House Sitting Upper Highland

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

When are you returning?
Search

Upper Highland, 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.

1 / 1
Sitter Profile Image: Sarah G.
Verified Enhanced Background Check
Sarah G.
from
$30
per night
5.0 out of 5 stars
2 reviews
6 years of experience
Oregon City, OR, 97045

Sarah is a great dog/house sitter! Communicated very well and left the house better than we left it. Will definitely use again!

Profile image
Brian L.
Sitter Profile Image: Brooklynn M.
Verified Enhanced Background Check
Brooklynn M.
from
$35
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
3 years of experience
Estacada, OR, 97023

I'm so glad I found Brooklynn to watch my fur babies. She asked all the right questions she needed about my puppy before we even met. She was right on time when she arrive and was ready to take care of my puppy. She sent pictures to let me know he was doing good. I will definitely have her keep me as her client. Thank you Brooklynn0

Profile image
Alberta J.
Sitter Profile Image: Malia N.
Verified Enhanced Background Check
Malia N.
from
$40
per night
5.0 out of 5 stars
4 reviews
1 year of experience
Oregon City, OR, 97045

Malia was great! Available on short notice, a total professional and was very caring with my dog. Would happily have her watch Otto again.

Profile image
Oliver M.
Sitter Profile Image: Megan W.
Verified Background Check
Megan W.
from
$50
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
11 years of experience
Estacada, OR, 97023

Wonderful timely and dependable! We had a bad experience with a sitter previously but Megan restored our trust in using pet sitters! Brody was very happy to have her company. Thank you Megan for giving me peace of mind while I was on a work trip 🙏

Profile image
Consuelo S.
Sitter Profile Image: Jennifer R.
Verified Background Check
Jennifer R.
from
$50
per night
5.0 out of 5 stars
1 review
11 years of experience
Oregon City, OR, 97045

About: I always jump at the opportunity to pet, play, cuddle with any dog but I am also a former dog mom of 10 years which means I have experience doing all of the things a dog parent does: grooming, trimming nails, feeding, walking/hiking, training (potty/walks/kennel/sit, stay, etc.), cleaning up doggy messes, socializing, administering medicine, establishing a schedule, etc. I am very active so I can keep up with your dog's energy and can also be their cuddle buddy when they're tired! In addition, I have experience caring for anywhere from 1-7 dogs at a time ranging from puppy to senior and chihuahua to husky so I understand that each dog is unique and will need care adjusted to their needs and personality. My availability is flexible and dependent on your location and the amount of days you're looking for! I'm an educator, however, I'm taking a break from full time teaching to pursue my passion of permaculture. My schedule is much more flexible now and I'd like to spend my extra time with some furry friends! I'm a very tidy and clean person so I would be sure to follow any routines you have set in place as well as clean up after myself and your pet. I am comfortable kenneling your pet or letting them roam, whatever's your preference!

Sitter Profile Image: Sydney L.
Verified Enhanced Background Check
Sydney L.
from
$70
per night
5.0 out of 5 stars
13 reviews
2 repeat clients
6 years of experience
Gladstone, OR, 97027

We couldn’t be happier with the care Sydney provided for our two dogs while we were on vacation. She went above and beyond- sending us multiple pictures and updates everyday, which gave us so much peace of mind. We came home to two happy pups and a house that looked even better than when we left it. Sydney is responsible, communicative, thoughtful, and truly wonderful with animals. We look forward to booking with her again! Highly recommend! ⭐️⭐️⭐️⭐️⭐️

Profile image
Laura C.
Sitter Profile Image: Merry C.
Verified Enhanced Background Check
Merry C.
Star Sitter
from
$70
per night
5.0 out of 5 stars
18 reviews
2 repeat clients
10 years of experience
Portland, OR, 97266

merry was great with my dog! they were very thorough and made sure they had al the necessary info to take care of him, and i was very confident that we would be well taken care of while i was gone! highly recommend (:

Profile image
Maren S.
Sitter Profile Image: Kimberly N.
Verified Enhanced Background Check
Kimberly N.
from
$55
per night
5.0 out of 5 stars
8 reviews
3 repeat clients
8 years of experience
West Linn, OR, 97068

Kimberly did an awesome job caring for our dog and house while we were out of town. She stayed in touch, gave us updates about the dog and definitely gave him tons of love and playtime, and the house was immaculate when we returned.

