House Sitting in Woodland Way

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

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Top rated Woodland Way 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: Abigail T.
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Abigail T.
from
$40
per night
5.0 out of 5 stars
15 reviews
2 repeat clients
7 years of experience
Myersville, MD, 21773

Cared for our fur babies like her own and gave me such a peace of mind with this being my first time using a pet sitter. Received regular updates on my babies as well. 10/10 will book again!

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Heather A.
Sitter Profile Image: Shannon B.
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Shannon B.
from
$55
per night
5.0 out of 5 stars
12 reviews
4 repeat clients
14 years of experience
Myersville, MD, 21773

Shannon is amazing, she took such great care of our doggos they are wiped out!!! Amazing attention to detail, thank you so much will reach out again for sure!!!

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Jen F.
Sitter Profile Image: LaDawn D.
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LaDawn D.
from
$40
per night
4.6 out of 5 stars
14 reviews
5 repeat clients
40 years of experience
Hagerstown, MD, 21740

LaDawn is fantastic! She house sat at my home - 2 large dogs and 2 indoor cats (and some outdoor wildlife LOL). Great communication and updates. I highly recommend and will definitely be booking her services again!

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Angela S.
Sitter Profile Image: Ava O.
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Ava O.
Star Sitter
from
$45
per night
5.0 out of 5 stars
7 reviews
6 repeat clients
2 years of experience
Walkersville, MD, 21793

First time using Rover and leaving my 10-week-old puppy, and Ava was absolutely fantastic. She sent pictures and videos throughout the day, and I could tell he was having so much fun. She kept him on his schedule and was clearly experienced with puppies. I felt completely at ease knowing he was in such great hands- will definitely be using Ava again!

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Brittania E.
Sitter Profile Image: Briana L.
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Briana L.
from
$35
per night
5.0 out of 5 stars
7 reviews
4 repeat clients
5 years of experience
Hagerstown, MD, 21740

Briana was great with our pups! She stopped by for a home visit before the dog sitting, and was great with communication before and during the stay. The pups looks happy and well cared for when we returned.

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Sara C.
Sitter Profile Image: Adriana M.
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Adriana M.
Star Sitter
from
$47
per night
5.0 out of 5 stars
47 reviews
19 repeat clients
3 years of experience
Greencastle, PA, 17225

Third time is a charm! Adriana is Great! Mr. Remi seemed to be very well taken care of again! Already put in new dates for care! Thanks Adriana!

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Julia S.
Sitter Profile Image: Evangeline N.
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Evangeline N.
from
$33
per night
4.8 out of 5 stars
19 reviews
8 repeat clients
8 years of experience
Hagerstown, MD, 21740

Evangeline was very accommodating to adjusting to the small time change i made. She was on time and stayed the whole time. Left the house spotless as well. Always answered any questions through text. She was great for my girls.

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Chaz C.
Sitter Profile Image: Adrienne C.
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Adrienne C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
48 reviews
25 repeat clients
20 years of experience
Frederick, MD, 21701

We had an amazing experience with Adrienne! She stayed with Mickey and kept us updated with frequent messages and adorable pictures, which gave us a peace of mind while we were away. It was clear Mickey was well cared for, happy, and comfortable the entire time. We truly appreciated the communication and attention to detail. We would absolutely book again and highly recommend Adrienne to anyone looking for a reliable and caring sitter!

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Beth L.
Sitter Profile Image: Taylor T.
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Taylor T.
from
$60
per night
5.0 out of 5 stars
53 reviews
22 repeat clients
16 years of experience
Frederick, MD, 21702

Taylor did a fantastic job dog sitting for us over a long weekend. She sent us pics, kept us up to date on how the dogs were doing, etc. Very, very pleased and will book her again!

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Rebecca W.
Sitter Profile Image: Matthew P.
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Matthew P.
Star Sitter
from
$31
per night
5.0 out of 5 stars
42 reviews
11 repeat clients
8 years of experience
Middletown, MD, 21769

Matt is wonderful to stay with our pup. We even noticed our husky was sad that he left after the last stay of almost 2 weeks. Sends updates, can replace bulbs, and is a supper kind animal person!

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Bryan B.
Sitter Profile Image: Jessica W.
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Jessica W.
from
$60
per night
5.0 out of 5 stars
22 reviews
6 repeat clients
14 years of experience
Frederick, MD, 21701

Jessica was great! She accepted our booking last minute and still made time to do a meet and greet prior to watching our dog. She was very communicative and prompt! Would definitely book her again!

