House Sitting in Woolford

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

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Top rated Woolford house sitters

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: Christie R.
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Christie R.
from
$40
per night
4.9 out of 5 stars
30 reviews
16 repeat clients
10 years of experience
Church creek, MD, 21622

Christie is the absolute best. She is super reliable, communicates, and truly cares for our dogs! The absolute best sitter we have ever used on Rover. I can not thank her enough!

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Abigail S.
Sitter Profile Image: Stephanie R.
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Stephanie R.
from
$75
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
10 years of experience
Oxford, MD, 21654

Stephanie took great care of my dog Sammy. I am thankful I found her. She was wonderful.

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Mary O.
Sitter Profile Image: Johanna T.
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Johanna T.
from
$40
per night
5.0 out of 5 stars
1 review
15 years of experience
Cambridge, MD, 21613

About: My dog passed and I miss her company! So I love having visitors to keep me company and play with while working from home :) Work from home, I'm free to walk the dogs first thing the the morning, around noon and anytime in the evening and spend the whole day with them if needed :) Quiet home, no children, no smoking, no other dogs or cats - just fish n two birds, half way fenced Yard, but very safe. We can walk around the neighborhood, there is a park down the street as well and the back yard.

Sitter Profile Image: Imani W.
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Imani W.
from
$31
per night
5.0 out of 5 stars
1 review
20 years of experience
Easton, MD, 21601

About: I’ve taken care of dogs since I was 8 my family and friends always ask me to take care of walking ,feeding , and administrating medicine . I work at the Easton Elementary i usually get off anywhere between 3:55-4pm so I can do check ins and or walks Monday through Friday after I get off from work on the weekends I have a very flexible schedule so I can do anytime I had 2 dogs they passed away this year due to older age couple of months ago but I have a backyard with a closed off fence top to bottom so your pets will be very safe and have a good yard to run around and stretch

Sitter Profile Image: Emily T.
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Emily T.
from
$60
per night
5.0 out of 5 stars
3 reviews
1 repeat client
13 years of experience
Trappe, MD, 21673

About: Current Veterinary Technician (2 yr) Previous Veterinary Assistant (1 yr) Recent University of Maryland graduation with a Bachelors of Animal Science degree - Pre Veterinary track Current veterinary school applicant Current animal care assistant of University of Maryland Avian Behavioral Neuroscience Laboratory Pending Masters of Animal Health and Industry program Life long pet experience - various species, breeds, sizes, and demeanors I value the importance of not only caring for pets on visits, but also in spending time engaging in enriching and quality time - it is just as important as potty breaks and feeding times! I am confident in my ability to accommodate each client and pets personal needs and routine! I do work during the week (Mon-Fri). Depending on the pet and owners permission I have the ability to bring my pets to the work with me in the veterinary hospital. Otherwise, I am able to be around weekends and drop in morning and evening (noon if in Easton, MD), and overnights if arranged I follow deeply to clients request, I encourage leaving a note/list of needs, directions, requests! It’s very handy and personable to my care for you and your pet!

Sitter Profile Image: Chloe T.
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Chloe T.
from
$95
per night
4.9 out of 5 stars
8 reviews
1 repeat client
17 years of experience
Easton, MD, 21601

About: Hi! I’m Chloe, a reliable and caring pet sitter with a genuine love for animals of all kinds. Whether your pet needs daily walks, playtime, or just some extra affection while you’re away, I’m here to make sure they feel safe, comfortable, and loved. I’m attentive, patient, and experienced with pets who have special routines or unique personalities. Your furry family member will be in good hands! Im a Healthcare worker, beach lover and enjoy cruising in my Jeep. Doggy Daycare is $25 a hour for all day, min 8 hours. $32 an hour for less then 8 hours. Available Fridays,Saturdays and Sundays some mondays. I do work Tuesday Wednesday Thursday 12 hour shifts but I wouldn't mind stopping over before work or after work. I will treat pets like they are my own. I will feed them,play with them and make sure they are comfortable and happy before I leave.

