House Sitting Whispering Woods

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

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Over 92
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
$65
per night
5.0 out of 5 stars
83 reviews
37 repeat clients
22 years of experience
Arnold, MD, 21012

Cheri was a wonderful sitter! She filled in last minute when we had another sitter cancel on us, which was very helpful. She was communicative and our girls seemed happy and healthy when we got home. She left our house in great shape. We will definitely contact her again!

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Lauren S.
Sitter Profile Image: Alexia M.
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Alexia M.
Star Sitter
from
$35
per night
5.0 out of 5 stars
37 reviews
13 repeat clients
10 years of experience
Annapolis, MD, 21409

Alexis took care of my fur babies and helped me out with a last minute trip to take care of a sick family member.

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Emily S.
Sitter Profile Image: Jean L.
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Jean L.
Star Sitter
from
$75
per night
5.0 out of 5 stars
92 reviews
30 repeat clients
10 years of experience
Cape St Claire, MD, 21409

Jean was wonderful. She took care of our two cats for a week. They can be shy, but in each of the photos they were in heaven! The house looked beautiful and she even cleaned all litter boxes before leaving and changed guest room sheets since i was bring home a son who got sick on trip. As to tip I had two envelopes ready before we left—one with tip and second with money she could treat herself to Door Dash. She is definitely a “cat whisperer “ and we would want only to use her in future. A+++

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Jinny J.
Sitter Profile Image: Leigh Ann E.
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Leigh Ann E.
Star Sitter
from
$31
per night
5.0 out of 5 stars
11 reviews
5 repeat clients
37 years of experience
Annapolis, MD, 21403

Leigh Ann was amazing taking care of our dogs and cat while we were on vacation. She sent us regular updates of time spent with our pets. Her attention and care was as if they were her own dogs.

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Lisa M.
Sitter Profile Image: Lee M.
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Lee M.
from
$40
per night
5.0 out of 5 stars
7 reviews
3 repeat clients
8 years of experience
Annapolis, MD, 21409

Lee was an excellent dog and house sitter: sent lots if updates and pictures, took great care of both my dog and house, asked questions when necessary, and left everything in good shape. Highly recommend!

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Rob H.
Sitter Profile Image: Jamie P.
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Jamie P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
126 reviews
48 repeat clients
45 years of experience
Annapolis, MD, 21403

Jamie was easy to communicate with, and just an overall nice person. Our Pitbull and Chihuahua were well cared for- we came home to happy, healthy dogs! She was kind enough to water our plants, too, and we returned to a house that was as clean as we left it. She texted pictures of them daily & we got to just have peace of mind and enjoy our trip. I would definitely call on her in the future, and I would recommend her to friends. Thank you, Jaimie!!!

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nikki
Sitter Profile Image: Karen R.
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Karen R.
Star Sitter
from
$50
per night
5.0 out of 5 stars
10 reviews
5 repeat clients
15 years of experience
Annapolis, MD, 21401

Karen took wonderful care of our dogs, Sam and Tito, for a full week while we were on vacation. She was incredibly responsive, always sending updates and photos when we asked, which gave us so much peace of mind. It was clear our boys were happy, comfortable, and well cared for the entire time. She also left our home in perfect condition, which we really appreciated. We would absolutely book with Karen again and highly recommend her to anyone looking for a reliable, thoughtful sitter!

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Julie G.
Sitter Profile Image: Jacqueline B.
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Jacqueline B.
Star Sitter
from
$55
per night
5.0 out of 5 stars
15 reviews
3 repeat clients
10 years of experience
Annapolis, MD, 21401

Jacqueline was a wonderful sitter! She was responsive, understanding, and communicative. She listened to our care instructions and left our house very neat and tidy. We will definitely work with her again in the future.

