House Sitting Westwood

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

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Over 4
pet parents in Westwood have booked house sitting

Westwood, Find top rated house sitting

Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

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Sitter Profile Image: Juliette E.
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Juliette E.
$73
total per night
5.0 out of 5 stars
• 7 reviews
2 repeat clients
8 years of experience
Boston, MA, 02132

“Juliette was fantastic! She stayed at our home with our dog for the weekend, and we couldn’t have asked for a better experience. She kept us updated throughout her stay with messages and pictures, which gave us great peace of mind while we were away. He looked so happy and comfortable in every update, and it was clear that Juliette took wonderful care of him. We came home to a happy, well-cared-for dog and a great overall experience. We would absolutely book with Juliette again and highly recommend her to anyone looking for a reliable, caring, and communicative pet sitter.”

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Dawn F.
Sitter Profile Image: Marilyn M.
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Marilyn M.
$84
total per night
5.0 out of 5 stars
• 17 reviews
6 repeat clients
8 years of experience
West Roxbury, West Roxbury, MA, 02132

“Marilyn treated our house and pups like her own. The dogs got plenty of attention and exercise and the house was exactly how we left it. She communicates with lots of pictures and our dogs seemed very happy. Would recommend Marilyn to others and we plan on having her back (if she’ll have us) next time we go away”

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Joe B.
Sitter Profile Image: Lila R.
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Lila R.
$55
total per night
15 years of experience
Norwood, MA, 02062

About: I’ve shared my home with dogs and cats my entire life, rescuing pets of all ages from energetic youngsters to sweet seniors. Over the years, I’ve learned that every animal has a unique story, and I make it a priority to train every pet I bring into my home. This hands-on experience has taught me a massive amount about patience, adaptability, and animal behavior. More than anything, it has given me a deep sense of compassion and a real knack for connecting with animals. I love bringing that structure and care to their lives, and I'm excited to bring that same dedication to this role. I offer in-home pet care tailored to your pet's exact schedule. I work full-time at a school, I am available for quick drop-ins on weekday evenings. I have open availability on weekends to give your pet all the time and attention they need. I offer personalized in-home pet sitting and drop-in check-ins tailored to your pet's unique needs. Your pet's comfort is my top priority, which is why I strictly follow their established feeding and exercise to maintain their normal routine while you are away.

Sitter Profile Image: Jenie J.
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Jenie J.
Star Sitter
$53
total per night
5.0 out of 5 stars
• 14 reviews
5 repeat clients
7 years of experience
Norwood, MA, 02062

“Jenie is a rock star! She took phenomenal care of our sheltie Pepper. Super communicative, reliable, and trustworthy. She cared for Pepper for eight days and sent regular updates and photos, which gave us complete peace of mind while we were away. Jenie has our highest recommendations.”

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Jayne K.
Sitter Profile Image: Michael L.
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Michael L.
Star Sitter
$78
total per night
5.0 out of 5 stars
• 13 reviews
3 repeat clients
20 years of experience
Hyde Park, Boston, MA, 02136

“Michael was very punctual, pleasant and relaxed — seemed to “get” my 18-y.o chihuahua right away. This was my first time using Rover, and Michael was a very lucky choice! When I came home several hours later, both man and dog seemed very happy, and my house was in perfect order. Michael was available with less than 24 hours advance notice which was also very wonderful.”

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Linda B.
Sitter Profile Image: Christopher F.
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Christopher F.
Star Sitter
$39
total per night
5.0 out of 5 stars
• 19 reviews
5 repeat clients
3 years of experience
Hyde Park, Boston, MA, 02131

“So so great - Chris did such a fantastic job taking care of our dogs!! We have two very high energy pups, and Chris was so wonderful with them. He sent us regular updates, and had great communication both arriving to and leaving our home. Can’t recommend him enough!”

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Nils V.
Sitter Profile Image: Bailey V.
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Bailey V.
$56
total per night
10 years of experience
Norwood, MA, 02062

About: I’ve grown up raising and loving family dogs, neighbors dogs, friends dogs, and most importantly, my own dog There’s honestly nothing better than having a great time with a dog and seeing how happy they get. I can’t wait to meet yalls dogs and give them the best time that we have together I work full time in cancer research and get home at 5pm everyday. I would love to have the pleasure of taking care of your dog while you are at work, away, or busy with other things It’s just me in my home and there is plenty of space inside and outside for me and your dog to play, have fun, and rest

Sitter Profile Image: Wendy D.
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Wendy D.
Star Sitter
$95
total per night
5.0 out of 5 stars
• 64 reviews
23 repeat clients
7 years of experience
Norwood, MA, 02062

