House Sitting Pittsfield

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

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Over 12
pet parents in Pittsfield have booked house sitting

Pittsfield, 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: Bonnie A.
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Bonnie A.
from
$60
per night
5.0 out of 5 stars
• 14 reviews
3 repeat clients
14 years of experience
Chichester, NH, 03258

“Bonnie was an incredible pet sitter. She communicated with us throughout our vacation and took exceptional care of our dog, cats and home. We will definitely be booking her again. It can be a challenge to find a person who cares for your animals the way you do, Bonnie is a gift!”

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Lisa E.
Sitter Profile Image: Betsy C.
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Betsy C.
from
$75
per night
5.0 out of 5 stars
• 11 reviews
4 repeat clients
15 years of experience
Belmont, NH, 03220

“Betsy provided great care for our girl! Communication before booking, during our meet & greet, and weekend away was excellent - and loved the photos of our girl throughout the time we were gone. Rita requires a little extra care, as she is in a wheelchair, and we were glad to have Betsy!”

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Madison H.
Sitter Profile Image: Celina M.
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Celina M.
from
$25
per night
5.0 out of 5 stars
• 3 reviews
12 years of experience
Barnstead, NH, 03225

About: Dog lover here! Providing dependable, active, and affectionate care. From puppy energy to easygoing senior strolls, I respect your dog’s specific habits, commands, and feeding schedules. I put safety safety first on every walk, lots of positive attention, and keep you updated with fun pictures and visit summaries while you're away. I have a reliable, consistent routine that gives me plenty of flexibility for pet care on evenings, weekends, and early mornings. Since I keep my service radius close to home, I can easily fit in drop-ins, feedings, walks, and playtime without feeling rushed. I make visiting and caring for your animals a dedicated part of my day! I live in Barnstead, but work in Portsmouth so don't me afraid to message me if you appear outside of my radius. Safety and clear communication are my top priorities. When visiting your home, I strictly follow all feeding, medication, leash and other guidelines to keep your pet safe and comfy. I ensure entryways, doors, and gates remain secure at all times, double-check that food and hazardous items are out of reach, and treat your home with respect. During every visit, I provide thorough updates with photos so you have peace of mind knowing your pet is happy and well-cared for.

Sitter Profile Image: Erin M.
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Erin M.
from
$72
per night
5.0 out of 5 stars
• 15 reviews
7 repeat clients
25 years of experience
Raymond, NH, 03077

“I have used Rover twice now and both times with Erin. It was strange having someone you do not know stay in your house. Like I said, I never used the service before but I really wanted to be able to keep my dogs in their own home. Erin is unbelievable. She is great with the dogs and with my home. I’m not sure I would be able to adjust well in a strangers home, but she does a great job. When I get home, everything is in place as I left it and the dogs are happy and safe. Both of my experiences with Erin have been great. I would trust her again and again with Levy and Frank. ❤️❤️”

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Margie M.
Sitter Profile Image: Sarah G.
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Sarah G.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 13 reviews
3 repeat clients
5 years of experience
Manchester, NH, 03103

“Again, Sarah was wonderful in taking care of Lucy. She was available for my last minute request and managed everything well. She even watered my plants! Sarah always goes above and beyond. Lucy always seems very happy and content upon my return. I would highly recommend her.”

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Kelly G.
Sitter Profile Image: Natalie J.
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Natalie J.
from
$50
per night
4 years of experience
Manchester, NH, 03053

About: I am a huge animal lover. I have raised six chickens and loved them like family. At the Pumpkin Wall Farm in Derry, I volunteer with rescued barn animals. I am more than welcome to keep your cat, teacup dog, or small animal company while you are away. Your little ones will be fed, played with, and cuddled. While I don’t specialize in grooming or medical administration yet, I am excited to learn and follow any procedures your pet requires. My schedule is astonishingly flexible. If you need someone at the last minute, I am here for a quick drop-in. I am available Monday through Friday. Note: My availability varies around Sundays and major holidays. Your cuddle-buddies will always be kept in a clean, safe, and enriching environment with me. Litter boxes and food stations will be kept pristine throughout the day. Places where your pet can easily get lost will be checked such as: cabinets, closets, tight spaces and wires. Pets are leashed and supervised on our fun outdoor trips.

