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

Over 98 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%.
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!

About: I’ve been taking care of not just only my dogs, but other people’s for as long as I can remember! My family has rescued dogs, adopted old dogs, and adopted puppies. I have a wide variety of care I that I can’t wait to provide. Dogs are great best friends and I have loved them all my life, so I’m excited to meet yours! I’m pretty available for drop ins whenever you need, aside from my class times which we can work around! I can come walk your pups or hang out with them, play with them and feed them, whatever you would like! I can come to your home and care for your pets, I’ll provide a comfortable, fun and safe environment for them! I always feel bad when I have to leave my dogs for any reason, so I know how important it is to leave them in good hands, which is what I can be for you!
“Ana is the absolute best!! She is truly phenomenal with our high energy, large dog. She is extremely loving with our pup and she treats him like her own. She is also reliable, trustworthy, and punctual. It’s great to know that our dog is in such capable and loving hands while we are away! I cannot recommend Ana highly enough.”

About: My family began taking care of different dogs at the beginning of 2024. Our licensed home kennel is a single large house with a backyard that is partially fenced where the dogs can play. I work mostly from home, and my mom is a housewife, so we’re both able to spend plenty of time caring for the dogs. We’ll also share photos and videos with you to make sure you feel confident that they’re having a great stay with us! We would like to schedule a meet-and-greet (a one-night trial is preferred) before the actual stay to ensure everyone feels comfortable. To follow state regulations, we require that your pets have an up-to-date rabies vaccination and that you provide the records for us to keep on file. We also need your pets to wear a collar with their current license attached. My parents and I love dogs and cats very much. We know they are part of your family, and we will treat them as part of ours as well. Thank you for trusting us! Since I work mostly from home and my mom is a housewife, we’re both home throughout the day. This gives us plenty of time to care for the pets, supervise them, and play with them as part of our daily and weekly routine. I have a clean, dedicated bedroom that can be used as a private space for pets if they need their own room. I also have a backyard that is partially fenced where pets can safely play. Whenever they are outside, I stay with them to provide supervision and ensure they are safe and comfortable.
About: Hi! We’re Nicole & Ben, Animals have always been a huge part of our lives, and we genuinely love getting to know every pet’s unique personality. From growing up around animals to volunteering at a local animal shelter, we’ve had plenty of experience caring for pets and making sure they feel safe, comfortable, and loved. We’d love the chance to spoil your pets with lots of attention, playtime, walks, and cuddles! We know how important it is to feel comfortable leaving your pets with someone you trust, and we’ll treat them like they’re part of our own family while you’re away. We are young professionals with a highly flexible and hybrid work schedules. We can both work from home if needed and will have ample time to attend to your pets needs. Our home has a quiet indoor space for pets to relax, along with a first-floor patio with direct outdoor access, making it easy to get dogs outside for potty breaks and walks. We are happy to follow each pet’s usual routine, including feeding, walks, playtime, and downtime.

About: I’ve taken care of many different dogs for over 2 decades and continue to love doing so. Love taking dogs for walks, going to dog parks, etc. Can accommodate most special care requests. Happy to stay the night at your place, or if your dog is social, have her/him over at mine. I have an Alaskan Klee Kai who is 5 years old, 16 pounds, and well-socialized. I’m currently working part time (middle of the day) and will have lots of time to take care of your fur babies. For home visits, I can typically do 7:30-10am, 3-5pm, 7-11pm, but I make arrangements outside of these times with advanced notice. I have a big yard that my dog enjoys. It is not fenced in but we can use a long leash so dogs can run around, play fetch, and explore.

About: I have owned dog my whole life and trained dogs for about 5 years. I will always treat your pet as if they were my own. I get out of work between 10 am-12 pm Mondays, Tuesdays, Wednesdays, Saturdays, and Sundays. I am off Thursdays and Fridays. I am very flexible, reliable, and am willing to work with you to figure things out. I have an open door policy for all pets as long as they can get along with other animals. But I do have the space and room to keep your pet separated if needed.
About: Hi, I am Julie, a lifelong animal lover who grew up with dogs and recently said goodbye to my cherished 13-year-old pit/lab mix after years of loving companionship. Four years ago, I turned my deep passion for animals into a professional career, and I would be truly honored to care for your furry family members as if they were my own. Dogsitting is a calling that chose me just as much as I chose it, and because cats and dogs naturally gravitate toward me, I take special joy in winning over even the most timid pets. 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!

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.
“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!”

“Amruta was very nice and great with Scooby! She is a natural with dogs - when he met her and started jumping (still a pup learning his manners) she turned her back and immediately went into trainer mode which was great. Thanks Amruta!”


“Samantha was great! We recently adopted a very active and playful kitten. She did a fantastic job keeping him occupied and safe while we were away. Samantha was very punctual and had great communication. We will definitely be booking with her again in the future!”

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.
“Kelsey took great care of our two cats! She was very responsive on the app, took the initiative to set up a meet and greet before we booked her, and sent great updates while we were away. I will definitely be booking her services in the future, and highly recommend her!”

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!
About: Hi there! My name is Gabby. From caring for baby birds that have fallen from their nest to taking in runaway pups and reuniting them with their owners, I have always shared a soft spot for animals. I have had plenty of experience babysitting pets, especially puppies, over the last few years. I will undoubtedly treat, care, and adore your beloved pets as if it were my own. Im often out and about going on walks myself and enjoying the fresh air regardless of the weather, so some company would just be marvelous! I can’t wait to meet you and your sweet pup :) I have a part-time remote job, so I have plenty of time to play and take care of your lovely pets! I don’t have any commitments throughout the day so I’m am often available throughout the week, if needed. My house includes a fenced in a years for your furry friend’s enjoyment! I don’t have any pets at the moment so there’s no need to worry if your pet is often uncomfortable with others; however, if they enjoy a lot of company it would be my absolute pleasure as I love to give cuddles and attention all day long.

About: Hi! We’re dog lovers in Framingham who recently said goodbye to our beloved dog, Charlie affectionately known in our house as our “little girlfriend” and “Chuckie.” Caring for Charlie was such a big part of our everyday life, and while we’re not looking to bring another dog into our family right now, we realized pretty quickly how much we miss having dogs around the walks, the routines, the goofy personalities, the couch time, and all the little things that make every dog completely their own. That’s what brought us here. We know firsthand how much trust it takes to leave your dog with someone else. Our goal is to make your dog feel safe, comfortable and cared for while giving you the kind of communication we’d want ourselves. Expect plenty of pictures and updates we know how reassuring it is to actually see that your dog is happy while you’re away. We’re happy to follow your dog’s normal routine rather than expecting them to fit into ours. Whether they’re happiest taking a good walk, sniffing every blade of grass in the neighborhood, playing, hanging out on the couch, or just having someone nearby, we’ll meet them where they are. Most importantly, we’ll treat your dog like somebody’s family because that’s exactly what they are. What You Can Expect From Us For every new dog, we like to learn their routine, personality and preferences beforehand: feeding schedules, walking habits, favorite activities, things that make them nervous, any quirks we should know about, and what helps them feel comfortable. We’re careful about doors, leashes and surroundings, we’ll follow your instructions closely, and we’ll never assume that what works for one dog works for another. We’re also big believers in communication. You’ll get pictures and updates during our time with your dog so you’re never wondering how things are going. Our Availability We keep our calendar updated and only accept bookings when we know we can give your dog the time and attention they deserve. We’re available for dog walks, drop-in visits and select house-sitting stays in the Framingham area. We’re always happy to do a Meet & Greet first so you and your dog can get comfortable with us before the first booking. I work full time but am flexible after work to take care of any of your pets. My husband does a lot of theatre so I have a lot of free time to take care of animals! My house has a fenced in backyard that we had for our dog who recently passed. We always had her on a harness and only walked her on safe roads!
The median cost per visit for dog sitting in Ashland is $25
Dog parents share their Rover experiences - Ashland
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!

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!

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.
Meet local sitters who will treat your dogs like family

1. Search
Browse profiles of sitters near you who offer dog sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests for dog sitting - Ashland
Select a filter and find qualifying sitters offering dog sitting.Sitters in Ashland average 6 repeat dog sitting clients
FAQs for Dog Sitting - Ashland
Frequently asked questions about Rover
The average cost for Dog Sitting in Ashland on Rover is $22.2 per visit (as of September 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 September 2026, there are 10,652 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.









