House Sitting Ashland

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

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Over 34
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: Alyssa W.
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Alyssa W.
$67
total per night
5.0 out of 5 stars
• 20 reviews
6 repeat clients
4 years of experience
Framingham, MA, 01702

“Alyssa did a great job with PJ! It was really clear that PJ enjoyed her company and was very fond of her. She was also very respectful of our home and kept everything in nice condition. We would highly recommend her!”

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Joshua J.
Sitter Profile Image: Tricia R.
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Tricia R.
$106
total per night
5.0 out of 5 stars
• 92 reviews
32 repeat clients
27 years of experience
Framingham, MA, 01702

“Tricia watched our 2 dogs at our house for an 8-hr stretch. The dogs instantly loved her and we felt incredibly comfortable leaving them with her. She asked great questions and stayed in touch throughout the day, including sending awesome photos. We’ll definitely be using her in the future!”

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Brittany M.
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
• 53 reviews
15 repeat clients
10 years of experience
Framingham, MA, 01701

“Thank you for taking such great care of Loma. We were able to travel and know she was in good hands. We highly recommend Julie-Anne who has stayed in our home twice during our trips and everything was perfect.”

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

“Kelsey was great with our 2 pups and when we returned from our trip our house was just as we had left it. She was responsive and responsible. I wouldn’t hesitate to use her again for dog and house sitting.”

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Sharon A.
Sitter Profile Image: Holly M.
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Holly M.
Star Sitter
$50
total per night
5.0 out of 5 stars
• 38 reviews
16 repeat clients
20 years of experience
Shrewsbury, MA, 01545

“Molly was great. Communication is amazing and really provided great care to our new puppy! Will definitely have her in mind next time we need a sitter.”

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Andrew M.
Sitter Profile Image: alexandra s.
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alexandra s.
$53
total per night
5.0 out of 5 stars
• 22 reviews
14 repeat clients
10 years of experience
Stow, MA, 01775

“Alexandra did a very good job house sitting our dog, Luna. She took her on long walks and communicated with us at least once a day. She has also become a favorite of Luna.”

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Brent L.
Sitter Profile Image: Hailey C.
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Hailey C.
$123
total per night
5.0 out of 5 stars
• 10 reviews
2 repeat clients
10 years of experience
Natick, MA, 01760

“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.
Sitter Profile Image: Jaimie G.
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Jaimie G.
$84
total per night
5.0 out of 5 stars
• 11 reviews
40 years of experience
Upton, MA, 01568

“We had such a wonderful experience with Jamie! This was the first time our dog stayed with her at our home, and she went above and beyond to make sure everything went smoothly. She took the time to really understand our dog’s personality, routines, and needs before the stay, which made us feel completely at ease. During the visit, she gave our dog such personal attention and care — it was clear he was comfortable, happy, and well looked after. She also went the extra mile by cleaning up afterward and leaving everything spotless, which we so appreciated. It’s rare to find someone who is both so caring and so professional. We’re incredibly grateful for the love and attention she gave our pup and will definitely be booking with her again. Highly recommend! 🐾”

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Pragya S.
Sitter Profile Image: Samantha L.
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Samantha L.
Star Sitter
$95
total per night
5.0 out of 5 stars
• 65 reviews
28 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: 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: Anna H.
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Anna H.
$73
total per night
5.0 out of 5 stars
• 58 reviews
30 repeat clients
10 years of experience
Milford, MA, 01757

“My dogs loved Anna so much that I think they were disappointed I came home. We have a complicated schedule (daycare for 1 dog with very specific hours) and medical needs (2 meds for the elderly gentleman) and Anna juggled it all for us. So appreciated!!!”

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Kaitlin H.
Sitter Profile Image: Sarah W.
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Sarah W.
$73
total per night
5.0 out of 5 stars
• 8 reviews
2 years of experience
East Liberty, Newton, MA, 02459

“Sarah was perfect for us! We have an elderly cat and dog and she catered to both of their needs and eccentricities so that we could go on a short trip without worrying about them. We will definitely be calling her back in the future!”

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Linda G.
Sitter Profile Image: Salina B.
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Salina B.
$111
total per night
5.0 out of 5 stars
• 64 reviews
18 repeat clients
37 years of experience
Westwood, MA, 02090

“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: Monica R.
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Monica R.
$83
total per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
34 years of experience
Westborough, MA, 01581

“Monica was amazing with my beagle guy! Super reliable, communicative, and clearly loves animals. I came home to a happy, well-cared-for dog. Highly recommend!”

