House Sitting Ashford

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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.

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Sitter Profile Image: Abigail N.
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Abigail N.
Star Sitter
from
$42
per night
5.0 out of 5 stars
13 reviews
5 repeat clients
5 years of experience
Lomira, WI, 53048

Abigail was absolutely amazing with my animals. She kept me updated the whole time I was gone which helped ease my anxious mind. Took ChiChi on walks and my scaredy cat even came out to see her. To top it off she even bought ChiChi some special treats! Could not be happier about the experience and will definitely rebook with her! Thanks so much!

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Ben C.
Sitter Profile Image: Courtney Z.
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Courtney Z.
from
$50
per night
4.9 out of 5 stars
10 reviews
1 repeat client
8 years of experience
Hartford, WI, 53027

Courtney was very sweet and responded quickly to messages. There was a misunderstanding with her work schedule that she would not be in the home for 11 hours. I assumed she would come at lunch to let them out. Never assume - had to call neighbor to let dogs out 2 days as I did not want my dogs left that long without a potty break. Otherwise, all was good.

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Cindy L.
Sitter Profile Image: EmmaLee G.
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EmmaLee G.
from
$31
per night
5.0 out of 5 stars
1 review
8 years of experience
West Bend, WI, 53095

About: I currently work at Hightest kennels part time. I’ve also fostered 14 dogs/puppies for Hightest kennels. I am very good at taking care of dogs at all ages. I also follow your instructions very well. I have taken care of puppies, dogs with disabilities and, senior dogs. I have potted trained many dogs and have been successful every time. I am very patient with animals. I am also going to school to become a veterinary assistant. I am currently working part-time at Hightest kennels I would be able to work after Hightest and on my days off. I usually work 2-3 days a week. I will fit pet care in whenever I am not at work. At my home I have two labs that love being around other animals. I have a fenced in area for my dogs to give them time outside. In a client’s home I want to know if your dog has a routine and keep your pet on their routine. I take my pets out many times a day if they are not in their fenced in area. I can also create my dogs if wanted.

Sitter Profile Image: Nazyia T.
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Nazyia T.
from
$25
per night
5.0 out of 5 stars
5 reviews
1 repeat client
18 years of experience
Fond du Lac, WI, 54935

Zhy was an amazing dog sitter! She was caring, reliable, and kept me updated the whole time. My dog was happy, comfortable, and clearly well taken care of. I really appreciated her attention to detail and how much love she showed my pet. I would definitely recommend Zhy to anyone looking for a trustworthy sitter!

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Sherry W.
Sitter Profile Image: Tarah & Firaas F.
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Tarah & Firaas F.
from
$40
per night
5.0 out of 5 stars
35 reviews
14 repeat clients
10 years of experience
Fredonia, WI, 53021

Tarah was amazing with our quirky doggo. We couldn't have asked for a better experience. Tarah provided updates and loved on our pup while we were away for a family getaway. Upon returning home, we could tell puppers was anxiety free and our home was in excellent order. 1000% would use Tarah again.

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Bret K.
Sitter Profile Image: Trinity P.
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Trinity P.
from
$27
per night
8 years of experience
Burnett, WI, 53922

About: Hi ! As I am home for summer , I would love to be able to watch any animals , any size is okay ! I have grown up with large dogs most of my life but I am okay with any size and age. I am a college student athlete at Winona State University going into my Junior year next semester! I am also a nanny in the summers so I am very flexible when it comes to times or days ! I am also a nanny in the summer which means I have can have very flexible hours ! I am also very active, walks, runs etc. I have a fenced in yard and a pool ! But also I have a dog and my mom has a dog they are both loving and will keep your animal company!

Sitter Profile Image: Rachel R.
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Rachel R.
from
$100
per night
5.0 out of 5 stars
27 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!

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Laura W.
Sitter Profile Image: Emalia R.
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Emalia R.
from
$50
per night
5.0 out of 5 stars
10 reviews
1 repeat client
7 years of experience
Oshkosh, WI, 54901

Emalia was so communicative the whole time. She consistently checked in and sent photos so I was never worried about him. She seems to care so much and I’m so grateful she was able to take such great care of my pup!

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Kayla O.
Sitter Profile Image: Bryanna M.
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Bryanna M.
from
$40
per night
4.7 out of 5 stars
20 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.

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Theresa B.
Sitter Profile Image: Emma B.
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Emma B.
from
$60
per night
5.0 out of 5 stars
17 reviews
5 repeat clients
20 years of experience
Cedarburg, WI, 53012

Emma is amazing! I loved that she wanted to meet me and Lacey before she accepted a job. It was important to her that we were all on the same page. I was able to talk about Laceys needs and routine in person, which really made me feel at ease. When the weekend came for her to stay at our house I was completely comfortable leaving Lacey in her care. She gave me updates and pictures which was great. Thank you Emma!!!!

