House Sitting Whispering Woods

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

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Over 100
pet parents in Whispering Woods have booked house sitting

Whispering Woods, 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: Cheri F.
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Cheri F.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 87 reviews
37 repeat clients
22 years of experience
Arnold, MD, 21012

“Cheri was extremely helpful and accommodating to our last minute travel plans. She also won over our shy rescue and was cuddling her in 2 days! Thank you, Cheri!”

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Sydney D.
Sitter Profile Image: Jamie P.
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Jamie P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 128 reviews
50 repeat clients
45 years of experience
Annapolis, MD, 21403

“Jamie once again did great with the fur babies. I felt so comfortable leaving my reactive cattle dog. She also watched my cat and watered the plants. There was a big storm the night before we came back and a neighbors tree fell in our yard and she sent pictures and told us about the situation. We will use Jamie again in the future!!!”

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Erin L.
Sitter Profile Image: Ryan L.
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Ryan L.
Star Sitter
from
$90
per night
5.0 out of 5 stars
• 19 reviews
8 repeat clients
25 years of experience
Annapolis, MD, 21409

“Ryan was absolutely great! He pinch-hit for a Rover cancellation at the last minute, and was able to come for a meet & greet the day before sitting for our dog. He and Rory hit it off immediately and pics confirmed how much fun they had. Ryan takes his job seriously and asks lots of questions about routine, food, etc. We would not hesitate to use Ryan's services again. Two thumbs way up!”

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Lois B.
Sitter Profile Image: Karen R.
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Karen R.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 11 reviews
5 repeat clients
15 years of experience
Annapolis, MD, 21401

“Karen was great with our four animals (dogs and cats)! Karen was communicative, provided great updates, and let us know when one of our cats was having a minor potential health issue. Would recommend and I know our pets are already looking towards when Karen will be back to see them again!”

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Marie C.
Sitter Profile Image: Leticia S.
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Leticia S.
from
$50
per night
5.0 out of 5 stars
• 11 reviews
5 repeat clients
3 years of experience
Annapolis, MD, 21401

“Leticia took care of our three dogs, one of which is a puppy that is terrified of new people. Leticia took extremely good care of all three of them. She was communicative and thoughtful throughout the entire stay. Would recommend!”

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Sarah L.
Sitter Profile Image: Code & Dana S.
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Code & Dana S.
from
$50
per night
5.0 out of 5 stars
• 3 reviews
10 years of experience
Severna Park, MD, 21146

“Code and Dana were amazing! They sent pics daily of their walks and kept me updated on my picky eater. Code came early the day we left to feed and walk the dogs with me to understand what challenges they may see. We have 3 dogs so it’s not always easy to find sitters who can handle them but they made it seem easy. I really can’t recommend them enough. The house was cleaner than how I left it too!! Don’t question it-just book them!!”

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Nicole D.
Sitter Profile Image: Jerad B.
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Jerad B.
from
$50
per night
5.0 out of 5 stars
• 14 reviews
6 repeat clients
15 years of experience
Annapolis, MD, 21401

“Jerad did an awesome job with Samson. Followed the instructions perfectly and was a great friend to our little guy. Took him on walks and sent lots of updates. Would definitely recommend!”

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Clay K.
Sitter Profile Image: Elizabeth W.
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Elizabeth W.
from
$80
per night
5.0 out of 5 stars
• 9 reviews
6 repeat clients
7 years of experience
Annapolis, MD, 21401

About: Hi! I’m Liz — an animal lover with a flexible remote work schedule and years of experience caring for friends’ and family members’ dogs. I’ve also fostered before, so I’m comfortable with dogs of all breeds, sizes, and personalities. As a dog owner myself, I know how important it is to find someone you can count on. I take that trust seriously and always aim to make things stress-free while you’re away — with regular updates, photos, and plenty of care and attention. Whether it’s daily walks, drop-in visits, or overnight stays, I’m dependable, patient, and genuinely enjoy spending time with dogs. Your pup will be in great hands with me. I currently work a hybrid schedule. I work in the office on Wednesdays and Thursdays, and I’m home the rest of the week, which gives me plenty of flexibility for walks, drop-ins, and overnight stays. When I’m caring for pets in a client’s home, I always treat it with the same care and respect as my own. I stick to your pet’s normal routine — walks, meals, and downtime — to keep them comfortable and relaxed. I make sure doors and gates are secure, follow all instructions closely, and leave your home just as I found it. You’ll get regular updates and photos so you always know how your pet’s doing while you’re away.

Sitter Profile Image: Cassandra R.
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Cassandra R.
from
$40
per night
5.0 out of 5 stars
• 26 reviews
7 repeat clients
8 years of experience
Annapolis, MD, 21403

“Cassandra was so great with Roscoe! She was very communicative about him and the home. He got along great with her and we felt safe knowing she was taking care of him. Awesome job!”

