House Sitting Ashland

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Over 38
pet parents in Ashland have booked house sitting

Ashland, Find top rated house sitting

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

1 / 1
Sitter Profile Image: Julianna C.
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Julianna C.
Star Sitter
$100
total per night
5.0 out of 5 stars
10 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: Julie-Anne D.
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Julie-Anne D.
Star Sitter
$95
total per night
5.0 out of 5 stars
49 reviews
15 repeat clients
10 years of experience
Framingham, MA, 01701

Julie-Anne was great with our mini labradoodle! She took good care of him over the weekend and he was his happy and usual self when we got back. They got lots of walks in, she texted frequent updates and photos, and he had a great time. We're already looking forward to them staying together again!

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Chris M.
Sitter Profile Image: Tricia R.
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Tricia R.
$106
total per night
5.0 out of 5 stars
84 reviews
30 repeat clients
27 years of experience
Framingham, MA, 01702

Tricia was excellent with our boy Max. She was responsive sending daily pictures and updates. Max was well cared for and so was our home. Would recommend!

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Melissa D.
Sitter Profile Image: Lindsay D.
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Lindsay D.
Star Sitter
$45
total per night
5.0 out of 5 stars
8 reviews
6 repeat clients
13 years of experience
West Roxbury, Boston, MA, 02132

Lindsay took such great care of my cat Naomi! She was extremely professional and responsive, and she was so helpful even with some very last minute changes/housesitting needs that I was stressing over. Also had no trouble administering Naomi’s medication and was so attentive to her daily routine. I really appreciated all the detailed updates and cat pics!! I would happily have her catsit for us again :)

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

Kelsey is our go-to house and pet sitter. Our dog Sally is always relaxed in her presence and we have zero guilt leaving her with Kelsey. She allows us to relax while away.

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Claude D.
Sitter Profile Image: Becki C.
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Becki C.
Star Sitter
$119
total per night
5.0 out of 5 stars
43 reviews
19 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: Chelsea V.
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Chelsea V.
Star Sitter
$92
total per night
5.0 out of 5 stars
163 reviews
67 repeat clients
30 years of experience
Marlborough, MA, 01752

Chelsea did an amazing job caring for my dog, Rue! From the moment we connected, she was professional, attentive, and genuinely caring. It gave me such peace of mind knowing Rue was in such great hands. Chelsea kept me updated, treated Rue like her own, and went above and beyond to make sure she was happy and comfortable. I couldn’t have asked for a better dogsitter and would highly recommend her to anyone looking for trustworthy and loving pet care. Five stars all the way!

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Cade R.
Sitter Profile Image: Linh V.
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Linh V.
$128
total per night
5.0 out of 5 stars
72 reviews
27 repeat clients
2 years of experience
Framingham, MA, 01701

Linh is fantastic! She house sat for our two pups while we were on vacation for a week. I'm usually nervous about leaving our pups with a new sitter, especially after we had a bad experience with one (not thru Rover) a few years back. But Linh's knowledge and calm, confident demeanor instilled confidence in me so I was able to relax and enjoy our vacation. She sent updates and frequent photos throughout the week. Not only did she leave our house the way we left it, but she washed all of the sheets and towels which was not expected but very much appreciated. We will be using her again for our next vacation and I know the pups will be excited to see her again!

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Scott B.
Sitter Profile Image: Sophia C.
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Sophia C.
$78
total per night
4.8 out of 5 stars
8 reviews
1 repeat client
6 years of experience
Holliston, MA, 01746

We love Sophia & so do our dogs. She is easy to communicate with, kind, and responsible. We would definitely use her again!

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Roberta B.
Sitter Profile Image: Kiley D.
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Kiley D.
Star Sitter
$45
total per night
5.0 out of 5 stars
107 reviews
25 repeat clients
10 years of experience
Franklin, MA, 02038

Kiley took fabulous care of our dog, two cats, and home! She was incredibly communicative and thoughtful with her messages. She left our home in wonderful shape after house-sitting for a few days and concluded her stay with a photoshoot of all our little fur babies. Thank you, Kiley!

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Jordan T.
Sitter Profile Image: Michael R.
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Michael R.
$111
total per night
5.0 out of 5 stars
8 reviews
1 repeat client
40 years of experience
Southborough, MA, 01772

Michael is truly a dog whisperer! He was great with Blue and even helped him work off leash comfortably. Can't wait to rebook with him!

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Jaymes R.
Sitter Profile Image: Stephanie D.
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Stephanie D.
$84
total per night
5.0 out of 5 stars
12 reviews
5 repeat clients
30 years of experience
Franklin, MA, 02038

Stephanie is so amazing with our cat. She keeps us up to date on how he is doing with lots of photos and excellent communication.

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Jennifer O.
Sitter Profile Image: Anna K.
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Anna K.
$95
total per night
5.0 out of 5 stars
49 reviews
18 repeat clients
15 years of experience
Norwood, MA, 02062

Anna was absolutely terrific. She connected well with the dogs and kept great care of them. They are very active and she was as well. The house was spotless upon return. She also kept us very informed of what was happening with photos and text as needed. Again she is awesome.

