House Sitting Whitingham

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Whitingham, Find top rated house sitting

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Christian M.
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Christian M.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 39 reviews
13 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!”

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Kevin T.
Sitter Profile Image: Michael B.
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Michael B.
from
$50
per night
5.0 out of 5 stars
• 6 reviews
24 years of experience
Deerfield, MA, 01342

“Michael was super accommodating, communicated great. Atlas was well played with and taken care of, as well as my house! Couldn't be more thankful”

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Crystal T.
Sitter Profile Image: Trista S.
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Trista S.
from
$40
per night
5.0 out of 5 stars
• 24 reviews
10 repeat clients
30 years of experience
Pittsfield, MA, 01201

“Trista stayed overnight with our fur babies. She was so good with our 3 dogs. She put our mind at ease. She sent updates and pictures throughout the day. The pups were happy too :) Will definitely book again.”

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Sylvia P.
Sitter Profile Image: Deborah K.
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Deborah K.
from
$60
per night
40 years of experience
West Hatfield, MA, 01088

About: I have Joyfully shared my entire life with pets for 70 years now!! I speak Fluent Feline and Canine and have been a pet parent to dogs, cats, hamsters, mice, turtles and fish as a child and provided daycare for birds. I am also a Certified Level ll Reiki Energy Practitioner. My services include Housesitting, Drop-ins and both dog and cat walking! My beloved Josie used to love going outside on a harness and leash since she and brother Shadow were feral-born barn kitties and then “indoor only” rescue pets for 15+ years! My “Platinum Spa” Services include pet massage and Reiki sessions for an additional fee for Housesitting and Drop In clients. My Passion to care for other people’s pets as a new career/business stems from the tragic loss of both my feline companions at the end of 2024. I have decided to no longer own pets myself and to get my “Pet Love Fixes” by Pampering My Client’s pets as if they were my own!! I have maximum flexibility with scheduling 24/7 for all services in the 5 Colleges Area of Western MA. I am also available to travel outside my local area to provide pet, plant and housesitting services upon request. I provide a full menu of services at client’s homes including multiple walks daily on leash, outings to local dog parks and hiking trails, specialized diets and medications, senior and disabled pet care, active playtime, basic training reinforcement, photos and text updates on how your pet is doing with each visit. My exclusive pet massage and Reiki treatments can enhance your pet’s health and happiness under my care!!

Sitter Profile Image: Yasmin Jamal A.
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Yasmin Jamal A.
from
$90
per night
5.0 out of 5 stars
• 2 reviews
20 years of experience
Pittsfield, MA, 01201

About: I waitress, have taken care of seniors and am a certified yoga instructor. I have had cats, dogs, chicks, fish, hamsters. I currently do not own any pets. Pets to me are precious friends who are to be taken care of like children. With full attention, support and love. I work from home so I am able to provide that kind of care. I work from home (virtually) and can accommodate boarding weekdays and weekends. I keep a clean and tidy home and have a gorgeous park very close by. Pet care fits in my routine as I used to have a cat until recently. I care for pets with respect and integrity. Showing them love and care. Keeping them and the area around them clean. Accommodating to their needs by always keeping an eye for out for them.

Sitter Profile Image: Kathleen M.
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Kathleen M.
from
$75
per night
5.0 out of 5 stars
• 4 reviews
20 years of experience
Roxbury, NH, 03431

“I 100% recommend Kathleen! She really saved us! Our pet sitter canceled the morning we were supposed to leave for a seven-day vacation. I posted a job on Rover and she responded immediately, and very kindly stepped in to help, even though she had just finished another pet sitting gig. She took care of our beloved older dog, Dewey and our nine chickens. She was thoughtful, loving, reliable, and responsible. She texted with us almost daily, which we had asked her to do, and which set our minds at ease. She went above and beyond by giving our chickens daily treats and giving our dog LOTS of love. She is warm, respectful, and a good communicator. She also left the house in immaculate condition--in some ways cleaner than we left it. An ideal house and pet sitter in every way!!”

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Shaylyn Romney G.
Sitter Profile Image: Amad E.
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Amad E.
from
$65
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.”

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Stephen S.
Sitter Profile Image: Grace M.
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Grace M.
from
$200
per night
5.0 out of 5 stars
• 7 reviews
15 years of experience
Athens, VT, 05143

About: Leave your dog with me and rest assured that they’ll be having the time of their lives; daily walks and hikes, lots of individual attention, cuddles, and love, and someone home with them most of the day to ensure they get what they need. It’s really important to me to create a safe, loving, and fun environment for your pup while they keep here. I strive to make your dogs stay at my farm special; my repeat client pups are always excited to be here when they’re dropped off. I love dogs, and any pup who’s staying on the farm will be treated like one of my own. I work from home, so i’m almost always home with the pups, and we spend a lot of time outside, hiking, walking, running, or working in the yard. I've been dog sitting since I was young, on and off. I'm also a livestock farmer who cares for livestock guardian dogs, cats, goats, pigs, chickens, and other animals on a daily basis at work. I have a pup of my own, 3 year old Luddy, who makes life better in every way! I'm comfortable providing basic veterinary care, based upon my livestock farming professional background, and will make sure your pet gets lots of exercise and play outside as i'm an avid runner and hiker. I work from home, as a farmer, so your dog will almost never be left alone. They can hang out in the house with me or out in the garden while i work, or in a fenced in portion of the yard. We usually go on a long hike, walk, or run every afternoon, and the pups are invited to sleep anywhere they’d like, whether it’s the couch, my bed, or their own bed or crate. I live in a house on a dead end road with 300 acres of wooded trails right outside my back door, where I take my pup Luddy on long hikes or trail runs every day. We’re far away from any car traffic and have a fenced in portion of the yard for pups to run around in. I spend a lot of time at home working in the garden, playing with Luddy, hiking, or running. Luddy is a very friendly pup who loves to play and wrestle with other dogs, and tends to tire his friends out...at which point he loves to fall asleep curled around another pup :)

Sitter Profile Image: Chad D.
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Chad D.
from
$24
per night
5.0 out of 5 stars
• 15 reviews
7 repeat clients
1 year of experience
Cohoes, NY, 12047

About: I've had pets in the past and love caring for them and playing with them. Grew up with a cat, had a dog and coserved a cat with my wife. Because we may move some time internationally, we haven't wanted to make a long term commitment, be we would love to be grandpetparents where we help out by babysitting while people need to travel pet free for a short time. I work full time but from home several days a week. My son, who loves animals will be around on days I am not at home. We would welcome any pets as part of the family. They can cuddle with us on the couch and play out in the yard or chill on our screened in porch. Unfortunately, we cant care forndigs for more than 5 or 6 days as we arent physically able to care for them.

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The median cost per night for house sitting in Whitingham is $63

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 - Whitingham

Select a filter and find qualifying sitters offering house sitting.

Sitters in Whitingham average 3
repeat house sitting clients

FAQs for House Sitting - Whitingham

Frequently asked questions about Rover

As of October 2026, there are 207 sitters on Rover offering House Sitting across Whitingham. 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 Whitingham 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 Whitingham 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 Whitingham 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 Whitingham. On Rover:

  • 90% of sitters can help with special care needs
  • 92% 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.

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