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Jack S.
Sitter Profile Image: Violet H.
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Violet H.
from
$45
per night
5.0 out of 5 stars
2 reviews
10 years of experience
Annapolis, MD, 21401

About: From an early age I would take care of my dog by giving him walks and baths etc. I have dog sit for people over night at their house as well as walked other peoples dogs. Im currently a college student home for the summer and am working part time so I have plenty of free time to take care of your pets. I’m available for dog walking and pet sitting throughout the week. I like to give dogs lots of long walks to get their energy out. Also, I like playing with them and snuggling with them. :)

Sitter Profile Image: Leticia S.
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Leticia S.
from
$50
per night
5.0 out of 5 stars
4 reviews
4 repeat clients
2 years of experience
Annapolis, MD, 21401

Leticia was wonderful with our two large dogs! She was punctual, communicative, followed all directions, and took good care of the house too. We’re looking forward to having her watch our dogs more in the future!

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Sarah L.
Sitter Profile Image: Alina C.
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Alina C.
from
$35
per night
5.0 out of 5 stars
9 reviews
6 repeat clients
11 years of experience
Severna Park, MD, 21146

Alina was a great dog sitter for us and did so well with our pup while we were out of town. She’s very kind, responsible and responsive. She also communicated well with us, sent us pictures of walks and cuddles with our pup, and kept us updated, which made us feel very reassured while we were away. I highly recommend her for your pet needs!

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Annabeth K.
Sitter Profile Image: Emma W.
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Emma W.
from
$50
per night
5.0 out of 5 stars
96 reviews
43 repeat clients
13 years of experience
Pasadena, MD, 21122

Emma was great with our golden retriever Gave her lots of love and sent us pictures during her sitting We loved how expensive she was the whole time

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daniel a.
Sitter Profile Image: Justine P.
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Justine P.
from
$55
per night
5.0 out of 5 stars
63 reviews
27 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: Jerad B.
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Jerad B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
11 reviews
4 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: Ava M.
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Ava M.
Star Sitter
from
$90
per night
4.9 out of 5 stars
117 reviews
33 repeat clients
18 years of experience
Annapolis, MD, 21401

Ava is consistently wonderful with our cat snd our anxious, senior dog. She’s super communicative, and puts us at ease. We never worry about leaving town if Ava is with our pets!

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Kelsey C.
Sitter Profile Image: Amber C.
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Amber C.
Star Sitter
from
$110
per night
5.0 out of 5 stars
56 reviews
17 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: Alexandra M.
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Alexandra M.
Star Sitter
from
$75
per night
5.0 out of 5 stars
5 reviews
3 repeat clients
8 years of experience
Annapolis, MD, 21409

About: I have worked alongside my mom who has been with Rover for 8 years! I took care of my own dog in my college dorm for a year as well! I’m currently a student at AACC and I’m working on weekend at a restaurant! Most days, I work on schoolwork and hangout with my own dogs at home! I try to take my dog out every hour to two hours because she loves being outside! I try to give her fresh water every few hours and she is feed twice a day! We also go on walks when it’s nice out!

Sitter Profile Image: Sara M.
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Sara M.
from
$50
per night
5.0 out of 5 stars
23 reviews
6 repeat clients
5 years of experience
Severna Park, MD, 21146

Sara was a lifesaver! She helped house sit our two greyhounds and a guinea pig on short notice, salvaging a family vacation. She was responsive while we were away and when we got home, everything was as we left it and it was clear the dogs (and pig) had been exceptionally well cared for. We'll definitely be requesting her services in the future.

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Lindy F.
Sitter Profile Image: Delaney B.
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Delaney B.
from
$50
per night
5.0 out of 5 stars
9 reviews
1 repeat client
3 years of experience
Arnold, MD, 21012

Delaney was amazing with our energetic 8-month old puppy! She was very communicative, on time, and was willing to accommodate us coming home later than expected. We came home to a very happy and tired puppy!

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Grace K.
Sitter Profile Image: Michael P.
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Michael P.
Star Sitter
from
$90
per night
5.0 out of 5 stars
73 reviews
38 repeat clients
10 years of experience
Arnold, MD, 21012

Michael was fantastic! Our girl Haley loved her time with him! This was evident from the multiple text messages and photos that he sent to us. He was very easy going, prompt & followed all instructions perfectly. We will definitely ask him to care for Haley in the future. His love for animals shines through- we feel fortunate to have found him!

