House Sitting Wynbrooke

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Over 45
pet parents in Wynbrooke have booked house sitting

Wynbrooke, 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: Emma R.
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Emma R.
from
$45
per night
5.0 out of 5 stars
8 reviews
1 repeat client
10 years of experience
Sun Prairie, WI, 53590

Emma was extremely helpful and took great care of the house and our kitten. The pictures she sent were greatly appreciated. We felt very comfortable with our home in her care.

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Gretchen M.
Sitter Profile Image: Tina B.
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Tina B.
Star Sitter
from
$35
per night
4.9 out of 5 stars
81 reviews
22 repeat clients
38 years of experience
Windsor, WI, 53598

Tina continues to be our preferred sitter for our pup. He really enjoys her visits and she keeps us informed of happenings while we are away. 100% recommend.

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Michele L.
Sitter Profile Image: Mary M.
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Mary M.
from
$45
per night
5.0 out of 5 stars
66 reviews
13 repeat clients
8 years of experience
Madison, WI, 53718

Very impressed with Mary. Gave us good updates and pictures while we were away and gave written details of her time with Hobbes. Excellent job!

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Ray C.
Sitter Profile Image: Kirsten R.
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Kirsten R.
from
$50
per night
5.0 out of 5 stars
25 reviews
5 repeat clients
6 years of experience
Madison, WI, 53718

Very attentive and great communication while we were gone for 9 days! Highly recommend and hope she helps with our sweets again soon! Thank you Kirsten!

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Sara S.
Sitter Profile Image: Samantha M.
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Samantha M.
Star Sitter
from
$62
per night
5.0 out of 5 stars
15 reviews
4 repeat clients
10 years of experience
Madison, WI, 53704

We could not be happier with the care Samantha provided Harley while we were out of town for a couple of nights. Our dog was under the weather and Samantha graciously handled medication and extra trips outside. She was very communicative and shared helpful updates. I highly recommend her for in home overnight care.

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Sarah B.
Sitter Profile Image: Elizabeth K.
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Elizabeth K.
Star Sitter
from
$55
per night
5.0 out of 5 stars
51 reviews
18 repeat clients
30 years of experience
Brentwood Village, Madison, WI, 53704

Lizzie is AMAZING! She took fantastic care of Baker and understood all of his quirks. She loved on him like he was her own pup. We highly recommend her and will rebook. :)

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Sarah M.
Sitter Profile Image: Shatoria W.
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Shatoria W.
Star Sitter
from
$68
per night
5.0 out of 5 stars
37 reviews
13 repeat clients
10 years of experience
Sun Prairie, WI, 53590

Shatoria was a joy to have in our home, so much so that our dogs did not even care when we came back after nearly two weeks away, and ran right upstairs to her room to look for her. Excellent communication and attention to detail, and I am almost certain our home was cleaner when she left than when she arrived. Easily the best pet care experience we’ve had. Booking again ASAP.

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Cayleigh S.
Sitter Profile Image: Cassandra B.
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Cassandra B.
Star Sitter
from
$37
per night
5.0 out of 5 stars
39 reviews
12 repeat clients
15 years of experience
Madison, WI, 53704

Cassandra was awesome - took great care of both my dog and cat, and the highest compliment I can give her is that she is incredibly kind, and normal (lol) which is exactly what you want in a pet/house sitter! Will definitely use again :)

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Julianne L.
Sitter Profile Image: Shawn S.
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Shawn S.
from
$45
per night
5.0 out of 5 stars
9 reviews
1 repeat client
32 years of experience
McClellan Park, Madison, WI, 53718

About: I have had pets my entire life. I know how to care for their unique needs and help them feel safe, comfortable, and cared for. I have availability in the evenings and weekends, along with work from home Wed/Thurs/Fri. I'm usually able to make plenty of time to be present with your pet. There's a park across the street from me for time outside and I enjoy active, long walks for energetic dogs. Plenty of dog parks nearby and trails. Home space can be accommodated for pet

Sitter Profile Image: Jessica & Andrew B.
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Jessica & Andrew B.
Star Sitter
from
$70
per night
5.0 out of 5 stars
26 reviews
9 repeat clients
15 years of experience
Waunakee, WI, 53597

Jessica and Andrew were great with my dog, Greta. They took such good care of her and sent regular photo updates. They were so helpful and considerate.