Sitter Profile Image: Brante D.
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Brante D.
from
$150
per night
5.0 out of 5 stars
2 reviews
2 repeat clients
25 years of experience
Trappe, MD, 21673

About: I have taken care of dogs and cats since childhood . My father breed Dobermans for many of my pre teen years and I was apart of caring for the pups .My friends and family find it amazing how much care and love I provide for my pets and theirs too. Animal are Gods children too, and I do my best to care for them with that in mind. I own a 15 year old Datsun that has been with me since he was 8 weeks old! He is well mannered with the lots of personality and brings me much joy ! I look forward to helping to care for your pet with integrity and kindness, just as I would want someone to care for mine. I am currently working full time and have sometime to share with your letting before winding down for the evening. Taking them for a walk will only add to my evening wind down . Ensuring they are safe and fed while you are away is important , and as a pet owner I understand this totally! When coming to care for your pet for feeding , walking , or drop in I will ensure that communication is provide on the status of your pet while respecting your home while there to care for your pet.

Sitter Profile Image: Mya H.
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Mya H.
from
$50
per night
10 years of experience
Easton, MD, 21601

About: I've taken care of dogs since I was 10. Whether it was my personal dog or family and friends, each dog was cared for as my own. I can provide a safe and interactive environment for your animal while you are away. If your animal has any unique needs, I would be happy to support with training while you are away. I will care for your pets as you do, ensuring that they get all the playtime and tummy rubs they could ever want. I have the flexibility to work from home, so your pet will be monitored and walked consistently. This also makes it easy for me to adhere to any normal routines that you may have already set. My neighborhood has many walkable areas, trails, and parks for your dog to enjoy. I appreciate any opportunity to be outdoors and I would be happy to bring your dog along!

Sitter Profile Image: Sabrina B.
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Sabrina B.
from
$27
per night
4.9 out of 5 stars
26 reviews
4 repeat clients
15 years of experience
GREENWOOD, DE, 19950

Took excellent care of all of our fur babies while we were on vacation! Very communicative and sent regular updates/photos of how everyone was doing. Thank you S for the wonderful care!!! 💓

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Maren H.
Sitter Profile Image: Leanne M.
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Leanne M.
from
$50
per night
10 years of experience
Vienna, MD, 21869

About: I have had pets all my life pretty much! I have always grown up with dogs, but over the last 7-8 years I have experience with cats as well! I currently am not working so I have been trying to pet sit for people as much as I can! I have open availability always. I am always very careful when going to a client's home and always follow their rules and what they ask me to do and am always respectful of their home

Sitter Profile Image: Emily W.
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Emily W.
from
$40
per night
5 years of experience
Denton, MD, 21629

About: I love dogs and I love spending time with them and playing with them! I love to snuggle or lay close with them and make sure they are comfortable at all times. I love playing with them and wearing them out so they sleep good at night! I love walking them and seeing how excited they get when someone comes to see them! I have dog sat many of dogs from very small to very big and I don't have a type, I love all sizes, shapes, and more! I have had a dog my whole life and I can't ever get enough of them. I have been told that I am good at dog sitting and their pets are always great when they return!

Sitter Profile Image: Heather C.
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Heather C.
from
$35
per night
4.9 out of 5 stars
33 reviews
9 repeat clients
33 years of experience
Princess Anne, MD, 21853

Heather was great! Communication and pictures of Duchess were very much appreciated! I came home to a clean house and it was perfect as I got home later than normal and could just relax and head to bed. I will definitely use Heather again!

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Sonya H.
Sitter Profile Image: Kaylee K.
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Kaylee K.
from
$60
per night
11 years of experience
Sharptown, MD, 21861

About: Hello my name is Kaylee! I am a stay at home wife and my Husband is a Firefighter in the Airforce and we are cat parents to Fiona, Asher, and Peanut. I have experience growing up with having cats and dogs. And have experience caring for relatives pets doing drop ins to staying at their homes up to 1 week. I also care for cats! I live in a quiet neighbourhood perfect for walks, and I have a fenced in yard with plenty of running/playing room for your dog! Me and my husband will one day have a dog but until then I would love to care for your fur baby! I would work scheduling around my time with my husband, my morning routine which consists of taking care of my cats, and my workout routine. And sometimes I would have to take time for groceries, etc. I have a fenced in yard perfect for playing and running around, and a quiet neighbourhood perfect for walks, and or going to the park.

Sitter Profile Image: Danielle D.
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Danielle D.
from
$80
per night
5.0 out of 5 stars
4 reviews
3 repeat clients
5 years of experience
Salisbury, MD, 21804

About: Im familiar with giving medication, and providing exceptional care for all animals. I've cared for pets most of my life, and I have 5 years of experience in an animal shelter caring for cats and dogs. It's very rewarding, and it's the best part of my day when I see the happy tails, hear the purring and receiving those kisses. I dont live in Denton, I live in Salisbury. I do travel for my clients,[up to 50 miles] only if youre in need of a sitter for more than 3 days. We can discuss even further during a meet n greet. My full time work is as a gig worker. I make my own schedule, so I am able to care for your pets at any time. I love animals! I provide a safe, and caring environment when I care your pets. I love them like they're my own. Care would be in your home, and I usually stay overnight, unless you would like daily care, then I would come a couple times per day to provide meals, scoop litter boxes, take daily walks, etc.

