House Sitting Phillipston

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Phillipston, 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: Sarah M.
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Sarah M.
$63
total per night
5.0 out of 5 stars
43 reviews
16 repeat clients
4 years of experience
Petersham, MA, 01366

My wife and I found Sarah on Rover because we were planning a destination wedding with all of our friends and family. All the people we usually ask to watch our dog, our cat, or take care of our house would be joining us for 10 days in another country. Understandably, we were apprehensive about entrusting all that to a person we did not know. When we connected with Sarah, a few months before, we chatted and discussed organizing a meet and greet and then having Sarah do some regular dog walks in the weeks leading up to the event. At every step of the way, Sarah was prompt, communicative, friendly, honest, and above all, incredibly caring and loving to our animals. Before we left, Sarah checked in once more with a detailed review of all the logistics we had discussed for the stay. Sarah arrived as planned and spent 10 days taking the best care of our dog Mia, our cat Tar, and looking after our entire house. She stayed at the house overnight, took Mia for walks each day, played with Mia in the yard, and spent some quality comfort time in the house with both Mia and Tar. She updated us daily with pictures of the animals as well as information about the day’s activities and how the animals were doing. We were always fully comfortable that our house and animals were in the best of hands. We will continue to hire Sarah in the future for house sitting and pet care needs and give her the highest recommendation.

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CHRISTOPHER D.
Sitter Profile Image: Taylor D.
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Taylor D.
Star Sitter
$56
total per night
5.0 out of 5 stars
15 reviews
3 repeat clients
17 years of experience
Gardner, MA, 01440

Another wonderful stay with Taylor! Teddy seemed very happy when we returned but also very comfortable with Taylor. This was the first time we had a non family member stay with him overnight and I believe it went very well. Taylor kept us informed of her plans and how Teddy was doing throughout the stay. She kept his routine the same and took great care of our boy and our house. So glad we found her. Such a relief to have someone we trust and Teddy loves.

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Clara L.
Sitter Profile Image: Amber P.
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Amber P.
$34
total per night
5.0 out of 5 stars
6 reviews
1 repeat client
8 years of experience
Athol, MA, 01331

Amber was great! She cared for a special-needs elderly cat and a senior dog very well. The house was clean and tidy when I returned. Recommended!

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Debbie W.
Sitter Profile Image: Jorden A.
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Jorden A.
Star Sitter
$73
total per night
5.0 out of 5 stars
82 reviews
14 repeat clients
15 years of experience
Rindge, NH, 03461

Jorden is amazing!! We never worry while we are away when Jorden is taking care of Bailey for us. Thank you again for taking such good care of him while we were away!!

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A P.
Sitter Profile Image: Kiersten S.
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Kiersten S.
Star Sitter
$158
total per night
5.0 out of 5 stars
56 reviews
16 repeat clients
6 years of experience
Orange, MA, 01364

Kiersten spent the weekend taking the best care of our dog. She made sure all of his medical needs were met and sent photos and updates throughout the day. She’s the absolute best and we will continue to feel like not guilty dog-parents when we have Kiersten by his side!

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Meilin P.
Sitter Profile Image: Mallory G.
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Mallory G.
$36
total per night
4.0 out of 5 stars
3 reviews
3 repeat clients
11 years of experience
Gardner, MA, 01440

Mallory was great with both our dog and cat . She sent pics to us. I would highly recommend her to watch your fury friends

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Steven H.
Sitter Profile Image: Meaghon R.
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Meaghon R.
$67
total per night
5.0 out of 5 stars
12 reviews
1 repeat client
20 years of experience
Princeton, MA, 01541

Meaghon was the best! She went above and beyond to care for all of our pets and our home while we were away for the holidays. She communicated often and sent us a lot of pictures. She made sure our pets had lots of love and attention while we were gone. We were so lucky to find her and would highly recommend her to anyone!