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Monique W.
Sitter Profile Image: Owen K.
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Owen K.
Star Sitter
from
$31
per night
5.0 out of 5 stars
• 73 reviews
12 repeat clients
10 years of experience
Severna Park, MD, 21146

“Oh, I’m not quite sure where to begin. Owen is such an incredibly sweet, caring and kind young man! We’ve used Rover several times as well as neighbors and friends and family over the years to watch our dogs (we have a 1.5 year old golden doodle, a 7-year-old mini cockapoo, and a 12 yr old miniature boxer) we decided to take a last minute vacation to go see our daughter in North Carolina, which means we were gonna be a good 6 to 7 hours away as well from our dogs, which was nerve-racking and none of our usual people were available. In fact, I couldn’t find anyone available because of the short notice in the five star review arena. I was hesitant to book Owen because the Rover rating had him only like a 2 1/2 star review. But I read the comments and he had two other five star raving reviews and then just one pretty negative rating, but my gut just kept bringing me back to him telling me to give him a chance, so I did. Well you know the saying, “Always trust your gut?” Definitely didn’t fail us with Owen! Our dogs can be pretty intimidating when someone comes up to our dorm. They barrow and sound really ferocious and then they jump all over you be a handful. Owen took right to them and they took right to him! Oh, I forgot to mention the other thing I was nervous about with booking Owen is that he is male. My boxer is not usually a fan of guys whatsoever and he’s super protective if I’m the only one around and not only did he not growl or act standoffishat all towards Owen he seemed like he had known him forever! I honestly wish I could share the photos on here of that same dog Ling with Owen and one of the several photos he sent me. He did every single thing I asked 100% correctly! Which honestly that’s shocking because I leave a full one page document single spaced typed out for people staying at our house watching the dogs and I expect people to forget or missstuff it because it is a lot! Heck my husband and teenage son that live with the dogs full-time don’t remember everything that I want done. Lol Owen didn’t miss a single thing! On top of that, I also have Ringcameras all around the exterior of my home and he played with them and loved on them and they loved on him. In fact I think they even slept with him at night! Lol we got daily check ins from Owen and anything that he noticed was concerning or had questions on he messaged us. And was always super apologetic about disturbing us on vacation. He’s probably nice to a fault Ha! He also washed his bedding in the bedhe stayed in, put our dishes away and some other things which 110,000% is not expected at all! The other thing was shocking is whenever we leave even if family is watching the dogs the dogs will rarely eat and they were so comfortable with him they ate normally! Fortunately with us, we’ve never had any bad experiences with anyone we’ve used on Rover and I would have any of them back again! That being said, there’s just such a loving kind energy that comes off of him that the dogs pick up on so he will be my first call for our next vacation. My husband and I were so impressed with him. We’ve actually thought about reaching out to Rover and seeing if that one negative review could be removed because I get everyone has different experiences, but I just don’t know how there could’ve been such an enormouschange from that review to now is, it’s just not even his character or personality which you will understand if you book him which I highly recommend you do! He should be there with the other five star people, hands-down! So Owen, thank you so very much for loving our babies while we were gone and making us feel so so very comfortable that I don’t have to stress about leaving again! You are a kind soul and I know you had asked me for any tips or suggestions or feedback I can give you for the next time that you can improve on and young man I cannot think of a single thing and that is saying a lot coming from someone like me who is a perfectionist and OCD! We can’t wait to have you over again and I know Jax,Nahla and Montana can’t wait for you to come and stay again also!”

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Vanessa B.
Sitter Profile Image: Amber C.
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Amber C.
Star Sitter
from
$110
per night
5.0 out of 5 stars
• 62 reviews
18 repeat clients
12 years of experience
Annapolis, MD, 21409

“Best river experience we have had thus far! Highly recommend Amber!!!”

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Richard C.
Sitter Profile Image: Jacob B.
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Jacob B.
from
$100
per night
5.0 out of 5 stars
• 92 reviews
19 repeat clients
15 years of experience
Crownsville, MD, 21032

“Dogs loved their time with Jacob. He good them on long walks every day - despite the cold weather. Lots of pics each day. Will definitely use him again!”

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Catherine A.
Sitter Profile Image: Justine P.
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Justine P.
from
$60
per night
5.0 out of 5 stars
• 79 reviews
36 repeat clients
31 years of experience
Pasadena, MD, 21122

“We couldn’t be more grateful for the care Justine provided. From the beginning, communication was clear, prompt, and professional and we received regular updates and photos, which made being away so much easier. When we returned home, our dog was happy, relaxed, and clearly well cared for. That says everything. We would absolutely book again and highly recommend them to anyone looking for a trustworthy, responsible, and compassionate dog sitter.”