About: I started my pet-care career with just one dog, Chili, a big Siberian Husky. I walked him everyday after school when I was in high school for my neighbor for just $35/week. What a bargain, right? I was saving for my own laptop. I was tasked with making sure he did his business on our walk (hah!) and had fresh water since "Mom" didn't return until late at night. Chili was very energetic and SO smart, he needed a long walk and a lot of play time. Later, the family I nannied for after college had a 10-year old Wheaten named Rascal. He hated going to the groomers, but -- what a love ball the rest of the time! Usually, I'd do my homework with Chili because I didn't want him to be alone all night and often snuck a visit in before school, just because he was an energetic type and I hated him to be crated all day. And Rascal, well, he followed me everywhere. Although I didn't have a pet of my own growing up, Chili and Rascal will remain in my heart always. They were such wonderful dogs. My girls are also complete dog LOVERS and our large, fenced backyard is a dream for the pups who stay with us. As a family, we love to be outside throwing a ball and running around with the dogs we host, so know that your pet will be part of the family here. Our house is small, (it’s a Cape) but baby proofed, so it's very safe for our furry friends. I can keep an eye on everything at all times, even from the next room. We prefer to only take one pet at a time — very rarely, and only with an owner's OK do we agree to two dogs. Until the girls are a little older, we're going to delay getting a dog of our own so you can feel confident that while your pet is with us — whether for boarding or daycare or just a walk, h/she'll be treated like family. I really think Dean Koontz put it best: "Once you have had a wonderful dog, a life without one is a life diminished." I'm so lucky to have so many wonderful dogs in my life — they truly do make life better. I only wish I had realized how much better, sooner. I absolutely love this work because it's not work for me.

Sitter Profile Image: Sara D.
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Sara D.
Star Sitter
$111
total per night
4.9 out of 5 stars
• 87 reviews
22 repeat clients
2 years of experience
Auburndale, MA, 02466

“Kept a close eye on my elderly dog with a heart condition. When something looked amiss, she contacted my vet and took my dog to Angel Medical. Chloe's back home, looking good.”

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Michele B.
Sitter Profile Image: Dakota J.
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Dakota J.
$47
total per night
5.0 out of 5 stars
• 3 reviews
15 years of experience
Dover, MA, 02030

About: I grew up in a household with my two chihuahuas, Gizmo and Angel, and had a revolving door of stray cats that eventually joined the family. I raised a baby kitten after she had been abandoned on the highway. I had to bottle feed her, help her use the restroom, and keep her warm. Eventually, she survived the endeavor, and became my constant companion. I named her Karma! Friends have trusted me with their pets more times than I can count. I've cared for my family's dog, Charlie, who needs special care for his degenerative joint condition. I raised a family of kittens after my Karma gave birth and fled the coop. I've dealt with stray cats that have had prior histories and needed patience and a calm approach. I’m currently working part-time on my own business, but would love the chance to get to meet more wonderful animals. I’m usually pretty flexible, and can be counted on to be reliable. I love animals! I’ll always make sure they feel safe and secure, while giving them as much pets and playtime as needed. I’m also generally capable around a house. I'm mechanically inclined, good with plants, and I'm a neat freak. I also managed employee housing for several years, so I can be counted on to be responsible and reliable. I’ll make sure your best pal will maintain a similar schedule as your own.

Sitter Profile Image: Samantha L.
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Samantha L.
Star Sitter
$95
total per night
5.0 out of 5 stars
• 65 reviews
28 repeat clients
6 years of experience
Dover, MA, 02030

“Samantha did a great job taking care of our cat, Sasha! She was on time for the meet and greet and cat sitting start date. She sent lots of photos of Sasha and updates on her eating and litter habits. Sasha sometimes gets lonely when we leave on vacation and has not eaten in the past but ate and played fine and seemed very comfortable with Samantha. Would definitely recommend Samantha for cat/dog sitting!”

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Anita I.
Sitter Profile Image: Caitlin L.
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Caitlin L.
$89
total per night
5.0 out of 5 stars
• 9 reviews
1 repeat client
6 years of experience
Walpole, MA, 02081

“I really felt comfortable having Caitlin care for my sweet pup today. She was punctual, attentive and bonded quickly with Oliver. They spent time outdoors, and he got lots of his favorite belly rubs.☺️ I will definitely contact Caitlin again when the need arises.”

