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: Breanna M.
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Breanna M.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 6 reviews
3 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 am studying for a Food Science PhD at UW Madison, so I’m able to take whatever requests work outside of my classes! Most weekends are free, and I update my calendar regularly to reflect class and exam schedules. 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: Kimberly G.
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Kimberly G.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 218 reviews
41 repeat clients
32 years of experience
Baraboo, WI, 53913

“Kimberly has sat for our crew several times now and we are always thrilled with the job she does. Frequent check ins, our animals are always relaxed and happy when we get back, and she takes better care of our place than we do! It’s completely taken the stress and worry away that we used to have about what to do with our pets while traveling. She doesn’t treat this like a side gig or try to get our pets needs to accommodate her schedule. She makes herself at home in the best way so you feel she is truly completely focused on caring for your fur family!”

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Katie S.
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 took great care of our pups again! She is responsible and sent updates which we appreciated. She helped out with a last minute medication for our pup too! Our dogs were in good hands!”

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Jennifer L.
Sitter Profile Image: Stephany D.
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Stephany D.
from
$46
per night
4.9 out of 5 stars
• 62 reviews
15 repeat clients
13 years of experience
Madison, WI, 53719

“Stephany was a great house sitter! She was super friendly and respectful, and our dog got along with her great! She took him on lots of walks and we came home from our weekend away to a very happy pup. Will book her again!”

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

“Matt is excellent! He's very communicative, sends the cutest photos each day, and is very professional. He goes out of his way to be accommodating and my dogs love him!”

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Joanna H.
Sitter Profile Image: Jesse T.
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Jesse T.
from
$30
per night
4.9 out of 5 stars
• 34 reviews
16 repeat clients
1 year of experience
Madison, WI, 53705

“We had an amazing experience with Jesse! She took wonderful care of both our dog and our cat while we were away for two weeks. She was incredibly attentive, super kind with our pets, and clearly loved spending time with them. She even surprised our dog with some plush toys before she left, which meant so much to us. When we came back, both of our pets were completely relaxed and happy, which says everything about the level of care they received. On top of pet care, she was a huge help with things around the house when they came up and shared really helpful advice for managing our dog’s allergies. We truly felt supported the entire time we were away. We couldn’t be happier with her care and will absolutely be booking her again for our next trip. Highly recommend.”

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Seb A.
Sitter Profile Image: Quinn M.
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Quinn M.
from
$28
per night
5.0 out of 5 stars
• 2 reviews
1 repeat client
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: Jamie Z.
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Jamie Z.
from
$55
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
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: Lisa T.
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Lisa T.
Star Sitter
from
$90
per night
5.0 out of 5 stars
• 8 reviews
3 repeat clients
2 years of experience
Madison, WI, 53719

“Lisa was great! Our two dogs were very happy, and we would be glad to have Lisa help out again. She left our place better than it was before!”

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Stacy B.
Sitter Profile Image: Tucker S.
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Tucker S.
Star Sitter
from
$48
per night
5.0 out of 5 stars
• 13 reviews
3 repeat clients
10 years of experience
Orchard Ridge Community, Madison, WI, 53711

“Tucker was amazing — he took great care of my fur baby and provided pics regularly AND he was gracious and unflappable in the face of some unforeseen challenges. Flexible, great communicator, and left the house cleaner than he found it. Great with following directions and proactively taking care of all the things — he even noticed the light on the automatic feeder and refilled it before I even messaged him about the notification I’d received. Perhaps best of all, he saw AJ for the loving, playful kitty that he is—so I knew AJ was feeling comfortable and that he was in good, kind hands. Would definitely recommend to others and would be glad to have his help again!”