Sitter Profile Image: Nathan L.
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Nathan L.
from
$40
per night
5.0 out of 5 stars
• 5 reviews
35 years of experience
Barrington, NH, 03825

About: I have a lifetime of experience taking care of dogs large and small. Full dog friendly home, I will match your desires and interests with your fur baby, allow animals on furniture and love to be active outdoors. Close to nearby lakes for swim fun, trails for hiking, and fenced backyard to allow plenty of playtime. Pet care is an important part of my daily routine. Each day, I make sure your pet has fresh food and water, gets regular exercise, and receives plenty of attention and affection. I also spend time grooming, cleaning up after them, and checking that they are healthy and comfortable. On a weekly basis, I clean their bedding and living areas, restock supplies, and make time for longer walks or play sessions. Keeping up with these responsibilities helps ensure your pet stays happy, healthy, and well cared for. I provide a safe, comfortable, and welcoming environment for pets in my home. My home has a securely fenced yard where dogs can enjoy supervised outdoor play and exercise. If requested by the owner, I can crate pets to maintain their normal routine or provide a quiet, secure space. Inside, pets have access to a large dog bed, and they are welcome on the furniture if that is consistent with their family’s rules and preferences. I strive to follow each pet’s established routine, including feeding schedules, exercise, and any special care instructions, to help them feel relaxed, comfortable, and at home during their stay.

Sitter Profile Image: Abigail L.
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Abigail L.
from
$60
per night
5.0 out of 5 stars
• 1 review
3 repeat clients
12 years of experience
Pembroke, NH, 03275

“Abigail watched my two pups for the first time and was able to win over my skiddish dog who typically takes a while to warm up to people. She was prompt with replies and even walked the dogs!”

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Breanna F.
Sitter Profile Image: Gracie Q.
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Gracie Q.
from
$70
per night
5.0 out of 5 stars
• 11 reviews
5 repeat clients
15 years of experience
Newmarket, NH, 03857

“Gracie was wonderful! Great communication, very friendly, kept us posted the entire time and took great care of our home. We will definitely have her watch our pup again!”

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Paige G.
Sitter Profile Image: Lee S.
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Lee S.
from
$65
per night
5.0 out of 5 stars
• 26 reviews
8 repeat clients
30 years of experience
Rochester, NH, 03868

“We were very happy with Lee! While we were away for the weekend, Lee stayed at our home watching our dog, Roxy. We received pictures and updates daily. When we returned, everything looked great! We appreciate Lee taking good care of Roxy and would have Lee dog sit again.”

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Davis F.
Sitter Profile Image: Halley P.
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Halley P.
from
$100
per night
5.0 out of 5 stars
• 2 reviews
3 years of experience
Bow, NH, 03304

“Halley was great with my toy poodle, and very considerate of our house and rules. We will definitely be calling her again.”

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Hallie P.
Sitter Profile Image: Melissa H.
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Melissa H.
from
$32
per night
5.0 out of 5 stars
• 36 reviews
9 repeat clients
28 years of experience
Manchester, NH, 03103

“She’s amazing. We love her, we were able to travel with peace of mind because she gave us a lot of confidence. We have 3 dogs and they loved her too. We will definitely hire her again.”

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Taise B.
Sitter Profile Image: Syrena F.
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Syrena F.
from
$115
per night
5.0 out of 5 stars
• 5 reviews
20 years of experience
Hooksett, NH, 03106

About: Hello, thanks for considering me to help care for your family! A little about me- I’ve had dogs my whole life. A lovable quirky Golden and quite a few Akitas. I’ve found every dog has unique needs and especially adoptees and rescues, need extra patience and understanding to gain your trust. I like to be mindful and cater to each dog’s individual needs on a case by case basis so they get the best possible care, which they deserve. I am reliable, dependable, and trustworthy. I will treat your dogs as if they were my own, with care and love. I have experience with both puppies and aging dogs. At any stage in their life I’m happy to do what I can to make them feel comfortable and cared for. I have cared for cats and dogs with daily check ins and in-house care. I feel strongly that both parties be comfortable with the pet care. You, the owners, should feel comfortable with me watching your pet(s) just as I should feel confident watching them. This is not just a way to earn some extra income (while that is important) your pet(s) deserve the best and if we are not a good match both parties are welcome to decline the care if we feel that’s best so your loved one(s), you, and I all feel good about the situation. Communication is key and as I mentioned if either of us feel unsure or unsafe it’s not worth the compensation. I hope this little blurb is not a deterrent but rather an extra layer of assurance why I am a good candidate for your dog(s) by being honest, fair to all parties, and prioritizing everyone’s safety. That being said I’d love to meet you and your four-legged family members! I have experience with a variety of cats, Golden Retrievers, Akitas (up to 130 lbs), German Shepards, Terriers, Boxer-Pit mixes, Labrador’s, and quite a few other mutts. I like dogs, big or small! If there are any specific instructions, medications, specific training commands, check-in requests, or any other requests please let me know! I’m more than happy to work with you to confirm details and instructions and make sure you’re comfortable leaving your little family members, while making the process easy and stress free. Thanks for reading my profile and considering me to help watch over your creatures! I truly love animals and look forward to taking great care of yours. FLEXIBLE! My schedule is a little different every week and can be flexible as needed (especially if planned ahead of time). I’m happy to discuss scheduling options with you to cater to the timeframe(s) your pet(s) need care. Let’s chat! I take extra care when in anyone else’s space, whether that’s your apartment, house, condo, whatever your home looks like, it warrants respect, privacy, and care. I have experience with dogs being put in their cages when left alone, for dinner, or overnight. I also have experience with dogs sleeping in the same square foot I do! (And by that I mean I am their human-sized pillow so they can sleep comfortably haha). All depends on what you prefer, happy to chat about your preferences. This is your pet, your choice. I will respect your requests, just communicate what you expect for your dog/cat/creature and we’ll make sure we’re on the same page so you and your pet are comfortable. Just let me know and I’ll make it happen!