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Paula R.
Sitter Profile Image: Amanda D.
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Amanda D.
from
$28
per night
5.0 out of 5 stars
13 reviews
4 repeat clients
30 years of experience
Jackson, WI, 53037

Amanda was wonderful with our JoJo and Lexi. Amanda is kind and very good with animals. We felt confident that we could go away and not give another thought to how our girls were in her hands and could just enjoy being away. We knew everything would be just great and we were right. I'm very happy to have had Amanda at our home and will definitely use her services again.

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Marjie S.
Sitter Profile Image: Kristin C.
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Kristin C.
from
$50
per night
5.0 out of 5 stars
37 reviews
10 repeat clients
10 years of experience
Watertown, WI, 53094

Very good, responsive right away, Kirstin came to our house twice to go through everything!! She was the first none family member to pet sit so was a little nervous but she was fantastic!! Highly recommended

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Dana S.
Sitter Profile Image: Grace L.
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Grace L.
from
$60
per night
2 years of experience
West Bend, WI, 53090

About: I am experienced in both dog sitting and cat sitting, and am a reliable and friendly helper. I have experience with medicating and all temperaments. I am currently in school and work part-time, able to do multiple visits a day or walk in early afternoon or night. Once summer hits I will have extended availability! I am knowledgeable in animal care as well as illness symptoms. I can administer medications and stick to feeding plan for any pet, not just dogs and cats.

Sitter Profile Image: Cheri M.
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Cheri M.
from
$55
per night
5.0 out of 5 stars
2 reviews
73 years of experience
Omro, WI, 54963

Great experience! My very timid pup seemed very at ease and comfortable upon return. Will definitely hire Cheri again for pet sitting! Thanks Cheri!

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Lorraine J.
Sitter Profile Image: Bella H.
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Bella H.
Star Sitter
from
$35
per night
5.0 out of 5 stars
19 reviews
6 repeat clients
13 years of experience
Menomonee Falls, WI, 53051

Bella did an amazing job pet and house sitting for us while we took a short getaway for three nights. She was communicative throughout - which eased our minds as we had recently adopted one pup and this was our first time away. Our dogs - and cat! - were obviously well cared for upon our return, and Bella left the house in perfect order. Would easily recommend anyone to book her, and we hope she'll come back when we take our next adventure!

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Joy R.
Sitter Profile Image: Jenn L.
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Jenn L.
from
$50
per night
5.0 out of 5 stars
9 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!

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Michelle P.
Sitter Profile Image: Nevaeh Z.
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Nevaeh Z.
from
$55
per night
5.0 out of 5 stars
3 reviews
1 repeat client
5 years of experience
Menomonee Falls, WI, 53051

About: I’ve had dogs and cats my whole life and love them so much that I decided to work at a Dog and Cat daycare and boarding facility. I’ve been working there for 3 years and have worked with all breeds and ages varying from puppies to seniors and love comforting them and making them happy while also making sure their parents know they are in good hands! I’m currently working part-time and my availability is flexible. I’m willing to make adjustments as long as I am notified at least 2-3 weeks in advance. Depending on the typical routine of the pet, I will follow it as close as possible to make them feel as comfortable as I can. I will keep them busy by going on walks or by playing with them, or if they have lower energy I’ll just make sure to give them extra attention.

Sitter Profile Image: Mya R.
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Mya R.
from
$60
per night
5.0 out of 5 stars
6 reviews
13 years of experience
Sheboygan, WI, 53083

My dog, Jake, loved Mya!!! Will definitely use again when I need a pet sitter.

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Carolyn P.
Sitter Profile Image: Bella B.
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Bella B.
from
$63
per night
5.0 out of 5 stars
34 reviews
16 repeat clients
15 years of experience
Watertown, WI, 53094

My dogs love Bella! She gave them lots and lots of attention while she pet sit in our home. Bella took great care of my special needs gent, and gave my large, super active dog lots of extra exercise. I never had to worry about my dogs while I was away.

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Noella O.
Sitter Profile Image: Mackenzie R.
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Mackenzie R.
from
$25
per night
5 years of experience
Sheboygan, WI, 53081

About: I have had cats and dogs my entire life, and I love them all dearly. Many family members and friends have relied on me to take care of their pets when out of town, on vacation, etc. My life is centered around making my own pets, and others’ pets, happy and healthy. I have a very flexible schedule since I attend college online, which allows me to accommodate a variety of pet care needs throughout the week. I am available mornings, afternoons, evenings, and weekends and I’ll do my best to work around your schedule whenever possible. I strive to keep your pets routine as consistent and stress-free as possible while you’re away. I’ll provide plenty of care, love attention, exercise, and updates so you can have peace of mind, knowing they are well cared for.

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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.

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

Sitters in Ashford average 3
repeat house sitting clients

FAQs for House Sitting - Ashford

Frequently asked questions about Rover

As of July 2026, there are 334 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 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 Ashford. On Rover:

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