House Sitting Trail

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

End
Search

Over 5
pet parents in Trail have booked house sitting

Trail, 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: Louis W.
Verified Enhanced Background Check
Louis W.
Star Sitter
from
$45
per night
5.0 out of 5 stars
47 reviews
10 repeat clients
20 years of experience
Medford, OR, 97504

First time with Louis and he was outstanding!! My second sitter arrived many hours after schedule and he stayed on, keeping me notified of try he situation. Wonderful with my dog, very kind, and has lots of experience. Will definitely use again

Profile image
Rose S.
Sitter Profile Image: Kristina K.
Verified Enhanced Background Check
Kristina K.
from
$65
per night
5.0 out of 5 stars
20 reviews
6 repeat clients
10 years of experience
Medford, OR, 97501

Good communication and sent pictures daily to make me feel more comfortable. Winter is adorable and he and my elderly dogs got along great. Will use her again!

Profile image
Wendy M.
Sitter Profile Image: Kristen L.
Verified Enhanced Background Check
Kristen L.
from
$65
per night
5.0 out of 5 stars
11 reviews
5 repeat clients
10 years of experience
Medford, OR, 97504

Kristen was fantastic! She was so kind, wonderful with our cats, left our home very clean and tidy, and she sent wonderful pictures. I felt so comfortable with her in our home and with our cats and would absolutely book with her again.

Profile image
Mallory W.
Sitter Profile Image: Sandra R.
Verified Enhanced Background Check
Sandra R.
Star Sitter
from
$75
per night
5.0 out of 5 stars
21 reviews
3 repeat clients
40 years of experience
Medford, OR, 97504

Sandra was wonderful to work with. She was respectful, kind, clean and attentive. She took care of our dogs and they quickly bonded to her while she stayed at our house. She communicated the whole time we were away and sent us pictures of their snuggles and activities. She was flexible and even stayed an extra day when our flight was cancelled and followed up to make sure the dogs were okay after her visit. I trust her with our home and dogs and would 100% book her again. It was such a relief to know they were loved and taken care of while we were away visiting family. Thanks for loving our little gremlins like your own Sandra!

Profile image
Rachel A.
Sitter Profile Image: Abigail B.
Verified Enhanced Background Check
Abigail B.
Star Sitter
from
$17
per night
5.0 out of 5 stars
19 reviews
5 repeat clients
8 years of experience
White City, OR, 97503

About: I’ve taken care of dogs since I was 6. I’m experienced in walking, crate training, potty training, bathing and administering medication. I know can to help them with upset stomachs. I CAN take care of cats and dogs 24/7 while they are with me. Nothing is more important to me than your pet feeling safe and welcome. I’m currently not working so I am home all throughout the day ready to care for your loved ones. Your pets are my number one priority and will make sure giving pets are on demand. I have a fenced yard and multiple rooms and kennels in my house so they can be locked up easily if needed. I will follow YOUR feeding schedule and not stray from routine.

Sitter Profile Image: Taylor H.
Verified Enhanced Background Check
Taylor H.
from
$65
per night
5.0 out of 5 stars
33 reviews
9 repeat clients
8 years of experience
White City, OR, 97503

Great experience!

Profile image
Kellie B.
Sitter Profile Image: Summer E.
Verified Enhanced Background Check
Summer E.
from
$50
per night
5.0 out of 5 stars
6 reviews
1 repeat client
30 years of experience
Central Point, OR, 97502

Summer was fantastic. We were gone for 11 days and she took excellent care of our home, our dog & chickens. Thank you so much! We were able to enjoy our vacation with worry or hassle.

Profile image
Jill J.
Sitter Profile Image: Novaleigh T.
Verified Enhanced Background Check
Novaleigh T.
from
$75
per night
5.0 out of 5 stars
44 reviews
12 repeat clients
12 years of experience
White City, OR, 97503

Novaleigh took AMAZING care of my sweet pup! She sent pictures or videos everyday and was incredibly respectful of the house. Super responsive and communicative, too. I felt comfortable knowing Jasper was in such great hands! I will absolutely be reaching out again for any future trips ☺️

Profile image
Zoey S.
Sitter Profile Image: Susan P.
Verified Enhanced Background Check
Susan P.
from
$30
per night
20 years of experience
Medford, OR, 97501

About: I have have multiple years of caring for people's pets. I was a professional housekeeper with my own business for over 20 years and also cared for their animals when they were away. I have been a long time pet owner myself and recently my fur babies passed away. I am looking to earn a little extra income as a senior while enjoying the company of animals. I am a senior and I am retired. Recently my fur babies passed away and I am looking to supplement my income while caring for people's pets. I really miss having animals in my home. I live in a senior mobile home park and I have a fenced in yard. I make sure that animals are safe, fed watered, walked and get plenty of potty breaks. They will get lots of love. I keep the yard clear of poop so that their environment is healthy for them.

Sitter Profile Image: Olivia F.
Verified Enhanced Background Check
Olivia F.
from
$40
per night
5.0 out of 5 stars
4 reviews
1 repeat client
6 years of experience
Medford, OR, 97501

About: Here’s some Info about me: I am 18, graduated class of 2025, currently just trying to start my life and figure out my goals and ambitions. I’ve grown up around all sorts of animals, also including farm animals and reptiles, I have also helped facilitate 3 Labrador litters. Caring for animals is a huge passion of mine so I am grateful to have the opportunity to spend my time doing this. I am super flexible and under standing. I’m currently working part time in the evenings. I have weekends off. I sometimes work Saturday but I will never double book if I know it won’t work with my schedule, the pets in my care are always my first priority. I love to stay active, so taking animals outside on walks and runs is also enjoyable for me if that’s what your pet needs, I’m super accommodating aswell.

