House Sitting West Chesterfield

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

When are you returning?
Search

West Chesterfield, 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: Janet M.
Verified Enhanced Background Check
Janet M.
Star Sitter
$62
total per night
4.9 out of 5 stars
18 reviews
7 repeat clients
53 years of experience
Chesterfield, MA, 01012

Janet did a great job with the pups and with the house. Janet sent photos every day and kept us informed as to how the dogs were fairing. Both the dogs and the house were in perfect condition when we returned home. Thank you so much!

Profile image
Allison M.
Sitter Profile Image: Ash T.
Verified Enhanced Background Check
Ash T.
Star Sitter
$62
total per night
5.0 out of 5 stars
131 reviews
56 repeat clients
12 years of experience
Florence, MA, 01062

Ash was a GREAT house and pup took care of Whitney for 10 days while we were away with tons of walks, meals and treats, cuddles and rubs and overnight stays, long walks and visits with her best dog friend, and even handled a contractor visit and an appliance installation! Both our home and our pup were in great shape when we got back- would recommend Ash for six stars if i could.

Profile image
Gordon A.
Sitter Profile Image: Michael B.
Verified Enhanced Background Check
Michael B.
$56
total per night
5.0 out of 5 stars
4 reviews
24 years of experience
Deerfield, MA, 01342

Michael was great watching Bonnie while we were out of town! He took great care of her and provided updates each day. The house was perfect when we got back and Bonnie was so chill. Will definitely be reaching out for his help again!

Profile image
Caitlyn B.
Sitter Profile Image: Katherine N.
Verified Enhanced Background Check
Katherine N.
$67
total per night
5.0 out of 5 stars
13 reviews
15 years of experience
Holyoke, MA, 01040

Katherine was so great! Stevie and Sophie loved her. She kept us updated throughout the weekend. And our house was kept very clean! We will definitely use her again!

Profile image
Britt H.
Sitter Profile Image: Lori L.
Verified Background Check
Lori L.
Star Sitter
$134
total per night
5.0 out of 5 stars
104 reviews
40 repeat clients
15 years of experience
Greenfield, MA, 01301

Lori is awesome. She watched our senior dog and our 2-year-old dog in our home for a week-long trip. She communicated very well and sent tons of pictures. She gave medications to our senior dog (who requires a lot of patience) and kept our younger dog well exercised. When our flight home got delayed, Lori was super understanding and flexible during the uncertainty. Our house was spotless when we got home. Lori is a true professional and we'd recommend her without hesitation. Thank you, Lori, for giving us peace of mind while we were away.

Profile image
Susan H.
Sitter Profile Image: Julie G.
Verified Enhanced Background Check
Julie G.
$59
total per night
5.0 out of 5 stars
11 reviews
1 repeat client
4 years of experience
Holyoke, MA, 01040

Julie was amazingly flexible, as our schedule was unknown, and was there when we needed her. More importantly, she was good with Ricky, took him out for walks as well as for his sanitary needs, and kept us regularly informed, with pictures. If we are in the area again we will seek her to assist us, and Ricky, again.

Profile image
John M.
Sitter Profile Image: Kristin B.
Verified Background Check
Kristin B.
$84
total per night
5.0 out of 5 stars
16 reviews
4 repeat clients
20 years of experience
Goshen, MA, 01032

About: Have owned dogs for over 20 years, pet sit for friends, family, and neighbors. I am over cautious and protective when it comes to animals, I'm also active so love walking dogs, throwing a ball for them, or taking them to our local lake for a swim. I have tons of patience for shy dogs, I have dealt with rescue dogs and know when to get close or not to an animal. I have never had an incident where I have had a dog become aggressive with me. I have taken my own dog to obedience school a few times and learned a few key trips for working with difficult dogs or puppies. I have taken care of puppies within the past three years and am comfortable with the extra care they require. I have a solid connection with our local vet and emergency animal hospital and am able to handle dogs who need shots or medications administered. I work from home and have several pets already needing care. Bathroom breaks, walks, ball throwing, catnip time, all of it already happens in my home. We have several pet fences within our home and a puppy proof first floor. If a pet is okay of leash then we walk them around our 4 acres throwing a ball or whatever the pet likes. If a pet is not okay off leash, then we just walk them on a leash on our land every 1.5 or 2 hours or as needed. Water bowls are everywhere, no chemicals are on site within reach of curious puppies, and no cars move very quickly on our driveway and everyone who does arrive at our home knows we have several pets and need to slow down. We have owned dogs for over 25 years and have never had any of our pets get injured.

