House Sitting Westwood

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

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Over 32
pet parents in Westwood have booked house sitting

Westwood, Find top rated house sitting

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

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Sitter Profile Image: charlotte g.
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charlotte g.
Star Sitter
from
$40
per night
5.0 out of 5 stars
6 reviews
4 repeat clients
8 years of experience
Winchester, VA, 22601

Our 130# Newfoundland and cat were well taken care of. Communication was great, even using a different app since we were in Europe. Would not hesitate to use Charlotte again, she cared for our animals like they were hers.

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Giovanna C.
Sitter Profile Image: Kristine S.
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Kristine S.
from
$40
per night
5.0 out of 5 stars
8 reviews
1 repeat client
30 years of experience
Winchester, VA, 22601

Kristine is a warm and caring individual and my dogs picked up on that immediately. She was fantastic with our three German Shepherds. She took great care of our dogs and our home while we were away. She was respectful of our property, cleaned up after herself and the dogs, and went above and beyond by mopping up after a rainstorm and even throwing linens in the wash before we returned. It gave us so much peace of mind knowing everything was being handled so thoughtfully. Great communication, too. I would absolutely book Kristine again and highly recommend. Kristine, if you’re reading this, thank you so much for putting up with all the shedding, the Shepherds were dropping their coats like crazy.

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Alesha R.
Sitter Profile Image: Sherry R.
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Sherry R.
from
$45
per night
5.0 out of 5 stars
10 reviews
5 repeat clients
3 years of experience
Stephens City, VA, 22655

She is awesome. Did a great job, knowledgeable, very nice. Will definitely use again sometime.

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Elliot A.
Sitter Profile Image: Kathy G.
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Kathy G.
from
$75
per night
5.0 out of 5 stars
58 reviews
18 repeat clients
30 years of experience
Winchester, VA, 22601

Kathy was an amazing dog sitter! We have 3 very large dogs - 2 Great Pyrenees and a Saint Bernard. She sent photos twice a day of each of the and gave us updates on how they were doing! She left the house cleaner than when we left & she was present in our home almost the entire time she was sitting for us. We will definitely be booking with Kathy again!! :)

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Morgan G.
Sitter Profile Image: Christopher P.
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Christopher P.
from
$55
per night
5.0 out of 5 stars
14 reviews
3 repeat clients
13 years of experience
Winchester, VA, 22601

She was amazing! Came on time, follow all the instructions with my little puppy. Send me the updates and photos of Poet. Puppy was happy and safe when I came back home. Her prices are very affordable. You can feel that she loves the animals. Highly recommend Christopher!

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Tamara K.
Sitter Profile Image: Natalie B.
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Natalie B.
from
$60
per night
5.0 out of 5 stars
4 reviews
2 repeat clients
5 years of experience
Winchester, VA, 22601

Wow, where do I begin? Natalie took such good care of my Bailey and my home. I can’t say enough about how wonderful she was and how great the little “Bailey cheat sheet” she made that summarized all the care instructions I provided at our meet and greet, and the beautiful picture she took of Bailey while I was away. She’s thorough and attentive and sent great pictures and messages to reassure me Bailey was fine. And she was! Thank you, Natalie! You’re wonderful and I can’t wait to book you again!

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Cynthia M.
Sitter Profile Image: Destiny F.
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Destiny F.
from
$65
per night
5.0 out of 5 stars
3 reviews
1 repeat client
12 years of experience
Stephens City, VA, 22655

Destiny was absolutely fantastic! She took great care of our babies and they all loved her! She was very communicative, gave great updates everyday, and very responsive! Highly recommend her for your pet sitting needs!!

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Kayla G.
Sitter Profile Image: Marianina G.
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Marianina G.
from
$30
per night
5.0 out of 5 stars
5 reviews
14 years of experience
Winchester, VA, 22602

Nina was great with our dog, Buster! She stayed at our home for a week while we were out of town and cared for our elderly pup. She is an excellent communicator and left our house tidy and our pup loved + happy! We would definitely re-hire her!