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Rachel S.
Sitter Profile Image: Emily B.
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Emily B.
from
$20
per night
4.8 out of 5 stars
18 reviews
7 repeat clients
35 years of experience
Hagerstown, MD, 21740

Emily was a perfect fit for my liberty! She sent me lots of photos!! When I arrived home Liberty was very happy to see us, but after the excitement of her greeting us she was running around the house looking for Emily! I will use Emily again and recommend her to anyone who wants there pets to receive lots of love ❤️

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Lynne S.
Sitter Profile Image: Lauren M.
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Lauren M.
from
$20
per night
5.0 out of 5 stars
3 reviews
2 repeat clients
2 years of experience
Frederick, MD, 21701

About: In the past, I have mainly walked and played with friends and even a teachers dog! I have also accompanied my cousin who pet sits herself with walking and playing with her clients pets! More recently I have been able to meet some lovely clients and their pets, including more than just dogs! Currently my summer is pretty open besides my occasional summer job and one vacation in July. I will be starting college in the fall but I can always make time on my breaks to come back and see your fur babies!! I intend to help you and your pets to my best ability. I’m down to walk, play, feed, and even relax with your pets! Animals deserve their spa days too. If your pet has anything medical or medicine related let me know and I’ll make sure to step up my game!!!

Sitter Profile Image: Laurie G.
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Laurie G.
Star Sitter
from
$85
per night
4.9 out of 5 stars
32 reviews
15 repeat clients
9 years of experience
Frederick, MD, 21702

Laurie watched our two dogs for a week and they seemed very well taken care of! She sent us photos every day to show us they were doing well.

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Mckayla E.
Sitter Profile Image: Amber G.
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Amber G.
Star Sitter
from
$25
per night
4.8 out of 5 stars
62 reviews
34 repeat clients
17 years of experience
Hagerstown, MD, 21740

Amber was great with our two dogs while we went on a long weekend trip. She sent pictures, and the house and dogs were in great shape when we returned! Thanks Amber!

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Katrina C.
Sitter Profile Image: Isabel C.
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Isabel C.
from
$50
per night
5.0 out of 5 stars
19 reviews
5 repeat clients
10 years of experience
Waynesboro, PA, 17268

I wanted to say,We had peace of mind knowing our animals were being well cared for and we could concentrate on our vacation. We could not have ask for anyone better to stay at the house and take care of our two dogs. I know it wasn’t easy with our dog Mylie’s separation anxiety but from our meet and greet to the last day pet sitting Isabel was great. She sent daily updates and photos. We will gladly recommend Isabel to all our friends and family. Thank you again Isabel 🐶

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Brianne S.
Sitter Profile Image: Caylene S.
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Caylene S.
from
$40
per night
4.9 out of 5 stars
17 reviews
9 repeat clients
10 years of experience
Williamsport, MD, 21795

We are so thankful we found Caylene! Our dogs love her & had the best time with her while we were away. It’s always comforting to have someone you can trust to care for your fur babies when you’re not home. The dogs can’t wait for their next visit!

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Nicholas S.
Sitter Profile Image: Matthew P.
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Matthew P.
from
$75
per night
5.0 out of 5 stars
45 reviews
11 repeat clients
10 years of experience
Thurmont, MD, 21788

Matthew took great care of our dog and home. We felt very comfortable being away for over a week. Looking forward to having him dog sit again this summer!

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Natalie C.
Sitter Profile Image: Jade H.
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Jade H.
from
$17
per night
5.0 out of 5 stars
5 reviews
3 repeat clients
6 years of experience
Frederick, MD, 21703

Jade is amazing! We have had terrible experiences with past sitters so we are VERY picky when it comes to who watches our dogs. From the very beginning, Jade was excellent! She was early, was really good with updates and did an excellent job. Our dogs love her and had no issues. We will continue to use Jade! Thank you!!

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Danny C.
Sitter Profile Image: Dominika W.
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Dominika W.
from
$80
per night
5.0 out of 5 stars
48 reviews
11 repeat clients
15 years of experience
Frederick, MD, 21769

Dominika did a great job taking care of our three cats and tiny dog while the entire family took a long-awaited vacation. We usually leave a family member at home to care for the pets as we have very detailed care instructions. She and her family have experience with our rare breed of dog, Prague Ratters, and our boy Vozel loves her! Excellent communication and photos every day. Will definitely book Dominika again!

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Jen M.
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Woodland Way pet parents share their Rover experiences

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5.0 out of 5 stars

She did a fabulous job taking care of our two dogs. She sent us lots of pictures and the dogs loved her.

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Bonny H.
House Sitting
5.0 out of 5 stars

Bradley was an excellent caregiver to our dog who is reactive toward other dogs, and has diabetes and requires insulin injections. Bradley’s communication is unmatched and we came home to a happy, healthy dog! I highly recommend booking with him and will be doing so myself when the time comes.

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Sidney W.
House Sitting
5.0 out of 5 stars

Channa had excellent communication and sent daily photos of our 4 dogs while we were away. She messaged me if she had any questions and got the house ready for the next sitter's arrival. This included doing the bedding, taking out the trash and dishes. I appreciated her services and will use her anytime our regular sitter is unavailable. Highly recommend!

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Kriste K.
House Sitting
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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 Woodland Way 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 Woodland Way 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 Woodland Way 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 Woodland Way 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 1,295 house sitters in Woodland Way. 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, 86% of Woodland Way house sitters respond in under an hour.

House sitters in Woodland Way have an average of 16 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 Woodland Way.

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. Woodland Way 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.