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Lisa G.
Sitter Profile Image: Bridget P.
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Bridget P.
Star Sitter
$139
total per night
5.0 out of 5 stars
• 154 reviews
35 repeat clients
35 years of experience
Quincy, MA, 02171

“Bridget was amazing watching our dog Eldrick while we were away! Eldrick clearly had a great time with her and she gave us so many updates / photos of him playing and on walks. He is going through a picky eating phase and she even got him to eat all of his food! Will definitely be booking with Bridget again!”

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Hayley F.
Sitter Profile Image: Adrian G.
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Adrian G.
$84
total per night
5.0 out of 5 stars
• 2 reviews
20 years of experience
Boston, MA, 02132

“Adrian took excellent care of our pup over a long weekend. He sent us plenty of pics and updates throughout, which we really appreciated since this was our first time leaving our doggo. Adrian was super communicative and thoughtful leading up to, during, and after his time petsitting. He made sure Plum got lots of exercise and attention while we were away, and our home looked pristine when we got back. We’ll definitely want to work with Adrian again and would recommend him to anyone looking for a great petsitter!”

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Sarah L.
Sitter Profile Image: Jonathan S.
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Jonathan S.
$72
total per night
4.8 out of 5 stars
• 37 reviews
9 repeat clients
9 years of experience
Waltham, MA, 02453

“Jonathan did an outstanding job taking care of our Sophie and our home. Sophie, our lab, did not want Jonathan to leave. He took great care of Sophie and we would definitely use him again. We highly recommend Jonathan.”

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Joe H.
Sitter Profile Image: Jonathan L.
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Jonathan L.
$45
total per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
12 years of experience
Jamaica Plain, Boston, MA, 02130

About: I am experience with caring for several types of dogs and cats in size and breed. I have cared for multiple dogs at the same time and meeting their needs at any age. My greatest strength is my patience and my willingness to communicate with your pets to ensure a working relationship that is based on love and care. I work remotely at home, and I am happy to take breaks to care for pets in between my work. I am flexible with early morning walks to late evening strolls. I love walking through parks and working at pet friendly cafes. I am transparent with my work. Working at clients home is something I understand that must be rooted in trust and care. I respect people's property and schedule to the best of my ability. I am actively aware of the need for communication, and I place that trait above all.

Sitter Profile Image: Austin M.
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Austin M.
$89
total per night
5.0 out of 5 stars
• 4 reviews
3 repeat clients
6 years of experience
Waltham, MA, 02453

About: Hi there! I’m an experienced dog care provider dedicated to giving local pups the absolute best care. With professional experience co-owning a pet service business and years of hands-on dog handling, I treat every dog in my care as if they were my own. My main priority is making sure your pup stays safe, comfortable, and right on schedule for their visits. Whether we’re out on an energetic walk, dropping in for mealtime, or relaxing during an overnight stay, you can count on clear communication, prompt updates, and plenty of cute photos. Looking forward to connecting with you and your pup! Pet care is a core part of my daily routine. I build my schedule around consistent walks/visits, feeding times, and any special instructions so pets are never rushed or squeezed in. Throughout the week, I keep communication steady with updates and photos, and I stay organized with notes to keep each pet’s routine consistent from day to day. I care for pets the same way in any space: safely, calmly, and according to their routine. In a client’s home, I follow your instructions closely for meals, walk/play schedule, and house rules. I keep everything clean and secure, and I send clear updates and photos each visit. In my home (for boarding), I provide a calm environment, regular potty breaks and exercise, close supervision, and a consistent routine with the right balance of attention and downtime based on your pet’s personality and energy level.

Sitter Profile Image: Victoria W.
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Victoria W.
$89
total per night
2 years of experience
Norwood, MA, 02062

About: I’ve dog say for years. I have multiple families around town I walk and watch for. I’ve worked with seniors a lot and enjoyed them. I go to school so weekends and nights would be best for me. I love long walkes and hikes so more time with the pets the better. I will follow their routine and how they like their day to go. And I respect other house and the rules set in those houses

Sitter Profile Image: Laura G.
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Laura G.
Star Sitter
$97
total per night
5.0 out of 5 stars
• 129 reviews
47 repeat clients
15 years of experience
Watertown, MA, 02472

“Laura took meticulous care of my Coco, who is a senior dog with multiple health issues. She followed Coco’s schedule for meals and medications carefully and precisely. Bonus: Coco loved her! Thanks, Laura!!”