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Colleen J.
Sitter Profile Image: Renee L.
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Renee L.
from
$40
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
20 years of experience
Sun Prairie, WI, 53590

Renee was ABSOLUTELY AMAZING! So accommodating, GREAT communication and just a really great person to work with. You know your dog is getting 100% attention and love when you come home and they're completely worn out. At an energetic year old, Asha NEVER gets worn out from playing...that is until she met her match in Renee! This was out first time using Rover and it was last minute and I had my concerns just because we had to trust this person in our home for the first time without ever meeting her. Every concern was gone as soon as I met Renee! I can't recommend her highly enough! She's amazing!!!

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Theresa F.
Sitter Profile Image: Tonisha A.
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Tonisha A.
Star Sitter
from
$70
per night
5.0 out of 5 stars
57 reviews
14 repeat clients
30 years of experience
Sun Prairie, WI, 53590

Tonisha took a last minute job with an even more last minute extra dog added due to family arriving in town with their dog. She took great care of the animals and was responsive and reliable throughout the process! We got lots of photos and videos.

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Laura B.
Sitter Profile Image: Samantha R.
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Samantha R.
Star Sitter
from
$65
per night
4.9 out of 5 stars
138 reviews
48 repeat clients
18 years of experience
Reston Heights, Madison, WI, 53718

Samantha was very communicative and attentive to my pets’ needs. I returned from vacation to happy dogs and a clean home. I would definitely work with Samantha again!

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Kelly C.
Sitter Profile Image: Gloria N.
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Gloria N.
from
$57
per night
8 years of experience
Sun Prairie, WI, 53590

About: I’ve cared for pets since I was a child, got our first dogs going into high school, and have since cared for multiple different owners pets in addition to my experience growing up. I’m currently taking classes full-time, so daily walks are ideal to get myself moving and keep your pups healthy as well! I also am open to overnights & longer stays, as my class schedule isn’t too heavy for in person lectures, which is ideal to not be gone too long when taking care of pets for multiple days. I will care for your pets with your & their best interest in mind, based on however you like to care for them & whatever suits their/your needs!

Sitter Profile Image: Lensy A.
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Lensy A.
from
$90
per night
5.0 out of 5 stars
16 reviews
7 repeat clients
15 years of experience
DeForest, WI, 53532

Lensy was amazing with my two pups, including meds, walks, and lots of love and attention, which is what they need. She’s great with communication and updates, and took excellent care of my two doggos!

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Gwen K.
Sitter Profile Image: Pam W.
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Pam W.
from
$75
per night
5.0 out of 5 stars
31 reviews
8 repeat clients
30 years of experience
Sun Prairie, WI, 53590

Pam was everything we could have asked for in a sitter and more! She immediately recognized our rescue’s anxiety and quirkiness and went above and beyond to make sure he was comfortable. She was very communicative and sent lots of wonderful updates while we were gone! We were able to fully enjoy our time away knowing that our dog was in incredibly kind, capable hands. We would love to work with Pam again!