Sitter Profile Image: Carla C.
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Carla C.
Star Sitter
from
$25
per night
4.9 out of 5 stars
9 reviews
4 repeat clients
4 years of experience
Salisbury, MD, 21804

About: My name is Carla, I have over four years of pet care experience (working in pet stores, vet clinic's, and volunteering for local shelters. I also am mom to 3 fur babies of my own: My senior dog Dino, my rescue Darla, and my youngest daughter Appa. I have a genuine love for animals and will ensure that your pet receives the love and care they deserve. I will walk, feed, and play with your pet to help you give them the extra care they need while you work or take that vacation. I enjoy being active especially with animals so long walks are a favorite past time of mine even during the cold weather months. I look forward to working with you and loving your pets! Thank you for your time! Carla C. I work from home during the week and have the weekends free! I have plenty of time to drop-in and walk your pets if needed. My dogs are crated during the day while I work. Darla gets 3-4 bathroom breaks, while Appa is still being house broken. As far as my client’s home, all I need to know is what their routine is and I go from there.

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
212 reviews
96 repeat clients
8 years of experience
Millsboro, DE, 19966

I highly recommend Jacqueline. Our pups loved her. She put my mind at ease and sent updates and pictures of the pups while we were away. I’ll definitely hire her again.

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Katherin J.
Sitter Profile Image: Mya W.
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Mya W.
from
$50
per night
5.0 out of 5 stars
89 reviews
45 repeat clients
4 years of experience
District Heights, MD, 20747

Mya was fantastic. She spent 4 nights dog sitting in our home with our older dog. She updated us with pics and couldn’t have been more professional. Highly highly recommend!

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Douglas G.
Sitter Profile Image: Joyllee L.
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Joyllee L.
from
$65
per night
60 years of experience
Bridgeville, DE, 19933

About: I don’t feel it’s difficult to follow the instructions that the owners give, and that is what I am there to do. I want the animal to be comfortable while waiting for you to come home. I interact with their needs and especially if special instructions are needed. My weekly schedule would revolve around what time the job is needed by the customer. I’m very flexible. I’m retired. Still have lots of energy for easy stuff like watching puppies and kitties. It is easy for me to listen to what the owner wants to do when caring for the deeds of the animal. I’m familiar with creating. I am familiar with letting out into a fenced yard. I am familiar with walking older animals.

Sitter Profile Image: Marilyn & Mark W.
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Marilyn & Mark W.
from
$75
per night
5.0 out of 5 stars
22 reviews
2 repeat clients
40 years of experience
Lewes, DE, 19958

Marilyn was so communicative, sent us daily updates and photos, and really cared for our dog Theo! We ran into some challenges during her stay which she handled expertly and with so much care. We would book her over and over and highly recommend her.

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Jalene G.
Sitter Profile Image: Alicia D.
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Alicia D.
from
$130
per night
1 repeat client
20 years of experience
Bridgeville, DE, 19933

About: I grew up with my family being a foster home to all animals from dogs, cats to Amazon parrots to llamas! I have my vet tech license, I worked at an animal hotel/daycare where we babysat, groomed, bathed, walked and played with every animal like they were our own! I have my own business and work from home. My schedule is completely flexible to your needs! I know some things are last minute and I’m the person who you can count on to especially help in last minute situations 🙂 I have 3 acres and fenced in yard that’s divided to cater to every pets needs. If they don’t get along with other animals that’s fine, if they need extra attention that’s fine! Your pets will be in good hands 24/7. I follow directions carefully as no pet is the same!

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  2. 2. Meet & Greet

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  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 Woolford is $50

Why Choose Rover?

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  • 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 Woolford average 3
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 Woolford on Rover as of Jun 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 Woolford 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 Jun 2026, there are 196 house sitters in Woolford. 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, 87% of Woolford house sitters respond in under an hour.

House sitters in Woolford have an average of 13 years of experience. House sitters with repeat customers have an average of 3 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 Woolford.

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. Woolford 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.