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Chryste H.
Sitter Profile Image: Katie G.
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Katie G.
Star Sitter
$110
total per night
5.0 out of 5 stars
• 33 reviews
5 repeat clients
30 years of experience
Boston, MA, 02131

“Katie did a great job. She took the time to get to know us, as well as Maisie and Jack and their routines. She made sure to do this before she came to care for them. Maisie and Jack are two senior pups and what they need most is comfort and companionship. It was clear that Katie offered them all of that and more. They were quite content when we came home, which is the best sign of success. Katie kept us posted during our trip with updates and funny videos that made us feel better about being away. The house was perfect and we stepped back in as if we never left. She was very thoughtful about everything. I hope that the next time we travel Katie is available again. Thank you Katie, you made our wonderful get-away worry-free!”

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Midge W.
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The median cost per night for house sitting in Westwood is $63

Pet parents share their Rover experiences - Westwood

1 / 1
5.0 out of 5 stars

I am so glad I found Anna! I was so anxious about leaving my dogs, one of them being a senior who needs extra care and understanding, but I can genuinely say I was able to enjoy my vacation knowing they were safe and happy. I cannot recommend Anna enough

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Gayle C.
House Sitting
5.0 out of 5 stars

Ani was wonderful with our dog and we couldn’t have asked for a more reliable and caring sitter. She genuinely cares about the pets she looks after and went out of her way to make sure our dog was comfortable, happy, and well cared for while we were away. She was incredibly dependable and consistent with updates, which gave us so much peace of mind while traveling. It was clear that she wasn’t simply checking the boxes, she really took the time to understand our dog and her routine. We would absolutely trust Ani with our dog again and highly recommend her to anyone looking for someone reliable, thoughtful, and genuinely caring!

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Natalie Y.
House Sitting
5.0 out of 5 stars

Mariah was fantastic. Right away I noticed my Morkie instantly bonded with her at first meeting, which is unusual for him. During her stay, She updated me with photos and messages. Upon returning I noticed my home was left back in perfect order, and my animals seemed relaxed. I highly recommend Mariah! She is the best!

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Tracey G.
House Sitting
5.0 out of 5 stars

Michaela was absolutely amazing with our two dogs! She was very responsive and sent tons of photos of the boys while we were away. I would definitely hire here again!!

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Maggie S.
House Sitting
5.0 out of 5 stars

Jenie was terrific. She house sat for us for a week taking care of our home and our beloved cat. Our cat was clearly loved and she communicated clearly. We returned to a spotless home and she even baked cookies😁. We will definitely book Jenie again.

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Rebecca K.
House Sitting
5.0 out of 5 stars

I was scrambling last min and Irichiya really came through. Even with my less than ideal logistical options she was flexible and reliable. While the pup was very nervous, he was so well taken care of by her patience and attention to his needs. Would absolutely work with again!

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Julia C.
House Sitting
5.0 out of 5 stars

Audrey was a great communicator leading up to and during her stay with our pups. She took great care of them and our home. We will definitely be seeking her out to take care of our dogs next time we need someone!

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Taylor F.
House Sitting
5.0 out of 5 stars

Margaret was amazing! She watched my dog over the weekend and he immediately took to her. I immediately trusted Margaret - she is dependable, caring and conscientious. She checked in often- sending photos of her visits and updates on how my dog was doing. I would enthusiastically recommend Margaret to anyone and would trust that she will care about your pet as much as you do while you’re gone.

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Brenda R.
House Sitting
5.0 out of 5 stars

Marissa took great care of our senior dog. She was very communicative, punctual, attentive and caring. She sent updates throughout the whole time to make sure we were comfortable, which we really appreciated. Would definitely recommend her services!

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Alex G.
House Sitting
5.0 out of 5 stars

Amy was fantastic! My dog and cat adopted her right away and enjoyed their mini vacation! She even came home from work in the middle of the day to make sure the two animals were doing fine. And shoveled the side walk when we had some unexpected snow! :) Highly recommend.

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Kristin B.
House Sitting
5.0 out of 5 stars

The second time that Yusi has helped with looking after Lucy. Yusi was great and we'd be glad to have her take care of Lucy again.

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Thomas P.
House Sitting
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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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How to book house sitting

  1. 1. Search

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Popular requests for house sitting - Westwood

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Sitters in Westwood average 4
repeat house sitting clients

FAQs for House Sitting - Westwood

Frequently asked questions about Rover

The average cost of House Sitting in Westwood is $44 per night as of October 2026. Most bookings cost between $44 and $44 per night. On Rover, 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 6,968 sitters on Rover offering House Sitting across Westwood. 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 Westwood 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 Westwood 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 Westwood 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 , 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 .

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 .

sitters on Rover set their own , 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 Westwood. On Rover:

  • 87% of sitters can help with special care needs
  • 91% can help with giving oral medications or injections
  • 95% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

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