House Sitting Windsong Farms

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

End
Search

Over 14
pet parents in Windsong Farms have booked house sitting

Windsong Farms, 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.

1 / 1
Sitter Profile Image: Nora A.
Verified Background Check
Nora A.
from
$70
per night
5.0 out of 5 stars
22 reviews
10 repeat clients
15 years of experience
Mount airy, MD, 21771

Nora has been absolutely fantastic! She does drop-in visits when I am away on vacation or out for work. She communicates well and always sends great pictures of my dogs and cat to let me know how they’re doing.

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

Jenny was kind, caring, punctual and a great communicator. She took wonderful care of our sweet puppy while we were away. Jenny also took great care of our home, even getting the mail I forgot to put on hold. Her communication by text both before and during our time away was speedy and she even included photos of our pup having fun. We look forward to Jenny caring for our pup the next time we are away.

Profile image
Karen M.
Sitter Profile Image: Brooke S.
Verified Enhanced Background Check
Brooke S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
20 reviews
8 repeat clients
3 years of experience
Mt Airy, MD, 21771

Brooke took her time to come out and meet with us and our dogs prior to watching them. She took the time to listen to us and answer questions that we had. She was also easy to contact leading up to our trip. Unfortunately, circumstances canceled our trip. But we will not hesitate to contact and use her once again.

Profile image
Darrell T.
Sitter Profile Image: Hannah A.
Verified Enhanced Background Check
Hannah A.
from
$40
per night
5.0 out of 5 stars
26 reviews
8 repeat clients
4 years of experience
Mount Airy, MD, 21771

Hannah took care of our 2 small dogs in our home while we were out of town. She kept us updated daily and sent photos. Hannah did a great job and we would highly recommend!

Profile image
Donna L.
Sitter Profile Image: Layla K.
Verified Enhanced Background Check
Layla K.
from
$60
per night
5.0 out of 5 stars
9 reviews
1 repeat client
3 years of experience
woodbine, MD, 21797

Layla was wonderful… she was a life saver and watched our dog Ted on incredibly short notice. She was great and as long as she is available we will not be using anybody else.

Profile image
Eddie P.
Sitter Profile Image: Addison M.
Verified Enhanced Background Check
Addison M.
from
$35
per night
5.0 out of 5 stars
2 reviews
2 years of experience
New Windsor, MD, 21776

Was very pleased with how well she took care of Hershey. He does not like fireworks and she sat with him while the fireworks are going off up the road. She’s already scheduled to come back and watch her again. I would recommend her to watch anybody’s pet.

Profile image
Tom E.
Sitter Profile Image: Claire V.
Verified Enhanced Background Check
Claire V.
from
$45
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
6 years of experience
Mount Airy, MD, 21771

Claire did great watching our 2 dogs while we went out of town for a week. She sent photo updates several times which was reassuring for us. When we got home the house was still clean and nothing was destroyed (our lab puppy gets into everything so that’s impressive). The dogs were obviously fed, healthy, and happy when we arrived home from our trip. Thanks, Claire!

Profile image
Victoria S.
Sitter Profile Image: Hailey K.
Verified Enhanced Background Check
Hailey K.
from
$50
per night
4.9 out of 5 stars
22 reviews
7 repeat clients
10 years of experience
Sykesville, MD, 21784

We recently had Hailey stay with our 2 older labs (one is blind and requires insulin), 2 cats and a gecko while we were away on vacation for a week. Hailey was wonderful! She kept us updated along with photos of our pups and handled medications and feedings schedules with ease. This was honestly the first time we didn’t worry while on vacation. When we arrived home, our pups and cats were happy and the house was as clean and tidy as it was when we left. I highly recommend Hailey. She is professional, honest, respectful, reliable and very sweet. Thank you Hailey!

