Dog Sitting Westwood

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

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Over 25
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: 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: Sarah D.
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Sarah D.
Star Sitter
$43
total per visit
5.0 out of 5 stars
151 reviews
50 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: Allie C.
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Allie C.
Star Sitter
$50
total per visit
5.0 out of 5 stars
137 reviews
48 repeat clients
25 years of experience
West Roxbury, Chestnut Hill, MA, 02467

We moved to the Boston area recently and needed a new sitter for our pets. We booked Allie and couldn’t be happier we found her! She took great care of our cat and reptiles while we were away. She is an amazing sitter who sincerely cares for our pets’ wellbeing. Can’t recommend her enough! We will definitely be booking her again!

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

As always, Jeff goes above and beyond to take care of Paul. Paul recently had a change in his health a couple weeks prior to our vacation, and Jeff was able to accommodate with medication and monitoring Paul for any changes. We felt calm knowing Paul was in good hands!

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

Ani “The Pet-Whisper”, We had the pleasure of having Ani watch our two kittens. It was the first time we had left them home alone overnight and as typical pet parents, we were nervous. Ani made everything so easy and our kittens love her. Ani is punctual, loving, knowledgeable about many things about cats and dogs. She took great pictures, and detailed notes that helped to ease our minds while we were away. I honestly think our cats were sad to see us when we returned. I know one of them kept looking past us for Ani.

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Tiffany K.
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: Melissa L.
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Melissa L.
$32
total per visit
5.0 out of 5 stars
11 reviews
3 repeat clients
5 years of experience
Newton, MA, 02461

Once again Melissa took FANTASTIC care of our Noodle. She gave detailed updates on her checkins, took so many pictures (which we loved because we were missing our pup), and messaged me to confirm she we taking the best care of our little dog - which of course, she was! I totally trust Melissa which allowed me to really enjoy our vacation and it’s clear that Noodle also loves her

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Ali H.
Sitter Profile Image: Jing L.
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Jing L.
Star Sitter
$28
total per visit
5.0 out of 5 stars
20 reviews
16 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: Cynthia K.
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Cynthia K.
Star Sitter
$23
total per visit
5.0 out of 5 stars
17 reviews
4 repeat clients
13 years of experience
Norwood, MA, 02062

Cynthia is absolutely amazing with our two cats! She’s so caring & great with communication. This is the second time she’s watched our cats & we will definitely be reaching out to her again in the future! We love all the pictures & videos she sends us when she’s checking in. We definitely recommend her!

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Miranda L.
Sitter Profile Image: Marilyn M.
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Marilyn M.
Star Sitter
$39
total per visit
5.0 out of 5 stars
7 reviews
4 repeat clients
8 years of experience
West Roxbury, West Roxbury, MA, 02132

My dog, Rocco, is a 15 year old terrier who had never been under the care of a dog sitter. I was extremely fortunate that Marilyn was available to attend to his care over the past weekend. Marilyn is a very warm, friendly, compassionate, and deeply caring sitter. My dog gravitated to her immediately. Marilyn provided the most amazing and utmost care of our dog throughout the weekend. I highly recommend her services, and will contact her immediately for all my future dog sitting needs.

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Michael E.
Sitter Profile Image: Audrey L.
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Audrey L.
Star Sitter
$29
total per visit
5.0 out of 5 stars
10 reviews
8 repeat clients
10 years of experience
Norwood, MA, 02062

About: I’ve walked/sat for dogs since I was a kid. I’ve grown up with a dog and now have my own at the age of 25 I am in Norwood living with my partner and looking for work, I decided to put a profile together and take care of pets to earn some money in the mean time. They’re allowed all the free play space in the open living area. Lots of space to run around. We’re close to a field for fetch and walks and I am more than happy to drive to a fenced in dog park. I have a vehicle and can drive to your home as well to hang out in the pets home if need be. I trained my dog by myself she is very responsible. She is energetic but kind and cuddly. She knows how to sit, come, stay, play dead, sit pretty, give paw, and loves fetch

Sitter Profile Image: Carolyn F.
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Carolyn F.
Star Sitter
$56
total per visit
4.9 out of 5 stars
90 reviews
32 repeat clients
40 years of experience
Sherborn, MA, 01770

Wonderful, kind, knowledgeable, professional, patient. My fur babies responded well after a little rocky start. Carolyn patiently gave them time to warm up. She accompanied my need for a sitter for a few hours over a drop in. Will be using her again and again!