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Kate P.
Sitter Profile Image: Amber H.
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Amber H.
from
$58
per night
5 years of experience
Stephens City, VA, 22655

About: Hello! I'm Amber and I love and cherish all types of creatures. I have consistently had animals in my care since a young age and will always have animals in my life. I take a personalized approach meeting your pets needs as I know each animal is unique and requires special attention. I'm happy to be available for your pets whenever necessary. Whether it's a last minute trip or a well planned in advanced event I can be there to ensure your pet has uninterrupted care and attention. I understand life can be ruff (pun a little bit intended lol) and I'm happy to lighten that burden for your precious pets. I'm all about efficiency and ensuring that your pets routines go uninterrupted despite your absence. My goal is to ease the burden and ensure you can focus on your needs. Whether this is for a vacation, a walk so you can work, or anything in between. I also value communication and transparency to ensure you know everything that goes on in your absence.

Sitter Profile Image: Liza E.
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Liza E.
from
$50
per night
5.0 out of 5 stars
1 review
15 years of experience
Winchester, VA, 22601

Liza was AMAZING! My prearrange Sitter canceled three hours before I had to leave for a Fourth of July party and Liza was ready to go and eager to help! I am so thankful and grateful! What absolutely be using Liza again!

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LN C.
Sitter Profile Image: Matthew H.
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Matthew H.
from
$30
per night
5.0 out of 5 stars
5 reviews
1 repeat client
7 years of experience
Reseda, Stephens City, VA, 22655

Matt was amazing already booked again did a great job with all 4 including our new pup who is not completely house trained yet

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Ricky
Sitter Profile Image: Megan S.
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Megan S.
Star Sitter
from
$75
per night
5.0 out of 5 stars
90 reviews
29 repeat clients
10 years of experience
Stephens City, VA, 22655

Megan is the best. I never have to worry about leaving my baby girl thanks to her. Megan always takes such great care of her and sends me updates consistently. Highly recommend her!

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Cody F.
Sitter Profile Image: Autumn G.
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Autumn G.
from
$30
per night
5.0 out of 5 stars
3 reviews
1 repeat client
12 years of experience
Winchester, VA, 22601

Autumn did a great job taking care of my babies while I was gone. She was great at communicating and sent me pictures every day. I would recommend.

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Dorene K.
Sitter Profile Image: Marian K.
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Marian K.
from
$35
per night
10 years of experience
Winchester, VA, 22601

About: I have been taking care of dogs and cats since high school! I am comfortable and familiar with multiple pets at once and even some more eclectic animals like reptiles (turtles and snakes). I would only be able to come to your house to pet sit or walk, I would not be able to bring pets to my apt. I would only be able to pet sit in your home as I live in an apartment where I am unable to bring animals into my space.

Sitter Profile Image: Victoria L.
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Victoria L.
from
$35
per night
4.5 out of 5 stars
8 reviews
1 repeat client
23 years of experience
Winchester, VA, 22602

Victoria provided frequent comms and was very responsive. Great job, we will definitely use her again!

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Stu Y.
Sitter Profile Image: Michelle R.
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Michelle R.
from
$65
per night
5.0 out of 5 stars
12 reviews
5 repeat clients
25 years of experience
Stephens City, VA, 22655

About: Hello My name is Michelle and i started dog sitting in my high school years and have continuously boarded and house sitted for dogs of all ages. My experience started out with pet sitting for family and friends. Then over time Rover came along, and I was so excited to hear of this app and jumped to get signed up although i’m new to app, i am not new to the business i truly love all animals but love to be around dogs most, also my family is a dog loving family and we would love the opportunity to make your pet feel at home while your not :) i am honest trustworthy and always dependable and will always be available for face times should you want to face time your baby while your away you won’t regret choosing me as your sitter :) I am very flexible on scheduling. Just shoot me a message as my schedule is completely free. I have no specific schedule so open to discussion. I live in condo and my community is huge on having a pet friendly environment. I am surrounded by parks and a regular visitor to the Dog Park ! i believe in the importance of spending quality time with my pets i sit for as this makes for happy calm loving pet and they always come back wagging for more :)

Sitter Profile Image: Sierra C.
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Sierra C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
7 years of experience
Boyce, VA, 22620

Sierra took great care of our dog Stella! We returned home to a happy dog. Highly recommend and will definitely be reaching out again.

