Dog Sitting Ashland

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

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Over 99
pet parents in Ashland have booked dog sitting

Ashland, 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: Julie-Anne D.
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Julie-Anne D.
Star Sitter
$34
total per visit
5.0 out of 5 stars
46 reviews
14 repeat clients
10 years of experience
Framingham, MA, 01701

About: Hi My name is Julie & I’ve been an animal lover all my life. I’ve always had dogs since childhood and now am a proud dog mom to an adorable 10 year old rescue mix. He happily stays with family while I pamper and care for your pet in the comfort of their home environment. I recently decided to turn my passion for animals into a career and would be honored to be trusted to care for your fur baby as if they were my own. Dogs and cats seem to gravitate naturally towards me, I’m able to win over even the shyest pets and love doing so. I am currently working part-time with a highly flexible schedule, allowing me ample time to give your furry friend the love and attention they deserve. As a massage therapist, I bring a gentle touch to my pet care, ensuring your pup receives plenty of petting, belly rubs, and ear scratches—if they enjoy that kind of affection. I prioritize their comfort and well-being, adjusting my daily routine to meet the specific needs of your pet. Whether it's taking them for long, leisurely walks or adhering to a strict feeding schedule, I am dedicated to providing the best care. Additionally, I am experienced in administering medications, ensuring that your pet’s health is always in good hands. Your pup will feel pampered and loved while you are away!

Sitter Profile Image: Eleanor G.
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Eleanor G.
$19
total per visit
5.0 out of 5 stars
4 reviews
10 years of experience
Framingham, MA, 01701

About: I’ve had cats and dogs since I was born. Caring for my furry family has been a part of my life ever since. I helped care for my dogs when they got up there in age. I’m familiar with medicating my own pets and can surely learn your routine too. I’m currently home for school for the summer so I have most days completely free. I’m also one of the main carers for my two furry siblings while I’m home. I’m used to giving pills even if the pet won’t take a pill pocket (my cat won’t either). Rain or shine I’ll take your pet on a walk. Just let me know where the leashes are!

Sitter Profile Image: Denisse H.
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Denisse H.
$23
total per visit
10 years of experience
Framingham, MA, 01702

About: I have a 2-year old tuxedo cat named Nova and she is the very sweetest. I have lots of experience with dog sitting and caring for dogs through friends and family. Particularly I regularly helped out with my brother’s dog since she was a puppy and she just turned 13! I work full-time but I work close to home and work remote at least one day a week. Midday drop-ins would need time be scheduled in an advance but I have flexibility with mornings and evenings. I am usually free on weekends so lots more flexibility then. My cat is an indoor cat so she never goes outside. I clean her litter box in and around it every day so she can have a clean area always. When dropping in something I like to do is show affection to pets if they allow me. It’s important to drop in and check in but it’s just as important to show them some love too!

Sitter Profile Image: Franciane B.
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Franciane B.
$23
total per visit
5.0 out of 5 stars
1 review
1 repeat client
25 years of experience
Framingham, MA, 01702

Franciane took great care of my cat, Bunny! She was respectful, responsive, and great about giving updates and pictures. I will definitely be booking her again in the future!

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Elio H.
Sitter Profile Image: Amauris A.
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Amauris A.
$28
total per visit
5.0 out of 5 stars
2 reviews
1 repeat client
1 year of experience
Framingham, MA, 01702

About: I treat every dog like family-with love, patience, and attetion. I make sure each pyp feels safe, happy, loved and cared for while you're away. Pet care is part of my daily routine. I set aside time every day for walks, feeding and playtime. i enjoy spending time with animals and always make sure they are well cared for. During walks, I focus on the dog's safety and wellbeing. I choose quiet routes when possible, bring water if it's hot, and make sure they get exercise and simulation. I always treat them withcare and respect

Sitter Profile Image: Julianna C.
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Julianna C.
Star Sitter
$43
total per visit
5.0 out of 5 stars
9 reviews
3 repeat clients
10 years of experience
Framingham, MA, 01702

About: I’m especially patient with anxious dogs and take a calm, gentle approach to care. I move at your pet’s pace, focus on comfort and routine, and create a low-stress environment where both dogs and cats can feel safe and relaxed. Your pet will always be treated with kindness, patience, and genuine care. I am available virtually 24/7 to care for your pet, I can work with your schedule and needs. I walk dogs throughout the week. I offer long-term sittings. I would like to offer the ability for your pet to continue their normal routine in their home while you’re away. Letting an animal keep their routine, can lower stress levels and ease anxiety while you’re away.