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Tammy B.
Sitter Profile Image: Alexandra R.
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Alexandra R.
$28
total per visit
5.0 out of 5 stars
5 reviews
3 repeat clients
25 years of experience
West Roxbury, West Roxbury, MA, 02132

About: I have been around dogs and cats all of my life. Growing up in the Hudson Valley, we had two dogs: an American Pit Bull Terrier and an APBT Staffie mix. They were the most athletic and lovey dogs! In their senior years, they had medical issues so I am experienced with med management and adopting activities to their capabilities. We also had several cats growing up including adopted strays. Currently, my fiance and I have a half APBT, half Siberian Husky dog. He is the best! We adopted him from a family that kept him in his crate for so long that he bit off a large portion of the hair on his tail. He was reactive in the beginning, lunging at cars on the road and barking and lunging at dogs on walks. I used Spirit Dog Training’s reactivity course and my education in behavioral psychology and research to fix these issues. He no longer does either things and his hair has grown back in spades! We keep him busy by training him (tricks) and mentally stimulated with sniff walks and games like find it, as well as off leash time, hikes, runs, etc. We love hiking with Oto: he recently completed numerous hikes in Acadia National Park and has done Camel’s Hump in VT and Mt. Osceola in NH: he plans on completing the NH 48! In general, I love being outside and active: hiking, snowshoeing, snowboarding, running, kayaking, rock climbing and going to the gym. I love all dogs, but have a particular drive to keep working dogs happy and healthy! German Shepherds, Border Collies, Huskies, Cattle Dogs, Anatolian Shepherds: it is amazing what they can do and how they have served our communities in numerous roles for decades. I have spent a lot of time with my sister’s German Shepherd and half GSD half Anatolian dogs and my family's Great Danes. I also volunteered at a therapeutic horseback riding center and rode horseback for several years; I find being around horses to be great training for how to interact with, and train, dogs. They are so big that they don’t HAVE to listen to you. Maintaining confidence (even if you don’t feel like it) and a steady hand go a long way, as well as keeping aware of their body language and behaviors. They are very sensitive creatures. In the Fall of 2026, I am resuming my graduate program in clinical social work and have indicated my availability in the details section. However, those times and days don't apply during winter and summer breaks (open availability then). Please share your dog's behaviors and needs with me before scheduling walks. If your dog is reactive (barks at dogs on walks or lunges) please let me know and I can adjust the walking route and make sure to give other dogs plenty of space. Let me know what their usual distance on walks is, as I can try to adjust my pace accordingly. I have a lot of experience with this (decades). If you have treats for your dog, I can take them out with me if needed.

Sitter Profile Image: Rebecca P.
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Rebecca P.
$28
total per visit
5.0 out of 5 stars
4 reviews
1 repeat client
8 years of experience
Norfolk, MA, 02056

About: From neighbors to strangers, I’ve cared for other people’s pets for some time now. I love animals so much. Long walks cure my soul so having a dog by my side makes it even better!! I attended the Norfolk Aggie in Walpole for high school, so I’ve been around many different types of animals. It’s my passion to care for animals and make them happy! I currently work part time picking up shifts, so my schedule is very flexible. I do attend college courses but won’t be for the summer! I provide fur friends with regular exercise, a safe environment, consistent routines, necessary grooming, AND I always adhere to the specific needs and instructions provided by the pet owner!

Sitter Profile Image: Kimberly M.
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Kimberly M.
$17
total per visit
5.0 out of 5 stars
68 reviews
10 repeat clients
10 years of experience
Sharon, MA, 02067

We have 3 older cats (2 with some health issues and meds), so leaving them for 10 days made me a little nervous. Kimberly did a great job with them! The pictures she sent everyday provided such a sense of comfort, as did all of her communications about any of the small issues we've come to expect with our cats. I really felt that she was able to handle everything very well. Made our vacation so much more enjoyable! Thank you Kimberly, we'll call again!

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Mary H.
Sitter Profile Image: Asmahan O.
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Asmahan O.
$23
total per visit
5.0 out of 5 stars
6 reviews
2 repeat clients
6 years of experience
Needham, MA, 02494

Asmahan has been great! She was very understanding that our anxious dog takes a few visits to warm up to new people. She was patient and had great instincts with our pup. We are looking forward to continuing to hire her in the future!

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Alexa K.
Sitter Profile Image: Isabell M.
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Isabell M.
$23
total per visit
5.0 out of 5 stars
49 reviews
22 repeat clients
10 years of experience
Norfolk, MA, 02056

Isabell was great with my cats while my husband and I were away. I was worried because i have a cat that needs more love and can be a bit much out of the 4, but they were all very happy!

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Annie
Sitter Profile Image: Yusi X.
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Yusi X.
$34
total per visit
5.0 out of 5 stars
14 reviews
4 repeat clients
10 years of experience
Westwood, MA, 02090

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: Danielle K.
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Danielle K.
Star Sitter
$28
total per visit
5.0 out of 5 stars
14 reviews
5 repeat clients
10 years of experience
South Dorchester, Boston, MA, 02122

We recently adopted a kitten who needed human socialization. We had Dunks on a good trajectory and Dani did a great job while we were on our trip. She also helped Logan, our older cat, feel like he was still important too! We came home to two incredibly happy cats!

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Ryan S.
Sitter Profile Image: Maysie H.
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Maysie H.
Star Sitter
$28
total per visit
5.0 out of 5 stars
13 reviews
4 repeat clients
8 years of experience
Quincy, MA, 02170

Great communication, timeliness, and availability!

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Holly J.
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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

Gail is the best! My dogs love her and I always trust that she will care for them as if they were her own. She is the only person outside of the family who I will trust to give eye drops and medicine to my blind senior Shih Tzu.

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Katrina B.
Drop-In Visits
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
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Popular requests for dog sitting - Westwood

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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 August 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 August 2026, there are 11,178 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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