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Stephanie B.
Sitter Profile Image: Julisa M.
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Julisa M.
$73
total per night
5.0 out of 5 stars
11 reviews
1 repeat client
14 years of experience
Gardner, MA, 01440

Julisa was wonderful - she stayed in frequent contact, sent pictures and, when our rascal of a dog breached the fence and ran off, she immediately got on the phone with me and we tracked him down at a neighbor’s house. I know what a terrible feeling that is when watching someone else’s furry babies and Julisa handled it so well.

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Carolyn D.
Sitter Profile Image: Kristen M.
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Kristen M.
$56
total per night
5.0 out of 5 stars
8 reviews
2 repeat clients
40 years of experience
Templeton, MA, 01468

About: I’m a very responsible and loving pet owner. Have rescued many pets and now have found myself with some free time and would love to help new pets and people! With notice, I am completely free on Wednesdays, Thursdays, Saturdays & Sundays. (Monday, Tuesday & Friday I can be available for a few hours in the am) I have a fenced in yard with plenty of space to play and a kiddie pool to cool off in! I have three very friendly doggos myself but plenty of space so they can be kept separate if you desire.

Sitter Profile Image: Amanda P.
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Amanda P.
Star Sitter
$39
total per night
4.9 out of 5 stars
33 reviews
9 repeat clients
20 years of experience
Winchendon, MA, 01475

Amanda was great! She was very responsive and responsible, and even jumped in during a pinch when we needed someone on short notice. Our super anxious pups (including our 85lb boxer) warmed up to her very quickly and we could tell they had a great time when we got home. We will definitely have Amanda back at our home to stay with our fur babies and recommend her for your sitting needs.

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Chris G.
Sitter Profile Image: Kendra K.
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Kendra K.
$78
total per night
5.0 out of 5 stars
65 reviews
15 repeat clients
20 years of experience
Warwick, MA, 01378

We’ve had quite a few sitters over the years, and Kendra is the best! So professional and easy to work with. I booked our travel (flights, rental car, everything!) for the wrong week, and she was still able to work with us even though I realized it last minute and had to make changes. So grateful to have found her!!

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Drew H.
Sitter Profile Image: Jaxson S.
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Jaxson S.
$39
total per night
15 years of experience
Shutesbury, MA, 01072

About: I have lived with and taken care of at least two dogs of various sizes my entire life. Over the past few years I have dog sat and dog walked the pets of family/friends. Some of which had special accommodations such as meds or a strict schedule which was no problem at all! I love spending time with animals so let me bring my care and love to your pets to make your life easier! I am a recent college graduate looking for a full time job at the moment. Until I find that position, my schedule is as open as it needs to be to take good care of any pets. For my own pets, I share responsibility of all the basic needs of a pet; feeding, walking, giving attention, letting them out for the bathroom, etc.. For the pets of my client I provide all of those necessary services myself. I can dedicate any needed time and effort to ensure that the pet stays safe, healthy and active.

Sitter Profile Image: Melissa M.
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Melissa M.
$73
total per night
5.0 out of 5 stars
28 reviews
4 repeat clients
20 years of experience
Gardner, MA, 01440

Misty was great with Teddy and Dora! They quickly warmed up to her and seemed to be very comfortable and well cared for. She took them out for frequent potty breaks as requested and they received their meals and meds on time. Will definitely book with her again!

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Clara L.
Sitter Profile Image: Samantha & Brian S.
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Samantha & Brian S.
$62
total per night
5.0 out of 5 stars
3 reviews
18 years of experience
Wendell, MA, 01379

About: Ive been caring for pets for many years. I had a dog walking business over a decade ago. We taken care of our own and others elderly dogs. We like taking dogs on long off leash walks in groups if possible. Dogs are always welcome to cuddle up on the furniture. Im a stay at home-mom, homeschooling. We go to play groups and trips but we can plan our day around dog walks. We take the dogs out first thing in the morning on leash as our yard isnt fenced. We are happy to come feed kitties and water plants. We love taking dogs out on walks and caring for them in our home. We love going on long walks mid day out in nature