Profile image
Amy F.
Sitter Profile Image: Lyra H.
Verified Enhanced Background Check
Lyra H.
from
$65
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
5 years of experience
Molalla, OR, 97038

Lyra was kind, soft spoken, reliable, friendly and took great care of our big boy. She stayed with in at our home and left our house as clean as she found it. We highly recommend her!

Profile image
Elizabeth B.
Sitter Profile Image: Sarah N.
Verified Enhanced Background Check
Sarah N.
from
$60
per night
5.0 out of 5 stars
8 reviews
1 repeat client
16 years of experience
Happy Valley, OR, 97086

Amazing! Great communication and overall a wonderful person. Definitely put us at ease knowing ahead of time was here taking care of the dogs. She communicated almost daily with photos and videos putting us at ease. The home was spotless and cleaned up from her week at our place. We HIGHLY recommend and will definitely book Sarah again without hesitation!!

Profile image
Anthony C.
Sitter Profile Image: Nevaeh V.
Verified Enhanced Background Check
Nevaeh V.
from
$45
per night
5.0 out of 5 stars
2 reviews
1 repeat client
6 years of experience
estacada, OR, 97023

Nevaeh was so sweet with our pup! She sent lots of photos and took great care of him! I will definitely book with her again.

Profile image
Katie W.
Sitter Profile Image: Tabitha S.
Verified Background Check
Tabitha S.
from
$50
per night
4.3 out of 5 stars
6 reviews
8 years of experience
West Linn, OR, 97068

Tabitha did a wonderful job caring for my two dogs, both of whom are anxious pups. She stayed with them and provided comfort and support that I believe made their time apart from me much easier on them. The night I returned, she had calming music playing on the t.v. for them, and she made sure the house was as clean as I had left it. I would highly recommend Tabitha for your pet sitting needs.

Profile image
Lori B.
Sitter Profile Image: Myrna S.
Verified Background Check
Myrna S.
from
$35
per night
4.9 out of 5 stars
142 reviews
36 repeat clients
9 years of experience
Canby, OR, 97013

Myrna always takes fantastic care of our fuzzy children! She sets our minds at ease with regular “proof of life” ;) photos, but the dogs always look so happy she’s there & are well cared for!

Profile image
Paul S.
Sitter Profile Image: Lauren E.
Verified Background Check
Lauren E.
from
$79
per night
5.0 out of 5 stars
14 reviews
1 repeat client
25 years of experience
Oregon City, OR, 97045

Lauren was such a joy to leave my somewhat challenging but lovable Ridgeback Chloe -and Lauren bonded beautifully with her. She was wonderful with photos and fun communication and left the home as if no one had been here while I was gone. Extremely reliable and capable, which made my vacation even more enjoyable. I will definitely book her again and refer her to others!

Profile image
Marcie H.
Sitter Profile Image: Courtney W.
Verified Background Check
Courtney W.
from
$60
per night
5.0 out of 5 stars
9 reviews
5 repeat clients
12 years of experience
Oregon City, OR, 97045

Courtney did a great job with Watson. She took him for a walk and made sure he didn't feel all alone while I was gone. I would use her again if I need a dog sitter.

Profile image
Karri W.
Sitter Profile Image: Amir K.
Verified Background Check
Amir K.
Star Sitter
from
$60
per night
5.0 out of 5 stars
146 reviews
52 repeat clients
9 years of experience
OR, 97015

Amir took exceptional care of our dog and two kitties. He stayed at our house for 5 nights and everything was wonderful while we were away. We even have an elderly kitty who requires meds, and he gave her her meds and even went above and beyond to clean up after she threw up a few times because of IBD. He provides the perfect amount of updates and pics. Can’t recommend him enough. Thank you, Amir!

