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!”
“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!”
“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.
“Jessica was fantastic. This was the first time we had someone sit in our house for our dog Clyde. He gets anxious when he is not with our family. When we returned from our trip he was still his happy self. No stress or anxiety. Jessica took great care of Clyde and our home! We will definitely use Jessica again.”
“Brittany stayed at our house with our 2 dogs and took excellent care of everything. Great communication, lots of pictures. Followed all instructions regarding care for the dogs and the house. Returned home to happy dogs and a clean house.”
“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!”
“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.”
“Leah stayed with our pups for the weekend. pups They were comfortable with her right from the start. She kept us informed all weekend with lots of pics and left the place looking great.”
“Tess is clearly great with animals. Our pup was happy when we got back, a clear sign she was in good hands. Highly recommend Tess to any pet parent looking for someone dependable and caring.”
“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.”
“Our dogs love her and the house was left perfect after she left. One of our dogs is old and needs care every 4 hours or less and some pills. He is also deaf and uses sign language to communicate. She was able to handle all of this no problem. Booking her again for our next trip!”
“Our sweet Gimli was happy with Marilyn! She was very responsive and reliable. She shared happy photos of our dog! I appreciated finding our home just as we left it! I would recommend Marilyn for watching your pets!”
“Kaila was amazing!! She took care of my German Shepherd while I was away for the weekend. She kept me updated the whole time and I’m so grateful she took such a good care of my baby!”
About: I’ve always loved dogs and have lots of experience caring for them. I regularly dog sit for neighbors, family friends, and people I know, and I’m comfortable caring for dogs with different personalities, energy levels, and needs. I have experience caring for multiple dogs at once, longer stays, and administering medication when needed. I’m reliable, patient, and attentive, and I genuinely enjoy spending time with dogs—whether that means going for walks, playing, giving them plenty of attention, or simply keeping them company. I’ll treat your dog like my own and make sure they feel safe, comfortable, and well cared for while you’re away. I work as a teacher’s assistant at a middle school during the school year. I’m available for pet care in the mornings before work and am home around 4 PM, giving me plenty of time for walks, playtime, feeding, and attention in the afternoons and evenings. My weekends are generally free and give me additional flexibility for longer visits and overnight stays. I’m happy to follow each pet’s usual routine and make sure they receive the care, exercise, and companionship they need. Whether I’m caring for your dog in my home or yours, I want them to feel safe, comfortable, and cared for. I have a clean, tidy, and quiet one-bedroom apartment that’s welcoming to dogs, with plenty of space for them to relax! I’ll take the time to get to know your dog, follow their normal routine, and give them lots of attention and care. My goal is for them to feel comfortable with me and enjoy their time while you’re away!
“Maureen was great with Mack. Did a meet and great last minute for me. Left our house better than we left it:) Maureen was really patient with our highly anxious dog. Great communication and sent lots of pictures. I felt very comfortable leaving our dog with Maureen and will use again very soon!! Thank you Maureen!!”
“⭐️ ⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️⭐️ I cannot express enough gratitude for Crystal! This was my first time using Rover, and I was incredibly anxious about leaving my dog, Money, who struggles with severe separation anxiety. Crystal stepped in last minute and provided the most loving and attentive care I could have hoped for. She was patient, understanding, and went above and beyond to make sure Money felt safe and comfortable. I truly felt at ease knowing he was in such great hands. If you’re looking for someone who genuinely cares about your pet as if they were her own, look no further—Crystal is amazing! I will definitely be booking with her again. Highly recommend!”
“Maria is the best! She was so kind, accommodating to our specific needs, communicated very well, and loved my kitten as if he were her own. We are incredibly thankful to have found her and look forward to working with her again in the future.”
About: My background includes fostering for the local SPCA, volunteering at a horse rescue/therapeutic riding lessons and supporting my senior citizens by helping care for their beloved pets. Whether it daily care, companionship, or special attention for senior pets. I am dedicated to providing reliable, gentle care that gives pet owners peace of mind and keeps their pets happy, comfortable and well care for. I currently work full-time. My routine with pet care during the week while working is walking at least twice a day with lots of cuddles and talks before leaving, make sure house is secure and safe and puppies are crated, special room or outside depending on safety/weather. Left with toys and/stress relievers. After work, potty, fetch, catch and walks. They depending on weather playtime until bedtime. Non working days, Walks are the same plus plan social play time or easy hike walk, or water play etc. Anxious days usual comes with lots of attention. Hyper days lots of fetch, catch and brain games. Even spa days of bath and brushing. Fresh water throughout the day and follow feeding schedules plus meds if needed. Illness or injury call parents and/or vet with permission transport to location that needed regular vet or emergency vet Safety and less stress is best for all. Safety checks and walk throughs house and yard daily. Monitor pets and be aware of their whereabouts. Check fur and skins at least once a day depending on season and living area. Follow schedule and requirements of the family. Communicate to family on daily basis and share pictures.
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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