House Sitting in Winterberry

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

End
Search

Every sitter passes an enhanced background check. Learn about RoverProtect

Top rated Winterberry house sitters

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

1 / 1
Sitter Profile Image: Kerri L.
Verified Enhanced Background Check
Kerri L.
Star Sitter
from
$70
per night
5.0 out of 5 stars
32 reviews
12 repeat clients
8 years of experience
Westminster, MD, 21158

Kerri was amazing. Stayed at our house and took excellent care of our Great Dane while we were away on a long weekend trip. Sent us updates and left everything super neat and tidy! Look forward to having her sit again :)

Profile image
Maureen K.
Sitter Profile Image: Amber R.
Verified Enhanced Background Check
Amber R.
from
$65
per night
5.0 out of 5 stars
14 reviews
3 repeat clients
10 years of experience
Westminster, MD, 21158

We had an emergency situation and needed someone right at that moment. On July 4th, she immediately responded and jumped to it to help us out without even meeting our 2 dogs. She has been SO great sending us updates and pictures. I don’t know what we would’ve done without her. Definitely will book again!

Profile image
Ashley K.
Sitter Profile Image: Lonnie P.
Verified Background Check
Lonnie P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
48 reviews
11 repeat clients
50 years of experience
Finksburg, MD, 21048

Lonnie handled my high energy big dogs wonderfully. He clearly cared about their health and well being, which means a lot to my husband and me when we put our babies in someone else's care. Thanks Lonnie, we'll see you next time!

Profile image
Miriam F.
Sitter Profile Image: Haile N.
Verified Enhanced Background Check
Haile N.
from
$31
per night
5.0 out of 5 stars
4 reviews
10 years of experience
Reisterstown, MD, 21136

Haile was absolutely wonderful! She connected with my dog so easily, and you could tell right away that she truly loves animals. My dog felt comfortable with her from the start, which gave me so much peace of mind. She was attentive, caring, and communicative throughout the entire time.

Profile image
Bianca D.
Sitter Profile Image: Lora M.
Verified Enhanced Background Check
Lora M.
Star Sitter
from
$55
per night
5.0 out of 5 stars
102 reviews
25 repeat clients
22 years of experience
Finksburg, MD, 21048

Lora was absolutely phenomenal with our two high maintenance cats and anxious dog Stout. She followed every single one of our instructions to a T, and sent us numerous updates that made it possible for us to enjoy and relax while we were away. She also left the house in immaculate condition, even better than she found it! Lora far exceeded our expectations and would not hesitate to utilize her services again. Thank you so much!

Profile image
Alicia R.
Sitter Profile Image: Camryn F.
Verified Background Check
Camryn F.
from
$55
per night
5.0 out of 5 stars
13 reviews
4 repeat clients
5 years of experience
Westminster, MD, 21157

Camryn did an overnight with our dog Mister Boyd and cat Piper. She followed our instructions and wasn't afraid to contact us to ask questions about things she needed further clarification on. We will definitely hire her again for further overnights.

Profile image
Bridget C.
Sitter Profile Image: Noah D.
Verified Enhanced Background Check
Noah D.
from
$40
per night
5.0 out of 5 stars
5 reviews
3 repeat clients
8 years of experience
Westminster, MD, 21157

About: Simply put, I truly LOVE animals. I have always enjoyed spending time with, and playing with pets of all kinds. I will put your pets' needs above my own. I'm currently working full time, but I am usually home when not at work. I live 5 minutes away from my job, so I will always be available for your fur babies even while working if I need to be. I care for pets the same way I would care for a baby. Their needs are always more important than mine, and I will always make time for them. They also get plenty of attention and play time! Please note: I will have to crate them while at work. This is the ONLY time they will be crated. I will also be home around 1:30 for lunch to take your pet out for a potty break.

Sitter Profile Image: Jennifer C.
Verified Enhanced Background Check
Jennifer C.
Star Sitter
from
$40
per night
5.0 out of 5 stars
17 reviews
8 repeat clients
30 years of experience
New Windsor, MD, 21776

Jenny is great—responsible, super responsive, and caring. She took great care of my dogs and my cat, and we will definitely book with her again.

Profile image
Audrey G.
Sitter Profile Image: Sarah W.
Verified Enhanced Background Check
Sarah W.
from
$50
per night
5.0 out of 5 stars
7 reviews
3 repeat clients
15 years of experience
Westminster, MD, 21158

We've had Sarah watch our pets a few times and she continues to be fabulous. Sarah is to very vigilant & a strong communicative sitter! Plus our pets absolutely ADORE her, which I am so appreciative of.

