House Sitting Roxbury

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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: Quinn M.
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Quinn M.
from
$28
per night
4.8 out of 5 stars
• 5 reviews
2 repeat clients
15 years of experience
Mazomanie, WI, 53560

“Quinn was kind and loving to our puppy. We had confidence that our dog was well cared for while Quinn was with him, while we were out of town.”

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Audrey Q.
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 an absolute joy. We have two dogs, one who can be a bit of a handful. Carlie was flexible with our needs and incredibly responsive. We appreciated all the photos she sent during our time away and I'd highly recommend her to anyone looking for some extra love and attention for their pups. We will be using her for all of our future travels- thanks Carlie!”

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

“I cannot say enough good things about our experience with Elizabeth. She was so diligent about following Gus's routine, so great about keeping us updated on how things were going, and above all SO kind and understanding of our pups needs as a spicy/reactive dog. She left me completely at ease and able to relax on our trip. I am so glad we've found her and that our baby has someone he will not just be comfortable with, but excited to spend time with while we are gone!”

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Mya E.
Sitter Profile Image: Lynne O.
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Lynne O.
from
$60
per night
5.0 out of 5 stars
• 12 reviews
1 repeat client
30 years of experience
Fitchburg, WI, 53711

“Asked question about the girls to get to know them. Provided a lot of pictures while we were gone.”

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

“Sidney took great care of my house and dogs while I was away for a few days. I will definitely work with Sidney again if I get the opportunity to!”

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Cale H.
Sitter Profile Image: Jamie Z.
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Jamie Z.
from
$55
per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
2 years of experience
Waunakee, WI, 53597

About: I’ve grown up with dogs my entire life and currently have three dogs of my own, all with very different personalities and needs. I’ve put a lot of time into training and creating a successful multidog household, which has given me experience with everything from basic obedience and leash manners to reactivity, resource guarding and special-needs dogs. I’m comfortable following established routines, using the training methods and equipment your dog is accustomed to, and adjusting my approach based on each individual dog. I understand that not every dog is a social butterfly, and I’m happy to give dogs the space, patience and structure they need to feel comfortable. Most importantly, I know how nerve-wracking it can be to trust someone else with your dog. I’ll care for yours with the same attention and respect I expect for my own. As a registered nurse, I’m dependable, detail-oriented and comfortable following specific care and medication instructions. I am not only certified in human CPR but also Red Cross Dog/Cat/Pet CPR and first aide certified. I’m also used to communicating clearly, so you can expect plenty of updates while your dog is in my care I’m an RN with a rotating schedule, which gives me several days off during the week and plenty of flexibility to care for your pets. On my days off, I’m available for walks, drop-in visits, playtime and plenty of attention! I am home most of the time and my husband works from home so someone will usually be here. With the occasional instances of going out a few hours at a time. We do keep our dogs crated while we are gone and have cameras on the kennel/dog room to keep an eye on them. I know every dog has their own routine, personality and comfort level. I’m happy to follow your established routine and any specific instructions for feeding, walks, medications, crates or training. I have experience with multidog households, reactive dogs and special-needs dogs, so I’m comfortable adjusting my approach to what makes your dog feel safest and most comfortable. I’ll also keep you updated with photos and messages so you can feel confident your pet is well cared for while you’re away

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

“Karina did a wonderful job looking after our cat for a long weekend. We came back to a relaxed cat and a house in perfect order. Thanks, Karina!”

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Chloe H.
Sitter Profile Image: Noelle H.
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Noelle H.
from
$55
per night
5 years of experience
Lodi, WI, 53555

About: I have worked at a Veterinary Clinic in boarding and daycare for 4 years and have been dog sitting for about 2 years. I recently became a Veterinary Assistant about 5 months ago, and I am currently attending clesses to become a Veterinary Technician. I know how to care for animals including tasks like feedings, walks, medications, and more. I hope to become a Veterinarian myself one day! I love being around animals especially dogs, and I would love to help care for your pet! I currently am working part time at the Lodi Vet Clinic so I would very easily be able to check in on your pets around my schedule I will take great care of your pets in the comfort of your own home, and I am very open to specific requests such as extra long walks etc.