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Aaron C.
Sitter Profile Image: Marley D.
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Marley D.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 61 reviews
22 repeat clients
15 years of experience
Annapolis, MD, 21401

“Marley is so sweet and reliable with my dog. Highly recommend!”

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Courtney R.
Sitter Profile Image: Loretta J.
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Loretta J.
from
$30
per night
10 years of experience
Pasadena, MD, 21122

About: I have taken care of dogs, cats, bearded dragons and snakes for family, friends, and strangers over several years. I am willing to take care of any animal(s), no matter the temperament or how exotic it may be. As long as there are clear instructions and direct communication, I am able to be responsible any animal(s). My primary job is with Maryland Department of Natural Resources and with certain assignments there is no rescheduling. This assignments are generally on weekends from 11:00 AM - 5:00PM. I am still able to arrive early in the morning and in the afternoon on these days, otherwise that I am available most of the week. My calendar will be up to date at the beginning of every month. I can come to your home but I cannot use my own. I am willing to send pictures of your animal(s) every minute if you miss them and need to know how they are doing.

Sitter Profile Image: Nan O.
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Nan O.
from
$45
per night
4.8 out of 5 stars
• 9 reviews
2 repeat clients
3 years of experience
Arnold, MD, 21012

“Nan was so much fun to work with and took amazing care of our 3 cats in our home! We appreciated the pictures of them while gone and her sense of humor!”

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Alix B.
Sitter Profile Image: Bryan G.
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Bryan G.
Star Sitter
from
$134
per night
5.0 out of 5 stars
• 92 reviews
30 repeat clients
27 years of experience
Annapolis, MD, 21401

“We had a fantastic experience with Bryan who took care of our dog for a week in our home. He was incredibly responsible, kept us updated, and our dog was completely happy and well-cared for when we returned. Highly recommend his services!”

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Nancy R.
Sitter Profile Image: Syler F.
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Syler F.
from
$120
per night
4.9 out of 5 stars
• 11 reviews
2 repeat clients
10 years of experience
Annapolis, MD, 21403

“Syler took great care of my two dogs. One has low vision problems and the other is super rambunctious. She was very communicative and sent daily pictures. She washed the bedding when one of the dogs became sick, kept a close eye on her, and made sure to let me know that she was doing better. I look forward to using Syler again.”

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Susan M.
Sitter Profile Image: Annah & Meara Y.
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Annah & Meara Y.
Star Sitter
from
$150
per night
5.0 out of 5 stars
• 24 reviews
4 repeat clients
10 years of experience
Glen Burnie, MD, 21060

“We feel so lucky to have found Annah & Meara on Rover! Working with them has been so easy and such a pleasure! It was our first time leaving our pup with anyone, and we were a bit nervous. Annah & Meara understood our concerns and were so reassuring and kind. They took amazing care of our pup - so much so that we were worried she would prefer them to us when we got back :) The communication was regular and reliable while we were away and we got plenty of photos that really gave us piece of mind. I couldn't recommend them more highly!”

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Lisa A.
Sitter Profile Image: Jacqueline G.
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Jacqueline G.
from
$85
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
14 years of experience
Crownsville, MD, 21032

“Jacqueline was the BEST for my highly needy anxious dog!”

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Meredith C.
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The median cost per night for house sitting in Whispering Woods is $50

Pet parents share their Rover experiences - Whispering Woods

1 / 1
5.0 out of 5 stars

Michael took great care of our big dog, Winston while we were away. It was Winston's first time completely alone during a trip and Michael kept us updated and sent us lots of pictures. We will definitely hire him again!

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Amy W.
House Sitting
5.0 out of 5 stars

Nico was great. They sent us update pics and kept in touch. Nico took great care of our senior dog AND our puppy. Would book Nico again.

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Brian D.
House Sitting
5.0 out of 5 stars

Lee is a great house sitter for our kitty Roxie. Responsive, responsible, communicative, and Roxie is very happy. 100% recommend Lee!

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Elihu M.
House Sitting
5.0 out of 5 stars

Alexxis was great. She stayed at my house and took great care of my two dogs and cat. Would definitely recommend.

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Elizabeth M.
House Sitting
5.0 out of 5 stars

Excellent sitters who paid special attention to the needs of my pups and kept me updated regalarly with photos and texts. I would definitely book again!

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Keith S.
House Sitting
5.0 out of 5 stars

Jean is fantastic! We have recently moved and my dog can be a bit anxious and is getting used to a new environment. Charlie (My Mini-Aussie) loved Jean immediately and Jean played with her, walked her and made sure that she felt comfortable. I would highly recommend Jean!