Sitter Profile Image: Brittany P.
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Brittany P.
from
$100
per night
4.8 out of 5 stars
• 26 reviews
22 repeat clients
20 years of experience
Derry, NH, 03038

“Brittany was great ! She promptly responded to my last minute request for a dog sitter - I was so happy to hear she had last minute availability! She took the time to stop by my house to meet me and my dog Heiki before I left :) I was across the country for 4 nights, comforted by the fact that she was the one taking care of heiki. She was thoughtful in sending me plenty of pictures updates of them on walks, chillin on the couch, and my favorite - Heiki wiped out, sleeping on the couch as he does after a day full day of adventure !! I hope that when I am in need of a dog sitter again, Brittany has availability because Heiki and I would love to have her dog sit again :) Thanks Brittany !”

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Jackie G.
Sitter Profile Image: Daniel G.
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Daniel G.
from
$100
per night
5.0 out of 5 stars
• 46 reviews
11 repeat clients
25 years of experience
Laconia, NH, 03246

“Danny was AWESOME!! He helped us out last minute and took great care of our pups! He kept us updated and sent lots of pictures and videos while we were gone. We will definitely use him again!!!”

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Abby H.
Sitter Profile Image: Monique S.
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Monique S.
from
$100
per night
5.0 out of 5 stars
• 5 reviews
18 years of experience
Goffstown, NH, 03045

About: I have cared for pets for more than 18 yrs in both Fla and New England. Always willing to travel with you or to your home. I am able to schedule pet sits in advance as needed. Always reliable loving and caring and aware of pets needs. I love the pets. I offer care in your home as well as water plants etc. I will do whatever is asked of me to do for the pets and the families.

Sitter Profile Image: Grace Z.
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Grace Z.
from
$100
per night
5.0 out of 5 stars
• 6 reviews
1 repeat client
10 years of experience
Durham, NH, 03824

“Grace was fantastic! She was warm, bubbly, and instantly connected with our dogs—they were snuggling with her before we even left the garage. She was incredibly flexible and kept us updated with pictures throughout the stay. She gave us so much peace of mind, especially with our 14-year-old senior dog. We’d love to have her back anytime!”

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Caroline K.
Sitter Profile Image: Rebecca C.
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Rebecca C.
from
$63
per night
5.0 out of 5 stars
• 4 reviews
2 repeat clients
19 years of experience
Alfred, ME, 04002

