House Sitting Ashland

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

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Over 35
pet parents in Ashland have booked house sitting

Ashland, 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: Helen S.
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Helen S.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 30 reviews
9 repeat clients
10 years of experience
Glen allen, VA, 23059

“Helen was absolutely incredible with our two cats! They are seniors with special needs and very human-oriented, and Helen put our minds at complete ease when she house sat for a night and two days while we were out of state. She provided updates, photos, and kept in touch with us throughout the whole time we were away. She even very kindly brought our mail and hellofresh inside, and made up the bed so we could just drop our bags and settle in at home when we returned. Definitely rebooking anytime we need her services in the future!”

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Elizabeth M.
Sitter Profile Image: Collette J.
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Collette J.
from
$40
per night
4.8 out of 5 stars
• 32 reviews
8 repeat clients
25 years of experience
Richmond, VA, 23228

“Collette did a great job taking care of our two girls. We got multiple daily photos and small updates on how everyone was doing. They also made the girls comfortable and made them felt like we never left. Collette also made sure our house was clean and tidy before we returned. Highly recommend!”

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Tyler A.
Sitter Profile Image: Marina S.
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Marina S.
from
$30
per night
5.0 out of 5 stars
• 7 reviews
10 years of experience
Richmond, VA, 23225

“Marina took excellent care of my German shepherd, Keisel, and my staffy/English bulldog mix, Rosie. They both seemed happy and Marina had great communication. Highly recommend.”

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Emily H.
Sitter Profile Image: Nicholas S.
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Nicholas S.
from
$35
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
2 years of experience
Ashland, VA, 23005

About: I've been a petsitter since middle school. I've looked after cats and dogs both young and old, large and small. I'm very flexible and I take special care to keep each pet I care for comfortable and happy. I'm not currently employed, so I have plenty of time. I prefer late hours, but I can handle early risers too. I have a club event every second and fourth Tuesday; otherwise I'm fairly flexible with my activities. I will meet your pet wherever they are. If they need affection, I can give it; if they need space, I can give it. I put their well-being first, no matter what. If they make a mess, I will clean it up.

Sitter Profile Image: Anna B.
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Anna B.
from
$65
per night
5.0 out of 5 stars
• 58 reviews
15 repeat clients
4 years of experience
Glen Allen, VA, 23060

“My new go-to sitter. Very communicative, responsible, willing to follow directions, respectful of house rules and procedures. Provided lots of updates and flexible with the meet and greet and other scheduling. 6/5 stars. Thanks, Anna!”

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Andrew M.
Sitter Profile Image: Allison F.
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Allison F.
from
$35
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
20 years of experience
Northern Barton Heights, Richmond, VA, 23222

“Allison is a terrific person to take care of a house and pets. Good communication, willing to bend as needed. She pet-sat during the single month when my long-haired dog sheds constantly. We have to be vigilant with cleaning the house to keep up with it. She left the house super clean. I felt like a real adult was taking my place. She's not the type who will accept a job, then change her mind and leave you stranded. She's responsible, a person who could manage any situation as well as could be expected, and is up for what comes her way. Allison kept up with our flight arrivals and offered to stay an extra night if we experienced cancelations. She visited first and I showed her the routine which is just so helpful. All good!”

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Beth M.
Sitter Profile Image: Lucas H.
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Lucas H.
from
$50
per night
5.0 out of 5 stars
• 19 reviews
4 repeat clients
10 years of experience
Richmond, VA, 23227

“Lucas was great with Auggie! Was very communicative while we were away, kept our home nice and tidy and made sure to play with Auggie to keep her entertained.”

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Skyler C.
Sitter Profile Image: Steven K.
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Steven K.
from
$120
per night
5.0 out of 5 stars
• 202 reviews
37 repeat clients
30 years of experience
Richmond, VA, 23228

“My home and animals were clearly very loved and well cared for. Steven updated regularly with pictures and stories about walks. Left everything clean - animals are happy and healthy - so I’m happy!! Would trust Steven again. Thank you! ? Pix, Ed, Momo, & Thor!”