Sitter Profile Image: Erin O.
Verified Enhanced Background Check
Erin O.
Star Sitter
$78
total per night
5.0 out of 5 stars
36 reviews
10 repeat clients
20 years of experience
Westfield, MA, 01085

Erin was the perfect dog (and house) sitter. We came home to a relaxed and happy senior dog and the house just as we had left it. Erin went above and beyond by bringing in mail and trash can, watering plants and even reached out to see when Riley could go on the lawn after it was fertilized. Erin is professional and responsive. We will definitely be booking with Erin again!

Profile image
Donna D.
Sitter Profile Image: Annika D.
Verified Enhanced Background Check
Annika D.
$95
total per night
5.0 out of 5 stars
52 reviews
19 repeat clients
6 years of experience
Northampton, MA, 01062

Once again we came home to three happy fur babies!! She took excellent care of our animals and our home! We have used her services before and thankfully able to again for this vacation! I can’t recommend her enough! Thank you again!

Profile image
Lillie J.
Sitter Profile Image: Trista S.
Verified Enhanced Background Check
Trista S.
$45
total per night
5.0 out of 5 stars
22 reviews
9 repeat clients
30 years of experience
Pittsfield, MA, 01201

Completely trust Trista. Second time I used her. Copper loves her. He is happy and calm when I get home. Means everything we do not have to worry when on vacation

Profile image
Allen K.
Sitter Profile Image: Amad E.
Verified Enhanced Background Check
Amad E.
$73
total per night
5.0 out of 5 stars
34 reviews
7 repeat clients
15 years of experience
Northampton, MA, 01060

As always our dogs are so happy and love when Amad stays with them, they start wagging their tails when the suitcases come out. Amad is very attentive and walks them frequently throughout the day. He is very easy going and does a great job.

Profile image
Stephen S.
Sitter Profile Image: Christian M.
Verified Enhanced Background Check
Christian M.
Star Sitter
$62
total per night
5.0 out of 5 stars
32 reviews
11 repeat clients
10 years of experience
Greenfield, MA, 01301

No problems whatsoever and Christian responded to my messages promptly. He also left the house just as he found it. Thanks Christian!

Profile image
Kevin T.
Sitter Profile Image: Betsabee T.
Verified Enhanced Background Check
Betsabee T.
$45
total per night
5.0 out of 5 stars
13 reviews
5 repeat clients
20 years of experience
Hadley, MA, 01035

Betsy was great! She was so kind and communicative throughout the entire stay, sending regular updates and photos that put us completely at ease. Our pups absolutely loved her and it was clear they were in great hands. We came home to happy dogs! We’d book Betsy again in a heartbeat!

Profile image
Michael S.
Sitter Profile Image: Whytne S.
Verified Enhanced Background Check
Whytne S.
$67
total per night
5.0 out of 5 stars
7 reviews
4 repeat clients
8 years of experience
Greenfield, MA, 01301

About: I have been taking care of animals for as long as I can remember. Walking, feeding, and bathing both dogs and cats. I consider my pets family members! All of my babies are rescues. I have trained my dog through the GoodPup app and he knows the commands sit, stay, lay down, up, paw, leave it, heal, touch, and find it. All my pets are given enrichment activities throughout the day. They’re also stimulated with play/exercise. I know dog and cat body language. I have worked with dogs that have seizure disorders and know how to administer medication to both cats and dogs. I’m work Monday to Friday with my weekends free and open. My work schedule is Monday-Friday 8:30am to 4:30pm. I can take dogs for long walks, stimulate them through play, or with enrichment activities. I can administer medication if needed. For cats I can clean the litter box and stimulate them through play or enrichment activities. I can administer medication if needed. Pet safety is my first priority. I believe knowing pet body language is so important because that’s how they communicate their needs. I will care for your love ones as if they were my own! I will follow your schedule and instructions exactly as is because, you know your pet best! I can bath, walk, feed, administer medication, and give my full attention to your babies ☺️

Sitter Profile Image: Kelly H.
Verified Background Check
Kelly H.
$139
total per night
5.0 out of 5 stars
66 reviews
31 repeat clients
14 years of experience
Otis, MA, 01253

You could not find more thoughtful and caring people to genuinely love your pet than Kelly and Nabil. They prioritized Elmer’s health and happiness to the highest degree and made sure we received videos and photos every day. We feel very lucky to have them in Elmer’s life.

