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: 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.
Sitter Profile Image: Jing L.
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Jing L.
Star Sitter
$28
total per visit
5.0 out of 5 stars
11 reviews
9 repeat clients
6 years of experience
Canton, MA, 02021

Jing is awesome with our three dogs! I was really reluctant to let a stranger come into our house but she is always so respectful and trustworthy with our four legged friends! They get excited when she comes through the door 😂 definitely hire her!

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Damaris F.
Sitter Profile Image: Dominic G.
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Dominic G.
$16
total per visit
3 years of experience
Norwood, MA, 02062

About: I’ve had a Shitzu for over 10 years and he has been my best friend! I have experience walking and taking care of family and friends dogs over the years and I enjoy every minute I have with their pet. I work full time Monday through Friday, 7am to 3:30pm but Iam available after those hours. I’m also totally free during the weekends. Iam more than happy to find ways to fit into your schedule. I have an open yard with room for fun and a park walking distance away. Iam happy to take care of your friend at any location and my goal is to take care of your dog in any way!

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

Good communication - pets were well taken care of

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Bernadette H.
Sitter Profile Image: Yanira P.
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Yanira P.
Star Sitter
$26
total per visit
5.0 out of 5 stars
13 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: 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: 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: 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: Caroline H.
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Caroline H.
Star Sitter
$28
total per visit
5.0 out of 5 stars
12 reviews
4 repeat clients
18 years of experience
Newton, MA, 02464

About: Hi! I’m Caroline, a lifelong pet lover with years of experience caring for cats and dogs of all personalities. I understand that every pet has their own unique quirks, routines, and needs, and I pride myself on providing loving, reliable, and attentive care that keeps them comfortable while you're away. Whether it’s playtime, feeding, medication, or just quiet companionship, I tailor each visit to suit your pet’s preferences. I also offer regular updates and photos so you can enjoy peace of mind knowing your furry family member is safe and happy. I treat every pet like my own with patience, respect, and lots of affection. Let me know how I can help! I currently work in biotech at an office job during the day Monday - Friday with some flexibility to be remote a day here and there, so I am available to stop by early mornings (5-7am) or after work (3-10pm) on days I’m at the office. I am available any time on weekends! At your home, I will be respectful of your space and the way you cater to your pet and their needs. I want to build a relationship to get to know you and your pet and will treat them as if they were my own!

Sitter Profile Image: Rose K.
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Rose K.
Star Sitter
$28
total per visit
5.0 out of 5 stars
10 reviews
4 repeat clients
10 years of experience
Needham, MA, 02492

Rose did a great job taking care of my pups! They were very happy and she followed all of my instructions perfectly!

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Alyssa P.
Sitter Profile Image: Perri D.
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Perri D.
$19
total per visit
2 years of experience
Sharon, MA, 02067

About: I have taken care of my Dog Cooper for 16 years. I have experience with puppies and also Senior Dogs. I love taking long walks with all different types of Dogs. I walk my Dog Cooper five times a day. I enjoy taking long walks with Cooper. It’s important to have a clear schedule and routine. I can be a great Dog Walker and provide any care needed at home. I am happy to clean up or help with any care the dog needs.

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

Sarah did a wonderful job looking after our two cats. Her updates were very detailed and really helped in letting us know how things were going back home. I would recommend her to anyone looking for a sitter

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Adam T.
Sitter Profile Image: Holly J.
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Holly J.
$28
total per visit
5.0 out of 5 stars
15 reviews
2 repeat clients
15 years of experience
Westwood, MA, 02090

We use Holly nearly every time we go away and she’s always reliable! She goes the extra mile to make sure the cats are cared for and does an amazing job tidying up the cat food trash and litter. Thank you Holly!!

