Dog Sitting Westwood

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

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Over 19
pet parents in Westwood have booked dog sitting

Westwood, Find top rated dog sitting

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

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Sitter Profile Image: Perri D.
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Perri D.
$19
total per visit
5.0 out of 5 stars
2 reviews
1 repeat client
2 years of experience
Sharon, MA, 02067

Perri was great for the meet and greet. Pappy is looking forward to future walks with you. Thx!!

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Bill W.
Sitter Profile Image: Carol H.
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Carol H.
$34
total per visit
5.0 out of 5 stars
5 reviews
2 repeat clients
25 years of experience
Dedham, MA, 02026

Karen was amazing! Super communicative and reliable - she also went above and beyond in cleaning up when our kitty made a mess and send great photos and videos that helped us feel comfortable and confident in her services. We could tell our kitty appreciated her visits as well!

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Tami B.
Sitter Profile Image: Anika G.
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Anika G.
$27
total per visit
5.0 out of 5 stars
8 reviews
1 repeat client
6 years of experience
Dedham, MA, 02026

About: Hi! I've been around animals my whole life, and caring for pets is truly second nature to me. I've owned and loved both dogs and cats since I was a kid, and that lifelong experience shows in how I care for every animal I meet. What really sets me apart is my background in pet care and dog training. I graduated from Norfolk County Agricultural High School, where I took many animal science courses. I took classes in canine behavior, pet shop management, and animal science. I learned how to handle, groom, and care for dogs of all breeds, through hands-on experiences. I bring patience, knowledge, and lots of love to every pet I care for. I am college student spending the rest of my summer from July 8 until August 22 at home. This means I have plenty of time to dedicate to pet care. I’m already helping my family take care of our own dog, so adding more pets to my routine fits in perfectly! I am available Monday through Friday and am very flexible throughout the day, so I can easily accommodate different schedules and needs. Whether I am caring for pets in my home or in a client’s, their safety, comfort, and happiness are always my top priorities. I stay in tune with how they are feeling, making sure they’re well-fed, clean, healthy, and getting plenty of rest and outdoor time. At home, I provide a pet-friendly environment. I’m also lucky to live next to a reservation with trails, open fields, and ponds and streams perfect for dogs who love to explore nature. I enjoy taking pets on these little adventures to keep them active and mentally stimulated. When it comes to pet care, I always treat each animal as if they were my own.

Sitter Profile Image: Lily B.
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Lily B.
$19
total per visit
4.9 out of 5 stars
27 reviews
13 repeat clients
8 years of experience
Boston, MA, 02136

Lily is our go-to cat sitter. We used to come home to a cat that gave us a “cold shoulder” for being gone for a weekend. Lily gives her all the love she needs!

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Kaden J.
Sitter Profile Image: Yanira P.
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Yanira P.
Star Sitter
$26
total per visit
5.0 out of 5 stars
15 reviews
6 repeat clients
12 years of experience
West Roxbury, West Roxbury, MA, 02132

Yanira took amazing care of Ruthie! She can be shy with new people but came out for Yanira, great to get the daily photos! I would absolutely book with her again!

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Rachel P.
Sitter Profile Image: Andrea "Ani" J.
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Andrea "Ani" J.
$39
total per visit
5.0 out of 5 stars
81 reviews
28 repeat clients
20 years of experience
Norwood, MA, 02062

Ani was amazing with our elderly cat Karina. I didn't need to worry at all during our trip because Karina warmed up to her immediately which she rarely does with unfamiliar people. Ani was extremely conscientious and thorough in her care and made sure that our elderly girl was relaxed and content with massages and plenty of love and attention. Thank you so much, Ani.

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Shana H.
Sitter Profile Image: Sarah D.
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Sarah D.
Star Sitter
$43
total per visit
5.0 out of 5 stars
149 reviews
48 repeat clients
9 years of experience
Hyde Park, Hyde Park, MA, 02136

We really appreciate the great care that Sarah took of our Marley. Sarah communicated regularly and sent cute photos of Marley enjoying play time. We would definitely book with Sarah again. Thanks!