Profile image
Mark M.
Sitter Profile Image: Laurel G.
Verified Enhanced Background Check
Laurel G.
from
$31
per night
5.0 out of 5 stars
2 reviews
1 repeat client
25 years of experience
Westminster, MD, 21157

About: With over 25 years of experience raising my own dogs and providing trusted house-and-pet sitting for friends and family, I offer a lifetime of dedicated care. I am a passionate advocate for the human-animal bond; my own dog is a certified therapy dog, and together we volunteer at hospitals, nursing homes, hospice facilities, and schools. I treat every dog I watch with the same compassion and attention I give my own. Because I work during the day, I am primarily available for evening and weekend care, making me an ideal fit for owners who need a reliable presence while they are away or working late. Your pets will receive expert care in a loving, safe environment. Because I work during the day, I am primarily available for evening and weekend care, making me an ideal fit for owners who need a reliable presence while they are away or working late. I will treat your pets and your home with respect and care. Your animals and your home are safe with me! I am considerate and very responsible.

Sitter Profile Image: Riley K.
Verified Enhanced Background Check
Riley K.
from
$30
per night
6 years of experience
Owings Mills, MD, 21117

About: Aside from pet sitting since I was 16, I have two years of shelter work and two years as a vet assistant where I have administered medications, been on seizure watch with epileptic patients, helped deliver puppies and also worked with dogs who had behavioral issues due to rough pasts. I also have helped take care of very elderly and senior dogs and understand the time and care they need, as well as helping with dogs going through their first heat cycle. I currently work very part time, mostly every other weekend with a break in between as well as taking classes, two of which are online, but am typically very flexible for things such as walks and play time. My goal is to make sure all dogs I sit get at least one hour of playtime a day, obviously adjusted for energy level. I am also available to do overnight care for more senior dogs or dogs that need medications at specific times, as well as dogs that do better having someone in the home. My biggest rule when I do overnights is to make sure the house is completely secure before I go to sleep. Your pets safety is my number one priority . I have been trained by my job on how to handle multiple pet emergencies, including seizures, overheating and injuries. As someone who has owned and worked with dogs dealing with joint problems, I make sure to prevent any falls or accidents by keeping the dog in safe areas as well as monitoring activity.

Sitter Profile Image: Amos B.
Verified Enhanced Background Check
Amos B.
from
$35
per night
30 years of experience
Westminster, MD, 21157

About: Since the age of 5 I have taken care of all different size dogs, from Labrador, Dalmatians, German Shepherds to Yorkies and Shiszue. I was adopted by three cats and two dogs who I live with day to day. I travel across the state to care of pets for family, friends, and acquaintance alike. Ready to make sure your fur baby never misses you while you are gone! I am experienced with special diets for allergies, protein deficiencies, and supplement needs for special cases for over 5 years. I also have experience with exotic pets as well as salt and fresh water aquariums. I have three cats and two dogs, being up early is part of our routine, whoever staying up late to play with the cats is a reoccurring theme here at home daily. Safety is achieved by taking precaution within the environment and attention to detail, all cables tucked, floors cleared, and dedicated play areas allow for the pets to trust their space and feel right at home.

Sitter Profile Image: Bronte B.
Verified Background Check
Bronte B.
Star Sitter
from
$60
per night
5.0 out of 5 stars
177 reviews
50 repeat clients
15 years of experience
Pikesville, MD, 21208

Bronte is amazing! Our dog absolutely loved her and they became instant friends. She even brought him a Bully Stick when she came (yes, she asked me for permission first!) Our dog is big and can be a little overbearing but she handled him perfectly. And our house was in perfect condition when we returned. Will DEFINITELY be rebooking! Thanks, Bronte!!!

Profile image
Alison G.
Sitter Profile Image: Kaylee D.
Verified Enhanced Background Check
Kaylee D.
from
$40
per night
5.0 out of 5 stars
11 reviews
4 repeat clients
6 years of experience
Eldersburg, MD, 21784

Kaylee took great care of our pups! Astro and Lola were in great moods when we got back, and our house was in the same condition that we left it. Communication with Kaylee was quick and easy. We would be happy to use Kaylee again to look after our pups and home.

Profile image
Leilani R.
Sitter Profile Image: Alexus H.
Verified Background Check
Alexus H.
from
$40
per night
5.0 out of 5 stars
13 reviews
6 repeat clients
4 years of experience
Manchester, MD, 21102

Alexus did a wonderful job for us. She even took my sick dog to the vet and cared for her with medication, etc. I would gladly use her services again.

