House Sitting Wynbrooke

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

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Over 46
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: Elizabeth K.
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Elizabeth K.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 53 reviews
20 repeat clients
30 years of experience
Brentwood Village, Madison, WI, 53704

“Lizzie was a great in-home option for us while we were away for a few nights. I wasn’t concerned about our dogs while we were away and appreciated coming home to happy dogs! Thanks, Lizzie!”

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Ellyssa E.
Sitter Profile Image: Tina B.
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Tina B.
Star Sitter
from
$35
per night
4.9 out of 5 stars
• 83 reviews
23 repeat clients
38 years of experience
Windsor, WI, 53598

“Tina is so pleasant and accommodating. She was extremely patient with our fearful dog and kept us updated the entire time away. She was excellent at providing recommendations to help us figure out better ways to make our time away easier on our puppy.”

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Mel W.
Sitter Profile Image: Tiana B.
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Tiana B.
from
$50
per night
5.0 out of 5 stars
• 32 reviews
13 repeat clients
5 years of experience
DeForest, WI, 53532

“Tiana was amazing with our dog and the house was well cared for while gone for an extended period of time. She provided regular updates with pictures that were much appreciated when we started to miss our baby girl.”

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

“Shawn was great with Rosi! She is an anxious velcro dog, and I was nervous to leave her overnight so soon after adopting her. She seemed calm and happy with Shawn, and he sent updates with photos to give us peace of mind. He also helped her with medication and an altered diet due to some tummy troubles she’d been having prior to us leaving her.”

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Erin J.
Sitter Profile Image: Renee L.
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Renee L.
from
$40
per night
5.0 out of 5 stars
• 12 reviews
4 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: Ruby K.
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Ruby K.
from
$63
per night
5.0 out of 5 stars
• 30 reviews
6 repeat clients
6 years of experience
Madison, WI, 53704

“Ruby was very accommodating for some last minute schedule changes that occurred on my end for a weekend away! My dog and I appreciate her so much!”

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

“Mary followed all my instructions perfectly and left copious notes about her time with the dogs. My dogs can be challenging but she handled them like a pro! My house was just as I left it when I returned.”

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Katie S.
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
16 repeat clients
30 years of experience
Sun Prairie, WI, 53590

“Tonisha has taken care of our pups before for drop in visits and walks. This service was for overnight and as usual, she did an outstanding job! My pups love her so we know they are always well cared for:)”

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

“Cassie was wonderful! We had no worries, as we were gone for 11 days. She stayed at our home, so it didn’t stress out our dog, Zoe. Cassie was very proactive with asking detailed questions about her and just genuinely concerned about all her needs. She even suggested coming over for some visits prior to our vacation, so Zoe could get use to her. Highly recommend!!?”

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Tammy B.
Sitter Profile Image: Audrey V.
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Audrey V.
from
$50
per night
5.0 out of 5 stars
• 28 reviews
9 repeat clients
10 years of experience
Madison, WI, 53718

“Audrey was so fantastic with our cat and dog! Would definitely have her back again. She was communicative and took great care of them both. Our dog ended up having a surgery before we left which meant some additional care for him during the time we were away and Audrey handled that perfectly. Our cat decided to give her the slip on the last day and ran outside. Audrey made an extra trip back to our house later in the day and enticed her back into the house with some treats and wet food which was so appreciated. Thank you!!”

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Jen C.
Sitter Profile Image: Brianna M.
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Brianna M.
from
$40
per night
15 years of experience
Ridgewood, Madison, WI, 53704

About: I have experience caring for new puppies to senior dogs. I can provide medication. I've been the caretaker for dogs and small pets for over a decade. I'm a stay at home dog mom so I can provide dedicated care to your pet! I have flexibility and time to focus on your dog! Being a stay at home dog mom I can maintain a scheduled based on your dog's needs. My home has very large fenced yard for play time. Dogs are allowed on furniture and bed if requested!