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Emily G.
Sitter Profile Image: Kylie U.
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Kylie U.
from
$40
per night
5.0 out of 5 stars
3 reviews
1 repeat client
10 years of experience
Westchester Gardens, Madison, WI, 53704

About: I am a seasoned vet assistant, actively working towards my technician license. Fear free and pet CPR certified (BLS and ALS), as well as dog obedience and groomer certified. I am experienced with administering injectable, transdermal, and oral medications. I have been working with animals for over 10 years, and have been in the veterinary setting for 5. I have experience with fearful, reactive, fractious, and friendly animals. I am knowledgeable on the care/support of neonate and geriatric dogs, cats, reptiles, and pocket pets. I have a pet sitting service called RamBam’s Kritter Kare. I will ask for permission to post pets to promote my services. You can absolutely say no. Feel free to reach out on Facebook or Instagram with inquiries as well! I work overnight, so I will have time to care for your animals in the morning and in the evening. Depending on my work schedule, I may be able to accept afternoon appointments, but reach out to me personally to see my availability. I can do house visits and go for walks up to three times a day. My schedule is usually pretty open, so I can take time to get to know your pet, so we can build trust for future visits.

Sitter Profile Image: Emilee K.
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Emilee K.
from
$50
per night
5.0 out of 5 stars
2 reviews
11 years of experience
DeForest, WI, 53532

About: I am an aspiring vet student who has 10 plus years of experience with cats and dogs both owning and sitting for. I have medical knowledge that other sitters may not have as I work at an ER for pets as a nurse! I am extremely flexible with my time and availability and will ensure that your pet gets the well-deserved love and care they need! As a bonus, I can offer nail trims, sanitary shaves, and ear cleanings during their stay if requested! I'm currently working part time night-shift, so I will have plenty of time to play with your pets! I make my own schedule during the day, so I can easily work around your pet's needs. I have a dog and cat myself at my apartment that are well socialized to be around other dogs. I can accommodate up to two dogs in my apartment if needed and can also go to your home if preferred. For cats, I find it best to go to them. I do not have a yard, but my apartment complex is pet friendly with a play area and lots of walking trails nearby.

Sitter Profile Image: Louisa S.
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Louisa S.
from
$70
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
15 years of experience
Heistand, Madison, WI, 53714

Louisa was excellent! She was so thorough in our meet and greet making sure she was aware of any and all needs Ollie might have. Ollie loved her right away which made me feel very comfortable. Louisa was great at communicating and sent pictures during the sit which I appreciated. Highly recommend her and will certainly have her care for Ollie in the future!

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Angi K.
Sitter Profile Image: Aslyn S.
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Aslyn S.
from
$55
per night
5.0 out of 5 stars
2 reviews
1 repeat client
6 years of experience
Sun Prairie, WI, 53590

Aslyn did a wonderful job, and I highly recommend her. She is great with Roger & Gucci. Gucci loves everyone, and Aslyn made sure he got all the snuggles he wanted. Roger is shy and barky, and Aslyn gave him the space he needs while letting him know she is someone safe if he wants to be friends. She sent very sweet pictures while I was away, and I appreciated the great questions she asked beforehand.

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Liz Z.
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The median cost per night for house sitting in Wynbrooke is $50

Pet parents share their Rover experiences - Wynbrooke

1 / 1
5.0 out of 5 stars

Used Hannah to watch our Yorkie puppy overnight for two nights. She was very responsive throughout the whole process, asked great questions, and requested a meet and greet before which I appreciated. She sent us regular updates and pictures throughout the weekend. We will definitely be use Hannah again.

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Pam M.
House Sitting
5.0 out of 5 stars

Emma was extremely helpful and took great care of the house and our kitten. The pictures she sent were greatly appreciated. We felt very comfortable with our home in her care.

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Gretchen M.
House Sitting
5.0 out of 5 stars

Liz took great care of our dog for a weekend. She was kind, competent, and clearly a dog person. Maddox immediately took to her when she visited. Thank you Liz!

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Tyler E.
House Sitting
5.0 out of 5 stars

Pam was, as always, absolutely perfect with our pup. She is so patient with his quirks, takes him on frequent, long walks, and is super communicative. She even left the TV on to soothe him after heading out 🥹 Pam went above and beyond and went back to let Ted out hours after the original booking ended because our flight was delayed. She is the reason we are able to travel with peace of mind!