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Gina K.
Sitter Profile Image: Lindsay D.
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Lindsay D.
$20
total per visit
13 years of experience
West Roxbury, Boston, MA, 02132

About: Hi, I’m Lindsay! 🐾 I have dedicated my career to the well-being of animals, blending over a decade of professional dog walking and hands-on pet care with professional veterinary hospital experience. From leading structured off-leash playgroups and serving as a Daycare Shift Supervisor to working as a Client Liaison at MSPCA-Angell Animal Medical Center, I have cared for almost every breed, size, and temperament imaginable. Whether I am providing dedicated house sitting in your home or dropping in for daily walks and check-ins, my background means your fur family is getting far more than standard pet care: - Behavioral Expertise & Comfort: I am highly skilled at reading canine body language, maintaining calm dynamics, and using positive reinforcement to keep anxious or sensitive pets feeling safe and loved. - Medical Peace of Mind: With my veterinary hospital background, I am deeply experienced in administering medications, managing strict schedules, and recognizing subtle signs of health concerns. I am also certified in Dog CPR, First Aid, and Safety. - Seamless Routines & Cleanliness: I take a lot of pride in keeping a tidy, comfortable environment. Food and water bowls stay fresh, your home stays respected and neat, and if the classic New England weather gets messy, your pet gets a cozy towel-dry before settling in. Because my schedule is highly flexible, your pet's exact routine is my top priority. I am a cat owner myself and love caring for both dogs and cats of all comfort levels. I’m always happy to provide detailed credentials and professional references to give you total peace of mind. I’d love to connect via a phone call or a meet-and-greet to see how I can best love and support your pets in the comfort of their own home! Pet care is my daily routine, which means my schedule revolves entirely around the needs of my furry clients and their pet parents! Whether it’s mid-day neighborhood walks, wooded hikes, structured playtime, or accommodating last-minute schedule changes, my current lifestyle allows me to be incredibly dependable, available, and fully present for your pet every single day. A typical day with me is the perfect mix of structure, safety, and pure fun, completely tailored to your pet’s unique groove! Whether your pup needs high-energy hikes and legendary games of fetch to burn off steam, or more leisurely neighborhood strolls and engaging brain games tailored for smaller paws, I customize the day to them. I take a lot of pride in keeping a clean, tidy environment. Food and water bowls are always fresh, play spaces stay neat, and if that classic New England weather gets messy, your pet gets a cozy towel-dry or a refreshing bath before settling in to relax.

Sitter Profile Image: Olivia C.
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Olivia C.
$28
total per visit
9 years of experience
Medfield, MA, 02052

About: I’ve been caring for dogs for over 9 years and have experience with dogs of all ages, sizes, and energy levels. Friends, family, neighbors, and local families have trusted me to walk, feed, bathe, play with, and care for their dogs while they’re away. I genuinely love being around dogs and strive to make every pet feel safe, comfortable, and loved. Whether your dog enjoys long walks, outdoor adventures, playtime, or relaxing companionship, I’ll provide attentive and dependable care tailored to their needs. As a recent college graduate, I have a flexible schedule and plenty of time to dedicate to your dog. I’m available for walks, drop-in visits, pet sitting, and overnight care throughout the week and on weekends. I pride myself on being reliable, communicative, and attentive so you can have peace of mind while you’re away. Your dog’s safety, comfort, and happiness are my top priorities. I carefully follow feeding schedules, exercise routines, medication instructions, and any specific care requests. I understand that every dog has a unique personality and needs, and I always take the time to make them feel comfortable and secure. I’ll also provide regular updates and photos so you can feel confident knowing your dog is receiving the same love and attention they get at home.

Sitter Profile Image: Nathalia P.
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Nathalia P.
$17
total per visit
5.0 out of 5 stars
3 reviews
2 repeat clients
5 years of experience
Needham, MA, 02492

About: Looking for my first clients in the area 🐶 Growing up with dogs in the family made me learn how to care for them naturally and see animals as friends. I will be more than happy to know your buddy, make sure they have everything they need, and have amazing moments together. I’m working part time and mostly available up to two hours during the morning and evenings after 5pm. Weekends are flexible with all day availability and flexibility. I always double check any house doors, to make sure it’s safe. Keep them near me in any outdoor environment is a rule, never unleashed or left alone outside. I’ll love to know more about your dogs habits and personality to adjust to their needs, restrictions and expectations.

Sitter Profile Image: Ashley D.
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Ashley D.
$19
total per visit
5.0 out of 5 stars
7 reviews
3 repeat clients
3 years of experience
Walpole, MA, 02081

Was very patient with Sadie, who can be wary of strangers. Was able to be adaptable and help get her situated. Asked good questions, and was very caring.