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Catherine S.
Sitter Profile Image: Christine B.
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Christine B.
from
$35
per night
4.9 out of 5 stars
• 23 reviews
3 repeat clients
10 years of experience
Glen Allen, VA, 23060

“Christine took care of our dogs like they were her own! They adore her! She checked in several times a day with texts and pictures, and gave them lots of love. She is professional and kind in every way. We will definitely be calling her again, and would 100% recommend her!”

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Scott H.
Sitter Profile Image: Kendall V.
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Kendall V.
from
$45
per night
5.0 out of 5 stars
• 7 reviews
12 years of experience
Shockoe Bottom, Richmond, VA, 23223

“One of a kind! Kendall is incredibly reliable and a wonderful communicator. We felt our animals were in good hands the entire week. Last minute our cat got an infection and she didn’t bat an eye to administering his medication daily. Our cats were both relaxed and happy when we got home, plus the dishes were done and the house was tidy!”

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Alicia C.
Sitter Profile Image: Annelise W.
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Annelise W.
from
$27
per night
12 years of experience
The Fan, Richmond, VA, 23220

About: I've been pet sitting since I was a little kid and grew up with dogs and cats, and since I work from home full-time, I have a flexible schedule. I love getting outside for walks and tend to walk 10k steps daily, so if you have an active dog, I’m your girl! I don’t currently have pets of my own, so I love getting to spend quality time with yours! My ultimate goal is for you to feel confident that your pet is safe, happy, and well cared for while you’re away. I work from home from 9am - 5pm, so I’ll be very available during the week. I have set evening plans on Wednesdays and Thursdays, but I have no standing commitments all other days of the week. I will follow whatever protocol you have for your pets. Whether that’s a specific routine, individual needs, and/or keeping you up to date with pics / messages. I want you to feel like your furry friends are in good hands!

Sitter Profile Image: Kira S.
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Kira S.
from
$50
per night
5.0 out of 5 stars
• 9 reviews
7 years of experience
Richmond, VA, 23219

“Kira was a great sitter. Quick and easy to communicate with, showed up on time, took lots of pictures for me, and got along really well with my two cats (including one who is very shy and doesn't tend to like people).”

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Jenn R.
Sitter Profile Image: Nicholas C.
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Nicholas C.
from
$38
per night
5.0 out of 5 stars
• 12 reviews
1 repeat client
10 years of experience
Richmond, VA, 23220

“He did a great job with our pets while staying with them! It was nice to know that the animals had someone reliable and attentive looking after them while we were away, and that they could stay where they were comfiest, at home! He handled all of our (and our pets) needs wonderfully and we would gladly have him sit for us again.”

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Astrid O.
Sitter Profile Image: Megan R.
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Megan R.
from
$30
per night
20 years of experience
Ashland, VA, 23005

About: Hi! I'm Meg. I've been a dog person my whole life. There's never been a time when a dog wasn't part of my family. That lifelong experience means I read dog body language well, know how to keep walks safe and fun, and genuinely love the job, not just the paycheck. I live right in historic downtown Ashland, Virginia, close to the train tracks and those lovely tree-lined streets, so I know the neighborhood well and always have a good route in mind, whether that's a leisurely stroll past the historic homes or a longer loop to really burn off some energy. I especially love high-energy pups and puppies! Whether your dog needs a good long walk to burn off some zoomies or a patient hand during those chaotic puppy months (potty breaks, leash manners, all of it), I'm your person. I'll never cut a walk short or phone it in. Your dog gets my full attention, every visit. What you can expect from me: 🐕 On-time, reliable walks and drop-ins around downtown Ashland 📸 Photo/video updates so you can see the fun 🚰 Fresh water, treats (if approved!), and lots of praise 🔒 Careful with leashes, doors, and gates, safety first ❤️ Genuine enthusiasm for your dog, not just a paycheck I treat every dog like my own. If your pup needs an extra-long walk to tire them out or a little extra patience while they learn the ropes, I'm happy to go the extra mile (literally). Looking forward to meeting your dog! 🐶 My schedule is wonderfully flexible right now, so pet care fits in easily any day of the week. I can do mornings, afternoons, or evenings, and I'm always happy to work around your dog's usual routine so nothing feels disrupted. Your home and your dog's routine are treated with total respect. I follow whatever house rules you set, whether that's where the leash lives, how the door locks work, or feeding schedules. I always double check gates and doors before heading out, and I move at your dog's pace, not mine.