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Lauri N.
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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

We had Cat stay with our fur babies again for a whole week & she was absolutely amazing as always!! we came back to our pets happy & healthy & our house clean. We also never wondered how our pets were doing because she always gave updates with lots of cute pics!! We love Cat 💖💖

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Makayla M.
House Sitting
5.0 out of 5 stars

Ryleigh did a great job! Dogs were happy and house was well kept! Will absolutely hire Ryleigh again!!!

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Amanda K.
House Sitting
5.0 out of 5 stars

Michael was a great sitter for my dog Harper. From the initial meet & great, it was evident that Michael has a good rapport with dogs. Harper seemed to immediately take up with Michael, which was reassuring. He had great communication, providing updates and pics every morning and evening. He was able to get Harper to go for daily walks where previous sitters weren’t able to get Harper to leave the house. I hope to have Michael housesit with my dog in the future.

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Scott M.
House Sitting
5.0 out of 5 stars

Lee has been consistently wonderful. They always keep us updated on our dogs, with pictures and check ins. They are observant and caring towards our dogs, making sure anything out of the ordinary is communicated.

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Casey H.
House Sitting
5.0 out of 5 stars

Delaney stayed at our house with our 2 dogs and did a great job! She sent us pictures and communicated throughout her stay. House was clean as we left it and dogs were happy!! I highly recommend her!!

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Susan O.
House Sitting
5.0 out of 5 stars

Jean did a great job with Sadie. She is a high energy, young dog, and Jean is patient with her. Sadie loves Jean and is always excited to see her.

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Dean B.
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

Our cat seems to like Nico a lot, which matters a lot to us. We've hired Nico several times now, and are always happy with Nico's great communication and care for our cat and house.

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Jim S.
House Sitting
5.0 out of 5 stars

Abigail was great for her stay with our pups. Super kind and attentive. Would recommend for house sitting and pet sitting needs.

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Rebecca L.
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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Page H.
House Sitting
5.0 out of 5 stars

We had a great experience with Alexxis. Our dogs absolutely loved her — it was clear they were comfortable and well cared for the entire time. She was communicative, kind, and made sure to keep us updated with photos. On top of that, we came home to a spotless house, which we really appreciated. It made the whole experience stress-free. Highly recommend and would definitely book with her again!

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Macey W.
House Sitting
5.0 out of 5 stars

Tiff was very easy to communicate with and she did a great job taking care of our dog while we were out of town!

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Katharine S.
House Sitting
5.0 out of 5 stars

I really appreciate that Hannah is willing to dogsitting at last minute notice for thanksgiving. I was scrambling to get both of my dogs at their usual boarding and it’s ending up booked in both locations. Hannah has saved me and the dogs loves her and very playful with her.

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Keith A.
House Sitting
5.0 out of 5 stars

We absolutely loved having Amber care for our two dogs while we were on vacation! She was so kind, reliable, and truly treated our pups like her own. We had a few changes to our vacation dates last minute and she was flexible to accommodate put change. It made things so much less stressful! She spent lots of time at home with the dogs, kept them on their normal routine, and made sure they got plenty of love and attention. We got regular updates and came home to two happy, relaxed dogs. We’re so grateful to have found her and will definitely be booking again!

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Macey W.
House Sitting
5.0 out of 5 stars

Lilly was so great, I can’t recommend her enough. She watched my 2 pups over Labor Day weekend and gave me such peace of mind while I left them. She sent lots of photos and videos of them and followed the care instructions perfectly.

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Courtney J.
House Sitting
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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.

How Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet & Greet

    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

Sitters in Whispering Woods average 4
repeat house sitting clients

FAQs for House Sitting - Whispering Woods

Frequently asked questions about Rover

The average cost for House Sitting in Whispering Woods on Rover is $66.6 per night (as of July 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 July 2026, there are 7,679 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 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 Whispering Woods. On Rover:

  • 92% of sitters can help with special care needs
  • 97% 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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