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Catina B.
House Sitting
5.0 out of 5 stars

Kayla did an amazing job dog sitting in my house for my 11 year old dog Zoey. Kayla was very friendly and Zoey loved her. Kayla cared so well for Zoey and when I got home I saw that Kayla had washed her own bed sheets!.I definitely recommend Kayla for any pet sitting job and would most definitely hire her again!

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Janine R.
House Sitting
5.0 out of 5 stars

Lisa is a fantastic pet sitter! Our mini-Australian Shephard loves her! She is a great communicator and provided updates and pictures of our dog! We highly recommend her!

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Catina B.
House Sitting
5.0 out of 5 stars

Cheri was absolutely amazing! She watched my puppy while I was getting ready for my wedding and during the evening. I was able to feel at ease knowing she was being taken care of. Cashew loved her right away! Thank you Cheri.

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Amanda M.
House Sitting
5.0 out of 5 stars

Avery stepped up when we really needed her with only a couple of weeks notice for our honeymoon, and stayed for a full 2 weeks watching our two young goldens, including one that’s still a 8 month old puppy. She did an awesome job with them, was a great communicator, and sent tons of good pictures. Don’t know how we would have been able to enjoy our big trip without knowing they were in good hands with her. She also helped out around the house with cleaning, watering plants, pool maintenance, and even dealing with a repairman on a dryer issue that happened right as we were leaving town. She certainly went above and beyond and we couldn’t recommend her enough!!

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Clay K.
House Sitting
5.0 out of 5 stars

Leah was great! She sent photos and videos daily while we were gone, and she took great care of our place. We will definitely work with her again.

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Bobby M.
House Sitting
5.0 out of 5 stars

Absolutely! Here’s a warm, genuine Rover review: Ally was absolutely wonderful with our dog Daisy! She took care of her for a long weekend and was so sweet, communicative, and attentive throughout her stay. We felt completely comfortable knowing Daisy was in such great hands. To top it off, all of our fire alarms unexpectedly went off while we were away, and Ally handled the situation so calmly and responsibly. We really appreciated how she kept us informed and took care of everything. We would absolutely recommend Ally and would love to have her watch Daisy again!

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Jessica & Matthew O.
House Sitting
5.0 out of 5 stars

Ryleigh was great at house sitting our dog and apartment. Communicative and we came back to a happy dog!

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Jack S.
House Sitting
5.0 out of 5 stars

Caroline was awesome! Great with our dogs, sent a lot of great pictures, and a great communicator. Would definitely recommend

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Clay K.
House Sitting
5.0 out of 5 stars

Violet was the best pet sitter for our shy boy, Duke. She came over for meet and greets to ensure our pet was comfortable for her to stay with. Violet sent constant updates and pictures. We can’t recommend her enough!

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Adriana T.
House Sitting
5.0 out of 5 stars

Kevin was wonderful! He communicated with us regularly and included photos. He took excellent care of all our pets and our house. We are grateful to have Kevin as a sitter and will definitely use him again in the future.

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Eliza N.
House Sitting
5.0 out of 5 stars

Alexia took amazing care of my dog, Hazel. She sent me updates throughout her stay and kept in contact frequently. I would absolutely ask Alexia to watch my dog again!

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Kasey R.
House Sitting
5.0 out of 5 stars

Julia is a great dog sitter and has sat for our 2 dogs multiple times. The dogs love her and she has done a great job communicating and providing photos throughout the time she was watching the dogs.

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christina h.
House Sitting
5.0 out of 5 stars

Sara met the dogs and two separate occasions before the actual reserved time. The dogs instantly fell in love with her. Sara let the dogs sleep with her, as I do. It warmed my heart to know that someone else was willing to care for & love them as I do. She's a great sitter for your animals.

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Sylvia D.
House Sitting
5.0 out of 5 stars

We love having Cailin stay and care for our dog and cats when we are away. She is reliable and loves them like her own - we are so grateful to have found her! We always use her when she is available.

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  • 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

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  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How to book house sitting

  1. 1. Search

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

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Popular requests for house sitting - Whispering Woods

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Sitters in Whispering Woods average 4
repeat house sitting clients

FAQs for House Sitting - Whispering Woods

Frequently asked questions about Rover

The average cost of House Sitting in Whispering Woods is $68 per night as of November 2026. Most bookings cost between $39 and $89 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of November 2026, there are 7,480 sitters on Rover offering House Sitting across Whispering Woods. 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 Whispering Woods 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 Whispering Woods 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 Whispering Woods 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.

sitters on Rover set their own cancellation policy, which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

Yes, you can find sitters who have experience with handling special pet needs in Whispering Woods. On Rover:

  • 86% of sitters can help with special care needs
  • 91% 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.

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