House Sitting Roxbury

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Roxbury, 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: Carlie W.
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Carlie W.
from
$50
per night
5.0 out of 5 stars
57 reviews
24 repeat clients
30 years of experience
Sauk City, WI, 53583

Carlie was excellent!! She sent photos of my fur babies while I was away and made me feel very confident about being away from home. Absolutely recommend and well use her again in the future!

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Emily F.
Sitter Profile Image: Kimberly G.
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Kimberly G.
Star Sitter
from
$60
per night
5.0 out of 5 stars
216 reviews
41 repeat clients
32 years of experience
Baraboo, WI, 53913

Really appreciated how the house was clean when we got back. Our dog was very happy! Excellent communication with us throughout our trip away, which gave us peace of mind. Highly recommend!

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Keri R.
Sitter Profile Image: Mira D.
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Mira D.
from
$55
per night
2 repeat clients
10 years of experience
Waunakee, WI, 53597

About: As a pet owner myself, I understand how important it is to trust the person caring for your fur babies. I currently have my sweet girl Nova at home and am comfortable with pets of different temperaments and needs. I strive to create a safe, stress free experience while keeping owners updated with lots of photos and messages. Whether your pet needs playtime, cuddles, medication, or just a consistent routine, I’ll make sure they receive attentive care. I’m currently a SAHM with a very flexible schedule, allowing me to provide reliable care and accommodate a variety of pet care needs throughout the day. Your pets are treated like family! I have 1 cat in my home currently that is okay with dogs that visit. I maintain a clean, safe, and pet-friendly environment and carefully supervise interactions at all times.

Sitter Profile Image: Hanna P.
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Hanna P.
from
$40
per night
5.0 out of 5 stars
5 reviews
2 repeat clients
6 years of experience
Madison, WI, 53719

Hanna was awesome with all the doggies while we were away, she kept us updated every day with photos and comments. Thank you for taking care of them!

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Mik R.
Sitter Profile Image: Karina M.
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Karina M.
from
$45
per night
5.0 out of 5 stars
26 reviews
6 repeat clients
5 years of experience
Marquette, Madison, WI, 53703

We were very pleased with Karina house sitting for us! She asks about specific commands, dietary needs, and preferences of our dog, which was incredibly sweet and thoughtful. She also provides detailed updates and appears to really adore and read pup personalities well. We would highly recommend Karina and will definitely reach out to her again!

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Na L.
Sitter Profile Image: Breanna M.
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Breanna M.
from
$40
per night
5.0 out of 5 stars
4 reviews
2 repeat clients
5 years of experience
Sauk City, WI, 53583

About: I’ve grown up in a household that has always had at least two dogs, usually 3. We also have 3 indoor-outdoor cats. I am now a student at UW Madison, and I have a 5yr old heeler shepherd mix. Throughout her life I have trained her for obedience and herding, and have dealt with low confidence and reactivity with her daily. I am experienced with dogs who are shy and tend to be reactive. I have a part time internship at UW Madison, so I have partially and completely free days every week. That being said, I will have plenty of time to make house visits around this schedule. I have experience training dogs and love hanging out with any breed of dog. I believe dogs need both mental and physical stimulation in order to be fulfilled.

Sitter Profile Image: Elizabeth K.
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Elizabeth K.
Star Sitter
from
$55
per night
5.0 out of 5 stars
48 reviews
16 repeat clients
30 years of experience
Brentwood Village, Madison, WI, 53704

Elizabeth was wonderful with Ollie! He took to her right away. She sent lots of pics which I appreciated! She also took great care of my home. Would highly recommend!!

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Angi K.
Sitter Profile Image: Rebecca B.
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Rebecca B.
Star Sitter
from
$68
per night
5.0 out of 5 stars
46 reviews
6 repeat clients
20 years of experience
Deforest, WI, 53532

Rebecca is great! She is very responsive and great at communicating! My puppy loves her! She made me and my son feel comfortable right away to house sit with our baby. She sent plenty of pictures of the fun they had. My son says 6 stars! ⭐️⭐️⭐️⭐️⭐️⭐️

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Lindsey J.
Sitter Profile Image: Hannah B.
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Hannah B.
from
$60
per night
5.0 out of 5 stars
3 reviews
2 repeat clients
10 years of experience
Madison, WI, 53719

About: What sets me apart is my genuine love and understanding of dogs. I've had the privilege of caring for my 10-year-old dog, Splash, which has taught me the importance of patience, trust, and routine. In addition, in the past, I have had a few repeat clients that I saw weekly as well as additional as-needed clients. I have experience with drop-ins, walks, and house sitting for multiple days. I truly care about your dog’s well-being and will treat them like my own, providing a safe, loving, and playful environment! I have a full-time job with 1-2 work from home days depending on the week. I can be available in the morning, mid-day, afternoon, or evening on the weekends and certain week days. Happy to work with you to fit the needs of you and your pet:). In my home or your dog's home, I prioritize creating a comfortable and safe environment. I will stick to routines that your dog is familiar with (feeding times, walks, playtime, etc.) to keep them feeling secure. My goal is to ensure they feel loved and cared for, just like they would with their own family. I currently live in an apartment in downtown Madison, therefore I do not have a yard for your fur baby to play in. However, I have a handy mom van with me to take to any pre-approved parks or any other destinations that you and I would discuss!