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Emily G.
House Sitting
5.0 out of 5 stars

Krista did a great job dog/house sitting for me while I was out of town. Super responsive and sent daily pictures. Even did a few extra things for me that came up unexpectedly. My dog was happy and her normal self when we returned. Would 100% book with her again!

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Alayna E.
House Sitting
5.0 out of 5 stars

Jess did an amazing job watching our two black labs while staying at our house. She was incredibly responsive throughout the entire booking, keeping us updated and giving us complete peace of mind. Not only were our dogs happy and well-cared for, but Jess also left our house absolutely spotless when she left. We highly recommend her and will definitely book her again!

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Shana W.
House Sitting
5.0 out of 5 stars

Rebecca did a great job caring for our pets in our home! We received lots of photos and updates. She cleaned up a couple of pet messes too!

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Kate H.
House Sitting
5.0 out of 5 stars

Tonisha was amazing with my dog. I really appreciated how often she sent pictures, videos and updates. I was so happy and relieved to know that my boy was taken great care of for the weekend. I would definitely trust her to look after him again.

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Anne N.
House Sitting
5.0 out of 5 stars

Maya was a knowledgeable and reliable care-giver for our kitty when we left her for a weekend. She did a great job communicating with us and sending photos after each visit. We will definitely use Maya again when we need home catcare! Highly recommended!!

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Celia M.
House Sitting
5.0 out of 5 stars

Kirsten was AWESOME! She did a fantastic job! Our Maizey loved her and was so comfortable with her. Plus she was very communicative so we felt we could talk to her at any time. She was also great about sending us info every day, sometimes multiple times/day, as well as great photos and videos. I would highly recommend her!

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Andrew S.
House Sitting
5.0 out of 5 stars

Lindsey watched out large lab and our older cat while we were out of town, she bonded instantly with the pets, took our dog on multiple walks a day, sent photos and kept us informed each day we were gone. When we returned our house was neat and our pets were happy and well cared for, I would highly recommend Lindsey!

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Jayne W.
House Sitting
5.0 out of 5 stars

Jenna was great with our two pups. Was prompt, communicative and dogs loved her! Highly recommended and will rebook with Jenna again!

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Ross M.
House Sitting
5.0 out of 5 stars

Tube loved Jayed! For a cat that’s odd around strangers he warned up to her immediately. I appreciated the photo updates and her attentiveness/communication!

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Jill T.
House Sitting
5.0 out of 5 stars

Megan is always reliable and communicative and most importantly keeps our dogs safe and happy :) appreciate you!!!

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Meghan F.
House Sitting
5.0 out of 5 stars

Phenomenal to our fur babies. Very responsive and helpful at short notice. Will definitely use again!

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Rob H.
House Sitting
5.0 out of 5 stars

Megan is great! My pets love her and she does a wonderful job watching our pets and our house. This is our second time having Megan and we will continue to have her watch our pets/home.

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Ginger R.
House Sitting
5.0 out of 5 stars

I had a great experience with Jennifer. She stayed overnight with my two dogs, was very caring and left my house clean. She sent me pictures of the dogs while I was away which gave me peace of mind. I’d highly recommend her.

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Rita B.
House Sitting
5.0 out of 5 stars

Morgan is the very best! Our pup loves her and she is so patient and gentle with him. We love having her watch him because we know everything will go smoothly.

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Michala M.
House Sitting
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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.

  • 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

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Popular requests for house sitting - Wynbrooke

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Sitters in Wynbrooke average 4
repeat house sitting clients

FAQs for House Sitting - Wynbrooke

Frequently asked questions about Rover

The average cost for House Sitting in Wynbrooke on Rover is $55.5 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 816 sitters on Rover offering House Sitting across Wynbrooke. 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 Wynbrooke 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 Wynbrooke 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 Wynbrooke 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 Wynbrooke. On Rover:

  • 94% of sitters can help with special care needs
  • 98% can help with giving oral medications or injections
  • 96% 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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