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Audra H.
Sitter Profile Image: Jacqueline M.
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Jacqueline M.
$23
total per visit
7 years of experience
Boston, MA, 02132

About: I have take care of dogs in my neighborhood for years and have experience with dogs of all ages and sized from small chihuahuas to great danes, australian shepherds, yorkies, dachshunds and more. I have experience giving medicine to dogs and walking them outside in a way that ensures their safety and enjoyment I am currently working 8-4 throughout the summer but after that I will be taking night classes to get my masters in secondary education starting in the fall. As of now I am most useful for morning and evening care and not midday care, though that will change soon I am always patient with animals in ensuring that they feel safe and comfortable with me and I have years of experience with both dogs and cats to appropriately read their body language. I always defer to owners on what type of care they want for their pet and make sure to follow through on all plans to ensure a safe and happy pet

Sitter Profile Image: Yusi X.
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Yusi X.
$45
total per visit
5.0 out of 5 stars
14 reviews
4 repeat clients
10 years of experience
Norwood, MA, 02062

About: I am a behavioral scientist work in a hybrid model (go to office once a week) that spend a lot time researching about healthy living for my own furry baby and others🫶 I pay great attention to my dog's nutrient so that I cook fresh/organic for him and take him to hiking and dog parks. I would make beef and chicken jerky, cheese and carrot biscuits as treats. I basically moved from an apartment to a house for the sake of my dog. He was a 7-week puppy weighted 3 lb when I met him and now he’s 9 years old and 22lb, happy and healthy and kissed everyday! Now we moved together to New England since I graduated from my PhD program. Dogs love me but I adore them more!! I welcome house sitting for your furry friend 🙌👍 I’m a behavioral scientist for preventive oncology (in human) and I work a hybrid job, which means my schedule is quite flexible and I’d like to give my own dog potty breaks every 3 hours during the day. These breaks are often well deserved mental relief for myself between meetings as well. Love to cuddle, giving our fur babies a lot of love. Now I live in a one-bedroom apartment so the capacity for boarding is limited, but I’d love to visit your pet at your place and if they like car ride, I could definitely offer walks in the woods upon prior discussion and an extra charge

Sitter Profile Image: Nathalia P.
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Nathalia P.
$17
total per visit
5 years of experience
Needham, MA, 02492

About: 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: Molly G.
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Molly G.
$45
total per visit
5.0 out of 5 stars
22 reviews
6 repeat clients
6 years of experience
Dedham, MA, 02026

About: With my 6+ experience with pets I feel I am equipped for check ins, walks, overnight stays, etc. I’m willing to be flexible in order to accommodate you and your pets needs! I am a teacher full time and rover is something I use to fill my free time! Come summertime I will have more availability for boarding, check ins and walking! Please reach out if you have any inquiries! I am flexible and have great problem solving skills to accommodate any situation that may arise. I have great communication as well for anything that the pawrents might need while their pet is under my care.

Sitter Profile Image: Lauren O.
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Lauren O.
$34
total per visit
5.0 out of 5 stars
28 reviews
6 repeat clients
20 years of experience
Norwood, MA, 02062

Lauren is a very flexible and reliable dog walker. She is great with Remi and always on time. She keeps me up to date on her visits and always send a picture or two. I’d recommend lauren to anyone in the area who is looking for a reliable dog walker!

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Alex N.
Sitter Profile Image: Eva L.
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Eva L.
$32
total per visit
5.0 out of 5 stars
4 reviews
15 years of experience
Westwood, MA, 02090

You could tell right away that the dogs loved Eva. She is sweet, dependable and clearly a dog person! It was comforting to know that she was feeding the girls and letting them in and out while we were out of town. Thanks for the photos and updates! 🌟🌟🌟🌟🌟

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Jen M.
Sitter Profile Image: Alexa F.
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Alexa F.
$34
total per visit
20 years of experience
Norwood, MA, 02062

About: I love all pups and will treat your fur babies as my own 🐾 I have been caring for big dogs since I was a child and have always had a love for them. I also have previous experience working at a doggie daycare, with dogs all breeds, ages, and sizes. I have a somewhat flexible schedule and will be home with your pups to follow their bathroom and feeding schedule and get lots of play time and cuddles while they’re in my care! I wake up around 7 am, feeding and bathroom routine, play time and walks throughout the day. I can also stick to any routine needed. There is currently one dog in my home, so I will only be caring for one additional dog at a time. My apartment complex has grassy areas for bathroom time, and I have plenty of room for your dog to play and rest. Neighborhood walks are also available.

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

Dog parents share their Rover experiences - Westwood

1 / 1
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
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Why Choose Rover?

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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.

How Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer dog sitting
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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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