House Sitting Ashland

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

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Over 36
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%.

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

Becki is a great sitter with experience, professionalism and compassion for pets in her care. We felt so comfortable knowing she would care for our pup and do exactly what was needed. I think they had a great time too!

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Debra T.
Sitter Profile Image: Tricia R.
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Tricia R.
$84
total per night
5.0 out of 5 stars
78 reviews
29 repeat clients
27 years of experience
Framingham, MA, 01702

Tricia was fabulous! Our dogs loved her. She took great care of our dogs and our home while we were away. She left our house spotless, took the dogs for long walks which they loved, and kept us updated with texts and photos. We were delayed getting home due to a blizzard, and she could not have been more flexible or helpful. Cannot recommend enough!

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Jen D.
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
46 reviews
14 repeat clients
10 years of experience
Framingham, MA, 01701

Julie-Anne was an excellent dog sitter. She communicated very well. Sent photos & gave us up dates. She stayed at our house & gave our dogs love & snuggles. We will use Julie-Anne again.

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Peri C.
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 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: Carolyn F.
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Carolyn F.
Star Sitter
$222
total per night
4.9 out of 5 stars
90 reviews
32 repeat clients
40 years of experience
Sherborn, MA, 01770

We are so grateful for the incredible care Carolyn provided for our 10 month old puppy during her stay at our house. He is a rambunctious boy who gets into a lot of trouble so we requested constant care for him. From the moment she came up the driveway carrying her own groceries, linens, etc. until we came home 5 days later, she did not leave him alone. She was with him around the clock, and without this, we could not have left him. She went above and beyond to make sure he was safe, engaged, active and well loved every day. She sent us daily updates with videos that truly put our minds at ease while we were away. It was clear from the footage that he was having the time of his life. We can’t recommend Carolyn highly enough. She’s patient, reliable, mature, and clearly passionate about what she does. We will definitely be booking with her again!

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Gail S.
Sitter Profile Image: Julianna C.
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Julianna C.
Star Sitter
$111
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: Eliza G.
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Eliza G.
Star Sitter
$56
total per night
5.0 out of 5 stars
9 reviews
4 repeat clients
6 years of experience
Medway, MA, 02053

I had an amazing experience with my dog and pig sitter, Eliza, who stayed at my home for over a week. She took exceptional care of both my dog and pig, and I came home to animals that were clearly happy, relaxed, and well-loved. Eliza made sure both animals received their medicine (rolling with the punches because Buddy got an infection right before we left so it was an added responsibility she took on in stride) Eliza was incredibly thoughtful and sent regular photo updates, which gave me so much peace of mind while I was away. It was clear from the pictures and her communication that my pets were getting real attention, not just basic care. She was also very communicative and responsive whenever I had questions, which made everything feel easy and stress-free. My dog Buddy clearly bonded with her during the stay, he actually seemed a little sad when Eliza left, buddy went to the room she stayed in when we got home from our trip 😂 before sleeping where he usually. Highly recommend I would trust Eliza again without hesitation and highly recommend her to anyone looking for a reliable, caring, and attentive pet sitter.

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Farrah G.
Sitter Profile Image: Linh V.
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Linh V.
$128
total per night
5.0 out of 5 stars
69 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: 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: Gianna V.
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Gianna V.
$56
total per night
5.0 out of 5 stars
7 reviews
1 repeat client
3 years of experience
Framingham, MA, 01701

About: I work/major in the animal medicine industry! Been taking care of friends and especially my own pets for some time now! I have always had a keen liking to dogs and am currently a foster home to kittens/Pregnant Queens/Cats. I will treat your pet just like my own, Family! I am fully devoting my time to your pets, so my weekdays (when you really need someone) are free for you! I can be very flexible and adjust to what you need from me! I have experience with different animals, lifestyles, and breeds! I can feed, crate, walk, and even bathe if you need me to! I have a broad knowledge from my schooling in veterinary medicine to understand how each animal is different and how I, myself, can change my ways to suit your pet!

Sitter Profile Image: Kiley D.
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Kiley D.
Star Sitter
$45
total per night
5.0 out of 5 stars
103 reviews
22 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: Anna K.
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Anna K.
$95
total per night
5.0 out of 5 stars
49 reviews
17 repeat clients
15 years of experience
Norwood, MA, 02062

Anna took excellent care of our two cats and home! She followed all instructions exactly as we left them, sent lots of updates and photos, and left our home in absolutely perfect shape. We're thankful for not being worried at all about our cats and home while we were away on a short trip and would love to book with Anna again in the future!

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Alisha B.
Sitter Profile Image: Jody B.
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Jody B.
$73
total per night
5.0 out of 5 stars
11 reviews
1 repeat client
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: Samantha L.
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Samantha L.
Star Sitter
$95
total per night
5.0 out of 5 stars
57 reviews
22 repeat clients
6 years of experience
Dover, MA, 02030

Sam did a great job looking after our kitties while we were away for the weekend. She's been so great for drop-ins, but this is the first time we've ever had someone stay overnight with them. One of our kitties is particularly attached to us and gets anxious when he's alone, even with his sister around, so Sam made him feel more comfortable and confident while we were away. She had great communication and made sure to send over photos each day. We would definitely book with her again!

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Taryn G.
Sitter Profile Image: Chelsea V.
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Chelsea V.
Star Sitter
$92
total per night
5.0 out of 5 stars
162 reviews
66 repeat clients
30 years of experience
Marlborough, MA, 01752

Chelsea was friendly, reliable, and great with our dog. She went above and beyond to keep our booking even though she had car trouble right beforehand.

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Simon J.
Sitter Profile Image: Lindsay D.
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Lindsay D.
Star Sitter
$40
total per night
5.0 out of 5 stars
3 reviews
3 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: 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: Rose D.
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Rose D.
$56
total per night
4.7 out of 5 stars
34 reviews
13 repeat clients
20 years of experience
Waltham, MA, 02452

Rose was great--very responsive and punctual. She provided updates while she was with Ginger and Scoober. After feeding them, she even washed and dried the dog food cans and put them where I usually do.

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Simone L.
Sitter Profile Image: Jacqueline & Derrik W.
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Jacqueline & Derrik W.
Star Sitter
$167
total per night
5.0 out of 5 stars
318 reviews
74 repeat clients
11 years of experience
MARLBOROUGH, MA, 01752

We will definitely use Jacqueline again. She took great care of our very anxious dog and dealt with a skunk incident with our cat, all while keeping our home tidy. She was so communicative during her stay and sent lots of updates. She is the best!

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Annie G.
Sitter Profile Image: Mark M.
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Mark M.
$67
total per night
5.0 out of 5 stars
17 reviews
7 repeat clients
1 year of experience
Northborough, MA, 01532

Mark has sat for us a few times and we absolutely love him!! He takes such good care of our babies and we have a lot of them and he treats them as his own when he’s here! I can’t recommend him enough!!

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

Pet parents share their Rover experiences - Ashland

1 / 1
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

Sara was an amazing dog sitter while we were on our vacation. We could rest easy knowing our dogs were in such great hands. We were so happy to have found Sara!

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Suzanne K.
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
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
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  • 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

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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 August 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 August 2026, there are 6,784 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
  • 95% 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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