House Sitting Pryor

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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: Jessie O.
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Jessie O.
from
$27
per night
4.0 out of 5 stars
2 reviews
20 years of experience
Billings, MT, 59101

About: I’ve never lived a day of my life without at least one dog in it. I’ve cared for my own, my neighbors and family. I worked for a dog daycare and boarding facility. I’ve administered medications including injections. I love to take them for walks, have play time, or just snuggle on the couch. I will treat your pup as if it were my own. I live in Billings but also frequent the Roberts, Joliet, and Red lodge areas, so consider me for overnights if you are out in that area. I work from home part time and am able to create my own schedule. This would be a fun and rewarding way to get out if the house. My dogs sleep in bed with me, but I would have your pets sleep wherever they are used to. I like to keep feeding on a regular schedule. 8am for breakfast and 6pm for dinner. I like to go for walks around 4, again keeping a schedule. Since I would be staying in your house, if you want, your pets would keep to whatever their regular routine is.

Sitter Profile Image: Cornelius P.
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Cornelius P.
from
$50
per night
5.0 out of 5 stars
2 reviews
10 years of experience
Billings, MT, 59101

About: As a U.S. Marine Corps veteran, I bring reliability, responsibility, and attention to detail to every pet I care for. You can count on me to be dependable, follow your pet’s routine closely, and treat your home and furry family member with the utmost respect. What sets me apart is the level of care, patience, and compassion I give every pet as if they were my own. I know every pet has a unique personality, so I take the time to make them feel comfortable, safe, and loved while you’re away. I’m comfortable caring for pets of all ages, from energetic puppies who need structure, exercise, and positive reinforcement to senior pets who require a slower pace, extra patience, and medication reminders when needed. I’m happy to follow detailed care instructions, maintain feeding and walking schedules, and make sure your pet gets plenty of attention, playtime, and affection. I also believe communication is key. You’ll receive regular photo and video updates so you always know how your pet is doing. My goal is to provide dependable, loving care that gives you complete peace of mind while you’re away. Pet care is a natural part of my daily routine. I schedule my day to ensure pets receive consistent attention, exercise, potty breaks, playtime, feeding, and plenty of affection. Whether it’s morning walks, midday check-ins, or evening care, I make reliability and punctuality a priority. I also keep pet owners updated with photos and messages throughout each visit, so they can feel confident their pets are happy, safe, and well cared for. I have a flexible schedule, which allows me to accommodate a variety of booking requests, including weekdays, weekends, and many holidays. I strive to provide dependable care that fits each pet’s unique routine and needs. I have a fenced yard. My home is kept clean, pet-friendly, and free of hazards. I monitor pets throughout the day, provide plenty of exercise and enrichment, and separate pets if needed to ensure everyone remains comfortable and safe.

Sitter Profile Image: Trinity M.
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Trinity M.
from
$25
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
16 years of experience
Billings, MT, 59101

About: Growing up on a ranch I have experience with lots of animals! We had 6 large dogs and too many cats too count growing up! I also had a bearded dragon for 6 years and a hamster so I can handle pretty much anything! I’m available pretty much 24/7 and I would of course let you know otherwise. This is a full time job for me so scheduling is never an issue! Honestly how I care for your pets is mainly up too you! Housing wise they’d be staying in my room with me at night, I’m an early riser and have a morning run I do so any dogs would more then likely join me for that depending on the age! Food and water I keep in my kitchen away from my cats food and my cats stays in our large basement during boardings for her safety and comfort!

Sitter Profile Image: Michael B.
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Michael B.
from
$100
per night
5.0 out of 5 stars
1 review
20 years of experience
billings, MT, 59105

About: As a former biologist, I have a high level of animal knowledge. I enjoy all species and have taken care of dogs, cats, horses, and even birds and fish. I am partially retired, and have a lot of time to lend to your pets. I enjoy animals and have owned all varieties of pets. I live in a 2 bedroom home, with a fenced backyard. I prefer to care for your pets at your place but can watch them at mine if needed.

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The median cost per night for house sitting in Pryor is $45

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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

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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.

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

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Sitters in Pryor average 4
repeat house sitting clients

FAQs for House Sitting - Pryor

Frequently asked questions about Rover

As of July 2026, there are 149 sitters on Rover offering House Sitting across Pryor. 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 Pryor 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 Pryor 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 Pryor 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 Pryor. On Rover:

  • 100% of sitters can help with special care needs
  • 100% can help with giving oral medications or injections
  • 90% 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.


Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog — and your home — turn to Rover for your Pryor house sitting needs. On Rover, it's easy to find a loving dog sitter in Pryor who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Pryor house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your dog's stay all through Rover — it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Pryor for your dog — people who'll treat him like family.

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