Sitter Profile Image: Virginia "Ginny" D.
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Virginia "Ginny" D.
from
$70
per night
5.0 out of 5 stars
• 24 reviews
8 repeat clients
20 years of experience
Richmond, VA, 23228

“We were blown away by Ginny! She took such great care of our Italian Greyhound and cat - they were both in amazing spirits when we came home. She was responsive, sent photos, and very accommodating to their needs and routine. When we returned our house was also spotless which is a huge plus after coming home from a vacation. We would 100% recommend Ginny to anyone in the future!”

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Sydney F.
Sitter Profile Image: Francisco P.
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Francisco P.
from
$65
per night
5.0 out of 5 stars
• 18 reviews
5 repeat clients
35 years of experience
Richmond, VA, 23227

“Francisco was fast to respond during booking- especially helpful cause this was a last minute scheduling- and took great care of our pups. We look forward to an opportunity to work with him again!”

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Tessica V.
Sitter Profile Image: Alexis U.
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Alexis U.
from
$100
per night
4.9 out of 5 stars
• 55 reviews
10 repeat clients
3 years of experience
Glen Allen, VA, 23059

“Alexis was an amazing pet sitter overnight for my dog Stewey. Right from the beginning she went above and beyond bc I had a complicated scheduling situation and she was able to manage all of it like a pro. My dog loved her right away and she has a gentleness that makes you feel totally confident that she will do a great job. She is empathetic, caring and smart. Our communication was also top notch sending updates and when she had a question. In every way it was a great experience and I will book her again in a heartbeat the next time Stewey needs a pet sitter. Thank you Alexis!”

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Joanna N.
Sitter Profile Image: Haley T.
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Haley T.
from
$25
per night
10 years of experience
Mechanicsville, VA, 23116

About: I’ve taken care of dogs and cats ever since I was 10 years old and probably younger! I was always fascinated by animals and wanted to help my parents in anyway with our pets. I helped train all our dogs and trained my own dog all my own since she was a puppy. I’ve dealt with all the puppy stage antics to all the grumpy senior dogs! I’ve had cats for as long as I can remember and rescued my own cat a year ago. I know all about the troublesome kitten phases to the aloof senior kitties. I’ve had my own experience in giving medications to all ages of dogs and cats. I am also in school to be a licensed veterinary technician so I have some skills in that field as well. I’ve also owned all kinds of other animals from turtles, hamsters, Guinea pigs and mice to fish and rabbits and reptiles as well. I really just love all animals and would treat your pets as my own! I currently only work on the weekends so I have plenty of time to visit and walk pups of all kinds or go play and check on kitties or other animals all throughout the week! I do online classes so I have no problem bringing my laptop with me to stay and take care of your pets! Since I work on weekends usually long days I can do house sitting but I would have to leave very early Saturday mornings. As for Sundays I can start housesitting most Sunday evenings depending on my schedule! My pets in my home are very spoiled and loved. I have a 3 year old cat and at home with my parents are my 2 family dogs who I helped raise and 2 turtles! In a clients home I would treat your pets as if they are my own and make sure they are comfortable and well taken care of! I would make sure they are safe and stay in the home so no pet gets loose!

Sitter Profile Image: Ada C.
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Ada C.
from
$60
per night
4.9 out of 5 stars
• 18 reviews
5 repeat clients
4 years of experience
Richmond, VA, 23236

“Ada house sat my dog who was both diabetic and recovering from bronchitis which required shots and other medications twice a day. She not only cared for MMO’s medical needs but provided emotional support for him in my absence. She sent pictures and conducted a River video chat with me to ensure not only Momo’s emotional support but for mine as well. I felt confident my beloved pet was in good hands.”