Profile image
Laura L.
Sitter Profile Image: Candace S.
Verified Enhanced Background Check
Candace S.
Star Sitter
from
$32
per night
5.0 out of 5 stars
33 reviews
11 repeat clients
30 years of experience
Hanover, PA, 17331

Communication was wonderful!

Profile image
Robin B.
Sitter Profile Image: Toluwanimi A.
Verified Enhanced Background Check
Toluwanimi A.
from
$25
per night
5.0 out of 5 stars
5 reviews
1 repeat client
9 years of experience
Owings Mills, MD, 21117

About: I've been in dog sitting and training business for over a decade. I have the experience, patience and technical know how to help your pet. Available anytime Sunday to Saturday as needed. Sunday, Monday, Tuesday, Wednesday, Thursday, Friday, Saturday, Sunday. Anytime as long as you reach out a little bit ahead I have a backyard where dogs can play. It's all about building trust and positive reinforcement. Some dogs have specific diet requirements even though some have to spend more time outside than the others

Sitter Profile Image: Sarah M.
Verified Enhanced Background Check
Sarah M.
from
$26
per night
4 years of experience
Freeland, MD, 21053

About: I’ve grown up with dogs for most of my life, and have done some dogsitting and dog walking before. I’ll admit it’s been a bit since I had to focus on school work for my psych degree, but now that I have to wait till fall for grad school, I figured now is the time to help out some furry friends! I’m an animal lover at heart and am not only interested in, but willing to help with any accommodations! Our pets deserve the best after all! :) I only have classes on Tuesdays and Thursdays so I have plenty of time for any pet care. I tend to be more of a night owl so I can help cats when they’re more active at night. I tend to work best with detailed instructions. I don’t want to disturb any routine and want the animal to feel as comfortable as possible.

Sitter Profile Image: andra h.
Verified Enhanced Background Check
andra h.
from
$30
per night
5.0 out of 5 stars
4 reviews
3 repeat clients
10 years of experience
Westminster, MD, 21157

andra was great! our dogs loved her - she had great communication with us while we were gone. will definitely rebook in the future :)

Profile image
Amanda G.
Sitter Profile Image: Olivia M.
Verified Enhanced Background Check
Olivia M.
from
$70
per night
5.0 out of 5 stars
9 reviews
1 repeat client
2 years of experience
Upperco, MD, 21155

About: I have grown up with dogs for the majority of my life. Dog breeds like pugs, Dalmatian, Australian Shepard, pitbull, boxer, doodle, blue heeler, and more! I grew up on a farm with horses, sheep cows, cats, dogs! All kinds of animals 🥰 I am very passionate about animals being taken care of the way they deserve! Along with that I have also spent 5+ years caring for snakes and other reptiles I work in Palm Springs Monday, Tuesday, Thursday 8-4. I am available most weekends, can do multiple days or weeks the only days that the potty time would be more than 4 hours are the days I work, I do have a friend that would be willing to give them a potty break during days I'm at work when they have time, ONLY with the permission of owner! I will be sure the owner is aware of anything and everything that happen while their furry family member is in my care 🥰 I have a fenced in yard. No typical pets, just ones in tanks so there would be no issues on either end, your pets can't get in and mine can't get out so they will have access to my whole house 🥰 I do allow most animals on my couch and bed. I am also able to watch in the owners home.

1 / 1
View more sitters

Winterberry pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Jamie & Kasey took great care of our dog. They both sent multiple pictures throughout each day they were there. Giving updates on how she was doing. We had an unexpected snow storm while away and came home to shoveled and salted sidewalk. Our girl was loved and cared for like she was their own pet❤️

Profile image
Vicki G.
House Sitting
5.0 out of 5 stars

Carly was absolutely amazing. She took such good care of our babies. I was very worried about leaving them for over two weeks but she did an excellent job at varying their walks and making them feel loved. I will definitely be using her again!

Profile image
Amelia F.
House Sitting
5.0 out of 5 stars

Alayna was a wonderful in home sitter. Good communication. She was great with Kooper and we will book with her again.

Profile image
Linda B.
House Sitting
5.0 out of 5 stars

Camryn was great with our two golden retrievers! She sent lots of updates and great pictures while we were gone. We really appreciated having her and will definitely be booking with her again!!

Profile image
mikelle r.
House Sitting
1 / 1
Find pet care near you

How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

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

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 house 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.

Sitters in Winterberry average 4
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Winterberry on Rover as of Apr 2026 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Winterberry house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Apr 2026, there are 1,925 house sitters in Winterberry. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 88% of Winterberry house sitters respond in under an hour.

House sitters in Winterberry have an average of 14 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Winterberry.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Winterberry house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.