About: I love dogs! I get so excited each time I see a dog ... the same way a teenager does to their first love, or a man to a new grill/smoker, or a woman to a Christmas craft fair. I'd love to make your pet feel loved and cared for when their favorite person (you!) is away from home. I lost my sweet, sweet girl to a brain tumor November 2025. While I'm not ready to take on a new dog of my own, I'd be so pleased to care for yours while you're away. You can be sure I will treat them with care and affection, same as I did for my own. Each dog is different and I will do my best to cater my care to their needs, safety, comfort, and (healthy) stimulation. My home is small but the love inside it is not. I can provide walks of whatever duration/frequency your dog needs, car rides to new sites/sounds/smells (if you approve), and 'bonus bites' of foodlove (again at your approval). Pets are allowed on furniture and beds. Above all I will respect what you tell me the boundaries are for your pet. I know what it's like to be away from your 4-legged best friend and will provide daily updates with pictures but if you want more often than that, you need only ask. About me: I've helped train 6 puppies and helped with dedicated senior care on two of my own dogs (including soft tissue injuries and a brain tumor diagnosis with resultant seizures). I grew up in a house with a dog from birth to college and actively helped take care of them. Since 2006 when I graduated college I have had two dogs and each have solely relied on me for their care including health problems, surgery healing, etc. Smoke free, child free, cat free home. I am comfortable with all sizes, ages, breeds, and attitudes of dogs. I am comfortable administering oral and rectal meds but would not be a good fit for someone who had a dog needing an injection (sorry!). I am comfortable with dogs who are very 'high maintenance' on their med and feeding schedule as my own brain tumor experience can attest to how exacting, detailed, and difficult that can be. My calendar should always reflect when I'm available to help. I typically work M-F 6am to 5pm and am flexible to accommodate you outside of those times. I'm able to provide house sitting services at your home OR weekend boarding in my home. First - what you want for your dog matters most. Please communicate training, behavioral, food, outing, and other expectations and I will do my very best to check every box! After that - I care for pets by putting the pet first and giving them as much love as they'd like! I live alone in an apartment up a flight of stairs. While I can provide some help up the stairs, it would be ideal if larger dogs can do a flight of stairs multiple times a day. In my home I do not leave anything dangerous down. Specifically, I'm in the habit of not leaving food down due to my own food-hound. Trash is covered and frequently dumped to avoid trash calamity. A bench at the bottom of my bed with a rug under it ensures safe jumps from floor to bed. Rugs make the living room more comfortable for pups. I can lift dogs in and out of cars when required (as I did for my own sweet girl). Walks employ harnesses to safeguard the throat and trachea. I have pet gates to isolate pets if owners request (healing/safety). I'd speak to owners about acceptable treats, food schedule, medication schedule, and any furniture rules. Please note I have uploaded pics of my new home onto the app and put them near the top ... but many of the existing pics you see with other pets are inside of my past home.

Sitter Profile Image: Darwin A.
Verified Enhanced Background Check
Darwin A.
from
$25
per night
5.0 out of 5 stars
• 13 reviews
1 repeat client
5 years of experience
Manchester, NH, 03104

“Darwin was prompt and is very energetic. He sent pictures and a video from the walk he took my dog on. He is full of ideas to keep pups entertained.”

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Nick B.
Sitter Profile Image: William W.
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William W.
from
$32
per night
9 years of experience
Portsmouth, NH, 03801

About: I’ve had dogs my entire life and currently have a dog of my own. I understand their personalities, routines, and individual needs, and provide patient, attentive, loving care to every dog I look after. I’m self-employed, which gives me a flexible schedule and allows me to dedicate plenty of time to caring for your dog. I also have a dog of my own, so I’m accustomed to daily walks, feeding routines, companionship, and making sure pets feel comfortable and well cared for Whether caring for pets in my home or theirs, I provide a safe, comfortable, and loving environment. I follow each pet’s normal routine, including feeding, walks, playtime, and plenty of companionship. I’ll treat your pets like my own and keep you updated while they’re in my care.

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The median cost per night for house sitting in Pittsfield is $65

Pet parents share their Rover experiences - Pittsfield

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5.0 out of 5 stars

Kim was wonderful! I could tell from the first picture she sent that my dog was relaxed and happy with her staying with him. She was great at communicating and was flexible when we thought we might be late getting home because of a storm. I would 100% recommend Kim and I will be rebooking with her in the future.

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Beth X.
House Sitting
5.0 out of 5 stars

We were so happy with Kimberly! She stayed at our home for a week and took great care of our dog and cat. She was reliable, attentive, and made us feel at ease while we were away. We’d definitely recommend her!

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Katherine F.
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?

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  • 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.
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Popular requests for house sitting - Pittsfield

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Sitters in Pittsfield average 4
repeat house sitting clients

FAQs for House Sitting - Pittsfield

Frequently asked questions about Rover

The average cost of House Sitting in Pittsfield is $99 per night as of October 2026. Most bookings cost between $46 and $100 per night. On Rover, 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 633 sitters on Rover offering House Sitting across Pittsfield. 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 Pittsfield 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 Pittsfield 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 Pittsfield 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 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 Meet & Greet.

sitters on Rover set their own cancellation policy, 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 Pittsfield. On Rover:

  • 89% of sitters can help with special care needs
  • 95% 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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