experience
Rehoboth Beach, DE, 19971

About: Retired, love animals and love to walk! I'm comfortable with any breed and have worked with K9's (professionally). Im comfortable administering meds also. Thank you! Im newly retired and have all the time in the world! Weekends, nights are fin as well. Give me a chance! I appreciate you looking! Fenced dog park and plenty of trails and flat lands to walk and roam. Clean and safe area. Your fur baby will be treated always, as my own.

Sitter Profile Image: Megan W.
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Megan W.
from
$125
per night
5.0 out of 5 stars
12 reviews
1 repeat client
21 years of experience
Lewes, DE, 19958

About: With 21 years of hands on experience caring for dogs and cats, I provide reliable, compassionate care tailored to each pet's unique needs. I began working with animals at 16 in a professional dog grooming salon, where I learned safe handling techniques, pet behavior, and how to help animals feel calm and comfortable. I've worked in multiple kennel environments and have experience with pets of all breeds, sizes, ages, and temperaments. From energetic puppies to shy cats and senior pets. I treat every pet like family, keeping them safe, comfortable, and loved while maintaining their normal routines. You can count on me to provide attentive, trustworthy care and peace of mind while you're away. I'm home most of the day, so your dog will rarely be left alone for more than 2–3 hours. My flexible schedule allows me to provide consistent attention, care, and companionship throughout the day. I provide attentive, reliable care in both my home and yours, always focusing on your pet's comfort, safety, and routine. Whether boarding or providing drop in visits, I maintain regular feedings, potty breaks, playtime, fresh water, and plenty of affection. I closely monitor each pet's well being, follow all care instructions, and provide updates for your peace of mind. My home is clean, pet friendly, and stocked with most essentials. Just bring your pup, their food, leash, and collar, and I'll take care of the rest!

Sitter Profile Image: Michael J.
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Michael J.
from
$75
per night
5.0 out of 5 stars
1 review
16 years of experience
Dagsboro, DE, 19939

Michael made sure my animals were well cared for. Will definitely use again.

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Steve M.
Sitter Profile Image: Ryan C.
Verified Enhanced Background Check
Ryan C.
Star Sitter
from
$90
per night
5.0 out of 5 stars
39 reviews
6 repeat clients
5 years of experience
Lewes, DE, 19958

Ryan did a great job. My dog needs some medications which he did fine with. He communicated regularly and asked questions when needed. Jessie was a happy girl with ryan

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Pam C.
Sitter Profile Image: Meghan T.
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Meghan T.
from
$70
per night
5.0 out of 5 stars
24 reviews
6 repeat clients
15 years of experience
Millsboro, DE, 19966

My boys absolutely fell in love with Meghan. She played outdoors with them and provided plenty of love and cuddles. A very bright and welcoming personality for the boys!

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Darla M.
Sitter Profile Image: Helen F.
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Helen F.
from
$60
per night
5.0 out of 5 stars
2 reviews
4 years of experience
Berlin, MD, 21811

Great care provider. Everything was perfect

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John B.
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The median cost per night for house sitting in Holiday Acres is $60

Pet parents share their Rover experiences - Holiday Acres

1 / 1
5.0 out of 5 stars

Jacqueline was great and very attentive to both our communications and our dogs. We would highly recommend her and will use her service again when needed. Thank you Jacqueline!

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Robert C.
House Sitting
5.0 out of 5 stars

Jasmine was great with Willow and very flexible when my schedule needed to be adjusted. I’d hire her again!

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Jean W.
House Sitting
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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

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for house sitting - Holiday Acres

Select a filter and find qualifying sitters offering house sitting.

Sitters in Holiday Acres average 4
repeat house sitting clients

FAQs for House Sitting - Holiday Acres

Frequently asked questions about Rover

The average cost for House Sitting in Holiday Acres on Rover is $55.5 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .

As of August 2026, there are 283 sitters on Rover offering House Sitting across Holiday Acres. 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 Holiday Acres 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 Holiday Acres 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 Holiday Acres 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 Holiday Acres. On Rover:

  • 93% of sitters can help with special care needs
  • 97% can help with giving oral medications or injections
  • 100% 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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