House Sitting Ashford

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

End
Search

Ashford, 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: Abigail N.
Verified Enhanced Background Check
Abigail N.
from
$50
per night
5.0 out of 5 stars
• 15 reviews
6 repeat clients
5 years of experience
Lomira, WI, 53048

“Abby was AMAZING Not only was she able to step in last minute as our other sitter bailed, she loved our dogs as much as we do! She sent many pictures and updates! Took them on nice long walks and gave them all the love and attention. I was so happy I didn’t have to worry at all about my dogs while I was away! She also cleaned our home and kept it neat and tidy! We will for sure be using Abby in the future!”

Profile image
Natalie N.
Sitter Profile Image: Rachel R.
Verified Enhanced Background Check
Rachel R.
from
$100
per night
5.0 out of 5 stars
• 28 reviews
8 repeat clients
10 years of experience
Fond du Lac, WI, 54935

“Rachel was amazing. Great communication throughout the whole process. We hesitate leaving our sweet, old boy alone but had no qualms after meeting Rachel. Would recommend her to anyone!”

Profile image
Laura W.
Sitter Profile Image: Emma B.
Verified Enhanced Background Check
Emma B.
from
$60
per night
5.0 out of 5 stars
• 29 reviews
9 repeat clients
20 years of experience
Cedarburg, WI, 53012

“Our baby Wrangler absolutely adores Emma & she truly is the best! We could not ask for a more accommodating sitter for our boy and will be booking her again & again :) Thank you Emma! 🐾🤍”

Profile image
Liz W.
Sitter Profile Image: Bryanna M.
Verified Background Check
Bryanna M.
from
$40
per night
4.8 out of 5 stars
• 22 reviews
5 repeat clients
15 years of experience
Rosendale, WI, 54974

“We had Bryanna stay at our house to watch our puppy for a few days. She did come by to meet us and Luna ahead of time to get to know Luna and her schedule. Bryanna did a great job with our puppy Luna. She communicated back and forth as well so we were able to know how things were going while we were away.”

Profile image
Theresa B.
Sitter Profile Image: Anna H.
Verified Enhanced Background Check
Anna H.
from
$85
per night
5.0 out of 5 stars
• 6 reviews
3 repeat clients
12 years of experience
Hartford, WI, 53027

“We are delighted to have had Anna housesit for our 3 cats. It was obvious how relaxed they were from her updates & pictures of our happy, playful cats! Our 3 girls want Anna to return!!”

Profile image
Trish W.
Sitter Profile Image: Bella B.
Verified Background Check
Bella B.
from
$70
per night
5.0 out of 5 stars
• 40 reviews
18 repeat clients
15 years of experience
Watertown, WI, 53094

“Bella was a great communicator, did a wonderful job watching our two dogs. She left the house in perfect condition after house sitting for 4 nights. She even did the laundry and cleaned up when one of our dogs had an accident on the couch. She was wonderful!”

Profile image
Jared B.
Sitter Profile Image: Paxton D.
Verified Enhanced Background Check
Paxton D.
from
$28
per night
5.0 out of 5 stars
• 1 review
7 years of experience
Lannon, WI, 53046

About: I’m a caring, patient, and responsible pet lover who understands that pets are part of the family. I know how important it is to make sure your pet feels safe, comfortable, and loved while you’re away. I’m happy to follow your pet’s usual routine, provide plenty of attention and playtime, and keep you updated with photos and messages. I’ll treat your pet with the same care and respect I’d want someone to give my own. I maintain a consistent weekly routine and value being dependable and organized. I work full-time during the week, but I plan my time carefully to make sure I can give pets the attention, exercise, and care they need. I’m happy to accommodate morning and evening walks, feeding schedules, playtime, and weekend care based on my availability. I understand that pets thrive on consistency, so I do my best to stick to their normal routines and keep owners updated while they’re away. Your pet’s safety, comfort, and well-being are my top priorities. I take the time to understand each pet’s personality, routine, dietary needs, and any special instructions before providing care. I’m attentive, patient, and responsible, and I make sure pets are supervised appropriately and kept in a safe environment. In a client’s home, I respect their space and follow all care instructions carefully. I’m happy to provide regular updates and photos so you can feel confident that your pet is in good hands. I’ll treat your home with respect and care for your pet as if they were my own.

Sitter Profile Image: Jamila M.
Verified Background Check
Jamila M.
from
$65
per night
4.9 out of 5 stars
• 99 reviews
29 repeat clients
27 years of experience
Washington Heights, milwaukee, WI, 53208

“Awesome job! Would highly recommend. Expert care of our needy, elderly Great Pyrenees, and pure wizardry with our little shepherd who can be tricky unless you’re in her pack.”

Profile image
Jon G.
Sitter Profile Image: Jenn L.
Verified Enhanced Background Check
Jenn L.
from
$50
per night
5.0 out of 5 stars
• 12 reviews
3 repeat clients
30 years of experience
Mill Valley, Milwaukee, WI, 53224

“Jenn was so great with my very spoiled Great Pyrenees at her home Christmas weekend. She was so good at communicating and sending pictures the weekend she was with him. I felt she genuinely cared so much about Koda and us too. I will definitely be contacting her again on our next travels. Thanks again Jenn!”

Profile image
Michelle P.
Sitter Profile Image: Joseph M.
Verified Enhanced Background Check
Joseph M.
from
$80
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
5 years of experience
Waukesha, WI, 53188

“Joseph was great! Our dog Rudy has many health issues and a lot of attention with his medications. He did a great job giving him his meds. He was also great with texting us and sending us pictures.”

Profile image
Dennis D.
Sitter Profile Image: Margaret M.
Verified Enhanced Background Check
Margaret M.
from
$80
per night
5.0 out of 5 stars
• 4 reviews
1 repeat client
35 years of experience
Bluemound Heights, Milwaukee, WI, 53213

“Wow! What can I say? Margaret exceeded every expectation I had for Uecker’s care today! As a new puppy mom who’s only had him for three weeks, leaving him with someone for the first time was a little nerve-wracking. But Margaret made me feel completely at ease. She didn’t just watch him—she played with him, loved on him, reinforced the commands we’ve been working on, and treated him like he was her own. The best part? Walking through the door and finding Uecker snuggled up right next to her. My heart absolutely melted. It was obvious he felt safe, loved, and completely comfortable. I truly couldn’t be happier with the care Margaret provided. Book her before I do, because with my busy schedule, I’ll definitely be calling her again! Thank you so much, Margaret. Uecker already adores you, and so do I!”

Profile image
Jackie G.
Sitter Profile Image: Cheyenne F.
Verified Enhanced Background Check
Cheyenne F.
from
$50
per night
4.6 out of 5 stars
• 5 reviews
1 repeat client
10 years of experience
Waukesha, WI, 53188

“Cheyenne was great! The pets were all good when we got home - and the house, mail, outdoor flowers were all taken care of!”

Profile image
Tamie G.
Sitter Profile Image: Alex R.
Verified Background Check
Alex R.
from
$30
per night
4.4 out of 5 stars
• 5 reviews
1 repeat client
10 years of experience
Bluemound Heights, Milwaukee, WI, 53213

“Alex was super sweet with my dogs, followed care instructions perfectly & my dogs loved hanging out with them! :)”

Profile image
Karly H.
1 / 1
View more

The median cost per night for house sitting in Ashford 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 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 - Ashford

Select a filter and find qualifying sitters offering house sitting.

Sitters in Ashford average 3
repeat house sitting clients

FAQs for House Sitting - Ashford

Frequently asked questions about Rover

As of October 2026, there are 316 sitters on Rover offering House Sitting across Ashford. 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 Ashford 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 Ashford 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 Ashford 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 Ashford. On Rover:

  • 89% of sitters can help with special care needs
  • 96% can help with giving oral medications or injections
  • 98% 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