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Sarah G.
Sitter Profile Image: Hanna P.
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Hanna P.
from
$40
per night
5.0 out of 5 stars
• 8 reviews
3 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: Elizabeth K.
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Elizabeth K.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 52 reviews
20 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: Nowell L.
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Nowell L.
from
$40
per night
4.5 out of 5 stars
• 13 reviews
2 repeat clients
4 years of experience
Middleton, WI, 53562

“We had a flight delay which caused us to be away for another night and she was flexible and was able to spend another night! I also appreciate her daily update doggo pictures :)”

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Allie D.
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: Lynne O.
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Lynne O.
from
$60
per night
5.0 out of 5 stars
• 8 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
• 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: Austin M.
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Austin M.
Star Sitter
from
$65
per night
4.6 out of 5 stars
• 13 reviews
2 repeat clients
29 years of experience
Park Ridge, Madison, WI, 53719

About: Caring for dogs isn't just something I do. It's something I'm genuinely passionate about. I have experience caring for dogs of all ages, personalities, and energy levels, from young puppies learning routines to senior dogs who need a little extra patience and attention. I understand that every dog is different, and I take the time to get to know each pet's unique needs. I'm comfortable with feeding schedules, administering oral medications, crate training, basic puppy training, leash walking, playtime, and providing plenty of love and attention. I'm also attentive to changes in behavior or health and believe it's important to catch anything unusual early and communicate it with owners right away. I know how stressful it can be to leave your pet with someone else, so I make it my priority to provide a safe, clean, and calm environment where they feel comfortable. Whether your dog loves long walks, playing fetch, or simply relaxing with company, I'll make sure they receive the care and attention they deserve. Communication is very important to me. I'll provide regular updates, photos, and messages so you can enjoy your time away knowing your pet is in good hands. My goal is to care for every pet as if they were my own and give owners complete peace of mind. Pet care is already a major part of my daily routine. My day is structured around caring for dogs, so adding walks, drop-in visits, daycare, or boarding fits naturally into my schedule. Because I'm already following consistent routines for feeding, exercise, potty breaks, playtime, and cleaning, I'm able to provide dependable, attentive care throughout the day. I have a flexible schedule that allows me to give pets the time and attention they deserve rather than leaving them alone for long periods. Whether your pet needs a consistent routine, extra exercise, medication, or simply companionship, I'm committed to making sure they feel safe, comfortable, and well cared for while you're away. Safety and comfort are my top priorities when caring for pets, whether in my home or a client’s home. I make sure every pet is in a clean, secure, and calm environment where they can feel relaxed and stress-free. I follow each pet’s routine closely, including feeding schedules, potty breaks, exercise, and any special instructions provided by the owner. I pay close attention to behavior and overall well-being so I can quickly notice if something seems off and communicate right away. In my care, pets are never left unattended for long periods. I supervise interactions, provide structured playtime, and ensure a safe environment at all times—especially when introducing pets to new surroundings or other animals. I also respect the client’s home fully when providing in-home care, keeping everything clean, secure, and exactly as I found it. I understand how important trust is when someone allows you to care for their pet or enter their home, and I take that responsibility seriously. My goal is to make sure pets feel safe, loved, and comfortable, while giving owners complete peace of mind through clear communication and reliable care.

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: Elizabeth M.
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Elizabeth M.
from
$50
per night
5.0 out of 5 stars
• 10 reviews
2 repeat clients
10 years of experience
Madison, WI, 53711

“Lizzy was great with our elderly dog. She has multiple daily meds and a special diet, and actually got a little bit sick while we were gone. Lizzy was kind and patient with her. We got daily updates and pictures and felt totally comfortable while we were away. Zeba was happy and relaxed when we got back and had obviously been well cared for. We'll definitely use Lizzy again!”

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Christy S.
Sitter Profile Image: Emma R.
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Emma R.
from
$45
per night
5.0 out of 5 stars
• 8 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.
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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

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  • 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
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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 September 2026, there are 777 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 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 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 Meet & Greet .

sitters on Rover set their own cancellation policy , 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:

  • 94% of sitters can help with special care needs
  • 98% can help with giving oral medications or injections
  • 96% 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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