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Samantha B.
Sitter Profile Image: Linda K.
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Linda K.
from
$60
per night
5.0 out of 5 stars
118 reviews
47 repeat clients
18 years of experience
Winchester, VA, 22602

About: (Formerly Kamp Kelley) I have been fostering small dogs for a rescue group in No. VA. for the last 9 years (my aching back doesn’t allow me to work with dogs larger than 20 lbs)--prior to that I fostered cats and kittens. I has experience with many types of small dogs—especially Shih Tzu’s and Llasa Apso’s, but also Yorkshire Terriers, Basset Hounds, Pom's, Toy Poodles, etc. My expertise is in rescuing and caring for senior and special need dogs. Since I have a dog-friendly house and a large-fenced yard (1/4 acre) for them to run and play in, I decided to become a dog-sitter 5 years ago. I believe in loving and treating your fur-baby like my own! We keep her home and yard dog proof so your little angel will be in a safe, relaxed, dog-friendly, and loving environment! Because I am retired, my schedule is very flexible. I'm retired and except for occasional trips to the store, bi-weekly Bridge games. monthly book group and a occasional meeting, I'm home ALL THE TIME. At this point, I am accepting only ONE dog at a time EXCEPT if there are 2 dogs from the same household. Same for cats. I have a large, fenced yard that can be separated off. I have lots of dog equipment. For example large crates if your dog is used to being crated, bowls, beds and cushions, a big bed for them to share with me, jackets, leashes, kongs and lots of love and affection. Same for cats--EXCEPT, I let them out only on the back deck (enclosed).

Sitter Profile Image: Sydney C.
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Sydney C.
from
$40
per night
10 years of experience
Winchester, VA, 22602

About: I’ve had both dogs and cats my entire life and genuinely love caring for animals of all ages and personalities. I’m experienced with feeding, walking, bathing, cleaning up after pets, administering lots of love and attention, and making sure they feel safe and comfortable while you’re away. I understand that every pet has their own routine, and I’m happy to follow any instructions to keep them happy and healthy. Whether your pet loves playtime, long walks, or just wants someone to cuddle with, I’ll care for them as if they were my own. I work Monday-Friday 8-5. I can take care of your pet(s) before and after work. On weekends I can spend even more time with your furry family!! I feel comfortable going to client’s houses to pet sit! I have pet sit for my aunt multiple times for her two pups— including a dog with a strict diet and medication for his seizures.

Sitter Profile Image: Reina P.
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Reina P.
from
$47
per night
4.9 out of 5 stars
28 reviews
8 repeat clients
10 years of experience
Boyce, VA, 22620

About: Hi, My name is Reina, I recently retired and love to care for pets. I have a lot of time and dedication to care for yours. Flexible with schedules. I am currently retired, so I have a lot of time to play and properly care for your pet. I do not have pets anymore since my sweet dog passed away.I am ready to give the same kind of love and attention to yours. I have a fence yard and a very clean environment.I do not have pets anymore since my sweet dog passed away.I am ready to give the same kind of love and attention to yours.

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The median cost per night for house sitting in Westwood is $50

Pet parents share their Rover experiences - Westwood

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5.0 out of 5 stars

Lauren was absolutely incredible, and I truly couldn’t have asked for a better house sitter. She took amazing care of my two dogs and my cat, and I never once worried while I was away. She spent plenty of time with them each day, so I knew they weren’t being left alone for long periods, and it was obvious she genuinely cared about their well-being. She followed every instruction I left for her carefully and was incredibly attentive to all of their needs. One thing that really stood out was how thoughtful and communicative she was—not only did she keep me updated, but she also stayed in touch with my mom throughout the week so we both knew everything was going smoothly. Coming home, my pets were happy, relaxed, and clearly well cared for, and my home was just as I left it. Lauren is responsible, trustworthy, compassionate, and went above and beyond in every way. I would recommend her without hesitation to anyone looking for someone to care for their pets and home. Five stars isn’t enough!