Profile image
Jennifer G.
Sitter Profile Image: Lora M.
Verified Enhanced Background Check
Lora M.
Star Sitter
from
$60
per night
5.0 out of 5 stars
127 reviews
34 repeat clients
22 years of experience
Finksburg, MD, 21048

Lora is just so wonderful with Sandy. I think Sandy likes her more than us. I never worry about the house or the dog, even with big summer storms. Lora is great!

Profile image
Kristi E.
Sitter Profile Image: Kerri L.
Verified Enhanced Background Check
Kerri L.
Star Sitter
from
$70
per night
5.0 out of 5 stars
36 reviews
14 repeat clients
8 years of experience
Westminster, MD, 21158

Kerri was wonderful with our pets. The cat hides and is afraid of everyone, but he took to her immediately. She even got a collar on him which I have not been able to do in the 10 years we have had him. The dog is needy and loves snuggles and Kerri gave her lots of love. We would definitely book with her again!

Profile image
Connie G.
Sitter Profile Image: Addie G.
Verified Enhanced Background Check
Addie G.
Star Sitter
from
$70
per night
5.0 out of 5 stars
63 reviews
16 repeat clients
20 years of experience
Montgomery Village, MD, 20886

Addie was amazing! Our pup and Addie had an eventful week with a large thunderstorm that brought multiple house/yard issues. Addie was calm the whole time helping not only our pup but us deal with multiple situations from afar. Our pup was clearly well cared for even during multiple house issues. We cannot thank Addie enough for the car of the pup, but also the willingness to help above and beyond original plans due to unexpected house issues. She’s the best - cannot recommend her enough!

Profile image
Rachel F.
Sitter Profile Image: Conor S.
Verified Enhanced Background Check
Conor S.
from
$40
per night
5.0 out of 5 stars
13 reviews
3 repeat clients
2 years of experience
Clarksburg, MD, 20871

Conor was great. Our dog and cat took to him quickly and we really appreciated the pictures and updates. He also took great care of our house while he was there. We'll happily have him back the next time we need someone to watch our pets.

Profile image
Cassie B.
Sitter Profile Image: Sarah M.
Verified Enhanced Background Check
Sarah M.
from
$40
per night
5.0 out of 5 stars
2 reviews
2 years of experience
Walkersville, MD, 21793

Sarah was great and very courteous!

Profile image
Lindsay H.
Sitter Profile Image: Ronny G.
Verified Background Check
Ronny G.
from
$45
per night
5.0 out of 5 stars
79 reviews
18 repeat clients
16 years of experience
York, PA, 17406

We cannot recommend Ronny highly enough! When another sitter backed out at the last minute, we reached out to Ronny on short notice. He responded promptly and was more than willing to come by for a meet and greet, which immediately put us at ease. From the moment he walked in the door, our cats were comfortable with him which is not always the case. Ronny took his time answering all of our questions and asked thoughtful questions of his own. Even though we admittedly have a very detailed list of instructions, he did an amazing job remembering all the little things and checking in regularly with messages and photos throughout his stay. It was clear that Ronny genuinely cared about making sure our cats were happy, comfortable, and well loved while we were away. He was also incredibly respectful of our home, leaving everything exactly as we left it. He even went above and beyond by offering to clear our driveway after an unexpected snowfall. If you’re looking for someone who truly goes the extra mile and treats your pets like their own, Ronny is absolutely the person to book!

Profile image
Sierra L.
Sitter Profile Image: Casey L.
Verified Enhanced Background Check
Casey L.
from
$25
per night
1 repeat client
10 years of experience
Frederick, MD, 21701

About: I have had dogs my entire life. I’ve had multiple dogs that I’ve raised from puppies into adulthood. So I have experience with every age of dog I can give medication like it’s nobody’s business. I can also handle a puppy. I’m currently working part-time at a restaurant so I either work in the morning or in the afternoon so it gives me plenty of time to be with your dog and give them lots of love I have been dog sitting since four years and have always stayed at a person‘s house. I am a bit of a neat freak so I always clean and can promise that you will come back to a clean house.

