Dog Sitting in Ashland

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

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Top rated Ashland dog sitters

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: Daniel H.
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Daniel H.
$23
total per visit
5.0 out of 5 stars
3 reviews
1 repeat client
4 years of experience
Framingham, MA, 01701

Daniel was an excellent drop-in visitor and playmate for our cat Georgie. We really appreciated his friendliness, prompt communication, and genuine affection for our cat. Bonus points for his availability short notice during holiday season as well! We’d definitely recommend Daniel.

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

Excellent communication. Very nice. Will book again in the future!

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Nicole F.
Sitter Profile Image: Kimberly A.
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Kimberly A.
$19
total per visit
1 year of experience
Hopkinton, MA, 01748

About: Hey there! My goal is to help ease the stress of leaving your pet at home when you can't take them with you. I have had dogs since I was a kid, 4 Newfoundlands, a Black Lab-Brittnay Spaniel mix, and I now have Charlie, a 9 yr old German Shepherd-Black Mouth Cur mix and Finn, a 1 yr old Heeler. Finn came to us as a puppy, so I have plenty of experience dealing with those puppy messes and temperaments. Most of our newfoundlands had hip problems near the end of their life, so I have no problem helping with senior dogs that need a little more care. I have also had multiple cats throughout my life and now have Luna, she is 11. I have 2 boys that are in school, so I'd like to spend time during the day helping other pet parents. My flexible schedule gives me the ability to be available on short notice. I am willing to fit in weekend time, but just need a little heads up due to family activities. I am happy to walk and play with your pet while I visit. If they like a good brush, I'm happy to bond with them in that way, too.

Sitter Profile Image: Georgina H.
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Georgina H.
Star Sitter
$28
total per visit
5.0 out of 5 stars
125 reviews
21 repeat clients
45 years of experience
Ashland, MA, 01721

Georgina was amazing with our cat during our vacation. She made sure to customize her time with our cat's needs. I would gladly let her watch our cat anytime.

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Karen M.
Sitter Profile Image: Erin C.
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Erin C.
$23
total per visit
5.0 out of 5 stars
3 reviews
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: Lindsey M.
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Lindsey M.
Star Sitter
$37
total per visit
5.0 out of 5 stars
28 reviews
10 repeat clients
7 years of experience
Framingham, MA, 01702

Lindsey was great! Our cat is a little spicy, but she warmed up to Lindsey quickly, which is a true testament to her calming a sweet nature. She truly cares for the animals she looks after. We will definitely rebook Lindsey in the future!

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Alicia S.
Sitter Profile Image: Kaylee K.
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Kaylee K.
$19
total per visit
10 years of experience
Ashland, MA, 01721

About: Not only do I have a dog of my own, but I also have dog sat multiple dogs including those of family and friends. Able to provide dog with love when their family is unavailable and very calm in high-stress situations. Currently, I’m in between jobs as a registered nurse. Trying to fill my time with something I love, so I’m very flexible with my schedule! I think dogs are more comfortable at their own house, that’s why I’m offering dog sitting at their homes. I will care for them like I’m a part of their family and provide them with enough love until you get home!

Sitter Profile Image: Avery G.
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Avery G.
$23
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: Kianna C.
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Kianna C.
$17
total per visit
5.0 out of 5 stars
26 reviews
8 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: Lauren D.
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Lauren D.
$28
total per visit
5.0 out of 5 stars
71 reviews
30 repeat clients
12 years of experience
Holliston, MA, 01746

Couldn’t have asked for a better sitter for my precious fur baby. Communication was excellent and the photos along with videos made me so relaxed knowing she was being so well taken care of. I can’t say enough good things.

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Melissa 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: Felix M.
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Felix M.
$23
total per visit
7 years of experience
Framingham, MA, 01701

About: I’ve grown up with animals my entire life. I worked my first job as a dog groomer and daycare manager for anxious and hard to train dogs. I’m certified in animal CPR and first aid and have experience giving all types of medication. You can trust that I’ll care for your furry friend just as well as you do! I currently work part time in the mornings, so I have all afternoon to spend with your pets! I have less flexibility on weekends, but will try my best to make times work with enough advance notice. I am a respectful guest of the environment I’m in and make sure to give every animal exactly what they need, as well. You can trust that I will take good care of your pet and your space!

Sitter Profile Image: Nina O.
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Nina O.
$23
total per visit
1 repeat client
10 years of experience
Holliston, MA, 01746

About: I’ve been taking care of dogs and watching over them for 10 years. I have a dog of my own and I also have cared for other dogs. I used to work at doggy daycare and boarding place where my job was to love and care for the dogs when they were away from their homes. I made sure that every dog was comfortable in the space and with the dogs around them. I learned to read their body language more and understand them better. My passion for animals has grown even more with the experiences I have. I’m currently on summer break from college and was looking for a part-time activity where it fits into my open schedule besides my other job that I have. I would give the same love and attention to their dogs as I would give my own dog in my own home. Any instructions given, I would make sure that I follow them exactly and follow the schedule the owner makes. I always prioritize the pets safety and know what protocols to follow if anything were to happen. I would immediately contact the owner if needed. I would keep the owner updated by sending pictures and videos of what their pet is doing, as well as I will be playing with the dog to ensure it feels comfortable with being away from their owner and with a new person!

Sitter Profile Image: Brittany S.
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Brittany S.
$28
total per visit
5 years of experience
Framingham, MA, 01702

About: I have hands-on experience caring for geriatric, diabetic, and epileptic dogs and cats, making me comfortable with special needs pets who require extra attention. I’m skilled at administering oral medications, giving insulin injections, and monitoring pets for any changes in their health or behavior. I also have plenty of experience walking dogs of all sizes—from tiny lap pups to large, energetic breeds—always focusing on their safety, comfort, and happiness. I currently work part-time as a Veterinary Assistant, which gives me hands-on experience with animal care and handling in a clinical setting. I’m also a student enrolled in an online Veterinary Technology program, so I’m always learning and expanding my knowledge about animal health and behavior. Because of my flexible schedule, I have availability on some weekdays and weekends for pet sitting, dog walking, and drop-in visits. This allows me to combine my passion for animals with my professional training while giving pets the love and attention they deserve when their families can’t be there. Whenever I’m in a home with pets, I make it a priority to tune into their needs, read their body language, and make sure they feel safe, comfortable, and happy. Every pet has their own personality—some love long walks and playtime, while others just want cuddles and belly rubs. If your pet is the snuggly type, I’m always happy to curl up with them and give all the love, scratches, and attention they need!

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: Hailey C.
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Hailey C.
$23
total per visit
10 years of experience
Natick, MA, 01760

About: I grew up surrounded by 3 dogs all throughout my childhood. I have experience with cats and dogs of all ages as well as rabbits. I have experience in elderly dog care as I had taken care of my elderly dog, helping him stand and ensuring medications were given on time. I have two adoring kittens who I’ve raised from 4weeks old, i’ve had cats all while growing up. I can do deep litter box cleanings if asked. I strive to not only meet your needs and make you happy but also ensure your pet is happy and feels loved under my care. I work early mornings and get out at 2pm at the latest, meaning I have the majority of the day to be able to walk, play, and spend time with your pet(s). We can soak up the sunshine and they’ll always get dinner on time. I love to play with your pets, ensuring they get their energy out and have a good time. I love to go on walks with your dog or play with them in a yard.

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

Samantha was a wonderful cat-sitter. She took great care of our cats, and gave us real peace of mind that they were in good hands while we were away.

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Frank L.
Sitter Profile Image: Edith B.
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Edith B.
$20
total per visit
10 years of experience
Framingham, MA, 01701

About: I've lived with animals since I was 11—including 3 cats and a dog—and my mom has always adopted senior pets with medical needs, so I’m used to gentle care, giving medications, and adapting routines for older or anxious animals. I'm calm, quiet, and patient, which makes me a great match for pets that are shy, reactive, or need a soft presence. I respect animals’ boundaries, take their comfort seriously, and genuinely enjoy being around them—whether that means walks, playtime, or just existing together in peace. I'm especially good with cats and have experience with dogs who need space or structure. Pet care fits naturally into my weekly routine. I have a flexible schedule and prefer part-time work, so I can prioritize animals without feeling rushed. I take my time, move at the pet’s pace, and always make space for their needs. I prioritize calm, quiet, and consistency when coming to clients homes. I respect each animal's space, follow all care instructions exactly, and check in often if something seems off. My goal is to make sure pets feel safe, relaxed, and understood at all times.

Sitter Profile Image: Amauris A.
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Amauris A.
$28
total per visit
5.0 out of 5 stars
2 reviews
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: Joyce & Chao G.
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Joyce & Chao G.
$45
total per visit
5.0 out of 5 stars
33 reviews
11 repeat clients
10 years of experience
Framingham, MA, 01702

Second booking with Joyce and Chao, excellent service again! Communication- 5 stars, Professionalism-5 stars. They love their job and my puppies love them :)

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Nidhi S.
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Ashland dog parents share their Rover experiences

1 / 1
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

Nikkita was communicative and easy to work with! She helped out with a last minute request and was attentive, which made our dog’s first Rover visits very easy and enjoyable. Would 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
5.0 out of 5 stars

Sarah was great to work with for a drop-in visit with our dog! She was super communicative and we loved the photos we got of her visit. We’d definitely use her again.

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Christie O.
Drop-In Visits
5.0 out of 5 stars

Sarah was so fantastic with our two dogs! She took the extra time, brought them for a scenic walk, and made sure our girls were taken care of. I will absolutely be using Sarah again in the future.

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

Nikita is always fantastic with our pups. She treats them like they are her own. She is super reliable, trustworthy, dependable. We are repeat clients, and always will be.

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

Serena took fantastic care of our pups! She was very thorough, and gave us great notes and photos for each visit. We were confident knowing our pups were in good hands while we were away. We will most definitely be using Serena again!

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Katarina F.
Drop-In Visits
5.0 out of 5 stars

Lea was great with Xul and Sura, the huskies! We had excellent communication throughout the visits, and she handled both of them professionally. We recommend her and look forward to continuing to ask Lea for help with the huskies!

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Antonio F M.
Drop-In Visits
5.0 out of 5 stars

Abigail is great with our dogs! She is patient with them and they have quickly warmed up to her. She is always on time for the visits, which is much appreciated. I’m very happy to have her taking care of our dogs!

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Melissa A.
Drop-In Visits
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Dog Sitting FAQs

Frequently asked questions about Rover

If you’re searching for a Ashland dog sitter for the first time, visit the dog sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a dog sitter before, learn more about how to do this in the Rover app or on your computer.

Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, dog sitters on Rover respond in under an hour.

Experience can vary widely from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when comparing dog sitters available in Ashland.

Rover makes it easy to find Ashland dog sitters to provide loving care from their own home. The background-checked, 5-star dog sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog sitting is great for:

  • Dogs of all ages and abilities, including puppies
  • Dog parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their dog sitter’s pets

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.