House Sitting In Maple Wood

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

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Top rated Maple Wood house sitters

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: Ruby K.
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Ruby K.
from
$60
per night
4.9 out of 5 stars
18 reviews
4 repeat clients
6 years of experience
Madison, WI, 53704

Ruby did a great job taking care of our two labrador puppies (9 weeks and 9 months old). The pups seemed very happy and content when we came home.

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Ben D.
Sitter Profile Image: Robert L.
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Robert L.
Star Sitter
from
$44
per night
5.0 out of 5 stars
269 reviews
52 repeat clients
40 years of experience
Capitol, Madison, WI, 53703

Robert was our first experience here at Rover and he was great to work with. He offer to come to our house earlier to meet with our guys, even though our booking was kinda last minute. Our dogs suffers from separation anxiety and are very vocal, but Robert was very patient with them and won them over. We would definitely recommend him to anybody looking for somebody reliable to watch over their pets and we would love to work with him again!

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Inga B.
Sitter Profile Image: Joshua D.
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Joshua D.
Star Sitter
from
$30
per night
5.0 out of 5 stars
14 reviews
5 repeat clients
10 years of experience
Hawthorne, Madison, WI, 53704

Joshua was fantastic from the start! He took such great care of Millie & Hope and provided daily updates. The house was spotless after a week of being gone & the dogs were very happy!! Would certainly recommend Joshua and will definitely use him again in the future!

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Destiny O.
Sitter Profile Image: Elizabeth K.
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Elizabeth K.
Star Sitter
from
$55
per night
5.0 out of 5 stars
44 reviews
13 repeat clients
30 years of experience
Brentwood Village, Madison, WI, 53704

I cannot say enough good things about our experience with Elizabeth. She was so diligent about following Gus's routine, so great about keeping us updated on how things were going, and above all SO kind and understanding of our pups needs as a spicy/reactive dog. She left me completely at ease and able to relax on our trip. I am so glad we've found her and that our baby has someone he will not just be comfortable with, but excited to spend time with while we are gone!

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Mya E.
Sitter Profile Image: Kaitlyn J.
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Kaitlyn J.
Star Sitter
from
$50
per night
5.0 out of 5 stars
25 reviews
6 repeat clients
15 years of experience
Madison, WI, 53705

Our home & animals were well cared for and the place was left in better shape than we left it. Daily pics and happy animals. We’re sad Kaitlyn isn’t staying in the area for long because we’d definitely book her again.

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Forrest D.
Sitter Profile Image: Brenda S.
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Brenda S.
from
$40
per night
4.9 out of 5 stars
31 reviews
11 repeat clients
9 years of experience
Waunakee, WI, 53597

⭐️⭐️⭐️⭐️⭐️ Brenda was absolutely wonderful! Her communication was great from start to finish, and she sent us pictures of our pups while we were away, which we really appreciated since we missed them so much. It gave us such peace of mind knowing they were happy and in good hands. Honestly, they weren’t even overly excited to see us when we got home — which tells me they were very well cared for and totally comfortable with Brenda! Our dogs are pretty rambunctious and full of energy, so I know she had her hands full, and we’re so grateful for the patience and care she showed them. We would 100% book with Brenda again and highly recommend her to anyone looking for a trustworthy, attentive sitter!

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Melissa W.
Sitter Profile Image: Lizzi H.
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Lizzi H.
from
$75
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
11 years of experience
Madison, WI, 53703

Lizzi was extremely helpful as a holiday sitter for my dog! They provided great care and communication, and my dog and I would happily have her as a sitter again! 😊

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Alex S.
Sitter Profile Image: Nate G.
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Nate G.
Star Sitter
from
$60
per night
5.0 out of 5 stars
216 reviews
75 repeat clients
15 years of experience
Capitol, Madison, WI, 53703

Nate took my last minute request and I couldn’t have been happier. He was on time ( early even ) and took my Darcey to the park while I was away and took pictures and updated me. I really appreciated his time and will be using him in the future. Highly recommend if you need someone who handles behavior issues well. My Darcey isn’t the nicest when first meeting a stranger but this didn’t seem to bother Nate. Thank you again so much !!