Profile image
Joey W.
Sitter Profile Image: Alexis K.
Verified Background Check
Alexis K.
$89
total per night
5.0 out of 5 stars
101 reviews
41 repeat clients
30 years of experience
Northampton, MA, 01053

Third time having Alexis house sit and third time very satisfied! She takes great care of my crew and the house. Gives me great peace of mind when traveling.

Profile image
Anne P.
Sitter Profile Image: Katie O.
Verified Enhanced Background Check
Katie O.
Star Sitter
$84
total per night
5.0 out of 5 stars
23 reviews
3 repeat clients
20 years of experience
Torrington, CT, 06790

Katie was absolutely lovely, and the pets got on with her really well. She sent through updates and photos, and made sure we felt comfortable (all on a holiday, too!) -- thank you Katie!

Profile image
Austen W.
Sitter Profile Image: Paisley R.
Verified Enhanced Background Check
Paisley R.
Star Sitter
$139
total per night
5.0 out of 5 stars
16 reviews
4 repeat clients
10 years of experience
West Springfield, MA, 01089

We came home to a very clean and organized home and, most importantly, two very happy dogs! Paisley did such a wonderful job taking care of Lander and Rosa. She kept us updated throughout our time away and sent lots of pictures, which I really appreciated and helped give us peace of mind while we were traveling. She was very attentive and clearly cared about our dogs and making sure they were happy and comfortable. We would absolutely recommend Paisley and would definitely have her watch Lander and Rosa again!

Profile image
Marilee S.
Sitter Profile Image: Leona O.
Verified Enhanced Background Check
Leona O.
$49
total per night
4.8 out of 5 stars
10 reviews
2 repeat clients
10 years of experience
North Adams, MA, 01247

Leona was great with our boxer, Brussel Sprout. She was very responsive and let us know of any issues so we could help her out while we were away!

Profile image
Liane T.
Sitter Profile Image: Alyssa K.
Verified Background Check
Alyssa K.
$84
total per night
5.0 out of 5 stars
4 reviews
1 repeat client
20 years of experience
Hadley, MA, 01035

About: Hi I'm Alyssa! I've owned dogs, cats, rabbits, and fish all my life. I love to care for any and all animals when their owners are away because pets can get very anxious when home alone. I intend to relieve their anxiety and share a little love! I do have previous experience with walking multiple dogs in both urban and suburban residences as well as caring for multiple cat homes. I've also worked with all ages of pooches, everything from 2 months to 15 years old! I currently work part time overnights, so I am available for daytime drop-ins and overnight stays, as I would only be at work a couple days a week for a few hours. The safety of your pet(s) is of the utmost importance, including keeping the doors of your house securely closed, keeping your house clean, and focusing solely on your pet(s) during any outside time.

1 / 1
View more

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

Pet parents share their Rover experiences - West Chesterfield

1 / 1
5.0 out of 5 stars

Janet was wonderful to work with for house sitting with our giant dog. Great communication and great consideration for house and beasts. We would definitely ask for Janet again.

Profile image
Elizabeth J.
House Sitting
5.0 out of 5 stars

Janet did a GREAT job caring for our girl, tons of walks amd company even with a 2ft snow blizzard during her stay. Kept the house amd took care of everything that came up too! Totally recommended!!

Profile image
Gordon A.
House Sitting
1 / 1
Find pet care near you

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 - West Chesterfield

Select a filter and find qualifying sitters offering house sitting.

Sitters in West Chesterfield average 4
repeat house sitting clients

FAQs for House Sitting - West Chesterfield

Frequently asked questions about Rover

As of September 2026, there are 559 sitters on Rover offering House Sitting across West Chesterfield. 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 West Chesterfield 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 West Chesterfield 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 West Chesterfield 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 West Chesterfield. On Rover:

  • 96% of sitters can help with special care needs
  • 100% can help with giving oral medications or injections
  • 94% 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge