Dog Sitting Lake Oswego

Book a Lake Oswego dog sitter to watch your dog in your sitter’s home or yours.

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Over 227
pet parents in Lake Oswego have booked dog sitting

Lake Oswego, Find top rated dog sitting

Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Carl P.
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Carl P.
Star Sitter
from
$21
per visit
5.0 out of 5 stars
12 reviews
3 repeat clients
20 years of experience
Portland, OR, 97219

Carl was great with my dogs. I work nights and really appreciated that he came at a later time.

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Ramiro M.
Sitter Profile Image: Gillian L.
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Gillian L.
from
$25
per visit
5.0 out of 5 stars
8 reviews
3 repeat clients
23 years of experience
Lake Oswego, OR, 97035

Gillian is so kind and quick to respond! Gave awesome updates and pictures. She takes good care of my girl Sezzy!

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Emily H.
Sitter Profile Image: Annalei L.
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Annalei L.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
123 reviews
44 repeat clients
30 years of experience
Lake Oswego, OR, 97035

Annalei was so great! She arrived on time, followed instructions greatly, and our cats enjoyed her company very much. We would definitely use her services again!!

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Audra B.
Sitter Profile Image: Kelly G.
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Kelly G.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
48 reviews
15 repeat clients
25 years of experience
Far Southwest, Portland, OR, 97219

Kelly took such good care of my senior dog who was recovering from surgery and she checked in every visit and sent photos so I didn’t have to worry about him. So grateful for her help!

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Lauren T.
Sitter Profile Image: Brynly S.
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Brynly S.
from
$15
per visit
5.0 out of 5 stars
4 reviews
3 repeat clients
10 years of experience
Portland, OR, 97219

Bry was great. She was attentive to our cats and was able to communicate with us any time. Maya and Ginger seem very comfortable with her.

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Gabriel M.
Sitter Profile Image: Grace Rose K.
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Grace Rose K.
Star Sitter
from
$38
per visit
5.0 out of 5 stars
53 reviews
14 repeat clients
50 years of experience
Portland, OR, 97219

Very dependable and kind, will rebook for sure!

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J D.
Sitter Profile Image: ChristyLynn B.
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ChristyLynn B.
Star Sitter
from
$16
per visit
4.9 out of 5 stars
84 reviews
32 repeat clients
30 years of experience
Brentwood-Darlington, Portland, OR, 97206

ChristyLynn was able to accommodate a last minute drop in request. She was great with the dogs, they sense right away if someone is a dog person and she definitely is. She asked if it was ok for her girls to come for an evening visit and the dogs loved that. Great communication and appreciated the pics. Will definitely use her again.

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Courtney E.
Sitter Profile Image: Sierra S.
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Sierra S.
from
$12
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
13 years of experience
Maplewood-Ashcreek, Portland, OR, 97219

Sierra did a fantastic job watching our two cats for a long weekend! Our cats can be a bit difficult, and she did a wonderful job looking after them. Provided great communication, helped bring in a few packages, and was kind enough to water a few plants as well. When we had flight troubles, she even stopped by for an extra day to make sure our cats still got fed. Would absolutely recommend!

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Julian F.
Sitter Profile Image: Shianne S.
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Shianne S.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
57 reviews
24 repeat clients
40 years of experience
Milwaukie, OR, 97267

Shianne was great! Our cat hid most of the time, but we still felt at ease knowing he was being checked on and cared for. Communication was smooth, and we really appreciated her help!

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Kay I.
Sitter Profile Image: anna w.
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anna w.
from
$12
per visit
5 years of experience
Lake Road, Milwaukie, OR, 97222

About: I love all animals. I have a very active puppy that loves walks and I know that everyone’s lives get busy. I try and be available as needed but I also work full time. My pet care experience has mostly been with my own animals. Everyone is busy and tend to work long days. It sucks when you feel guilty for not spending time with your dog. Luckily with services like this you are free from guilt and know that your dog is being taken care of. I love having the option of someone walking my dog (especially after a very long day). If you are comfortable with it my dog also loves new friends and long walks. I try and walk my dog everyday. I work full time but have a flexible schedule to care for animals. I have two dogs but I split them with my ex and on those weeks, I’m extra available. I have a large condo that has access to lots of walking paths and nature. The animal would feel safe and comfortable at my home. I’m also able to go to your home and provide care (that can be easier for pets). I currently watch a lot of my friends dogs when they are out and have shown that I care for their space and animals.

Sitter Profile Image: Lindsey A.
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Lindsey A.
from
$25
per visit
5.0 out of 5 stars
28 reviews
7 repeat clients
33 years of experience
Lake Oswego, OR, 97035

We have had Lindsey come watch our pets multiple times. She always communicates with me and has always had really great availability. As long as we live in Lake O, Lindsey will always be my first choice to watch our fur kiddos.

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Tyler U.
Sitter Profile Image: Susan J.
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Susan J.
Star Sitter
from
$28
per visit
5.0 out of 5 stars
101 reviews
21 repeat clients
10 years of experience
Corbett-Terwilliger-Lair Hill, Portland, OR, 97239

Susan did a great job with the drop in visits and our senior pup. She kept us informed and feeling calm while we were away knowing how our girl was doing and that she was getting the care she needed.

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Monica G.
Sitter Profile Image: Kat G.
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Kat G.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
23 reviews
11 repeat clients
5 years of experience
Oregon City, OR, 97045

Kat was fantastic with my cat, forest. She was caring, kind, and communicative. I felt confident the entire time that forest would be well taken care of. I will go back to Kat in the future! Thank you!

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Jacqueline M.
Sitter Profile Image: Parrish N.
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Parrish N.
from
$30
per visit
5.0 out of 5 stars
26 reviews
6 repeat clients
8 years of experience
West Linn, OR, 97068

Parrish was a great communicator! She made sure to reach out prior to watching our cat for a video call, took notes, was attentive and thoughtful, and kept me updated.

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Alexandra F.
Sitter Profile Image: Matthew t.
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Matthew t.
from
$20
per visit
5.0 out of 5 stars
26 reviews
10 repeat clients
16 years of experience
Milwaukie, OR, 97222

Matthew did an amazing job coming by our house to check on our cat and gather our mail. He contacted us with updates on how everything was. Would definitely have him house sit again in the future.

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Evelyn A.
Sitter Profile Image: Rob W.
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Rob W.
from
$25
per visit
5.0 out of 5 stars
48 reviews
22 repeat clients
50 years of experience
Eastmoreland, Portland, OR, 97202

They did a great job...........Momo seemed happy!

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Bruce R.
Sitter Profile Image: Jessica M.
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Jessica M.
Star Sitter
from
$23
per visit
5.0 out of 5 stars
26 reviews
11 repeat clients
20 years of experience
Maplewood-Ashcreek, Portland, OR, 97219

Jessica was amazing with our senior cat, Kalinka! She gave him lots of love and gave us great frequent updates with photos. I would absolutely recommend her and use her again!

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Alyssa C.
Sitter Profile Image: Kallie C.
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Kallie C.
from
$15
per visit
4.9 out of 5 stars
38 reviews
10 repeat clients
5 years of experience
Milwaukie, OR, 97267

Smooth sailing!!

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Jesse C.
Sitter Profile Image: Mallorie W.
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Mallorie W.
from
$15
per visit
5 years of experience
Milwaukie, OR, 97267

About: I’m a very attentive and reliable sitter who truly treats every pet like my own. I’ve grown up with 3+ dogs and have experience caring for both big and small breeds, as well as young puppies and senior dogs. Because of that, I’m comfortable adjusting to different energy levels and needs—from playful, active pets to older dogs who need a slower, gentler approach. I’m patient with younger pets who are still learning and can stick to routines that help them feel safe and secure. I also make sure owners feel at ease by communicating clearly and providing updates. I’m a college student with a very open and flexible schedule during the summer, which allows me to dedicate a lot of time to pet care. I’m available most days for walks, check-ins, and longer visits, and I can easily adjust my routine to fit your pet’s schedule. I always try to make pets feel safe, comfortable, and cared for, whether I’m in my home or theirs. I stick closely to their usual routine, like feeding times, walks, and anything else they’re used to, so nothing feels stressful or unfamiliar. I keep a close eye on them, make sure they always have water, and give them lots of attention. In a client’s home, I’m respectful of their space and keep things clean while making sure their pet feels relaxed in their normal environment. I also pay attention to their behavior and will keep you updated so you always know how your pet is doing.

Sitter Profile Image: Iris R.
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Iris R.
from
$14
per visit
12 years of experience
Far Southwest, Portland, OR, 97219

About: I have taken care of many dogs, cats, and even sugar gliders! I am very comfortable around animals and have a lot of experience with them! I am working a part time job currently, but can move around my schedule in order to take care of any animals in need! I am available nights and days if needed! I abide by any guidelines given to me by owners, but make sure to add in lots of love for furry friends! I have learned in my own pets experience that the favorite pet sitters are always the ones offering lots of cuddles!

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The median cost per visit for dog sitting in Lake Oswego is $20

Dog parents share their Rover experiences - Lake Oswego

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5.0 out of 5 stars

Sage was great with my dogs and I appreciate her flexibility so much. I will definitely book with her again, also great photography 🤣 she is very kind and trustworthy, lots of communication.

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Kristina G.
Drop-In Visits
5.0 out of 5 stars

Hannah was amazing with a new puppy and our ‘old girl’ Aussies - they loved her from the doorway 💕 She sent pics and did all the night time routines (cause they are spoiled) - Hannah may be newly relocated but her 5 star rating has followed her!!

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Karin D.
Drop-In Visits
5.0 out of 5 stars

Victoria is an amazing and very professional dog walker. She was my walker for a few years and I have never been disappointed. She’s a very good communicator and truly cared for my pup, Wilson. Since I have moved to a different area, I was so sad to say goodbye to her but I recommend her to anyone out there! 🐾☺️🙏🏻 Thank you, Victoria!

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Ashley W.
Drop-In Visits
5.0 out of 5 stars

Megan was great with my dogs and I appreciated that they came at a later time since I work nights. I would definitely book again!

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Ramiro M.
Drop-In Visits
5.0 out of 5 stars

Peri took care of our dogs for the day for second time. I appreciate that she is always on time and very communicative!

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Marika D.
Drop-In Visits
5.0 out of 5 stars

Exceptional. Taryn goes above & beyond to deliver care. She is really attune to the needs of my doggy. Her great communication also soothes my 1st time dog mom nerves.

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Julie A.
Drop-In Visits
5.0 out of 5 stars

Sarah helped us out with check ins on really short notice. So grateful for her and her patience with Billie, who was totally in chill spirits when I got back home :)

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Elizabeth K.
Drop-In Visits
5.0 out of 5 stars

J Does a great job with my pup and yesterday was super helpful because she drilled him on his commands and helped get some kongs prepped. J is reliable and communicates well.

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Marla K.
Drop-In Visits
5.0 out of 5 stars

Jessica is amazing! She's been so patient with my 1yo stranger danger issues and so kind to my old boy who needs a little extra help here and there. She's also been very communicative on any questions or concerns, and has not once come across as annoyed at my near daily texts while I'm adjusting to have someone care for my pets. I hope to keep her around for a while.

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Jakki T.
Drop-In Visits
5.0 out of 5 stars

Melissa did a great job stopping by to let our dogs out to go potty. She was prompt, friendly and resourceful when needed. We felt safe and secure having her at our house when we were not home. We are rebooking her for a trip in June. I would recommend her for your pets needs.

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Kyla B.
Drop-In Visits
5.0 out of 5 stars

This was our first time working with Rover and it was a great experience! Melissa lives very close to us and she took such great care of our Bear! She updated us at every visit and included lots of photos before and after their walk. This was his first time staying at home overnight after 9 years and it went very well! We’ll definitely ask Melissa to come back!

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Cheryl S.
Drop-In Visits
5.0 out of 5 stars

Sydney is the best! She has been working with our new puppy Pop, doing drop-in visits for us during the day when we are working. She goes above and beyond with him, and has even started teaching him basic commands like sit. She is punctual, responsible, trustworthy and knowledgeable about pups of all ages. We are so glad we found her, and would highly recommend her!

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Andrea B.
Drop-In Visits
5.0 out of 5 stars

Luna loved Jennifer instantly! Couldn’t wait for her to come back each day. Loved the detailed notes and photos!

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Lindsey B.
Drop-In Visits
5.0 out of 5 stars

Katie takes amazing care of our pets! We never have to worry about them when we are away. Can’t recommend her enough!

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Evan G.
Drop-In Visits
5.0 out of 5 stars

Savannah is very professional and punctual, there is special care that is given to all the details that make your pet your pet, the little instructions that youve worked so hard to cultivate in your dog like sitting before the door opens are respected with a sitter like Savannah. Will definately be booking again.

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Vishnu R.
Drop-In Visits
5.0 out of 5 stars

Thank you for helping us out (last minute!) to make sure Mabel had some extra attention while we were gone!

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Gina M.
Drop-In Visits
5.0 out of 5 stars

Shannon was great with my dog and diabetic cat. She communicates well and is reliable. I highly recommend her!

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Katherine M.
Drop-In Visits
5.0 out of 5 stars

Therese was great with the animals and very communicative during our trip. I would absolutely recommend her as a sitter!

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Alina K.
Drop-In Visits
5.0 out of 5 stars

Olivia is a highly dependable pet-sitter who clearly loves and cares for animals. We were delighted to have her watch our cat and dog while we were away during the holidays, and we will hire her again without hesitation.

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Larry S.
Drop-In Visits
5.0 out of 5 stars

I had Christina come for the first time today and it went great! She solved a conflict, was accommodating, and was able to put me at ease while I was at work. Thank you so much!

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Gabrielle S.
Drop-In Visits
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  • 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.

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    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

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    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local sitters who will treat your dogs like family

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Popular requests for dog sitting - Lake Oswego

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Sitters in Lake Oswego average 7
repeat dog sitting clients

FAQs for Drop-In Visits - Lake Oswego

Frequently asked questions about Rover

The average cost for Dog Sitting in Lake Oswego on Rover is $17.76 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog 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 Dog Sitting. For more information on service fees, click here .

As of July 2026, there are 6,402 sitters on Rover offering Dog Sitting across Lake Oswego. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Lake Oswego stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

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 Lake Oswego 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!

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 .

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.

A Meet & Greet is a short introductory meeting between you, your dog, 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.

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Lake Oswego with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

Yes, you can find sitters who have experience with handling special pet needs in Lake Oswego. On Rover:

  • 96% of sitters can help with special care needs
  • 97% can help with giving oral medications or injections
  • 94% 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.

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.

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