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: Alexia M.
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Alexia M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
43 reviews
15 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: Cheri F.
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Cheri F.
Star Sitter
from
$65
per night
5.0 out of 5 stars
85 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: Leigh Ann E.
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Leigh Ann E.
Star Sitter
from
$31
per night
5.0 out of 5 stars
18 reviews
6 repeat clients
37 years of experience
Annapolis, MD, 21403

Highly recommend Leigh Ann! She took great care of my 2 pups, provided pictures every day kept me updated. If there were any issues not only that tidied up my house before we returned, which I don’t think should always be expected, but 100% appreciated. Highly recommend if you want peace of mind with your precious fur babies.

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

Jean was really lovely with our 4 cats while we were out of town for 11 days. The cats have some quirks, but Jean took everything in stride and treated them with the same love and care that I imagine she gives to her own pets! The cats were happy when we got home and Jean had spruced up around the house a bit for our return, which was a nice touch and much appreciated. I'm sure we will be asking for Jean's help again.

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Daphne S.
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 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: Jacqueline B.
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Jacqueline B.
Star Sitter
from
$55
per night
5.0 out of 5 stars
20 reviews
5 repeat clients
10 years of experience
Annapolis, MD, 21401

Jacki was superb! She thoughfully sent photos of Shelly every day. The. house was as clean as a whistle and everything was just as perfect as should be. I would have Jacki back in a heartbeat if she were available.

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Eileen M.
Sitter Profile Image: Jerad B.
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Jerad B.
from
$50
per night
5.0 out of 5 stars
12 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: Lee M.
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Lee M.
from
$40
per night
5.0 out of 5 stars
9 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: Delaney B.
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Delaney B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
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: Ryleigh P.
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Ryleigh P.
from
$65
per night
5.0 out of 5 stars
41 reviews
11 repeat clients
13 years of experience
Arnold, MD, 21012

I highly recommend Ryleigh! She took amazing care of our fur baby and sent us many updates and pictures which we loved :) she stayed at our home and left it in perfect condition, we will definitely use her again!

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Sarah B.
Sitter Profile Image: Ava M.
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Ava M.
Star Sitter
from
$90
per night
4.9 out of 5 stars
119 reviews
34 repeat clients
18 years of experience
Annapolis, MD, 21401

Ava and our pup have formed a great bond and we appreciate that we have someone we can rely on to watch him when we go out of town. Ava always sends updates and photos and we know our pup has a great time!

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Ally K.
Sitter Profile Image: Jamie P.
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Jamie P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
127 reviews
49 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: Owen K.
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Owen K.
Star Sitter
from
$31
per night
4.9 out of 5 stars
51 reviews
6 repeat clients
10 years of experience
Severna Park, MD, 21146

Owen was fantastic. Not only was he responsive but the dogs were well taken care of. They were walked, fed, played with, and given a lot of love. While he was watching the pups he also kept the house clean. I got daily pictures ands updates which helped to put my mind at ease about my pups while I was on vacation. I will use Owen again

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John V.
Sitter Profile Image: Leticia S.
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Leticia S.
from
$50
per night
5.0 out of 5 stars
6 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: Justine P.
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Justine P.
from
$55
per night
5.0 out of 5 stars
65 reviews
30 repeat clients
31 years of experience
Pasadena, MD, 21122

Justine was a fantastic dog sitter! She kept us updated with photos and put us at ease that our Georgie was well taken care of and in good hands. Justine is someone you can count on to be there and without worrying throughout your time away from your buddy.

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brian w.
Sitter Profile Image: Violet H.
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Violet H.
from
$42
per night
5.0 out of 5 stars
4 reviews
10 years of experience
Annapolis, MD, 21401

Violet took great care of our pup (and our home). She was very responsive, highly communicative, and followed all of our care requests. Not too mention she provided plenty of snuggles for our boy. Would recommend and hire again.

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Krista M.
Sitter Profile Image: Kayla C.
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Kayla C.
from
$50
per night
5.0 out of 5 stars
2 reviews
8 years of experience
Arnold, MD, 21012

Kayla did a great job and my dog fell in lover with her. Would definitely use her again.

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Daniel M.
Sitter Profile Image: Alexandra M.
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Alexandra M.
from
$90
per night
4.2 out of 5 stars
6 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: Nolan C.
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Nolan C.
from
$31
per night
10 years of experience
Annapolis, MD, 21409

About: I have taken care of different types of dogs and including in home stay, walks, puppies etc and had my own dog since I was 12. I have lots of experience in caring for animals from reptiles to mammals. I am very physically active and love to spend time outside so long walks and exercise is both fun for me and your pet. I am currently looking for a part time job my schedule is open for the relative future and any changes to my schedule will be minimal, I am fully available for a consistent walking or care schedule for your pet. I care for my dog with long walks, exercise/play time with his favorite toys or enrichment games. I also have a back and front yard at my house that my dog loves to play in with a park and beach access that allows dogs. When I care for bigger dogs I love to take them to the park in my neighborhood or one nearby to play fetch.

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.
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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

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

Lee did another great job caring for our kitty Roxie and house sitting for a week. Lee communicates frequently with updates and pictures and is very responsive before and during the stay. Most importantly, Roxie and Lee bond with each other and it gives us peace of mind that both Roxie and our house are cared for when we are away.

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Elihu M.
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

On time, responsible and considerate. Took care of my dog when he got sick and made him special food. Very clean and thoughtful and kind.

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Linda F.
House Sitting
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

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

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

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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.

  • 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
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Popular requests for house sitting - Whispering Woods

Select a filter and find qualifying sitters offering house sitting.

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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