Sitter Profile Image: Sarah E.
Verified Enhanced Background Check
Sarah E.
from
$70
per night
5.0 out of 5 stars
23 reviews
6 repeat clients
40 years of experience
Lake Murray, Medford, OR, 97501

Sarah did an amazing job with a last minute booking. She took on 3 working dogs, one of whom has heart issues, medications, and special feeding instructions. She and I stayed in communication the whole time and it went off without a hitch…on my end anyways. Sarah was willing to come back in case of any travel issues which I greatly appreciated. Will definitely use her again as I came home to 3 happy dogs!

Profile image
Adam J.
Sitter Profile Image: Ashley C.
Verified Enhanced Background Check
Ashley C.
from
$50
per night
5.0 out of 5 stars
3 reviews
1 repeat client
8 years of experience
Medford, OR, 97504

Ashley watched my elderly dog for 5 nights on our first booking and I came home to a happy and spoiled pup, a clean house, mail on the kitchen table… everything as I would hope. I received lots of pictures and videos and I can just tell my dog was so well cared for. Feeling really thankful and I’ll definitely be hiring Ashley again in the future.

Profile image
Angela S.
Sitter Profile Image: Silver A.
Verified Enhanced Background Check
Silver A.
from
$55
per night
5.0 out of 5 stars
30 reviews
12 repeat clients
12 years of experience
Medford, OR, 97520

Silver was amazing, we are so very grateful for the very attentive care provided to our cat-kids!! I so appreciated her photo updates of how they were doing, while we were away. Those photos really showed that all was well, which comforted us, while away. We highly recommend Silver, and we will certainly hope to implement her expertise with pet sitting and care, in the future.

Profile image
Caterina R.
Sitter Profile Image: Alyssa N.
Verified Enhanced Background Check
Alyssa N.
from
$38
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
10 years of experience
Medford, OR, 97501

Alyssa did a great job taking care of my dog while I was gone! I got pictures, updates, and she even went to get him a new leash because his snapped, so that my boy could still enjoy his walks while I was gone! She went above and beyond and I would highly recommend her to care for your pets. 😊

Profile image
Lynnsey D.
Sitter Profile Image: Michelle B.
Verified Enhanced Background Check
Michelle B.
from
$105
per night
5.0 out of 5 stars
19 reviews
5 repeat clients
15 years of experience
Playa Del Ray, Gold Hill, OR, 97525

Michelle was fantastic and I will absolutely be rebooking! My animals loved them and I was kept in the loop with pictures and updates throughout my leave! Very kind and detail oriented and a fantastic communicator!

Profile image
Dana B.
Sitter Profile Image: Galadriel J.
Verified Enhanced Background Check
Galadriel J.
from
$50
per night
5.0 out of 5 stars
1 review
10 years of experience
Medford, OR, 97504

Gigi is, hands down, one of the BEST sitters we have ever had! She is dependable, honest, lightening fast with communication, knowledgeable about dogs, and most importantly, she absolutely adores them! My dog bonded to her immediately (frankly, so did I, lol!) and they had a great time together while I was away. She stayed in my home while I was out of town, and when I returned it was immaculate, and my pup was super happy and relaxed. HIGHLY RECOMMEND!

Profile image
Cindy B.
Sitter Profile Image: Mary K.
Verified Enhanced Background Check
Mary K.
from
$55
per night
4.9 out of 5 stars
12 reviews
6 repeat clients
35 years of experience
Central Point, OR, 97502

After a week long visit Kaia seemed happy and calm.

Profile image
Kirk I.
Sitter Profile Image: Jennifer M.
Verified Enhanced Background Check
Jennifer M.
from
$25
per night
40 years of experience
Central Point, OR, 97502

About: I enjoy dogs and will care for them like family. I have had dogs, cats, rabbits and guinea pigs in my life since I was a kid. I enjoy playing with them, watching and walking your dogs. My schedule is flexible and I am able to work around your needs for pet care in your home. Look forward to hearing from you. I have a fenced yard at home and always walk dogs on leashes. I can use your pet stroller if you would like me to take them on walks. I double check for safety in and out of doors and make sure there is nothing that they can get into before I leave your home.

Sitter Profile Image: Shelley N.
Verified Enhanced Background Check
Shelley N.
from
$60
per night
4.9 out of 5 stars
21 reviews
3 repeat clients
40 years of experience
Medford, OR, 97504

Went above and beyond throughout the stay. Handled Pepper’s seizure really great. We felt like the dogs weee in very capable hands. 5/5

Profile image
Chris C.
Sitter Profile Image: Anna M.
Verified Enhanced Background Check
Anna M.
from
$63
per night
5.0 out of 5 stars
9 reviews
2 repeat clients
14 years of experience
Medford, OR, 97501

Anna was a wonderful cat sitter for our cat, Yuki, while we were away for a week. We came home to a happy, relaxed cat who had clearly been well cared for and enjoyed Anna’s company—she cuddled with her, which is always good to see! Anna was attentive, responsible, and left our home in excellent condition. We highly recommend her to anyone looking for a thoughtful and trustworthy sitter.

Profile image
Paige B.
1 / 1
View more sitters

The median cost per night for house sitting in Trail is $50

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 Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer house sitting
  2. 2. Meet & Greet

    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

Sitters in Trail average 5
repeat house sitting clients

FAQs for House Sitting - Trail

Frequently asked questions about Rover

The average cost for House Sitting in Trail on Rover is $22.2 per night (as of June 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of House Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for House Sitting. For more information on service fees, click here .

As of June 2026, there are 234 sitters on Rover offering House Sitting across Trail. 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 Trail 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 Trail 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 Trail 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 Trail. On Rover:

  • 100% 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