Sitter Profile Image: Hallie N.
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Hallie N.
from
$35
per night
3 years of experience
Dane, WI, 53529

About: I have had dogs and cats while growing up and I currently work at a dog boarding facility where I work with dogs or cats, seniors, puppies, and animals with medical conditions! I am looking to provide house sitting, drop-ins, and dog walking! Depending on the day, I usually have full availability and keep my calendar updated. Currently, I work part time at a pet boarding facility, and I am also working on obtaining my real estate license. This means that I have plenty of free time during the day and have most weekends available! In my home, I currently take care of my 3 cats and our new puppy. I play with them whenever I get the chance. At my work, I take care of dogs and cats and always make sure they are getting active during the day and make sure they stay in good health!

Sitter Profile Image: Melvin H.
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Melvin H.
from
$75
per night
5.0 out of 5 stars
• 2 reviews
20 years of experience
Madison, WI, 53705

“Melvin stepped in on very short notice and took great care of my two big dogs. He stayed at the house and left it in great shape when he left. The dogs liked him and were in great shape when I got home. Thanks to Mel for saving the weekend for us.”

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ann s.
Sitter Profile Image: Milanne D.
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Milanne D.
from
$60
per night
19 years of experience
Blackhawk, Middleton, WI, 53562

About: I’ve been around and taken care of dogs of every kind my entire life basically. Neighbors, friends and family have relied on me since I was a little girl to walk, feed and bathe their pets. I currently dog sit full time, so I’ll have plenty of time to play with your pups! I’m available for boarding all seven days of the week at anytime of need! I have a spacious yard and two friendly female dogs(both spayed) to keep your fur baby company. I can easily crate your dog if needed.

Sitter Profile Image: Dennis R.
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Dennis R.
from
$94
per night
15 years of experience
Verona, WI, 53593

About: I’m Dennis. I’ve been around dogs my whole life and I’m genuinely good with them. Neighbors ask me to watch their dogs on a regular basis and I love it Hey, I’m Dennis. I’ve been dog-sitting for years and I’m really good with dogs. My neighbors trust me with theirs all the time. I’m friendly, reliable, and I actually enjoy it. Happy to help with walks or sitting whenever you need. I’m reliable, easy-going and always on time. Happy to do walks or pet sitting as needed. Let me know if you have any special requests.

Sitter Profile Image: Natalie B.
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Natalie B.
from
$100
per night
10 years of experience
Madison, WI, 53719

About: I'm an animal-loving recent grad from UW-Madison, born and raised in the Midwest. I work 8–4 in behavioral health and spend my free time around animals whenever I can. I have lots of experience with both cats and dogs, they've always been part of my family growing up. I've cared for senior dogs, including giving shots, daily oral medication, and following specific feeding schedules and exercise routines. I also regularly watch high energy large dogs as well as smaller dogs. I always try to mimic each pet's normal routine so they don't feel like they're with someone new, my goal is for them to feel like they're just having a normal day, with maybe a little extra fun! I work in behavioral health care with a schedule of 8–4, and I work from home on Mondays and Fridays, which allows me to do midday check-ins on your pets if needed! I'm also available to stay for longer periods at your home to provide care. During the week, I can stop by before or after work, and I'm flexible anytime on weekends. Safety and routine come first, whether I'm in my own home or yours. I keep feeding schedules, medications, and habits consistent so pets feel secure. I'm experienced with oral, topical, and syringe medication, chronic conditions like arthritis and hyperthyroidism, and keeping escape prone pets safely inside. I also respect each pet's boundaries, aiming to help them feel as comfortable as they would with their own owner! :)

Sitter Profile Image: Raven H.
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Raven H.
from
$75
per night
4.9 out of 5 stars
• 11 reviews
4 repeat clients
5 years of experience
Fitchburg, WI, 53711

“Raven is fantastic! She took great care of our dog this weekend, even in freeziing temps. Will continue to book her whenever she's available!”