Sitter Profile Image: Taylor T.
Verified Enhanced Background Check
Taylor T.
from
$65
per night
5.0 out of 5 stars
53 reviews
22 repeat clients
16 years of experience
Frederick, MD, 21702

Taylor was absolutely amazing! She provided regular updates and beautiful photos. Additionally, she took the time to swift up all the dog hair. She is five stars all around!

Profile image
Tracy H.
Sitter Profile Image: Adrienne C.
Verified Enhanced Background Check
Adrienne C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
57 reviews
28 repeat clients
20 years of experience
Frederick, MD, 21701

I met Adrienne recently to have her pet sit. Upon first meeting, she asked all the appropriate questions about how to care for them. The weekend had some adventures (not fault of hers) but she handled it beautifully and showed so much love for my pets. I absolutely will use her again. ❤️ -from A Veterinarian

Profile image
Jennifer H.
Sitter Profile Image: Eileen C.
Verified Enhanced Background Check
Eileen C.
Star Sitter
from
$140
per night
4.9 out of 5 stars
62 reviews
17 repeat clients
6 years of experience
Damascus, MD, 20872

If I could give Eileen more than five stars, I absolutely would! We hired Eileen to stay in our home for six days while caring for our two dogs, who couldn’t be more different. Our one-year-old Golden Retriever, Lilo, is full of energy, always ready to play, and constantly looking for something to do. Our 16-year-old poodle mix is enjoying his retirement and prefers a much slower, more relaxed pace. Eileen immediately understood both of their personalities and tailored her care to each of them perfectly. She kept Lilo engaged, entertained, and even helped her learn new tricks during the week, while also making sure our senior dog was comfortable, happy, and given all the patience and gentle care he deserves. It was obvious from the updates that both dogs absolutely adored her. One of the things we appreciated most was her communication. She sent us frequent updates, photos, and messages that gave us complete peace of mind while we were away. She followed every instruction we left, paid attention to every detail, and treated our dogs as if they were her own. When we returned home, our house was spotless—honestly, it looked just as good as when we left. It’s rare to find someone who not only takes exceptional care of your pets but also treats your home with the same level of respect and care. The greatest compliment we can give is that we never once worried while we were away. We were able to fully enjoy our trip because we knew our dogs were in the best possible hands. We cannot recommend Eileen highly enough. If you’re looking for someone who is kind, responsible, communicative, trustworthy, and genuinely loves animals, look no further. We will absolutely be booking her again!

Profile image
Diego S.
Sitter Profile Image: Keira J.
Verified Enhanced Background Check
Keira J.
Star Sitter
from
$55
per night
5.0 out of 5 stars
13 reviews
6 repeat clients
3 years of experience
Woodlawn, MD, 21244

Keira is so fantastic! My dog is still a little bit nervous because Keira is new, but she really takes it in stride and seems to magically make my dog more comfortable. Keira is so patient, kind, and gracious, highly recommended if your pup tends to be the nervous kind.

Profile image
Micki D.
Sitter Profile Image: Hannah W.
Verified Enhanced Background Check
Hannah W.
from
$45
per night
7 years of experience
Gaithersburg, MD, 20882