Profile image
Tiffany F.
Sitter Profile Image: Grace K.
Verified Enhanced Background Check
Grace K.
from
$50
per night
5 years of experience
Milwaukie, OR, 97267

About: I bring over 5 years of hands-on pet care experience across long-term house sitting, international shelter work, and specialized medical care. My background includes a 6-month, full-time house sit caring for three dogs and two cats, where I managed strict health regimens—including administering medications every 2 hours at precise times for a dog with a neurological seizure disorder, treating skin conditions and wounds, and managing flea care. I am trained in emergency response and comfortable handling complex medical schedules. Additionally, I volunteered for a year at a shelter in India caring for 60+ dogs, providing physical therapy to paralyzed dogs, assistance with vaccinations, behavioral training, and custom dietary meal prep. Locally, I volunteered at Multnomah County Animal Services, completing intensive training in medication administration and enrichment. I'm certified in Pet First Aid through American Red Cross. Through TrustedHousesitters and caring for friends' pets, I regularly handle multi-week stays for both dogs and cats, ensuring consistent routines, high-level medical attentiveness, and dedicated care. As a freelancer with a fully flexible schedule, I have plenty of time to give your pets the dedicated attention they deserve. I am available for long-term house sitting, weekend stays, and drop-in visits or walks any day between 7:00 AM and 8:00 PM. I prioritize safe, precise, and low-stress care above all else. Certified in American Red Cross Pet First Aid, I am fully equipped to administer oral and topical medications, handle intensive wound care, and maintain extensive care schedules. Because I specialize in caring for anxious cats and special needs pets, I maintain a calm, quiet, and secure environment tailored to your pet's specific routine and comfort level.

Sitter Profile Image: adelyn s.
Verified Enhanced Background Check
adelyn s.
from
$38
per night
5 years of experience
OR, 97015

About: I’ve taken care of my own pets for years and taking care of family members pets as well. I’ve had multiple dogs and cats. I also have some experience with reptiles. I’m currently working part-time so I have plenty of time to watch and play with pets. I’m super flexible with schedules and can plan around anything. I have a fenced yard for my two dogs. Both dogs know, basic commands and enjoy enrichment activities. Both are fed twice a day and given plenty of attention.

Sitter Profile Image: Sarah M.
Verified Enhanced Background Check
Sarah M.
from
$45
per night
5.0 out of 5 stars
54 reviews
11 repeat clients
17 years of experience
Molalla, OR, 97038

She was great! She gave us updates and ensured that our dogs were in good hands. I would definitely use her services again. Thanks Sarah for taking care of our dogs.

Profile image
Justin E.
Sitter Profile Image: Aimee B.
Verified Background Check
Aimee B.
from
$75
per night
5.0 out of 5 stars
38 reviews
9 repeat clients
23 years of experience
Happy Valley, OR, 97086

Aimee is the best thing that has come into our lives. She took care of our boy Dante for an extended number of days. She showed him the love, as if he was her own. I would highly recommend her for anyone that needs to have a pet taken care of, so you can go on a vacation and actually relax. We are very protective of our boy and I felt very confident leaving her in charge while we were away. Getting pictures and video's of him while away, made us feel very comfortable of how he was doing. Dante really misses her. Aimee let him know everyday that we love him and would be back soon. We're so grateful for the care she gave him and the attention he needed, as he is a very spoiled boy. I will without a shadow of a doubt use her services for our future vacation plans.

Profile image
Jackie S.
1 / 1
View more

The median cost per night for house sitting in Upper Highland is $55

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 - Upper Highland

Select a filter and find qualifying sitters offering house sitting.

Sitters in Upper Highland average 5
repeat house sitting clients

FAQs for House Sitting - Upper Highland

Frequently asked questions about Rover

As of September 2026, there are 4,213 sitters on Rover offering House Sitting across Upper Highland. 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 Upper Highland 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 Upper Highland 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 Upper Highland 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 Upper Highland. On Rover:

  • 95% of sitters can help with special care needs
  • 98% 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge