House Sitting Whispering Woods

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

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Over 102
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
• 48 reviews
16 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
$70
per night
5.0 out of 5 stars
• 86 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: Lisa H.
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Lisa H.
from
$50
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
5 years of experience
Arnold, MD, 21012

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

“Jean took great care of our three very social cats and spent the nights with them! Her communication was great and we received regular updates and pictures! It was so nice to travel and know our babies were being spoiled rotten!”

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Alix B.
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 is a sweetheart and takes such good care of our Bear. He got excited when she came to take care of him. Jamie keeps us posted on how he is doing. We are grateful to have found Jamie.”

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Lorene B.
Sitter Profile Image: Jacqueline B.
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Jacqueline B.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 24 reviews
7 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: Jerad B.
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Jerad B.
from
$50
per night
5.0 out of 5 stars
• 13 reviews
5 repeat clients
15 years of experience
Annapolis, MD, 21401

“Jerad was amazing and I’m so glad we had him watching over our two fur babies while we were away! He kept in contact with daily updates and did everything we asked from giving the dogs plenty of play time as well as walks. We felt completely at ease being away on vacation and we will definitely being booking Jerad again in the future when we need to be away!”

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Veronica W.
Sitter Profile Image: Benjamin S.
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Benjamin S.
Star Sitter
from
$63
per night
5.0 out of 5 stars
• 12 reviews
5 repeat clients
28 years of experience
Severna Park, MD, 21146

“Benjamin is tentative, kind, and caring with Maizie. I’ve used rover in the past and it’s safe to say he goes beyond the standard of taking care of your pup.”

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Christopher G.
Sitter Profile Image: Ryan L.
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Ryan L.
Star Sitter
from
$90
per night
5.0 out of 5 stars
• 14 reviews
4 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
$60
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: Leticia S.
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Leticia S.
from
$50
per night
5.0 out of 5 stars
• 11 reviews
5 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: Leah B.
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Leah B.
from
$65
per night
5.0 out of 5 stars
• 3 reviews
2 repeat clients
4 years of experience
Arnold, MD, 21012

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

“Lee did a great job staying with our kitty for a week. He was very communicative before and during his stay, sent pictures and updates every day, and left our house in great shape. I wouldn't hesitate to hire Lee again.”

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Elihu M.
Sitter Profile Image: Jennifer W.
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Jennifer W.
Star Sitter
from
$60
per night
4.8 out of 5 stars
• 11 reviews
2 repeat clients
30 years of experience
Pasadena, MD, 21122

“Jennifer was our first Rover experience and it was absolutely great! The communication was great, she sent pics, and the house was in the same order when we got back the next day! I would highly recommend and will definitely be booking with her again!”

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Erika F.
Sitter Profile Image: Ava M.
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Ava M.
Star Sitter
from
$90
per night
4.9 out of 5 stars
• 122 reviews
36 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: Cassandra R.
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Cassandra R.
from
$40
per night
5.0 out of 5 stars
• 26 reviews
6 repeat clients
8 years of experience
Annapolis, MD, 21403

“Cassie was fantastic taking care of our two pups and our home while we were away for a few days! One of the two is a senior and she was awesome about dealing with the challenges that come along with an older dog. She sent us lots of updates and provided pics of the pups each day. It was a great experience and we will use her again in the future!”

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Brett C.
Sitter Profile Image: Emma W.
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Emma W.
from
$50
per night
5.0 out of 5 stars
• 122 reviews
53 repeat clients
13 years of experience
Severna Park, MD, 21108

“Emma was amazing as usual - even dealt with a small complication of our garage breaking while we were away! Our dogs are very happy to see her and she is a great house guest.”

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Jackie D.
Sitter Profile Image: Courtney A.
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Courtney A.
Star Sitter
from
$85
per night
5.0 out of 5 stars
• 20 reviews
11 repeat clients
15 years of experience
Edgewater, MD, 21037

“Courtney was great! We felt very comfortable being away knowing that our pets were getting so much love and attention. We had clear and frequent communications and a plenty of pictures confirming all the good things happening. We'd (and our critters) would be very happy to see Courtney again.”

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Joanne B.
Sitter Profile Image: Hannah J.
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Hannah J.
from
$65
per night
4.2 out of 5 stars
• 5 reviews
5 years of experience
Severna Park, MD, 21146

“Hannah recently watched our golden retriever and Siamese cat rescue while we were away for a wedding, and from start to finish we couldn't be more impressed. From the very first meeting, her professionalism and compassion was what really stood out - she immediately was able to put our pets (and us!) at ease. When we came back, our babies were in excellent spirits and we found our home looking better than we left it, which was very much appreciated. Hannah is a rare find - reliable, professional, and genuinely kind-hearted. We will definitely be booking her again and cannot recommend her enough to any pet parents looking for peace of mind.”

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Robert E.
Sitter Profile Image: Amber C.
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Amber C.
from
$110
per night
5.0 out of 5 stars
• 58 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.
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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

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

Nico consistently takes great care of our old dog who has some special care instructions. He is very communicative and a great sitter.

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Connor G.
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

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.
House Sitting
5.0 out of 5 stars

Hiring Michael was our first ever experience with Rover. I was nervous about the whole thing. But I absolutely did not need to be. He was fantastic, and cared wonderfully for our two dogs and two cats while we were out of town. He really went above and beyond to send us updates and communicated well whenever our silly dogs did something naughty. Would definitely hire him again to stay with our pets.

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April N.
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

Victoria provided excellent attentive care to my dogs, and she also was an exceptional house sitter. She spent a lot of time in the house with the dogs and rarely left them on their own. Highly recommended!

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Keith S.
House Sitting
5.0 out of 5 stars

Delaney is fantastic! She is responsible, communicative, kind and caring. She took the best care of our boys and kept us in the loop with pictures. We are very grateful to have found her. Thanks Delaney!

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Nicole B.
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

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

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
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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.

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 - 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 September 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 September 2026, there are 7,554 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:

  • 91% 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.

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