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Jennifer K.
Sitter Profile Image: Autumn P.
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Autumn P.
from
$80
per night
5.0 out of 5 stars
• 11 reviews
2 repeat clients
15 years of experience
Middleton, WI, 53597

“Autumn took amazing care of our pet Nico. She was kind, communicative, and playful. Nico didn’t want to say goodbye! Thanks, Autumn!”

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Apoorva S.
Sitter Profile Image: Holly G.
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Holly G.
from
$60
per night
5.0 out of 5 stars
• 1 review
10 years of experience
Lodi, WI, 53555

About: I am currently a full-time Team Coordinator that works remotely out of my home, or any place with wifi! Working remotely has provided me with a lot of spare time, not having to commute to and from work, so I am looking to fill some of that time caring for animals. I currently have two dogs and two cats at home. I have experience with all types of dogs including small dogs, like my dad's Peekapoo, and large dogs, like my brother's Great Dane. I've taken care of puppies as well as senior dogs with extra care needed included insulin injections and eye drops. I am available for entire weekends, individual weekend days, full weeks and individual week days. I look forward to meeting you and your pet(s) and please don't hesitate to ask me any questions! If weekdays are needed, I have the flexibility to work from your home which gives me the opportunity to be there all day long if needed. Only working from 7:30am to 4:00pm with no commute gives me plenty of extra hours for pet/house care. I will treat your pets and home with the utmost respect as if they were my own. I would ask for any special requirements that pertain to housesitting and pet sitting ahead of time so I can follow them when I am there. I always make sure to lock doors and stay vigilant, especially at other peoples’ homes. I can be available to you by phone any time of the day or night when I am watching your pet/house and am always willing to help out with anything that may come up!

Sitter Profile Image: Natalina T.
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Natalina T.
from
$27
per night
5.0 out of 5 stars
• 8 reviews
2 repeat clients
4 years of experience
Madison, WI, 53719

“Natalina was amazing!! Just with meeting her before the booking Papi (cat) was very comfortable around her and asked for pets right away! She sent me updates with photos and kept me up to date on how he was doing. Will definitely be rebooking when I need a babysitter for him again!”

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Kelsie B.
Sitter Profile Image: Anna K.
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Anna K.
from
$28
per night
20 years of experience
Stone Meadows, Madison, WI, 53719

About: I have had a dog since I was 6 years old and have been taking care of dogs ever since. I have had a dog of my own for the past 3 years as well so have learned about raising a puppy into a young dog. I have patience, reliability, and genuine love for animals! I understand that every pet has their own personality, needs, and routines, and I strive to make every dog feel safe, comfortable, and loved. I’m attentive to details, responsible, and happy to provide updates and photos so you can have peace of mind while you’re away. Whether it’s playing with an energetic puppy, reinforcing basic training, going on walks, or providing extra patience and gentle care for senior dogs, I’ll treat your furry family member like my own. Your pet’s happiness, safety, and well-being will always be my top priority! 🐾 I currently only work 3-4 days a week and have frequent off days or days in between where I have ample time to care for pets I have a fenced in backyard and one friendly 3 year old dog. I can easily accommodate any of your pets needs and routines into my schedule.

Sitter Profile Image: Amanda R.
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Amanda R.
from
$40
per night
4.9 out of 5 stars
• 9 reviews
2 repeat clients
16 years of experience
Fitchburg, WI, 53711

“Amanda was an outstanding sitter for my two dogs. One of my dogs is a senior and required a little extra TLC. Amanda kept me updated regularly and took some of the most beautiful photos of my pets! She was simply wonderful. I highly recommend.”

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Lorie O.
Sitter Profile Image: Breckin F.
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Breckin F.
from
$40
per night
7 years of experience
Madison, WI, 53714

About: I've taken care of pets since I was 13. Neighbors and family have relied on me to over night watch, feed, and walk their dogs. I'm currently in school but am available Monday -Thursday any time after 2pm, I am also available any time on the weekend from Friday through Sunday. I am very active and will play with and walk your pet. I am very punctional and will make sure your pet is cared for.

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

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  • 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

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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 October 2026, there are 768 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.

<b>Tip:</b> 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 , 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 Roxbury. On Rover:

  • 91% of sitters can help with special care needs
  • 94% 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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