Sitter Profile Image: Abril R.
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Abril R.
$34
total per visit
7 years of experience
Framingham, MA, 01702

About: Been in the animal industry for 6+ years working at a shelter, pet clinic and hospitals, vet diagnostics lab and now with lab animals. I have vast knowledge of medical care and being in the lab field, I will be attentive to my clients and can take care of any special request. I have flexible availability for drop in visits and dog walking. I work overnights, and I am also a college student so I’m focusing on mainly drop in visits and dog walking for your needs: I have availability after work (in the mornings after 9am). Weekend time varies and have more flexible availability Unavailable for sitting in my house at the moment due to personal pets. Future consideration is pending for future request after gaining more app experience/knowledge.

Sitter Profile Image: Kianna C.
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Kianna C.
$22
total per visit
5.0 out of 5 stars
27 reviews
9 repeat clients
10 years of experience
Framingham, MA, 01702

About: Hi! My name is Kianna :) I am a nurse in Framingham, MA. I have loved dogs since I was born and have worked at two rescue shelters as a dog rescuer in both Boston, MA (MSPCA) and Tampa, FL (Mercy Full Project). I rescued my own amazing pup, Winnie, myself in Tampa and would love to take care of your pup(s) whenever you need :) I am currently a nurse and have pops of free time that I would love to use hanging out with dogs and caring for them! I have a big fenced yard and all of the toys and supplies needed to care for your pup, Winnie would love a friend too!

Sitter Profile Image: Jennifer B.
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Jennifer B.
Star Sitter
$19
total per visit
5.0 out of 5 stars
15 reviews
7 repeat clients
30 years of experience
Marlborough, MA, 01752

Jennifer and her daughter are wonderful! Harper, my 7 year old mini doodle adore them both.

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Michelle K.
Sitter Profile Image: Briana B.
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Briana B.
$22
total per visit
10 years of experience
Framingham, MA, 01702

About: I am a proud dog aunt and cat mom. Over the past decade I have taken care of many dogs and cats, from hosting them in my home while their people were away, house/pet sitting, to providing home visits and walking. Dog-wise, I have taken care of a wide variety of pals, both size and personality-wise: small dogs, mediums dogs, all the way up to a large mastiffs and Shepards. Couch potatoes, protectors, playful & energetic buds, and snugglers. I have taken care of a dog with a chronic illness requiring particular food preparation. I've taken care of multiple dogs with protective personalities and approach with a mixture of confidence and willingness to meet them where they are. As a cat mom and ongoing cat sitter, I've taken care of my late cat with a chronic illness for many years, requiring a special diet and daily medication; friends' cats shy to new people; and a diabetic cat, requiring regular insulin shots. Cats hold my heart (don't tell the above paragraph.) I am a part-time non-profit consultant. I primarily work from home with occasional meetings out of the house. I am active in community theater, but am working on the administrative end for the foreseeable future, which means I am generally home during evenings. I have a lot of flexibility to build my schedule as needed based on pet care bookings with a few key, short responsibilities each week. You are the expert on your pet. My starting point is your information and guidance. After that, I use my experience meeting and caring for many different animals and personalities. I am an intuitive and patient person. I'm aware that pets may feel differently away from their people and potential away from their environment. I stay attuned to them and meet them where they are. They are aware, intelligent beings with reactions, routines, expectations, and feelings and I don't take that like likely.

Sitter Profile Image: Alyssa W.
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Alyssa W.
$17
total per visit
5.0 out of 5 stars
18 reviews
6 repeat clients
4 years of experience
Framingham, MA, 01702

Alyssa was amazing with my two cats! I came home to two happy and healthy babies. She was punctual, accommodating, and very responsible.

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Sim Hao L.
Sitter Profile Image: Gianna V.
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Gianna V.
$34
total per visit
5.0 out of 5 stars
7 reviews
1 repeat client
3 years of experience
Framingham, MA, 01702

Gianna was super communicative and attentive, she did a great job taking care of our nervous puppy and making sure he had the best experience for his first Rover visit. She was also so thoughtful about small details, like cleaning his Kong toy and bringing in packages, which goes such a long way :) will book again!