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Pierre d.
Sitter Profile Image: Jody B.
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Jody B.
Star Sitter
$73
total per night
5.0 out of 5 stars
13 reviews
2 repeat clients
12 years of experience
Westborough, MA, 01581

Jody did a great job for us while we were away on vacation. Our 2 dogs enjoyed her company and she even worked with our pup on walking etiquette. We left rather detailed instructions, including watering outside plants, and she followed them to a T. I would highly recommend booking with Jody and we will be also!

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Tina C.
Sitter Profile Image: Donna L.
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Donna L.
Star Sitter
$56
total per night
5.0 out of 5 stars
30 reviews
5 repeat clients
50 years of experience
Westwood, MA, 02090

Donna was great. Prompt arrival and constant comma while we were away. She sent pictures and let us know Shirley was scratching her face likely due to anxiety. She treated our dog wonderfully and I would not hesitate to book again

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Chris L.
Sitter Profile Image: Fiorella B.
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Fiorella B.
$84
total per night
4.8 out of 5 stars
27 reviews
8 repeat clients
17 years of experience
Worcester, MA, 01604

We were thrilled to have found Fiorella! She was so incredibly communicative and thoughtful all throughout and our sweet but anxious rescue dog and shy cat loved her. We felt so much peace of mind having her watch our pets, especially as our dog has only been with us for six months. We loved her so much we can’t wait to have her back in a few weeks. .

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Larisa P.
Sitter Profile Image: Jill K.
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Jill K.
$70
total per night
5.0 out of 5 stars
8 reviews
5 repeat clients
40 years of experience
Upton, MA, 01568

Jill did a great job She had to fill in at the last minute do to an illness of our original sitter She had to meet and greet on her own The house was left in great shape and she did a great job taking care of our dog I would highly recommend her

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Steven M.
Sitter Profile Image: Chloe M.
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Chloe M.
$73
total per night
5.0 out of 5 stars
22 reviews
9 repeat clients
9 years of experience
Grafton, MA, 01536

Chloe did such a great job with our kitties! Sending photos and taking care of unexpected storm weirdness -- we could not be happier. Thanks!

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Lisa M.
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
15 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: Julie B.
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Julie B.
$123
total per night
5.0 out of 5 stars
9 reviews
1 repeat client
45 years of experience
Shrewsbury, MA, 01545

Julie is THE VERY BEST! We have three older dogs who can be challenging. She gave them such loving attention and care. Julie always kept us abreast of their status with updates and photos. When we got home, our dogs were happy to see us, but they didn’t seem as jubilant as they normally do. THAT’S A TESTAMENT to Julie. THEY LOVED HER!!! And that’s what every family should want for their pups. Have no reservations about hiring Julie. We will be using her services again in the future. Thank you, Julie!

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

Pet parents share their Rover experiences - Ashland

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5.0 out of 5 stars

I highly recommend Sara.ww hired her to cat sit overnight for a week and we felt very comfortable leaving our kitty and home in her care. She followed instructions, provided updates and was very responsive. We came home to a very clean home and a happy cat.

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Sandi V.
House Sitting
5.0 out of 5 stars

Salina took great care of our fur babies. They all took to her instantly. She even got our dog who doesn't really warm up to anyone but us to play with her. She sent pictures and updates everyday. We would highly recommend Salina to care for your pets. She also took great care our house. We will definitely use her again.

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Gail C.
House Sitting
5.0 out of 5 stars

Becki did a great job taking care of Sonny and my house. Seeing Sonny feeling safe and comfortable while I was away allowed me to better enjoy my trip.

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Joe D.
House Sitting
5.0 out of 5 stars

Hailey was amazing! We left for a week and she took wonderful care of our two cats and our small dog at home. She stayed overnight, sent us updates and pictures every day, and gave us complete peace of mind while we were away. She was extremely professional, reliable, and communicative throughout the entire stay. It was obvious our pets loved her. They looked happy and comfortable in every update, and when we got home, they seemed relaxed, happy, and clearly well cared for. She also treated our home with great respect. We highly recommend Hailey to anyone looking for a trustworthy pet sitter, and we will absolutely be booking with her again in the future!

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Sylwia 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
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

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

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Meet local sitters who will treat your pets like family

  1. 1. Search

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

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

    It's that easy! All payments are processed through Rover's secured platform

Popular requests for house sitting - Ashland

Select a filter and find qualifying sitters offering house sitting.

Sitters in Ashland average 4
repeat house sitting clients

FAQs for House Sitting - Ashland

Frequently asked questions about Rover

The average cost for House Sitting in Ashland on Rover is $34.88 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House 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 House Sitting. For more information on service fees, click here .

As of September 2026, there are 6,728 sitters on Rover offering House Sitting across Ashland. Enter your ZIP code to see which available sitters are closest to your home.

Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:

  • Mail & deliveries: Collecting letters and packages so they don't pile up.
  • Plant care: Keeping your indoor or outdoor garden hydrated.
  • Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
  • Home security: Sitters can stay overnight to keep your home occupied.

The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Ashland walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.

It’s helpful to think of house sitting as a "home base" service. Most sitters in Ashland maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:

  • Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
  • Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
  • Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.

Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Ashland choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

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

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

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

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

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

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

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

A Meet & Greet is a short introductory meeting between you, your pet, 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.

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.

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

  • 92% of sitters can help with special care needs
  • 97% can help with giving oral medications or injections
  • 96% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

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