Sitter Profile Image: Pam W.
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Pam W.
from
$75
per night
5.0 out of 5 stars
30 reviews
8 repeat clients
30 years of experience
Sun Prairie, WI, 53590

Once again, Pam is the best sitter we could ask for. She is so kind, patient, and understanding of our shy rescue, providing him with love and care while respecting his boundaries. She is wonderfully communicative and we were able to enjoy our trip fully knowing our pup was in good hands.

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Emily G.
Sitter Profile Image: Tucker S.
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Tucker S.
Star Sitter
from
$48
per night
5.0 out of 5 stars
10 reviews
2 repeat clients
10 years of experience
Orchard Ridge Community, Madison, WI, 53711

Tucker did a great job watching Zoe & Mocha - regularly sent photos, provided updates from each visit, and was very communicative in providing care.

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Eric L.
Sitter Profile Image: Matthew E.
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Matthew E.
from
$75
per night
5.0 out of 5 stars
12 reviews
2 repeat clients
10 years of experience
Cross Plains, WI, 53528

Matthew was great! The dogs were well cared for and I my family was able to have a stress free vacation. I will definitely book again in the future.

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Anne B.
Sitter Profile Image: Alliyah D.
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Alliyah D.
from
$35
per night
5.0 out of 5 stars
9 reviews
3 repeat clients
2 years of experience
Wexford, Madison, WI, 53717

Alliyah did a great job with our furbabies while we were on a 2 week vacation. We appreciate returning to our home and knowing they were cared for. Thank you!

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Heather R.
Sitter Profile Image: Sidney R.
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Sidney R.
from
$50
per night
5.0 out of 5 stars
84 reviews
33 repeat clients
20 years of experience
Middleton, WI, 53562

She did a wonderful job. Sent daily updates and respected the house. Even delt with my nosy neighbor. Will be using her for future dog sitting!

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Jessica S.
Sitter Profile Image: Amber S.
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Amber S.
Star Sitter
from
$90
per night
5.0 out of 5 stars
34 reviews
4 repeat clients
15 years of experience
Baraboo, WI, 53913

We had an amazing experience with Amber! She went above and beyond in every way. She stayed overnight with our dogs, took them on walks, and kept us updated with plenty of pictures and videos, which gave us so much peace of mind while we were away. The biggest surprise was coming home to our dogs’ feeding station it had been spotless! We had left it pretty messy, and she cleaned it immaculately without us ever asking. That level of care and attention to detail meant so much to us. It’s obvious she genuinely loves animals and treated our dogs like they were her own. They were happy, well cared for, and clearly comfortable with her. We couldn’t have asked for a better sitter and will absolutely be booking with her again. We highly recommend her to anyone looking for someone trustworthy, thoughtful, and truly exceptional!

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Edie M.
Sitter Profile Image: Maricel E.
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Maricel E.
from
$55
per night
5.0 out of 5 stars
6 reviews
10 years of experience
Heistand, Madison, WI, 53714

Maricel was great with Oreo and kept me uptodate with walks and activities. She took great care of Oreo and he was a happy dog when I got home!!!

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John T.
Sitter Profile Image: Emma R.
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Emma R.
from
$45
per night
5.0 out of 5 stars
7 reviews
1 repeat client
10 years of experience
Sun Prairie, WI, 53590

Emma was extremely helpful and took great care of the house and our kitten. The pictures she sent were greatly appreciated. We felt very comfortable with our home in her care.

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Gretchen M.
Sitter Profile Image: Lensy A.
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Lensy A.
from
$90
per night
5.0 out of 5 stars
16 reviews
7 repeat clients
15 years of experience
Capitol, Madison, WI, 53703

Lensy was great with our dogs! They’re both special dogs - have some allergies and take medications, and she did great meeting their needs. She sent us updates and pictures and they had a great time with her!

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Janae G.
Sitter Profile Image: Lauren D.
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Lauren D.
from
$60
per night
5.0 out of 5 stars
9 reviews
1 repeat client
10 years of experience
Spring Green, WI, 53588

About: I’ve had animals in every corner of my life, throughout my whole life! I’ve taken care of many dogs and cats all with various needs such as medications, appointments, and mobile assistance. I have also volunteered with Wisconsin WildCare and local humane societies. I am a passionate & fearless animal advocate with speed dial access to a large animal vet and a retired DNR officer. I will treat your pet as my own whether it’s in my home or your home. I work a full time job only seven minutes from my home. My job is incredibly flexible and understanding of my need to let animals out or even leave work early for pet care! I have a balcony that animals can hang out on and a large grassy field that I take animals for walks on. I always keep them leashed. If I want them to be unleashed, I can take them to the local dog park five minutes from my house! I am comfortable with animals on furniture and sleeping in bed with me. I have access to my own crate if the animal is crate trained.

Sitter Profile Image: Christina H.
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Christina H.
from
$85
per night
4.9 out of 5 stars
19 reviews
2 repeat clients
30 years of experience
Madison, WI, 53719

Christina was very attentive to Kya and sent lots of updates and pictures.

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Liz M.
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The median cost per night for house sitting in Roxbury 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

Popular requests for house sitting - Roxbury

Select a filter and find qualifying sitters offering house sitting.

Sitters in Roxbury average 4
repeat house sitting clients

FAQs for House Sitting - Roxbury

Frequently asked questions about Rover

As of August 2026, there are 793 sitters on Rover offering House Sitting across Roxbury. 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 Roxbury 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 Roxbury 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 Roxbury 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 Roxbury. 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.

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