Sitter Profile Image: Colin P.
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Colin P.
Star Sitter
$110
total per night
5.0 out of 5 stars
92 reviews
18 repeat clients
15 years of experience
Fitchburg, MA, 01420

Colin took care of my rescue pup, Annie, a black lab mix with special needs, for an extended stay after a previous sitter had to cancel at the last minute. You could tell right off what a pet lover he was. He asked many good questions at the meet and greet, was punctual and handled Annie’s energy well on a leash. Colin sent me pictures and multiple daily updates on how she was doing. Giving her daily meds, tennis ball play times and long walks to help with her anxiety were part of a daily routine. I came home to a tired and happy pup. I would highly recommend Colin to anyone needing pet sitting services! Jain & Annie

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Jain G.
Sitter Profile Image: Brittany N.
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Brittany N.
$62
total per night
5.0 out of 5 stars
12 reviews
4 repeat clients
20 years of experience
Barre, MA, 01005

I couldn't be happier with Brittany! I felt extremely comfortable leaving my 3 puppies in her care. She was very caring, patient and my dogs loved being there with her.

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Jill L.
Sitter Profile Image: Amanda E.
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Amanda E.
$62
total per night
5.0 out of 5 stars
8 reviews
4 repeat clients
30 years of experience
Winchendon, MA, 01475

Amanda was AMAZING for our house sitting booking. She took such good care of our pitbull and cat. She really connects with animals and they absolutely love her. Our cat, who normally hates strangers and always hides, was curled up on her lap by the first night. We will definitely be booking her again!

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Sara M.
Sitter Profile Image: Amadie C.
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Amadie C.
Star Sitter
$62
total per night
5.0 out of 5 stars
18 reviews
4 repeat clients
2 years of experience
Swanzey, NH, 03446

Amie was great! She helped us out in a pinch with a last minute need. She was great with our dog and sent lots of updates which helped put us at ease.

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Casey G.
Sitter Profile Image: Mackenzie H.
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Mackenzie H.
$56
total per night
5.0 out of 5 stars
2 reviews
5 years of experience
Hubbardston, MA, 01452

Mackenzie was very attentive to Teddy’s needs and took special care to stick to his routine and adhere to med and meal times. Teddy seemed content and comfortable when we got home. I am sure we will book Mackenzie again in the future.

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Clara L.
Sitter Profile Image: Amalia S.
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Amalia S.
$36
total per night
7 years of experience
Gill, MA, 01354

About: I’ve taken care of cats of many ages and kinds since I was very young and well I have not had a lot of experience with dogs. I am very friendly with them and know my way around taking care of them! I strive to be the best and most responsible pet parent | can possibly be, and when your pets are in my care I will give them the same dedication. I will provide your pets with all of the unconditional attention and love that they need while you are gone. Whether you have a fenced in yard or not, I will keep them safe with me! The safety of your pet is my number one priority. I always use the best practices, I believe in positive reinforcement, and do not use any cruel methods. I would like to know if your dog or cat has any behavioral issues such as reactivity, aggression, a bite history, etc. I would also like to know of any specific medical conditions that your pet has. I am currently available almost every single day of the week as long as booking is done three days in advance I am available anytime of the day necessary! I have two cats at home and feed them and clean their litter boxes every single night, I am able to clean and care for your cats as well and even bring toys or engaging materials to my clients house to play with the cats!

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

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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.

How Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet & Greet

    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

Sitters in Phillipston average 3
repeat house sitting clients

FAQs for House Sitting - Phillipston

Frequently asked questions about Rover

As of July 2026, there are 806 sitters on Rover offering House Sitting across Phillipston. 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 Phillipston 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 Phillipston 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 Phillipston 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 Phillipston. On Rover:

  • 95% of sitters can help with special care needs
  • 98% can help with giving oral medications or injections
  • 92% 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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