About: With over seven years of professional experience in animal care, I’m passionate about providing safe, compassionate, and reliable care for every pet I meet. My background includes managing a busy doggy daycare, working as a veterinary assistant in a veterinary hospital, earning my PetSmart Pet Care Certification, and providing dependable in-home pet sitting for families. I’m experienced with dogs and cats of all breeds, sizes, ages, and temperaments, and I’m comfortable administering medications and recognizing signs that may require extra attention. Whether your pet needs drop-in visits, overnight care in your home, daily walks, playtime, or extra TLC, you can feel confident knowing they’ll be treated with the same love, patience, and attention I’d give my own. I currently work part-time, which gives me a flexible schedule and plenty of availability to provide attentive, reliable care for your pets. Whether you need weekday visits, weekend care, overnight stays, or last-minute drop-ins, I’m happy to work with your schedule whenever possible. I believe pets thrive when they receive consistent care and attention, and I have the time to make sure they get exactly that while you’re away. Your pet’s safety, comfort, and happiness are always my top priorities. Whether I’m caring for your pet in your home or welcoming them into mine, I’ll make sure they receive the same love, patience, and attention I’d give my own pets. I understand that every animal has unique routines, preferences, and needs, so I take the time to learn what makes them feel most comfortable. In your home, I’ll respect your space, follow your pet’s routine as closely as possible, provide plenty of updates with photos, and make sure your home is left just as I found it. If your pet is staying with me, they’ll have a clean, safe, and calm environment with constant supervision, plenty of enrichment, exercise, fresh water, and lots of affection. With my background as a doggy daycare manager, veterinary assistant, and professional pet sitter, I’m experienced in recognizing changes in behavior or health, administering medications when needed, and responding calmly in unexpected situations. My goal is to build a trusting relationship with both you and your pet, so you can enjoy peace of mind knowing they’re in caring, experienced hands while you’re away.

1 / 1
View more

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

Pet parents share their Rover experiences - Windsong Farms

1 / 1
5.0 out of 5 stars

Brooke took her time to come out and meet with us and our dogs prior to watching them. She took the time to listen to us and answer questions that we had. She was also easy to contact leading up to our trip. Unfortunately, circumstances canceled our trip. But we will not hesitate to contact and use her once again.

Profile image
Darrell T.
House Sitting
5.0 out of 5 stars

Sofia spent a lot of time with my dog, which made me feel so good. He was happy when I got home, and he looked great. I will definitely call on her in the future.

Profile image
Megan W.
House Sitting
5.0 out of 5 stars

Very pleased with Taylor. Have you used her before. Will use her again in the future. Hershey seems to be very happy when I come home. I’m sure a lot of it to do on how well she treats Sam. She sent me pictures several times and gave me updates on how he was doing.

Profile image
Tom E.
House Sitting
5.0 out of 5 stars

Alaina is great! We were able to do a meet and greet before this visit and the dogs loved her. One of our pups can be pretty anxious and we came home to a calm house! Would definitely book her again

Profile image
Julianne H.
House Sitting
5.0 out of 5 stars

Zoe is amazing! She took great care of the pups and kept in contact with pictures! Will definitely use Zoe again for our next trip!

Profile image
Chelcee P.
House Sitting
5.0 out of 5 stars

We had the best experience with Jenny S. We booked a weekend in house stay, for our daughter’s wedding. The animals were well taken care of, and very happy. She sent us daily photos, and we got to see how well they were doing. I highly recommend Jenny, it was wonderful.

Profile image
Pam D.
House Sitting
5.0 out of 5 stars

Kaylie was great with Millie! Millie felt so comfortable with her. Lots of playing, walks and snuggles!

Profile image
Mary-Kate Q.
House Sitting
5.0 out of 5 stars

Nadia stayed at our house with our dogs and was great! Super easy to communicate with and our dogs loved her. Would highly recommend using her for pet sitting!

Profile image
Lauren A.
House Sitting
1 / 1
Find pet care near you

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. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for house sitting - Windsong Farms

Select a filter and find qualifying sitters offering house sitting.

Sitters in Windsong Farms average 4
repeat house sitting clients

FAQs for House Sitting - Windsong Farms

Frequently asked questions about Rover

The average cost for House Sitting in Windsong Farms on Rover is $44.4 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .

As of August 2026, there are 8,709 sitters on Rover offering House Sitting across Windsong Farms. 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 Windsong Farms 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 Windsong Farms 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 Windsong Farms 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 Windsong Farms. On Rover:

  • 92% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 95% 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge