House Sitting in Ashland

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

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Top rated Ashland house sitters

Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

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Sitter Profile Image: Tricia R.
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Tricia R.
Star Sitter
$84
total per night
5.0 out of 5 stars
68 reviews
28 repeat clients
27 years of experience
Framingham, MA, 01702

Tricia was great with our cats! She sent daily updates and pics which helped us be away from the kitties as this was the first time we have used a service. Highly recommend!!

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Stacy G.
Sitter Profile Image: Becki C.
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Becki C.
Star Sitter
$119
total per night
5.0 out of 5 stars
39 reviews
17 repeat clients
20 years of experience
Holliston, MA, 01746

Becki is terrific. I'd book her again in a heartbeat. I hesitate to say that because I want her all to myself, but we need to share the best! Great with my dog, communicative, intelligent.

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Tracey H.
Sitter Profile Image: Salina B.
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Salina B.
$62
total per night
5.0 out of 5 stars
63 reviews
18 repeat clients
36 years of experience
Holliston, MA, 01746

Salina was so sweet to our little fur baby! She was extremely friendly and reliable! She took great care of our dog and our home while we were away. Will definitely look to book her again in the future!

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Allison G.
Sitter Profile Image: Linh V.
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Linh V.
$128
total per night
5.0 out of 5 stars
43 reviews
17 repeat clients
3 years of experience
Framingham, MA, 01701

About: Hi! I’m Linh - your pet’s favorite aunt. I know how stressful it can feel leaving your pets behind, so my goal is simple: keep their routine consistent, keep them happy, and give you peace of mind while you’re away. I’ve grown up around both dogs and cats and have always loved caring for animals. As a cat owner myself, I understand how important it is to have someone trustworthy, patient, and attentive caring for your pets. I also volunteered at an animal shelter when I was younger, which helped me become comfortable with animals of all ages, personalities, and temperaments. You can expect plenty of updates, photos, and communication throughout your booking because I know you’re trusting me with family, not just a pet. I offer flexible weekday and weekend availability for dog walks and drop-in visits and currently service the MetroWest area, including Framingham, Wayland, Natick, and nearby towns. Pet parents looking for weekly walks are always welcome as consistent schedules really help pets feel comfortable and at ease. For housesitting, availability may be more limited depending on the pet’s schedule and care needs. I’m best suited for pets that can be left alone for a few hours at a time. If a date appears unavailable on my calendar, feel free to reach out anyway, as I may still be able to accommodate depending on the time and location. Your pet’s safety and comfort are my top priorities. I follow owner instructions closely, maintain consistent routines, and adjust activities based on weather, age, health, and energy level. During hot weather, walks may be shortened when needed to prevent overheating, with the remaining time spent on indoor play.

Sitter Profile Image: Felix M.
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Felix M.
$67
total per night
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: Alyssa W.
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Alyssa W.
$56
total per night
5.0 out of 5 stars
18 reviews
6 repeat clients
4 years of experience
Framingham, MA, 01702

Alyssa was very prompt with her responses and worked with us on scheduling a last minute house sitting for our two dogs. We were very appreciate of her help!

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Veronica G.
Sitter Profile Image: Jody B.
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Jody B.
$73
total per night
5.0 out of 5 stars
4 reviews
12 years of experience
Westborough, MA, 01581

Jody was the absolute best with our pets! She’s very trustworthy and communicative. Would recommend her to others and will be reaching out for future services!

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Geneva H.
Sitter Profile Image: Hailey C.
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Hailey C.
$76
total per night
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: Nicholas C.
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Nicholas C.
$111
total per night
5.0 out of 5 stars
30 reviews
15 repeat clients
8 years of experience
Natick, MA, 01760

Nick is a fantastic dog sitter. He stayed with our Cockapoo for ten days. We received daily updates with pictures. She is an older dog so we like to have her stay home when we leave. Nick is the perfect person to stay with her. He also fixed our sound system while we were out. The house was left very clean. We highly recommend Nick!!

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Mary C.
Sitter Profile Image: Alyssa B.
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Alyssa B.
$111
total per night
14 years of experience
Framingham, MA, 01701

About: I’ve been taking care of a variety of breeds of dogs and cats for the past 14 years. I am now transitioning into a new career and looking to help families with their pet needs. I am also happy to water plants and assist with light housework if needed. I currently am in between jobs, so I have an open schedule through June and July. I will have plenty of time to play with your pets and stay overnight if needed! I am a respectful guest in all homes, ensuring rules are followed and security measures are in place. I am great at reading animals’ body language to maintain a good relationship and trust with all animals. I would prefer to meet in person before agreeing to watch your pet to guarantee a good fit.

Sitter Profile Image: Julie-Anne D.
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Julie-Anne D.
Star Sitter
$95
total per night
5.0 out of 5 stars
42 reviews
14 repeat clients
10 years of experience
Framingham, MA, 01701

Julie did a great job with my three dogs, who are a handful (90 pound reactive elderly Shepard, 80 pound willful Golden, and 11 pound Chihuahua mix who can be stubborn on walks). We worked together beforehand to talk about what would work best both for the dogs and for Julie so that she was set up for success. We did a few walks together and then she did a few on her own before our travel dates, which made me, and more importantly, the dogs, feel really comfortable with her. She was wonderful about giving updates including pictures, and overall communicated perfectly. She took great care of my dogs and seemed very confident about handling them. I am thrilled to have someone on hand who can take care of my pack when I am away. I highly recommend Julie for taking care of your pets. She also took care of my parent's elderly cat during the same time period and did a great job on that, too.

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Jennifer M.
Sitter Profile Image: rachel t.
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rachel t.
Star Sitter
$78
total per night
5.0 out of 5 stars
28 reviews
7 repeat clients
20 years of experience
Southborough, MA, 01772

Rachel is wonderful with our young lab, and keeps him busy with play time and walks. He can be a lot sometimes but she handles him with ease. She also offers some good advice. Rachel really bailed us out today when our doggy daycare had to cancel due to a water main break!

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Melinda J.
Sitter Profile Image: Tristan W.
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Tristan W.
$56
total per night
5.0 out of 5 stars
14 reviews
5 repeat clients
19 years of experience
Sudbury, MA, 01776

This was our first time leaving Ellie, our family dog, overnight since we adopted her about 10 months ago. Tristan was truly incredible with her--totally understood her from the start, adored her, and gave her all the love and walks she could want (and more). Ellie can be reactive towards other dogs while on leash but it truly is all bark. Tristan had no trouble navigating neighborhood walks, rewarding her good behavior, and gently refocusing her to him when needed. She zoomed so hard with him in the backyard it was like our 8 year old coonhound became a puppy again! Could not recommend a dog sitter more.

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Katie F.
Sitter Profile Image: Brittany S.
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Brittany S.
$62
total per night
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: Julianna C.
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Julianna C.
Star Sitter
$134
total per night
5.0 out of 5 stars
9 reviews
3 repeat clients
10 years of experience
Framingham, MA, 01702

Grateful for Juliana! Had a sitter accidentally double book with us and scrambled and was grateful to find her. The dogs loved her and she gave updates upon request. Would absolutely book with her again.

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Lindsey C.
Sitter Profile Image: Holly M.
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Holly M.
Star Sitter
$50
total per night
5.0 out of 5 stars
37 reviews
14 repeat clients
20 years of experience
Shrewsbury, MA, 01545

Holly is great! She’s so kind, caring, and understanding. I had the opportunity to puppy sit for Milton. Milton is wild and crazy and she was nothing but calm and amazing energy. Holly will definitely be my go-to sitter/ walker. Thank you, Holly!

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Jenna T.
Sitter Profile Image: Amanda A.
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Amanda A.
$56
total per night
5.0 out of 5 stars
2 reviews
1 repeat client
10 years of experience
Framingham, MA, 01701

About: I have grown up with pets my entire life. I have cared for many other people’s pets. I have taken care of small dogs and larger dogs, cats and other furry animals also. I have my own rescues and love every animal I meet! I would love to help you take care of your fur baby! I am a runner so would be more than happy to help your pup get the excersise and join me for a run, walk, trip to the park, whatever your pup loves to do! I am available to help out evenings and weekends! If you work either of those it can be hard to find petcare and would love to help out and hang with your pet! I am flexible with times and travel!

Sitter Profile Image: Alicia S.
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Alicia S.
$84
total per night
10 years of experience
Ashland, MA, 01721

About: I’ve taken care of animals since I was 12 years old. I’m passionate about animals. I prioritize their needs, and well being. I’m experienced in beginners dog training, grooming, and dispensing medications when needed. I’m available to cater to your pets needs weekdays and weekends. I can always accommodate my schedule to my clients needs if needed. Keeping your pets happy and active is my main focus. I own two dogs and two cats. I enjoy taking my dogs for long walks in wooded areas, dog parks and in the neighborhood. I plan to give my clients pets the attention they require while their owners are away.

Sitter Profile Image: Kelsey L.
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Kelsey L.
$139
total per night
5.0 out of 5 stars
75 reviews
23 repeat clients
12 years of experience
Southborough, MA, 01772

Kelsey was amazing to work with. She was communicative throughout our trip and was very caring towards my dog with special health considerations. Can't recommend enough. My dog loves her too!

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Nate O.
Sitter Profile Image: Kaylee K.
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Kaylee K.
$36
total per night
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!

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Over 70
pet parents in Ashland have booked house sitting

Ashland pet parents share their Rover experiences

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5.0 out of 5 stars

Becki was an amazing help while we went on vacation! Great communication the entire time. She was so loving to our dog - will definitely use her in the future!

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Leah S.
House Sitting
5.0 out of 5 stars

Salina was very responsive and kept us well informed of the happenings while we were away. She maintained and kept the house clean and tidy while making sure that our kitty was well cared for and felt like she had a companion with her during our absence. We will definitely be booking with Salina again!

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Kirsten S.
House Sitting
5.0 out of 5 stars

Olivia took great care of Chishiih. Communication, kindness, and knowledge top notch. I highly recommend and look forward to being able to coordinate future sittings.

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S N.
House Sitting
5.0 out of 5 stars

Christie is responsible and caring, and my Zoey loves her. I always feel confident Zoey will be well taken care of and loved with Christie.

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Cindy C.
House Sitting
5.0 out of 5 stars

Sarah fully understands the assignment and executes the plan like a pro! She stayed in our house and sat our two dogs (including a blind, partially deaf old lady) for a week while we were out of the country. She gave us frequent updates, pictures and videos, and kept the house so clean. She was a delight to work with and we are not easy customers! We look forward to the next chance to work with her! Highly recommend Sarah!!

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John G.
House Sitting
5.0 out of 5 stars

Nikita and Robert always make sure our pups are well taken care of and they leave the house cleaner than we left it!

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Catherine R.
House Sitting
5.0 out of 5 stars

Colleen was great! Very thorough, asked great questions before the visit. She took care of everything while me and my family were away and sent daily updates 😊 would highly recommend her!

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Charlotte M.
House Sitting
5.0 out of 5 stars

Rebecca was a great pet sitter- she took care of our two dogs and two cats for a weekend, and we’re so grateful for her!

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Christa M.
House Sitting
5.0 out of 5 stars

Sarah was wonderful!! She was very affectionate with my dog. They took long walks together and she sent me lots of photos every day!

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Pilar F.
House Sitting
5.0 out of 5 stars

Stella was great talking care of our 11 week old puppy. She was friendly, communicated effectively, and was interested in understanding our dogs routine. Seeing Stella interact with our pup really showed her care and happiness around dogs. We'll definitely consider Stella in the future.

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Guillermo P.
House Sitting
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How Rover works

  1. 1. Search

    Read verified reviews and choose a house sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for house sitting in Ashland is $60

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 house 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.

Sitters in Ashland average 4
repeat house sitting clients

House Sitting FAQs

Frequently asked questions about Rover

House sitters on Rover are free to set their rates. The median cost to hire a house sitter in Ashland on Rover as of Jun 2026 was about $60 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.

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

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

As of Jun 2026, there are 5,336 house sitters in Ashland. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.

Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 84% of Ashland house sitters respond in under an hour.

House sitters in Ashland have an average of 14 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in Ashland.

Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. Ashland house sitters are great for:

  • Dogs who’d prefer to stay on their home turf
  • Cats and caged pets
  • Pet parents on a tight schedule
  • Keeping an eye on your home and plants while you’re away

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

Note: If your house 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 house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.