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Leah P.
Sitter Profile Image: Fernanda B.
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Fernanda B.
$20
total per visit
20 years of experience
Boston, MA, 02132

About: I have had a dog since I was in diapers! I’ve also trained all my dogs on my own and have very well-behaved dogs. I am truly a dog lover and will take care of your dogs as if they’re my own! I am available most weekends, all day. I cannot do during the week for the most part as I have a full-time job, but there is some flexibility with holidays and such. I will follow any instructions given to me to care for your pet in your home. I have a husky with high anxiety, so unfortunately cannot care for your babies in my own home.

Sitter Profile Image: Ashley G.
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Ashley G.
Star Sitter
$23
total per visit
5.0 out of 5 stars
22 reviews
5 repeat clients
15 years of experience
Roslindale, Roslindale, MA, 02131

Ashley was friendly, communicative, and on time. I came home to happy and relaxed cats. From Ashley’s pics, it looked like my cats had a good time!

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Nichole S.
Sitter Profile Image: Mark B.
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Mark B.
$45
total per visit
20 years of experience
Dover, MA, 02030

About: I grew up with cats and dogs in my childhood house and my wife and I have have had multiple dogs over the last 20 years. We currently have an older pointer and our most recent addition was a rescue puppy last summer. I enjoy meeting new dogs and look forward to meeting your companion. I have a very flexible schedule because I am currently working at home as a consultant. I typically care for our two dogs at home and take them walks, jogs, etc I would be the only person handling the pet and ensure that clients dog is on leash at all times and follow the client instructions. I would ensure dog safety at all times as top priority.

Sitter Profile Image: Alexander K.
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Alexander K.
$40
total per visit
5.0 out of 5 stars
31 reviews
11 repeat clients
17 years of experience
Dover, MA, 02030

About: Hi, I’m Alex, and I run Dover Doggy Hotel & Daycare LLC! I cater to residents in the Needham, Wellesley, Dover, Medfield, Sherborn and Walpole areas. Your dogs, are my medicine. I don’t feel complete without one. Dogs have been a part of my life for as long as I can remember. I’ve always believed that every pup deserves love, safety, and a cozy place to call home. I started out working for PETCO in aquatics in high school and fell in love with animals From 2012–2014, I served in the U.S. Peace Corps in Ukraine, where I taught English at the high school level in Dnipro, where I also co-managed an animal shelter caring for more than 150 dogs. During that time, I fostered Staffordshire Terriers, Pit Bulls, and other large breeds, gaining hands-on experience with everything from playful puppies to strong, large, high-energy dogs. Since then, I’ve continued caring for dogs of all sizes through fostering, boarding, and walking and daycare. Today, I mainly host small and medium sized dogs. I have a safe, fenced-in yard to play in, and plenty of cozy spots inside where pups are welcome on the couch (and yes, even in the bed if that’s what they’re used to!). I’m also happy to do drop-in visits for larger dogs at their own homes and walking. I also run a flexible,, multi option daycare program. I treat every dog like family, tailoring care to their needs—whether that’s long walks, lots of playtime, or just snuggles and companionship. I also have multiple client references available upon request. Your pup’s comfort, safety, and happiness are always my top priorities, and I’d love the chance to give them the care and attention they deserve! Right now, pet care is my top priority! I have a very open and flexible schedule that allows me to dedicate full-time attention to the dogs I care for. While I do have the occasional online doctor’s appointment or small obligations, my days are wide open for walks, playtime, and socialization. I can comfortably care for up to 4* dogs in my home at a time, giving them lots of one-on-one attention. For walks and drop-in visits, I’m available for up to 4 dogs* (depending on size). My flexible routine means your pup will never feel rushed; just relaxed, loved, and cared for like family. Daily routine is up for first bathroom break out back at 8:30, walks and or dog park every day and another bathroom break at 9 -9:30. In bed by 10-10:30. Your dog’s safety and comfort are always my #1 priority. I live on a 1 acre property with a gigantic fenced-in backyard where pups can play securely and safely. Inside, dogs are welcome to relax wherever they feel most comfortable….on the couch, in bed, or by my side. Trust is very important to me. I know how much pets mean to their families, so I treat every dog like my own, with patience, kindness, and consistency. I keep owners updated with photos and messages, so you’ll always know your pup is happy, safe, and cared for. There’s no other animals* (possibly other dogs boarding) or children in the home to distract or to become an issue. When caring for a clients home, I treat it as if it were my own and offer extra services like bringing in mail & feeding fish & basic general tasks etc. If you would like to see the property you can take a virtual tour here and see where your dog will be staying and to get a sense of the size of the property upon request.