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Audrey A.
Sitter Profile Image: Zoe S.
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Zoe S.
$23
total per visit
7 years of experience
Framingham, MA, 01701

About: I've been around dogs since I was a baby, from tiny Yorkies to big German Shepherds, and I currently have 2 dogs (one very silly Golden Retriever and one hyperactive mini Dachshund) at home. I'm equally comfortable with cats, having cat-sat before and now living with a long-haired Maine Coon mix. From goofy to chill, I can meet your pet where they're at. I'm currently in my gap year preparing for law school, and all my work is remote, so I have a very flexible schedule. Pet care fits perfectly between studying and writing essays, it's actually the perfect break for both me and a furry friend. I'm happy to work around your schedule, whether that's regular walks, drop-in visits, or something more flexible. For walks and check-ins, I always come prepared with everything I need, including extra supplies in case you're running low at home. I bring treats but always check with the owner first before giving anything to your dog. I'm well versed in choking procedures and pet CPR, and I'm capable of carrying (most) dogs if an emergency situation arises.

Sitter Profile Image: Avery G.
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Avery G.
$28
total per visit
10 years of experience
Ashland, MA, 01721

About: I am a reliable dog sitter with lifelong caring experience for dogs. I grew up with two dogs, so I understand routines, behavior, and different personalities. I’m comfortable with all kinds of dogs and will always provide loving attention and care. I treat every dog like my own and will keep owners always updated. I work part-time at a restaurant, which gives me a flexible schedule with strong availability on weekday mornings and early afternoons for fun time with your Pup/Dog! I will prioritize safety by following your dogs routine, keeping your environment secure and giving them needed and loving attention and care at all times!

Sitter Profile Image: Samantha L.
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Samantha L.
Star Sitter
$25
total per visit
5.0 out of 5 stars
57 reviews
22 repeat clients
6 years of experience
Dover, MA, 02030

Sam is great! She watched our oldest kitten when he was just a few months old, and again now that we have two! Our oldest loves playing with her and hanging out, and though our second is a little shy, she did manage to come out at the end of the visit. Sam is reliable and has great communication. Looking forward to booking her again in the future!

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Taryn G.
Sitter Profile Image: Nicholas C.
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Nicholas C.
$34
total per visit
5.0 out of 5 stars
30 reviews
15 repeat clients
8 years of experience
Natick, MA, 01760

We have a cat and a house bunny and Nick did a wonderful job taking care of them, who both seemed to love him from his first visit. He was responsible, communicative, and engaging with both pets. I would definitely have him look after our fur babies again any time!

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Wendy P.
Sitter Profile Image: Erin C.
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Erin C.
$23
total per visit
5.0 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Framingham, MA, 01701

Erin was incredibly responsive and able to help on very short notice, which I truly appreciated. She took great care of my dog and made the whole process easy and stress-free. Highly recommend!

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Angelica C.
Sitter Profile Image: Rachel B.
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Rachel B.
$30
total per visit
5.0 out of 5 stars
15 reviews
7 repeat clients
20 years of experience
Holliston, MA, 01746

Rachel has been an awesome find! She is flexible and super communicative. We appreciate her attentiveness to our boy Moose and look forward to continuing to have her care for him!

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Kaitlin M.
Sitter Profile Image: Jaycee B.
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Jaycee B.
$34
total per visit
5.0 out of 5 stars
9 reviews
2 repeat clients
10 years of experience
Ashland, MA, 01721

About: Hi! We’re Jaycee and James, a dog-loving couple who are excited to welcome your pup into our home! 🐾 We have two dogs of our own — Bentley, our playful and energetic 2-year-old Golden Retriever, and Bailey, our sweet and cuddly 4-year-old mini Bernedoodle. They both love having a furry friend around, so we’re only able to care for dogs who are friendly and comfortable around other dogs. We’re an active household and love spending time outdoors. Our apartment community has two private dog parks, and we have plenty of walking and hiking trails nearby. Whether your dog loves a long walk and playtime or would rather relax and cuddle at home, we’re happy to match their routine and energy level. James works from home, so there is almost always someone home with the dogs throughout the day. We also only care for one guest dog at a time, which allows us to give your pup plenty of individual attention and make them feel like part of the family. We know how important it is to feel comfortable leaving your dog with someone else, and we’ll treat your pup like one of our own! ❤️ James works from home, so there is almost always someone home with the dogs throughout the day. We have a flexible schedule and can provide regular walks, playtime, attention, and companionship. We’re happy to follow your dog’s normal routine as closely as possible. We provide a safe, comfortable, home-based environment where your dog can be part of our family. We only care for one guest dog at a time and require dogs to be friendly and comfortable around other dogs, since we have Bentley and Bailey. We follow your instructions carefully and prioritize your dog’s comfort, safety, and individual needs.

Sitter Profile Image: Yasmin A.
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Yasmin A.
$23
total per visit
10 years of experience
Framingham, MA, 01702

About: Hi! I’m Yasmin, and if there’s one thing you should know about me, it’s that I’ve never met an animal I didn’t love. I grew up on a farm, so being around animals has been part of my life for as long as I can remember. From furry to feathery to scaly, they’ve always had a special place in my heart. Over the years I’ve had all kinds of pets, from hermit crabs and fish to cats and dogs, and I can’t wait to have even more when the time is right! Because I genuinely love animals, I’ve spent a lot of time learning about their care, behavior, and what helps them feel happy and safe. I know every pet is different, and I love getting to know their unique personalities. When I’m not spending time with my own pets, I work as a realtor, which gives me a flexible schedule and plenty of time to care for yours. Whether your pet loves long walks, playtime, cuddles, or just having someone nearby, I’m happy to match their pace and make them feel comfortable while you’re away. I’d love the chance to meet you and your best friend! My goal is to make sure you can leave knowing they’re in loving, reliable hands and maybe make a new furry (or scaly!) friend along the way. 🐾 My schedule is pretty flexible! During the week, I’m typically available after 2:00 PM unless I have a work appointment scheduled. Since I’m a realtor, my schedule can vary from day to day, but I do my best to keep my calendar up to date and communicate any changes. Fridays and weekends are a little less predictable. Some weekends I’m completely available, while others I may be booked with work or personal plans. When I am available on weekends, it’s usually between 9:00 AM and 2:00 PM. If you have a specific date or time in mind, feel free to reach out! I’m always happy to see if I can make it work for you and your pet. 🐾 While I won’t be caring for pets in my own home, I’d be more than happy to care for them in yours! I know every pet has their own routine, personality, and needs, so I always appreciate detailed instructions. The more information you can share, the better I can make sure your pet feels comfortable, safe, and cared for while you’re away. Your pet’s safety, happiness, and well-being will always be my top priorities. I’ll treat them with the same love, patience, and attention I’d give my own pets, and I’ll always keep you updated for extra peace of mind. When it comes to walks, I’m especially mindful during the summer months. I prefer walking dogs on grassy or shaded paths whenever possible, and if it’s too hot outside, I’ll adjust our plans to keep them safe. Hot pavement can burn paw pads, and dogs can overheat quickly, so I always prioritize their comfort and safety over sticking to a schedule.

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

Dog parents share their Rover experiences - Ashland

1 / 1
5.0 out of 5 stars

We couldn't have asked for a better first experience as first time dog parents! Nikkita sent tons of adorable photos and kept us completely in the loop with updates on walks, bathroom breaks, playtime, and snuggles. It gave us so much peace of mind knowing our pup was in such great hands!

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Sarah R.
Drop-In Visits
5.0 out of 5 stars

Gianna was super communicative and attentive, she did a great job taking care of our nervous puppy and making sure he had the best experience for his first Rover visit. She was also so thoughtful about small details, like cleaning his Kong toy and bringing in packages, which goes such a long way :) will book again!

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Audrey A.
Drop-In Visits
5.0 out of 5 stars

Becki is awesome with Lucy! She can be super stubborn, but Becki is so patient and knows exactly how to handle her. Lucy loved her, and we always felt totally comfortable knowing she’s in great hands. Highly recommend!

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Abbie H.
Drop-In Visits
5.0 out of 5 stars

Erin was incredibly responsive and able to help on very short notice, which I truly appreciated. She took great care of my dog and made the whole process easy and stress-free. Highly recommend!

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

Trustworthy, honest, treats our crew like her own. Our pets love her! Animals are the best judge of character. We are forever clients. We hope she never leaves us.

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Amna D.
Drop-In Visits
5.0 out of 5 stars

Brittany was extremely responsive and professional ! On very short notice I made arrangements with Brittany and couldn’t have been more leased with our interaction and her care of my dog. I highly recommend her and will definitely hire her again. Thank you 🐾

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Susan R.
Drop-In Visits
5.0 out of 5 stars

So thankful for Sarah! She was able to help me out last minute when my current walker had a conflict. She was communicative and met my pup beforehand on short notice. Highly recommend!

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Samantha W.
Drop-In Visits
5.0 out of 5 stars

Paula was beyond accommodating and gave me great updates on Louie on her drop-in visit! I would highly recommend her and will happily book her again :)

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Jocelyn O.
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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Popular requests for dog sitting - Ashland

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Sitters in Ashland average 6
repeat dog sitting clients

FAQs for Drop-In Visits - Ashland

Frequently asked questions about Rover

The average cost for Dog Sitting in Ashland 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 10,751 sitters on Rover offering Dog Sitting across Ashland. 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 Ashland 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 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!

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 Ashland 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 Ashland. On Rover:

  • 91% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 94% 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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