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Megann H.
Sitter Profile Image: Amy U.
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Amy U.
Star Sitter
from
$65
per night
5.0 out of 5 stars
19 reviews
3 repeat clients
30 years of experience
Regent, Madison, WI, 53726

It was so nice to know we had a reliable, kind and experienced pet sitter! Amy took care of our two dogs, cat, and gecko and sent great pictures during her stay. We were lucky to have her!

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Beth R.
Sitter Profile Image: Jordyn J.
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Jordyn J.
from
$65
per night
5.0 out of 5 stars
32 reviews
8 repeat clients
3 years of experience
Madison, WI, 53703

Jordyn is so sweet with our dog Tina! We feel lucky to have found her. She’s super patient with our shy pup and always takes great care of the house while we are gone - going the extra mile like putting away dishes or shoveling the driveway, which I never expect. She’s trustworthy, communicative, and friendly. You should book her!

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Mariah V.
Sitter Profile Image: Samuel A.
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Samuel A.
from
$65
per night
5.0 out of 5 stars
22 reviews
2 repeat clients
25 years of experience
Marquette, Madison, WI, 53703

Samuel was fantastic! Our two dogs and cat were well cared for, and the house was spotless — he even washed the sheets and towels. Highly recommend and will book again.

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Lindsay D.
Sitter Profile Image: Alexandra B.
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Alexandra B.
from
$30
per night
5.0 out of 5 stars
3 reviews
6 years of experience
Capitol, Madison, WI, 53703

Alex was awesome! She was very nice and attentive to detail. We really appreciated her good communication and updates about our cat throughout our trip. We would definitely recommend her and use her again!

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Genna L.
Sitter Profile Image: Jesse T.
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Jesse T.
Star Sitter
from
$28
per night
5.0 out of 5 stars
19 reviews
10 repeat clients
1 year of experience
Madison, WI, 53719

Once again, Jesse is incredible with our pets. She cares for them just like we would, and I couldn’t leave them with anything less than that level of love and care. Thank you Jesse for being awesome!

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Seb A.
Sitter Profile Image: Francesca S.
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Francesca S.
from
$28
per night
8 years of experience
Emerson East, Madison, WI, 53704

About: I’ve always loved animals of all shapes and sizes, and that was reflected in my many pets growing up, dogs, cats, birds, hamsters, rabbits, you name it! I worked at Mounds Pet Food Warehouse where I became more familiar with socializing with nervous or anxious animals, as well as learned a lot of helpful animal information! I also have experience pet-sitting both cats and dogs! I’m great at communication, and I’m very friendly and flexible! I’m currently unemployed as I’m waiting for my summer job to start! I go to MATC until 3pm every weekday but I have no other obligations! I’m very tidy and respectful! I would take the time to make sure your home is just the way you left it and the way your pet loves it! I’m very patient and easy going, I’d love to take a long walk with your dog or play with the same toy until they get bored (which we know will be never)

Sitter Profile Image: Kathryn K.
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Kathryn K.
from
$28
per night
20 years of experience
Marquette, Madison, WI, 53703

About: Dogs bring so much joy to my life, and I love giving that right back to them. I’m new to Madison and working as pharmacy resident so don’t have time for my own pup but have so much love to share! I work full-time as a pharmacy resident during the day, so I’m available for evening walks after 5 PM on weekdays. I have full availability on weekends. Safety is always my top priority on walks. I stay attentive, use secure handling, and tailor each walk to the dog’s pace and comfort level.

Sitter Profile Image: Julia M.
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Julia M.
from
$60
per night
5.0 out of 5 stars
3 reviews
1 repeat client
8 years of experience
University Apartments, Madison, WI, 53705

Julia was so pleasant and professional! She asked great questions to prepare for her time with Princeton, and you could tell she really cared - Princeton warmed up to her immediately :) I highly recommend Julia and would definitely hire her again!

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Aisha B.
Sitter Profile Image: Jessa E.
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Jessa E.
from
$40
per night
5.0 out of 5 stars
8 reviews
2 repeat clients
3 years of experience
Madison, WI, 53714

12 out of 10. Jessa truly saved me with a last minute request after I had a few rover sitters canceled on me. She came and met my dogs and also was gracious enough to keep an eye on my garden. I will absolutely be using her in the future.