Sitter Profile Image: Jeffrey M.
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Jeffrey M.
$33
total per visit
5.0 out of 5 stars
20 reviews
4 repeat clients
50 years of experience
Walpole, MA, 02081

Always a pleasure to have Jeff watch my cat!

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William C.
Sitter Profile Image: Alison M.
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Alison M.
$28
total per visit
25 years of experience
Needham, MA, 02492

About: I’ve grown up with dogs and have owned cats as well. I’ve cared for sick pets, both dogs and cats. Experienced with seniors and puppies! Adore all animals. I am currently the owner of two Newfoundlands so I also understand the needs of large/giant breed dogs. I’m available for weekly visits and overnight care. Responsible pet owner who wants to help others in need of pet care. I understand how challenging it can be working full time while also giving love and attention to your pets. My schedule is very flexible and I can work with you on customized times to pet sit. I have a large yard with lots of space for roaming, leashed. I have two gentle and loving Newfies who enjoy time with other pet friends

Sitter Profile Image: Angelica C.
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Angelica C.
$26
total per visit
4.6 out of 5 stars
7 reviews
5 repeat clients
25 years of experience
Needham, MA, 02494

Angelica is a wonderful pet sitter, she is very friendly and responsive. She took good care of my cat and did everything that I requested and more. My cat loved her, and I had a worry-free trip knowing that my cat is in good hands. I will definitely book her again in the future and recommend her to my friends and family! Thank you Angelica!

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Svetlana B.
Sitter Profile Image: Ella H.
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Ella H.
$36
total per visit
5.0 out of 5 stars
4 reviews
15 years of experience
Dedham, MA, 02026

Ella took wonderful care of our two cats while we were away. Ella was reliable, attentive, and clearly loves animals, our cats were happy, relaxed, and well fed the whole time. Ella sent updates and photos and a video, which put our minds at ease. Highly recommend Ella for anyone needing a trustworthy, caring cat sitter!

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Dimuthu V.
Sitter Profile Image: Emily B.
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Emily B.
$39
total per visit
5.0 out of 5 stars
31 reviews
10 repeat clients
9 years of experience
Norwood, MA, 02062

Emily did an excellent job of taking care of our beloved fur babies. She went over and above the call of duty, heading over to visit before the snowstorm and then trekking through thigh-deep snow before the snow removal folks did their job. She sent us updates and photos every day and adjusted their food based on what she noticed. We came home to happy kitties. Thank you, Emily.

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Donna N.
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The median cost per visit for dog sitting in Westwood is $25

Dog parents share their Rover experiences - Westwood

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5.0 out of 5 stars

Michaela was fantastic with her drop in visits! She took such great care of our dog and sent very detailed updates! She followed all instructions and really had us feeling comfortable knowing he was in great hands! We are so happy and appreciative! :)

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

Jenie was so wonderful to work with! She was attentive, very quick to respond, and clearly treated our anxious pup with gentleness and care. We will definitely be booking again in the future!

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Elise C.
Drop-In Visits
5.0 out of 5 stars

Marissa was amazing with my 2 foster dogs. She was timely with her visits and communicative throughout. I appreciated her help and would welcome her back in the future.

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Jean C.
Drop-In Visits
5.0 out of 5 stars

MJ is the very best. Cares for our dogs like they are her own. They LOVE it when they are with her. She notices everything about them and reports all details with photos sent every few hours. We recommend her without reservation. Fur baby heaven!

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Heather P.
Drop-In Visits
5.0 out of 5 stars

Was very patient with Sadie, who can be wary of strangers. Was able to be adaptable and help get her situated. Asked good questions, and was very caring.

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Leah P.
Drop-In Visits
5.0 out of 5 stars

Lauren did an absolutely fantastic job taking care of my dog! From the start, she was incredibly responsible, responsive, and easy to communicate with. She kept me updated with regular messages and photos, which gave me so much peace of mind while I was away. My dog clearly felt comfortable and happy in her care, and it was obvious that Lauren treated her like one of her own. I couldn’t have asked for a better experience — I’ll definitely be booking with her again in the future. Highly recommend Lauren to anyone looking for a trustworthy and caring sitter!

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Michael V.
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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  • Reservation protection

    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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Sitters in Westwood average 6
repeat dog sitting clients

FAQs for Drop-In Visits - Westwood

Frequently asked questions about Rover

The average cost for Dog Sitting in Westwood on Rover is $22.2 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 11,188 sitters on Rover offering Dog Sitting across Westwood. 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 Westwood 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 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!

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 Westwood 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 Westwood. On Rover:

  • 91% of sitters can help with special care needs
  • 96% 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.

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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