Sitter Profile Image: Samantha M.
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Samantha M.
Star Sitter
from
$62
per night
5.0 out of 5 stars
• 16 reviews
5 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: Jen C.
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Jen C.
from
$55
per night
5.0 out of 5 stars
• 13 reviews
4 repeat clients
10 years of experience
Eastmorland, Madison, WI, 53714

“I booked Jen to sit my senior dog who is very sweet but particular, and she did a fantastic job. Super clearly asking about his needs and his schedule so I could go on a family trip with no worries about my boy. Super timely and clear updates with fantastic pictures that made me feel immediately comforted. I’m looking forward to booking with Jen again when Peanut needs some extra care.”

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Marian A.
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: Tucker S.
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Tucker S.
Star Sitter
from
$48
per night
4.8 out of 5 stars
• 14 reviews
3 repeat clients
10 years of experience
Orchard Ridge Community, Madison, WI, 53711

“Tucker was amazing — he took great care of my fur baby and provided pics regularly AND he was gracious and unflappable in the face of some unforeseen challenges. Flexible, great communicator, and left the house cleaner than he found it. Great with following directions and proactively taking care of all the things — he even noticed the light on the automatic feeder and refilled it before I even messaged him about the notification I’d received. Perhaps best of all, he saw AJ for the loving, playful kitty that he is—so I knew AJ was feeling comfortable and that he was in good, kind hands. Would definitely recommend to others and would be glad to have his help again!”

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Sarah G.
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 did such a great job caring for my dog and my home while I was out of town. She gave me updates letting me know when she arrived and when she left. I didn't worry about the wellbeing of my dog during my entire trip. My place was just the way I had left it. She probably left it a little cleaner. lol. I'd definitely use her services again next time I need a sitter. Thanks Sam!!! ?”

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David P.
Sitter Profile Image: Shatoria W.
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Shatoria W.
Star Sitter
from
$80
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: Maria & Bryan P.
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Maria & Bryan P.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 4 reviews
2 repeat clients
30 years of experience
Waunakee, WI, 53597

About: We have been loving and caring for dogs for a long time. Big and small dogs; young and old. Our son and 7 year old dog are welcoming I am currently working from home and Bryan works part time. Our son is home schooled at this time, therefore, we have time and energy to help other dogs and other families We have a large yard in a quiet neighborhood; part of our yard is fenced and other part is open for additional exercise. We also walk our dog daily.

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.
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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

Shawn was great with Rosi! She is an anxious velcro dog, and I was nervous to leave her overnight so soon after adopting her. She seemed calm and happy with Shawn, and he sent updates with photos to give us peace of mind. He also helped her with medication and an altered diet due to some tummy troubles she’d been having prior to us leaving her.

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Erin J.
House Sitting
5.0 out of 5 stars

Hannah was wonderful!! She took wonderful care of our older dog and was a fabulous communicator. She sent messages to let me know how our dog was doing, along with lots of pictures. You can tell she really loves dogs. She also took good care of our home and left things just like we left them. I would highly recommend Hannah and will definitely reach out to have her dog sit again.

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Jenny T.
House Sitting
5.0 out of 5 stars

This was our first time using Rover, and Emilee made the entire experience so easy and reassuring. She was incredibly responsive, patiently answered all of our questions, and even proactively reached out with questions of her own to make sure she understood Harper’s routine and needs. Communication throughout Harper’s overnight stay was top-notch, and we felt very comfortable knowing she was in good hands. We had a great first experience and would absolutely recommend Emilee and use her again!

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Carolyn L.
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
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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

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Popular requests for house sitting - Wynbrooke

Select a filter and find qualifying sitters offering house sitting.

Sitters in Wynbrooke average 4
repeat house sitting clients

FAQs for House Sitting - Wynbrooke

Frequently asked questions about Rover

The average cost of House Sitting in Wynbrooke on Rover is $56 per night as of October 2026. Most bookings cost between $34 and $83 per night. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 813 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.

<b>Tip:</b> 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet .

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

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

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

Yes, you can find sitters who have experience with handling special pet needs in 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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