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Mackenzie S.
Sitter Profile Image: Riley B.
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Riley B.
from
$52
per night
4.9 out of 5 stars
28 reviews
7 repeat clients
4 years of experience
Madison, WI, 53703

First time we used this service. Riley did an amazing job taking care of our two little Shih Tzu’s (5 year old and 4 month old). We were gone for 6 days, and not one problem. While we were gone, there was a lot of rain and she even drained our pool to keep from over flowing. We are so greatful for her great care for them! Will definitely request her again for any future trips, and recommend to anyone else in need of dog care. Thank you!

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Jacob W.
Sitter Profile Image: Ayomi O.
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Ayomi O.
from
$40
per night
2 years of experience
Madison, WI, 53704

About: Hi! I’m Ayomi, and caring for animals has always been a natural part of who I am. I’ve had the joy of working with dogs of all ages and personalities from energetic puppies still learning the world to older dogs who move a little slower and need some extra love. I approach pet care the same way I would care for my own patient, present, and with a whole lot of heart. I take the time to learn each dog’s unique needs and routines because I know how important it is for pets to feel safe and comfortable while their people are away. Whether your dog needs long walks, gentle play, quiet companionship, or help with medication or anxiety, I’m here to meet them where they are and give them the attention they deserve. I truly love building trust with both pets and their humans. You can expect regular updates, happy photos, and the reassurance that your pup is in loving, capable hands. Every visit is a chance to create a little joy and comfort for your furry friendcand that’s a responsibility I take seriously and gratefully. Pet care fits naturally into my routine because I often work from home in my downtown Madison apartment. I love taking long walks around town or heading to Picnic Point for a quiet hike, so having a pup along for the journey just makes it that much better. I usually walk about a mile or two a day, but I’m happy to adjust based on your furry friend’s energy level and needs. My schedule is flexible, and with at least a week's notice, I can make sure I’m fully available to give your dog the time and attention they deserve. I’ve always loved traveling, so pet sitting is a fun and fulfilling way for me to enjoy the company of dogs while I’m still settling down. Whether it’s a weekend stay or daily walks, I’m excited to share my time! Creating a safe and comforting environment is my top priority, whether I’m caring for your pet in my home or yours. I treat every dog like family—with patience, attentiveness, and a whole lot of love. In my downtown apartment, pets are kept in a clean, calm space free of hazards, with plenty of room to stretch, nap, or play. I don’t have any other pets, so your dog will get my full attention and care without distractions. When I’m in your home, I’m always respectful of your space and routines, making sure your dog stays comfortable in their familiar surroundings. I follow all care instructions closely and provide regular updates so you know exactly how your pup is doing. I believe trust is built through consistency, communication, and genuine care and that’s what I bring to every visit. Whether it’s daily walks, overnight stays, or just keeping your pup company, I’m committed to making sure your dog feels safe, loved, and right at home.

Sitter Profile Image: Tatyana K.
Verified Enhanced Background Check
Tatyana K.
Star Sitter
from
$55
per night
4.9 out of 5 stars
72 reviews
23 repeat clients
4 years of experience
Fitchburg, WI, 53713

Tatyana did a great job with our three dogs who range in size from a 90 lb German shepherd down to a 25 lb mutt. She sent pictures and videos, and with it being the first time she watched our dogs, it made me feel 100x more comfortable. We also had one dog who needed to take medication that she ensured was administered.

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Paige S.
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Over 18
pet parents in Maple Wood have booked house sitting

Maple Wood pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Edwin took care of Cosmo for the second time overnight and he did great. Very good care for our pup. Good communicator.

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Jeannette L.
House Sitting
5.0 out of 5 stars

Ayomi was a wonderful sitter! Received updates on my puppy every day. Ayomi was also incredibly flexible when flight plans went awry. Would book with Ayomi again!

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Isabel V.
House Sitting
5.0 out of 5 stars

Rosana was wonderful, pets loved her & we got daily updates with photos. Would use her again if she is available when we take another trip.

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Jennifer L.
House Sitting
5.0 out of 5 stars

Baylee was amazing with our pets. She was very communicative with us when we were out of town and our pets loved her!