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Mary k S.
Sitter Profile Image: Thomas M.
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Thomas M.
from
$40
per night
5.0 out of 5 stars
• 3 reviews
15 years of experience
Glen Allen, VA, 23059

About: I’ve had a deep love for dogs my entire life, growing up with golden retrievers and labs who taught me the joy of the human-dog bond. Over the years, I’ve cared for dogs of all sizes and breeds - from German shepherds and pitbulls to shih tzus and Yorkies - and I’ve loved discovering each breed’s unique personality and temperament. What I cherish most is forming genuine connections with every dog I meet. I get as much from these interactions as the dogs do, and that mutual trust and affection is what makes pet care so rewarding for me. I’m experienced with e-collar training, standard obedience, and reinforcing whatever training methods you use at home. I’m equally comfortable caring for energetic puppies and gentle senior dogs, adapting my approach to each dog’s specific needs. I’m confident administering medications and following any feeding or routine schedule precisely. Whether walking through busy urban streets, quiet neighborhoods, or parks with other dogs around, I prioritize safety while ensuring your pup gets the exercise and stimulation they need. Most importantly, I treat every dog in my care like family - because to me, they are. I work from home doing freelance/contract work, which gives me the flexibility to build my schedule around pet care. Since I set my own hours, I can easily accommodate walks, drop-ins, and house sitting without the constraints of a traditional 9-5 job. This setup is ideal for dogs because I can provide midday attention when most people are stuck at the office. Whether your pup needs a lunch-time walk, consistent daily visits, or someone reliable for last-minute bookings, my flexible schedule makes it work. I’m available most days throughout the week, and I can adjust my work hours to match your dog’s routine. For house sitting, I’m able to stay overnight and be present throughout the day, which means your dog gets plenty of company and isn’t left alone for long stretches. Basically, my work adapts to pet care - not the other way around. House Sitting: When staying at your home, I maintain your dog’s normal routine as closely as possible to minimize stress. My day typically includes morning walks or playtime, midday exercise and mental stimulation, and evening walks before bed. Throughout the day, I provide companionship, follow your feeding schedule precisely, and administer any medications as directed. I’ll also handle basic tasks like bringing in mail, watering plants, and keeping your home secure. I send regular photo updates so you know your pup is happy and well-cared for. Drop-In Visits: I’ll come by at scheduled times to feed your dog, provide fresh water, and give them a potty break and some quality attention. Each visit includes playtime or a brief walk depending on your dog’s needs and energy level. I’ll also tidy up any messes, ensure they’re comfortable, and send you a quick update with photos so you have peace of mind while you’re away. Dog Walking: I tailor each walk to your dog’s age, energy level, and training. Whether it’s a leisurely neighborhood stroll or a more vigorous park session, I focus on both physical exercise and mental stimulation. I’m attentive to their behavior around other dogs and people, and I always prioritize safety while making sure they have a great time.

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

Pet parents share their Rover experiences - Ashland

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5.0 out of 5 stars

Hannah was one of the best dog sitters I have had! I highly recommend her she made me feel so super relaxed, and my fur babies absolutely loved her. First sitter willing and confident enough to walk the dogs! She was super flexible and understanding of my schedule change. Will be requesting her again.

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Erika C.
House Sitting
5.0 out of 5 stars

Michaela was awesome! Our little Yorkie loved her. She was kind and gentle and treated our elder fur baby with respect. I would highly recommend. Thank you Michaela!

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Nancy M.
House Sitting
5.0 out of 5 stars

Noah is a great house sitter, my two dogs and two cats love Noah. We are very pleased with Noah. Highly recommended

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Georgina S.
House Sitting
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • 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?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • 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.

How to book house sitting

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

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Popular requests for house sitting - Ashland

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Sitters in Ashland average 4
repeat house sitting clients

FAQs for House Sitting - Ashland

Frequently asked questions about Rover

The average cost of House Sitting in Ashland is $37 per night as of October 2026. Most bookings cost between $30 and $65 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 1,632 sitters on Rover offering House Sitting across Ashland. 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 Ashland 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 Ashland 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 Ashland choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the , which provides up to $25,000 in eligible veterinary care reimbursement.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit .

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet or the new environment.

During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

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

  • 91% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 96% 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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