House Sitting Woodland Way
Find a loving house sitter to watch over your pets and your home.
Woodland Way, 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.
“Shannon was wonderful. She took great care of our dogs Marlee and Lucy. She kept us updated and sent pictures. Took them for walks. I would highly recommend Shannon to anyone that needs an in-house dog sitter!”
“Adrienne was fantastic with our 3 pets for several days at our house! She communicated well and provided great photos daily. We can highly recommend Adrienne and plan to hire her again.”
“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!”
About: Good on you, friend! You want more than a cold cage for your pup. And you want a family to treat your pup with genuine care and affection when you cannot take her or him with you. So, thank you for your interest in our dog boarding services. As we live in Hagerstown, we offer free shuttle service for our clients along the I-270 corridor—Bethesda, North Bethesda, Rockville, Gaithersburg, Germantown, Urbana, and Frederick. Our clients are very welcomed to pick-up and drop-off at our home if their plans take them through Hagerstown. We're excited to be in our sixth year with Rover! During this time, we developed wonderful and continuing relationships with many of our repeat guests and their parents. Find out for yourself why our clients trust us with their precious furry ones and refer to the Lounge as their dogs' "vacation home"...their dogs' "home away from home"...their dogs’ "second home/family". Many of our guests seem to develop friendships among themselves as they often encounter one another at the Lounge. We also understand that a few of our guests' parents have become familiar with one another and occasionally meet at dog parks for playdates. You are welcomed to apply promo code WARDOL86713 to save $20 if you are new to Rover. If our calendar shows we are unavailable, please don’t hesitate to message us just to be sure…we may be able to squeeze you in🐾🐾 Our flexible schedules allow us to be home when your pet is trusted to our care. Plus, our teenager has a very light after school/summer activities and sports schedule. Together, we are committed to care for our guests just as if they were members of our own family. This includes taking your pooch with us when we need to be away from our home, if that is acceptable to you. We’ll send lots of messages with pics and clips that keep you in touch. And you can call us anytime through our Rover phone number if you ever need to discuss a particular matter. We have a spare room with open beds, large crates, and collapsible kennels are available if required/requested. Please remember to pack your dog’s favorite food, treats, toys, blanket, etc., to make their stay more comfortable. We provide the dog beds, bowls, and potty pads and bags, so there's no need for you to worry about any of that.
“Best house sitter that there ever was!!! She washed and folded the laundry that she used (we didn’t ask her to), she helped out with Buddy, our Elf on the Shelf, and was great with communication.”
“Jessica was awesome! Our dogs loved her and she really stepped in during a time of panic for us when we lost our original dog sitter 2 days before vacation. 5-star rating all around and we will definitely book with her again!”
“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.”
“We happily had Laurie spend a long weekend with our 2 dogs at our house and everything was great! She sent lots of photos of the dogs and they seemed very much like they enjoyed themselves. She even got my picky dog to eat. Respectful with the house and we returned to happy dogs and a clean house.”
“Matt was very professional & attentive. Followed our tips & instructions precisely. He was pleasant & went out of his way to assure our 12 year old sheppard felt loved and comfortable. I will use Matt in the future!”
About: Growing up, learning to take care of different kinds of animals was encouraged. From guinea pigs to horses, I have seen it all. Now living on my own, and having a dog and cat of my own, I know how important it is to have someone you can trust to take care of your animals. I have experience giving a wide variety of medication to both dogs and cats. I do my best to follow any schedule or instructions given by parents and to communicate as much as possible throughout the stay! I’m currently not working so I have plenty of time to care for your animals. I do have a dog and a cat of my own that I will need to stop to check in on during the day, but I do have someone who can stay with them during the night if you do need overnight sitting. I currently only offer pet sitting in the client’s home. I do my best to follow all rules and instructions given, I do prefer any specifics (feeding amounts, any medications, etc.) to be written down just so I can reference back if I need!
“Evangeline was absolutely wonderful with our dog Blue! He looked comfortable in pictures while we were away. He was even cuddled up in her lap in a few! Our house looked just how we left it! She communicated with us daily. Wonderful sitter! We would choose her again!”
“Amber took wonderful care of Fonzie! Fonzie adores her, and it’s great feeling knowing he’s in good hands. Amber sent pictures and updates often. Fonzie enjoyed his vacation away from Mom :)”
“Rochelle is amazing with my fur babies! She’s kind, fun, caring, and so nurturing with them. She kept me updated the whole time with pictures and videos, which gave me so much peace of mind. She’s reliable, honest, and truly treats my babies like her own.”
“I could not have asked for a better person to watch my pups! He provided consistent updates with photos throughout our 4 day trip, he was able to extend watching them past the agreed date due to flight mishaps. I have two very high energy dogs, that love to bark and pull during walks, I personally walk them separately. Devon was able to work on their behavior and etiquette preparing for and during walks and has consistently been able yo walk them together. On some personal thoughtful notes: Some of my orchid flowers dropped and he pressed them for me. And he even left us a welcome home note with some treats for the pups. He is such a kind and thoughtful person, never using anyone else!”
About: I've had dogs and cats for over 25 years and have trained many puppies and raised many rescue animals. Animals are like family to me and I've loved every one. Now that I have the time to help other animals, I'd love to help yours. I'm a retired Federal employee who is available in the morning or afternoon for pet check ins and walks. I live in the Myersville area and would be available to help in the surrounding vicinity. If you need a little space for your dog to run free, I have a fenced in yard with 2 friendly dogs. We usually take our dogs on walks and let them run in the fenced in area. I can walk your dog, check in on them, feed them, and let them out in your fenced yard.
“Leah was great with our babies! She went above and beyond with their care, spending multiple hours with them at a time and really connecting with them! We will absolutely use her for all of our future trips assuming she’s available. 100% recommend!”
The median cost per night for house sitting in Woodland Way is $50
Pet parents share their Rover experiences - Woodland Way
Katherine did a fantastic job caring for our four dogs. She walked them, snuggled them and even took our puppy to her puppy classes. She sent us daily pictures and updates which made us relieved to know our furbabies were in loving care. Katherine also helped to water our plants, take out the trash and recycling and we arrived to a tidy home. Will definitely use her for all of our travels! Thank you so much Katherine!
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.
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. Search
Browse profiles of sitters near you who offer house sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests for house sitting - Woodland Way
Select a filter and find qualifying sitters offering house sitting.Sitters in Woodland Way average 4 repeat house sitting clients
FAQs for House Sitting - Woodland Way
Frequently asked questions about Rover
As of August 2026, there are 1,309 sitters on Rover offering House Sitting across Woodland Way. 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 Woodland Way 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 Woodland Way 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 Woodland Way 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 Woodland Way. On Rover:
- 94% of sitters can help with special care needs
- 100% can help with giving oral medications or injections
- 98% 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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