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Alyssa G.
House Sitting
5.0 out of 5 stars

Robert couldn’t have been better! He took great care of my high-needs pup and she made it through our longest getaway just fine. She was given multiple walks per day and plenty of outside time. We also received at least one picture per day to show the kids (which made them very comfortable. I’ll definitely be booking him for my next trip.

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Elliott Y.
House Sitting
5.0 out of 5 stars

Ashley was phenomenal in every aspect of caring for our pet. Before we booked, she came by for a consultation so we could make sure it was a good fit for everyone, which immediately put us at ease. From the very beginning, she was caring, compassionate, and accepting. We were away for 11 days, and Ashley went above and beyond by sending us daily updates and photos. It was so reassuring to see our pets happy and well cared for while we were gone. Her professionalism, communication, and genuine love for animals made the entire experience stress-free. We highly recommend Ashley and would gladly trust her with our pet again!

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Bree R.
House Sitting
5.0 out of 5 stars

Patrycja was amazing! Helped us out with a house sit on short notice, asked questions that showed she was on top of the needs of our dog Rocky, was communicative and a pleasure to work with. Would absolutely use her services again.

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David B.
House Sitting
5.0 out of 5 stars

Alicia stayed with our dog Hazel for a long weekend and we will definitely book her again! Hazel sometimes struggles to warm up to new people but she loved Alicia immediately during our meet & greet. Alicia asked lots of good questions to make sure she was prepared to care for Hazel, and she sent us photos every day.

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Elise & Kyle
House Sitting
5.0 out of 5 stars

Sam always leaves the house clean, and gives thorough updates every day! Love seeing the pics too :) our pup is in good hands while we are away!!

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Alex O.
House Sitting
5.0 out of 5 stars

Nia and Lauren were so wonderful to our pups!!! It was great to have such peace of mind during our trip knowing these two were caring for our dogs. We’ll definitely be rebooking in the future!

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Chantal M.
House Sitting
5.0 out of 5 stars

Josh really went above and beyond for our 2 dogs while house sitting. We felt relaxed and comfortable knowing they were well taken care of. Will definitely request his services again.

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Molly M.
House Sitting
5.0 out of 5 stars

This was Kaitlyn’s second time watching Rory and everything went smoothly! Rory can be very high energy, but she is very calm and exercised well with Kaitlyn. Will continue to rebook!

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Emily R.
House Sitting
5.0 out of 5 stars

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.
House Sitting
5.0 out of 5 stars

Sabrina is amazing! Contacted her on pretty short notice (ahead of a holiday weekend nonetheless!) and she was quick to respond and be available. Additionally, she came for a meet and greet and hung out long enough to really get to know Eddie. She was so so flexible, kind and caring and left my place looking perfect.

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Haley M.
House Sitting
5.0 out of 5 stars

Karina is my go-to sitter for when I'm away on business. She does a great job caring for my little dogs!

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Erick S.
House Sitting
5.0 out of 5 stars

Tara is the best! I always know our pets are in good hands with her. She does such an amazing job! Thank you, Tara!! :)

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Jaclyn L.
House Sitting
5.0 out of 5 stars

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.
House Sitting
5.0 out of 5 stars

Kristina was fantastic! Great communication leading up to and during the booking. We always appreciate knowing our pets are going to be truly CARED for, not just "watched" and Kristina did a great job. Will definitely book again if they're available!

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Joce G.
House Sitting
5.0 out of 5 stars

Alexander was very easy to work with and sent lots of updates and pictures. Would happily book him again!

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Thomas P.
House Sitting
5.0 out of 5 stars

Natalie was excellent! She was great with Ollie and wonderful at communicating throughout the stay. Love that she sent pics and updates. Would absolutely have her sit again. Highly recommend!

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Angi K.
House Sitting
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How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for house sitting in Maple Wood is $50

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 house 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.

Sitters in Maple Wood average 4
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Maple Wood on Rover as of Jun 2026 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

If you’re searching for a Maple Wood house sitter for the first time, visit the house sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a house sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 823 house sitters in Maple Wood. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 89% of Maple Wood house sitters respond in under an hour.

House sitters in Maple Wood have an average of 15 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Maple Wood.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Maple Wood house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.