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Jordan L.
House Sitting
5.0 out of 5 stars

Susan was the best! So professional and so loving towards my dog! She sent photo and video updates throughout the weekend and we couldn’t have asked for a better pet sitter. She is well experienced and clearly loves pets and will love on yours too. I couldn’t recommend her enough, we will use her again!

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Sydney C.
House Sitting
5.0 out of 5 stars

She took exceptional care of our three older dogs. One who requires insulin twice daily, eye drops, and oral meds. We came back to the house the way we left it and she provided updates. Have already asked about rebooking!

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Kimberly R.
House Sitting
5.0 out of 5 stars

Autumn did a great job taking care of my babies while I was gone. She was great at communicating and sent me pictures every day. I would recommend.

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Dorene K.
House Sitting
5.0 out of 5 stars

Liza was AMAZING! My prearrange Sitter canceled three hours before I had to leave for a Fourth of July party and Liza was ready to go and eager to help! I am so thankful and grateful! What absolutely be using Liza again!

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LN C.
House Sitting
5.0 out of 5 stars

Matt was amazing already booked again did a great job with all 4 including our new pup who is not completely house trained yet

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Ricky
House Sitting
5.0 out of 5 stars

Kathryn was great. JT can be be a challenge due to size. But it evident that both he and the house were well cared for. We will use her again.

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Laurie P.
House Sitting
5.0 out of 5 stars

ruby was super communicative and was so kind to our pup! would definitely book her to dogsit again :)

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Claire M.
House Sitting
5.0 out of 5 stars

If you are looking for a pet sitter who will treat your fur baby like absolute royalty, look no further! We needed someone last-minute to watch our dog for an entire week, and she completely saved the day by stepping in with such short notice. From the moment we left, we were at total ease. She sent constant updates and a ton of amazing pictures throughout the week, which we absolutely loved. It was so reassuring to see our pup so happy, relaxed, and well-cared-for while we were away. She is professional, incredibly dependable, and clearly has a huge heart for animals. We are so incredibly grateful for her help and will absolutely be booking her again in the future. Highly, highly recommend!

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Nicoll F.
House Sitting
5.0 out of 5 stars

Haley house sat for me for a full a week. I have a little dog, Jake, who is almost 15, and a 4 year old hound mix, Maui, who was a rescue. As soon as she walked in my house my dogs went right to her and there was an immediate connection. The dogs had a great week with Haley, and my house looked great when I returned. She sent me updates and pictures frequently, and my dogs loved her. I would definitely rebook with Haley.

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Jim G.
House Sitting
5.0 out of 5 stars

Charlotte came for the day to get to know Finn, our little dog, before coming to stay over in a few weeks time. We left for the day and when we returned Finn was sitting next to her on the sofa looking content and happy:) Charlotte is a calm and friendly person who understands pups very well. :)

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Carly G.
House Sitting
5.0 out of 5 stars

Bailey loves when Riona visits! She takes such good care of her and sends pictures that shows she’s comfortable with her. Thank you!

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Cynthia M.
House Sitting
5.0 out of 5 stars

Megan is the best. I never have to worry about leaving my baby girl thanks to her. Megan always takes such great care of her and sends me updates consistently. Highly recommend her!

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Cody F.
House Sitting
5.0 out of 5 stars

Katie had excellent communication throughout our trip and handled everything so well. Our dogs have a large size difference and she took care of them well. Highly recommend.

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Destiny B.
House Sitting
5.0 out of 5 stars

Emily was great, she watched our pups for the evening. She was very responsive, our dogs loved her and we felt quite comfortable and safe with her, would highly recommend.

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Patrick W.
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.

Why Choose Rover?

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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.

  • World-class support

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

Meet local sitters who will treat your pets like family

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    Browse profiles of sitters near you who offer house sitting
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Popular requests for house sitting - Westwood

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Sitters in Westwood average 3
repeat house sitting clients

FAQs for House Sitting - Westwood

Frequently asked questions about Rover

The average cost for House Sitting in Westwood on Rover is $49.95 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

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

As of August 2026, there are 572 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 Rover Guarantee , 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 Rover's Trust & Safety page .

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 short introductory meeting between you, your pet, 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.

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.

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

  • 98% of sitters can help with special care needs
  • 100% can help with giving oral medications or injections
  • 93% 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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