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Annes N.
Sitter Profile Image: Julia Z.
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Julia Z.
$39
total per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
2 years of experience
Marlborough, MA, 01752

About: I grew up with three Labrador Retrievers and three cats, as well as a parrot and lots of fish. In college, I worked with a company in Lowell as a dog walker and trainer. I was also an animal technician and customer service representative at a dog and cat daycare, boarding, and grooming facility. Currently, I work at a veterinary hospital and am passionate about providing quality care to both dogs and cats. I am available most weekdays for drop-ins after 3 PM until 8 PM. I am also available most Saturdays and Sundays from 8 AM to 8 PM, and can stay overnight if needed. I will provide your dog or cat with the upmost quality of care. With your pup, we will go on safe and enriching walks on leash or off leash, play with fun chew toys inside or outside, and indulge in yummy treats. I encourage all the snuggles and love to chill with them after a fun day of zoomies.

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

“Stephanie was absolutely wonderful with our dog! ❤️ She was so loving, caring, and attentive, and we could tell right away that he was in great hands. She did an amazing job keeping up with his usual routine and schedule, including his meds and she made sure to spend some time playing with him and giving him attention. We really appreciated how regularly she shared updates with us, and we especially loved receiving all the pictures—it gave us so much peace of mind while we were away. Most importantly, our dog was so happy and comfortable with Stephanie! It was clear that he truly enjoyed spending time with her. We would definitely recommend Stephanie to anyone looking for a trustworthy, caring, and reliable dog sitter. Highly recommended! 🐾❤️”

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Pragya S.
Sitter Profile Image: Marcy G.
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Marcy G.
Star Sitter
$84
total per night
5.0 out of 5 stars
• 7 reviews
2 repeat clients
11 years of experience
Newton, MA, 02458

“Marcy was a brilliant, attentive and caring sitter for our dog and cat while we took a two week trip. She was always responsive, sent daily updates, and was even flexible enough to stay on an extra two days. Would book again in a heartbeat!”

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Lois B.
Sitter Profile Image: Diana H.
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Diana H.
$195
total per night
5.0 out of 5 stars
• 4 reviews
2 repeat clients
17 years of experience
Sudbury, MA, 01776

About: I have a Rotty. Prior to her, I had a basset hound. Your dog will be a piece of cake, trust me! Due to the dangerous nature of my dog breed, I am naturally more cautious to every dogs needs and can handle them accordingly. I walk my reactive dog daily. She is also very active and slightly territorial. She is well trained and obedient with a good response time. I come prepared with toys and treats, depending on dogs sensitivity. I allow dogs time to sense my aura before approaching their spaces. I have years of training experience from other trusted dog owners.

Sitter Profile Image: Dusti-Lee P.
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Dusti-Lee P.
$106
total per night
5.0 out of 5 stars
• 33 reviews
8 repeat clients
19 years of experience
Milford, MA, 01757

“Dusti-Lee was all round amazing!!!💖 She definitely has a special way with animals and Jewel took to her immediately during the meet and greet!🥰 So I could already tell that she was going to be an ideal sitter. Dusti-Lee was not only warm and loving with Jewel (which is really needed to gain Jewel’s trust), she was proficient at following our complex instructions closely! Not only was she so very responsive when I had to reach out at short notice because our sitter canceled on us with no warning, but she was wonderfully communicative throughout the stay!! I’ve no doubt Jewel loved Dusti-Lee, and we’d use her again.💞 (Also, we were so grateful that the house seemed even cleaner than we’d left it! Thank you, Dusti-Lee!💗)”

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Dr. Sy W.
Sitter Profile Image: Laura O.
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Laura O.
$95
total per night
5.0 out of 5 stars
• 21 reviews
4 repeat clients
28 years of experience
Grafton, MA, 01519

“Laura was AMAZING!! We were so blessed to have found her!! Many thanks for the great communication, pictures and fabulous gifts she left for Julian! So thoughtful and kind!! Just cannot say enough great things about this beautiful young lady!! Definitely a keeper!!!”

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Patricia F.
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The median cost per night for house sitting in Ashland is $63

Pet parents share their Rover experiences - Ashland

1 / 1
5.0 out of 5 stars

⭐⭐⭐⭐⭐ Absolutely wonderful dog sitter! I couldn’t have asked for a better person to take care of my dog. She was caring, reliable, attentive, and treated my dog like her own. I received photos, which gave me complete peace of mind while I was away. I highly recommend her to anyone looking for someone trustworthy and caring to look after their dog. I will definitely book again! 🐾❤️

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saara Y.
House Sitting
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

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
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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.

How to book house sitting

  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 of House Sitting in Ashland on Rover is $33 per night as of October 2026. Most bookings cost between $27 and $87 per night. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 6,702 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.

<b>Tip:</b> 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 , 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 .

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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .

sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.

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

  • 87% of sitters can help with special care needs
  • 91% 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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